Coloring composition, film, red pixel, color filter, solid-state imaging element, image display device, and kit

Abstract

The present invention provides a coloring composition comprising a pigment containing color index Pigment Red 272, a curable compound, and a solvent. The pigment content in the total solids content of the coloring composition is 30% by mass or greater. The present invention also provides a film, a red pixel, a color filter, a solid-state imaging element, an image display device, and a kit.

Description

Technical Field

[0001] The present invention relates to a coloring composition containing a pigment. Furthermore, the present invention relates to a film, a red pixel, a color filter, a solid-state imaging element, and an image display device formed using the coloring composition. Furthermore, the present invention relates to a kit. Background Art

[0002] In recent years, with the widespread use of digital cameras and mobile phones with cameras, demand for solid-state imaging devices such as charge-coupled devices (CCD) image sensors has increased significantly. Color filters are used as core components in displays and optical devices. Color filters typically have pixels for the three primary colors of red, green, and blue, and they function to decompose transmitted light into these three primary colors.

[0003] The colored pixels of each color of the color filter are manufactured using a coloring composition containing a colorant such as a pigment. Furthermore, the coloring composition used to form red pixels uses a diketopyrrolopyrrole pigment or the like as a red pigment. For example, Patent Document 1 describes a technique for forming red pixels using a coloring composition containing a red pigment such as Color Index Pigment Red 272 as a diketopyrrolopyrrole pigment.

[0004] Previous technical literature

[0005] Patent Literature

[0006] Patent Document 1: Japanese Patent Application Laid-Open No. 2015-168725 Summary of the Invention

[0007] Technical issues to be solved by the invention

[0008] The present inventors conducted extensive research on coloring compositions containing Color Index Pigment Red 272, and found that Color Index Pigment Red 272 tends to have higher crystallinity than other diketopyrrolopyrrole pigments, and aggregates due to crystallization and other factors in the film, which tends to precipitate as impurities. In particular, when a film formed using a coloring composition containing Color Index Pigment Red 272 is left for a long time in a high-humidity environment, aggregation occurs due to crystallization and other factors in the film, and the film tends to precipitate as an impurity.

[0009] Therefore, an object of the present invention is to provide a colored composition capable of forming a film that suppresses the generation of impurities even when the film is left for a long time in a high-humidity environment. Furthermore, an object of the present invention is to provide a film, a red pixel, a color filter, a solid-state imaging element, an image display device, and a kit using the colored composition.

[0010] Means for solving technical problems

[0011] The present inventors have found that the above-mentioned object can be achieved by the coloring composition described below through research, and have thus completed the present invention.

[0012] <1> A coloring composition comprising a pigment containing color index Pigment Red 272, a curable compound, and a solvent.

[0013] The content of the pigment in the total solid content of the colored composition is 30% by mass or more.

[0014] <2> according to <1> The coloring composition, wherein

[0015] The content of the pigment in the total solid content of the colored composition is 50% by mass or more.

[0016] <3> according to <1> or <2> The coloring composition, wherein

[0017] The content of Color Index Pigment Red 272 in the total amount of the pigment is 10% by mass or more.

[0018] <4> according to <1> to <3> The colored composition according to any one of the preceding claims, wherein

[0019] The above pigments also include red pigments other than Color Index Pigment Red 272.

[0020] <5> according to <1> to <4> The colored composition according to any one of the preceding claims, wherein

[0021] The above pigments also include yellow pigments.

[0022] <6> according to <1> to <5> The colored composition according to any one of the preceding claims, further comprising a pigment derivative.

[0023] <7> according to <6> The coloring composition, wherein

[0024] The above-mentioned pigment derivative is a diketopyrrolopyrrole compound.

[0025] <8> according to <1> to <7> The colored composition according to any one of the preceding claims, wherein

[0026] The curable compound includes at least one selected from the group consisting of resins and polymerizable compounds.

[0027] <9> according to <8> The coloring composition further comprises a photopolymerization initiator.

[0028] <10> according to <9> The coloring composition, wherein

[0029] The photopolymerization initiator includes at least one selected from the group consisting of oxime compounds and α-aminoketone compounds.

[0030] <11> according to <1> to <10> The colored composition according to any one of the preceding claims is a colored composition for forming red pixels of a color filter.

[0031] <12> according to <1> to <11> The colored composition according to any one of the preceding claims is a colored composition for lithography.

[0032] <13> according to <1> to <12> The colored composition according to any one of the preceding claims is a colored composition for a solid-state imaging element.

[0033] <14> A membrane which is used <1> to <13> It is obtained by using any one of the colored compositions.

[0034] <15> A red pixel that uses <1> to <13> It is obtained by using any one of the colored compositions.

[0035] <16> A color filter having <14> The membrane.

[0036] <17> A color filter having <15> The red pixels, blue pixels and green pixels.

[0037] <18> A solid-state imaging element having <14> The membrane.

[0038] <19> An image display device having <14> The membrane.

[0039] <20> A kit comprising <1> to <13> The colored composition, the blue pixel-forming colored composition, and the green pixel-forming colored composition described in any one of the preceding claims.

[0040] Effects of the Invention

[0041] The present invention can provide a colored composition, film, red pixel, color filter, solid-state imaging element, image display device, and kit capable of forming a film in which the generation of impurities is suppressed even when the film is left for a long time in a high-humidity environment. DETAILED DESCRIPTION

[0042] Hereinafter, the contents of the present invention will be described in detail.

[0043] In this specification, “to” is used to mean that the numerical values described before and after it are included as the lower limit and the upper limit.

[0044] In the description of groups (atomic groups) in this specification, the term "not indicating substituted or unsubstituted" includes groups (atomic groups) without substitution and also includes groups (atomic groups) with substitution. For example, "alkyl" includes not only alkyl groups without substitution (unsubstituted alkyl groups) but also alkyl groups with substitution (substituted alkyl groups).

[0045] In this specification, "exposure" includes not only exposure using light, but also drawing using particle beams such as electron beams and ion beams, unless otherwise specified. Examples of light used for exposure include the bright line spectrum of a mercury lamp, far ultraviolet light typified by excimer lasers, extreme ultraviolet light (EUV light), X-rays, electron beams, and other activating light or radiation.

[0046] In this specification, “(meth)acrylate” means both or either acrylate and methacrylate, “(meth)acrylic acid” means both or either acrylic acid and methacrylic acid, and “(meth)acryloyl” means both or either acryloyl and methacryloyl.

[0047] In the present specification, Me in the structural formula represents a methyl group, Et represents an ethyl group, Bu represents a butyl group, and Ph represents a phenyl group.

[0048] In this specification, the weight average molecular weight and the number average molecular weight are polystyrene-equivalent values measured by GPC (gel permeation chromatography).

[0049] In this specification, the total solid content refers to the total mass of the components excluding the solvent from all the components of the composition.

[0050] In this specification, a pigment refers to a compound that is difficult to dissolve in a solvent.

[0051] In this specification, the term "step" includes not only an independent step but also a step that cannot be clearly distinguished from other steps as long as the step exhibits its intended effect.

[0052] <Coloring Composition>

[0053] The coloring composition of the present invention comprises a pigment containing color index Pigment Red 272, a curable compound, and a solvent. In the coloring composition,

[0054] The content of the pigment in the total solid content of the colored composition is 30% by mass or more.

[0055] The coloring composition of the present invention can form a film in which the generation of impurities is suppressed even when the obtained film is left for a long time under a high humidity environment, despite containing CI (Color Index) Pigment Red 272. The reason for this effect is presumably as follows.

[0056] CI Pigment Red 272 is a diketopyrrolopyrrole pigment with a relatively low molecular weight. Therefore, it is speculated that it tends to be more crystalline than other diketopyrrolopyrrole pigments, forming aggregates in the film due to crystallization, which tends to precipitate as impurities. Furthermore, it is speculated that when the film is exposed in a high-humidity environment, the film softens, causing the diketopyrrolopyrrole pigment in the film to migrate, which tends to easily form aggregates. It is speculated that the relatively low molecular weight of CI Pigment Red 272 makes it easy to migrate in the softened film, resulting in the easy precipitation of impurities in the film.

[0057] In the colored composition of the present invention, by setting the pigment content in the total solid content of the colored composition to 30% by mass or more, the interaction between the pigments in the film becomes stronger, the apparent molecular weight becomes larger, and the migration of the pigment in the softened film can be suppressed. As a result, it is estimated that even when the obtained film is left for a long time in a high humidity environment, the generation of impurities can be suppressed.

[0058] The CI Pigment Red 272 used in the coloring composition of the present invention has a higher red color value than conventional red pigments, and thus can form a cured film having desired spectral characteristics even in thin films. Furthermore, because CI Pigment Red 272 has a higher red color value than conventional red pigments, it can achieve a desired spectrum with a smaller blending amount than that required to achieve spectral characteristics equivalent to those of conventional red pigments. This allows for an increase in the blending amount of components other than the pigment, resulting in a high degree of freedom in formulation design.

[0059] The coloring composition of the present invention can be suitably used as a coloring composition for solid-state imaging elements. Furthermore, the coloring composition of the present invention can be suitably used as a coloring composition for color filters. Specifically, it can be suitably used as a coloring composition for forming pixels of a color filter, and can be more suitably used as a coloring composition for forming red pixels of a color filter. Furthermore, the coloring composition of the present invention can be suitably used as a coloring composition for forming pixels of a color filter used in a solid-state imaging element. Furthermore, the coloring composition of the present invention can also be used as any one of a coloring composition for photolithography and a coloring composition for dry etching, but can be suitably used as a coloring composition for photolithography because the process for forming pixels is simple and the process load is small. When used as a coloring composition for photolithography, the coloring composition of the present invention preferably uses a coloring composition comprising a resin and a polymerizable compound (preferably a polymerizable monomer) as a curable compound. Furthermore, it is preferred that a photopolymerization initiator is also included. Furthermore, the coloring composition of the present invention can also be used as a coloring composition for forming an infrared transmission filter.

[0060] Hereinafter, each component used for the coloring composition of the present invention will be described.

[0061] Pigments

[0062] The coloring composition of the present invention contains a colorant. A colorant containing a pigment can be used as the colorant. The content of the pigment in the colorant is preferably 30% by mass or greater, more preferably 50% by mass or greater, further preferably 60% by mass or greater, and particularly preferably 80% by mass or greater. Furthermore, the colorant may consist solely of the pigment.

[0063] In the coloring composition of the present invention, as the pigment, a pigment including CI Pigment Red 272 can be used. CI Pigment Red 272 is a red pigment.

[0064] The content of CI Pigment Red 272 in the total amount of pigments contained in the coloring composition is preferably 10% by mass or more, more preferably 15% by mass or more, and even more preferably 20% by mass or more. The upper limit can be 100% by mass or less, 95% by mass or less, 85% by mass or less, 75% by mass or less, or 50% by mass or less.

[0065] The content of CI Pigment Red 272 in the total amount of red pigment is preferably 25 to 100% by mass, more preferably 30 to 100% by mass, and even more preferably 40 to 100% by mass. The upper limit of the content of CI Pigment Red 272 can also be set to 90% by mass or less, and can also be set to 80% by mass or less.

[0066] The pigment used in the coloring composition of the present invention may further contain a red pigment other than CI Pigment Red 272. According to this embodiment, even when a film obtained using the coloring composition is left for a long time under a high humidity environment, the generation of impurities can be more effectively suppressed.

[0067] Furthermore, the red pigment contained in the pigment used in the coloring composition of the present invention may consist essentially only of CI Pigment Red 272. This embodiment enables the production of red pixels with higher color separation performance. The red pigment consisting essentially only of CI Pigment Red 272 means that the content of CI Pigment Red 272 in the red pigment is 99% by mass or more, preferably 99.9% by mass or more, and more preferably 100% by mass.

[0068] Examples of red pigments other than CI Pigment Red 272 include diketopyrrolopyrrole pigments, anthraquinone pigments, azo pigments, naphthol pigments, azomethine pigments, xanthene pigments, quinacridone pigments, perylene pigments, and thioindigo pigments. Preferred are diketopyrrolopyrrole pigments, anthraquinone pigments, and azo pigments, and more preferred are diketopyrrolopyrrole pigments. Specific examples of other red pigments include the compounds described in the Examples below, CI Pigment Red 1, 2, 3, 4, 5, 6, 7, 9, 10, 14, 17, 22, 23, 31, 38, 41, 48:1, 48:2, 48:3, 48:4, 49, 49:1, 49:2, 52:1, 52:2, 53:1, 57:1, 60:1, 63:1, 66, 67, 81:1, 81:2, 81:3, 81:4, 83, 88, 90, 105, 112, 119, 22, 123, 144, 146, 149, 150, 155, 166, 168, 169, 170, 171, 172, 175, 176, 177, 178, 179, 184, 185, 187, 188, 190, 200, 202, 206, 207, 208, 209, 210, 216, 220, 224, 226, 242, 246, 254, 255, 264, 269, 270, 279, 291, 294, 295, 296, 297, etc. Also, as other red pigments, the perylene pigment described in Japanese Patent Laid-Open No. 2020-083982 publication, the perylene pigment described in Japanese Patent Laid-Open No. 2020-164814 publication, the xanthene pigment described in Japanese Patent Laid-Open No. 2018-035345 publication, the xanthene pigment described in Japanese Patent Laid-Open No. 2017-114957 publication etc. can also be used. Also, as other red pigments, Lumogen F Orange 240 (manufactured by BASF, perylene pigment) can also be used. As other red pigments, from the reason of easily and significantly obtaining the above-mentioned effect, preferably CI Pigment Red 81: 4,177,179,254,264,269,291,296,297, more preferably CI Pigment Red 177,254,264,269,291,296,297, further preferably CI Pigment Red 254.

[0069] The pigment used in the coloring composition of the present invention preferably further includes a yellow pigment. This embodiment facilitates the formation of a film having spectral characteristics suitable for red pixels. This also improves the storage stability of the coloring composition.

[0070] Examples of yellow pigments include quinophthalone pigments, isoindoline pigments, azo pigments, azomethine pigments, benzimidazolone pigments, pteridine pigments, and quinoxaline pigments. Preferred are quinophthalone pigments, isoindoline pigments, azo pigments, azomethine pigments, and pteridine pigments. More preferred are isoindoline pigments and azo pigments. Isoindoline pigments are particularly preferred because they can easily form a film having spectral characteristics more suitable for red.

[0071] Specific examples of yellow pigments include CI Pigment Yellow 1, 2, 3, 4, 5, 6, 10, 11, 12, 13, 14, 15, 16, 17, 18, 20, 24, 31, 32, 34, 35, 35:1, 36, 36:1, 37, 37:1, 40, 42, 43, 53, 55, 60, 61, 62, 63, 65, 73, 74, 77, 81, 83, 86, 93, 94, 95, 97, 98, 100, 101, 104, 106, 108, 109, 110, 113, 114, 115, 116, 117, 118, 119, 120, 123, 125, 126, and 127. , 128, 129, 137, 138, 139, 147, 148, 150, 151, 152, 153, 154, 155, 156, 161, 162, 164, 166, 167, 168, 169, 170, 171, 172, 173, 174, 175, 176, 177, 179, 180, 181, 182, 185, 187, 188, 193, 194, 199, 213, 214, 215, 228, 231, 232 (methine), 233 (quinoline), 234 (aminoketone), 235 (aminoketone), 236 (aminoketone), etc. (the above are yellow pigments).

[0072] Furthermore, as yellow pigments, compounds described in Japanese Patent Application Laid-Open No. 2017-201003, compounds described in Japanese Patent Application Laid-Open No. 2017-197719, compounds described in paragraphs 0011 to 0062 and 0137 to 0276 of Japanese Patent Application Laid-Open No. 2017-171912, compounds described in paragraphs 0010 to 0062 and 0138 to 0295 of Japanese Patent Application Laid-Open No. 2017-171913, compounds described in paragraphs 0011 to 0062 and 0139 to 0190 of Japanese Patent Application Laid-Open No. 2017-171914, and compounds described in paragraphs 0010 to 0065 and 0142 of Japanese Patent Application Laid-Open No. 2017-171915 can also be used. The compounds described in paragraphs 0011 to 0034 of Japanese Patent Application Laid-Open No. 2013-054339, the quinophthalone compounds described in paragraphs 0013 to 0058 of Japanese Patent Application Laid-Open No. 2014-026228, the isoindoline compounds described in Japanese Patent Application Laid-Open No. 2018-062644, the quinophthalone compounds described in Japanese Patent Application Laid-Open No. 218-203798, the quinophthalone compounds described in Japanese Patent Application Laid-Open No. 2018-062578, the quinophthalone compounds described in Japanese Patent No. 6432077, the quinophthalone compounds described in Japanese Patent No. 6432076, the quinophthalone compounds described in Japanese Patent Application Laid-Open No. 2018- Quinophthalone compounds described in Japanese Patent Application Laid-Open No. 155881, quinophthalone compounds described in Japanese Patent Application Laid-Open No. 2018-111757, quinophthalone compounds described in Japanese Patent Application Laid-Open No. 2018-040835, quinophthalone compounds described in Japanese Patent Application Laid-Open No. 2017-197640, quinophthalone compounds described in Japanese Patent Application Laid-Open No. 2016-145282, quinophthalone compounds described in Japanese Patent Application Laid-Open No. 2014-085565, quinophthalone compounds described in Japanese Patent Application Laid-Open No. 2014-021139, quinophthalone compounds described in Japanese Patent Application Laid-Open No. 2013-209614, quinophthalone compounds described in Japanese Patent Application Laid-Open No. 2013-209435 Quinophthalone compounds described in JP-A-2013-181015, quinophthalone compounds described in JP-A-2013-061622, quinophthalone compounds described in JP-A-2013-054339, quinophthalone compounds described in JP-A-2013-032486, quinophthalone compounds described in JP-A-2012-226110, quinophthalone compounds described in JP-A-2008-074987, quinophthalone compounds described in JP-A-2008-081565, quinophthalone compounds described in JP-A-2008-074986,Quinophthalone compounds described in Japanese Patent Application Laid-Open No. 2008-074985, quinophthalone compounds described in Japanese Patent Application Laid-Open No. 2008-050420, quinophthalone compounds described in Japanese Patent Application Laid-Open No. 2008-031281, quinophthalone compounds described in Japanese Patent Application Laid-Open No. 48-032765, quinophthalone compounds described in Japanese Patent Application Laid-Open No. 2019-008014, compounds represented by formula (QP1), Compounds represented by formula (QP2), compounds described in Korean Patent Publication No. 10-2014-0034963, compounds described in Japanese Patent Application Publication No. 2017-095706, compounds described in Taiwan Patent Application Publication No. 201920495, compounds described in Japanese Patent No. 6607427, and isoindoline compounds described in Japanese Patent Application Publication No. 2020-023652. In addition, from the perspective of improving color value, compounds obtained by polymerizing these compounds can also be appropriately used.

[0073] [Chemical Formula 1]

[0074]

[0075] In formula (QP1), X 1 ~X 16 Each independently represents a hydrogen atom or a halogen atom, Z 1 represents an alkylene group having 1 to 3 carbon atoms. Specific examples of the compound represented by formula (QP1) include the compounds described in paragraph 0016 of Japanese Patent No. 6443711.

[0076] [Chemical Formula 2]

[0077]

[0078] In formula (QP2), Y 1 ~Y 3 Each independently represents a halogen atom. n and m represent integers of 0 to 6, and p represents an integer of 0 to 5. (n+m) is 1 or greater. Specific examples of the compound represented by formula (QP2) include the compounds described in paragraphs 0047 to 0048 of Japanese Patent No. 6432077.

[0079] The yellow pigment is preferably at least one selected from CI Pigment Yellow 129, CI Pigment Yellow 138, CI Pigment Yellow 139, CI Pigment Yellow 150, CI Pigment Yellow 185, CI Pigment Yellow 215, CI Pigment Yellow 231, and CI Pigment Yellow 233, more preferably CI Pigment Yellow 139, 185, 231, and 233. CI Pigment Yellow 139 is further preferred because it can produce red pixels with higher color separation performance.

[0080] As the pigment contained in the coloring composition of the present invention, color pigments such as orange pigments, green pigments, purple pigments, blue pigments, and cyan pigments can also be used. Specific examples of these include the following pigments.

[0081] CI Pigment Orange 2, 5, 13, 16, 17: 1, 31, 34, 36, 38, 43, 46, 48, 49, 51, 52, 55, 59, 60, 61, 62, 64, 71, 73, etc. (the above are orange pigments),

[0082] CI Pigment Green 7, 10, 36, 37, 58, 59, 62, 63, 64 (phthalocyanine), 65 (phthalocyanine), 66 (phthalocyanine), etc. (the above are green pigments),

[0083] CI Pigment Violet 1, 19, 23, 27, 32, 37, 42, 60 (triarylmethanes), 61 (xanthenes), etc. (the above are violet pigments),

[0084] CI Pigment Blue 1, 2, 15, 15:1, 15:2, 15:3, 15:4, 15:6, 16, 22, 29, 60, 64, 66, 79, 80, 87 (monoazo type), 88 (methine type), etc. (the above are blue pigments).

[0085] Furthermore, as a green pigment, a zinc phthalocyanine halogenide pigment having an average of 10 to 14 halogen atoms, an average of 8 to 12 bromine atoms, and an average of 2 to 5 chlorine atoms in one molecule can also be used. As a specific example, the compounds described in International Publication No. 2015 / 118720 can be cited. Furthermore, as a green pigment, the compounds described in the specification of Chinese Patent Application No. 106909027, the phthalocyanine compounds having a phosphate ester as a ligand described in International Publication No. 2012 / 102395, the phthalocyanine compounds described in Japanese Patent Application Publication No. 2019-008014, the phthalocyanine compounds described in Japanese Patent Application Publication No. 2018-180023, the compounds described in Japanese Patent Application Publication No. 2019-038958, etc. can also be used.

[0086] Furthermore, as a blue pigment, an aluminum phthalocyanine compound having a phosphorus atom can also be used. Specific examples include the compounds described in paragraphs 0022 to 0030 of JP-A-2012-247591 and paragraph 0047 of JP-A-2011-157478.

[0087] Furthermore, as a green pigment, a blue pigment, or a cyan pigment, a triarylmethane compound described in Japanese Patent Application Laid-Open No. 2019-152852 can also be used.

[0088] Furthermore, near-infrared absorbing pigments can also be used as pigments. The near-infrared absorbing pigment is preferably an organic pigment. Furthermore, the near-infrared absorbing pigment preferably has a maximum absorption wavelength in the range of wavelengths exceeding 700 nm and below 1400 nm. Furthermore, the maximum absorption wavelength of the near-infrared absorbing pigment is preferably below 1200 nm, more preferably below 1000 nm, and further preferably below 950 nm. Furthermore, the near-infrared absorbing pigment preferably has an absorbance A at a wavelength of 550 nm. 550 and the absorbance A at the maximum absorption wavelength max The ratio is A 550 / A max It is 0.1 or less, more preferably 0.05 or less, further preferably 0.03 or less, and particularly preferably 0.02 or less. The lower limit is not particularly limited, and can be, for example, 0.0001 or more, or 0.0005 or more.

[0089] The near-infrared absorbing pigment is not particularly limited, and examples thereof include pyrrolopyrrole compounds, oxonol compounds, squaryl compounds, cyanine compounds, crotonium compounds, phthalocyanine compounds, naphthalocyanine compounds, pyrylium compounds, azulene compounds, indigo compounds, and pyrromethene compounds. Preferably, the pigment is at least one selected from pyrrolopyrrole compounds, squaryl compounds, cyanine compounds, phthalocyanine compounds, and naphthalocyanine compounds. More preferably, the pigment is a pyrrolopyrrole compound or a squaryl compound, and particularly preferably, a pyrrolopyrrole compound. Specific examples of the near-infrared absorbing pigment include the compounds described in the Examples below.

[0090] Furthermore, dyes can also be used as colorants. There are no particular limitations on the dyes, and known dyes can be used. Examples of dyes include color dyes and infrared absorbing dyes. Examples of color dyes include red dyes, orange dyes, green dyes, purple dyes, blue dyes, and cyan dyes. Examples of near-infrared absorbing dyes include dyes having a maximum absorption wavelength in a range exceeding 700 nm and below 1400 nm.

[0091] Examples of color dyes include pyrazole azo compounds, anilino azo compounds, triarylmethane compounds, anthraquinone compounds, anthrapyridone compounds, benzylene compounds, oxocyanine compounds, pyrazolotriazole azo compounds, pyridone azo compounds, cyanine compounds, phenothiazine compounds, pyrrolopyrazolyl methine azo compounds, xanthene compounds, phthalocyanine compounds, benzopyran compounds, indigo compounds, and pyrromethene compounds. Furthermore, thiazole compounds described in Japanese Patent Application Laid-Open No. 2012-158649, azo compounds described in Japanese Patent Application Laid-Open No. 2011-184493, azo compounds described in Japanese Patent Application Laid-Open No. 2011-145540, xanthene compounds described in Japanese Patent Application Laid-Open No. 2020-117638, perylene dyes described in Japanese Patent Application Laid-Open No. 2020-079397, and thiazole compounds described in Japanese Patent Application Laid-Open No. 2020-0 Xanthene dyes described in Japanese Patent Application Publication No. 84169, xanthene dyes described in Japanese Patent Application Publication No. 2019-053303, porphyrazine dyes described in Japanese Patent Application Publication No. 2019-116544, squarylium dyes described in Japanese Patent Application Publication No. 2020-021063, squarylium dyes described in Japanese Patent Application Publication No. 2020-128494, squarylium dyes described in Japanese Patent Application Publication No. 2020-183509, etc.

[0092] Examples of the near-infrared absorbing dye include pyrrolopyrrole compounds, oxonol compounds, squarylium compounds, cyanine compounds, crotonium compounds, phthalocyanine compounds, naphthalocyanine compounds, pyrylium compounds, azulene compounds, indigo compounds, and pyrromethene compounds.

[0093] Furthermore, as a dye, a pigment multimer can also be used. The pigment multimer preferably has two or more pigment structures in one molecule, and has three or more pigment structures. The upper limit is not particularly limited, but can also be set to 100 or less. The multiple pigment structures possessed in one molecule can be the same pigment structure or different pigment structures. The weight-average molecular weight (Mw) of the pigment multimer is preferably 2000 to 50000. The lower limit is more preferably more than 3000, and more preferably more than 6000. The upper limit is more preferably less than 30000, and more preferably less than 20000. Pigment polymers that can also use compounds described in Japanese Patent Application Publication No. 2011-213925, Japanese Patent Application Publication No. 2013-041097, Japanese Patent Application Publication No. 2015-028144, Japanese Patent Application Publication No. 2015-030742, Japanese Patent Application Publication No. 2016-102191, International Publication No. 2016 / 031442, etc., triarylmethane dye polymers described in Korean Patent Application Publication No. 10-2020-0028160, triarylmethane dye polymers described in Japanese Patent Application Publication No. 2019-139240, etc.

[0094] When the coloring composition of the present invention is set as a coloring composition for forming red pixels of a color filter, the content of the red colorant in the colorant contained in the coloring composition is preferably 30% by mass or more, more preferably 50% by mass or more. As red colorants, red pigments and red dyes can be mentioned. Furthermore, when the coloring composition of the present invention is set as a coloring composition for forming red pixels of a color filter, the coloring composition also preferably further includes a yellow colorant. As yellow colorants, yellow pigments and yellow dyes can be mentioned. The content of the yellow colorant is preferably 1 to 100 parts by mass relative to 100 parts by mass of the red colorant, more preferably 30 to 70 parts by mass. Furthermore, the total content of the red colorant and the yellow colorant in the colorant contained in the coloring composition is preferably 70% by mass or more, more preferably 90% by mass or more.

[0095] When the coloring composition of the present invention is used to form an infrared transmission filter, it is preferred to use two or more coloring materials and form a black color by combining the two or more coloring materials. Examples of coloring materials include color pigments and color dyes. Examples of combinations of coloring materials when forming a black color by combining two or more coloring materials include the following.

[0096] (1) A method containing yellow, blue, purple and red pigments.

[0097] (2) A method containing yellow colorant, cyan colorant, purple colorant and red colorant.

[0098] (3) A method containing yellow, blue and red pigments.

[0099] (4) A method containing yellow colorant, purple colorant and red colorant.

[0100] (5) A method containing green, blue, purple and red pigments.

[0101] (6) A method containing green, purple and red pigments.

[0102] (7) A method containing green pigment and red pigment.

[0103] When the colored composition of the present invention is used for forming an infrared transmission filter, it may further contain a near infrared absorbing colorant such as a near infrared absorbing pigment or a near infrared absorbing dye.

[0104] The content of the colorant in the total solid content of the coloring composition is 30% by mass or more, preferably 40% by mass or more, more preferably 50% by mass or more, further preferably 55% by mass or more, and even more preferably 60% by mass or more. The upper limit of the content of the colorant in the total solid content of the coloring composition is preferably 95% by mass or less, more preferably 90% by mass or less.

[0105] Furthermore, the pigment content in the total solids content of the coloring composition is 30% by mass or more, preferably 40% by mass or more, more preferably 50% by mass or more, even more preferably 55% by mass or more, and even more preferably 60% by mass or more. Furthermore, the upper limit of the pigment content in the total solids content of the coloring composition is preferably 95% by mass or less, more preferably 90% by mass or less.

[0106] The content of CI Pigment Red 272 in the total solids content of the coloring composition is preferably 10% by mass or more, more preferably 15% by mass or more, even more preferably 20% by mass or more, even more preferably 25% by mass or more, and particularly preferably 30% by mass or more. The upper limit of the content of CI Pigment Red 272 in the total solids content of the coloring composition is preferably 95% by mass or less, more preferably 90% by mass or less.

[0107] When the pigment contained in the coloring composition includes a yellow pigment, the content of the yellow pigment is preferably 10 to 300 parts by mass, more preferably 20 to 200 parts by mass, and even more preferably 30 to 100 parts by mass, relative to 100 parts by mass of CI Pigment Red 272.

[0108] When the pigment contained in the coloring composition includes a red pigment other than CI Pigment Red 272 (hereinafter also referred to as other red pigment), the content of the other red pigment is preferably 10 to 400 parts by mass relative to 100 parts by mass of CI Pigment Red 272. The lower limit is preferably 20 parts by mass or more, more preferably 30 parts by mass or more, and even more preferably 50 parts by mass or more. The upper limit is preferably 300 parts by mass or less, more preferably 250 parts by mass or less, and even more preferably 200 parts by mass or less.

[0109] When the pigment contained in the coloring composition includes CI Pigment Red 254 as another red pigment, the content of CI Pigment Red 254 is preferably 10 to 400 parts by mass relative to 100 parts by mass of CI Pigment Red 272. The lower limit is preferably 20 parts by mass or more, more preferably 30 parts by mass or more, and even more preferably 50 parts by mass or more. The upper limit is preferably 300 parts by mass or less, more preferably 250 parts by mass or less, and even more preferably 200 parts by mass or less.

[0110] Curing Compounds

[0111] The coloring composition of the present invention contains a curable compound. As a curable compound, a polymerizable compound, a resin, etc. can be mentioned. The resin can be a non-polymerizable resin (a resin without a polymerizable group) or a polymerizable resin (a resin with a polymerizable group). As a polymerizable group, a group containing an ethylenically unsaturated bond, a cyclic ether group, a hydroxymethyl group, an alkoxymethyl group, etc. can be mentioned. As a group containing an ethylenically unsaturated bond, a vinyl group, a vinylphenyl group, a (meth)allyl group, a (meth)acryloyl group, a (meth)acryloyloxy group, a (meth)acryloylamide group, etc. can be mentioned, preferably a (meth)allyl group, a (meth)acryloyl group and a (meth)acryloyloxy group, more preferably a (meth)acryloyloxy group. As a cyclic ether group, an epoxy group, an oxetane group, etc. can be mentioned, preferably an epoxy group. The polymerizable compound is preferably a polymerizable monomer.

[0112] In the present invention, a compound containing at least a resin is preferably used as a curable compound. When the coloring composition is a coloring composition for lithography, a resin and a polymerizable monomer (monomer-type polymerizable compound) are preferably used as the curable compound, and a resin and a polymerizable monomer having a group containing an ethylenically unsaturated bond (monomer-type polymerizable compound) are more preferably used.

[0113] (Polymerizable compound)

[0114] Examples of polymerizable compounds include compounds having a group containing an ethylenically unsaturated bond, compounds having a cyclic ether group, compounds having a hydroxymethyl group, and compounds having an alkoxymethyl group. Compounds having a group containing an ethylenically unsaturated bond can be suitably used as free radical polymerizable compounds. Furthermore, compounds having a cyclic ether group, compounds having a hydroxymethyl group, and compounds having an alkoxymethyl group can be suitably used as cationically polymerizable compounds.

[0115] The molecular weight of the monomer-type polymerizable compound (polymerizable monomer) is preferably less than 2,000, more preferably 1,500 or less. The lower limit of the molecular weight of the polymerizable monomer is preferably 100 or more, more preferably 200 or more. The weight average molecular weight (Mw) of the resin-type polymerizable compound is preferably 2,000 to 2,000,000. The upper limit of the weight average molecular weight is preferably 1,000,000 or less, more preferably 500,000 or less. The lower limit of the weight average molecular weight is preferably 3,000 or more, more preferably 5,000 or more.

[0116] The compound having an ethylenically unsaturated bond-containing group as a polymerizable monomer is preferably a tri- to penta-functional (meth)acrylate compound, and more preferably a tri- to hexa-functional (meth)acrylate compound. Specific examples include compounds described in paragraphs 0095 to 0108 of JP-A-2009-288705, paragraph 0227 of JP-A-2013-029760, paragraphs 0254 to 0257 of JP-A-2008-292970, paragraphs 0034 to 0038 of JP-A-2013-253224, paragraph 0477 of JP-A-2012-208494, JP-A-2017-048367, Japanese Patent No. 6057891, Japanese Patent No. 6031807, and Japanese Patent No. 2017-194662, and the contents thereof are incorporated into this specification.

[0117] Examples of the compound having an ethylenically unsaturated bond-containing group include dipentaerythritol tri(meth)acrylate (commercially available as KAYARAD D-330; manufactured by Nippon Kayaku Co., Ltd.), dipentaerythritol tetra(meth)acrylate (commercially available as KAYARAD D-320; manufactured by Nippon Kayaku Co., Ltd.), dipentaerythritol penta(meth)acrylate (commercially available as KAYARAD D-310; manufactured by Nippon Kayaku Co., Ltd.), dipentaerythritol hexa(meth)acrylate (commercially available as KAYARAD DPHA; manufactured by Nippon Kayaku Co., Ltd., and NKESTER A-DPH-12E; manufactured by Shin-Nakamura Chemical Co., Ltd.), and compounds having a structure in which a (meth)acryloyl group of these compounds is bonded via an ethylene glycol and / or propylene glycol residue (for example, SARTOMER Company, Inc. commercially available SR454, SR499) and the like. Furthermore, as the compound having a group containing an ethylenically unsaturated bond, diglycerol EO (ethylene oxide)-modified (meth)acrylate (commercially available product, M-460; manufactured by TOAGOSEI CO., Ltd.), pentaerythritol tetraacrylate (manufactured by Shin Nakamura Chemical Co., Ltd., NK Ester A-TMMT), 1,6-hexanediol diacrylate (manufactured by Nippon Kayaku Co., Ltd., KAYARAD HDDA), RP-1040 (manufactured by Nippon Kayaku Co., Ltd.), ARONIX TO-2349 (manufactured by TOAGOSEI CO., Ltd.), NK Oligo UA-7200 (manufactured by Shin Nakamura Chemical Co., Ltd.), 8UH-1006, 8UH-1012 (manufactured by Taisei Fine Chemical Co., Ltd.), LIGHT ACRYLATE POB-AO (manufactured by KYOEISHA CHEMICAL Co., LTD.), etc.

[0118] Furthermore, as compounds having a group containing an ethylenically unsaturated bond, trifunctional (meth)acrylate compounds such as trimethylolpropane tri(meth)acrylate, trimethylolpropane propylene oxide-modified tri(meth)acrylate, trimethylolpropane ethylene oxide-modified tri(meth)acrylate, isocyanurate ethylene oxide-modified tri(meth)acrylate, and pentaerythritol tri(meth)acrylate are also preferably used. Examples of commercially available trifunctional (meth)acrylate compounds include ARONIX M-309, M-310, M-321, M-350, M-360, M-313, M-315, M-306, M-305, M-303, M-452, and M-450 (manufactured by TOAGOSEI CO., LTD.), NK ESTER A9300, A-GLY-9E, A-GLY-20E, A-TMM-3, A-TMM-3L, A-TMM-3LM-N, A-TMPT, and TMPT (manufactured by Shin-Nakamura Chemical Co., Ltd.), KAYARAD GPO-303, TMPTA, THE-330, TPA-330, and PET-30 (manufactured by Nippon Kayaku Co., Ltd.).

[0119] The compound having an ethylenically unsaturated bond-containing group may further have an acid group such as a carboxyl group, a sulfo group, or a phosphate group. Commercially available products of these compounds include ARONIX M-305, M-510, M-520, and ARONIX TO-2349 (manufactured by TOAGOSEI CO., LTD.).

[0120] As the compound having a group containing an ethylenically unsaturated bond, a compound having a caprolactone structure can also be used. Regarding compounds having a caprolactone structure, reference can also be made to paragraphs 0042 to 0045 of JP-A-2013-253224, which are incorporated herein by reference. Examples of compounds having a caprolactone structure include DPCA-20, DPCA-30, DPCA-60, and DPCA-120, which are commercially available from Nippon Kayaku Co., Ltd. as part of the KAYARAD DPCA series.

[0121] As the compound having a group containing an ethylenically unsaturated bond, a compound having a group containing an ethylenically unsaturated bond and an alkyleneoxy group can also be used. Such a compound is preferably a compound having a group containing an ethylenically unsaturated bond and an ethyleneoxy group and / or a propyleneoxy group, more preferably a compound having a group containing an ethylenically unsaturated bond and an ethyleneoxy group, and even more preferably a tri- to hexafunctional (meth)acrylate compound having 4 to 20 ethyleneoxy groups. Commercially available products include, for example, SR-494, a tetrafunctional (meth)acrylate having 4 ethyleneoxy groups, manufactured by Sartomer Company, Inc., and KAYARAD TPA-330, a trifunctional (meth)acrylate having 3 isobutyleneoxy groups, manufactured by Nippon Kayaku Co., Ltd.

[0122] As the compound having an ethylenically unsaturated bond-containing group, a polymerizable compound having a fluorene skeleton can also be used. Commercially available products include OGSOL EA-0200 and EA-0300 (manufactured by Osaka Gas Chemicals Co., Ltd., a (meth)acrylate monomer having a fluorene skeleton).

[0123] The compound having an ethylenically unsaturated bond-containing group is preferably one that does not substantially contain environmentally regulated substances such as toluene. Commercially available products of such a compound include KAYARAD DPHA LT and KAYARAD DPEA-12LT (manufactured by Nippon Kayaku Co., Ltd.).

[0124] Compounds having an ethylenically unsaturated bond-containing group also preferably use UA-7200 (manufactured by Shin-Nakamura Chemical Co., Ltd.), DPHA-40H (manufactured by Nippon Kayaku Co., Ltd.), UA-306H, UA-306T, UA-306I, AH-600, T-600, AI-600, LINC-202UA (manufactured by KYOEISHA CHEMICAL CO., LTD.), 8UH-1006, 8UH-1012 (all manufactured by TAISEI FINE CHEMICAL CO., LTD.), LIGHT ACRYLATE POB-AO (manufactured by KYOEISHA CHEMICAL CO., LTD.), and the like.

[0125] As the compound having a cyclic ether group, there can be mentioned a compound having an epoxy group, a compound having an oxetane group, etc., preferably a compound having an epoxy group. As the compound having an epoxy group, there can be mentioned a compound having 1 to 100 epoxy groups in one molecule. The upper limit of the number of epoxy groups can be set to 10 or less, for example, and can also be set to 5 or less. The lower limit of the number of epoxy groups is preferably 2 or more. As the compound having an epoxy group, it is also possible to use the compounds described in paragraphs 0034 to 0036 of Japanese Patent Application Publication No. 2013-011869, paragraphs 0147 to 0156 of Japanese Patent Application Publication No. 2014-043556, paragraphs 0085 to 0092 of Japanese Patent Application Publication No. 2014-089408, and the compounds described in Japanese Patent Application Publication No. 2017-179172, and these contents are incorporated into this specification.

[0126] The compound having an epoxy group may be a low molecular weight compound (e.g., a molecular weight of less than 1000) or a high molecular weight compound (e.g., a molecular weight of 1000 or more, or a weight average molecular weight of 1000 or more in the case of a polymer). The weight average molecular weight of the compound having an epoxy group is preferably 200 to 100,000, more preferably 500 to 50,000. The upper limit of the weight average molecular weight is preferably 10,000 or less, more preferably 5,000 or less, and even more preferably 3,000 or less.

[0127] Examples of commercially available compounds having a cyclic ether group include EHPE3150 (manufactured by Daicel Corporation), EPICLON N-695 (manufactured by DIC Corporation), Marproof G-0150M, G-0105SA, G-0130SP, G-0250SP, G-1005S, G-1005SA, G-1010S, G-2050M, G-01100, and G-01758 (all manufactured by NOF Corporation, and are polymers containing epoxy groups).

[0128] As the compound with a methylol group (hereinafter also referred to as a methylol compound), a compound in which a methylol group is bonded to a nitrogen atom or a carbon atom forming an aromatic ring can be enumerated. Furthermore, as the compound with an alkoxymethyl group (hereinafter also referred to as an alkoxymethyl compound), a compound in which an alkoxymethyl group is bonded to a nitrogen atom or a carbon atom forming an aromatic ring can be enumerated. As the compound in which an alkoxymethyl group or a methylol group is bonded to a nitrogen atom, preferably alkoxymethylated melamine, methylolated melamine, alkoxymethylated benzoguanamine, methylolated benzoguanamine, alkoxymethylated glycoluril, methylolated glycoluril, alkoxymethylated urea and methylolated urea etc. can be used. Furthermore, the compounds described in paragraphs 0134 to 0147 of Japanese Patent Application Publication No. 2004-295116 and paragraphs 0095 to 0126 of Japanese Patent Application Publication No. 2014-089408 can also be used.

[0129] (resin)

[0130] The coloring composition of the present invention can use a resin as a curable compound. The curable compound preferably contains at least a resin. The resin is incorporated, for example, to disperse pigments and the like in the resin composition or as an adhesive. Resins used primarily to disperse pigments and the like in the resin composition are referred to as dispersants. However, this use of the resin is merely an example, and the resin can also be used for purposes other than this. Furthermore, resins having polymerizable groups also constitute polymerizable compounds.

[0131] The weight average molecular weight (Mw) of the resin is preferably 3,000 to 2,000,000. The upper limit is preferably 1,000,000 or less, more preferably 500,000 or less. The lower limit is preferably 4,000 or more, more preferably 5,000 or more.

[0132] As resin, can enumerate (meth) acrylic resin, epoxy resin, ene-thiol resin, polycarbonate resin, polyether resin, polyarylate resin, polysulfone resin, polyethersulfone resin, polyphenylene resin, polyarylene ether phosphine oxide resin, polyimide resin, polyamide-imide resin, polyolefin resin, cyclic olefin resin, polyester resin, styrene resin etc..Can use one kind alone from these resins, also can use two or more mixedly.And, as resin, can also use the resin described in the embodiment of International Publication No. 2016 / 088645, the resin described in Japanese Patent Application Laid-Open No. 2017-057265 Gazette, the resin described in Japanese Patent Application Laid-Open No. 2017-032685 Gazette, the resin described in Japanese Patent Application Laid-Open No. 2017-075248 Gazette, the resin described in Japanese Patent Application Laid-Open No. 2017-066240 Gazette, the resin described in Japanese Patent Application Laid-Open No. 2017-1 The resin described in the 67513 publication, the resin described in the JP-A-2017-173787 publication, the resin described in paragraphs 0041 to 0060 of the JP-A-2017-206689 publication, the resin described in paragraphs 0022 to 0071 of the JP-A-2018-010856 publication, the blocked polyisocyanate resin described in the JP-A-2016-222891 publication resin), resin described in Japanese Patent Laid-Open No. 2020-122052, resin described in Japanese Patent Laid-Open No. 2020-111656, resin described in Japanese Patent Laid-Open No. 2020-139021, resin described in Japanese Patent Laid-Open No. 2017-138503, comprising a structural unit having a ring structure on the main chain and a structural unit having a biphenyl group on the side chain, resin described in Japanese Patent Laid-Open No. 2020-164814, resin described in Japanese Patent Laid-Open No. 2019-168686, and resin described in Japanese Patent Laid-Open No. 2020-084169.

[0133] As the resin, it is preferred to use a resin having an acid group. Examples of the acid group include a carboxyl group, a phosphate group, a sulfonic group, and a phenolic hydroxyl group. These acid groups may be only one type or two or more types. The resin having an acid group can also be used as a dispersant. Since the coloring composition of the present invention contains a resin having an acid group, a desired pattern can be formed by alkaline development. The acid value of the resin having an acid group is preferably 30 to 500 mgKOH / g. The lower limit is preferably 50 mgKOH / g or more, more preferably 70 mgKOH / g or more. The upper limit is preferably 400 mgKOH / g or less, more preferably 200 mgKOH / g or less, further preferably 150 mgKOH / g or less, and most preferably 120 mgKOH / g or less.

[0134] The coloring composition of the present invention also preferably contains a resin having a basic group. The resin having a basic group is preferably a resin containing a repeating unit having a basic group on the side chain, more preferably a copolymer having a repeating unit having a basic group on the side chain and a repeating unit not containing a basic group, and further preferably a block copolymer having a repeating unit having a basic group on the side chain and a repeating unit not containing a basic group. The resin having a basic group can also be used as a dispersant. The amine value of the resin having a basic group is preferably 5 to 300 mgKOH / g. The lower limit is preferably 10 mgKOH / g or more, more preferably 20 mgKOH / g or more. The upper limit is preferably 200 mgKOH / g or less, more preferably 100 mgKOH / g or less. As the basic group contained in the resin having a basic group, a group represented by formula (a-1), a group represented by formula (a-2), etc. can be mentioned.

[0135] [Chemical Formula 3]

[0136]

[0137] In formula (a-1), R a1 and R a2 Each independently represents a hydrogen atom, an alkyl group or an aryl group, R a1 With R a2 can bond to form rings;

[0138] In formula (a-2), R a11 represents a hydrogen atom, a hydroxyl group, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, an acyl group or an oxygen free radical, R a12 ~R a19 Each independently represents a hydrogen atom, an alkyl group or an aryl group.

[0139] R a1 、R a2 、R a11 ~R a19 The number of carbon atoms in the alkyl group is preferably 1 to 30, more preferably 1 to 15, even more preferably 1 to 8, and particularly preferably 1 to 5. The alkyl group may be linear, branched, or cyclic, preferably linear or branched, and more preferably linear. The alkyl group may have a substituent.

[0140] R a1 、R a2 、R a11 ~R a19 The number of carbon atoms of the aryl group represented is preferably 6 to 30, more preferably 6 to 20, and even more preferably 6 to 12. The aryl group may have a substituent.

[0141] R a11The number of carbon atoms in the alkoxy group represented is preferably 1 to 30, more preferably 1 to 15, further preferably 1 to 8, and particularly preferably 1 to 5. The alkoxy group may have a substituent.

[0142] R a11 The number of carbon atoms of the aryloxy group represented is preferably 6 to 30, more preferably 6 to 20, and even more preferably 6 to 12. The aryloxy group may have a substituent.

[0143] R a11 The number of carbon atoms of the acyl group represented is preferably 2 to 30, more preferably 2 to 20, and even more preferably 2 to 12. The acyl group may have a substituent.

[0144] Examples of commercially available resins having a basic group include DISPERBYK-161, 162, 163, 164, 166, 167, 168, 174, 182, 183, 184, 185, 2000, 2001, 2050, 2150, 2163, 2164, and BYK-LPN6919 (all BYK-Chemie GmbH), SOLSPERSE 11200, 13240, 13650, 13940, 24000, 26000, 28000, 32000, 32500, 32550, 32600, 33000, 34750, 35100, 35200, 37500, 38500, 39000, 53095, 56000, 7100 (all manufactured by Lubrizol Jaμan Limited.), Efka PX 4300, 4330, 4046, 4060, 4080 (all manufactured by BASF), etc. Furthermore, as the resin having a basic group, the block copolymer (B) described in paragraphs 0063 to 0112 of JP-A-2014-219665 and the block copolymer A1 described in paragraphs 0046 to 0076 of JP-A-2018-156021 can also be used, and these contents are incorporated into this specification.

[0145] The colored composition of the present invention also preferably contains a resin having an acid group and a resin having a basic group. This embodiment can further improve the storage stability of the colored composition. When a resin having an acid group and a resin having a basic group are used together, the content of the resin having a basic group is preferably 20 to 500 parts by mass, more preferably 30 to 300 parts by mass, and even more preferably 50 to 200 parts by mass, per 100 parts by mass of the resin having an acid group.

[0146] The resin is also preferably a resin containing a repeating unit derived from a compound represented by formula (ED1) and / or a compound represented by formula (ED2) (hereinafter, these compounds may also be referred to as "ether dimers").

[0147] [Chemical Formula 4]

[0148]

[0149] In formula (ED1), R 1 and R 2 Each independently represents a hydrogen atom or a hydrocarbon group having 1 to 25 carbon atoms which may have a substituent.

[0150] [Chemical Formula 5]

[0151]

[0152] In formula (ED2), R represents a hydrogen atom or an organic group having 1 to 30 carbon atoms. Specific examples of formula (ED2) can be found in Japanese Patent Application Laid-Open No. 2010-168539.

[0153] For specific examples of the ether dimer, reference can be made to paragraph 0317 of JP-A-2013-029760, the contents of which are incorporated herein.

[0154] As the resin, a resin having a polymerizable group is also preferably used. The polymerizable group is preferably a group containing an ethylenically unsaturated bond and a cyclic ether group, and more preferably a group containing an ethylenically unsaturated bond.

[0155] As the resin, a resin containing a repeating unit derived from a compound represented by formula (X) is also preferably used.

[0156] [Chemical Formula 6]

[0157]

[0158] Where R 1 represents a hydrogen atom or a methyl group, R 21 and R 22 Each independently represents an alkylene group, and n represents an integer of 0 to 15. 21 and R 22 The number of carbon atoms in the alkylene group is preferably 1 to 10, more preferably 1 to 5, further preferably 1 to 3, and particularly preferably 2 or 3. n represents an integer of 0 to 15, preferably an integer of 0 to 5, more preferably an integer of 0 to 4, and further preferably an integer of 0 to 3.

[0159] Examples of the compound represented by formula (X) include ethylene oxide- or propylene oxide-modified (meth)acrylates of p-cumylphenol, and examples of commercially available products include ARONIX M-110 (manufactured by TOAGOSEI CO., LTD.).

[0160] As the resin, a resin having an aromatic carboxyl group (hereinafter also referred to as resin Ac) is also preferably used. In resin Ac, the aromatic carboxyl group may be contained in the main chain of the repeating unit or in the side chain of the repeating unit. The aromatic carboxyl group is preferably contained in the main chain of the repeating unit. In addition, in this specification, the aromatic carboxyl group refers to a group having a structure in which one or more carboxyl groups are bonded to an aromatic ring. In the aromatic carboxyl group, the number of carboxyl groups bonded to the aromatic ring is preferably 1 to 4, more preferably 1 or 2.

[0161] Resin Ac is preferably a resin containing at least one repeating unit selected from the repeating unit represented by formula (Ac-1) and the repeating unit represented by formula (Ac-2). When the resin having an aromatic carboxyl group is a resin having a repeating unit represented by formula (Ac-2), the resin can be suitably used as a dispersant.

[0162] [Chemical Formula 7]

[0163]

[0164] In formula (Ac-1), Ar 1 represents a group containing an aromatic carboxyl group, L 1 Indicates -COO- or -CONH-, L 2 represents a divalent linking group.

[0165] In formula (Ac-2), Ar 10 represents a group containing an aromatic carboxyl group, L 11 Indicates -COO- or -CONH-, L 12 represents a trivalent linking group, P 10 represents a polymer chain.

[0166] As Ar in formula (Ac-1) 1 Examples of the group containing an aromatic carboxyl group include a structure derived from an aromatic tricarboxylic anhydride, a structure derived from an aromatic tetracarboxylic anhydride, etc. Examples of the aromatic tricarboxylic anhydride and the aromatic tetracarboxylic anhydride include compounds of the following structures.

[0167] [Chemical Formula 8]

[0168]

[0169] In the above formula, Q 1It represents a single bond, -O-, -CO-, -COOCH2CH2OCO-, -SO2-, -C(CF3)2-, a group represented by formula (Q-1), or a group represented by formula (Q-2).

[0170] [Chemical Formula 9]

[0171]

[0172] Ar 1 The group containing an aromatic carboxyl group represented by the formula (I) may have a polymerizable group. The polymerizable group is preferably a group containing an ethylenically unsaturated bond or a cyclic ether group, and more preferably a group containing an ethylenically unsaturated bond.

[0173] As Ar 1 Specific examples of the group containing an aromatic carboxyl group include a group represented by formula (Ar-11), a group represented by formula (Ar-12), a group represented by formula (Ar-13), and the like.

[0174] [Chemical Formula 10]

[0175]

[0176] In the formula (Ar-11), n1 represents an integer of 1 to 4, preferably 1 or 2, and more preferably 2.

[0177] In formula (Ar-12), n2 represents an integer of 1 to 8, preferably an integer of 1 to 4, more preferably 1 or 2, and even more preferably 2.

[0178] In formula (Ar-13), n3 and n4 each independently represent an integer of 0 to 4, preferably an integer of 0 to 2, more preferably 1 or 2, and further preferably 1. However, at least one of n3 and n4 is an integer of 1 or greater.

[0179] In formula (Ar-13), Q 1 It represents a single bond, -O-, -CO-, -COOCH2CH2OCO-, -SO2-, -C(CF3)2-, a group represented by the above formula (Q-1), or a group represented by the above formula (Q-2).

[0180] In the formulas (Ar-11) to (Ar-13), *1 represents 1 bonding position.

[0181] In formula (Ac-1), L 1 represents -COO- or -CONH-, preferably represents -COO-.

[0182] As L in formula (Ac-1) 2The divalent linking group represented by can be exemplified by an alkylene group, an arylene group, -O-, -CO-, -COO-, -OCO-, -NH-, -S-, and a group formed by combining two or more of these. The number of carbon atoms of the alkylene group is preferably 1 to 30, more preferably 1 to 20, and even more preferably 1 to 15. The alkylene group can be any of linear, branched, and cyclic. The number of carbon atoms of the arylene group is preferably 6 to 30, more preferably 6 to 20, and even more preferably 6 to 10. The alkylene group and the arylene group may have a substituent. Examples of the substituent include a hydroxyl group and the like. L 2 The divalent linking group represented by is preferably -L 2a -O- represented by the group. 2a Examples include alkylene groups; arylene groups; groups formed by combining an alkylene group and an arylene group; and groups formed by combining at least one selected from an alkylene group and an arylene group with at least one selected from -O-, -CO-, -COO-, -OCO-, -NH-, and -S-. Alkylene groups are preferred. The alkylene group preferably has 1 to 30 carbon atoms, more preferably 1 to 20, and even more preferably 1 to 15. The alkylene group may be linear, branched, or cyclic. The alkylene and arylene groups may have substituents. Examples of substituents include hydroxyl groups.

[0183] As Ar in formula (Ac-2) 10 The group containing an aromatic carboxyl group represented by 1 The meanings are the same as those in the preceding text, and the preferred ranges are also the same.

[0184] In formula (Ac-2), L 11 represents -COO- or -CONH-, preferably represents -COO-.

[0185] As L in formula (Ac-2) 12 The trivalent linking group represented by is exemplified by hydrocarbon groups, -O-, -CO-, -COO-, -OCO-, -NH-, -S-, and groups formed by combining two or more of these. Examples of the hydrocarbon group include aliphatic hydrocarbon groups and aromatic hydrocarbon groups. The number of carbon atoms in the aliphatic hydrocarbon group is preferably 1 to 30, more preferably 1 to 20, and even more preferably 1 to 15. The aliphatic hydrocarbon group may be any of linear, branched, and cyclic. The number of carbon atoms in the aromatic hydrocarbon group is preferably 6 to 30, more preferably 6 to 20, and even more preferably 6 to 10. The hydrocarbon group may have a substituent. Examples of the substituent include hydroxyl groups and the like. L 12 The trivalent linking group represented is preferably a group represented by formula (L12-1), more preferably a group represented by formula (L12-2).

[0186] [Chemical Formula 11]

[0187]

[0188] In formula (L12-1), L 12b represents a trivalent linking group, X 1 represents S, *1 represents L in formula (Ac-2) 11 The bonding position of *2 indicates the bonding position with P of formula (Ac-2) 10 The bonding position of L 12b Examples of the trivalent linking group represented by include hydrocarbon groups; groups formed by combining a hydrocarbon group with at least one selected from -O-, -CO-, -COO-, -OCO-, -NH- and -S-; preferably, a hydrocarbon group or a group formed by combining a hydrocarbon group with -O-.

[0189] In formula (L12-2), L 12c represents a trivalent linking group, X 1 represents S, *1 represents L in formula (Ac-2) 11 The bonding position of *2 indicates the bonding position with P of formula (Ac-2) 10 The bonding position of L 12c Examples of the trivalent linking group represented by include a hydrocarbon group and a group consisting of a hydrocarbon group and at least one selected from -O-, -CO-, -COO-, -OCO-, -NH- and -S-, and a hydrocarbon group is preferred.

[0190] In formula (Ac-2), P 10 Represents a polymer chain. 10 The polymer chain represented preferably has at least one repeating unit selected from the group consisting of poly(meth)acrylic acid repeating units, polyether repeating units, polyester repeating units, and polyol repeating units. 10 The weight average molecular weight is preferably 500 to 20,000. The lower limit is preferably 1,000 or more. The upper limit is preferably 10,000 or less, more preferably 5,000 or less, and further preferably 3,000 or less. 10 When the weight average molecular weight is within the above range, the dispersibility of the pigment in the composition is good.

[0191] P 10 The polymer chain represented may contain a polymerizable group. The polymerizable group is preferably an ethylenically unsaturated bond-containing group or a cyclic ether group, and more preferably an ethylenically unsaturated bond-containing group.

[0192] In formula (Ac-2), P 10 The polymer chain represented is preferably a polymer chain containing repeating units represented by the following formulae (P-1) to (P-5), and more preferably a polymer chain containing a repeating unit represented by (P-5).

[0193] [Chemical Formula 12]

[0194]

[0195] In the above formula, R P1 and R P2 Each represents an alkylene group. P1 and R P2 The alkylene group represented by is preferably a linear or branched alkylene group having 1 to 20 carbon atoms, more preferably a linear or branched alkylene group having 2 to 16 carbon atoms, and still more preferably a linear or branched alkylene group having 3 to 12 carbon atoms.

[0196] In the above formula, R P3 represents a hydrogen atom or a methyl group.

[0197] In the above formula, L P1 represents a single bond or an arylene group, L P2 represents a single bond or a divalent linking group. P1 Preferably it is a single bond. P2 Examples of the divalent linking group represented include alkylene groups (preferably alkylene groups having 1 to 12 carbon atoms), arylene groups (preferably arylene groups having 6 to 20 carbon atoms), -NH-, -SO-, -SO2-, -CO-, -O-, -COO-, -OCO-, -S-, -NHCO-, -CONH-, and groups formed by combining two or more of these.

[0198] R P4 represents a hydrogen atom or a substituent. Examples of the substituent include a hydroxyl group, a carboxyl group, an alkyl group, an aryl group, a heteroaryl group, an alkoxy group, an aryloxy group, a heteroaryloxy group, an alkylthioether group, an arylthioether group, a heteroarylthioether group, and a group containing an ethylenically unsaturated bond.

[0199] Moreover, P 10 The polymer chain represented is more preferably a polymer chain having a repeating unit containing an ethylenically unsaturated bond-containing group on the side chain. 10 The proportion of repeating units containing a group containing an ethylenically unsaturated bond on the side chain of the total repeating units is preferably 5% by mass or more, more preferably 10% by mass or more, and even more preferably 20% by mass or more. The upper limit can be 100% by mass, preferably 90% by mass or less, and even more preferably 60% by mass or less.

[0200] Moreover, P 10The polymer chain preferably also contains repeating units containing an acid group. Examples of the acid group include carboxyl groups, phosphate groups, sulfonyl groups, and phenolic hydroxyl groups. This embodiment can further improve the dispersibility of colorants such as pigments in the coloring composition. It can also further improve developability and suppress the generation of development residues. The proportion of repeating units containing an acid group is preferably 1 to 30% by mass, more preferably 2 to 20% by mass, and even more preferably 3 to 10% by mass.

[0201] Resin Ac may further contain a repeating unit represented by formula (Ac-10).

[0202] [Chemical Formula 13]

[0203]

[0204] In formula (Ac-10), Ar 21 represents a group containing an aromatic carboxyl group, L 21 and L 22 Each independently represents -COO- or -CONH-, R 21 It represents a group containing an ethylenically unsaturated bond-containing group.

[0205] As Ar 21 Examples of the group containing an aromatic carboxyl group include a structure derived from an aromatic tricarboxylic anhydride and a structure derived from an aromatic tetracarboxylic anhydride.

[0206] As Ar 21 Specific examples of the group containing an aromatic carboxyl group include a group represented by formula (Ar-21), a group represented by formula (Ar-22), a group represented by formula (Ar-23), and the like.

[0207] [Chemical Formula 14]

[0208]

[0209] In formula (Ar-21), n11 represents an integer of 1 to 3, and is preferably 1 or 2.

[0210] In formula (Ar-22), n12 represents an integer of 1 to 7, preferably an integer of 1 to 4, and more preferably 1 or 2.

[0211] In formula (Ar-23), n13 and n14 each independently represent an integer of 0 to 4, preferably an integer of 0 to 2, more preferably 1 or 2, and further preferably 1. However, at least one of n13 and n14 is an integer of 1 or greater.

[0212] In formula (Ar-23), Q 1It represents a single bond, -O-, -CO-, -COOCH2CH2OCO-, -SO2-, -C(CF3)2-, a group represented by the above formula (Q-1), or a group represented by the above formula (Q-2).

[0213] In formula (Ac-10), L 21 and L 22 Preferred is -COO-.

[0214] As R in formula (Ac-10) 21 Examples of the ethylenically unsaturated bond-containing group in the group containing an ethylenically unsaturated bond include a vinyl group, a vinylphenyl group, a (meth)allyl group, a (meth)acryloyl group, a (meth)acryloyloxy group, and a (meth)acryloylamide group. Preferred are a (meth)allyl group, a (meth)acryloyl group, and a (meth)acryloyloxy group, and more preferred is a (meth)acryloyloxy group.

[0215] R 21 The number of ethylenically unsaturated bond-containing groups contained in the represented group is not particularly limited, but is preferably 1 to 10, more preferably 1 to 6, further preferably 1 or 2, and particularly preferably 1, from the viewpoint of developability and curability.

[0216] R of formula (Ac-10) 21 In the formula (Ac-10), the group containing an ethylenically unsaturated bond can be directly combined with Ar 21 The above-mentioned linking group may be bonded or bonded via a linking group. The number of carbon atoms in the above-mentioned linking group is not particularly limited, but is preferably 1 to 40, more preferably 1 to 20, further preferably 2 to 9, and particularly preferably 3 to 5. In addition, the above-mentioned linking group is preferably an aliphatic group, preferably a divalent aliphatic hydrocarbon group or a group formed by bonding one or more divalent aliphatic hydrocarbon groups to one or more structures selected from the group consisting of ether bonds, ester bonds, amide bonds, carbamate bonds, and urea bonds. In addition, the above-mentioned linking group may also have a substituent such as a hydroxyl group or an amino group. Among them, as a substituent, a hydroxyl group can be appropriately mentioned.

[0217] The resin preferably includes a resin serving as a dispersant. Examples of dispersants include acidic dispersants (acidic resins) and alkaline dispersants (alkaline resins). Here, an acidic dispersant (acidic resin) refers to a resin having a larger amount of acid groups than basic groups. Furthermore, an alkaline dispersant (alkaline resin) refers to a resin having a larger amount of basic groups than acid groups.

[0218] As an acidic dispersant (acidic resin), when the total amount of the amount of acid groups and the amount of basic groups is set to 100 mol%, a resin with an acid group amount of 70 mol% or more is preferred. The acid group possessed by the acidic dispersant (acidic resin) is preferably a carboxyl group. The acid value of the acidic dispersant (acidic resin) is preferably 5 to 200 mgKOH / g. The upper limit is preferably 150 mgKOH / g or less, more preferably 100 mgKOH / g or less, and further preferably 80 mgKOH / g or less. The lower limit is preferably 10 mgKOH / g or more, more preferably 15 mgKOH / g or more, and further preferably 20 mgKOH / g or more.

[0219] As the alkaline dispersant (alkaline resin), a resin having a basic group amount of 60 mol% or more when the total amount of the acid radical and the amount of the basic group is set to 100 mol% is preferably used. The basic group possessed by the alkaline dispersant is preferably an amino group. The amine value of the alkaline dispersant (alkaline resin) is preferably 5 to 100 mgKOH / g. The upper limit is preferably 80 mgKOH / g or less, more preferably 60 mgKOH / g or less, and further preferably 45 mgKOH / g or less. The lower limit is preferably 10 mgKOH / g or more, more preferably 15 mgKOH / g or more, and further preferably 20 mgKOH / g or more.

[0220] The resin used as the dispersant is preferably a grafted resin. For details of the grafted resin, reference can be made to paragraphs 0025 to 0094 of JP-A-2012-255128, and the contents are incorporated herein.

[0221] The resin used as the dispersant is also preferably a resin having an aromatic carboxyl group (resin Ac). Examples of the resin having an aromatic carboxyl group include the resins described above.

[0222] The resin used as a dispersant is also preferably a polyimide dispersant containing a nitrogen atom in at least one of its main chain and side chains. Polyimide dispersants preferably have a main chain and side chains, and at least one of these chains contains a basic nitrogen atom, wherein the main chain contains a partial structure having a functional group with a pKa of 14 or less, and the number of atoms in the side chain is 40 to 10,000. The basic nitrogen atom is not particularly limited as long as it is basic. For information on polyimide dispersants, reference can be made to paragraphs 0102 to 0166 of Japanese Patent Application Laid-Open No. 2012-255128, which is incorporated herein by reference.

[0223] The resin used as a dispersant is also preferably a resin having a structure in which multiple polymer chains are bonded to the core. Examples of such resins include dendrimers (including star polymers). Specific examples of dendrimers include polymer compounds C-1 to C-31 described in paragraphs 0196 to 0209 of JP-A-2013-043962.

[0224] The resin used as a dispersant is also preferably a resin containing a repeating unit having a group containing an ethylenically unsaturated bond on the side chain. The content of the repeating unit having a group containing an ethylenically unsaturated bond on the side chain is preferably 10 mol% or more, more preferably 10 to 80 mol%, and further preferably 20 to 70 mol% in all repeating units of the resin. In addition, the dispersant can also use the resin described in Japanese Patent Application Laid-Open No. 2018-087939.

[0225] Dispersants are also commercially available, and specific examples thereof include the DISPERBYK series manufactured by BYK Chemie GmbH, the BYK series manufactured by BYK Chemie GmbH, the SOLSPERSE series manufactured by Lubrizol Japan Limited, the Efka series manufactured by BASF, and the AJISPER series manufactured by Ajinomoto Fine-Techno Co., Inc. Furthermore, the products described in paragraph 0129 of Japanese Patent Application Laid-Open No. 2012-137564 and the products described in paragraph 0235 of Japanese Patent Application Laid-Open No. 2017-194662 can also be used as dispersants.

[0226] In addition, the resin used as the dispersant can also be the block copolymers (EB-1) to (EB-9) described in paragraphs 0219 to 0221 of Japanese Patent No. 6432077, the pigment dispersants described in paragraphs 0041 to 0130 of Japanese Patent Application Laid-Open No. 2014-130338, the polyethyleneimine having a polyester side chain described in International Publication No. 2016 / 104803, the block copolymer described in International Publication No. 2019 / 125940, the block polymer having an acrylamide structural unit described in Japanese Patent Application Laid-Open No. 2020-066687, the block polymer having an acrylamide structural unit described in Japanese Patent Application Laid-Open No. 2020-066688, the dispersant described in International Publication No. 2016 / 104803, the resin described in Japanese Patent Application Laid-Open No. 2019-095548, etc.

[0227] The content of the curable compound in the total solids content of the coloring composition is preferably 0.1% by mass or more and less than 70% by mass. The lower limit is preferably 0.5% by mass or more, more preferably 1% by mass or more, and even more preferably 5% by mass or more. The upper limit is preferably less than 50% by mass, more preferably 45% by mass or less. The curable compound may be a single type or two or more types. In the case of two or more types, the total amount of these is preferably within the above range.

[0228] When the colored composition of the present invention contains a polymerizable compound as a curable compound, the content of the polymerizable compound in the total solids content of the colored composition is preferably 0.1% by mass or more and less than 70% by mass. The lower limit is preferably 0.5% by mass or more, more preferably 1% by mass or more. The upper limit is preferably less than 50% by mass, more preferably 45% by mass or less.

[0229] Furthermore, when the colored composition of the present invention contains a polymerizable monomer as a curable compound, the content of the polymerizable monomer in the total solids content of the colored composition is preferably 0.1 to 50% by mass. The lower limit is preferably 0.5% by mass or more, more preferably 1% by mass or more. The upper limit is preferably 40% by mass or less, more preferably 35% by mass or less.

[0230] Furthermore, when the coloring composition of the present invention contains a compound having a group containing an ethylenically unsaturated bond as a curable compound, the content of the compound having a group containing an ethylenically unsaturated bond in the total solid content of the coloring composition is preferably 0.1% by mass or more and less than 70% by mass. The lower limit is preferably 0.5% by mass or more, more preferably 1% by mass or more. The upper limit is preferably less than 50% by mass, more preferably 45% by mass or less. Furthermore, the content of the compound having a monomer type ethylenically unsaturated bond-containing group (polymerizable monomer) in the total solid content of the coloring composition is preferably 0.1 to 50% by mass. The lower limit is preferably 0.5% by mass or more, more preferably 1% by mass or more. The upper limit is preferably 40% by mass or less, more preferably 35% by mass or less.

[0231] When the colored composition of the present invention contains a compound having a cyclic ether group as a curable compound, the content of the compound having a cyclic ether group in the total solids content of the colored composition is preferably 0.1 to 20% by mass. The lower limit is preferably 0.5% by mass or more, and more preferably 1% by mass or more. The upper limit is preferably 15% by mass or less, and more preferably 10% by mass or less.

[0232] When the coloring composition of the present invention contains a resin as a curable compound, the content of the resin in the total solids of the coloring composition is preferably 0.1% by mass or more and less than 70% by mass. The lower limit is preferably 0.5% by mass or more, more preferably 1% by mass or more, and even more preferably 5% by mass or more. The upper limit is preferably less than 50% by mass, and more preferably 45% by mass or less. The curable compound may be a single type or two or more. When two or more types are present, the total amount of these compounds is preferably within the above-mentioned range. Furthermore, the content of the acid group-containing resin in the total solids of the coloring composition is preferably 0.1% by mass or more and less than 70% by mass. The lower limit is preferably 0.5% by mass or more, more preferably 1% by mass or more, and even more preferably 5% by mass or more. The upper limit is preferably less than 50% by mass, and more preferably 45% by mass or less. The curable compound may be a single type or two or more. When two or more types are present, the total amount of these compounds is preferably within the above-mentioned range. Furthermore, when a dispersant is contained as a resin, the content of the dispersant in the total solids of the coloring composition is preferably 0.1 to 30% by mass. The upper limit is preferably 25% by mass or less, more preferably 20% by mass or less. The lower limit is preferably 0.5% by mass or more, more preferably 1% by mass or more. Furthermore, the dispersant content is preferably 1 to 100 parts by mass per 100 parts by mass of the pigment. The upper limit is preferably 75 parts by mass or less, more preferably 50 parts by mass or less. The lower limit is preferably 5 parts by mass or more, more preferably 10 parts by mass or more.

[0233] Furthermore, when the coloring composition of the present invention contains a polymerizable monomer and a resin as a curable compound, the total content of the polymerizable monomer and the resin in the total solid content of the coloring composition is preferably 0.1% by mass or more and less than 70% by mass. The lower limit is preferably 0.5% by mass or more, more preferably 1% by mass or more, and even more preferably 5% by mass or more. The upper limit is preferably less than 50% by mass, more preferably 45% by mass or less. Furthermore, the resin is preferably contained in an amount of 30 to 300 parts by mass per 100 parts by mass of the polymerizable monomer. The lower limit is preferably 50 parts by mass or more, more preferably 80 parts by mass or more. The upper limit is preferably 250 parts by mass or less, more preferably 200 parts by mass or less.

[0234] Solvent

[0235] The coloring composition of the present invention contains a solvent. Examples of the solvent include organic solvents. The type of solvent is not particularly limited as long as it satisfies the solubility of the components and the coating properties of the coloring composition. Examples of organic solvents include ester solvents, ketone solvents, alcohol solvents, amide solvents, ether solvents, and hydrocarbon solvents. For details on these, please refer to paragraph 0223 of International Publication No. 2015 / 166779, which is incorporated herein by reference. In addition, cyclic alkyl-substituted ester solvents and cyclic alkyl-substituted ketone solvents can also be used as appropriate. Specific examples of the organic solvent include polyethylene glycol monomethyl ether, dichloromethane, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl celulose acetate, ethyl lactate, diethylene glycol dimethyl ether, butyl acetate, methyl 3-methoxypropionate, 2-heptanone, 2-pentanone, 3-pentanone, 4-heptanone, cyclohexanone, 2-methylcyclohexanone, 3-methylcyclohexanone, 4-methylcyclohexanone, cycloheptanone, cyclooctanone, cyclohexyl acetate, cyclopentanone, ethyl carbitol acetate, butyl carbitol acetate, propylene glycol monomethyl ether, propylene glycol monomethyl ether, Ether acetate, 3-methoxy-N,N-dimethylpropionamide, 3-butoxy-N,N-dimethylpropionamide, propylene glycol diacetate, 3-methoxybutanol, methyl ethyl ketone, γ-butyrolactone, sulfolane, anisole, 1,4-diacetoxybutane, diethylene glycol monoethyl ether acetate, butane-1,3-diyl diacetate, dipropylene glycol methyl ether acetate, diacetone alcohol (also known as diacetone alcohol, 4-hydroxy-4-methyl-2-pentanone), 2-methoxypropyl acetate, 2-methoxy-1-propanol, isopropyl alcohol, etc. However, for environmental reasons, it may be preferable to reduce the amount of aromatic hydrocarbons (benzene, toluene, xylene, ethylbenzene, etc.) as organic solvents (for example, it can be reduced to 50 mass ppm (parts per million) or less, 10 mass ppm or less, or 1 mass ppm or less relative to the total amount of the organic solvent).

[0236] In the present invention, it is preferred to use an organic solvent with a low metal content. For example, the metal content of the organic solvent is preferably 10 parts per billion (ppb) or less. If necessary, organic solvents with a ppt (parts per trillion) mass content can be used. Such organic solvents are provided, for example, by Toyo Gosei Co., Ltd. (Chemical Industry Daily, November 13, 2015).

[0237] Examples of methods for removing impurities such as metals from organic solvents include distillation (molecular distillation or thin film distillation) or filtration using a filter. The pore size of the filter used for filtration is preferably 10 μm or less, more preferably 5 μm or less, and even more preferably 3 μm or less. The filter is preferably made of polytetrafluoroethylene, polyethylene, or nylon.

[0238] The organic solvent may contain isomers (compounds having the same number of atoms but different structures). The isomers may be one or more.

[0239] The content of peroxide in the organic solvent is preferably 0.8 mmol / L or less, and more preferably substantially no peroxide is contained.

[0240] The content of the solvent in the colored composition is preferably 10 to 95% by mass, more preferably 20 to 90% by mass, and even more preferably 30 to 90% by mass.

[0241] Furthermore, from the perspective of environmental regulation, the coloring composition of the present invention preferably does not substantially contain environmentally regulated substances. In addition, in the present invention, substantially containing no environmentally regulated substances means that the content of environmentally regulated substances in the coloring composition is 50 mass ppm or less, preferably 30 mass ppm or less, more preferably 10 mass ppm or less, and particularly preferably 1 mass ppm or less. Examples of environmentally regulated substances include benzene; alkylbenzenes such as toluene and xylene; halogenated benzenes such as chlorobenzene, etc. These are registered as environmentally regulated substances under REACH (Registration Evaluation Authorization and Restriction of Chemicals) regulation, PRTR (Pollutant Release and Transfer Register) law, VOC (Volatile Organic Compounds) regulation, etc., and their usage and disposal methods are strictly regulated. These compounds are sometimes used as solvents when manufacturing the various components used in the coloring composition, and sometimes they are mixed into the coloring composition as residual solvents. From the perspective of human safety and environmental considerations, it is preferable to reduce these substances as much as possible. As a method for reducing environmental control substances, it is possible to enumerate heating and decompression of the system interior and setting it to more than the boiling point of the environmental control substances, and distilling the environmental control substances from the system interior and reducing the method thereof. In addition, in the case of distilling a small amount of environmental control substances, it is also useful to azeotrope the solvent with the boiling point identical to the solvent in order to improve efficiency. In addition, when containing a compound with free radical polymerizability, it is possible to remove it by decompression distillation after adding a polymerization inhibitor, so as to suppress the free radical polymerization reaction in the decompression distillation removal and cause crosslinking between molecules. These distillation removal methods can be carried out in any stage of the raw material stage, the stage of the product (such as the resin solution or the multifunctional monomer solution after polymerization) of the raw material reaction, or the stage of the coloring composition made by mixing these compounds.

[0242] Pigment Derivatives

[0243] The coloring composition of the present invention preferably contains a pigment derivative. Examples of the pigment derivative include compounds having a structure in which an acid group or a basic group is bonded to a pigment skeleton.

[0244] Examples of the acid radical include carboxyl, sulfonyl, phosphate, borate, carboxylic acid amide, sulfonamide, imidic acid, and salts thereof. Examples of the atom or atomic group constituting the salt include alkali metal ions (Li + 、Na + , K + etc.), alkaline earth metal ions (Ca 2+ Mg 2+As the carboxylic acid amide group, preferably -NHCOR X1 As a sulfonamide group, preferably -NHSO2R X2 As the imidic acid group, preferably -SO2NHSO2R X3 、-CONHSO2R X4 、-CONHCOR X5 or-SO2NHCOR X6 The group represented by -SO2NHSO2R is more preferably X3 . R X1 ~R X6 R and R are independently an alkyl group or an aryl group. X1 ~R X6 The alkyl group and aryl group represented by the above-mentioned group may have a substituent, and the substituent is preferably a halogen atom, more preferably a fluorine atom.

[0245] Examples of the basic group include amino, pyridyl and salts thereof, ammonium salts, and phthalimide methyl groups. Examples of the atom or atomic group constituting the salt include hydroxide ion, halide ion, carboxylate ion, sulfonate ion, and phenoxide ion.

[0246] Because it is easier to form a film that further suppresses the generation of impurities, the pigment derivative is preferably a compound having a structure in which a basic group is bonded to the pigment skeleton. Furthermore, when a compound having an acid group bonded to the pigment skeleton is used as the pigment derivative, excellent dispersion stability can be achieved by using a basic resin-type dispersant.

[0247] Examples of the pigment skeleton constituting the pigment derivative include a quinoline pigment skeleton, a benzimidazolone pigment skeleton, a benzisoindole pigment skeleton, a benzothiazole pigment skeleton, an imine pigment skeleton, a squarylium pigment skeleton, a crotonium pigment skeleton, an oxonol pigment skeleton, a pyrrolopyrrole pigment skeleton, a diketopyrrolopyrrole pigment skeleton, an azo pigment skeleton, an azomethine pigment skeleton, a phthalocyanine pigment skeleton, a naphthalocyanine pigment skeleton, an anthraquinone pigment skeleton, a dianthraquinone pigment skeleton, a quinacridone pigment skeleton, a dioxazine pigment skeleton, and a peronone pigment skeleton. The pigment derivative is preferably a diketopyrrolopyrrole pigment skeleton, a perylene pigment skeleton, a thiazine indigo pigment skeleton, a thioindigo pigment skeleton, an isoindoline pigment skeleton, an isoindolinone pigment skeleton, a quinophthalone pigment skeleton, an imine pigment skeleton, a dithiol pigment skeleton, a triarylmethane pigment skeleton, a pyrromethene pigment skeleton, etc., preferably a diketopyrrolopyrrole pigment skeleton, a benzisoindole pigment skeleton, an anthraquinone pigment skeleton, a dianthraquinone pigment skeleton, a thiazine indigo pigment skeleton, an azo pigment skeleton, a quinophthalone pigment skeleton and a quinacridone pigment skeleton, more preferably a diketopyrrolopyrrole pigment skeleton. That is, the pigment derivative is preferably a diketopyrrolopyrrole compound. According to this embodiment, a film with a higher red color value can be formed, and it can be more appropriately used as a coloring composition for red pixels.

[0248] As the pigment derivative, a compound represented by formula (Syn) is preferred.

[0249] P-(L) m ...(Syn)

[0250] In the above formula, P represents the pigment skeleton,

[0251] m represents an integer from 1 to 4,

[0252] L represents -OH; -SO3H, -COOH or a salt of these groups; a phthalimidemethyl group; a group represented by the following formula (a), (b), (c), (d), (e) or (f).

[0253] [Chemical Formula 15]

[0254]

[0255] In the above formula, X represents -SO2-, -CO-, -CH2-, -CH2NHCOCH2-, -CH2NHSO2CH2- or a single bond,

[0256] Y represents -NH-, -O-, -S- or a single bond,

[0257] n represents an integer from 1 to 10,

[0258] R 16 and R 17Each independently represents a hydrogen atom, an alkyl group having 1 to 30 carbon atoms, or an alkenyl group having 2 to 30 carbon atoms, and R 16 With R 17 can bond to form a ring,

[0259] R 18 、R 19 、R 20 、R 21 and R 22 each independently represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, or an alkenyl group having 2 to 20 carbon atoms,

[0260] R 23 represents a group represented by formula (a) or a group represented by formula (b),

[0261] R 24 represents a halogen atom, -OH, an alkoxy group, a group represented by formula (a) or a group represented by formula (b),

[0262] Z represents -CONH-, -NHCO-, -SO2NH- or -NHSO2-,

[0263] R 25 Represents a hydrogen atom, -NH2, -NHCOCH3, -NHR 26 or a group represented by formula (c), R 26 It represents an alkyl group having 1 to 20 carbon atoms or an alkenyl group having 2 to 20 carbon atoms.

[0264] Examples of the pigment skeleton represented by P in formula (Syn) include a quinoline pigment skeleton, a benzimidazolone pigment skeleton, a benzisoindole pigment skeleton, a benzothiazole pigment skeleton, an imine pigment skeleton, a squarylium pigment skeleton, a crotonium pigment skeleton, an oxonol pigment skeleton, a pyrrolopyrrole pigment skeleton, a diketopyrrolopyrrole pigment skeleton, an azo pigment skeleton, an azomethine pigment skeleton, a phthalocyanine pigment skeleton, a naphthalocyanine pigment skeleton, an anthraquinone pigment skeleton, a dianthraquinone pigment skeleton, a quinacridone pigment skeleton, a dioxazine pigment skeleton, and a peronone pigment skeleton. The present invention relates to a pigment skeleton, a perylene pigment skeleton, a thiazine indigo pigment skeleton, a thioindigo pigment skeleton, an isoindoline pigment skeleton, an isoindolinone pigment skeleton, a quinophthalone pigment skeleton, an imine pigment skeleton, a dithiol pigment skeleton, a triarylmethane pigment skeleton, a pyrromethene pigment skeleton, etc., preferably a diketopyrrolopyrrole pigment skeleton, a benzisoindole pigment skeleton, an anthraquinone pigment skeleton, a dianthraquinone pigment skeleton, a thiazine indigo pigment skeleton, an azo pigment skeleton, a quinophthalone pigment skeleton and a quinacridone pigment skeleton, more preferably a diketopyrrolopyrrole pigment skeleton.

[0265] Examples of salts of -SO3H or -COOH represented by L in formula (Syn) include salts of monovalent to trivalent metals such as sodium, potassium, magnesium, calcium, iron, or aluminum, and ammonium salts. Examples of ammonium salts include ammonium salts of long-chain monoalkylamines such as octylamine, laurylamine, and stearylamine; and quaternary alkylammonium salts such as trimethylammonium palmitate, dilauryldimethylammonium salt, and distearyldimethylammonium salt.

[0266] Specific examples of the pigment derivatives include compounds described in the Examples described below, Japanese Patent Application Laid-Open No. 56-118462, Japanese Patent Application Laid-Open No. 63-264674, Japanese Patent Application Laid-Open No. 01-217077, Japanese Patent Application Laid-Open No. 03-009961, Japanese Patent Application Laid-Open No. 03-026767, Japanese Patent Application Laid-Open No. 03-153780 ...09961, Japanese Patent Application Laid-Open No. 03-026767, Japanese Patent Application Laid-Open No. 03-153780, Japanese Patent Application Laid-Open No. 03-009961, Japanese Patent Application Laid-Open No. 03-009961, Japanese Patent Application Laid-Open No. 03-026767, Japanese Patent Application Laid-Open No. 03-153780, Japanese Patent Application Laid-Open No. 03-009961, Japanese Patent Application Laid-Open No. 03-0 3-045662, Japanese Patent Application Laid-Open No. 04-285669, Japanese Patent Application Laid-Open No. 06-145546, Japanese Patent Application Laid-Open No. 06-212088, Japanese Patent Application Laid-Open No. 06-240158, Japanese Patent Application Laid-Open No. 10-030063, Japanese Patent Application Laid-Open No. 10-195326, International Publication No. 2011 / 024896, 0086 to 0 098, paragraphs 0063 to 0094 of International Publication No. 2012 / 102399, paragraph 0082 of International Publication No. 2017 / 038252, paragraph 0171 of Japanese Patent Application Publication No. 2015-151530, paragraphs 0162 to 0183 of Japanese Patent Application Publication No. 2011-252065, Japanese Patent Application Publication No. 2003-081972, Japanese Patent No. 5299151 Compounds described in JP-A-2015-172732, JP-A-2014-199308, JP-A-2014-085562, JP-A-2014-035351, JP-A-2008-081565, and compounds described in paragraphs 0054 to 0074 of JP-A-2017-138417.

[0267] When a pigment derivative is included, the content of the pigment derivative is preferably 1 to 30 parts by mass, more preferably 1 to 20 parts by mass, even more preferably 2 to 10 parts by mass, and particularly preferably 3 to 8 parts by mass, relative to 100 parts by mass of the pigment. A single pigment derivative may be used, or two or more may be used in combination. When two or more pigment derivatives are used in combination, the total amount thereof is preferably within the above range.

[0268] Photopolymerization Initiator

[0269] The colored composition of the present invention preferably contains a photopolymerization initiator. The photopolymerization initiator is not particularly limited and can be appropriately selected from known photopolymerization initiators. For example, a compound that is photosensitized to light in the ultraviolet to visible range is preferred. The photopolymerization initiator is preferably a photoradical polymerization initiator.

[0270] Examples of photopolymerization initiators include halogenated hydrocarbon derivatives (e.g., compounds having a triazine skeleton, compounds having an oxadiazole skeleton, etc.), acylphosphine compounds, hexaarylbiimidazoles, oxime compounds, organic peroxides, thio compounds, ketone compounds, aromatic onium salts, α-hydroxyketone compounds, and α-aminoketone compounds. From the viewpoint of exposure sensitivity, the photopolymerization initiator is preferably a trihalomethyl triazine compound, a benzyl dimethyl ketal compound, an α-hydroxy ketone compound, an α-amino ketone compound, an acylphosphine compound, a phosphine oxide compound, a metallocene compound, an oxime compound, a triaryl imidazole dimer, an onium compound, a benzothiazole compound, a benzophenone compound, an acetophenone compound, a cyclopentadiene-benzene-iron complex, a halomethyl oxadiazole compound, and a 3-aryl substituted coumarin compound. More preferably, it is a compound selected from an oxime compound, an α-hydroxy ketone compound, an α-amino ketone compound, and an acylphosphine compound. From the perspective of being able to form pixels with excellent rectangularity and adhesion, an oxime compound or an α-amino ketone compound is further preferred, and an oxime compound is particularly preferred. In addition, as the photopolymerization initiator, the compounds described in paragraphs 0065 to 0111 of Japanese Patent Application Laid-Open No. 2014-130173 and Japanese Patent No. 6301489, MATERIAL STAGE 37~60p, vol.19, No.3, 2019, the peroxide-type photopolymerization initiator described in International Publication No. 2018 / 221177, the photopolymerization initiator described in International Publication No. 2018 / 110179, the photopolymerization initiator described in Japanese Patent Publication No. 2019-043864, the photopolymerization initiator described in Japanese Patent Publication No. 2019-044030, the peroxide-type initiator described in Japanese Patent Publication No. 2019-167313, the aminoacetophenone-type initiator with an oxazolidinyl group described in Japanese Patent Publication No. 2020-055992, the oxime-type photopolymerization initiator described in Japanese Patent Publication No. 2013-190459, etc., these contents are incorporated into this specification.

[0271] Examples of commercially available trihalomethyltriazine compounds include TAZ-PP (manufactured by DKSH Japan, 2,4-bis(trichloromethyl)-6-piperidinyl-1,3,5-triazine). Examples of commercially available α-hydroxyketone compounds include Omnirad 184, Omnirad 1173, Omnirad 2959, and Omnirad 127 (all manufactured by IGM Resins BV), and Irgacure 184, Irgacure 1173, Irgacure 2959, and Irgacure 127 (all manufactured by BASF). Commercially available products of α-aminoketone compounds include Omnirad 907, Omnirad 369, Omnirad 369E, and Omnirad 379EG (all manufactured by IGM Resins BV), and Irgacure 907, Irgacure 369, Irgacure 369E, and Irgacure 379EG (all manufactured by BASF). Commercially available products of acylphosphine compounds include Omnirad 819 and Omnirad TPO (all manufactured by IGM Resins BV), and Irgacure 819 and Irgacure TPO (all manufactured by BASF).

[0272] Examples of the oxime compound include compounds described in JP-A-2001-233842, compounds described in JP-A-2000-080068, compounds described in JP-A-2006-342166, compounds described in JCS Perkin II (1979, pp. 1653-1660), compounds described in JCS Perkin II (1979, pp. 156-162), and compounds described in Journal of Photopolymer Science and Technology. Technology (1995, pp. 202-232), compounds described in Japanese Patent Application Laid-Open No. 2000-066385, compounds described in Japanese Translation of "Compounds of Japanese Unexamined Patent Application" No. 2004-534797, compounds described in Japanese Patent Application Laid-Open No. 2006-342166, compounds described in Japanese Patent Application Laid-Open No. 2017-019766, compounds described in Japanese Patent No. 6065596, compounds described in International Publication No. 2015 / 152153, compounds described in International Publication No. 2017 / 051680, compounds described in Japanese Patent Application Laid-Open No. 2017-198865, compounds described in paragraphs 0025 to 0038 of International Publication No. 2017 / 164127, and compounds described in International Publication No. 2013 / 167515. Specific examples of oxime compounds include 3-benzoyloxyiminobutane-2-one, 3-acetoxyiminobutane-2-one, 3-propionyloxyiminobutane-2-one, 2-acetoxyiminopentane-3-one, 2-acetoxyimino-1-phenylpropane-1-one, 2-benzoyloxyimino-1-phenylpropane-1-one, 3-(4-toluenesulfonyloxy)iminobutane-2-one and 2-ethoxycarbonyloxyimino-1-phenylpropane-1-one. Examples of commercially available products include Irgacure OXE01, Irgacure OXE02, Irgacure OXE03, and Irgacure OXE04 (all manufactured by BASF), TR-PBG-304 (manufactured by Changzhou Tronly New Electronic Materials Co., Ltd.), and Adeka Optomer N-1919 (manufactured by ADEKA Corporation, a photopolymerization initiator 2 described in Japanese Patent Application Laid-Open No. 2012-014052). Furthermore, as the oxime compound, a non-coloring compound or a highly transparent compound that is less susceptible to discoloration is preferably used.Examples of commercially available products include ADEKA ARKLS NCI-730, NCI-831, and NCI-930 (all manufactured by ADEKA CORPORATION).

[0273] As the photopolymerization initiator, an oxime compound having a fluorene ring can also be used. Specific examples of the oxime compound having a fluorene ring include compounds described in JP-A-2014-137466.

[0274] As the photopolymerization initiator, an oxime compound having a skeleton in which at least one benzene ring in a carbazole ring is replaced by a naphthalene ring can also be used. Specific examples of such oxime compounds include the compounds described in International Publication No. 2013 / 083505.

[0275] As the photopolymerization initiator, an oxime compound having a fluorine atom can also be used. Specific examples of the oxime compound having a fluorine atom include the compounds described in JP-A-2010-262028, compounds 24, 36 to 40 described in JP-A-2014-500852, and compound (C-3) described in JP-A-2013-164471.

[0276] As the photopolymerization initiator, an oxime compound having a nitro group can be used. The oxime compound having a nitro group is preferably also set as a dimer. Specific examples of the oxime compound having a nitro group include the compounds described in paragraphs 0031 to 0047 of Japanese Patent Application Laid-Open No. 2013-114249, paragraphs 0008 to 0012 and 0070 to 0079 of Japanese Patent Application Laid-Open No. 2014-137466, the compounds described in paragraphs 0007 to 0025 of Japanese Patent Application No. 4223071, and ADEKA ARKLS NCI-831 (manufactured by ADEKA CORPORATION).

[0277] As the photopolymerization initiator, an oxime compound having a benzofuran skeleton can also be used. Specific examples include OE-01 to OE-75 described in International Publication No. 2015 / 036910.

[0278] As a photopolymerization initiator, an oxime compound having a substituent having a hydroxyl group bonded to a carbazole skeleton can also be used. As such a photopolymerization initiator, compounds described in International Publication No. 2019 / 088055 can be cited.

[0279] As the photopolymerization initiator, an aromatic ring group Ar having an electron-withdrawing group introduced into the aromatic ring can also be used. OX1 The oxime compound (hereinafter also referred to as oxime compound OX) of OX1Examples of the electron-withdrawing group include acyl, nitro, trifluoromethyl, alkylsulfinyl, arylsulfinyl, alkylsulfonyl, arylsulfonyl, and cyano groups. Acyl and nitro groups are preferred. From the perspective of easy formation of a film with excellent light resistance, acyl groups are more preferred, and benzoyl groups are even more preferred. The benzoyl group may have a substituent. The substituent is preferably a halogen atom, cyano, nitro, hydroxyl, alkyl, alkoxy, aryl, aryloxy, heterocyclic group, heterocyclicoxy group, alkenyl, alkylsulfanyl, arylsulfanyl, acyl, or amino group. An alkyl, alkoxy, aryl, aryloxy, heterocyclicoxy group, alkylsulfanyl, arylsulfanyl, or amino group is more preferred. An alkoxy, alkylsulfanyl, or amino group is even more preferred.

[0280] The oxime compound OX is preferably at least one selected from the group consisting of a compound represented by the formula (OX1) and a compound represented by the formula (OX2), and more preferably a compound represented by the formula (OX2).

[0281] [Chemical Formula 16]

[0282]

[0283] Where R X1 represents an alkyl group, an alkenyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclic group, a heterocyclicoxy group, an alkylsulfanyl group, an arylsulfanyl group, an alkylsulfinyl group, an arylsulfinyl group, an alkylsulfonyl group, an arylsulfonyl group, an acyl group, an acyloxy group, an amino group, a phosphonyl group, a carbamoyl group or a sulfonamide group,

[0284] R X2 represents an alkyl group, an alkenyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclic group, a heterocyclicoxy group, an alkylsulfanyl group, an arylsulfanyl group, an alkylsulfinyl group, an arylsulfinyl group, an alkylsulfonyl group, an arylsulfonyl group, an acyloxy group or an amino group,

[0285] R X3 ~R X14 each independently represents a hydrogen atom or a substituent;

[0286] Among them, R X10 ~R X14 At least one of them is an electron-withdrawing group.

[0287] In the above formula, R X1 It is preferably an alkyl group, an alkoxy group, an aryl group, an aryloxy group or a heterocyclic group, more preferably an alkyl group, an aryl group or a heterocyclic group, and further preferably an alkyl group. X2 It is preferably an alkyl group, an alkenyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclic group, a heterocyclicoxy group or an acyloxy group, more preferably an alkyl group, an alkenyl group, an aryl group or a heterocyclic group, and further preferably an alkyl group.

[0288] In the above formula, R X3 ~RX14 Each independently represents a hydrogen atom or a substituent.

[0289] R X3 ~R X5 Preferably, each independently represents a hydrogen atom, a halogen atom, a cyano group, a nitro group, an alkyl group, an alkenyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclic group, a heterocyclicoxy group, an alkylsulfanyl group, an arylsulfanyl group, an acyl group or an amino group; more preferably, it represents a hydrogen atom, a halogen atom, a nitro group, an alkyl group, an aryl group or a heterocyclic group; further preferably, it represents a hydrogen atom, a nitro group, an alkyl group or an aryl group; and particularly preferably, it represents a hydrogen atom.

[0290] R X6 ~R X10 Preferably, each independently represents a hydrogen atom, a halogen atom, a cyano group, an alkyl group, an alkenyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclic group, a heterocyclicoxy group, an alkylsulfanyl group, an arylsulfanyl group, an alkylsulfinyl group, an arylsulfinyl group, an alkylsulfonyl group, an arylsulfonyl group, an amino group, a group represented by the formula (OR-11), or a group represented by the formula (OR-12); more preferably, it represents a hydrogen atom, a halogen atom, a cyano group, an alkyl group, an aryl group, a heterocyclic group, or an amino group; further preferably, it represents a hydrogen atom, a cyano group, an alkyl group, or an aryl group; further preferably, it represents a hydrogen atom, an alkyl group, or an aryl group; further preferably, it represents a hydrogen atom, an alkyl group, or an aryl group; further preferably, it represents a hydrogen atom or an alkyl group; and particularly preferably, it represents a hydrogen atom.

[0291] [Chemical Formula 17]

[0292]

[0293] Where R OX11 represents an alkyl group, an alkenyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclic group, a heterocyclicoxy group, an alkylsulfanyl group, an arylsulfanyl group, an alkylsulfinyl group, an arylsulfinyl group, an alkylsulfonyl group, an arylsulfonyl group, an acyl group, an acyloxy group, an amino group, a phosphonyl group, a carbamoyl group or a sulfonamide group,

[0294] R OX12 represents an alkyl group, an alkenyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclic group, a heterocyclicoxy group, an alkylsulfanyl group, an arylsulfanyl group, an alkylsulfinyl group, an arylsulfinyl group, an alkylsulfonyl group, an arylsulfonyl group, an acyloxy group or an amino group,

[0295] The wavy lines represent bonding bonds.

[0296] R X10 ~R X14 The substituent represented by is preferably a nitro group, a halogen atom, a cyano group, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclic group, a heterocyclic oxy group, an alkenyl group, an alkylsulfanyl group, an arylsulfanyl group, an acyl group or an amino group. X10 ~R X14 At least one of them is an electron-withdrawing group.

[0297] As R X10 ~R X14 The electron-withdrawing group represented by the present invention includes an acyl group, a nitro group, a trifluoromethyl group, an alkylsulfinyl group, an arylsulfinyl group, an alkylsulfonyl group, an arylsulfonyl group, and a cyano group. An acyl group and a nitro group are preferred. From the perspective of easily forming a film with excellent light resistance, an acyl group is more preferred, and a benzoyl group is further preferred. The benzoyl group may have a substituent. As the substituent, a halogen atom, a cyano group, a nitro group, a hydroxyl group, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclic group, a heterocyclicoxy group, an alkenyl group, an alkylsulfanyl group, an arylsulfanyl group, an acyl group, or an amino group is preferred. An alkyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclicoxy group, an alkylsulfanyl group, an arylsulfanyl group, or an amino group is more preferred. An alkoxy group, an alkylsulfanyl group, or an amino group is further preferred.

[0298] In the above formula, preferably R X12 is an electron-withdrawing group, R X10 、R X11 、R X13 、R X14 A hydrogen atom.

[0299] Specific examples of the oxime compound OX include the compounds described in paragraphs 0083 to 0105 of Japanese Patent No. 4600600.

[0300] Specific examples of the oxime compound preferably used in the present invention are shown below, but the present invention is not limited thereto.

[0301] [Chemical Formula 18]

[0302]

[0303] [Chemical Formula 19]

[0304]

[0305] [Chemical Formula 20]

[0306]

[0307] [Chemical Formula 21]

[0308]

[0309] [Chemical Formula 22]

[0310]

[0311] [Chemical Formula 23]

[0312]

[0313] The oxime compound is preferably a compound having a maximum absorption wavelength in the range of 350 to 500 nm, more preferably a compound having a maximum absorption wavelength in the range of 360 to 480 nm. Furthermore, from the viewpoint of sensitivity, it is preferred that the oxime compound has a high molar absorptivity at a wavelength of 365 nm or a wavelength of 405 nm, more preferably 1000 to 300,000, further preferably 2000 to 300,000, and particularly preferably 5000 to 200,000. The molar absorptivity of the compound can be measured using a known method. For example, it is preferably measured using an ethyl acetate solvent at a concentration of 0.01 g / L using a spectrophotometer (Cary-5 spectrophotometer manufactured by Varian).

[0314] As a photopolymerization initiator, a difunctional or trifunctional or higher-functional photoradical polymerization initiator can be used. By using such a photoradical polymerization initiator, two or more free radicals are generated from one molecule of the photoradical polymerization initiator, thereby achieving good sensitivity. In addition, when using a compound with an asymmetric structure, the crystallinity is reduced and the solubility in solvents is improved, making it difficult to precipitate over time, thereby improving the temporal stability of the colored composition. Specific examples of bifunctional or trifunctional or higher-functional photoradical polymerization initiators include dimers of oxime compounds described in JP-A-2010-527339, JP-A-2011-524436, International Publication No. 2015 / 004565, paragraphs 0407 to 0412 of JP-A-2016-532675, and paragraphs 0039 to 0055 of International Publication No. 2017 / 033680, and compound (E) described in JP-A-2013-522445. and compound (G), Cmpd1 to 7 described in International Publication No. 2016 / 034963, the oxime ester photoinitiator described in paragraph 0007 of Japanese Unexamined Patent Application Publication No. 2017-523465, the photoinitiator described in paragraphs 0020 to 0033 of Japanese Unexamined Patent Application Publication No. 2017-167399, the photopolymerization initiator (A) described in paragraphs 0017 to 0026 of Japanese Unexamined Patent Application Publication No. 2017-151342, the oxime ester photoinitiator described in Japanese Patent No. 6469669, etc.

[0315] The content of the photopolymerization initiator in the total solids content of the colored composition is preferably 0.1 to 20% by mass. The lower limit is preferably 0.5% by mass or more, more preferably 1% by mass or more. The upper limit is preferably 10% by mass or less, more preferably 7.5% by mass or less, and even more preferably 5% by mass or less. The photopolymerization initiator may be used alone or in combination of two or more. When two or more are used in combination, the total amount of these initiators is preferably within the above range.

[0316] Curing accelerator

[0317] The coloring composition of the present invention may contain a curing accelerator. Examples of the curing accelerator include thiol compounds, hydroxymethyl compounds, amine compounds, phosphonium salt compounds, amidine chloride compounds, amide compounds, base generators, isocyanate compounds, alkoxysilane compounds, onium salt compounds, and the like. Specific examples of the curing accelerator include the compounds described in paragraphs 0094 to 0097 of International Publication No. 2018 / 056189, the compounds described in paragraphs 0246 to 0253 of Japanese Patent Application Publication No. 2015-034963, the compounds described in paragraphs 0186 to 0251 of Japanese Patent Application Publication No. 2013-041165, and the compounds described in Japanese Patent Application Publication No. 2014-055114. Ionic compounds, compounds described in paragraphs 0071 to 0080 of JP-A-2012-150180, alkoxysilane compounds having an epoxy group described in JP-A-2011-253054, compounds described in paragraphs 0085 to 0092 of JP-A-5765059, carboxyl group-containing epoxy curing agents described in JP-A-2017-036379, etc. When a curing accelerator is contained, the content of the curing accelerator in the total solids content of the colored composition is preferably 0.3 to 8.9% by mass, more preferably 0.8 to 6.4% by mass.

[0318] Ultraviolet absorbers

[0319] The colored composition of the present invention may contain a UV absorber. Examples of UV absorbers include conjugated diene compounds, aminodiene compounds, salicylate compounds, benzophenone compounds, benzotriazole compounds, acrylonitrile compounds, hydroxyphenyltriazine compounds, indole compounds, and triazine compounds. Examples of these compounds include those described in paragraphs 0038 to 0052 of JP-A-2009-217221, paragraphs 0052 to 0072 of JP-A-2012-208374, paragraphs 0317 to 0334 of JP-A-2013-068814, and paragraphs 0061 to 0080 of JP-A-2016-162946, all of which are incorporated herein. Specific examples of UV absorbers include compounds having the following structures. Commercially available UV absorbers include, for example, UV-503 (manufactured by Daito Chemical Co., Ltd.), the Tinuvin series and Uvinul series manufactured by BASF, and the Sumisorb series manufactured by Sumika Chemtex Company, Limited. Benzotriazole compounds include the MYUA series manufactured by Miyoshioil & Fat Co., Ltd. (Chemical Industry Daily, February 1, 2016). Furthermore, UV absorbers that can be used include compounds described in paragraphs 0049 to 0059 of Japanese Patent No. 6268967, compounds described in paragraphs 0059 to 0076 of International Publication No. 2016 / 181987, and thioaryl-substituted benzotriazole-type UV absorbers described in International Publication No. 2020 / 137819.

[0320] [Chemical Formula 24]

[0321]

[0322] When a UV absorber is included, the content of the UV absorber in the total solids content of the colored composition is preferably 0.01 to 10% by mass, more preferably 0.01 to 5% by mass. In the present invention, a single UV absorber may be used, or two or more may be used. When two or more UV absorbers are used, the total amount is preferably within the above range.

[0323] Inhibitors

[0324] The coloring composition of the present invention may contain a polymerization inhibitor. Examples of the polymerization inhibitor include hydroquinone, p-methoxyphenol, di-tert-butyl-p-cresol, pyrogallol, tert-butylcatechol, benzoquinone, 4,4'-thiobis(3-methyl-6-tert-butylphenol), 2,2'-methylenebis(4-methyl-6-tert-butylphenol), and N-nitrosophenylhydroxylamine salts (ammonium salts, cerium salts, etc.). Among them, p-methoxyphenol is preferred. When containing a polymerization inhibitor, the content of the polymerization inhibitor in the total solids content of the coloring composition is preferably 0.0001 to 5% by mass. The polymerization inhibitor may be one or more. When two or more are present, the total amount is preferably within the above range.

[0325] Silane coupling agent

[0326] The coloring composition of the present invention may contain a silane coupling agent. In the present invention, a silane coupling agent refers to a silane compound having a hydrolyzable group and functional groups other than the hydrolyzable group. Furthermore, a hydrolyzable group refers to a substituent that directly bonds to a silicon atom and can produce a siloxane bond through at least one of a hydrolysis reaction and a condensation reaction. Examples of hydrolyzable groups include halogen atoms, alkoxy groups, acyloxy groups, and the like, preferably alkoxy groups. That is, the silane coupling agent is preferably a compound having an alkoxysilyl group. Furthermore, examples of functional groups other than the hydrolyzable group include vinyl groups, (meth)allyl groups, (meth)acryloyl groups, mercapto groups, epoxy groups, oxetanyl groups, amino groups, urea groups, thioether groups, isocyanate groups, phenyl groups, and the like, preferably amino groups, (meth)acryloyl groups, and epoxy groups. Specific examples of the silane coupling agent include N-β-aminoethyl-γ-aminopropylmethyldimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., product name KBM-602), N-β-aminoethyl-γ-aminopropyltrimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., product name KBM-603), N-β-aminoethyl-γ-aminopropyltriethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., product name KBE-602), γ-aminopropyltrimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., product name KBM-903), γ-aminopropyltriethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., product name KBE-903), 3-methacryloyloxypropylmethyldimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., product name KBE-903), and 3-methacryloyloxypropylmethyldimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., product name KBE-903). Co., Ltd., product name KBM-502), 3-methacryloyloxypropyltrimethoxysilane (Shin-Etsu Chemical Co., Ltd., product name KBM-503), etc. Specific examples of silane coupling agents include the compounds described in paragraphs 0018 to 0036 of JP-A-2009-288703 and the compounds described in paragraphs 0056 to 0066 of JP-A-2009-242604, the contents of which are incorporated herein. When a silane coupling agent is included, the content of the silane coupling agent in the total solids content of the coloring composition is preferably 0.01 to 15.0% by mass, more preferably 0.05 to 10.0% by mass. The silane coupling agent may be used alone or in combination of two or more. When used in combination of two or more, the total amount is preferably within the above range.

[0327] Surfactants

[0328] The coloring composition of the present invention may contain a surfactant. Examples of surfactants include fluorochemical surfactants, nonionic surfactants, cationic surfactants, anionic surfactants, and silicone surfactants. Examples of surfactants include those described in paragraphs 0238 to 0245 of International Publication No. 2015 / 166779, which are incorporated herein by reference.

[0329] The surfactant is preferably a fluorine-based surfactant. By including a fluorine-based surfactant in the coloring composition, liquid properties (particularly fluidity) are further improved, and liquid conservation can be further enhanced. Furthermore, a film with minimal thickness variation can be formed.

[0330] Furthermore, as the surfactant, a silicone-based surfactant is also preferably used.

[0331] The fluorine content in the fluorine-based surfactant is preferably 3 to 40% by mass, more preferably 5 to 30% by mass, and particularly preferably 7 to 25% by mass. Fluorine-based surfactants having a fluorine content within this range are effective from the perspectives of thickness uniformity and liquid conservation in the coating film, and also have good solubility in the coloring composition.

[0332] As fluorochemical surfactants, surfactants described in paragraphs 0060 to 0064 of Japanese Patent Application Publication No. 2014-041318 (paragraphs 0060 to 0064 of the corresponding International Publication No. 2014 / 017669), surfactants described in paragraphs 0117 to 0132 of Japanese Patent Application Publication No. 2011-132503, and surfactants described in Japanese Patent Application Publication No. 2020-008634 are mentioned, and these contents are incorporated into this specification. As commercially available fluorochemical surfactants, for example, MEGAFACE F-171, F-172, F-173, F-176, F-177, F-141, F-142, F-143, F-144, R30, F-437, F -475, F-477, F-479, F-482, F-554, F-555-A, F-556, F-557, F-558, F-559, F-56 0, F-561, F-565, F-563, F-568, F-575, F-780, EXP, MFS-330, R-01, R-40, R-40-LM, R-41, R-41-LM, RS-43, R-43, TF-1956, RS-90, R-94, RS-72-K, DS-21 (all DIC CORPORATION), FLUORAD FC430, FC431, FC171 (all manufactured by Sumitomo 3M Limited), SURFLON S-382, SC-101, SC-103, SC-104, SC-105, SC-1068, SC-381, SC-383, S-393, KH-40 (all manufactured by AGC INC.), PolyFox PF636, PF656, PF6320, PF6520, PF7002 (all manufactured by OMNOVA SOLUTIONS INC.), Futurgent 208G, 215M, 245F, 601AD, 601ADH2, 602A, 610FM, 710FL, 710FM, 710FS, FTX-218, (all manufactured by NEOS), etc.

[0333] Furthermore, acrylic compounds can also be suitably used as fluorochemical surfactants. These acrylic compounds have a molecular structure containing a functional group containing a fluorine atom, and when heat is applied, the functional group containing a fluorine atom is partially cleaved, causing the fluorine atom to volatilize. Examples of such fluorochemical surfactants include the MEGAFACE DS series manufactured by DIC Corporation (Chemical Industry Daily (February 22, 2016), Nikkei Industry News (February 23, 2016)), such as MEGAFACE DS-21.

[0334] Furthermore, as for fluorine-based surfactants, polymers of fluorine-containing vinyl ether compounds having a fluorinated alkyl or fluorinated alkylene ether group and a hydrophilic vinyl ether compound are also preferably used. Examples of such fluorine-based surfactants include those described in Japanese Patent Application Laid-Open No. 2016-216602, which are incorporated herein by reference.

[0335] Fluorine-based surfactants can also be block polymers. Fluorine-based surfactants can also be suitably fluorinated polymers comprising repeating units derived from a (meth)acrylate compound having fluorine atoms and repeating units derived from a (meth)acrylate compound having two or more (preferably five or more) alkyleneoxy groups (preferably ethyleneoxy or propyleneoxy). Fluorine-based surfactants described in paragraphs 0016 to 0037 of JP-A-2010-032698 and the following compounds are also exemplified as fluorine-based surfactants used in the present invention.

[0336] [Chemical Formula 25]

[0337]

[0338] The weight average molecular weight of the compound is preferably 3000 to 50000, for example, 14000. In the compound, % indicating the ratio of the repeating unit is mol %.

[0339] Furthermore, fluoropolymers having a group containing an ethylenically unsaturated bond in a side chain can also be used as fluorochemical surfactants. Specific examples include the compounds described in paragraphs 0050 to 0090 and 0289 to 0295 of Japanese Patent Application Laid-Open No. 2010-164965, and MEGAFACE RS-101, RS-102, RS-718K, and RS-72-K manufactured by DIC Corporation. Furthermore, the compounds described in paragraphs 0015 to 0158 of Japanese Patent Application Laid-Open No. 2015-117327 can also be used as fluorochemical surfactants.

[0340] Furthermore, from the viewpoint of environmental regulation, it is also preferable to use the surfactant described in International Publication No. 2020 / 084854 as a substitute for the surfactant having a perfluoroalkyl group having 6 or more carbon atoms.

[0341] Furthermore, it is also preferable to use a fluorine-containing imide chloride compound represented by formula (fi-1) as a surfactant.

[0342] [Chemical Formula 26]

[0343]

[0344] In formula (fi-1), m represents 1 or 2, n represents an integer of 1 to 4, a represents 1 or 2, and X a+ Represents a metal ion, primary ammonium ion, secondary ammonium ion, tertiary ammonium ion, quaternary ammonium ion or NH4 + .

[0345] Examples of the nonionic surfactant include glycerol, trimethylolpropane, trimethylolethane, and ethoxylates and propoxylates thereof (e.g., glycerol propoxylate, glycerol ethoxylate, etc.), polyoxyethylene lauryl ether, polyoxyethylene stearyl ether, polyoxyethylene oleyl ether, polyoxyethylene octylphenyl ether, polyoxyethylene nonylphenyl ether, polyethylene glycol dilaurate, polyethylene glycol distearate, sorbitan fatty acid esters, Pluronic L10, L31, L61, L62, 10R5, 17R2, and 25R2 (manufactured by BASF), Tetronic 304, 701, 704, 901, 904, and 150R1 (manufactured by BASF), Solsperse 20000 (manufactured by Japan Lubrizol), and PEG-1000. Corporation), NCW-101, NCW-1001, NCW-1002 (manufactured by FUJIFILM Wako Pure Chemical Corporation), PIONIN D-6112, D-6112-W, D-6315 (manufactured by Takemoto Oil & Fat Co., Ltd.), OLFIN E1010, Surfynol 104, 400, 440 (manufactured by Nissin Chemical Co., Ltd.), and the like.

[0346] Examples of the silicone surfactant include DC3PA, SH7PA, DC11PA, SH21PA, SH28PA, SH29PA, SH30PA, SH8400, and FZ-2122 (all manufactured by Dow Toray Co., Ltd.), TSF-4440, TSF-4300, TSF-4445, TSF-4460, and TSF-4452 (all manufactured by Momentive Performance Materials Inc.), KP-341, KF-6000, KF-6001, KF-6002, and KF-6003 (all manufactured by Shin-Etsu Chemical Co., Ltd.), BYK-307, BYK-323, BYK-330, BYK-333, BYK-3760, and BYK-UV3510 (all manufactured by BYK Chemie GmbH) and the like can be mentioned.

[0347] When a surfactant is included, the content of the surfactant in the total solids content of the coloring composition is preferably 0.001% to 5.0% by mass, more preferably 0.005% to 3.0% by mass. The surfactant may be a single type or two or more types. When two or more types are included, the total amount is preferably within the above range.

[0348] Antioxidants

[0349] The coloring composition of the present invention may contain an antioxidant. Examples of the antioxidant include phenolic compounds, phosphophosphate compounds, and thioether compounds. As the phenolic compound, any phenolic compound known as a phenolic antioxidant may be used. Preferred phenolic compounds include hindered phenolic compounds. Compounds having a substituent at a position adjacent to a phenolic hydroxyl group (ortho position) are preferred. As the substituent, a substituted or unsubstituted alkyl group having 1 to 22 carbon atoms is preferred. Furthermore, the antioxidant is preferably a compound having a phenolic group and a phosphophosphate group in the same molecule. Furthermore, a phosphorus-based antioxidant may be appropriately used as the antioxidant. The content of the antioxidant in the total solid content of the coloring composition is preferably 0.01 to 20% by mass, more preferably 0.3 to 15% by mass. When containing an antioxidant, only one antioxidant may be used, or two or more antioxidants may be used. When two or more antioxidants are used, the total amount is preferably within the above range.

[0350] Other ingredients

[0351] If necessary, the coloring composition of the present invention may further contain a sensitizer, a curing accelerator, a filler, a thermosetting accelerator, a plasticizer and other auxiliary agents (for example, conductive particles, fillers, defoaming agents, flame retardants, leveling agents, release accelerators, fragrances, surface tension modifiers, chain transfer agents, etc.). By appropriately containing these ingredients, the properties of the film and the like can be adjusted. For these ingredients, for example, reference can be made to the description of paragraphs 0183 and thereafter of Japanese Patent Application Publication No. 2012-003225 (paragraph 0237 of the corresponding U.S. Patent Application Publication No. 2013 / 0034812), paragraphs 0101 to 0104, 0107 to 0109 of Japanese Patent Application Publication No. 2008-250074, and these contents are incorporated into this specification. Furthermore, if necessary, the coloring composition of the present invention may further contain a latent antioxidant. As a potential antioxidant, a compound in which the site where the antioxidant acts is protected by a protecting group can be mentioned, and the protecting group is separated by heating at 100 to 250 ° C or heating at 80 to 200 ° C in the presence of an acid / base catalyst and acts as an antioxidant. As a potential antioxidant, the compounds described in International Publication No. 2014 / 021023, International Publication No. 2017 / 030005, and Japanese Patent Application Publication No. 2017-008219 can be mentioned. As a commercially available product of a potential antioxidant, ADEKA ARKLSGPA-5001 (manufactured by ADEKA CORPORATION) can be mentioned. In addition, as described in Japanese Patent Application Publication No. 2018-155881, CI Pigment Yellow 129 can be added for the purpose of improving weather resistance.

[0352] To adjust the refractive index of the resulting film, the coloring composition of the present invention may contain a metal oxide. Examples of the metal oxide include TiO2, ZrO2, Al2O3, and SiO2. The primary particle size of the metal oxide is preferably 1 to 100 nm, more preferably 3 to 70 nm, and even more preferably 5 to 50 nm. The metal oxide may have a core-shell structure. In this case, the core may be hollow.

[0353] The coloring composition of the present invention may contain a light resistance improver. Examples of the light resistance improver include the compounds described in paragraphs 0036 to 0037 of Japanese Patent Application Laid-Open No. 2017-198787, the compounds described in paragraphs 0029 to 0034 of Japanese Patent Application Laid-Open No. 2017-146350, the compounds described in paragraphs 0036 to 0037 and 0049 to 0052 of Japanese Patent Application Laid-Open No. 2017-129774, and the compounds described in paragraphs 0037 to 0049 of Japanese Patent Application Laid-Open No. 201 Compounds described in paragraphs 0031 to 0034 and 0058 to 0059 of JP-A-2017-129674, compounds described in paragraphs 0036 to 0037 and 0051 to 0054 of JP-A-2017-122803, compounds described in paragraphs 0025 to 0039 of WO-2017 / 164127, and compounds described in JP-A-2017-186546 The compounds described in paragraphs 0034 to 0047 of JP-A-2015-025116, the compounds described in paragraphs 0019 to 0041 of JP-A-2012-145604, the compounds described in paragraphs 0101 to 0125 of JP-A-2012-103475, the compounds described in paragraphs 0018 to 0021 of JP-A-2011- The compounds described in paragraphs 0015 to 0018 of Japanese Patent Application Publication No. 257591, the compounds described in paragraphs 0017 to 0021 of Japanese Patent Application Publication No. 2011-191483, the compounds described in paragraphs 0108 to 0116 of Japanese Patent Application Publication No. 2011-145668, and the compounds described in paragraphs 0103 to 0153 of Japanese Patent Application Publication No. 2011-253174.

[0354] The water content of the colored composition of the present invention is usually 3% by mass or less, preferably 0.01 to 1.5% by mass, and more preferably 0.1 to 1.0% by mass. The water content can be measured by the Karl Fischer method.

[0355] The coloring composition of the present invention can be used with adjusted viscosity for purposes such as adjusting the film surface shape (flatness, etc.) and film thickness. The viscosity value can be appropriately selected as needed, but is preferably 0.3 mPa·s to 50 mPa·s at 25°C, and more preferably 0.5 mPa·s to 20 mPa·s. Viscosity can be measured, for example, using a cone-plate viscometer at 25°C.

[0356] The container for the colored composition of the present invention is not particularly limited, and known containers can be used. Furthermore, to prevent the incorporation of impurities into the raw materials or composition, a multilayer bottle having an inner wall composed of six layers of six different resins, or a bottle having a seven-layer structure of six different resins, is also preferably used as the container. Examples of such containers include those described in Japanese Patent Application Laid-Open No. 2015-123351.

[0357] <Method for Preparing Coloring Composition>

[0358] The coloring composition of the present invention can be prepared by mixing the above components. When preparing the coloring composition, all the components can be dissolved and / or dispersed in a solvent at the same time to prepare the coloring composition. Alternatively, each component can be appropriately prepared as two or more solutions or dispersions as needed and mixed at the time of use (during application) to prepare the coloring composition.

[0359] Furthermore, when preparing the coloring composition, it is preferred to include a step of dispersing the pigment. As the mechanical force used for the dispersion of the pigment in the step of dispersing the pigment, compression, squeezing, impact, shearing, cavitation, etc. can be enumerated. As the specific examples of these steps, bead milling, sand milling, roller milling, ball milling, paint stirring, micro jet, high-speed impeller, sand mixing, jet stream mixing, high-pressure wet micronization, ultrasonic dispersion, etc. can be enumerated. Furthermore, in the pulverization of the pigment under sand milling (bead milling), it is preferred to process under the following conditions, which are to improve the pulverization efficiency by using microbeads with a small diameter and improving the filling rate of microbeads, etc. Furthermore, it is preferred to remove coarse particles by filtration, centrifugation, etc. after the pulverization process. Furthermore, regarding the pigment dispersion process and disperser, the process and disperser described in "Complete Collection of Dispersion Technology, Published by JOHOKIKO CO., LTD., July 15, 2005," "Comprehensive Collection of Dispersion Technology and Practical Industrial Applications Focusing on Suspensions (Solid / Liquid Dispersion Systems), Published by the Business Development Center Publishing Department, October 10, 1978," and paragraph 0022 of Japanese Patent Application Publication No. 2015-157893 can be appropriately used. Furthermore, in the pigment dispersion process, the particles can be miniaturized by a salt milling process. For information on the raw materials, equipment, and processing conditions used in the salt milling process, for example, reference can be made to the descriptions of Japanese Patent Application Publication Nos. 2015-194521 and 2012-046629.

[0360] When preparing the colored composition, in order to remove impurities or reduce defects, the colored composition is preferably filtered with a filter. As a filter, as long as it is a filter that has been used for filtering purposes, it can be used without particular limitation. For example, filters using raw materials such as fluororesins such as polytetrafluoroethylene (PTFE), polyamide resins such as nylon (e.g., nylon-6, nylon-6,6), polyolefin resins such as polyethylene and polypropylene (PP) (including high-density, ultra-high molecular weight polyolefin resins) can be cited. Among these raw materials, polypropylene (including high-density polypropylene) and nylon are preferred.

[0361] The pore size of the filter is preferably 0.01 to 7.0 μm, more preferably 0.01 to 3.0 μm, and even more preferably 0.05 to 0.5 μm. As long as the pore size of the filter is within the above range, fine impurities can be removed more reliably. Regarding the pore size value of the filter, the nominal value of the filter manufacturer can be referred to. Regarding the filter, various filters provided by NIHON PALL LTD. (DFA4201NIEY, etc.), Advantec Toyo Kaisha, Ltd., Japan Entegris Inc. (formerly Japan Microlis Co., Ltd.), KITZ MICRO FILTER CORPORATION, etc. can be used.

[0362] Furthermore, it is also preferable to use a fibrous filter material as the filter. Examples of fibrous filter materials include polypropylene fibers, nylon fibers, and glass fibers. Commercially available products include the SBP series (SBP008, etc.), TPR series (TPR002, TPR005, etc.), and SHPX series (SHPX003, etc.) manufactured by ROKI TECHNO CO., LTD. When using a filter, different filters (for example, a first filter and a second filter, etc.) can be combined. In this case, filtration with each filter can be performed only once or twice or more. Furthermore, filters with different pore sizes can be combined within the above-mentioned range. Furthermore, filtration with the first filter can be performed only on the dispersion, and after mixing the other components, filtration can be performed with the second filter.

[0363] <Film>

[0364] The film of the present invention is obtained from the aforementioned colored composition of the present invention. The film of the present invention can be used in color filters, etc. Specifically, it can be suitably used as a colored pixel of a color filter, more specifically, as a red pixel of a color filter. Furthermore, the film of the present invention can also be used as an infrared transmission filter.

[0365] The film thickness of the film of the present invention can be appropriately adjusted according to the purpose. For example, the film thickness is preferably 5 μm or less, more preferably 1 μm or less, and further preferably 0.6 μm or less. The lower limit of the film thickness is preferably 0.1 μm or more, more preferably 0.2 μm or more, and further preferably 0.3 μm or more.

[0366] <Red Pixel>

[0367] The red pixel of the present invention is a red pixel obtained from the coloring composition of the present invention described above. The red pixel of the present invention can be used in color filters, etc. The red pixel of the present invention has a high color value and can achieve desired spectral characteristics in a thin film.

[0368] The thickness of the red pixel can be adjusted appropriately depending on the intended purpose. For example, the thickness is preferably 5 μm or less, more preferably 1 μm or less, and even more preferably 0.6 μm or less. The lower limit of the thickness is preferably 0.1 μm or more, more preferably 0.2 μm or more, and even more preferably 0.3 μm or more.

[0369] The width of a red pixel is preferably 0.4 to 10.0 μm. The lower limit is preferably 0.4 μm or greater, more preferably 0.5 μm or greater, and even more preferably 0.6 μm or greater. The upper limit is preferably 5.0 μm or less, more preferably 2.0 μm or less, even more preferably 1.0 μm or less, and even more preferably 0.8 μm or less.

[0370] <Pixel Formation Method>

[0371] Next, the pixel formation method is described. The pixel formation method can be produced by applying the above-mentioned coloring composition of the present invention on a support to form a coloring composition layer, and patterning the coloring composition layer by photolithography or dry etching.

[0372] (Photolithography)

[0373] First, the case of forming pixels by patterning using photolithography will be described. Patterning using photolithography preferably includes a step of applying the aforementioned colored composition of the present invention onto a support to form a colored composition layer, a step of exposing the colored composition layer in a pattern, and a step of developing and removing the unexposed portions of the colored composition layer after exposure. Each step is described below.

[0374] In the process of forming the colored composition layer, the colored composition is applied to a support to form a colored composition layer. There is no particular limitation on the support, and it can be appropriately selected according to the intended use. For example, a glass substrate, a silicon substrate, etc. can be mentioned, preferably a silicon substrate. In addition, a charge coupled device (CCD), a complementary metal oxide semiconductor (CMOS), a transparent conductive film, etc. can be formed on the silicon substrate. In addition, a black matrix is sometimes formed on the silicon substrate to isolate each pixel. In addition, in order to improve the adhesion with the upper layer, prevent the diffusion of substances or flatten the surface of the substrate, a base layer can be provided on the silicon substrate. The surface contact angle of the base layer is preferably 20 to 70° when measured with diiodomethane. And, it is preferably 30 to 80° when measured with water. If the surface contact angle of the base layer is within the above range, the wettability of the colored composition is good. The surface contact angle of the base layer can be adjusted, for example, by adding a surfactant or the like.

[0375] As a method for applying the coloring composition, known methods can be used. Examples include a drop casting method, a slit coating method, a spray method, a roll coating method, a spin coating method, a cast coating method, a slit spin coating method, a pre-wetting method (for example, the method described in Japanese Patent Application Laid-Open No. 2009-145395), various printing methods such as inkjet (for example, on-demand, piezoelectric, and thermal), nozzle jet printing, flexographic printing, screen printing, gravure printing, reverse offset printing, and metal mask printing, transfer methods using a mold, etc., and nanoimprinting methods. The inkjet application method is not particularly limited. For example, the method described in "Inkjet for General Use - Infinite Possibilities Emerging from Patents" published in February 2005 by Sumitbe Techon Research Co., Ltd. (particularly pages 115 to 133) or methods described in Japanese Patent Application Publication Nos. 2003-262716, 2003-185831, 2003-261827, 2012-126830, and 2006-169325 can be cited. Regarding the method for applying the coloring composition, reference can be made to the descriptions of International Publication Nos. 2017 / 030174 and 2017 / 018419, the contents of which are incorporated herein.

[0376] The colored composition layer formed on the support can be dried (prebaked). When the film is manufactured by a low-temperature process, prebaking is not required. When prebaking is performed, the prebaking temperature is preferably 150°C or less, more preferably 120°C or less, and further preferably 110°C or less. The lower limit can be set to, for example, 50°C or more, or 80°C or more. The prebaking time is preferably 10 to 300 seconds, more preferably 40 to 250 seconds, and further preferably 80 to 220 seconds. Prebaking can be performed using a hot plate, an oven, or the like.

[0377] Next, the colored composition layer is exposed in a pattern (exposure step). For example, a stepper or scanner is used to expose the colored composition layer through a mask having a predetermined mask pattern. This allows the exposed portion to be cured.

[0378] Examples of radiation (light) that can be used for exposure include g-rays and i-rays. Furthermore, light with a wavelength of 300 nm or less (preferably light with a wavelength of 180 to 300 nm) can also be used. Examples of light with a wavelength of 300 nm or less include KrF rays (wavelength 248 nm) and ArF rays (wavelength 193 nm), with KrF rays (wavelength 248 nm) being preferred. Furthermore, light sources with a long wavelength of 300 nm or more can also be used.

[0379] Furthermore, during exposure, light can be irradiated continuously or in pulses (pulse exposure). Pulse exposure refers to an exposure method in which light is irradiated and paused repeatedly in a short cycle (e.g., milliseconds or less) to perform exposure.

[0380] The irradiation dose (exposure dose) is preferably, for example, 0.03 to 2.5 J / cm 2 , more preferably 0.05 to 1.0 J / cm 2 The oxygen concentration during exposure can be appropriately selected. In addition to being performed under the atmosphere, exposure can be performed under a low oxygen environment with an oxygen concentration of 19% by volume or less (e.g., 15% by volume, 5% by volume, or substantially oxygen-free), or under a high oxygen environment with an oxygen concentration exceeding 21% by volume (e.g., 22% by volume, 30% by volume, or 50% by volume). Furthermore, the exposure illuminance can be appropriately set, typically from 1000 W / m 2 ~100000W / m 2 (For example, 5000W / m 2 、15000W / m 2 or 35000W / m 2 The oxygen concentration and exposure illuminance can be appropriately combined, for example, the oxygen concentration can be set to 10% by volume and the illuminance can be set to 10000 W / m2 , oxygen concentration 35% by volume and illumination 20,000 W / m 2 wait.

[0381] Next, the unexposed portions of the colored composition layer after exposure are removed by development (development step). The unexposed portions of the colored composition layer can be removed by development using a developer. This dissolves the unexposed portions of the colored composition layer in the developer, leaving only the photocured portions. The developer temperature is preferably, for example, 20 to 30°C. The development time is preferably 20 to 180 seconds. Furthermore, to improve residue removability, the process of discarding the developer and supplying fresh developer every 60 seconds can be repeated multiple times.

[0382] Developer can enumerate organic solvent, alkaline developer etc., can suitably use alkaline developer.As alkaline developer, it is preferably alkaline aqueous solution (alkaline developer) obtained by diluting alkaline agent with pure water.As alkaline agent, for example, ammonia, ethylamine, diethylamine, dimethylethanolamine, diglycolamine (diglycolamine), diethanolamine, hydroxylamine, ethylenediamine, tetramethylammonium hydroxide, tetraethylammonium hydroxide, tetrapropylammonium hydroxide, tetrabutylammonium hydroxide, ethyltrimethylammonium hydroxide, benzyltrimethylammonium hydroxide, dimethylbis (2-hydroxyethyl) ammonium hydroxide, choline, pyrrole, piperidine, 1,8-diazabicyclo-[5.4.0]-7-undecene and other organic alkaline compounds or sodium hydroxide, potassium hydroxide, sodium carbonate, sodium bicarbonate, sodium silicate, sodium metasilicate and other inorganic alkaline compounds can be enumerated.In terms of environment and safety, alkaline agent is preferably a compound with large molecular weight. The concentration of the alkaline agent in the alkaline aqueous solution is preferably 0.001 to 10% by mass, more preferably 0.01 to 1% by mass. In addition, the developer may further contain a surfactant. From the perspective of convenient transportation or storage, the developer can be temporarily manufactured as a concentrated solution and diluted to the desired concentration when used. The dilution ratio is not particularly limited, for example, it can be set in the range of 1.5 to 100 times. In addition, it is also preferred to wash (rinse) with pure water after development. In addition, it is preferred to rotate the support on which the developed colored composition layer has been formed and supply a rinsing liquid to the developed colored composition layer for rinsing. In addition, it is also preferred to move the nozzle that discharges the rinsing liquid from the center of the support to the peripheral portion of the support. At this time, when the nozzle moves from the center of the support to the peripheral portion, it can be moved while gradually reducing the movement speed of the nozzle. By rinsing in this way, the in-plane deviation of the rinsing can be suppressed. In addition, the same effect can be obtained by gradually reducing the rotation speed of the support while moving the nozzle from the center of the support to the peripheral portion.

[0383] After development, it is preferred to perform additional exposure treatment and heating treatment (post-baking) after drying. Additional exposure treatment and post-baking are curing treatments after development for making a completely cured substance. The heating temperature in the post-baking is preferably 100 to 240°C, more preferably 200 to 240°C. The developed film (pixel) can be post-baked continuously or intermittently using a heating mechanism such as a hot plate, a convection oven (hot air circulation dryer), or a high-frequency heater in such a manner as to achieve the above conditions. In the case of performing additional exposure treatment, it is preferred that the light used for exposure is light with a wavelength of 400nm or less. In addition, the additional exposure treatment can be performed by the method described in Korean Patent Publication No. 10-2017-0122130.

[0384] (Dry Etching Method)

[0385] The pattern formation based on the dry etching method preferably includes the following steps: forming a colored composition layer on a support using the above-mentioned colored composition of the present invention, and curing the entire colored composition layer to form a cured product layer; forming a photoresist layer on the cured product layer; exposing the photoresist layer to a pattern, and then developing it to form a resist pattern; and using the resist pattern as a mask and dry etching the cured product layer using an etching gas. When forming the photoresist layer, it is preferred to further perform a pre-baking treatment. In particular, as a step for forming the photoresist layer, it is preferred to perform a post-exposure heat treatment and a post-development heat treatment (post-baking treatment). Regarding the pattern formation using the dry etching method, reference can be made to the description of paragraphs 0010 to 0067 of Japanese Patent Application Publication No. 2013-064993, and the content is incorporated into this specification.

[0386] <Color Filter>

[0387] Next, the color filter of the present invention is described. The color filter of the present invention comprises the film of the present invention described above. Specifically, the film of the present invention is provided as a colored pixel of the color filter. The color filter of the present invention preferably comprises the film of the present invention as a red pixel of the color filter.

[0388] Furthermore, the color filter of the present invention is preferably a color filter having red pixels, blue pixels, and green pixels obtained using the above-mentioned colored composition of the present invention.

[0389] The color filter of the present invention can be used in a solid-state imaging element such as a CCD (charge coupled device) or a CMOS (complementary metal oxide semiconductor), an image display device, or the like.

[0390] The film thickness of the film in the color filter of the present invention can be appropriately adjusted depending on the intended purpose. For example, the film thickness is preferably 5 μm or less, more preferably 1 μm or less, and even more preferably 0.6 μm or less. The lower limit of the film thickness is preferably 0.1 μm or more, more preferably 0.2 μm or more, and even more preferably 0.3 μm or more.

[0391] The width of the pixels included in the color filter is preferably 0.4 to 10.0 μm. The lower limit is preferably 0.4 μm or greater, more preferably 0.5 μm or greater, and even more preferably 0.6 μm or greater. The upper limit is preferably 5.0 μm or less, more preferably 2.0 μm or less, even more preferably 1.0 μm or less, and even more preferably 0.8 μm or less. Furthermore, the Young's modulus of the pixels is preferably 0.5 to 20 GPa, and more preferably 2.5 to 15 GPa.

[0392] Each pixel included in the color filter preferably has high flatness. Specifically, the surface roughness Ra of the pixel is preferably 100 nm or less, more preferably 40 nm or less, and further preferably 15 nm or less. There is no regulation on the lower limit, but for example, it is preferably 0.1 nm or more. The surface roughness of the pixel can be measured, for example, using AFM (atomic force microscope) Dimension3100 manufactured by Veeco. In addition, the water contact angle on the pixel can be appropriately set to a preferred value, typically in the range of 50 to 110°. The contact angle can be measured, for example, using a contact angle meter CV-DT·A type (manufactured by Kyowa Interface Science Co., LTD.). In addition, the volume resistance value of the pixel is preferably high. Specifically, the volume resistance value of the pixel is preferably 10 9 Ω·cm or more, more preferably 10 11 Ω·cm or more. There is no upper limit, for example, it is preferably 10 14 The volume resistance value of a pixel can be measured using, for example, an ultra-high resistance meter 5410 (manufactured by Advantest Corporation).

[0393] In the color filter, a protective layer can be provided on the surface of the film (pixel) of the present invention. By providing a protective layer, various effects such as oxidation resistance, low reflectivity, hydrophilicity and hydrophobicity, and shielding of light of a predetermined wavelength (ultraviolet rays, near infrared rays, etc.) can be imparted. The thickness of the protective layer is preferably 0.01 to 10 μm, more preferably 0.1 to 5 μm. As a method for forming the protective layer, a method of forming by coating a resin composition dissolved in an organic solvent, a chemical vapor deposition method, a method of attaching a formed resin with an adhesive material, etc. can be cited. As the components constituting the protective layer, (meth) acrylic resin, ene-thiol resin, polycarbonate resin, polyether resin, polyarylate resin, polysulfone resin, polyethersulfone resin, polyphenylene resin, polyarylene ether phosphine oxide resin, polyimide resin, polyamide-imide resin, polyolefin resin, cyclic olefin resin, polyester resin, styrene resin, polyol resin, polyvinylidene chloride resin, melamine resin, polyurethane resin, aromatic polyamide resin, polyamide resin, alkyd resin, epoxy resin, modified silicone resin, fluororesin, polycarbonate resin, polyacrylonitrile resin, cellulose resin, Si, C, W, Al2O3, Mo, SiO2, Si2N4, etc. can be mentioned, and two or more of these components can be contained. For example, in the case of a protective layer for preventing oxidation, the protective layer preferably includes polyol resin, SiO2 and Si2N4. In addition, in the case of a protective layer for low reflection, the protective layer preferably includes (meth) acrylic resin and fluororesin.

[0394] When applying resin composition and forming protective layer, as the coating method of resin composition, it is possible to use known methods such as spin coating, cast film, screen printing, inkjet method. Organic solvent contained in resin composition can use known organic solvent (for example, propylene glycol 1-monomethyl ether 2-acetate, cyclopentanone, ethyl lactate etc.). When forming protective layer by chemical vapor deposition, as chemical vapor deposition, it is possible to use known chemical vapor deposition (thermal chemical vapor deposition, plasma chemical vapor deposition, photochemical vapor deposition).

[0395] As needed, the protective layer may also contain additives such as organic and inorganic microparticles, absorbents of light of a predetermined wavelength (e.g., ultraviolet rays, near infrared rays, etc.), refractive index modifiers, antioxidants, adhesives, surfactants, etc. As examples of organic and inorganic microparticles, for example, polymer microparticles (e.g., silicone resin microparticles, polystyrene microparticles, melamine resin microparticles), titanium oxide, zinc oxide, zirconium oxide, indium oxide, aluminum oxide, titanium nitride, titanium oxynitride, magnesium fluoride, hollow silica, silicon dioxide, calcium carbonate, barium sulfate, etc. The absorbent of light of a predetermined wavelength can use a known absorbent. The content of these additives can be appropriately adjusted, but is preferably 0.1 to 70% by mass relative to the total mass of the protective layer, and more preferably 1 to 60% by mass.

[0396] Furthermore, as the protective layer, the protective layer described in paragraphs 0073 to 0092 of Japanese Patent Application Laid-Open No. 2017-151176 can also be used.

[0397] The color filter may have a structure in which pixels are embedded in spaces partitioned by partition walls, for example, in a lattice pattern.

[0398] <Solid-state imaging device>

[0399] The solid-state imaging device of the present invention includes the film of the present invention. The structure of the solid-state imaging device is not particularly limited as long as it includes the film of the present invention and functions as a solid-state imaging device. Examples thereof include the following structures.

[0400] The imaging element has the following structure: a substrate has a plurality of photodiodes and a transfer electrode composed of polysilicon, etc., which constitute the light-receiving area of a solid-state imaging element (CCD (charge-coupled device) image sensor, CMOS (complementary metal oxide semiconductor) image sensor, etc.); a light-shielding film having an opening only for the light-receiving portion of the photodiode is provided on the photodiode and the transfer electrode; a device protection film composed of silicon nitride, etc., formed to cover the entire surface of the light-shielding film and the light-receiving portion of the photodiode is provided on the light-shielding film; and a color filter is provided on the device protection film. Furthermore, a structure may be provided in which a focusing mechanism (e.g., a microlens, etc., the same applies hereinafter) is provided on the device protection film and on the lower side of the color filter (the side closer to the substrate), or a structure in which a focusing mechanism is provided on the color filter. Furthermore, the color filter may have a structure in which each colored pixel is embedded in a space separated by partitions, such as a grid pattern. In this case, the partitions preferably have a low refractive index relative to the colored pixels. Examples of imaging devices having such a structure include those described in Japanese Patent Application Publication No. 2012-227478, Japanese Patent Application Publication No. 2014-179577, and International Publication No. 2018 / 043654. Imaging devices including the solid-state imaging element of the present invention can be used not only as digital cameras or electronic devices with imaging functions (such as mobile phones), but also as vehicle-mounted cameras or surveillance cameras.

[0401] <Image Display Device>

[0402] The image display device of the present invention has the above-mentioned film of the present invention. As the image display device, a liquid crystal display device or an organic electroluminescent display device can be cited. The definition of the image display device or the details of each image display device are recorded in, for example, "Electronic Display Device (written by Akio Sasaki, Kogyo Chosakai Publishing Co., Ltd., published in 1990)", "Display Device (written by Junsho Ibuki, Sangyo Tosho Publishing Co., Ltd., published in 1989)" and the like. In addition, regarding the liquid crystal display device, it is recorded in, for example, "Next Generation Liquid Crystal Display Technology (edited by Tatsuo Uchida, Kogyo Chosakai Publishing Co., Ltd., published in 1994)". There is no particular limitation on the liquid crystal display device to which the present invention can be applied, for example, it can be applied to liquid crystal display devices of various types described in the above-mentioned "Next Generation Liquid Crystal Display Technology".

[0403] <Reagent Kit>

[0404] The kit of the present invention comprises the above-mentioned coloring composition of the present invention, the coloring composition for forming a blue pixel, and the coloring composition for forming a green pixel. The kit of the present invention can be suitably used as a kit for manufacturing a color filter. The above-mentioned coloring composition of the present invention used in the kit is preferably a coloring composition for forming a red pixel. That is, the kit of the present invention is preferably a kit for manufacturing a color filter having red pixels, blue pixels, and green pixels.

[0405] The blue pixel forming coloring composition and the green pixel forming coloring composition preferably contain a colorant and a curable compound, respectively. As the curable compound, the above-mentioned raw materials can be mentioned. The blue pixel forming coloring composition and the green pixel forming coloring composition can also contain a pigment derivative, a solvent, a photopolymerization initiator, a surfactant, a silane coupling agent, an ultraviolet absorber, an inhibitor, etc. About these raw materials, the above-mentioned raw materials can be mentioned.

[0406] The coloring material used in the blue pixel-forming coloring composition is preferably a coloring material containing at least a blue coloring material, and more preferably a coloring material containing each of a blue coloring material and a violet coloring material.

[0407] The coloring material used in the green pixel-forming coloring composition is preferably a coloring material containing at least a green coloring material, and more preferably a coloring material containing each of a green coloring material and a yellow coloring material.

[0408] Example

[0409] Below, give embodiment and the present invention is further specifically described.The materials, usage amount, ratio, processing content, processing sequence etc. shown in the following examples can be appropriately changed as long as they do not depart from the purpose of the present invention.Therefore, the scope of the present invention is not limited to the specific example shown below.

[0410] <Method for measuring weight average molecular weight>

[0411] The weight average molecular weight (Mw) of the resin was calculated by GPC (Gel permeation chromatography) measurement under the following measurement conditions.

[0412] Column type: Column that connects TOSOH TSKgel Super HZM-H, TOSOH TSKgel Super HZ4000, and TOSOH TSKgel Super HZ2000

[0413] Developing solvent: tetrahydrofuran

[0414] Column temperature: 40°C

[0415] Flow rate (sample injection volume): 1.0 μL (sample concentration 0.1 mass %)

[0416] Device name: HLC-8220GPC manufactured by TOSOH CORPORATION

[0417] Detector: Differential refractometer (RI detector)

[0418] Calibration curve base resin: polystyrene resin

[0419] <Production of Dispersion>

[0420] (Dispersion liquid formula 1)

[0421] A mixture of 13 parts by mass of pigment and pigment derivative, 15 parts by mass of dispersant, and 72 parts by mass of solvent was mixed and dispersed for 3 hours using a bead mill (0.1 mm diameter zirconia beads) to prepare a dispersion. The dispersion was then dispersed at a pressure of 2000 kg / cm using a high-pressure disperser NANO-3000-10 (manufactured by Nippon BEE Co., Ltd.) equipped with a pressure reducing mechanism. 3 The dispersion treatment was carried out under the conditions of 500 g / min and a flow rate of 500 g / min. This dispersion treatment was repeated a total of 10 times to obtain a dispersion liquid. In addition, the raw materials used for the pigment, pigment derivative, and dispersant are shown in the following table.

[0422] (Dispersion liquid formula 2)

[0423] A mixture of 12 parts by mass of pigment and pigment derivative, 10 parts by mass of dispersant, and 78 parts by mass of solvent was mixed and dispersed for 3 hours using a bead mill (0.1 mm diameter zirconia beads) to prepare a dispersion. The dispersion was then dispersed at a pressure of 2000 kg / cm using a high-pressure disperser NANO-3000-10 (manufactured by Nippon BEE Co., Ltd.) equipped with a pressure reducing mechanism. 3 The dispersion treatment was carried out under the conditions of 500 g / min and a flow rate of 500 g / min. This dispersion treatment was repeated a total of 10 times to obtain a dispersion liquid. In addition, the raw materials used for the pigment, pigment derivative, and dispersant are shown in the following table.

[0424] (Dispersion liquid formula 3)

[0425] A mixture of 12 parts by mass of pigment and pigment derivative, 8 parts by mass of dispersant, and 80 parts by mass of solvent was mixed and dispersed for 3 hours using a bead mill (0.1 mm diameter zirconia beads) to prepare a dispersion. The dispersion was then dispersed at a pressure of 2000 kg / cm using a high-pressure disperser NANO-3000-10 (manufactured by Nippon BEE Co., Ltd.) equipped with a pressure reducing mechanism. 3 The dispersion treatment was carried out under the conditions of 500 g / min and a flow rate of 500 g / min. This dispersion treatment was repeated a total of 10 times to obtain a dispersion liquid. In addition, the raw materials used for the pigment, pigment derivative, and dispersant are shown in the following table.

[0426] (Dispersion liquid formula 4)

[0427] A mixture of 12 parts by mass of a colorant and pigment derivative, 10 parts by mass of a dispersant, and 78 parts by mass of a solvent was mixed and dispersed for 3 hours using a bead mill (0.1 mm diameter zirconia beads) to prepare a dispersion. The dispersion was then dispersed at a pressure of 2000 kg / cm using a high-pressure disperser NANO-3000-10 (manufactured by Nippon BEE Co., Ltd.) equipped with a pressure reducing mechanism. 3 The dispersion treatment was carried out under the conditions of 500 g / min and a flow rate of 500 g / min. This dispersion treatment was repeated a total of 10 times to obtain a dispersion liquid. In addition, the raw materials used for the colorant, pigment derivative, and dispersant are shown in the following table.

[0428] [Table 1]

[0429]

[0430] [Table 2]

[0431]

[0432] [Table 3]

[0433]

[0434] [Table 4]

[0435]

[0436] [Table 5]

[0437]

[0438] [Table 6]

[0439]

[0440] [Table 7]

[0441]

[0442] [Table 8]

[0443]

[0444] [Table 9]

[0445]

[0446] [Table 10]

[0447]

[0448] The details of the raw materials represented by abbreviations in the table showing the formulation of the above dispersion are as follows.

[0449] (colorant)

[0450] P-1: CI Pigment Red 177 (red pigment)

[0451] P-2, P-102: CI Pigment Red 254 (red pigment)

[0452] P-3: CI Pigment Red 264 (red pigment)

[0453] P-4: CI Pigment Red 269 (red pigment)

[0454] P-5, P-101: CI Pigment Red 272 (red pigment)

[0455] P-6, P-103: CI Pigment Red 29l (red pigment)

[0456] P-7: CI Pigment Red 296 (red pigment)

[0457] P-8: CI Pigment Red 297 (red pigment)

[0458] P-9: CI Pigment Yellow 129 (yellow pigment)

[0459] P-10: CI Pigment Yellow 138 (yellow pigment)

[0460] P-11, P-115: CI Pigment Yellow 139 (yellow pigment)

[0461] P-12: CI Pigment Yellow 150 (yellow pigment)

[0462] P-13, P-116: CI Pigment Yellow 185 (yellow pigment)

[0463] P-14: CI Pigment Yellow 215 (yellow pigment)

[0464] P-15: CI Pigment Yellow 231 (yellow pigment)

[0465] P-16: CI Pigment Yellow 233 (yellow pigment)

[0466] P-104: Compound of the following structure (red dye, perylene dye)

[0467] [Chemical Formula 27]

[0468]

[0469] P-105: Compound of the following structure (red dye, perylene dye)

[0470] [Chemical Formula 28]

[0471]

[0472] P-106: Compound of the following structure (red dye, xanthene dye)

[0473] [Chemical Formula 29]

[0474]

[0475] P-107: Compound of the following structure (red dye, xanthene dye)

[0476] [Chemical formula 30]

[0477]

[0478] P-108: Compound of the following structure (red dye, porphyrazine dye)

[0479] [Chemical Formula 31]

[0480]

[0481] P-109: Compound of the following structure (red pigment, perylene pigment)

[0482] [Chemical Formula 32]

[0483]

[0484] P-110: Lumogen F Orange 240 (manufactured by BASF, red pigment, perylene pigment)

[0485] P-111: CI Pigment Red 179 (red pigment, perylene pigment)

[0486] P-112: A mixture of compounds of the following structures (red pigment, xanthene pigment)

[0487] [Chemical Formula 33]

[0488]

[0489] P-113: Compound of the following structure (red pigment, xanthene pigment)

[0490] [Chemical Formula 34]

[0491]

[0492] P-114: CI Pigment Red 81:4 (red pigment, xanthene pigment)

[0493] P-117: Compound of the following structure (yellow pigment, isoindoline pigment)

[0494] [Chemical Formula 35]

[0495]

[0496] P-118: Compound of the following structure (cyan dye, squaric acid dye)

[0497] [Chemical Formula 36]

[0498]

[0499] P-119: Compound of the following structure (cyan pigment, triarylmethane pigment)

[0500] [Chemical Formula 37]

[0501]

[0502] P-120: Copolymer of 40 parts by mass of the compound of the following structure, 25 parts by mass of benzyl methacrylate, 20 parts by mass of methacrylic acid, and N-benzylmaleimide (cyan dye)

[0503] [Chemical Formula 38]

[0504]

[0505] P-121: Compound of the following structure (cyan dye, squaric acid dye)

[0506] [Chemical Formula 39]

[0507]

[0508] P-122: Compound of the following structure (cyan dye, squaric acid dye)

[0509] [Chemical Formula 40]

[0510]

[0511] P-123: CI Pigment Blue 15:6 (blue pigment)

[0512] P-124: CI Pigment Violet 23 (Purple Pigment)

[0513] P-125: Compound of the following structure (near infrared absorbing pigment, pyrrolopyrrole pigment)

[0514] [Chemical Formula 41]

[0515]

[0516] (Pigment derivatives)

[0517] Syn-1: Compound with the following structure (quinophthalone compound)

[0518] [Chemical Formula 42]

[0519]

[0520] Syn-2: Compounds with the following structures (azo compounds)

[0521] [Chemical Formula 43]

[0522]

[0523] L 1 =-NH(CH2)3N(C2H5)2 L 2 =-NH(CH2)3N(C2H5)2

[0524] Syn-3: Compound with the following structure (anthraquinone compound)

[0525] [Chemical Formula 44]

[0526]

[0527] L=-SO2NH(CH2)3N(CH3)2

[0528] Syn-4: Compound with the following structure (dianthraquinone compound)

[0529] [Chemical Formula 45]

[0530]

[0531] L=-CH2NHCOCH2NH(CH2)2N(CH3)2m=2

[0532] Syn-5: Compound with the following structure (thiazine indigo compound)

[0533] [Chemical Formula 46]

[0534]

[0535] L=-SO2NH(CH2)3N(C2H5)(CH3)m=2

[0536] Syn-6: Compound with the following structure (quinacridone compound)

[0537] [Chemical Formula 47]

[0538]

[0539] Syn-7: Compound with the following structure (benzidindole compound)

[0540] [Chemical Formula 48]

[0541]

[0542] Syn-8: Compound with the following structure (azo compound)

[0543] [Chemical Formula 49]

[0544]

[0545] Syn-9: Compound with the following structure (diketopyrrolopyrrole compound)

[0546] [Chemical Formula 50]

[0547]

[0548] L=-SO2NH(CH2)2N(C2H5)2m=2

[0549] Syn-10: Compound with the following structure (diketopyrrolopyrrole compound)

[0550] [Chemical Formula 51]

[0551]

[0552] Syn-11: Compound with the following structure (diketopyrrolopyrrole compound)

[0553] [Chemical Formula 52]

[0554]

[0555] L=-SO2NH(CH2)2N(C2H5)2m=2

[0556] Syn-12: Compound with the following structure (diketopyrrolopyrrole compound)

[0557] [Chemical Formula 53]

[0558]

[0559] Syn-13: Compound with the following structure (diketopyrrolopyrrole compound)

[0560] [Chemical Formula 54]

[0561]

[0562] Syn-14: Compound with the following structure (diketopyrrolopyrrole compound)

[0563] [Chemical Formula 55]

[0564]

[0565] Syn-15: Compound with the following structure (diketopyrrolopyrrole compound)

[0566] [Chemical Formula 56]

[0567]

[0568] Syn-16: Compound with the following structure (diketopyrrolopyrrole compound)

[0569] [Chemical Formula 57]

[0570]

[0571] Syn-17: Compound with the following structure (diketopyrrolopyrrole compound)

[0572] [Chemical Formula 58]

[0573]

[0574] Syn-101: Compound with the following structure (diketopyrrolopyrrole compound)

[0575] [Chemical Formula 59]

[0576]

[0577] Syn-102: Compound with the following structure (pyrrolopyrrole compound)

[0578] [Chemical Formula 60]

[0579]

[0580] (Dispersant)

[0581] D-1: A resin solution (solid content concentration: 30% by mass) of resin D-1 synthesized by the following method.

[0582] A reaction vessel was charged with 50 parts by mass of methyl methacrylate, 30 parts by mass of n-butyl methacrylate, 20 parts by mass of tert-butyl methacrylate, and 45.4 parts by mass of propylene glycol monomethyl ether acetate (PGMEA), and the atmosphere was replaced with nitrogen. The reaction vessel was heated to 70°C, 6 parts by mass of 3-mercapto-1,2-propanediol was added, and then 0.12 parts by mass of AIBN (azobisisobutyronitrile) was added, and the reaction was allowed to proceed for 12 hours. Measurement of the solid content confirmed that the reaction had proceeded 95%. Next, 9.7 parts by mass of pyromellitic anhydride, 70.3 parts by mass of PGMEA, and 0.20 parts by mass of DBU (1,8-diazabicyclo-[5.4.0]-7-undecene) as a catalyst were added, and the reaction was allowed to proceed at 120°C for 7 hours. Measurement of the acid value confirmed that more than 98% of the anhydride had been half-esterified, and the reaction was terminated. PGMEA was added to adjust the nonvolatile content (solid content) to 30% by mass, to obtain a resin solution of resin D-1 having the following structure and an acid value of 43 mgKOH / g and a weight average molecular weight (Mw) of 9,000.

[0583] [Chemical Formula 61]

[0584]

[0585] D-2: A resin solution (solid content concentration: 30% by mass) of resin D-2 synthesized by the following method.

[0586] A reaction vessel was charged with 6.0 parts by mass of 3-mercapto-1,2-propanediol, 9.5 parts by mass of pyromellitic anhydride, 62 parts by mass of PGMEA, and 0.2 parts by mass of 1,8-diazabicyclo-[5.4.0]-7-undecene, and the atmosphere was replaced with nitrogen. The reaction vessel was heated to 100°C and allowed to react for 7 hours. After confirming that at least 98% of the anhydride had been half-esterified by acid value measurement, the system temperature was cooled to 70°C. Then, 65 parts by mass of methyl methacrylate, 5.0 parts by mass of ethyl acrylate, 15 parts by mass of tert-butyl acrylate, 5.0 parts by mass of methacrylic acid, 10 parts by mass of hydroxyethyl methacrylate, and 53.5 parts by mass of a PGMEA solution containing 0.1 parts by mass of 2,2'-azobisisobutyronitrile were added and allowed to react for 10 hours. Measurement of the solids content confirmed that polymerization had progressed by 95%, and the reaction was terminated. PGMEA was added to adjust the nonvolatile content (solid content) to 30% by mass, to obtain a resin solution of resin D-2 having the following structure and an acid value of 70.5 mgKOH / g and a weight average molecular weight (Mw) of 10,000.

[0587] [Chemical Formula 62]

[0588]

[0589] D-3: A resin solution (solid content concentration: 30% by mass) of resin D-3 synthesized by the following method.

[0590] In the synthesis of resin D-1, except that 20 parts by mass of tert-butyl methacrylate was replaced with 20 parts by mass of (3-ethyloxetan-3-yl)methyl methacrylate, a resin solution of resin D-3 having the following structure and an acid value of 43 mgKOH / g and a weight average molecular weight (Mw) of 9000 was obtained in the same manner.

[0591] [Chemical Formula 63]

[0592]

[0593] D-4: A resin solution (solid content concentration: 30% by mass) of resin D-4 synthesized by the following method.

[0594] A reaction vessel was charged with 108 parts by mass of 1-thioglycerol, 174 parts by mass of pyromellitic anhydride, 650 parts by mass of methoxypropyl acetate, and 0.2 parts by mass of monobutyltin oxide as a catalyst. After replacing the atmosphere with nitrogen, the reaction was carried out at 120°C for 5 hours (first step). The acid value was measured to confirm that 95% or more of the anhydride had been half-esterified. Next, the reaction vessel was charged with 160 parts by mass of the compound obtained in the first step, calculated as solid content, 200 parts by mass of 2-hydroxypropyl methacrylate, 200 parts by mass of ethyl acrylate, 150 parts by mass of tert-butyl acrylate, 200 parts by mass of 2-methoxyethyl acrylate, 200 parts by mass of methyl acrylate, 50 parts by mass of methacrylic acid, and 663 parts by mass of PGMEA. The reaction vessel was heated to 80°C, and 1.2 parts by mass of 2,2'-azobis(2,4-dimethylvaleronitrile) was added and the reaction was carried out for 12 hours (second step). The solid content was measured to confirm that 95% of the reaction had been carried out. Finally, 500 parts by mass of a 50% by mass PGMEA solution of the compound obtained in the second step, 27.0 parts by mass of 2-methacryloyloxyethyl isocyanate (MOI), and 0.1 parts by mass of hydroquinone were added to the reaction vessel, and the reaction was carried out until 2270 cm-1 of isocyanate group-based activity was observed. -1 After confirming the disappearance of the peak, the reaction solution was cooled and PGMEA was added to adjust the non-volatile content (solid content concentration) to 30% by mass to obtain a resin solution of resin D-4 having the following structure and an acid value of 68 mgKOH / g, an ethylenically unsaturated bond group value of 0.62 mmol / g, and a weight-average molecular weight (Mw) of 13,000.

[0595] [Chemical Formula 64]

[0596]

[0597] D-5: A 30% by mass PGMEA solution of the resin of the following structure (the values indicated on the main chain are molar ratios, and the values indicated on the side chains are the number of repeating units. Weight average molecular weight: 16,000, acid value: 67 mgKOH / g)

[0598] [Chemical Formula 65]

[0599]

[0600] D-6: 30% by mass PGMEA solution of the resin of the following structure (the values indicated on the main chain are molar ratios, and the values indicated on the side chains are the number of repeating units. Weight average molecular weight: 20,000)

[0601] [Chemical Formula 66]

[0602]

[0603] D-7: A solution prepared by adding PGMEA to DISPERBYK-111 (manufactured by BYK Chemie GmbH) and adjusting the non-volatile content (solid content) to 30% by mass.

[0604] D-8: A solution prepared by adding PGMEA to BYK-LPN-21116 (manufactured by BYK Chemie GmbH) and adjusting the non-volatile content (solid content) to 30% by mass.

[0605] D-9: A solution prepared by adding PGMEA to SOLSPERSE 20000 (manufactured by Lubrizol Japan Limited) and adjusting the non-volatile content (solid content) to 30% by mass

[0606] D-10: A solution prepared by adding PGMEA to AJISPER PB821 (manufactured by Ajinomoto Fine-Techno Co., Inc.) and adjusting the non-volatile content (solid content) to 30% by mass

[0607] D-101: A solution prepared by adding PGMEA to BYK-LPN-6919 (manufactured by BYK Chemie GmbH) and adjusting the non-volatile content (solid content) to 30% by mass.

[0608] (Solvent)

[0609] S-1, S-101: Propylene glycol monomethyl ether acetate (PGMEA)

[0610] S-102: Propylene glycol monomethyl ether

[0611] S-103: Cyclopentanone

[0612] S-104: Anisole

[0613] S-105: Diacetone alcohol

[0614] <Manufacturing of Coloring Composition>

[0615] The raw materials were mixed in the following formulations 1 to 9 in the ratio shown below, and filtered through a nylon filter with a pore size of 0.45 μm (manufactured by NIHON PALL Corporation) to produce each coloring composition. Examples 1 to 4, 9 to 104, Comparative Examples 1 and 2 are coloring compositions for photolithography, and Examples 5 to 8 are coloring compositions for dry etching. In the following tables, the pigment content in the total solids content of the coloring composition is reported in the "Pigment Concentration" column.

[0616] (Recipe 1)

[0617] Dispersion liquid described in the following table ... 31.2 parts by mass

[0618] 4.5 parts by mass of the polymerizable monomers listed in the table below

[0619] Adhesives listed in the following table... 15.6 parts by mass

[0620] 0.4 parts by mass of the photopolymerization initiator listed in the table below

[0621] Surfactants listed in the following table... 0.0001 parts by mass

[0622] The polymerization inhibitor listed in the following table... 0.00135 parts by mass

[0623] Solvents listed in the following table... 48.3 parts by mass

[0624] (Recipe 2)

[0625] Dispersion liquid described in the following table ... 46.7 parts by mass

[0626] 3.4 parts by mass of the polymerizable monomers listed in the table below

[0627] 6.4 parts by mass of the adhesive described in the following table

[0628] 0.7 parts by mass of the photopolymerization initiator listed in the table below

[0629] Surfactants listed in the following table... 0.0001 parts by mass

[0630] The polymerization inhibitor listed in the following table... 0.00135 parts by mass

[0631] Solvents listed in the following table... 42.8 parts by mass

[0632] (Recipe 3)

[0633] Dispersion liquid described in the following table ... 67.5 parts by mass

[0634] 1.3 parts by mass of the polymerizable monomers listed in the table below

[0635] 6.7 parts by mass of the adhesive described in the following table

[0636] 0.7 parts by mass of the photopolymerization initiator listed in the table below

[0637] Surfactants listed in the following table... 0.0001 parts by mass

[0638] The polymerization inhibitor listed in the following table... 0.00135 parts by mass

[0639] Solvents listed in the following table... 23.8 parts by mass

[0640] (Recipe 4)

[0641] Dispersion liquid described in the following table ... 78.8 parts by mass

[0642] 0.6 parts by mass of the polymerizable monomers listed in the table below

[0643] 5.5 parts by mass of the adhesive described in the following table

[0644] 0.5 parts by mass of the photopolymerization initiator listed in the table below

[0645] Surfactants listed in the following table... 0.0001 parts by mass

[0646] The polymerization inhibitor listed in the following table... 0.00135 parts by mass

[0647] Solvents listed in the following table... 14.7 parts by mass

[0648] (Recipe 5)

[0649] Dispersion liquid described in the following table ... 90.0 parts by mass

[0650] Additives listed in the following table... 0.5 parts by mass

[0651] Surfactants listed in the following table... 0.0001 parts by mass

[0652] The polymerization inhibitor listed in the following table... 0.00135 parts by mass

[0653] Solvents listed in the following table ... 9.5 parts by mass

[0654] (Recipe 6)

[0655] Dispersion liquid described in the following table ... 93.7 parts by mass

[0656] Surfactants listed in the following table... 0.0001 parts by mass

[0657] The polymerization inhibitor listed in the following table... 0.00135 parts by mass

[0658] Solvents listed in the following table... 6.3 parts by mass

[0659] (Recipe 7)

[0660] Dispersion liquid described in the following table ... 78.8 parts by mass

[0661] 0.6 parts by mass of the polymerizable monomers listed in the table below

[0662] 4.3 parts by mass of the adhesive described in the following table

[0663] 0.5 parts by mass of the photopolymerization initiator listed in the table below

[0664] Additives listed in the following table: 0.3 parts by mass

[0665] Surfactants listed in the following table... 0.0001 parts by mass

[0666] The polymerization inhibitor listed in the following table... 0.00135 parts by mass

[0667] Solvents listed in the following table... 15.6 parts by mass

[0668] (Recipe 8)

[0669] Dispersion liquid described in the following table ... 26.0 parts by mass

[0670] 4.9 parts by mass of the polymerizable monomers listed in the table below

[0671] Adhesives listed in the following table... 18.5 parts by mass

[0672] 0.4 parts by mass of the photopolymerization initiator listed in the table below

[0673] Surfactants listed in the following table... 0.0001 parts by mass

[0674] The polymerization inhibitor listed in the following table... 0.00135 parts by mass

[0675] Solvents listed in the following table... 50.2 parts by mass

[0676] (Recipe 9)

[0677] Dispersion liquid described in the following table ... 15.6 parts by mass

[0678] 5.5 parts by mass of the polymerizable monomers listed in the table below

[0679] Adhesives listed in the following table... 24.2 parts by mass

[0680] 0.4 parts by mass of the photopolymerization initiator listed in the table below

[0681] Surfactants listed in the following table... 0.0001 parts by mass

[0682] The polymerization inhibitor listed in the following table... 0.00135 parts by mass

[0683] Solvents listed in the following table... 54.3 parts by mass

[0684] (Recipe 10)

[0685] Dispersion liquid described in the following table ... 67.5 parts by mass

[0686] 1.3 parts by mass of the polymerizable monomers listed in the table below

[0687] 6.7 parts by mass of the adhesive described in the following table

[0688] 0.4 parts by mass of the photopolymerization initiator listed in the table below

[0689] Additives listed in the following table: 0.3 parts by mass

[0690] Surfactants listed in the following table... 0.0001 parts by mass

[0691] The polymerization inhibitor listed in the following table... 0.00135 parts by mass

[0692] Solvents listed in the following table... 23.8 parts by mass

[0693] [Table 11]

[0694]

[0695] [Table 12]

[0696]

[0697] [Table 13]

[0698]

[0699] [Table 14]

[0700]

[0701] [Table 15]

[0702]

[0703] [Table 16]

[0704]

[0705] [Table 17]

[0706]

[0707] [Table 18]

[0708]

[0709] [Table 19]

[0710]

[0711] [Table 20]

[0712] Types of adhesives Types of additives Types of surfactants Types of polymerization inhibitors Type of solvent Example 201 B-101 A-103 Su-101 In-101 S-101 Example 202 B-101 A-103 Su-101 In-101 S-101 Example 203 B-101 A-103 Su-101 In-101 S-101 Example 204 B-101 A-103 Su-101 In-101 S-101 Example 205 B-101 A-103 Su-101 In-101 S-101 Example 206 B-101 A-103 su-101 In-101 s-101 Example 207 B-101 A-103 Su-101 In-101 S-101 Example 208 B-101 A-103 Su-101 In-101 S-101 Example 209 B-101 A-103 Su-101 In-101 S-101 Example 210 B-101 A-103 Su-101 in-101 S-101 Example 211 B-101 A-103 Su-101 In-101 S-101 Example 212 B-101 A-103 Su-101 In-101 S-101 Example 213 B-101 A-103 Su-101 In-101 S-101 Example 214 B-101 A-103 Su-101 In-101 S-101 Example 215 B-101 A-103 Su-101 In-101 S-101 Example 216 B-101 A-103 Su-101 In-101 S-101 Example 217 B-101 A-103 Su-101 In-101 S-101 Example 218 B-101 A-103 Su-101 In-101 S-101 Example 219 B-101 A-103 Su-101 In-101 S-101 Example 220 B-101 A-103 Su-101 In-101 S-101 Example 221 B-101 A-103 Su-101 In-101 S-101 Example 222 B-101 A-103 Su-101 In-101 S-101 Example 223 B-101 A-103 Su-101 In-101 S-101 Example 224 B-101 A-103 Su-101 In-101 S-101 Example 225 B-101 A-103 Su-101 In-101 S-101 Example 226 B-102 A-103 Su-101 In-101 S-101 Example 227 B-103 A-103 Su-101 In-101 S-101 Example 228 B-103 A-101 Su-101 In-101 S-101 Example 229 B-103 A-102 Su-101 In-101 S-101 Example 230 B-101 A-103 Su-102 In-101 S-101

[0713] [Table 21]

[0714]

[0715] [Table 22]

[0716] Types of adhesives Types of additives Types of surfactants Types of polymerization inhibitors Type of solvent Example 301 B-1 A-103 Su-101 In-101 S-101 Example 302 B-1 A-103 Su-101 In-101 S-101 Example 305 B-101 A-103 Su-101 In-101 S-101 Example 304 B-101 A-103 Su-101 In-101 S-101 Example 305 B-101 A-103 Su-101 In-101 S-101 Example 306 B-101 A-103 Su-101 In-101 S-101 Example 307 B-101 A-103 Su-101 In-101 S-101 Example 308 B-101 A-103 Su-101 In-101 S-101 Example 309 B-1 A-103 Su-101 In-101 S-101 Example 310 B-101 A-103 Su-101 In-101 S-101 Example 311 B-101 A-103 Su-101 In-101 S-101 Example 312 B-101 A-103 Su-101 In-101 S-101 Example 313 B-1 A-103 Su-101 In-101 S-101 Example 314 B-101 A-103 Su-101 In-101 S-101 Example 315 B-101 A-103 Su-101 In-101 S-101 Example 316 B-101 A-103 Su-101 In-101 S-101 Example 317 B-101 A-103 Su-101 In-101 S-101 Example 318 B-101 A-103 Su-101 In-101 S-101 Example 319 B-101 A-103 su-101 In-101 S-101 Example 320 B-1 A-103 Su-101 In-101 S-101

[0717] [Table 23]

[0718]

[0719] [Table 24]

[0720] Types of adhesives Types of additives Types of surfactants Types of polymerization inhibitors Type of solvent Example 321 B-101 A-103 Su-101 In-101 S-101 Example 322 B-101 A-103 Su-101 In-101 S-101 Example 323 B-101 A-103 Su-101 In-101 S-101 Example 324 B-101 A-103 Su-101 In-101 S-101 Example 325 B-101 A-103 Su-101 In-101 S-101 Example 326 B-101 A-103 Su-101 In-101 S-101 Example 327 B-101 A-103 Su-101 In-101 S-101 Example 328 B-101 A-103 Su-101 In-101 S-101 Example 329 B-102 A-103 Su-101 In-101 S-101 Example 330 B-103 A-103 Su-101 In-101 S-101 Example 331 B-103 A-101 Su-101 In-101 S-101 Example 332 B-103 A-102 Su-101 In-101 S-101 Example 333 B-101 A-103 Su-102 In-101 S-101 Example 334 B-101 A-103 Su-101 In-101 S-101 Example 335 B-101 A-103 Su-101 In-101 S-101 Example 336 B-101 A-103 Su-101 In-101 S-101 Example 337 B-101 A-103 Su-101 In-101 S-101 Example 338 B-101 A-103 Su-101 In-101 S-101 Example 339 B-102 A-103 Su-101 In-101 S-101 Example 340 B-103 A-103 Su-101 In-101 S-101 Example 341 B-103 A-101 Su-101 In-101 S-101 Example 342 B-103 A-102 Su-101 In-101 S-101 Example 343 B-101 A-103 Su-102 In-101 S-101

[0721] The details of the raw materials indicated by abbreviations in the table showing the formulation of the above-mentioned coloring composition are as follows.

[0722] (Dispersion)

[0723] Dispersions 1 to 77, 201 to 219, 301 to 319, and r1: Dispersions 1 to 77, 201 to 219, and 301 to 319 r1 described above. Dispersions 1 to 77, 201 to 219, 301 to 319, and r1 all contain CI Pigment Red 272.

[0724] (polymerizable monomer)

[0725] M-1, M-102: Compounds with the following structures

[0726] [Chemical Formula 67]

[0727]

[0728] M-2, M-103: Compounds with the following structures

[0729] [Chemical Formula 68]

[0730]

[0731] M-3: KAYARAD DPHA (manufactured by Nippon Kayaku Co., Ltd.)

[0732] M-4, M-101: Compounds with the following structures

[0733] [Chemical Formula 69]

[0734]

[0735] (Photopolymerization initiator)

[0736] I-1: Irgacure OXE01 (manufactured by BASF, oxime compound)

[0737] I-2, I-101: Irgacure OXE02 (manufactured by BASF, oxime compound)

[0738] I-3 to I-8: Compounds with the following structures

[0739] [Chemical Formula 70]

[0740]

[0741] I-9: Omnirad 379 (manufactured by IGM Resins BV, α-aminoketone compound)

[0742] 1-10: Omnirad 907 (manufactured by IGM Resins BV, α-aminoketone compound)

[0743] I-102: Omnirad 369 (manufactured by IGM Resins BV, α-aminoketone compound)

[0744] 1-103: 2,4-bis(trichloromethyl)-6-piperidinyl-1,3,5-triazine (TAZ-PP; manufactured by DKSH Japan)

[0745] I-104: Compound with the following structure

[0746] [Chemical Formula 71]

[0747]

[0748] I-105: Compound with the following structure

[0749] [Chemical Formula 72]

[0750]

[0751] (Adhesive)

[0752] B-1: 20% by mass PGMEA solution of a resin having the following structure (weight average molecular weight 11,000, numerical values attached to the main chain represent the molar ratio of repeating units)

[0753] [Chemical Formula 73]

[0754]

[0755] B-2: 20% by mass cyclohexanone solution of a resin having the following structure (weight average molecular weight 21000)

[0756] [Chemical Formula 74]

[0757]

[0758] B-101: 20% by mass PGMEA solution of a resin (weight average molecular weight 9200) having the following structure

[0759] [Chemical Formula 75]

[0760]

[0761] B-102: 20% by mass PGMEA solution of a resin having the following structure (weight average molecular weight 12,000, numbers attached to the main chain represent the molar ratio of repeating units)

[0762] [Chemical Formula 76]

[0763]

[0764] B-103: PGMEA was added to a copolymer (weight-average molecular weight 6400) obtained by heating a mixture of 66.6 parts by mass of bisphenol A epoxy acrylate, calculated as solid content, 17.4 parts by mass of 1,2,4,5-cyclohexanetetracarboxylic dianhydride, and 32.7 parts by mass of PGMEA and reacting at 100-105°C for 14 hours to prepare a solution with a solid content concentration of 20% by mass.

[0765] (additive)

[0766] A-1: EHPE3150 (manufactured by Daicel Corporation, 1,2-epoxy-4-(2-oxiranyl)cyclohexane adduct of 2,2'-bis(hydroxymethyl)-1-butanol)

[0767] A-101: EAB-F (manufactured by HODOGAYA CHEMICAL CO., LTD., 4,4'-bis(diethylamino)benzophenone, sensitizer)

[0768] A-102: Sumisorb 130 (manufactured by Sumika Chemtex Company, Limited, 2-hydroxy-4-n-octyloxybenzophenone, UV absorber)

[0769] A-103: Sumisorb 200 (manufactured by Sumika Chemtex Company, Limited, 2-(2-hydroxy-5-methylphenyl)benzotriazole, ultraviolet absorber)

[0770] (Surfactant)

[0771] Su-1: Compound of the following structure (weight average molecular weight 14000). In the following formula, % indicating the ratio of repeating units is mol%. (Fluorochemical surfactant)

[0772] [Chemical Formula 77]

[0773]

[0774] SU-2: FZ-2122 (manufactured by Dow Toray Co., Ltd., silicone surfactant)

[0775] Su-101: SH8400 (manufactured by Dow Toray Co., Ltd., silicone surfactant)

[0776] Su-102: KF-6001 (manufactured by Shin-Etsu Chemical Co., Ltd., silicone surfactant, polydimethylsiloxane modified with carbinol at both ends, hydroxyl value 62 mgKOH / g)

[0777] (Polymerization Inhibitor)

[0778] In-1: p-Methoxyphenol

[0779] (Solvent)

[0780] S-1, S-101: Propylene glycol monomethyl ether acetate (PGMEA)

[0781] S-2: Propylene glycol monomethyl ether

[0782] S-3: Cyclopentanone

[0783] <Pixel Formation Method>

[0784] (Examples 1 to 4, 9 to 104, 201 to 230, 301 to 343, Comparative Example 1, Comparative Example 2)

[0785] The base layer composition was applied to a silicon wafer with a diameter of 8 inches (20.32 cm) by spin coating. The wafer was then heated at 100°C for 2 minutes using a hot plate, and then at 230°C for 2 minutes using a hot plate, forming a 10 nm thick base layer. Details of the base layer composition will be discussed later.

[0786] Next, the coloring compositions of Examples 1 to 4, 9 to 104, 201 to 230, 301 to 343, Comparative Examples 1 and 2 were applied to a silicon wafer having a base layer formed thereon by spin coating so that the film thickness after film formation was 0.4 μm. The film was then heated at 100°C for 2 minutes using a hot plate. Next, an i-ray stepper exposure apparatus FPA-3000i5+ (manufactured by Canon Inc.) was used through a mask having an island pattern of 1.0 μm at a rate of 150 mJ / cm 2 The silicon wafer was then stored at 23°C and 50% humidity for 30 minutes, followed by spin immersion development for 60 seconds at 23°C using a 0.3% by mass aqueous solution of tetramethylammonium hydroxide (TMAH). The wafer was then rinsed with a spin shower and then with pure water, and then heated at 220°C for 5 minutes on a hot plate to form pixels in an island pattern.

[0787] (Examples 5 to 8)

[0788] The base layer composition was applied to a silicon wafer with a diameter of 8 inches (20.32 cm) by spin coating. The wafer was then heated at 100°C for 2 minutes using a hot plate, and then at 230°C for 2 minutes using a hot plate, forming a 10 nm thick base layer. Details of the base layer composition will be discussed later.

[0789] Next, the coloring compositions of Examples 5 to 8 were applied to the silicon wafer having the base layer formed thereon by spin coating to a film thickness of 0.4 μm. The film was then heated at 100°C for 2 minutes using a hot plate, and then at 220°C for 5 minutes to form a cured film. The cured film was then dry-etched to form pixels in a 1.0 μm island pattern.

[0790] The following raw materials were mixed to produce a base layer composition.

[0791] Resin A...0.7 parts by mass

[0792] Surfactant A: 0.8 parts by mass

[0793] Propylene glycol monomethyl ether acetate (PGMEA) ... 98.5 parts by mass

[0794] Details of the raw materials are as follows.

[0795] Resin A: CYCLOMER P(ACA)230AA (manufactured by Daicel Corporation, acid value = 30 mgKOH / g, weight average molecular weight 15,000, 54% by mass PGME solution)

[0796] Surfactant A: 0.2 mass% PGMEA solution of a compound with the following structure (weight average molecular weight 14,000, % values indicating the ratio of repeating units are mol%, fluorine-based surfactant)

[0797] [Chemical Formula 78]

[0798]

[0799] <Evaluation of Impurities>

[0800] A silicon wafer with island-shaped pixels was subjected to a constant temperature and humidity test (maintained at 110°C and 85% humidity for 528 hours). The wafer was then observed using an optical microscope at 30 points within the wafer surface to determine if there were any impurities in the film. The evaluation results are shown in the table below.

[0801] 7: After the constant temperature and humidity test, no impurities were observed.

[0802] 6: After the constant temperature and humidity test, impurities were observed in 1 to 5 locations.

[0803] 5: After the constant temperature and humidity test, impurities were observed in 6 to 10 locations.

[0804] 4: After the constant temperature and humidity test, impurities were observed in 11 to 15 locations.

[0805] 3: After the constant temperature and humidity test, impurities were observed in 16 to 20 locations.

[0806] 2: After the constant temperature and humidity test, impurities were observed in 21 to 25 locations.

[0807] 1: After the constant temperature and humidity test, impurities were observed in 26 to 30 locations.

[0808] [Table 25]

[0809]

[0810] [Table 26]

[0811] evaluate Example 201 7 Example 202 7 Example 203 6 Example 204 6 Example 205 6 Example 206 6 Example 207 6 Example 208 7 Example 209 7 Example 210 7 Example 211 7 Example 212 7 Example 213 7 Example 214 7 Example 215 7 Example 216 7 Example 217 7 Example 218 7 Example 219 7 Example 220 7 Example 221 7 Example 222 7 Example 223 7 Example 224 7 Example 225 7 Example 226 7 Example 227 7 Example 228 7 Example 229 7 Example 230 7

[0812] [Table 27]

[0813] evaluate Example 301 7 Example 302 7 Example 303 6 Example 304 6 Example 305 6 Example 306 6 Example 307 6 Example 308 6 Example 309 7 Example 310 6 Example 311 6 Example 312 6 Example 313 7 Example 314 6 Example 315 6 Example 316 6 Example 317 6 Example 318 6 Example 319 6 Example 320 7 Example 321 6 Example 322 6 Example 323 6 Example 324 7 Example 325 7 Example 326 7 Example 327 7 Example 328 7 Example 329 7 Example 330 7 Example 331 7 Example 332 7 Example 333 7 Example 334 7 Example 335 7 Example 336 7 Example 337 7 Example 338 7 Example 339 7 Example 340 7 Example 341 7 Example 342 7 Example 343 7

[0814] As shown in the table above, the coloring compositions of the Examples were able to form films that suppressed the generation of impurities even after constant temperature and humidity testing. Furthermore, the films obtained from the coloring compositions of Examples 1-104 and 201-230 had high red color values and exhibited spectral characteristics suitable for red colored pixels in color filters.

[0815] (Example 1001)

[0816] The green coloring composition was applied to a silicon wafer by spin coating to a film thickness of 0.4 μm. The film was then heated at 100°C for 2 minutes using a hot plate. An i-ray stepper FPA-3000i5+ (manufactured by Canon Inc.) was then used at a irradiation rate of 1000 mJ / cm 2 The exposure was performed through a mask with a 1.0 μm square dot pattern. Then, a 0.3% by mass aqueous solution of tetramethylammonium hydroxide (TMAH) was used to perform rotary immersion development for 60 seconds at 23°C. Then, it was rinsed by rotary spraying and further washed with pure water. Next, the green coloring composition was patterned at 220°C for 5 minutes using a hot plate to form green pixels. Similarly, the red coloring composition and the blue coloring composition were patterned by the same process to form red pixels and blue pixels in sequence, thereby forming a color filter having green pixels, red pixels and blue pixels. In the color filter, green pixels are formed in a Bayer pattern, and red pixels and blue pixels are formed in an island pattern in the adjacent area. The obtained color filter is embedded in a solid-state imaging element according to a known method. The solid-state imaging element preferably has image recognition capability. In addition, the coloring composition of Example 43 was used as the red coloring composition. The details of the green coloring composition and the blue coloring composition will be described later.

[0817] (Preparation of green coloring composition)

[0818] The following components were mixed and stirred, and then filtered through a nylon filter (manufactured by NIHON PALL Corporation) having a pore size of 0.45 μm to prepare a green coloring composition.

[0819] Green pigment dispersion: 73.7 parts by mass

[0820] Resin 101: 0.3 parts by mass

[0821] Polymerizable compound 101: 1.2 parts by mass

[0822] Photopolymerization initiator 101: 0.6 parts by mass

[0823] Surfactant 101: 4.2 parts by mass

[0824] PGMEA: 19.5 parts by mass

[0825] (Preparation of blue coloring composition)

[0826] The following components were mixed and stirred, and then filtered through a nylon filter (manufactured by NIHON PALL Corporation) having a pore size of 0.45 μm to prepare a blue coloring composition.

[0827] Blue pigment dispersion: 44.9 parts by mass

[0828] Resin 101: 2.1 parts by mass

[0829] Polymerizable compound 101: 1.5 parts by mass

[0830] Polymerizable compound 102: 0.7 parts by mass

[0831] Photopolymerization initiator 101: 0.8 parts by mass

[0832] Surfactant 101: 4.2 parts by mass

[0833] PGMEA: 45.8 parts by mass

[0834] The raw materials used for preparing the green coloring composition and the blue coloring composition are as follows.

[0835] Green pigment dispersion

[0836] A mixture of 9.4 parts by mass of CI Pigment Green 58, 2.3 parts by mass of CI Pigment Yellow 185, 5.2 parts by mass of a dispersant (Disperbyk-161, manufactured by BYK Chemie GmbH), and 83.1 parts by mass of PGMEA was mixed and dispersed for 3 hours using a bead mill (zirconia beads with a diameter of 0.3 mm) to prepare a pigment dispersion. The dispersion was then further dispersed at 2000 kg / cm using a high-pressure disperser NANO-3000-10 (manufactured by Nippon Bee Chemical Co., Ltd.) equipped with a pressure reducing mechanism. 3 The dispersion process was repeated 10 times to obtain a green pigment dispersion.

[0837] Blue pigment dispersion

[0838] A mixture consisting of 9.7 parts by mass of CI Pigment Blue 15:6, 2.4 parts by mass of CI Pigment Violet 23, 5.5 parts by mass of a dispersant (Disperbyk-161, manufactured by BYK Chemie GmbH), and 82.4 parts by mass of PGMEA was mixed and dispersed for 3 hours using a bead mill (zirconia beads with a diameter of 0.3 mm). The mixture was then further dispersed at 2000 kg / cm using a high-pressure disperser NANO-3000-10 (manufactured by Nippon Bee Chemical Co., Ltd.) equipped with a pressure reducing mechanism. 3 The dispersion process was repeated 10 times to obtain a blue pigment dispersion.

[0839] Polymerizable compound 101: KAYARAD DPHA (manufactured by Nippon Kayaku Co., LTD.)

[0840] Polymerizable compound 102: a compound having the following structure

[0841] [Chemical Formula 79]

[0842]

[0843] Resin 101: Resin with the following structure (weight average molecular weight 11,000, values attached to the main chain are molar ratios.)

[0844] [Chemical formula 80]

[0845]

[0846] Photopolymerization initiator 101: Irgacure OXE01 (manufactured by BASF)

[0847] Surfactant 101: 1 mass % PGMEA solution of a compound having the following structure (weight average molecular weight 14,000, values indicating the ratio of repeating units are mol %).

[0848] [Chemical Formula 81]

[0849]

Claims

1. A coloring composition comprising a pigment containing color index Pigment Red 272, a curable compound, and a solvent. The content of the pigment in the total solid content of the coloring composition is 60% by mass or more, The coloring composition further comprises a pigment derivative, wherein the pigment derivative is a diketopyrrolopyrrole compound, and the pigment derivative is a compound selected from the group consisting of the following compound Syn-13, the following compound Syn-14, the following compound Syn-15, the following compound Syn-16, and the following compound Syn-17. The content of color index Pigment Red 272 in the total amount of pigment is 10% by mass or more, Compound Syn-13 Compound Syn-14 Compound Syn-15 Compound Syn-16 Compound Syn-17 。 2. The coloring composition according to claim 1, wherein The pigment also includes a red pigment in addition to the color index pigment red 272.

3. The coloring composition according to claim 1 or 2, wherein The pigments also include yellow pigments.

4. The coloring composition according to claim 1 or 2, wherein The curable compound includes at least one selected from a resin and a polymerizable compound. The colored composition according to claim 4 , further comprising a photopolymerization initiator.

6. The coloring composition according to claim 5, wherein The photopolymerization initiator includes at least one selected from the group consisting of oxime compounds and α-aminoketone compounds. The colored composition according to claim 1 or 2, which is a colored composition for forming a red pixel of a color filter. The colored composition according to claim 1 or 2, which is a colored composition for lithography. 9 . The colored composition according to claim 1 , which is a colored composition for a solid-state imaging element. 10 . A film obtained by using the colored composition according to claim 1 . 11 . A red pixel obtained by using the colored composition according to claim 1 . A color filter comprising the film according to claim 10 . 13 . A color filter comprising the red pixel, blue pixel, and green pixel according to claim 11 . A solid-state imaging element comprising the film according to claim 10 . 15 . An image display device comprising the film according to claim 10 . 16 . A kit comprising the colored composition according to claim 1 , a blue pixel-forming colored composition, and a green pixel-forming colored composition.

Images