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

Abstract

To provide a colored composition capable of forming a film inhibiting foreign matter from occurring even if the film is left in a humid environment for a long time.SOLUTION: A colored composition comprises a pigment including Color Index Pigment Red 272, a pigment derivative, a curable compound, and a solvent. The pigment derivative is represented by the formula (Syn) defined by P-(L)m. The content of the pigment in the total solid content of the colored composition is 60 mass% or more. The content of Color Index Pigment Red 272 in the total pigment content is 10 mass% or more.SELECTED DRAWING: None

Description

Technical Field

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

Background Art

[0002] In recent years, due to the spread of digital cameras, mobile phones with cameras, etc., the demand for solid-state imaging devices such as charge-coupled device (CCD) image sensors has been growing significantly. A color filter is used as a key device for displays and optical elements. The color filter usually has pixels of three primary colors, red, green, and blue, and plays a role of decomposing transmitted light into the 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. In addition, a diketopyrrolopyrrole pigment or the like is used as a red pigment in the coloring composition for forming a red pixel. For example, Patent Document 1 describes forming a red pixel using a coloring composition containing a red pigment such as Color Index Pigment Red 272 as a diketopyrrolopyrrole pigment.

Prior Art Documents

Patent Documents

[0004]

Patent Document 1

Summary of the Invention

Problems to be Solved by the Invention

[0005] When the present inventors intensively studied a coloring composition containing C.I. Pigment Red 272, it was found that C.I. Pigment Red 272 tended to have higher crystallinity compared to other diketopyrrolopyrrole pigments, and aggregation due to crystallization or the like occurred in the film, and it tended to precipitate as foreign matter. In particular, when a film formed using a coloring composition containing C.I. Pigment Red 272 was left in a high-humidity environment for a long time, aggregation due to crystallization of C.I. Pigment Red 272 in the film occurred, and it tended to precipitate as foreign matter.

[0006] Therefore, an object of the present invention is to provide a coloring composition capable of forming a film in which the generation of foreign matter is suppressed even when the film is left in a high-humidity environment for a long time. Further, it is to provide a film, a red pixel, a color filter, a solid-state imaging device, an image display device, and a kit using the coloring composition.

Means for Solving the Problems

[0007] According to the study by the present inventors, it was found that the above object can be achieved by the coloring composition described below, and the present invention has been completed. Therefore, the present invention provides the following. <1> A coloring composition containing a pigment containing C.I. Pigment Red 272, a curable compound, and a solvent, The coloring composition, wherein the content of the pigment in the total solid content of the coloring composition is 30% by mass or more. <2> The coloring composition according to <1>, wherein the content of the pigment in the total solid content of the coloring composition is 50% by mass or more. <3> The coloring composition according to <1> or <2>, wherein the content of C.I. Pigment Red 272 in the total amount of the pigment is 10% by mass or more. <4> The coloring composition according to any one of <1> to <3>, wherein the above pigment further contains a red pigment other than C.I. Pigment Red 272. <5> The coloring composition according to any one of <1> to <4>, wherein the above pigment further contains a yellow pigment. <6> Further, a coloring composition according to any one of <1> to <5>, which contains a pigment derivative. <7> The coloring composition according to <6>, wherein the pigment derivative is a diketopyrrolopyrrole compound. <8> The coloring composition according to any one of <1> to <7>, wherein the curable compound contains at least one selected from a resin and a polymerizable compound. <9> The coloring composition according to <8>, further containing a photopolymerization initiator. <10> The coloring composition according to <9>, wherein the photopolymerization initiator contains at least one selected from an oxime compound and an α - amino ketone compound. <11> The coloring composition according to any one of <1> to <10>, which is a coloring composition for forming a red pixel of a color filter. <12> The coloring composition according to any one of <1> to <11>, which is a coloring composition for photolithography. <13> The coloring composition according to any one of <1> to <12>, which is a coloring composition for a solid - state imaging device. <14> A film obtained by using the coloring composition according to any one of <1> to <13>. <15> A red pixel obtained by using the coloring composition according to any one of <1> to <13>. <16> A color filter having the film according to <14>. <17> A color filter having the red pixel according to <15>, a blue pixel, and a green pixel. <18> A solid - state imaging device having the film according to <14>. <19> An image display device having the film according to <14>. <20> A kit having the coloring composition according to any one of <1> to <13>, a coloring composition for forming a blue pixel, and a coloring composition for forming a green pixel.

Advantages of the Invention

[0008] According to the present invention, there can be provided a coloring composition, a film, a red pixel, a color filter, a solid-state imaging device, an image display device, and a kit, which can form a film with suppressed foreign matter generation even when the film is left in a high-humidity environment for a long time.

Embodiments for Carrying Out the Invention

[0009] Hereinafter, the content of the present invention will be described in detail. In this specification, "~" is used to mean including the numerical values described before and after it as the lower limit value and the upper limit value. In the notation of a group (atomic group) in this specification, a notation without indicating substitution or non-substitution includes both a group (atomic group) having no substituent and a group (atomic group) having a substituent together with the group having no substituent. For example, the "alkyl group" includes not only an alkyl group having no substituent (unsubstituted alkyl group) but also an alkyl group having a substituent (substituted alkyl group). 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 the light used for exposure include actinic rays or radiation such as the emission line spectrum of a mercury lamp, far ultraviolet rays typified by an excimer laser, extreme ultraviolet rays (EUV light), X-rays, and electron beams. In this specification, "(meth)acrylate" represents both acrylate and methacrylate, or either one, "(meth)acrylic" represents both acrylic and methacrylic, or either one, and "(meth)acryloyl" represents both acryloyl and methacryloyl, or either one. In this 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. In this specification, the weight average molecular weight and the number average molecular weight are values in terms of polystyrene measured by the GPC (gel permeation chromatography) method. In this specification, the total solid content means the total mass of the components obtained by removing the solvent from all the components of the composition. In this specification, the term "pigment" means a compound that is hardly soluble in a solvent. In this specification, the term "process" includes not only an independent process but also a process that cannot be clearly distinguished from other processes as long as the intended action of the process is achieved.

[0010] <Coloring composition> The coloring composition of the present invention is a coloring composition containing a pigment containing C.I. Pigment Red 272, a curable compound, and a solvent, characterized in that the content of the pigment in the total solid content of the coloring composition is 30% by mass or more.

[0011] Even when the obtained film is left in a high-humidity environment for a long time, the coloring composition of the present invention can form a film with suppressed generation of foreign matters, although it contains C.I. (Color Index) Pigment Red 272. It is presumed that the reason for obtaining such an effect is as follows. Since C.I. Pigment Red 272 is a diketopyrrolopyrrole pigment having a relatively small molecular weight, it tends to have higher crystallinity than other diketopyrrolopyrrole pigments, and aggregation due to crystallization or the like occurs in the film, and it is presumed that it tends to precipitate as a foreign matter. Further, when the film is exposed to a high-humidity environment, it is presumed that the film softens and the diketopyrrolopyrrole pigment in the film moves and tends to form aggregates. Since C.I. Pigment Red 272 has a relatively small molecular weight, it is easy to move in the softened film, and therefore, it is presumed that foreign matters are likely to precipitate in the film. By setting the content of the pigment in the total solid content of the coloring composition to 30% by mass or more, the coloring composition of the present invention strengthens the interaction between the pigments in the film and increases the apparent molecular weight, thereby suppressing the movement of the pigment in the softened film. As a result, it is presumed that the generation of foreign matters can be suppressed even when the obtained film is left in a high-humidity environment for a long time.

[0012] C.I. Pigment Red 272 used in the coloring composition of the present invention has a higher red color value than conventional red pigments, so a cured film having desired spectral characteristics can be formed even with a thin film. Further, since C.I. Pigment Red 272 has a higher red color value than conventional red pigments, it is possible to achieve a desired spectrum with a blending amount less than the blending amount required to achieve the same spectral characteristics as conventional red pigments. Therefore, the blending amount of components other than the pigment can be increased, and the degree of freedom in formulation design is high.

[0013] The coloring composition of the present invention can be preferably used as a coloring composition for a solid-state imaging device. Further, the coloring composition of the present invention can be preferably used as a coloring composition for a color filter. Specifically, it can be preferably used as a coloring composition for forming pixels of a color filter, and more preferably used as a coloring composition for forming red pixels of a color filter. Further, the coloring composition of the present invention can be preferably used as a coloring composition for forming pixels of a color filter used in a solid-state imaging device. Further, the coloring composition of the present invention can be used as either a coloring composition for photolithography or a coloring composition for dry etching, but is preferably 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, it is preferable to use the coloring composition of the present invention containing a resin and a polymerizable compound (preferably a polymerizable monomer) as a curable compound. Further, it is preferably further contains a photoinitiator. Further, the coloring composition of the present invention can also be used as a coloring composition for forming an infrared transmission filter.

[0014] Hereinafter, each component used in the coloring composition of the present invention will be described.

[0015] <<Colorant>> The coloring composition of the present invention contains a colorant. As the colorant, those containing a pigment are used. The content of the pigment in the colorant is preferably 30% by mass or more, more preferably 50% by mass or more, still more preferably 60% by mass or more, and particularly preferably 80% by mass or more. Further, the colorant may be only a pigment.

[0016] In the coloring composition of the present invention, as the above pigment, those containing C.I. Pigment Red 272 are used. C.I. Pigment Red 272 is a red pigment.

[0017] The content of C.I. Pigment Red 272 in the total amount of the pigments contained in the coloring composition is preferably 10% by mass or more, more preferably 15% by mass or more, and still 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. Also, the content of C.I. Pigment Red 272 in the total amount of the red pigments is preferably 25 to 100% by mass, more preferably 30 to 100% by mass, and still more preferably 40 to 100% by mass. The upper limit of the content of C.I. Pigment Red 272 can also be 90% by mass or less or 80% by mass or less.

[0018] The pigment used in the coloring composition of the present invention may further contain a red pigment other than C.I. Pigment Red 272. According to this aspect, even when the film obtained by using the coloring composition is left in a high-humidity environment for a long time, the generation of foreign matters can be more effectively suppressed. Further, the red pigment contained in the pigment used in the coloring composition of the present invention may be substantially composed of only C.I. Pigment Red 272. According to this aspect, red pixels with higher color separation performance can be manufactured. When the red pigment is substantially composed of only C.I. Pigment Red 272, it means that the content of C.I. 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. Examples of red pigments other than C.I. Pigment Red 272 include diketopyrrolopyrrole pigments, anthraquinone pigments, azo pigments, naphthol pigments, azomethine pigments, xanthene pigments, quinacridone pigments, perylene pigments, thioindigo pigments, etc. Among them, diketopyrrolopyrrole pigments, anthraquinone pigments, and azo pigments are preferred, and diketopyrrolopyrrole pigments are more preferred. Specific examples of other red pigments include the compounds described in the examples below, C.I. 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, 122, 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. In addition, as other red pigments, perylene pigments described in JP-A-2020-083982, perylene pigments described in JP-A-2020-164814, xanthene pigments described in JP-A-2018-035345, xanthene pigments described in JP-A-2017-114957, etc. can also be used. Further, as other red pigments, Lumogen F Orange 240 (manufactured by BASF, perylene pigment) can also be used. As other red pigments, C.I. Pigment Red 81:4, 177, 179, 254, 264, 269, 291, 296, 297 are preferred, C.I. Pigment Red 177, 254, 264, 269, 291, 296, 297 are more preferred, and C.I. Pigment Red 254 is even more preferred because the above-described effects can be obtained more significantly.

[0019] The pigment used in the coloring composition of the present invention preferably further contains a yellow pigment. According to this aspect, it is easy to form a film having spectral characteristics suitable for red pixels. Furthermore, the storage stability of the coloring composition can also be improved.

[0020] Examples of the yellow pigment include quinophthalone pigments, isoindoline pigments, azo pigments, azomethine pigments, benzimidazolone pigments, pteridine pigments, and quinoxaline pigments. Quinophthalone pigments, isoindoline pigments, azo pigments, azomethine pigments, and pteridine pigments are preferred, isoindoline pigments and azo pigments are more preferred, and isoindoline pigments are particularly preferred because it is easy to form a film having spectral characteristics more suitable for red.

[0021] Specific examples of the yellow pigment include C.I. 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, 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 series), 233 (quinoline series), 234 (aminoketone series), 235 (aminoketone series), 236 (aminoketone series), etc. (the above are yellow pigments).

[0022] In addition, as the yellow pigment, the compounds described in JP-A No. 2017-201003, the compounds described in JP-A No. 2017-197719, the compounds described in paragraphs Nos. 0011 to 0062 and 0137 to 0276 of JP-A No. 2017-171912, the compounds described in paragraphs Nos. 0010 to 0062 and 0138 to 0295 of JP-A No. 2017-171913, the compounds described in paragraphs Nos. 0011 to 0062 and 0139 to 0190 of JP-A No. 2017-171914, the compounds described in paragraphs Nos. 0010 to 0065 and 0142 to 0222 of JP-A No. 2017-171915, the quinophthalone compounds described in paragraphs Nos. 0011 to 0034 of JP-A No. 2013-054339, the quinophthalone compounds described in paragraphs Nos. 0013 to 0058 of JP-A No. 2014-026228, the isoindoline compounds described in JP-A No. 2018-062644, the quinophthalone compounds described in JP-A No. 218-203798, the quinophthalone compounds described in JP-A No. 2018-062578, the quinophthalone compounds described in Patent No. 6432077, the quinophthalone compounds described in Patent No. 6432076, the quinophthalone compounds described in JP-A No. 2018-155881, the quinophthalone compounds described in JP-A No. 2018-111757, the quinophthalone compounds described in JP-A No. 2018-040835, the quinophthalone compounds described in JP-A No. 2017-197640, the quinophthalone compounds described in JP-A No. 2016-145282, the quinophthalone compounds described in JP-A No. 2014-085565, the quinophthalone compounds described in JP-A No. 2014-021139, the quinophthalone compounds described in JP-A No. 2013-209614, the quinophthalone compounds described in JP-A No. 2013-209435, the quinophthalone compounds described in JP-A No. 2013-181015, the quinophthalone compounds described in JP-A No. 2013-061622, the quinophthalone compounds described in JP-A No. 2013-054339, the quinophthalone compounds described in JP-A No. 2013-032486, the quinophthalone compounds described in JP-A No. 2012-226110, the quinophthalone compounds described in JP-A No. 2008-074987, the quinophthalone compounds described in JP-A No. 2008-081565, the quinophthalone compounds described in JP-A No. 2008-074986The quinophthalone compounds described in JP-A No. 2008-074985, the quinophthalone compounds described in JP-A No. 2008-050420, the quinophthalone compounds described in JP-A No. 2008-031281, the quinophthalone compounds described in JP-B No. 48-032765, the quinophthalone compounds described in JP-A No. 2019-008014, the compounds represented by formula (QP1), the compounds represented by formula (QP2), the compounds described in Korean Patent Publication No. 10-2014-0034963, the compounds described in JP-A No. 2017-095706, the compounds described in Taiwan Patent Application Publication No. 201920495, the compounds described in Patent No. 6607427, and the isoindoline compounds described in JP-A No. 2020-023652 can also be used. Further, those obtained by multimerizing these compounds are also preferably used from the viewpoint of improving the color value.

Chemical formula

[0023] In formula (QP1), X 1 ~X 16 each independently represents a hydrogen atom or a halogen atom, and Z 1 represents an alkylene group having 1 to 3 carbon atoms. Specific examples of the compounds represented by formula (QP1) include the compounds described in paragraph number 0016 of Patent No. 6443711.

Chemical formula

[0024] In formula (QP2), Y 1 ~Y 3 each independently represents a halogen atom. n and m represent integers from 0 to 6, and p represents an integer from 0 to 5. (n + m) is 1 or more. Specific examples of the compounds represented by formula (QP2) include the compounds described in paragraph numbers 0047 to 0048 of Patent 6432077.

[0025] The yellow pigment is preferably at least one selected from C.I. Pigment Yellow 129, C.I. Pigment Yellow 138, C.I. Pigment Yellow 139, C.I. Pigment Yellow 150, C.I. Pigment Yellow 185, C.I. Pigment Yellow 215, C.I. Pigment Yellow 231, and C.I. Pigment Yellow 233, more preferably C.I. Pigment Yellow 139, 185, 231, 233, and even more preferably C.I. Pigment Yellow 139 because it can produce red pixels with higher color separation performance.

[0026] As the pigments contained in the coloring composition of the present invention, colored pigments such as orange pigments, green pigments, purple pigments, blue pigments, and cyan pigments can also be used. Specific examples thereof include the following.

[0027] C.I. 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. (above, orange pigments), C.I. Pigment Green 7, 10, 36, 37, 58, 59, 62, 63, 64 (phthalocyanine-based), 65 (phthalocyanine-based), 66 (phthalocyanine-based), etc. (above, green pigments), C.I. Pigment Violet 1, 19, 23, 27, 32, 37, 42, 60 (triarylmethane-based), 61 (xanthene-based), etc. (above, purple pigments), C.I. 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-based), 88 (methine-based), etc. (above, blue pigments).

[0028] In addition, as the green pigment, a zinc phthalocyanine halide 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 per molecule can also be used. Specific examples include the compounds described in International Publication No. WO2015 / 118720. Further, as the green pigment, compounds described in Chinese Patent Application No. 106909027, phthalocyanine compounds having a phosphate ester as a ligand described in International Publication No. WO2012 / 102395, phthalocyanine compounds described in JP-A-2019-008014, phthalocyanine compounds described in JP-A-2018-180023, compounds described in JP-A-2019-038958, etc. can also be used.

[0029] In addition, as the 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.

[0030] In addition, as the green pigment, blue pigment or cyan pigment, a triarylmethane compound described in JP-A-2019-152852 can also be used.

[0031] In addition, as the pigment, a near-infrared absorbing pigment can also be used. The near-infrared absorbing pigment is preferably an organic pigment. Further, the near-infrared absorbing pigment preferably has a maximum absorption wavelength in the range exceeding 700 nm and not exceeding 1400 nm. Further, the maximum absorption wavelength of the near-infrared absorbing pigment is preferably 1200 nm or less, more preferably 1000 nm or less, and still more preferably 950 nm or less. Further, the near-infrared absorbing pigment has an absorbance A at a wavelength of 550 nm 550 and the absorbance A at the maximum absorption wavelength max and the ratio of A 550 / A maxIt is preferably 0.1 or less, more preferably 0.05 or less, still more preferably 0.03 or less, and particularly preferably 0.02 or less. The lower limit is not particularly limited, and for example, it can be 0.0001 or more, or 0.0005 or more.

[0032] The near-infrared absorbing pigment is not particularly limited, and examples thereof include pyrrolopyrrole compounds, perylene compounds, oxonol compounds, squarylium compounds, cyanine compounds, croconium compounds, phthalocyanine compounds, naphthalocyanine compounds, pyrylium compounds, azulenium compounds, indigo compounds, and pyromethene compounds. It is preferably at least one selected from pyrrolopyrrole compounds, squarylium compounds, cyanine compounds, phthalocyanine compounds, and naphthalocyanine compounds, more preferably a pyrrolopyrrole compound or a squarylium compound, and particularly preferably a pyrrolopyrrole compound. Specific examples of the near-infrared absorbing pigment include the compounds described in the examples below.

[0033] In addition, dyes can also be further used as colorants. The dye is not particularly limited, and known dyes can be used. Examples of the dye include colored dyes and infrared absorbing dyes. Examples of the colored dye include red dyes, orange dyes, green dyes, purple dyes, blue dyes, and cyan dyes. Examples of the near-infrared absorbing dye include dyes having a maximum absorption wavelength in the range exceeding 700 nm and not exceeding 1400 nm.

[0034] Examples of the color dye include pyrazole azo compounds, anilino azo compounds, triarylmethane compounds, anthraquinone compounds, anthrapyridone compounds, benzylidene compounds, oxonol compounds, pyrazolotriazole azo compounds, pyridone azo compounds, cyanine compounds, phenothiazine compounds, pyrrolopyrazole azomethine compounds, xanthene compounds, phthalocyanine compounds, benzopyran compounds, indigo compounds, and pyromethene compounds. Further, thiazole compounds described in JP-A-2012-158649, azo compounds described in JP-A-2011-184493, azo compounds described in JP-A-2011-145540, xanthene compounds described in JP-A-2020-117638, perylene dyes described in JP-A-2020-079397, xanthene dyes described in JP-A-2020-084169, xanthene dyes described in JP-A-2019-053303, tetraazaporphyrin dyes described in JP-A-2019-116544, squarylium dyes described in JP-A-2020-021063, squarylium dyes described in JP-A-2020-128494, squarylium dyes described in JP-A-2020-183509, etc. can also be used.

[0035] Examples of the near-infrared absorbing dye include pyrrolopyrrole compounds, rylene compounds, oxonol compounds, squarylium compounds, cyanine compounds, croconium compounds, phthalocyanine compounds, naphthalocyanine compounds, pyrilium compounds, azulenium compounds, indigo compounds, and pyromethene compounds.

[0036] In addition, a pigment multimer can also be used as the dye. The pigment multimer has two or more pigment structures in one molecule, preferably three or more pigment structures. The upper limit is not particularly limited, but it can also be 100 or less. The plurality of pigment structures in one molecule may be the same pigment structure or different pigment structures. The weight average molecular weight (Mw) of the pigment multimer is preferably from 2000 to 50000. The lower limit is more preferably 3000 or more, even more preferably 6000 or more. The upper limit is more preferably 30000 or less, even more preferably 20000 or less. As the pigment multimer, compounds described in JP-A Nos. 2011-213925, 2013-041097, 2015-028144, 2015-030742, 2016-102191, International Publication No. 2016 / 031442, etc., triarylmethane dye polymers described in Korean Patent Publication No. 10-2020-0028160, triarylmethane dye polymers described in JP-A No. 2019-139240, etc. can also be used.

[0037] When the coloring composition of the present invention is used as a coloring composition for forming a red pixel of a color filter, the content of the red coloring material in the coloring materials contained in the coloring composition is preferably 30% by mass or more, more preferably 50% by mass or more. Examples of the red coloring material include red pigments and red dyes. Further, when the coloring composition of the present invention is used as a coloring composition for forming a red pixel of a color filter, it is also preferable that the coloring composition further contains a yellow coloring material. Examples of the yellow coloring material include yellow pigments and yellow dyes. The content of the yellow coloring material is preferably from 1 to 100 parts by mass, more preferably from 30 to 70 parts by mass, based on 100 parts by mass of the red coloring material. Further, the total content of the red coloring material and the yellow coloring material in the coloring materials contained in the coloring composition is preferably 70% by mass or more, more preferably 90% by mass or more.

[0038] When the colored composition of the present invention is used for forming an infrared transmission filter, it is preferable to use two or more types of chromatic colorants and form black with a combination of two or more types of chromatic colorants. Examples of the chromatic colorants include chromatic pigments and chromatic dyes. Examples of the combination of chromatic colorants for forming black with a combination of two or more types of chromatic colorants include the following. (1) An embodiment containing a yellow colorant, a blue colorant, a purple colorant, and a red colorant. (2) An embodiment containing a yellow colorant, a cyan colorant, a purple colorant, and a red colorant. (3) An embodiment containing a yellow colorant, a blue colorant, and a red colorant. (4) An embodiment containing a yellow colorant, a purple colorant, and a red colorant. (5) An embodiment containing a green colorant, a blue colorant, a purple colorant, and a red colorant. (6) An embodiment containing a green colorant, a purple colorant, and a red colorant. (7) An embodiment containing a green colorant and a red colorant.

[0039] When the colored composition of the present invention is used for forming an infrared transmission filter, it may further contain an infrared absorbing colorant such as an infrared absorbing pigment or an infrared absorbing dye.

[0040] The content of the colorant in the total solid content of the colored composition is 30% by mass or more, preferably 40% by mass or more, more preferably 50% by mass or more, still more preferably 55% by mass or more, and even more preferably 60% by mass or more. Further, the upper limit of the content of the colorant in the total solid content of the colored composition is preferably 95% by mass or less, and more preferably 90% by mass or less. Also, the content of the pigment in the total solid content of the colored composition is 30% by mass or more, preferably 40% by mass or more, more preferably 50% by mass or more, still more preferably 55% by mass or more, and even more preferably 60% by mass or more. Further, the upper limit of the content of the pigment in the total solid content of the colored composition is preferably 95% by mass or less, and more preferably 90% by mass or less.

[0041] The content of C.I. Pigment Red 272 in the total solid of the coloring composition is preferably 10% by mass or more, more preferably 15% by mass or more, still more preferably 20% by mass or more, even more preferably 25% by mass or more, and particularly preferably 30% by mass or more. Also, the upper limit of the content of C.I. Pigment Red 272 in the total solid of the coloring composition is preferably 95% by mass or less, and more preferably 90% by mass or less.

[0042] When the pigment contained in the coloring composition contains 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 still more preferably 30 to 100 parts by mass with respect to 100 parts by mass of C.I. Pigment Red 272.

[0043] When the pigment contained in the coloring composition contains a red pigment other than C.I. Pigment Red 272 (hereinafter also referred to as other red pigments), the content of the other red pigments is preferably 10 to 400 parts by mass with respect to 100 parts by mass of C.I. Pigment Red 272. The lower limit is preferably 20 parts by mass or more, more preferably 30 parts by mass or more, and still 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 still more preferably 200 parts by mass or less.

[0044] When the pigment contained in the coloring composition contains C.I. Pigment Red 254 as other red pigments, the content of C.I. Pigment Red 254 is preferably 10 to 400 parts by mass with respect to 100 parts by mass of C.I. Pigment Red 272. The lower limit is preferably 20 parts by mass or more, more preferably 30 parts by mass or more, and still 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 still more preferably 200 parts by mass or less.

[0045] <<Hardening Compound>> The coloring composition of the present invention contains a hardening compound. Examples of the hardening compound include a polymerizable compound and a resin. The resin may be a non-polymerizable resin (a resin having no polymerizable group) or a polymerizable resin (a resin having a polymerizable group). Examples of the polymerizable group include an ethylenically unsaturated bond-containing group, a cyclic ether group, a methylol group, an alkoxymethyl group, etc. Examples of the ethylenically unsaturated bond-containing group include a vinyl group, a vinylphenyl group, a (meth)allyl group, a (meth)acryloyl group, a (meth)acryloyloxy group, a (meth)acrylamide group, etc. A (meth)allyl group, a (meth)acryloyl group, and a (meth)acryloyloxy group are preferred, and a (meth)acryloyloxy group is more preferred. Examples of the cyclic ether group include an epoxy group and an oxetanyl group, and an epoxy group is preferred. The polymerizable compound is preferably a polymerizable monomer.

[0046] In the present invention, as the hardening compound, it is preferable to use one containing at least a resin. Further, when the coloring composition is a coloring composition for photolithography, it is preferable to use a resin and a polymerizable monomer (a monomer type polymerizable compound) as the hardening compound, and it is more preferable to use a resin and a polymerizable monomer having an ethylenically unsaturated bond-containing group (a monomer type polymerizable compound).

[0047] (Polymerizable Compound) Examples of the polymerizable compound include a compound having an ethylenically unsaturated bond-containing group, a compound having a cyclic ether group, a compound having a methylol group, a compound having an alkoxymethyl group, etc. A compound having an ethylenically unsaturated bond-containing group can be preferably used as a radical polymerizable compound. Further, a compound having a cyclic ether group, a compound having a methylol group, and a compound having an alkoxymethyl group can be preferably used as a cationic polymerizable compound.

[0048] The molecular weight of the monomer-type polymerizable compound (polymerizable monomer) is preferably less than 2000, and more preferably 1500 or less. The lower limit of the molecular weight of the polymerizable monomer is preferably 100 or more, and more preferably 200 or more. The weight average molecular weight (Mw) of the resin-type polymerizable compound is preferably from 2000 to 2000000. The upper limit of the weight average molecular weight is preferably 1000000 or less, and more preferably 500000 or less. The lower limit of the weight average molecular weight is preferably 3000 or more, and more preferably 5000 or more.

[0049] The compound having an ethylenically unsaturated bond-containing group as the polymerizable monomer is preferably a 3- to 15-functional (meth)acrylate compound, and more preferably a 3- to 6-functional (meth)acrylate compound. Specific examples include the compounds described in paragraph numbers 0095 to 0108 of JP-A-2009-288705, paragraph 0227 of JP-A-2013-029760, paragraph numbers 0254 to 0257 of JP-A-2008-292970, paragraph numbers 0034 to 0038 of JP-A-2013-253224, paragraph number 0477 of JP-A-2012-208494, JP-A-2017-048367, Patent No. 6057891, Patent No. 6031807, and JP-A-2017-194662, and the contents of these are incorporated herein.

[0050] 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., NK Ester A-DPH-12E; manufactured by Shin-Nakamura Chemical Co., Ltd.), and compounds having a structure in which the (meth)acryloyl group of these compounds is bonded via an ethylene glycol and / or propylene glycol residue (for example, SR454 and SR499 commercially available from Sartomer). Further, examples of the compound having an ethylenically unsaturated bond-containing group include diglycerin EO (ethylene oxide) modified (meth)acrylate (commercially available as 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 Daiso Fine Chemical Co., Ltd.), Light Acrylate POB-A0 (manufactured by Kyoeisha Chemical Co., Ltd.), etc. can also be used.

[0051] In addition, as the compound having an ethylenically unsaturated bond-containing group, it is also preferable to use a trifunctional (meth)acrylate compound such as trimethylolpropane tri(meth)acrylate, trimethylolpropane propylene oxide-modified tri(meth)acrylate, trimethylolpropane ethylene oxide-modified tri(meth)acrylate, isocyanuric acid ethylene oxide-modified tri(meth)acrylate, pentaerythritol tri(meth)acrylate. Commercially available products of 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, 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, TMPT (manufactured by Shin-Nakamura Chemical Co., Ltd.), KAYARAD GPO-303, TMPTA, THE-330, TPA-330, PET-30 (manufactured by Nippon Kayaku Co., Ltd.), and the like.

[0052] 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 such compounds include Aronix M-305, M-510, M-520, Aronix TO-2349 (manufactured by Toagosei Co., Ltd.), and the like.

[0053] As the compound having an ethylenically unsaturated bond-containing group, a compound having a caprolactone structure can also be used. Regarding the compound having a caprolactone structure, the descriptions in paragraphs 0042 to 0045 of JP-A-2013-253224 can be referred to, and this content is incorporated herein. Examples of the compound having a caprolactone structure include DPCA-20, DPCA-30, DPCA-60, DPCA-120, etc., which are commercially available from Nippon Kayaku Co., Ltd. as the KAYARAD DPCA series.

[0054] As the compound having an ethylenically unsaturated bond-containing group, a compound having an ethylenically unsaturated bond-containing group and an alkyleneoxy group can also be used. Such a compound is preferably a compound having an ethylenically unsaturated bond-containing group and an ethyleneoxy group and / or a propyleneoxy group, more preferably a compound having an ethylenically unsaturated bond-containing group and an ethyleneoxy group, and even more preferably a 3- to 6-functional (meth)acrylate compound having 4 to 20 ethyleneoxy groups. Examples of commercially available products include SR-494, a tetrafunctional (meth)acrylate having 4 ethyleneoxy groups manufactured by Sartomer, and KAYARAD TPA-330, a trifunctional (meth)acrylate having 3 isobutyleneoxy groups manufactured by Nippon Kayaku Co., Ltd.

[0055] As the compound having an ethylenically unsaturated bond-containing group, a polymerizable compound having a fluorene skeleton can also be used. Examples of commercially available products include Ogsoal EA-0200 and EA-0300 (manufactured by Osaka Gas Chemical Co., Ltd., (meth)acrylate monomers having a fluorene skeleton).

[0056] It is also preferable to use a compound having an ethylenically unsaturated bond-containing group that substantially does not contain environmentally regulated substances such as toluene. Examples of commercially available products of such compounds include KAYARAD DPHA LT and KAYARAD DPEA-12 LT (manufactured by Nippon Kayaku Co., Ltd.).

[0057] It is also preferable to use compounds such as 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 (manufactured by Taisei Fine Chemical Co., Ltd.), and Light Acrylate POB-A0 (manufactured by Kyoeisha Chemical Co., Ltd.).

[0058] Examples of the compound having a cyclic ether group include a compound having an epoxy group, a compound having an oxetanyl group, etc., and it is preferably a compound having an epoxy group. Examples of the compound having an epoxy group include compounds having 1 to 100 epoxy groups in one molecule. The upper limit of the number of epoxy groups can be, for example, 10 or less, or 5 or less. The lower limit of the number of epoxy groups is preferably 2 or more. As the compound having an epoxy group, the compounds described in paragraph numbers 0034 to 0036 of JP-A-2013-011869, paragraph numbers 0147 to 0156 of JP-A-2014-043556, paragraph numbers 0085 to 0092 of JP-A-2014-089408, and the compound described in JP-A-2017-179172 can also be used, and the contents thereof are incorporated herein.

[0059] The compound having an epoxy group may be a low molecular weight compound (for example, having a molecular weight of less than 1000) or a macromolecule (for example, having a molecular weight of 1000 or more, and in the case of a polymer, having a weight average molecular weight of 1000 or more). The weight average molecular weight of the compound having an epoxy group is preferably 200 to 100000, more preferably 500 to 50000. The upper limit of the weight average molecular weight is preferably 10000 or less, more preferably 5000 or less, and still more preferably 3000 or less.

[0060] Examples of commercially available products of the compound 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, G-01758 (above, manufactured by NOF Corporation, epoxy group-containing polymers), etc.

[0061] Examples of the compound having a methylol group (hereinafter also referred to as a methylol compound) include a compound in which the methylol group is bonded to a nitrogen atom or a carbon atom forming an aromatic ring. Examples of the compound having an alkoxymethyl group (hereinafter also referred to as an alkoxymethyl compound) include a compound in which the alkoxymethyl group is bonded to a nitrogen atom or a carbon atom forming an aromatic ring. Examples of the compound in which an alkoxymethyl group or a methylol group is bonded to a nitrogen atom include alkoxymethylated melamine, methylolated melamine, alkoxymethylated benzoguanamine, methylolated benzoguanamine, alkoxymethylated glycoluril, methylolated glycoluril, alkoxymethylated urea, methylolated urea, and the like. Further, the compounds described in paragraphs 0134 to 0147 of JP-A-2004-295116 and paragraphs 0095 to 0126 of JP-A-2014-089408 can also be used.

[0062] (Resin) In the coloring composition of the present invention, a resin can be used as the curable compound. It is preferable to use a curable compound containing at least a resin. The resin is blended, for example, for the purpose of dispersing a pigment or the like in a resin composition or as a binder. The resin mainly used for dispersing a pigment or the like in a resin composition is also referred to as a dispersant. However, such uses of the resin are merely examples, and the resin can also be used for purposes other than such uses. Note that a resin having a polymerizable group also falls under the category of polymerizable compounds.

[0063] The weight average molecular weight (Mw) of the resin is preferably from 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.

[0064] Examples of the resin include (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, polyamideimide resin, polyolefin resin, cyclic olefin resin, polyester resin, styrene resin, etc. Any one of these resins may be used alone, or two or more of them may be mixed and used. Further, as the resin, the resin described in the examples of International Publication No. 2016 / 088645, the resin described in JP-A-2017-057265, the resin described in JP-A-2017-032685, the resin described in JP-A-2017-075248, the resin described in JP-A-2017-066240, the resin described in JP-A-2017-167513, the resin described in JP-A-2017-173787, the resin described in paragraphs 0041 to 0060 of JP-A-2017-206689, the resin described in paragraphs 0022 to 0071 of JP-A-2018-010856, the block polyisocyanate resin described in JP-A-2016-222891, the resin described in JP-A-2020-122052, the resin described in JP-A-2020-111656, the resin described in JP-A-2020-139021, the resin containing a structural unit having a ring structure in the main chain and a structural unit having a biphenyl group in the side chain described in JP-A-2017-138503, the resin described in JP-A-2020-164814, the resin described in JP-A-2019-168686, and the resin described in JP-A-2020-084169 can also be used.

[0065] As the resin, it is preferable to use a resin having an acid group. Examples of the acid group include a carboxyl group, a phosphoric acid group, a sulfo group, a phenolic hydroxy group, and the like. These acid groups may be only one kind or two or more kinds. The resin having an acid group can also be used as a dispersant. By the coloring composition of the present invention containing a resin having an acid group, a desired pattern can be formed by alkali 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, still more preferably 150 mgKOH / g or less, and most preferably 120 mgKOH / g or less.

[0066] The coloring composition of the present invention 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 in the side chain, more preferably a copolymer having a repeating unit having a basic group in the side chain and a repeating unit not containing a basic group, and still more preferably a block copolymer having a repeating unit having a basic group in 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. Examples of the basic group contained in the resin having a basic group include a group represented by the formula (a-1) and a group represented by the formula (a-2).

Chemical formula

[0067] In formula (a-1), R a1 and R a2 each independently represent a hydrogen atom, an alkyl group or an aryl group, and R a1 and R a2 may be bonded to form a ring; In formula (a-2), R a11 represents a hydrogen atom, a hydroxy group, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, an acyl group or an oxy radical, and R a12 ~R a19 each independently represents a hydrogen atom, an alkyl group or an aryl group.

[0068] R a1 , R a2 , R a11 ~R a19 The alkyl group represented by has 1 to 30 carbon atoms, preferably 1 to 15 carbon atoms, more preferably 1 to 8 carbon atoms, and particularly preferably 1 to 5 carbon atoms. The alkyl group may be linear, branched or cyclic, preferably linear or branched, and more preferably linear. The alkyl group may have a substituent.

[0069] R a1 , R a2 , R a11 ~R a19 The aryl group represented by has 6 to 30 carbon atoms, preferably 6 to 20 carbon atoms, and more preferably 6 to 12 carbon atoms. The aryl group may have a substituent.

[0070] R a11 The alkoxy group represented by has 1 to 30 carbon atoms, preferably 1 to 15 carbon atoms, more preferably 1 to 8 carbon atoms, and particularly preferably 1 to 5 carbon atoms. The alkoxy group may have a substituent.

[0071] R a11 The aryloxy group represented by has 6 to 30 carbon atoms, preferably 6 to 20 carbon atoms, and more preferably 6 to 12 carbon atoms. The aryloxy group may have a substituent.

[0072] R a11 The acyl group represented by has 2 to 30 carbon atoms, preferably 2 to 20 carbon atoms, and more preferably 2 to 12 carbon atoms. The acyl group may have a substituent.

[0073] Examples of commercially available resins having basic groups include DISPERBYK-161, 162, 163, 164, 166, 167, 168, 174, 182, 183, 184, 185, 2000, 2001, 2050, 2150, 2163, 2164, BYK-LPN6919 (manufactured by BYK Chemie), SOLSPERSE 11200, 13240, 13650, 13940, 24000, 26000, 28000, 32000, 32500, 32550, 32600, 33000, 34750, 35100, 35200, 37500, 38500, 39000, 53095, 56000, 7100 (manufactured by Lubrizol Japan), Efka PX 4300, 4330, 4046, 4060, 4080 (manufactured by BASF), and the like. Further, as the resin having a basic group, a block copolymer (B) described in paragraph numbers 0063 to 0112 of JP-A-2014-219665 and a block copolymer A1 described in paragraph numbers 0046 to 0076 of JP-A-2018-156021 can also be used, and the contents thereof are incorporated herein.

[0074] The coloring composition of the present invention preferably contains a resin having an acid group and a resin having a basic group, respectively. According to this aspect, the storage stability of the coloring composition can be further improved. When a resin having an acid group and a resin having a basic group are used in combination, 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 still more preferably 50 to 200 parts by mass with respect to 100 parts by mass of the resin having an acid group.

[0075] The resin preferably includes 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 be referred to as "ether dimers").

[0076]

Chemical formula

[0077] In formula (ED1), R1 and R 2 each independently represents a hydrogen atom or a hydrocarbon group having 1 to 25 carbon atoms which may have a substituent. [Chemical formula] In formula (ED2), R represents a hydrogen atom or an organic group having 1 to 30 carbon atoms. As specific examples of formula (ED2), the description in JP-A-2010-168539 can be referred to.

[0078] Regarding specific examples of the ether dimer, paragraph number 0317 of JP-A-2013-029760 can be referred to, and this content is incorporated herein.

[0079] As the resin, it is also preferable to use a resin having a polymerizable group. The polymerizable group is preferably an ethylenically unsaturated bond-containing group and a cyclic ether group, and more preferably an ethylenically unsaturated bond-containing group.

[0080] As the resin, it is also preferable to use a resin containing a repeating unit derived from a compound represented by formula (X). [Chemical formula] In the formula, 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. The number of carbon atoms of the alkylene group represented by R 21 and R 22 is preferably 1 to 10, more preferably 1 to 5, still more 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 still more preferably an integer of 0 to 3.

[0081] Examples of the compound represented by formula (X) include ethylene oxide or propylene oxide-modified (meth)acrylate of paracumylphenol. Examples of commercially available products include Aronix M-110 (manufactured by Toagosei Co., Ltd.).

[0082] As the resin, it is also preferable to use a resin having an aromatic carboxyl group (hereinafter also referred to as resin Ac). 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. It is preferable that the aromatic carboxyl group is contained in the main chain of the repeating unit. In the present specification, the aromatic carboxyl group refers to a group having one or more carboxyl groups 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.

[0083] 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 the repeating unit represented by formula (Ac-2), this resin is preferably used as a dispersant. [Chemical formula] In formula (Ac-1), Ar 1 represents a group containing an aromatic carboxyl group, L 1 represents -COO- or -CONH-, and L 2 represents a divalent linking group. In formula (Ac-2), Ar 10 represents a group containing an aromatic carboxyl group, L 11 represents -COO- or -CONH-, and L 12 represents a trivalent linking group, and P 10 represents a polymer chain.

[0084] In formula (Ac-1), Ar 1Examples of the group containing an aromatic carboxyl group represented by include a structure derived from an aromatic tricarboxylic anhydride, a structure derived from an aromatic tetracarboxylic anhydride, and the like. Examples of the aromatic tricarboxylic anhydride and the aromatic tetracarboxylic anhydride include compounds having the following structures.

Chemical formula

[0085] In the above formula, Q 1 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).

Chemical formula

[0086] Ar 1 The group containing an aromatic carboxyl group represented by may have a polymerizable group. The polymerizable group is preferably an ethylenically unsaturated bond-containing group and a cyclic ether group, and more preferably an ethylenically unsaturated bond-containing group.

[0087] Ar 1 Specific examples of the group containing an aromatic carboxyl group represented by 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.

Chemical formula

[0088] In formula (Ar-11), n1 represents an integer of 1 to 4, preferably 1 or 2, and more preferably 2. 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 still more preferably 2. In formula (Ar-13), n3 and n4 each independently represent an integer from 0 to 4, preferably an integer from 0 to 2, more preferably 1 or 2, and even more preferably 1. However, at least one of n3 and n4 is an integer of 1 or more. In formula (Ar-13), Q 1 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). In formulas (Ar-11) to (Ar-13), *1 represents the bonding position with L 1 and.

[0089] In formula (Ac-1), L 1 represents -COO- or -CONH-, and preferably represents -COO-.

[0090] In formula (Ac-1), examples of the divalent linking group represented by L 2 include 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 may be linear, branched, or 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 hydroxy group. The divalent linking group represented by L 2 is preferably a group represented by -L 2a -O-. L 2aExamples include an alkylene group; an arylene group; a group combining an alkylene group and an arylene group; a group combining at least one selected from an alkylene group and an arylene group and at least one selected from -O-, -CO-, -COO-, -OCO-, -NH- and -S-. An alkylene group is preferred. The number of carbon atoms in the alkylene group is preferably from 1 to 30, more preferably from 1 to 20, and still more preferably from 1 to 15. The alkylene group may be linear, branched or cyclic. The alkylene group and the arylene group may have a substituent. Examples of the substituent include a hydroxy group.

[0091] In formula (Ac-2), Ar 10 The group containing an aromatic carboxyl group represented is synonymous with Ar in formula (Ac-1) 1 and the preferred range is also the same.

[0092] In formula (Ac-2), L 11 represents -COO- or -CONH-, and preferably represents -COO-.

[0093] In formula (Ac-2), L 12 Examples of the trivalent linking group represented include a hydrocarbon group, -O-, -CO-, -COO-, -OCO-, -NH-, -S- and a group combining two or more of these. The hydrocarbon group includes an aliphatic hydrocarbon group and an aromatic hydrocarbon group. The number of carbon atoms in the aliphatic hydrocarbon group is preferably from 1 to 30, more preferably from 1 to 20, and still more preferably from 1 to 15. The aliphatic hydrocarbon group may be linear, branched or cyclic. The number of carbon atoms in the aromatic hydrocarbon group is preferably from 6 to 30, more preferably from 6 to 20, and still more preferably from 6 to 10. The hydrocarbon group may have a substituent. Examples of the substituent include a hydroxy group. The trivalent linking group represented by L 12 is preferably a group represented by formula (L12-1), and more preferably a group represented by formula (L12-2).

Chemical formula

[0094] In formula (L12-1), L 12b represents a trivalent linking group, and X 1 represents S, *1 represents the bonding position with L of formula (Ac-2) 11 and *2 represents the bonding position with P of formula (Ac-2). L 10 Examples of the trivalent linking group represented by L 12b include a hydrocarbon group; a group formed by combining a hydrocarbon group with at least one selected from -O-, -CO-, -COO-, -OCO-, -NH- and -S-. It is preferably a hydrocarbon group or a group formed by combining a hydrocarbon group with -O-.

[0095] In formula (L12-2), L 12c represents a trivalent linking group, and X 1 represents S, *1 represents the bonding position with L of formula (Ac-2) 11 and *2 represents the bonding position with P of formula (Ac-2). L 10 Examples of the trivalent linking group represented by L 12c include a hydrocarbon group; a group formed by combining a hydrocarbon group with at least one selected from -O-, -CO-, -COO-, -OCO-, -NH- and -S-. It is preferably a hydrocarbon group.

[0096] In formula (Ac-2), P 10 represents a polymer chain. P 10 The polymer chain represented by P preferably has at least one repeating unit selected from poly(meth)acrylic repeating units, polyether repeating units, polyester repeating units, and polyol repeating units. The weight-average molecular weight of the polymer chain P 10 is preferably from 500 to 20,000. The lower limit is preferably 1000 or more. The upper limit is preferably 10,000 or less, more preferably 5000 or less, and still more preferably 3000 or less. When the weight-average molecular weight of P 10 is within the above range, the dispersibility of the pigment in the composition is good.

[0097] P 10The polymer chain represented by may contain a polymerizable group. The polymerizable group is preferably an ethylenically unsaturated bond-containing group and a cyclic ether group, and more preferably an ethylenically unsaturated bond-containing group.

[0098] In formula (Ac-2), P 10 The polymer chain represented by is preferably a polymer chain containing repeating units represented by the following formulas (P-1) to (P-5), and more preferably a polymer chain containing a repeating unit represented by (P-5).

Chemical formula

[0099] Also, P 10 The polymer chain represented by is more preferably a polymer chain having a repeating unit containing an ethylenically unsaturated bond-containing group in the side chain. Also, P 10 The ratio of the repeating unit containing an ethylenically unsaturated bond-containing group in the side chain among all the repeating units constituting is preferably 5% by mass or more, more preferably 10% by mass or more, and still more preferably 20% by mass or more. The upper limit can be 100% by mass, preferably 90% by mass or less, and still more preferably 60% by mass or less.

[0100] Also, P 10 The polymer chain represented by preferably has a repeating unit containing an acid group. Examples of the acid group include a carboxyl group, a phosphoric acid group, a sulfo group, a phenolic hydroxy group, and the like. According to this aspect, the dispersibility of a colorant such as a pigment in the coloring composition can be further improved. Furthermore, the developability can be further improved, and the generation of development residues can be further suppressed. The ratio of the repeating unit containing an acid group is preferably 1 to 30% by mass, more preferably 2 to 20% by mass, and still more preferably 3 to 10% by mass.

[0101] Resin Ac may further contain a repeating unit represented by formula (Ac-10).

Chemical formula

[0102] Ar 21 Examples of the group containing an aromatic carboxyl group represented by Ar include structures derived from aromatic tricarboxylic anhydrides, structures derived from aromatic tetracarboxylic anhydrides, and the like.

[0103] Ar 21 Specific examples of the group containing an aromatic carboxyl group represented by Ar include the group represented by formula (Ar-21), the group represented by formula (Ar-22), the group represented by formula (Ar-23), and the like. [Chemical formula]

[0104] In formula (Ar-21), n11 represents an integer of 1 to 3, preferably 1 or 2. 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. 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 still more preferably 1. However, at least one of n13 and n14 is an integer of 1 or more. In formula (Ar-23), Q 1 represents a single bond, -O-, -CO-, -COOCH2CH2OCO-, -SO2-, -C(CF3)2-, the group represented by the above formula (Q-1), or the group represented by the above formula (Q-2).

[0105] In formula (Ac-10), L 21 and L 22 are preferably -COO-.

[0106] R in formula (Ac-10) 21Examples of the ethylenically unsaturated bond-containing group in the group containing an ethylenically unsaturated bond-containing group represented by include a vinyl group, a vinylphenyl group, a (meth)allyl group, a (meth)acryloyl group, a (meth)acryloyloxy group, a (meth)acrylamide group, etc. Among them, a (meth)allyl group, a (meth)acryloyl group, and a (meth)acryloyloxy group are preferred, and a (meth)acryloyloxy group is more preferred. R 21 The number of ethylenically unsaturated bond-containing groups contained in the group represented by is not particularly limited, but from the viewpoints of developability and curability, it is preferably 1 to 10, more preferably 1 to 6, still more preferably 1 or 2, and particularly preferably 1.

[0107] In R of formula (Ac-10) 21 the ethylenically unsaturated bond-containing group may be directly bonded to Ar in formula (Ac-10) 21 or may be bonded via a linking group. The number of carbon atoms of the above linking group is not particularly limited, but it is preferably 1 to 40, more preferably 1 to 20, still more preferably 2 to 9, and particularly preferably 3 to 5. Further, the above linking group is preferably an aliphatic group, and is preferably a divalent aliphatic hydrocarbon group, or a group in which one or more divalent aliphatic hydrocarbon groups are bonded to one or more structures selected from the group consisting of an ether bond, an ester bond, an amide bond, a urethane bond, and a urea bond. Furthermore, the above linking group may have a substituent such as a hydroxy group or an amino group. Among them, as the substituent, a hydroxy group is preferably mentioned.

[0108] The resin preferably contains a resin as a dispersant. Examples of the dispersant include an acidic dispersant (acidic resin) and a basic dispersant (basic resin). Here, the acidic dispersant (acidic resin) refers to a resin in which the amount of acid groups is larger than the amount of basic groups. The basic dispersant (basic resin) refers to a resin in which the amount of basic groups is larger than the amount of acid groups.

[0109] As the acidic dispersant (acidic resin), a resin in which the amount of acid groups is 70 mol% or more when the total amount of the acid groups and the basic groups is 100 mol% is preferable. The acid groups possessed by the acidic dispersant (acidic resin) are preferably carboxyl groups. 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 still more preferably 80 mgKOH / g or less. The lower limit is preferably 10 mgKOH / g or more, more preferably 15 mgKOH / g or more, and still more preferably 20 mgKOH / g or more.

[0110] As the basic dispersant (basic resin), a resin in which the amount of basic groups is 60 mol% or more when the total amount of the acid groups and the basic groups is 100 mol% is preferable. The basic groups possessed by the basic dispersant are preferably amino groups. The amine value of the basic dispersant (basic 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 still more preferably 45 mgKOH / g or less. The lower limit is preferably 10 mgKOH / g or more, more preferably 15 mgKOH / g or more, and still more preferably 20 mgKOH / g or more.

[0111] The resin used as the dispersant is also preferably a graft resin. Details of the graft resin can be referred to the descriptions in paragraphs 0025 to 0094 of JP-A-2012-255128, and this content is incorporated herein.

[0112] 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 those described above.

[0113] The resin used as the dispersant is preferably a polyimine-based dispersant containing a nitrogen atom in at least one of the main chain and the side chain. As the polyimine-based dispersant, a resin having a main chain having a partial structure having a functional group with a pKa of 14 or less and a side chain having 40 to 10,000 atoms, and having a basic nitrogen atom in at least one of the main chain and the side chain is preferable. The basic nitrogen atom is not particularly limited as long as it is a nitrogen atom exhibiting basicity. Regarding the polyimine-based dispersant, the descriptions in paragraph numbers 0102 to 0166 of JP-A No. 2012-255128 can be referred to, and this content is incorporated herein.

[0114] The resin used as the dispersant is preferably a resin having a structure in which a plurality of polymer chains are bonded to the core part. Examples of such a resin include dendrimers (including star-shaped polymers). Specific examples of the dendrimer include polymer compounds C-1 to C-31 described in paragraph numbers 0196 to 0209 of JP-A No. 2013-043962.

[0115] The resin used as the dispersant is preferably a resin containing a repeating unit having an ethylenically unsaturated bond-containing group in the side chain. The content of the repeating unit having an ethylenically unsaturated bond-containing group in the side chain is preferably 10 mol% or more, more preferably 10 to 80 mol%, and still more preferably 20 to 70 mol% in all the repeating units of the resin. Further, a resin described in JP-A No. 2018-087939 can also be used as the dispersant.

[0116] The dispersant is also available as a commercial product. Specific examples thereof include the DISPERBYK series of BYK Chemie, the BYK series of BYK Chemie, the SOLSPERSE series manufactured by Lubrizol Japan Ltd., the Efka series manufactured by BASF, and the Ajisper series manufactured by Ajinomoto Fine-Techno Co., Ltd. Further, the products described in paragraph number 0129 of JP-A No. 2012-137564 and the products described in paragraph number 0235 of JP-A No. 2017-194662 can also be used as the dispersant.

[0117] In addition, the resin used as the dispersant may be block copolymers (EB-1) to (EB-9) described in paragraph numbers 0219 to 0221 of Japanese Patent No. 6432077, the pigment dispersant described in paragraph numbers 0041 to 0130 of JP-A-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 JP-A-2020-066687, the block polymer having an acrylamide structural unit described in JP-A-2020-066688, the dispersant described in International Publication No. 2016 / 104803, the resin described in JP-A-2019-095548, etc.

[0118] The content of the curable compound in the total solid 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 still 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 only one kind or two or more kinds. In the case of two or more kinds, the total amount thereof is preferably within the above range.

[0119] When the coloring composition of the present invention contains a polymerizable compound as the curable compound, the content of the polymerizable compound in the total solid 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.

[0120] In addition, when the coloring composition of the present invention contains a polymerizable monomer as the curable compound, the content of the polymerizable monomer in the total solid 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.

[0121] In addition, when the coloring composition of the present invention contains a compound having an ethylenically unsaturated bond-containing group as a curable compound, the content of the compound having an ethylenically unsaturated bond-containing group 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. Further, 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.

[0122] When the coloring 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 solid content of the coloring 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 15% by mass or less, more preferably 10% by mass or less.

[0123] When the coloring composition of the present invention contains a resin as a curable compound, the content of 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 still 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 only one kind or two or more kinds. In the case of two or more kinds, it is preferable that their total amount falls within the above range. Further, the content of the resin containing an acid group 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 still 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 only one kind or two or more kinds. In the case of two or more kinds, it is preferable that their total amount falls within the above range. Further, when the coloring composition contains a dispersant as the resin, the content of the dispersant in the total solid content 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. Further, the content of the dispersant is preferably 1 to 100 parts by mass with respect to 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.

[0124] Further, when the coloring composition of the present invention contains a polymerizable monomer and a resin as curable compounds, 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 still more preferably 5% by mass or more. The upper limit is preferably less than 50% by mass, more preferably 45% by mass or less. Further, it is preferable to contain 30 to 300 parts by mass of the resin with respect to 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.

[0125] <<Solvent>> The coloring composition of the present invention contains a solvent. Examples of the solvent include organic solvents. The type of the solvent is basically not particularly limited as long as the solubility of each component and the coatability of the coloring composition are satisfied. Examples of the organic solvent include ester solvents, ketone solvents, alcohol solvents, amide solvents, ether solvents, hydrocarbon solvents, and the like. For details thereof, paragraph number 0223 of International Publication No. 2015 / 166779 can be referred to, and this content is incorporated herein. Further, an ester solvent substituted with a cyclic alkyl group and a ketone solvent substituted with a cyclic alkyl group can also be preferably used. Specific examples of the organic solvent include polyethylene glycol monomethyl ether, dichloromethane, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl cellosolve 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 acetate, 3-methoxy-N,N-dimethylpropanamide, 3-butoxy-N,N-dimethylpropanamide, propylene glycol diacetate, 3-methoxybutanol, methyl ethyl ketone, gamma-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, and the like.However, aromatic hydrocarbons (such as benzene, toluene, xylene, ethylbenzene, etc.) as organic solvents may be preferably reduced for reasons such as environmental aspects (for example, it can be set to 50 mass ppm (parts per million) or less, 10 mass ppm or less, or 1 mass ppm or less based on the total amount of the organic solvent).

[0126] In the present invention, it is preferable to use an organic solvent with a low metal content, and the metal content of the organic solvent is preferably, for example, 10 mass ppb (parts per billion) or less. If necessary, an organic solvent at the mass ppt (parts per trillion) level may be used, and such an organic solvent is provided by, for example, Toyo Gosei Co., Ltd. (Chemical Industry Daily, November 13, 2015).

[0127] Examples of methods for removing impurities such as metals from the organic solvent include distillation (such as molecular distillation and thin-film distillation) and filtration using a filter. The filter pore diameter 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 material of the filter is preferably polytetrafluoroethylene, polyethylene, or nylon.

[0128] The organic solvent may contain isomers (compounds with the same number of atoms but different structures). Also, only one type of isomer may be contained, or a plurality of types of isomers may be contained.

[0129] The content of peroxides in the organic solvent is preferably 0.8 mmol / L or less, and more preferably substantially free of peroxides.

[0130] The content of the solvent in the coloring composition is preferably 10 to 95% by mass, more preferably 20 to 90% by mass, and even more preferably 30 to 90% by mass.

[0131] Also, from the perspective of environmental regulations, it is preferable that the coloring composition of the present invention substantially does not contain environmentally regulated substances. In the present invention, substantially not containing 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 regulations such as the REACH (Registration Evaluation Authorization and Restriction of CHemicals) regulation, the PRTR (Pollutant Release and Transfer Register) law, and the VOC (Volatile Organic Compounds) regulation, and their usage amounts and handling methods are strictly regulated. These compounds may be used as solvents when manufacturing each component used in the coloring composition, etc., and may be mixed into the coloring composition as residual solvents. From the viewpoints of safety to humans and consideration for the environment, it is preferable to reduce these substances as much as possible. As a method for reducing environmentally regulated substances, there is a method of heating or reducing the pressure in the system to a temperature above the boiling point of the environmentally regulated substances and distilling off the environmentally regulated substances from the system for reduction. Also, when distilling off a small amount of environmentally regulated substances, it is also useful to azeotrope with a solvent having a boiling point equivalent to that of the corresponding solvent in order to improve efficiency. Further, when containing a compound having radical polymerizability, a polymerization inhibitor or the like may be added and distilled off under reduced pressure in order to suppress the progress of the radical polymerization reaction and cross-linking between molecules during distillation under reduced pressure. These distillation methods are possible at any stage, such as at the raw material stage, at the stage of the product obtained by reacting the raw materials (for example, the resin solution or polyfunctional monomer solution after polymerization), or at the stage of the coloring composition prepared by mixing these compounds.

[0132] <<Pigment Derivative>> 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 dye skeleton.

[0133] Examples of the acid group include a carboxyl group, a sulfo group, a phosphoric acid group, a boronic acid group, a carboxylic acid amide group, a sulfonamide group, an imidic acid group, and salts thereof. Examples of the atom or atomic group constituting the salt include an alkali metal ion (Li + 、Na + 、K + etc.), an alkaline earth metal ion (Ca 2+ 、Mg 2+ etc.), an ammonium ion, an imidazolium ion, a pyridinium ion, a phosphonium ion, and the like. As the carboxylic acid amide group, a group represented by -NHCOR X1 is preferred. As the sulfonamide group, a group represented by -NHSO2R X2 is preferred. As the imidic acid group, a group represented by -SO2NHSO2R X3 、-CONHSO2R X4 、-CONHCOR X5 or -SO2NHCOR X6 is preferred, and -SO2NHSO2R X3 is more preferred. R X1 ~R X6 each independently represents an alkyl group or an aryl group. The alkyl group and aryl group represented by R X1 ~R X6 may have a substituent. The substituent is preferably a halogen atom, more preferably a fluorine atom.

[0134] Examples of the basic group include an amino group, a pyridinyl group and its salt, a salt of an ammonium group, and a phthalimidomethyl group. Examples of the atom or atomic group constituting the salt include a hydroxide ion, a halogen ion, a carboxylate ion, a sulfonate ion, a phenoxide ion, and the like.

[0135] The pigment derivative is preferably a compound having a structure in which a basic group is bonded to a pigment skeleton because it is easy to form a film with more suppressed generation of foreign matters. Further, when a compound having a structure in which an acid group is bonded to a pigment skeleton is used as the pigment derivative, excellent dispersion stability can be obtained by using a basic resin type dispersant.

[0136] Examples of the pigment skeleton constituting the pigment derivative include quinoline pigment skeleton, benzimidazolone pigment skeleton, benzisoindole pigment skeleton, benzothiazole pigment skeleton, iminium pigment skeleton, squarylium pigment skeleton, croconium pigment skeleton, oxonol pigment skeleton, pyrrolopyrrole pigment skeleton, diketopyrrolopyrrole pigment skeleton, azo pigment skeleton, azomethine pigment skeleton, phthalocyanine pigment skeleton, naphthalocyanine pigment skeleton, anthraquinone pigment skeleton, dianthraquinone pigment skeleton, quinacridone pigment skeleton, dioxazine pigment skeleton, perinone pigment skeleton, perylene pigment skeleton, thiazine indigo pigment skeleton, thioindigo pigment skeleton, isoindoline pigment skeleton, isoindolinone pigment skeleton, quinophthalone pigment skeleton, iminium pigment skeleton, dithiol pigment skeleton, triarylmethane pigment skeleton, pyromethene pigment skeleton, etc. Among them, diketopyrrolopyrrole pigment skeleton, benzisoindole pigment skeleton, anthraquinone pigment skeleton, dianthraquinone pigment skeleton, thiazine indigo pigment skeleton, azo pigment skeleton, quinophthalone pigment skeleton, and quinacridone pigment skeleton are preferable, and diketopyrrolopyrrole pigment skeleton is more preferable. That is, the pigment derivative is preferably a diketopyrrolopyrrole compound. According to this aspect, a film with a higher red color value can be formed, and it is more preferably used as a coloring composition for red pixels.

[0137] The pigment derivative is preferably a compound represented by the formula (Syn). P-(L) m ····(Syn)

[0138] In the above formula, P represents a pigment skeleton, m represents an integer of 1 to 4, L represents -OH; -SO3H, -COOH or a salt of these groups; a phthalimidomethyl group; a group represented by the following formula (a), (b), (c), (d), (e) or (f). [Chemical formula]

[0139] In the above formula, X represents -SO2-, -CO-, -CH2-, -CH2NHCOCH2-, -CH2NHSO2CH2-, or a single bond, Y represents -NH-, -O-, -S-, or a single bond, n represents an integer from 1 to 10, R 16 and R 17 each 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 and R 17 may combine to form a ring, 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, R 23 represents a group represented by formula (a) or a group represented by formula (b) R 24 represents a halogen atom, -OH, an alkoxy group, a group represented by formula (a), or a group represented by formula (b), Z represents -CONH-, -NHCO-, -SO2NH-, or -NHSO2-, R 25 represents a hydrogen atom, -NH2, -NHCOCH3, -NHR 26 or a group represented by formula (c), and R 26 represents an alkyl group having 1 to 20 carbon atoms or an alkenyl group having 2 to 20 carbon atoms.

[0140] Examples of the dye skeleton represented by P in formula (Syn) include quinoline dye skeletons, benzimidazolone dye skeletons, benzisoindole dye skeletons, benzothiazole dye skeletons, iminium dye skeletons, squarylium dye skeletons, croconium dye skeletons, oxonol dye skeletons, pyrrolopyrrole dye skeletons, diketopyrrolopyrrole dye skeletons, azo dye skeletons, azomethine dye skeletons, phthalocyanine dye skeletons, naphthalocyanine dye skeletons, anthraquinone dye skeletons, dianthraquinone dye skeletons, quinacridone dye skeletons, dioxazine dye skeletons, perinone dye skeletons, perylene dye skeletons, thiazine indigo dye skeletons, thioindigo dye skeletons, isoindoline dye skeletons, isoindolinone dye skeletons, quinophthalone dye skeletons, iminium dye skeletons, dithiol dye skeletons, triarylmethane dye skeletons, pyromethene dye skeletons, etc. Among them, diketopyrrolopyrrole dye skeletons, benzisoindole dye skeletons, anthraquinone dye skeletons, dianthraquinone dye skeletons, thiazine indigo dye skeletons, azo dye skeletons, quinophthalone dye skeletons, and quinacridone dye skeletons are preferred, and diketopyrrolopyrrole dye skeletons are more preferred.

[0141] Examples of the 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 palmitoyltrimethylammonium salt, dilauryl dimethylammonium salt, and distearyl dimethylammonium salt.

[0142] Specific examples of the pigment derivative 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, Japanese Patent Application Laid-Open No. 03-045662, 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, paragraph numbers 0086 to 0098 of International Publication No. 2011 / 024896, paragraph numbers 0063 to 0094 of International Publication No. 2012 / 102399, paragraph number 0082 of International Publication No. 2017 / 038252, paragraph number 0171 of Japanese Patent Application Laid-Open No. 2015-151530, paragraph numbers 0162 to 0183 of Japanese Patent Application Laid-Open No. 2011-252065, Japanese Patent Application Laid-Open No. 03-081972, Japanese Patent No. 5299151, Japanese Patent Application Laid-Open No. 2015-172732, Japanese Patent Application Laid-Open No. 2014-199308, Japanese Patent Application Laid-Open No. 2014-085562, Japanese Patent Application Laid-Open No. 2014-035351, Japanese Patent Application Laid-Open No. 2008-081565, and compounds described in paragraph numbers 0054 to 0074 of Japanese Patent Application Laid-Open No. 2017-138417.

[0143] When the pigment derivative is contained, the content of the pigment derivative is preferably 1 to 30 parts by mass, more preferably 1 to 20 parts by mass, still more preferably 2 to 10 parts by mass, and particularly preferably 3 to 8 parts by mass with respect to 100 parts by mass of the pigment. Only one kind of the pigment derivative may be used, or two or more kinds may be used in combination. When two or more kinds are used in combination, it is preferable that their total amount is within the above range.

[0144] <<Photoinitiator>> The colored composition of the present invention preferably contains a photoinitiator. There is no particular limitation on the photoinitiator, and it can be appropriately selected from known photoinitiators. For example, a compound having photosensitivity to light rays in the ultraviolet region to the visible region is preferable. The photoinitiator is preferably a photo radical polymerization initiator.

[0145] Examples of the photopolymerization initiator include halogenated hydrocarbon derivatives (for example, compounds having a triazine skeleton, compounds having an oxadiazole skeleton, etc.), acylphosphine compounds, hexaarylbisimidazole, oxime compounds, organic peroxides, thio compounds, ketone compounds, aromatic onium salts, α-hydroxyketone compounds, α-aminoketone compounds, etc. From the viewpoint of exposure sensitivity, the photopolymerization initiator is preferably a trihalomethyltriazine compound, a benzyldimethylketal compound, an α-hydroxyketone compound, an α-aminoketone compound, an acylphosphine compound, a phosphine oxide compound, a metallocene compound, an oxime compound, a triarylimidazole dimer, an onium compound, a benzothiazole compound, a benzophenone compound, an acetophenone compound, a cyclopentadiene-benzene-iron complex, a halomethyloxadiazole compound, and a 3-arylsubstituted coumarin compound. More preferably, it is a compound selected from an oxime compound, an α-hydroxyketone compound, an α-aminoketone compound, and an acylphosphine compound. Even more preferably, it is an oxime compound or an α-aminoketone compound because pixels excellent in rectangularity and adhesion can be formed. Particularly preferably, it is an oxime compound. In addition, examples of the photopolymerization initiator include the compounds described in paragraphs 0065 to 0111 of JP-A-2014-130173, the compounds described in Japanese Patent No. 6301489, the peroxide-based photopolymerization initiator described in MATERIAL STAGE 37 to 60p, vol. 19, No. 3, 2019, the photopolymerization initiator described in International Publication No. 2018 / 221177, the photopolymerization initiator described in International Publication No. 2018 / 110179, the photopolymerization initiator described in JP-A-2019-043864, the photopolymerization initiator described in JP-A-2019-044030, the peroxide-based initiator described in JP-A-2019-167313, the aminoacetophenone-based initiator having an oxazolidine group described in JP-A-2020-055992, the oxime-based photopolymerization initiator described in JP-A-2013-190459, etc. The contents of these are incorporated herein.

[0146] Examples of commercially available trihalomethyltriazine compounds include TAZ-PP (manufactured by DKSH Japan, 2,4-bis(trichloromethyl)-6-piperonyl-1,3,5-triazine). Examples of commercially available α-hydroxyketone compounds include Omnirad 184, Omnirad 1173, Omnirad 2959, Omnirad 127 (all manufactured by IGM Resins B.V.), Irgacure 184, Irgacure 1173, Irgacure 2959, Irgacure 127 (all manufactured by BASF). Examples of commercially available α-aminoketone compounds include Omnirad 907, Omnirad 369, Omnirad 369E, Omnirad 379EG (all manufactured by IGM Resins B.V.), Irgacure 907, Irgacure 369, Irgacure 369E, Irgacure 379EG (all manufactured by BASF). Examples of commercially available acylphosphine compounds include Omnirad 819, Omnirad TPO (all manufactured by IGM Resins B.V.), Irgacure 819, Irgacure TPO (all manufactured by BASF).

[0147] Examples of the oxime compound include the compounds described in JP-A-2001-233842, the compounds described in JP-A-2000-080068, the compounds described in JP-A-2006-342166, the compounds described in J.C.S. Perkin II (1979, pp. 1653-1660), the compounds described in J.C.S. Perkin II (1979, pp. 156-162), the compounds described in Journal of Photopolymer Science and Technology (1995, pp. 202-232), the compounds described in JP-A-2000-066385, the compounds described in JP-T-2004-534797, the compounds described in JP-A-2006-342166, the compounds described in JP-A-2017-019766, the compounds described in Patent No. 6065596, the compounds described in International Publication No. 2015 / 152153, the compounds described in International Publication No. 2017 / 051680, the compounds described in JP-A-2017-198865, the compounds described in paragraphs 0025 to 0038 of International Publication No. 2017 / 164127, the compounds described in International Publication No. 2013 / 167515, and the like. Specific examples of the oxime compound include 3-benzoyloxyiminobutan-2-one, 3-acetoxyiminobutan-2-one, 3-propionyloxyiminobutan-2-one, 2-acetoxyiminopentan-3-one, 2-acetoxyimino-1-phenylpropan-1-one, 2-benzoyloxyimino-1-phenylpropan-1-one, 3-(4-toluenesulfonyloxy)iminobutan-2-one, and 2-ethoxycarbonyloxyimino-1-phenylpropan-1-one. Commercially available products include Irgacure OXE01, Irgacure OXE02, Irgacure OXE03, Irgacure OXE04 (all manufactured by BASF), TR-PBG-304 (manufactured by Changzhou Qiangli Electronic New Materials Co., Ltd.), Adeka Optomer N-1919 (manufactured by ADEKA CORPORATION, photoinitiator 2 described in JP-A-2012-014052). Further, as the oxime compound, it is also preferable to use a compound having no coloring property or a compound having high transparency and being difficult to discolor.Examples of commercially available products include Adeka Arcles NCI-730, NCI-831, NCI-930 (manufactured by ADEKA CORPORATION), etc.

[0148] 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 the compounds described in JP-A-2014-137466.

[0149] As the photopolymerization initiator, an oxime compound having a skeleton in which at least one benzene ring of a carbazole ring is a naphthalene ring can also be used. Specific examples of such an oxime compound include the compounds described in WO2013 / 083505.

[0150] 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, the compounds 24, 36 to 40 described in JP-T-2014-500852, and the compound (C-3) described in JP-A-2013-164471.

[0151] As the photopolymerization initiator, an oxime compound having a nitro group can be used. The oxime compound having a nitro group is preferably a dimer. Specific examples of the oxime compound having a nitro group include the compounds described in paragraphs 0031 to 0047 of JP-A-2013-114249, paragraphs 0008 to 0012 and 0070 to 0079 of JP-A-2014-137466, the compounds described in paragraphs 0007 to 0025 of Japanese Patent No. 4223071, and Adeka Arcles NCI-831 (manufactured by ADEKA CORPORATION).

[0152] 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 WO2015 / 036910.

[0153] As the photopolymerization initiator, an oxime compound having a substituent with a hydroxy group bonded to a carbazole skeleton can also be used. Examples of such a photopolymerization initiator include the compounds described in International Publication No. 2019 / 088055.

[0154] As the photopolymerization initiator, an oxime compound having an aromatic ring group Ar OX1 in which an electron-withdrawing group is introduced into the aromatic ring (hereinafter also referred to as oxime compound OX) can also be used. Examples of the electron-withdrawing group of the aromatic ring group Ar OX1 include 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 preferable, and an acyl group is more preferable because it is easy to form a film excellent in light resistance, and a benzoyl group is even more preferable. The benzoyl group may have a substituent. Examples of the substituent include a halogen atom, a cyano group, a nitro group, a hydroxy 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. An alkyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclic oxy group, an alkylsulfanyl group, an arylsulfanyl group, or an amino group is more preferable, and an alkoxy group, an alkylsulfanyl group, or an amino group is even more preferable.

[0155] The oxime compound OX is preferably at least one selected from the compound represented by formula (OX1) and the compound represented by formula (OX2), and more preferably the compound represented by formula (OX2).

Chemical formula

[0156] In the above formula, R X1 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 still more preferably an alkyl group. Also, R X2 is preferably an alkyl group, an alkenyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclic group, a heterocyclic oxy group or an acyloxy group, more preferably an alkyl group, an alkenyl group, an aryl group or a heterocyclic group, and still more preferably an alkyl group.

[0157] In the above formula, R X3 ~R X14 each independently represents a hydrogen atom or a substituent.

[0158] R X3 ~R X5is, independently of each other, preferably 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 heterocyclic oxy group, an alkylsulfanyl group, an arylsulfanyl group, an acyl group, or an amino group, more preferably a hydrogen atom, a halogen atom, a nitro group, an alkyl group, an aryl group or a heterocyclic group, still more preferably a hydrogen atom, a nitro group, an alkyl group or an aryl group, and particularly preferably a hydrogen atom.

[0159] R X6 ~R X10 is, independently of each other, preferably 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 heterocyclic oxy 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 formula (OR-11) or a group represented by formula (OR-12), more preferably a hydrogen atom, a halogen atom, a cyano group, an alkyl group, an aryl group, a heterocyclic group or an amino group, still more preferably a hydrogen atom, a cyano group, an alkyl group or an aryl group, yet more preferably a hydrogen atom, an alkyl group or an aryl group, still yet more preferably a hydrogen atom or an alkyl group, and particularly preferably a hydrogen atom.

[0160]

Chemical formula

[0161] R X10 ~R X14 The substituents represented by are 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. However, at least one of R X10 ~R X14 is an electron-withdrawing group.

[0162] R X10 ~R X14 Examples of the electron-withdrawing group represented by include 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 preferable, and an acyl group is more preferable because it is easy to form a film having excellent light resistance, and a benzoyl group is even more preferable. The benzoyl group may have a substituent. The substituent is preferably a halogen atom, a cyano group, a nitro group, a hydroxy 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, and more preferably an alkyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclic oxy group, an alkylsulfanyl group, an arylsulfanyl group or an amino group, and even more preferably an alkoxy group, an alkylsulfanyl group or an amino group.

[0163] In the above formula, R X12 is an electron-withdrawing group, and R X10 , R X11, R X13 , R X14 is preferably a hydrogen atom.

[0164] Specific examples of the oxime compound OX include the compounds described in paragraph numbers 0083 to 0105 of Japanese Patent No. 4600600.

[0165] Specific examples of the oxime compound preferably used in the present invention are shown below, but the present invention is not limited thereto.

[0166] [Chemical formula] [Chemical formula] [Chemical formula] [Chemical formula] [Chemical formula] [Chemical formula]

[0167] 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. Further, from the viewpoint of sensitivity, the molar extinction coefficient of the oxime compound at a wavelength of 365 nm or 405 nm is preferably high, more preferably 1000 to 300000, still more preferably 2000 to 300000, and particularly preferably 5000 to 200000. The molar extinction coefficient of the compound can be measured using a known method. For example, it is preferably measured at a concentration of 0.01 g / L using an ethyl acetate solvent with a spectrophotometer (Cary-5 spectrophotometer manufactured by Varian).

[0168] As the photopolymerization initiator, a bifunctional or trifunctional or higher-functional photoradical polymerization initiator may be used. By using such a photoradical polymerization initiator, two or more radicals are generated from one molecule of the photoradical polymerization initiator, so that good sensitivity can be obtained. Further, when a compound having an asymmetric structure is used, the crystallinity is lowered and the solubility in a solvent or the like is improved, making it difficult to precipitate over time, and the stability of the coloring composition over time can be improved. Specific examples of the bifunctional or trifunctional or higher-functional photoradical polymerization initiator include those described in JP-T-2010-527339, JP-T-2011-524436, WO 2015 / 004565, paragraph numbers 0407 to 0412 of JP-T-2016-532675, dimer of oxime compounds described in paragraph numbers 0039 to 0055 of WO 2017 / 033680, compound (E) and compound (G) described in JP-T-2013-522445, Cmpd1 to 7 described in WO 2016 / 034963, oxime ester photoinitiators described in paragraph number 0007 of JP-T-2017-523465, photoinitiators described in paragraph numbers 0020 to 0033 of JP 2017-167399 A, photopolymerization initiator (A) described in paragraph numbers 0017 to 0026 of JP 2017-151342 A, oxime ester photoinitiator described in Japanese Patent No. 6469669, and the like.

[0169] The content of the photopolymerization initiator in the total solid content of the coloring 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 still 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, it is preferable that their total is within the above range.

[0170] <<Curing accelerator>> The coloring composition of the present invention may contain a curing accelerator. Examples of the curing accelerator include thiol compounds, methylol compounds, amine compounds, phosphonium salt compounds, amidine salt 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 paragraph numbers 0094 to 0097 of International Publication No. 2018 / 056189, the compounds described in paragraph numbers 0246 to 0253 of JP-A-2015-034963, the compounds described in paragraph numbers 0186 to 0251 of JP-A-2013-041165, the ionic compounds described in JP-A-2014-055114, the compounds described in paragraph numbers 0071 to 0080 of JP-A-2012-150180, the alkoxysilane compounds having an epoxy group described in JP-A-2011-253054, the compounds described in paragraph numbers 0085 to 0092 of Patent No. 5765059, the carboxyl group-containing epoxy curing agent described in JP-A-2017-036379, and the like. When the curing accelerator is contained, the content of the curing accelerator in the total solid content of the coloring composition is preferably 0.3 to 8.9% by mass, more preferably 0.8 to 6.4% by mass.

[0171] <<Ultraviolet absorber>> The coloring composition of the present invention can contain an ultraviolet absorber. As the ultraviolet absorber, a conjugated diene compound, an amino diene compound, a salicylate compound, a benzophenone compound, a benzotriazole compound, an acrylonitrile compound, a hydroxyphenyltriazine compound, an indole compound, a triazine compound, etc. can be used. Examples of such compounds include those described in paragraph numbers 0038 to 0052 of JP-A-2009-217221, paragraph numbers 0052 to 0072 of JP-A-2012-208374, paragraph numbers 0317 to 0334 of JP-A-2013-068814, and paragraph numbers 0061 to 0080 of JP-A-2016-162946, and the contents of these are incorporated herein. Specific examples of the ultraviolet absorber include compounds having the following structures. Commercially available products of the ultraviolet absorber include, for example, UV-503 (manufactured by Daito Chemical Co., Ltd.), the Tinuvin series manufactured by BASF, the Uvinul series, the Sumisorb series manufactured by Sumitomo Chemical Tex Co., Ltd., etc. Further, as the benzotriazole compound, the MYUA series manufactured by Miyoshi Oil & Fat Co., Ltd. (Chemical Industry Daily, February 1, 2016) can be mentioned. Further, as the ultraviolet absorber, the compounds described in paragraph numbers 0049 to 0059 of Japanese Patent No. 6268967, the compounds described in paragraph numbers 0059 to 0076 of International Publication No. 2016 / 181987, and the thioaryl group-substituted benzotriazole type ultraviolet absorber described in International Publication No. 2020 / 137819 can also be used.

Chemical formula

[0172] When containing an ultraviolet absorber, the content of the ultraviolet absorber in the total solid content of the coloring composition is preferably 0.01 to 10% by mass, more preferably 0.01 to 5% by mass. In the present invention, only one kind of ultraviolet absorber may be used, or two or more kinds may be used. When two or more kinds are used, the total amount is preferably within the above range.

[0173] <<Polymerization inhibitor>> The coloring composition of the present invention can 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-t-butylphenol), N-nitrosophenylhydroxyamine salts (ammonium salt, cerium(I) salt, etc.). Among them, p-methoxyphenol is preferred. When containing a polymerization inhibitor, the content of the polymerization inhibitor in the total solid content of the coloring composition is preferably 0.0001 to 5% by mass. The polymerization inhibitor may be only one type or two or more types. In the case of two or more types, the total amount is preferably within the above range.

[0174] <<Silane coupling agent>> The coloring composition of the present invention can contain a silane coupling agent. In the present invention, the silane coupling agent means a silane compound having a hydrolyzable group and other functional groups. Further, the hydrolyzable group refers to a substituent directly bonded to a silicon atom and capable of forming a siloxane bond by at least one of a hydrolysis reaction and a condensation reaction. Examples of the hydrolyzable group include a halogen atom, an alkoxy group, an acyloxy group, etc., and an alkoxy group is preferable. That is, the silane coupling agent is preferably a compound having an alkoxysilyl group. Further, examples of the functional group other than the hydrolyzable group include a vinyl group, a (meth)allyl group, a (meth)acryloyl group, a mercapto group, an epoxy group, an oxetanyl group, an amino group, a ureido group, a sulfide group, an isocyanate group, a phenyl group, etc., and an amino group, a (meth)acryloyl group and an epoxy group are preferable. Specific examples of the silane coupling agent include N-β-aminoethyl-γ-aminopropylmethyldimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBM-602), N-β-aminoethyl-γ-aminopropyltrimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBM-603), N-β-aminoethyl-γ-aminopropyltriethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBE-602), γ-aminopropyltrimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBM-903), γ-aminopropyltriethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBE-903), 3-methacryloxypropylmethyldimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBM-502), 3-methacryloxypropyltrimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBM-503), etc. Further, specific examples of the silane coupling agent include the compounds described in paragraph numbers 0018 to 0036 of JP-A-2009-288703 and the compounds described in paragraph numbers 0056 to 0066 of JP-A-2009-242604, and the contents of these are incorporated herein. When containing a silane coupling agent, the content of the silane coupling agent in the total solid 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 only one type or two or more types.When there are two or more types, it is preferable that the total amount falls within the above range.

[0175] <<Surfactant>> The coloring composition of the present invention can contain a surfactant. As the surfactant, various surfactants such as fluorosurfactants, nonionic surfactants, cationic surfactants, anionic surfactants, and silicone surfactants can be used. Examples of the surfactant include those described in paragraph numbers 0238 to 0245 of International Publication No. 2015 / 166779, and the content is incorporated herein.

[0176] The surfactant is preferably a fluorosurfactant. By incorporating a fluorosurfactant into the coloring composition, the liquid characteristics (especially fluidity) can be further improved, and the liquid-saving property can be further enhanced. In addition, a film with less thickness unevenness can also be formed.

[0177] It is also preferable to use a silicone surfactant as the surfactant.

[0178] The fluorine content in the fluorosurfactant is preferably 3 to 40% by mass, more preferably 5 to 30% by mass, and particularly preferably 7 to 25% by mass. The fluorosurfactant having a fluorine content within this range is effective in terms of the uniformity of the thickness of the coating film and the liquid-saving property, and also has good solubility in the coloring composition.

[0179] Examples of the fluorosurfactant include surfactants described in paragraph numbers 0060 to 0064 of JP-A-2014-041318 (paragraph numbers 0060 to 0064 of the corresponding International Publication No. 2014 / 017669), surfactants described in paragraph numbers 0117 to 0132 of JP-A-2011-132503, and surfactants described in JP-A-2020-008634, the contents of which are incorporated herein. Examples of commercially available fluorosurfactants include, for example, Megafac 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-560, 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 of the above are manufactured by DIC Corporation), Fluorad FC430, FC431, FC171 (all of the above are 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 of the above are manufactured by AGC Inc.), PolyFox PF636, PF656, PF6320, PF6520, PF7002 (all of the above are manufactured by OMNOVA Solutions Inc.), Ftergent 208G, 215M, 245F, 601AD, 601ADH2, 602A, 610FM, 710FL, 710FM, 710FS, FTX-218 (all of the above are manufactured by NEOS Co., Ltd.), etc.

[0180] In addition, as the fluorosurfactant, an acrylic compound having a molecular structure having a functional group containing a fluorine atom and in which the portion of the functional group containing the fluorine atom is cleaved and the fluorine atom volatilizes when heated can also be preferably used. Examples of such fluorosurfactants include the Megafac DS series manufactured by DIC Corporation (Chemical Industry Daily (February 22, 2016), Nikkei Industrial Newspaper (February 23, 2016)), for example, Megafac DS-21.

[0181] In addition, it is also preferable to use a fluorosurfactant which is a polymer of a fluorine atom-containing vinyl ether compound having a fluorinated alkyl group or a fluorinated alkylene ether group and a hydrophilic vinyl ether compound. Examples of such fluorosurfactants include the fluorosurfactants described in JP-A-2016-216602, the contents of which are incorporated herein.

[0182] A block polymer can also be used as the fluorosurfactant. As the fluorosurfactant, a fluorine-containing polymer compound containing a repeating unit derived from a (meth)acrylate compound having a fluorine atom and a repeating unit derived from a (meth)acrylate compound having two or more (preferably five or more) alkyleneoxy groups (preferably an ethyleneoxy group or a propyleneoxy group) can also be preferably used. In addition, the fluorine-containing surfactants described in paragraph numbers 0016 to 0037 of JP-A-2010-032698 and the following compounds are also exemplified as the fluorosurfactants used in the present invention.

Chemical formula

[0183] In addition, a fluorine-containing polymer having an ethylenically unsaturated bond-containing group in the side chain can also be used as the fluorosurfactant. Specific examples include the compounds described in paragraph numbers 0050 to 0090 and paragraph numbers 0289 to 0295 of JP-A-2010-164965, Megafac RS-101, RS-102, RS-718K, RS-72-K, etc. manufactured by DIC Corporation. In addition, the compounds described in paragraph numbers 0015 to 0158 of JP-A-2015-117327 can also be used as the fluorosurfactant.

[0184] In addition, it is also preferable from the viewpoint of environmental regulations to use the surfactant described in International Publication No. 2020 / 084854 as an alternative to the surfactant having a perfluoroalkyl group with 6 or more carbon atoms.

[0185] It is also preferable to use the fluorine-containing imide salt compound represented by the formula (fi-1) as a surfactant.

Chemical formula

[0186] Examples of nonionic surfactants include glycerol, trimethylolpropane, trimethylolethane, and their ethoxylates and propoxylates (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 ester, Pluronic L10, L31, L61, L62, 10R5, 17R2, 25R2 (manufactured by BASF), Tetronic 304, 701, 704, 901, 904, 150R1 (manufactured by BASF), Solsperse 20000 (manufactured by Lubrizol Japan Co., Ltd.), NCW-101, NCW-1001, NCW-1002 (manufactured by Fujifilm Wako Pure Chemical Corporation), Pyonin D-6112, D-6112-W, D-6315 (manufactured by Takemoto Yushi Co., Ltd.), Olfine E1010, Surfynol 104, 400, 440 (manufactured by Nissin Chemical Industry Co., Ltd.), and the like.

[0187] Examples of silicone surfactants include DC3PA, SH7PA, DC11PA, SH21PA, SH28PA, SH29PA, SH30PA, SH8400, FZ-2122 (manufactured by Dow Corning Toray Co., Ltd.), TSF-4440, TSF-4300, TSF-4445, TSF-4460, TSF-4452 (manufactured by Momentive Performance Materials Inc.), KP-341, KF-6000, KF-6001, KF-6002, KF-6003 (manufactured by Shin-Etsu Chemical Co., Ltd.), BYK-307, BYK-323, BYK-330, BYK-333, BYK-3760, BYK-UV3510 (manufactured by BYK Chemie GmbH), and the like.

[0188] When the surfactant is contained, the content of the surfactant in the total solid of the coloring composition is preferably 0.001% by mass to 5.0% by mass, more preferably 0.005% to 3.0% by mass. The surfactant may be of only one kind or two or more kinds. In the case of two or more kinds, the total amount is preferably within the above range.

[0189] <<Antioxidant>> The coloring composition of the present invention can contain an antioxidant. Examples of the antioxidant include phenolic compounds, phosphite ester compounds, thioether compounds, etc. As the phenolic compound, any phenolic compound known as a phenolic antioxidant can be used. Preferred phenolic compounds include hindered phenolic compounds. Compounds having a substituent at a site (ortho position) adjacent to the phenolic hydroxy group are preferred. As the aforementioned substituent, a substituted or unsubstituted alkyl group having 1 to 22 carbon atoms is preferred. Further, as the antioxidant, a compound having a phenol group and a phosphite ester group in the same molecule is also preferred. Also, phosphorus-based antioxidants can be preferably used. The content of the antioxidant in the total solid content of the coloring composition is preferably 0.01 to 20% by mass, and more preferably 0.3 to 15% by mass. When containing an antioxidant, only one kind of antioxidant may be used, or two or more kinds may be used. When two or more kinds are used, the total amount is preferably within the above range.

[0190] <<Other Components>> The coloring composition of the present invention may contain, as necessary, a sensitizer, a curing accelerator, a filler, a heat curing accelerator, a plasticizer, and other auxiliary agents (for example, conductive particles, fillers, defoaming agents, flame retardants, leveling agents, peeling accelerators, fragrances, surface tension adjusters, chain transfer agents, etc.). By appropriately containing these components, properties such as film physical properties can be adjusted. These components can be referred to, for example, the descriptions in paragraphs 0183 and subsequent of JP-A-2012-003225 (paragraph numbers 0237 of the corresponding US Patent Application Publication No. 2013 / 0034812), paragraphs 0101 to 0104, 0107 to 0109, etc. of JP-A-2008-250074, and these contents are incorporated herein. Further, the coloring composition of the present invention may contain a latent antioxidant as necessary. As the latent antioxidant, a compound in which a site functioning as an antioxidant is protected by a protecting group, and the protecting group is eliminated by heating at 100 to 250 ° C or heating at 80 to 200 ° C in the presence of an acid / base catalyst to function as an antioxidant can be mentioned. Examples of the latent antioxidant include the compounds described in WO 2014 / 021023, WO 2017 / 030005, and JP-A-2017-008219. Examples of commercially available latent antioxidants include Adeka Arcles GPA-5001 (manufactured by ADEKA Corporation). Further, as described in JP-A-2018-155881, C.I. Pigment Yellow 129 may be added for the purpose of improving weather resistance.

[0191] The coloring composition of the present invention may contain a metal oxide in order to adjust the refractive index of the obtained film. Examples of the metal oxide include TiO2, ZrO2, Al2O3, SiO2, etc. The primary particle diameter of the metal oxide is preferably 1 to 100 nm, more preferably 3 to 70 nm, and still more preferably 5 to 50 nm. The metal oxide may have a core-shell structure. In this case, the core part may be hollow.

[0192] The coloring composition of the present invention may contain a lightfastness improver. Examples of the lightfastness improver include the compounds described in paragraph numbers 0036 to 0037 of JP-A No. 2017-198787, the compounds described in paragraph numbers 0029 to 0034 of JP-A No. 2017-146350, the compounds described in paragraph numbers 0036 to 0037 and 0049 to 0052 of JP-A No. 2017-129774, the compounds described in paragraph numbers 0031 to 0034 and 0058 to 0059 of JP-A No. 2017-129674, the compounds described in paragraph numbers 0036 to 0037 and 0051 to 0054 of JP-A No. 2017-122803, the compounds described in paragraph numbers 0025 to 0039 of International Publication No. 2017 / 164127, the compounds described in paragraph numbers 0034 to 0047 of JP-A No. 2017-186546, the compounds described in paragraph numbers 0019 to 0041 of JP-A No. 2015-025116, the compounds described in paragraph numbers 0101 to 0125 of JP-A No. 2012-145604, the compounds described in paragraph numbers 0018 to 0021 of JP-A No. 2012-103475, the compounds described in paragraph numbers 0015 to 0018 of JP-A No. 2011-257591, the compounds described in paragraph numbers 0017 to 0021 of JP-A No. 2011-191483, the compounds described in paragraph numbers 0108 to 0116 of JP-A No. 2011-145668, the compounds described in paragraph numbers 0103 to 0153 of JP-A No. 2011-253174, and the like.

[0193] The water content of the coloring composition of the present invention is usually 3% by mass or less, preferably 0.01 to 1.5% by mass, and more preferably in the range of 0.1 to 1.0% by mass. The water content can be measured by the Karl Fischer method.

[0194] The coloring composition of the present invention can be used after adjusting the viscosity for the purpose of adjusting the film surface state (such as flatness) and the film thickness. The value of the viscosity can be appropriately selected as needed. For example, at 25°C, 0.3 mPa·s to 50 mPa·s is preferable, and 0.5 mPa·s to 20 mPa·s is more preferable. As a method for measuring the viscosity, for example, a cone plate type viscometer can be used and measured at a temperature adjusted to 25°C.

[0195] As the container for storing the coloring composition of the present invention, there is no particular limitation, and known containers can be used. Further, as the storage container, in order to suppress the mixing of impurities into the raw materials and the composition, it is also preferable to use a multilayer bottle having an inner wall of the container composed of six types of resins in six layers or a bottle having a seven-layer structure of six types of resins. Examples of such containers include the containers described in JP-A-2015-123351.

[0196] <Method for preparing the coloring composition> The coloring composition of the present invention can be prepared by mixing the above-described components. When preparing the coloring composition, all the components may be simultaneously dissolved and / or dispersed in a solvent to prepare the coloring composition, or, if necessary, each component may be appropriately prepared as two or more solutions or dispersions and these may be mixed at the time of use (coating) to prepare the coloring composition.

[0197] In addition, when preparing the coloring composition, it is preferable to include a process of dispersing the pigment. In the process of dispersing the pigment, examples of the mechanical force used for dispersing the pigment include compression, squeezing, impact, shear, cavitation, etc. Specific examples of these processes include bead mills, sand mills, roll mills, ball mills, paint shakers, microfluidizers, high-speed impellers, sand grinders, flow jet mixers, high-pressure wet atomization, ultrasonic dispersion, etc. In addition, in the grinding of the pigment in a sand mill (bead mill), it is preferable to perform the treatment under conditions that improve the grinding efficiency, such as using beads with a small diameter and increasing the filling rate of the beads. Further, it is preferable to remove coarse particles by filtration, centrifugation, etc. after the grinding treatment. In addition, the process and dispersing machine for dispersing the pigment can preferably use the processes and dispersing machines described in "The Complete Encyclopedia of Dispersion Technology, published by the Information Organization, Ltd., July 15, 2005", "Practical Comprehensive Data Collection on Dispersion Technology and Industrial Applications Centered on Suspensions (Solid / Liquid Dispersion Systems), published by the Publishing Department of the Management Development Center, October 10, 1978", and paragraph number 0022 of Japanese Patent Application Laid-Open No. 2015-157893. In addition, in the process of dispersing the pigment, the particle size reduction treatment may be performed in the salt milling step. For the materials, equipment, treatment conditions, etc. used in the salt milling step, for example, the descriptions in Japanese Patent Application Laid-Open No. 2015-194521 and Japanese Patent Application Laid-Open No. 2012-046629 can be referred to.

[0198] In the preparation of the coloring composition, for the purposes of removing foreign matters and reducing defects, etc., it is preferable to filter the coloring composition with a filter. As the filter, any filter that has been conventionally used for filtration purposes, etc. can be used without particular limitation. For example, filters made of materials such as fluororesins such as polytetrafluoroethylene (PTFE), polyamide resins such as nylon (for example, nylon-6, nylon-6,6), and polyolefin resins such as polyethylene and polypropylene (PP) (including high-density and ultra-high molecular weight polyolefin resins) can be mentioned. Among these materials, polypropylene (including high-density polypropylene) and nylon are preferable.

[0199] The pore diameter of the filter is preferably from 0.01 to 7.0 μm, more preferably from 0.01 to 3.0 μm, and still more preferably from 0.05 to 0.5 μm. If the pore diameter of the filter is within the above range, fine foreign matters can be removed more reliably. Regarding the pore diameter value of the filter, the nominal value of the filter manufacturer can be referred to. As the filter, various filters provided by Nippon Pole Co., Ltd. (such as DFA4201NIEY), Advantec Toyo Co., Ltd., Nippon Integris Co., Ltd. (former Nippon Microlith Co., Ltd.), and Kits Microfilter Co., Ltd. can be used.

[0200] Also, it is preferable to use a fibrous filter medium as the filter. Examples of the fibrous filter medium include polypropylene fiber, nylon fiber, and glass fiber. Commercially available products include the SBP type series (such as SBP008), TPR type series (such as TPR002 and TPR005), and SHPX type series (such as SHPX003) manufactured by Rock Techno Co., Ltd. When using the filter, different filters (for example, the first filter and the second filter, etc.) may be combined. In that case, the filtration by each filter may be performed only once or may be performed two or more times. Also, filters with different pore diameters may be combined within the above-mentioned range. Further, the filtration by the first filter may be performed only on the dispersion liquid, and after mixing other components, the filtration may be performed by the second filter.

[0201] <membrane> The membrane of the present invention is a membrane obtained from the above-described coloring composition of the present invention. The membrane of the present invention can be used for a color filter or the like. Specifically, it can be preferably used as a colored pixel of a color filter, and more specifically, it can be preferably used as a red pixel of a color filter. Also, the membrane of the present invention can be used as an infrared transmission filter.

[0202] 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 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.

[0203] <Red pixel> 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 for a color filter or the like. The red pixel of the present invention has a high color value and can achieve desired spectral characteristics with a thin film. The film thickness of the red pixel 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 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. The width of the red pixel is preferably 0.4 to 10.0 μm. The lower limit is preferably 0.4 μm or more, more preferably 0.5 μm or more, and even more preferably 0.6 μm or more. 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.

[0204] <Method for forming pixels> Next, the method for forming pixels will be described. The method for forming pixels can be manufactured through a step of applying the coloring composition of the present invention described above onto a support to form a coloring composition layer, and a step of forming a pattern on the coloring composition layer by a photolithography method or a dry etching method.

[0205] (Photolithography method) First, the case of forming a pattern by photolithography to form pixels will be described. Pattern formation by photolithography preferably includes a step of applying the above-described coloring composition of the present invention onto a support to form a coloring composition layer, a step of exposing the coloring composition layer in a pattern, and a step of developing and removing the unexposed portions of the exposed coloring composition layer. Hereinafter, each step will be described.

[0206] In the step of forming the coloring composition layer, the coloring composition is applied onto a support to form the coloring composition layer. The support is not particularly limited and can be appropriately selected according to the application. For example, a glass substrate, a silicon substrate, etc. may be mentioned, and a silicon substrate is preferred. Further, on the silicon substrate, a charge-coupled device (CCD), a complementary metal oxide semiconductor (CMOS), a transparent conductive film, etc. may be formed. Also, on the silicon substrate, a black matrix for isolating each pixel may be formed. Further, on the silicon substrate, an underlayer may be provided for improving adhesion to the upper layer, preventing diffusion of substances, or flattening the substrate surface. The surface contact angle of the underlayer is preferably 20 to 70° when measured with diiodomethane. Also, it is preferably 30 to 80° when measured with water. If the surface contact angle of the underlayer is within the above range, the coatability of the coloring composition is good. Adjustment of the surface contact angle of the underlayer can be performed by a method such as addition of a surfactant.

[0207] As a method for applying the coloring composition, known methods can be used. For example, the drop casting method; the slit coating method; the spray method; the roll coating method; the spin coating method; the casting coating method; the slit and spin method; the prewet method (for example, the method described in JP-A-2009-145395); inkjet (for example, the on-demand system, the piezo system, the thermal system), ejection system printing such as nozzle jet, flexographic printing, screen printing, gravure printing, reverse offset printing, various printing methods such as the metal mask printing method; the transfer method using a mold or the like; the nanoimprint method and the like. The application method in inkjet is not particularly limited, and examples include the method shown in "Spreading and Usable Inkjet - Infinite Possibilities in Patents -", published in February 2005, Sumitomo Precision Products Co., Ltd. (especially pages 115 to 133), and the methods described in JP-A-2003-262716, JP-A-2003-185831, JP-A-2003-261827, JP-A-2012-126830, JP-A-2006-169325 and the like. Further, regarding the method for applying the coloring composition, the descriptions of WO 2017 / 030174 and WO 2017 / 018419 can be referred to, and the contents thereof are incorporated herein.

[0208] The coloring composition layer formed on the support may be dried (prebaked). When manufacturing a film by a low-temperature process, prebaking may not be necessary. When prebaking is performed, the prebaking temperature is preferably 150°C or lower, more preferably 120°C or lower, and still more preferably 110°C or lower. The lower limit can be, for example, 50°C or higher, and can also be 80°C or higher. The prebaking time is preferably 10 to 300 seconds, more preferably 40 to 250 seconds, and still more preferably 80 to 220 seconds. Prebaking can be performed using a hot plate, an oven, or the like.

[0209] Next, the colored composition layer is exposed in a pattern (exposure step). For example, the colored composition layer can be exposed in a pattern by exposing it through a mask having a predetermined mask pattern using a stepper exposure machine, a scanner exposure machine, or the like. Thereby, the exposed portion can be cured.

[0210] Examples of the radiation (light) that can be used for exposure include g-line, i-line, etc. Also, light with a wavelength of 300 nm or less (preferably light with a wavelength of 180 - 300 nm) can be used. Examples of light with a wavelength of 300 nm or less include KrF line (wavelength 248 nm), ArF line (wavelength 193 nm), etc., and KrF line (wavelength 248 nm) is preferred. Also, light sources with longer wavelengths of 300 nm or more can be used.

[0211] Also, during exposure, light may be continuously irradiated for exposure, or pulsed irradiation for exposure (pulse exposure) may be performed. Note that pulse exposure is an exposure method in which light irradiation and pause are repeated in a short time cycle (for example, at the millisecond level or less).

[0212] The irradiation amount (exposure amount) is, for example, preferably 0.03 - 2.5 J / cm 2 and more preferably 0.05 - 1.0 J / cm 2 The oxygen concentration during exposure can be appropriately selected. In addition to performing it in the atmosphere, for example, exposure may be performed in a low-oxygen atmosphere with an oxygen concentration of 19% by volume or less (for example, 15% by volume, 5% by volume, or substantially oxygen-free), or exposure may be performed in a high-oxygen atmosphere with an oxygen concentration exceeding 21% by volume (for example, 22% by volume, 30% by volume, or 50% by volume). Also, the exposure illuminance can be appropriately set, and is usually 1000 W / m 2 ~100000 W / m 2 (for example, 5000 W / m 2 , 15000 W / m 2 , or 35000 W / m 2 ) and can be selected from the range. The oxygen concentration and the exposure illuminance can be appropriately combined. For example, an oxygen concentration of 10% by volume and an illuminance of 10000 W / m 2, the oxygen concentration is 35% by volume and the illuminance is 20000 W / m 2 and the like can be used.

[0213] Next, the unexposed portion of the colored composition layer after exposure is developed and removed (development step). The development and removal of the unexposed portion of the colored composition layer can be performed using a developer. As a result, the unexposed portion of the colored composition layer is eluted into the developer, and only the photocured portion remains. The temperature of the developer is preferably, for example, 20 to 30°C. The development time is preferably 20 to 180 seconds. Further, in order to improve the residue removability, the step of shaking off the developer every 60 seconds and further supplying a new developer may be repeated several times.

[0214] The developing solution includes organic solvents, alkaline developing solutions, etc., and an alkaline developing solution is preferably used. As the alkaline developing solution, an alkaline aqueous solution (alkaline developing solution) obtained by diluting an alkaline agent with pure water is preferred. Examples of the alkaline agent include organic alkaline compounds such as ammonia, ethylamine, diethylamine, dimethylethanolamine, diglycolamine, diethanolamine, hydroxyamine, 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 inorganic alkaline compounds such as sodium hydroxide, potassium hydroxide, sodium carbonate, sodium hydrogen carbonate, sodium silicate, and sodium metasilicate. A compound with a larger molecular weight is preferred for the alkaline agent from the viewpoints of the environment and safety. 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. Further, the developing solution may further contain a surfactant. From the viewpoints of convenience in transfer and storage, etc., the developing solution may be once manufactured as a concentrated solution and diluted to the required concentration at the time of use. The dilution ratio is not particularly limited, but can be set, for example, in the range of 1.5 to 100 times. Also, it is preferable to wash (rinse) with pure water after development. Also, the rinsing is preferably performed by supplying a rinsing solution to the colored composition layer after development while rotating the support on which the colored composition layer after development is formed. Also, it is preferable to move the nozzle for discharging the rinsing solution from the central part of the support to the peripheral part of the support. At this time, when moving the nozzle from the central part to the peripheral part of the support, the moving speed of the nozzle may be gradually decreased while moving. By performing rinsing in this way, the in-plane variation of the rinsing can be suppressed. Also, the same effect can be obtained by gradually decreasing the rotation speed of the support while moving the nozzle from the central part to the peripheral part of the support.

[0215] After development, it is preferable to perform additional exposure treatment or heat treatment (post-bake) after drying. The additional exposure treatment and post-bake are post-development curing treatments for making the curing complete. The heating temperature in the post-bake is preferably, for example, 100 to 240°C, more preferably 200 to 240°C. The post-bake can be performed continuously or batchwise on the film (pixels) after development using heating means such as a hot plate, a convection oven (hot air circulation dryer), or a high-frequency heater so as to meet the above conditions. When performing the additional exposure treatment, the light used for the exposure is preferably light with a wavelength of 400 nm or less. Also, the additional exposure treatment may be performed by the method described in Korean Patent Publication No. 10-2017-0122130.

[0216] (Dry etching method) Pattern formation by the dry etching method includes a step of forming a colored composition layer on a support using the above-described colored composition of the present invention and curing the entire colored composition layer to form a cured product layer, a step of forming a photoresist layer on the cured product layer, a step of exposing the photoresist layer in a pattern and then developing it to form a resist pattern, and a step of dry etching the cured product layer using an etching gas with the resist pattern as a mask. It is preferable to further perform a pre-bake treatment in the formation of the photoresist layer. In particular, as the photoresist layer formation process, a form in which a heat treatment after exposure and a heat treatment after development (post-bake treatment) are carried out is desirable. Regarding pattern formation by the dry etching method, the descriptions in paragraphs Nos. 0010 to 0067 of JP-A-2013-064993 can be referred to, and this content is incorporated herein.

[0217] <Color filter> Next, the color filter of the present invention will be described. The color filter of the present invention has the film of the present invention described above. Specifically, as the colored pixels of the color filter, it has the film of the present invention. The color filter of the present invention preferably has the film of the present invention as the red pixels of the color filter. In addition, it is also preferable that the color filter of the present invention has a red pixel, a blue pixel, and a green pixel obtained using the coloring composition of the present invention described above. The color filter of the present invention can be used in solid-state imaging devices such as CCD (charge-coupled device) and CMOS (complementary metal oxide semiconductor), and image display devices.

[0218] In the color filter of the present invention, the film thickness of the film can be appropriately adjusted according to the purpose. 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.

[0219] 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 more, more preferably 0.5 μm or more, and even more preferably 0.6 μm or more. 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 still more preferably 0.8 μm or less. Also, the Young's modulus of the pixels is preferably 0.5 to 20 GPa, and more preferably 2.5 to 15 GPa.

[0220] 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 even more preferably 15 nm or less. The lower limit is not defined, but for example, it is preferably 0.1 nm or more. The surface roughness of the pixel can be measured using, for example, an AFM (atomic force microscope) Dimension 3100 manufactured by Veeco. Also, the contact angle of water on the pixel can be set to an appropriate preferred value, but typically, it is in the range of 50 to 110°. The contact angle can be measured using, for example, a contact angle meter CV-DT·A type (manufactured by Kyowa Interface Science Co., Ltd.). Also, the volume resistivity of the pixel is preferably high. Specifically, the volume resistivity of the pixel is 10 9 Ω·cm or more, preferably 1011 More preferably, it is above Ω·cm. Although there is no defined upper limit, for example, it is 10 14 Preferably, it is below Ω·cm. The volume resistivity of the pixel can be measured using, for example, the ultra-high resistance meter 5410 (manufactured by Advantest Corporation).

[0221] In the color filter, a protective layer may be provided on the surface of the film (pixel) of the present invention. By providing the protective layer, various functions such as oxygen barrier, low reflection, hydrophilic / hydrophobic modification, and shielding of light of a specific wavelength (ultraviolet light, near-infrared light, etc.) can be imparted. The thickness of the protective layer is preferably 0.01 to 10 μm, more preferably 0.1 to 5 μm. Examples of the method for forming the protective layer include a method of applying a resin composition dissolved in an organic solvent, a chemical vapor deposition method, and a method of attaching a molded resin with an adhesive. Examples of the components constituting the protective layer include (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, polyamideimide resin, polyolefin resin, cyclic olefin resin, polyester resin, styrene resin, polyol resin, polyvinylidene chloride resin, melamine resin, urethane resin, aramid 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. Two or more of these components may be contained. For example, in the case of a protective layer for the purpose of oxygen barrier, the protective layer preferably contains a polyol resin, SiO2, and Si2N4. Also, in the case of a protective layer for the purpose of low reflection, the protective layer preferably contains a (meth)acrylic resin and a fluororesin.

[0222] When forming a protective layer by applying a resin composition, known methods such as spin coating, casting, screen printing, inkjet printing, etc. can be used as the application method of the resin composition. As the organic solvent contained in the resin composition, known organic solvents (for example, propylene glycol 1-monomethyl ether 2-acetate, cyclopentanone, ethyl lactate, etc.) can be used. When forming the protective layer by chemical vapor deposition, as the chemical vapor deposition method, known chemical vapor deposition methods (thermal chemical vapor deposition, plasma chemical vapor deposition, photo chemical vapor deposition) can be used.

[0223] The protective layer may contain additives such as organic and inorganic fine particles, absorbers of light with specific wavelengths (for example, ultraviolet rays, near-infrared rays, etc.), refractive index adjusters, antioxidants, adhesives, surfactants, etc., as necessary. Examples of the organic and inorganic fine particles include, for example, polymer fine particles (for example, silicone resin fine particles, polystyrene fine particles, melamine resin fine particles), titanium oxide, zinc oxide, zirconium oxide, indium oxide, aluminum oxide, titanium nitride, oxynitride titanium, magnesium fluoride, hollow silica, silica, calcium carbonate, barium sulfate, etc. Known absorbers can be used as the absorber of light with a specific wavelength. The content of these additives can be adjusted as appropriate, but is preferably 0.1 to 70% by mass, more preferably 1 to 60% by mass, based on the total mass of the protective layer.

[0224] Also, as the protective layer, the protective layer described in paragraphs 0073 to 0092 of JP-A-2017-151176 can also be used.

[0225] The color filter may have a structure in which each pixel is embedded in a space partitioned, for example, in a lattice shape by partition walls.

[0226] <Solid-state imaging device> The solid-state imaging device of the present invention has the film of the present invention described above. The configuration 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. For example, the following configurations can be mentioned.

[0227] On a substrate, there are a plurality of photodiodes constituting a light-receiving area of a solid-state imaging device (such as a CCD (charge-coupled device) image sensor, a CMOS (complementary metal-oxide semiconductor) image sensor, etc.) and transfer electrodes made of polysilicon or the like. There is a light-shielding film with an opening only in the light-receiving part of the photodiode on the photodiode and the transfer electrode. There is a device protection film made of silicon nitride or the like formed so as to cover the entire surface of the light-shielding film and the light-receiving part of the photodiode on the light-shielding film. On the device protection film, there is a configuration having a color filter. Further, a configuration having condensing means (for example, a microlens or the like. The same applies hereinafter) on the device protection film and below the color filter (on the side closer to the substrate), or a configuration having condensing means on the color filter may be used. Also, the color filter may have a structure in which each colored pixel is embedded in a space partitioned, for example, in a lattice shape by partition walls. In this case, it is preferable that the partition walls have a low refractive index with respect to each colored pixel. Examples of imaging devices having such a structure include the devices described in JP-A-2012-227478, JP-A-2014-179577, and WO 2018 / 043654. The imaging device including the solid-state imaging device of the present invention can be used not only for a digital camera and an electronic device having an imaging function (such as a mobile phone), but also for an in-vehicle camera and a surveillance camera.

[0228] <Image display device> The image display device of the present invention has the film of the present invention described above. Examples of the image display device include a liquid crystal display device and an organic electroluminescence display device. Regarding the definition of the image display device and the details of each image display device, they are described, for example, in "Electronic Display Devices (by Akio Sasaki, Industrial Research Institute, Inc., published in 1990)", "Display Devices (by Junsho Ibuki, Sangyo Tosho Co., Ltd., published in 1991)", and the like. Also, regarding liquid crystal display devices, they are described, for example, in "Next-Generation Liquid Crystal Display Technology (edited by Tatsuo Uchida, Industrial Research Institute, Inc., published in 1994)". There is no particular limitation on the liquid crystal display device to which the present invention can be applied, and it can be applied to various types of liquid crystal display devices described in the above "Next-Generation Liquid Crystal Display Technology", for example.

[0229] <Kit> The kit of the present invention includes the coloring composition of the present invention described above, the coloring composition for forming blue pixels, and the coloring composition for forming green pixels. The kit of the present invention is preferably used as a kit for manufacturing color filters. The coloring composition of the present invention used in the kit is preferably a coloring composition for forming red pixels. That is, the kit of the present invention is preferably a kit for manufacturing a color filter provided with red pixels, blue pixels, and green pixels.

[0230] The coloring composition for forming blue pixels and the coloring composition for forming green pixels preferably each contain a coloring material and a curable compound. Examples of the curable compound include the materials described above. The coloring composition for forming blue pixels and the coloring composition for forming green pixels may further contain a pigment derivative, a solvent, a photopolymerization initiator, a surfactant, a silane coupling agent, an ultraviolet absorber, a polymerization inhibitor, and the like. Examples of these materials include those described above.

[0231] The coloring material used in the coloring composition for forming blue pixels preferably contains at least a blue coloring material, and more preferably contains a blue coloring material and a purple coloring material, respectively. The coloring material used in the coloring composition for forming green pixels preferably contains at least a green coloring material, and more preferably contains a green coloring material and a yellow coloring material, respectively.

Examples

[0232] The present invention will be described more specifically with reference to the following examples. The materials, amounts used, ratios, treatment contents, treatment procedures, etc. shown in the following examples can be appropriately changed without departing from the spirit of the present invention. Therefore, the scope of the present invention is not limited to the specific examples shown below.

[0233] <Method for Measuring Weight-Average Molecular Weight> The weight average molecular weight (Mw) of the resin was calculated by GPC (Gel permeation chromatography) measurement under the following measurement conditions. Column types: Columns connected with TOSOH TSKgel Super HZM-H, TOSOH TSKgel Super HZ4000, and TOSOH TSKgel Super HZ2000 Developing solvent: Tetrahydrofuran Column temperature: 40 °C Flow rate (sample injection volume): 1.0 μL (sample concentration 0.1 mass%) Apparatus name: HLC-8220GPC manufactured by Tosoh Corporation Detector: Differential refractometer (RI detector) Calibration curve-based resin: Polystyrene resin

[0234] <Manufacture of dispersion liquid> (Dispersion liquid formulation 1) A mixed solution of 13 parts by mass in total of a pigment and a pigment derivative, 15 parts by mass of a dispersant, and 72 parts by mass of a solvent was mixed and dispersed using a bead mill (zirconia beads with a diameter of 0.1 mm) for 3 hours to prepare a dispersion liquid. Then, using a high-pressure disperser NANO-3000-10 (manufactured by Nippon Bee International Co., Ltd.) equipped with a decompression mechanism, under the conditions of a pressure of 2000 kg / cm 3 and a flow rate of 500 g / min, a dispersion treatment was performed. This dispersion treatment was repeated up to 10 times in total to obtain a dispersion liquid. The pigment, pigment derivative, and dispersant used the materials shown in the following table respectively.

[0235] (Dispersion liquid formulation 2) A mixed solution of 12 parts by mass in total of a pigment and a pigment derivative, 10 parts by mass of a dispersant, and 78 parts by mass of a solvent was mixed and dispersed using a bead mill (zirconia beads with a diameter of 0.1 mm) for 3 hours to prepare a dispersion liquid. Then, using a high-pressure disperser NANO-3000-10 (manufactured by Nippon Bee International Co., Ltd.) equipped with a decompression mechanism, under the conditions of a pressure of 2000 kg / cm 3Under the conditions of a flow rate of 500 g / min, dispersion treatment was carried out. This dispersion treatment was repeated up to 10 times in total to obtain a dispersion liquid. Note that for the pigment, pigment derivative, and dispersant, the materials shown in the following table were used respectively.

[0236] (Dispersion liquid formulation 3) A mixed solution of a total 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 using a bead mill (zirconia beads with a diameter of 0.1 mm) for 3 hours to prepare a dispersion liquid. Then, using a high-pressure disperser NANO-3000-10 (manufactured by Nippon BEE International Co., Ltd.) with a decompression mechanism, under the conditions of a pressure of 2000 kg / cm 3 Under the conditions of a flow rate of 500 g / min, dispersion treatment was carried out. This dispersion treatment was repeated up to 10 times in total to obtain a dispersion liquid. Note that for the pigment, pigment derivative, and dispersant, the materials shown in the following table were used respectively.

[0237] (Dispersion liquid formulation 4) A mixed solution of a total of 12 parts by mass of colorant and pigment derivative, 10 parts by mass of dispersant, and 78 parts by mass of solvent was mixed and dispersed using a bead mill (zirconia beads with a diameter of 0.1 mm) for 3 hours to prepare a dispersion liquid. Then, using a high-pressure disperser NANO-3000-10 (manufactured by Nippon BEE International Co., Ltd.) with a decompression mechanism, under the conditions of a pressure of 2000 kg / cm 3 Under the conditions of a flow rate of 500 g / min, dispersion treatment was carried out. This dispersion treatment was repeated up to 10 times in total to obtain a dispersion liquid. Note that for the colorant, pigment derivative, and dispersant, the materials shown in the following table were used respectively.

[0238]

Table 1

Table 2

[0239]

Table 3

Table 4

[0240]

Table 5

Table 6

[0241]

Table 7

Table 8

[0242]

Table 9

Table 10

[0243] The details of the materials indicated by the abbreviations in the table showing the formulation of the above dispersion are as follows.

[0244] (Colorant) P-1: C.I. Pigment Red 177 (Red Pigment) P-2, P-102: C.I. Pigment Red 254 (Red Pigment) P-3: C.I. Pigment Red 264 (Red Pigment) P-4: C.I. Pigment Red 269 (Red Pigment) P-5, P-101: C.I. Pigment Red 272 (Red Pigment) P-6, P-103: C.I. Pigment Red 291 (Red Pigment) P-7: C.I. Pigment Red 296 (Red Pigment) P-8: C.I. Pigment Red 297 (Red Pigment) P-9: C.I. Pigment Yellow 129 (Yellow Pigment) P-10: C.I. Pigment Yellow 138 (Yellow Pigment) P-11, P-115: C.I. Pigment Yellow 139 (yellow pigment) P-12: C.I. Pigment Yellow 150 (yellow pigment) P-13, P-116: C.I. Pigment Yellow 185 (yellow pigment) P-14: C.I. Pigment Yellow 215 (yellow pigment) P-15: C.I. Pigment Yellow 231 (yellow pigment) P-16: C.I. Pigment Yellow 233 (yellow pigment)

[0245] P-104: Compound with the following structure (red dye, perylene dye)

Chemical formula

[0246] P-105: Compound with the following structure (red dye, perylene dye)

Chemical formula

[0247] P-106: Compound with the following structure (red dye, xanthene dye)

Chemical formula

[0248] P-107: Compound with the following structure (red dye, xanthene dye)

Chemical formula

[0249] P-108: Compound with the following structure (red dye, tetraazaporphyrin dye)

Chemical formula

[0250] P-109: Compound with the following structure (red pigment, perylene pigment) [Chemical formula]

[0251] P-110: Lumogen F Orange 240 (manufactured by BASF, red pigment, perylene pigment) P-111: C.I. Pigment Red 179 (red pigment, perylene pigment)

[0252] P-112: Mixture of compounds with the following structure (red pigment, xanthene pigment) [Chemical formula]

[0253] P-113: Compound with the following structure (red pigment, xanthene pigment) [Chemical formula]

[0254] P-114: C.I. Pigment Red 81:4 (red pigment, xanthene pigment)

[0255] P-117: Compound with the following structure (yellow pigment, isoindoline pigment) [Chemical formula]

[0256] P-118: Compound with the following structure (cyan dye, squarylium dye) [Chemical formula]

[0257] P-119: Compound with the following structure (cyan pigment, triarylmethane pigment) [Chemical formula]

[0258] P-120: 40 parts by mass of a compound having the following structure, 25 parts by mass of benzyl methacrylate, 20 parts by mass of methacrylic acid, and a copolymer with N-benzylmaleimide (cyan dye)

Chemical formula

[0259] P-121: A compound having the following structure (cyan dye, squarylium dye)

Chemical formula

[0260] P-122: A compound having the following structure (cyan dye, squarylium dye)

Chemical formula

[0261] P-123: C.I. Pigment Blue 15:6 (blue pigment) P-124: C.I. Pigment Violet 23 (violet pigment)

[0262] P-125: A compound having the following structure (near-infrared absorbing pigment, pyrrolopyrrole pigment)

Chemical formula

[0263] (Pigment derivative) Syn-1: A compound having the following structure (quinophthalone compound)

Chemical formula

Chemical formula

Chemical formula

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[0264] (Dispersant) D-1: Resin solution of Resin D-1 synthesized by the following method (solid content concentration: 30% by mass). 50 parts by mass of methyl methacrylate, 30 parts by mass of n-butyl methacrylate, 20 parts by mass of t-butyl methacrylate, and 45.4 parts by mass of propylene glycol monomethyl ether acetate (PGMEA) were charged into a reaction vessel, and the atmosphere gas was replaced with nitrogen gas. The inside of the reaction vessel was heated to 70 °C, 6 parts by mass of 3-mercapto-1,2-propanediol was added, and further 0.12 parts by mass of AIBN (azobisisobutyronitrile) was added, followed by reacting for 12 hours. It was confirmed by solid content measurement that 95% had reacted. Next, 9.7 parts by mass of pyromellitic dianhydride, 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 carried out at 120 °C for 7 hours. It was confirmed by acid value measurement that 98% or more of the acid anhydride had been half-esterified, and the reaction was terminated. PGMEA was added to adjust the non-volatile content (solid content concentration) to 30% by mass, and a resin solution of resin D-1 having the following structure with an acid value of 43 mgKOH / g and a weight average molecular weight (Mw) of 9000 was obtained. [Chemical formula]

[0265] D-2: A resin solution (solid content concentration: 30% by mass) of resin D-2 synthesized by the following method. 6.0 parts by mass of 3-mercapto-1,2-propanediol, 9.5 parts by mass of pyromellitic dianhydride, 62 parts by mass of PGMEA, and 0.2 parts by mass of 1,8-diazabicyclo-[5.4.0]-7-undecene were charged into a reaction vessel, and the atmosphere gas was replaced with nitrogen gas. The inside of the reaction vessel was heated to 100 °C and reacted for 7 hours. After confirming by acid value measurement that 98% or more of the acid anhydride was half-esterified, the temperature inside the system was cooled to 70 °C, and 53.5 parts by mass of a PGMEA solution in which 65 parts by mass of methyl methacrylate, 5.0 parts by mass of ethyl acrylate, 15 parts by mass of t-butyl acrylate, 5.0 parts by mass of methacrylic acid, 10 parts by mass of hydroxyethyl methacrylate, and 0.1 parts by mass of 2,2'-azobisisobutyronitrile were dissolved was added, and the reaction was carried out for 10 hours. The reaction was terminated after confirming by solid content measurement that the polymerization had proceeded by 95%. PGMEA was added to adjust the non-volatile content (solid content concentration) to 30% by mass, and a resin solution of resin D-2 having an acid value of 70.5 mgKOH / g and a weight average molecular weight (Mw) of 10,000 with the following structure was obtained.

Chemical formula

[0266] D-3: A resin solution of resin D-3 synthesized by the following method (solid content concentration: 30% by mass). In the synthesis of resin D-1, except that 20 parts by mass of t-butyl methacrylate was changed to 20 parts by mass of (3-ethyloxetan-3-yl)methyl methacrylate, in the same manner, a resin solution of resin D-3 having an acid value of 43 mgKOH / g and a weight average molecular weight (Mw) of 9,000 with the following structure was obtained.

Chemical formula

[0267] D-4: A resin solution of resin D-4 synthesized by the following method (solid content concentration: 30% by mass). 108 parts by mass of 1-thioglycerol, 174 parts by mass of pyromellitic dianhydride, 650 parts by mass of methoxypropyl acetate, and 0.2 parts by mass of monobutyltin oxide as a catalyst were charged into a reaction vessel. After replacing the atmospheric gas with nitrogen gas, the mixture was reacted at 120 °C for 5 hours (first step). It was confirmed by acid value measurement that 95% or more of the acid anhydride was half-esterified. Next, 160 parts by mass of the compound obtained in the first step in terms of solid content, 200 parts by mass of 2-hydroxypropyl methacrylate, 200 parts by mass of ethyl acrylate, 150 parts by mass of t-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 were charged into a reaction vessel. The inside of the reaction vessel was heated to 80 °C, 1.2 parts by mass of 2,2'-azobis(2,4-dimethylvaleronitrile) was added, and the mixture was reacted for 12 hours (second step). It was confirmed by solid content measurement that 95% had reacted. 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 charged into a reaction vessel, and the reaction was carried out until the disappearance of the peak at 2270 cm -1 based on the isocyanate group was confirmed (third step). After confirming the disappearance of the peak, the reaction solution was cooled, PGMEA was added to adjust the non-volatile content (solid content concentration) to 30% by mass, and a resin solution of resin D-4 having an acid value of 68 mg KOH / g, an ethylenically unsaturated bond valence of 0.62 mmol / g, and a weight average molecular weight (Mw) of 13,000 and having the following structure was obtained. [Chemical formula]

[0268] D-5: A 30% by mass PGMEA solution of a resin having the following structure (the numerical values attached to the main chain are molar ratios, and the numerical values attached to the side chain are the number of repeating units. Weight average molecular weight 16,000, acid value 67 mg KOH / g) [Chemical formula]

[0269] D-6: A 30 mass% PGMEA solution of a resin having the following structure (the numerical values attached to the main chain are molar ratios, and the numerical values attached to the side chain are the number of repeating units. Weight average molecular weight: 20,000) [Chemical formula]

[0270] D-7: A solution prepared by adding PGMEA to DISPERBYK-111 (manufactured by BYK Chemie) to adjust the non-volatile content (solid content concentration) to 30 mass% D-8: A solution prepared by adding PGMEA to BYK-LPN-21116 (manufactured by BYK Chemie) to adjust the non-volatile content (solid content concentration) to 30 mass% D-9: A solution prepared by adding PGMEA to Solsperse 20000 (manufactured by Lubrizol Japan Ltd.) to adjust the non-volatile content (solid content concentration) to 30 mass% D-10: A solution prepared by adding PGMEA to Ajisper PB821 (manufactured by Ajinomoto Fine-Techno Co., Inc.) to adjust the non-volatile content (solid content concentration) to 30 mass% D-101: A solution prepared by adding PGMEA to BYK-LPN-6919 (manufactured by BYK Chemie) to adjust the non-volatile content (solid content concentration) to 30 mass%

[0271] (Solvent) S-1, S-101: Propylene glycol monomethyl ether acetate (PGMEA) S-102: Propylene glycol monomethyl ether S-103: Cyclopentanone S-104: Anisole S-105: Diacetone alcohol

[0272] [Manufacture of the coloring composition] Each material was mixed at the ratios of Formulations 1 to 9 shown below, and each colored composition was produced by filtering through a nylon filter with a pore size of 0.45 μm (manufactured by Nippon Pall Co., Ltd.). Examples 1 to 4, 9 to 104, and Comparative Example 1 and Comparative Example 2 are colored compositions for photolithography, and Examples 5 to 8 are colored compositions for dry etching. In the following table, the value of the pigment content in the total solid content of the colored composition is described in the column of "pigment concentration".

[0273] (Formulation 1) Dispersion liquid described in the following table... 31.2 parts by mass Polymerizable monomer described in the following table... 4.5 parts by mass Binder described in the following table... 15.6 parts by mass Photoinitiator described in the following table... 0.4 parts by mass Surfactant described in the following table... 0.0001 parts by mass Polymerization inhibitor described in the following table... 0.00135 parts by mass Solvent described in the following table... 48.3 parts by mass

[0274] (Formulation 2) Dispersion liquid described in the following table... 46.7 parts by mass Polymerizable monomer described in the following table... 3.4 parts by mass Binder described in the following table... 6.4 parts by mass Photoinitiator described in the following table... 0.7 parts by mass Surfactant described in the following table... 0.0001 parts by mass Polymerization inhibitor described in the following table... 0.00135 parts by mass Solvent described in the following table... 42.8 parts by mass

[0275] (Formulation 3) Dispersion liquid described in the following table... 67.5 parts by mass Polymerizable monomer described in the following table... 1.3 parts by mass Binder described in the following table... 6.7 parts by mass Photoinitiator described in the following table... 0.7 parts by mass Surfactant described in the following table ··· 0.0001 parts by mass Polymerization inhibitor described in the following table ··· 0.00135 parts by mass Solvent described in the following table ··· 23.8 parts by mass

[0276] (Formulation 4) Dispersion described in the following table ··· 78.8 parts by mass Polymerizable monomer described in the following table ··· 0.6 parts by mass Binder described in the following table ··· 5.5 parts by mass Photoinitiator described in the following table ··· 0.5 parts by mass Surfactant described in the following table ··· 0.0001 parts by mass Polymerization inhibitor described in the following table ··· 0.00135 parts by mass Solvent described in the following table ··· 14.7 parts by mass

[0277] (Formulation 5) Dispersion described in the following table ··· 90.0 parts by mass Additive described in the following table ··· 0.5 parts by mass Surfactant described in the following table ··· 0.0001 parts by mass Polymerization inhibitor described in the following table ··· 0.00135 parts by mass Solvent described in the following table ··· 9.5 parts by mass

[0278] (Formulation 6) Dispersion described in the following table ··· 93.7 parts by mass Surfactant described in the following table ··· 0.0001 parts by mass Polymerization inhibitor described in the following table ··· 0.00135 parts by mass Solvent described in the following table ··· 6.3 parts by mass

[0279] (Formulation 7) Dispersion described in the following table ··· 78.8 parts by mass Polymerizable monomer described in the following table ··· 0.6 parts by mass Binder described in the following table ··· 4.3 parts by mass Photoinitiator described in the following table ··· 0.5 parts by mass Additive described in the following table ··· 0.3 parts by mass Surfactant described in the following table ··· 0.0001 parts by mass Polymerization inhibitor described in the following table ··· 0.00135 parts by mass Solvent described in the following table ··· 15.6 parts by mass

[0280] (Formulation 8) Dispersion described in the following table ··· 26.0 parts by mass Polymerizable monomer described in the following table ··· 4.9 parts by mass Binder described in the following table ··· 18.5 parts by mass Photoinitiator described in the following table ··· 0.4 parts by mass Surfactant described in the following table ··· 0.0001 parts by mass Polymerization inhibitor described in the following table ··· 0.00135 parts by mass Solvent described in the following table ··· 50.2 parts by mass

[0281] (Formulation 9) Dispersion described in the following table ··· 15.6 parts by mass Polymerizable monomer described in the following table ··· 5.5 parts by mass Binder described in the following table ··· 24.2 parts by mass Photoinitiator described in the following table ··· 0.4 parts by mass Surfactant described in the following table ··· 0.0001 parts by mass Polymerization inhibitor described in the following table ··· 0.00135 parts by mass Solvent described in the following table ··· 54.3 parts by mass

[0282] (Formulation 10) Dispersion described in the following table ··· 67.5 parts by mass Polymerizable monomer described in the following table ··· 1.3 parts by mass Binder described in the following table ··· 6.7 parts by mass Photoinitiator described in the following table ··· 0.4 parts by mass Additive described in the following table ··· 0.3 parts by mass Surfactant described in the following table ··· 0.0001 parts by mass Polymerization inhibitor described in the following table... 0.00135 parts by mass Solvent described in the following table... 23.8 parts by mass

[0283]

Table 11

Table 12

Table 13

Table 14

Table 15

Table 16

Table 17

Table 18

Table 19

Table 20

Table 21

Table 22

Table 23

Table 24

[0284] The details of the materials indicated by the abbreviations in the table showing the formulation of the above coloring composition are as follows.

[0285] (Dispersion liquid) Dispersion liquids 1 to 77, 201 to 219, 301 to 319, r1: The above-mentioned dispersion liquids 1 to 77, 201 to 219, 301 to 319, r1. Note that the dispersion liquids 1 to 77, 201 to 219, 301 to 319, r1 are all dispersion liquids containing C.I. Pigment Red 272.

[0286] (Polymerizable monomer) M-1, M-102: Compounds with the following structures

Chemical formula

Chemical formula

Chemical formula

[0287] (Photoinitiator) I-1: Irgacure OXE01 (manufactured by BASF, oxime compound) I-2, I-101: Irgacure OXE02 (manufactured by BASF, oxime compound) I-3 to I-8: Compounds with the following structures

Chemical formula

Chem.

Chem.

[0288] (Binder) B-1: 20 mass% PGMEA solution of the resin with the following structure (weight average molecular weight 11000, the numerical values attached to the main chain represent the molar ratio of repeating units.)

Chem.

Chem.

Chem.

Chem.

[0289] (Additive) A-1: EHPE3150 (manufactured by Daicel Corporation, 1,2-epoxy-4-(2-oxiranyl) cyclohexane adduct of 2,2'-bis(hydroxymethyl)-1-butanol) A-101: EAB-F (manufactured by Hodogaya Chemical Co., Ltd., 4,4'-bis(diethylamino) benzophenone, sensitizer) A-102: Sumisorb 130 (manufactured by Sumika Chemtex Corporation, 2-hydroxy-4-n-octoxybenzophenone, ultraviolet absorber) A-103: Sumisorb 200 (manufactured by Sumika Chemtex Corporation, 2-(2-hydroxy-5-methylphenyl) benzotriazole, ultraviolet absorber)

[0290] (Surfactant) Su-1: Compound with the following structure (weight average molecular weight 14000). In the following formula, the % indicating the ratio of repeating units is mol%. (Fluorine-based surfactant) [Chemical formula] SU-2: FZ-2122 (manufactured by Dow Corning Toray Co., Ltd., silicone-based surfactant) Su-101: SH8400 (manufactured by Dow Corning Toray Co., Ltd., silicone-based surfactant) Su-102: KF-6001 (manufactured by Shin-Etsu Chemical Co., Ltd., silicone-based surfactant, both-terminal carbinol-modified polydimethylsiloxane, hydroxyl value 62 mgKOH / g)

[0291] (Polymerization inhibitor) In-1: p-methoxyphenol

[0292] (Solvent) S-1, S-101: Propylene glycol monomethyl ether acetate (PGMEA) S-2: Propylene glycol monomethyl ether S-3: Cyclopentanone

[0293] [Method for forming pixels] (Examples 1 to 4, 9 to 104, 201 to 230, 301 to 343, Comparative Example 1, Comparative Example 2) On a silicon wafer with a diameter of 8 inches (20.32 cm), a composition for an underlayer was applied by spin coating, then heated at 100°C for 2 minutes using a hot plate, and then heated at 230°C for 2 minutes using a hot plate to form an underlayer with a film thickness of 10 nm. Details of the composition for the underlayer will be described later. Next, on the silicon wafer on which the underlayer was formed, the coloring compositions of Examples 1 to 4, 9 to 104, 201 to 230, 301 to 343, Comparative Example 1, and Comparative Example 2 were applied by spin coating so that the film thickness after film formation was 0.4 μm, and then heated at 100°C for 2 minutes using a hot plate. Then, using an i-line stepper exposure apparatus FPA - 3000i5+ (manufactured by Canon Inc.), through a mask having an island pattern of 1.0 μm, exposure was performed at an exposure dose of 150 mJ / cm 2 After that, the silicon wafer was stored in an environment of a temperature of 23°C and a humidity of 50% for 30 minutes, and then paddle development was performed at 23°C for 60 seconds using a 0.3 mass% aqueous solution of tetramethylammonium hydroxide (TMAH). Then, rinsing was performed by spin shower, and after further washing with pure water, heating was performed at 220°C for 5 minutes using a hot plate to form pixels of the island pattern.

[0294] (Examples 5 to 8) On a silicon wafer with a diameter of 8 inches (20.32 cm), a composition for an underlayer was applied by spin coating, then heated at 100°C for 2 minutes using a hot plate, and then heated at 230°C for 2 minutes using a hot plate to form an underlayer with a film thickness of 10 nm. Details of the composition for the underlayer will be described later. Next, on the silicon wafer on which the underlayer was formed, the coloring compositions of Examples 5 to 8 were applied by spin coating so that the film thickness after film formation was 0.4 μm, and then heated at 100°C for 2 minutes using a hot plate, and then heated at 220°C for 5 minutes to form a cured film. For the cured film, pixels of an island pattern of 1.0 μm were formed by a dry etching method.

[0295] The composition for the underlayer was manufactured by mixing the following raw materials. Resin A ··· 0.7 parts by mass Surfactant A ··· 0.8 parts by mass Propylene glycol monomethyl ether acetate (PGMEA) ··· 98.5 parts by mass

[0296] Details of the raw materials are as follows. Resin A: Cyclomer P (ACA) 230AA (manufactured by Daicel Corporation, acid value = 30 mgKOH / g, weight average molecular weight 15000, 54 mass% PGME solution) Surfactant A: A 0.2 mass% PGMEA solution of the compound having the following structure (weight average molecular weight 14000, the numerical values of the percentages indicating the ratio of repeating units are in mol%. Fluorine-based surfactant) [Chemical formula]

[0297] [Evaluation of foreign substances] Regarding a silicon wafer on which island pattern pixels were formed, after performing a thermo-hygrostat test (holding for 528 hours in an environment of temperature 110 °C and humidity 85%), 30 points on the silicon wafer surface were observed with an optical microscope to confirm the presence or absence of foreign substances in the film. The evaluation results are shown in the following table. 7: The number of locations where foreign substances were observed after the thermo-hygrostat test was 0 6: The number of locations where foreign substances were observed after the thermo-hygrostat test was 1 - 5 5: The number of locations where foreign substances were observed after the thermo-hygrostat test was 6 - 10 4: The number of locations where foreign substances were observed after the thermo-hygrostat test was 11 - 15 3: The number of locations where foreign substances were observed after the thermo-hygrostat test was 16 - 20 2: The number of locations where foreign substances were observed after the thermo-hygrostat test was 21 - 25 1: The number of locations where foreign substances were observed after the thermo-hygrostat test was 26 - 30

[0298] [Table 25]

[0299]

Table 26

Table 27

[0300] As shown in the above table, the coloring compositions of the examples were able to form a film with the generation of foreign matters suppressed even after the constant temperature and humidity test. Further, the films obtained from the coloring compositions of Examples 1 to 104 and 201 to 230 had a high red color value and had preferable spectral characteristics as the red coloring pixels of the color filter.

[0301] (Example 1001) On a silicon wafer, a green coloring composition was applied by spin coating so that the film thickness after film formation became 0.4 μm. Next, it was heated at 100 °C for 2 minutes using a hot plate. Next, using an i-line stepper exposure apparatus FPA-3000i5+ (manufactured by Canon Inc.), it was exposed through a mask of a 1.0 μm square dot pattern with an exposure amount of 1000 mJ / cm 2 Then, paddle development was performed at 23 °C for 60 seconds using a 0.3 mass% aqueous solution of tetramethylammonium hydroxide (TMAH). Then, it was rinsed with a spin shower and further washed with pure water. Next, the green coloring composition was patterned to form green pixels by heating at 220 °C for 5 minutes using a hot plate. Similarly, the red coloring composition and the blue coloring composition were patterned by the same process to sequentially form red pixels and blue pixels, thereby forming a color filter having green pixels, red pixels, and blue pixels. In this color filter, the green pixels were formed in a Bayer pattern, and red pixels and blue pixels were formed in an island pattern in the adjacent regions. The obtained color filter was incorporated into a solid-state imaging device according to a known method. This solid-state imaging device had a suitable image recognition ability. Note that the coloring composition of Example 43 was used as the red coloring composition. Details of the green coloring composition and the blue coloring composition will be described later.

[0302] (Preparation of Green Coloring Composition) The following components were mixed and stirred, and then filtered through a nylon filter with a pore size of 0.45 μm (manufactured by Nippon Pall Co., Ltd.) to prepare a green coloring composition. Green Pigment Dispersion: 73.7 parts by mass Resin 101: 0.3 parts by mass Polymerizable Compound 101: 1.2 parts by mass Photoinitiator 101: 0.6 parts by mass Surfactant 101: 4.2 parts by mass PGMEA: 19.5 parts by mass

[0303] (Preparation of Blue Coloring Composition) The following components were mixed and stirred, and then filtered through a nylon filter with a pore size of 0.45 μm (manufactured by Nippon Pall Co., Ltd.) to prepare a blue coloring composition. Blue Pigment Dispersion: 44.9 parts by mass Resin 101: 2.1 parts by mass Polymerizable Compound 101: 1.5 parts by mass Polymerizable Compound 102: 0.7 parts by mass Photoinitiator 101: 0.8 parts by mass Surfactant 101: 4.2 parts by mass PGMEA: 45.8 parts by mass

[0304] The raw materials used for the preparation of the green coloring composition and the blue coloring composition are as follows.

[0305] Green Pigment Dispersion A mixed solution consisting of 9.4 parts by mass of C.I. Pigment Green 58, 2.3 parts by mass of C.I. Pigment Yellow 185, 5.2 parts by mass of a dispersant (Disperbyk-161, manufactured by BYK Chemie), 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. Then, using a high-pressure disperser NANO-3000-10 (manufactured by Nippon BEE International Co., Ltd.) equipped with a decompression mechanism, a dispersion treatment was performed at a pressure of 2000 kg / cm 3 and a flow rate of 500 g / min. This dispersion treatment was repeated 10 times to obtain a green pigment dispersion.

[0306] Cyan Pigment Dispersion Liquid A mixed solution consisting of 9.7 parts by mass of C.I. Pigment Blue 15:6, 2.4 parts by mass of C.I. Pigment Violet 23, 5.5 parts by mass of a dispersant (Disperbyk-161, manufactured by BYK Chemie), 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). Then, using a high-pressure disperser NANO-3000-10 (manufactured by Nippon Bee Inno Co., Ltd.) equipped with a decompression mechanism, dispersion treatment was carried out at a pressure of 2000 kg / cm 3 under a pressure of 2000 kg / cm at a flow rate of 500 g / min. This dispersion treatment was repeated 10 times to obtain a cyan pigment dispersion liquid.

[0307] Polymerizable Compound 101: KAYARAD DPHA (manufactured by Nippon Kayaku Co., Ltd.) Polymerizable Compound 102: Compound with the following structure

Chemical formula

[0308] Resin 101: Resin with the following structure (weight average molecular weight 11000, the numerical values attached to the main chain are molar ratios.)

Chemical formula

[0309] Photoinitiator 101: Irgacure OXE01 (manufactured by BASF)

[0310] Surfactant 101: A 1% by mass PGMEA solution of a compound with the following structure (weight average molecular weight 14000, the numerical values of % indicating the ratio of repeating units are mol%).

Chemical formula

Claims

1. A coloring composition comprising a pigment containing C.I. Pigment Red 272, a pigment derivative, a curable compound, and a solvent, wherein the pigment derivative includes a compound represented by formula (Syn), the content of the pigment in the total solid content of the coloring composition is 60% by mass or more, and the content of C.I. Pigment Red 272 in the total amount of the pigment is 10% by mass or more. P-(L) ｍ ・・・・(Syn) (In formula (Syn), P represents a diketopyrrolopyrrole pigment skeleton, m represents 1, and L represents a phthalimidomethyl group or a group represented by formula (a).) 【Chemical Formula 1】 (In formula (a), X represents -SO₂- or a single bond, Y represents -NH-, -O-, or a single bond, n represents an integer from 1 to 3, and R₁₆ and R₁₇ each independently represent an alkyl group having 1 to 2 carbon atoms.)

2. The coloring composition according to claim 1, wherein the pigment further includes a red pigment other than C.I. Pigment Red 272.

3. The coloring composition according to claim 1 or 2, wherein the pigment further includes a yellow pigment.

4. The coloring composition according to any one of claims 1 to 3, wherein the curable compound includes at least one selected from a resin and a polymerizable compound.

5. The coloring composition according to claim 4, further including a photoinitiator.

6. The coloring composition according to claim 5, wherein the photoinitiator includes at least one selected from an oxime compound and an α - aminoketone compound.

7. The coloring composition according to any one of claims 1 to 6, wherein the curable compound includes a resin, and the resin includes a resin having an aromatic carboxyl group.

8. The coloring composition according to any one of claims 1 to 7, wherein the curable compound includes a resin and a polymerizable monomer, the total content of the polymerizable monomer and the resin in the total solid content of the coloring composition is 5% by mass or more, and the resin is contained in an amount of 30 to 300 parts by mass with respect to 100 parts by mass of the polymerizable monomer.

9. The coloring composition according to any one of claims 1 to 8, which is a coloring composition for forming a red pixel of a color filter.

10. The coloring composition according to any one of claims 1 to 9, which is a coloring composition for photolithography.

11. The coloring composition according to any one of claims 1 to 10, which is a coloring composition for a solid-state imaging device.

12. A film obtained by using the coloring composition according to any one of claims 1 to 11.

13. A red pixel obtained by using the coloring composition according to any one of claims 1 to 11.

14. A color filter having the film according to claim 12.

15. A color filter having the red pixel according to claim 13, a blue pixel, and a green pixel.

16. A solid-state imaging device having the film according to claim 12.

17. An image display device having the film according to claim 12.

18. A kit comprising the coloring composition according to any one of claims 1 to 11, a coloring composition for forming a blue pixel, and a coloring composition for forming a green pixel.

Images