Coloring composition, cured film, color filter, and display device

By using a coloring composition containing a red colorant and a blocked isocyanate resin BI, the problems of insufficient pixel curing and color mixing in color filters at low temperatures are resolved, achieving efficient cured film formation and thinning on components with low heat resistance.

CN114424120BActive Publication Date: 2025-09-05FUJIFILM CORP
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Patent Information

Application Number
CN202080065263.4
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Priority Date
2019-09-19
Filing Date
2020-09-11
Publication Date
2025-09-05
Estimated Expiration
2040-09-11

AI Technical Summary

Technical Problem

When forming color filter pixels in a low-temperature process, the degree of pixel curing is insufficient, which easily causes color mixing with coloring compositions of other colors, resulting in changes in spectral characteristics. This is particularly noticeable on components with low heat resistance, such as organic electroluminescent display elements.

Method used

A coloring composition comprising a red colorant, resin BI, and a photopolymerization initiator is used. Resin BI has repeating units containing blocked isocyanate groups and has an absorbance ratio Amax1/Amin1 of 25 or greater. The blocking agent dissociates at low temperatures to form isocyanate groups, accelerating curing and forming a cured film with suppressed mixing with other colors.

Benefits of technology

The cured film is formed at a low temperature of 150°C or lower, suppressing color mixing with other colors. This allows for a thinner and higher-value cured film, maintaining the spectral characteristics of the color filter.

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Abstract

A coloring composition comprising a coloring agent including a red coloring agent, a resin, a polymerizable compound, and a photopolymerization initiator. The resin comprises a resin BI having a repeating unit containing a blocked isocyanate group. The coloring composition has a ratio (Amax1 / Amin1) of the maximum absorbance Amax1 for light with a wavelength of 400 to 500 nm to the minimum absorbance Amin1 for light with a wavelength of 550 to 700 nm of 25 or greater, and the wavelength at which the absorbance reaches 0.3, when the absorbance for light with a wavelength of 500 nm is set to 1, is within the range of 570 to 620 nm. A cured film obtained by curing the coloring composition, and a color filter and display device comprising the cured film.
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Description

Technical Field

[0001] The present invention relates to a coloring composition. More specifically, it relates to a coloring composition for use in forming red pixels of a color filter, etc. The present invention also relates to a cured film, a color filter, and a display device using the coloring composition. Background Art

[0002] Color filters are commonly used in various display devices to colorize displayed images. For example, Patent Document 1 describes the use of a coloring composition comprising a resin containing repeating units derived from p-acetoxystyrene and repeating units derived from ethyl 2-(3,5-dimethyl-1H-pyrazole-1-carboxamide)methacrylate, a colorant, a polymerizable compound, and a photopolymerization initiator to produce a color filter.

[0003] Previous technical literature

[0004] Patent Literature

[0005] Patent Document 1: Korean Patent Publication No. 10-2017-0118438 Summary of the Invention

[0006] Technical issues to be solved by the invention

[0007] Generally, a color filter has pixels of multiple colors. A color filter having such pixels of multiple colors is manufactured by sequentially patterning pixel-forming coloring compositions of respective colors to form pixels of respective colors.

[0008] On the other hand, in recent years, color filters are sometimes formed on components with low heat resistance (for example, organic semiconductor elements such as organic electroluminescent display elements). Because such components have low heat resistance, it is desirable to form color filter pixels in a low-temperature process, for example, at a temperature of 150°C or less, to minimize thermal damage to the support.

[0009] However, when forming pixels in a low-temperature process, the degree of pixel curing is sometimes insufficient. When forming pixels of other colors, there is a tendency for color mixing with the coloring composition of other colors to occur, which can easily cause changes in spectral characteristics. Furthermore, the present inventors' research has revealed that the coloring composition described in Patent Document 1 also has room for further improvement regarding color mixing with other colors.

[0010] Therefore, an object of the present invention is to provide a colored composition, a cured film, a color filter, and a display device capable of forming a cured film in which color mixing with other colors is suppressed.

[0011] Means for solving technical problems

[0012] The present inventors have found that the above-mentioned object can be achieved by using a coloring composition described below through research, and have thus completed the present invention.

[0013] <1> A coloring composition comprising a colorant including a red colorant, a resin, a polymerizable compound, and a photopolymerization initiator.

[0014] The above resin includes resin BI having a repeating unit containing a blocked isocyanate group,

[0015] The maximum value A of the absorbance of the above-mentioned colored composition for light with a wavelength of 400 to 500 nm max1 The minimum value A of the absorbance for light with a wavelength of 550 to 700 nm min1 Ratio A max1 / A min1 is 25 or more,

[0016] When the absorbance for light with a wavelength of 500 nm is defined as 1, the wavelength at which the absorbance reaches 0.3 is within the range of 570 to 620 nm.

[0017] <2> according to <1> The coloring composition, wherein

[0018] The blocked isocyanate group is a group having a structure in which the isocyanate group is protected by a blocking agent, and the blocking agent is selected from oxime compounds, lactam compounds, phenol compounds, alcohol compounds, amine compounds, active methylene compounds, pyrazole compounds, thiol compounds, imidazole compounds and imide compounds.

[0019] <3> according to <2> In the coloring composition, the molecular weight of the end-capping agent is 50 to 200.

[0020] <4> according to <1> to <3> The colored composition according to any one of the preceding claims, wherein the repeating unit containing the blocked isocyanate group is a repeating unit represented by the following formula (B-1):

[0021] [Chemical Formula 1]

[0022]

[0023] In formula (B-1), R b1 ~R b3 Each independently represents a hydrogen atom, a halogen atom or an alkyl group, R b4 ~R b7 Each independently represents a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group or an aryl group, L b1 represents a single bond or a hydrocarbon group.

[0024] <5> according to <1> to <4> The colored composition according to any one of the preceding claims, wherein the resin BI includes a repeating unit having an acid group protected by a protecting group.

[0025] <6> according to <5> In the coloring composition, the acid group is a phenolic hydroxyl group or a carboxyl group.

[0026] <7> according to <5> or <6> The coloring composition, wherein the protective group is a group that is decomposed and released by the action of an acid or a base.

[0027] <8> according to <5> to <7> The colored composition according to any one of the preceding claims, wherein the protective group is a group represented by any one of formulae (Y1) to (Y5),

[0028] Formula (Y1): -C(R Y1 )(R Y2 )(R Y3 )

[0029] Formula (Y2): -C(=O)OC(R Y4 )(R Y5 )(R Y6 )

[0030] Formula (Y3): -C(R Y7 )(R Y8 )(OR Y9 )

[0031] Formula (Y4): -C(R Y10 )(H)(Ar Y1 )

[0032] Formula (Y5): -C(=O)(R Y11 )

[0033] In formula (Y1), R Y1 ~R Y3 Each independently represents an alkyl group, R Y1 ~R Y3 Two of them can be bonded to form a ring,

[0034] In formula (Y2), R Y4 ~R Y6 Each independently represents an alkyl group, R Y4 ~R Y6 Two of them can be bonded to form a ring,

[0035] In formula (Y3), R Y7 and R Y8 Each independently represents a hydrogen atom, an alkyl group or an aryl group, R Y7 and R Y8 At least one of them is an alkyl group or an aryl group, RY9 represents an alkyl or aryl group, R Y7 or R Y8 Can be used with R Y9 bonded to form a ring,

[0036] In formula (Y4), Ar Y1 represents an aryl group, R Y10 represents an alkyl group or an aryl group,

[0037] In formula (Y5), R Y11 represents an alkyl group or an aryl group.

[0038] <9> according to <5> to <8> The colored composition according to any one of the preceding claims, wherein the repeating unit having an acid group protected by a protecting group is a repeating unit represented by the following formula (B-2):

[0039] [Chemical Formula 2]

[0040]

[0041] In formula (B-2), R b11 ~R b13 Each independently represents a hydrogen atom, a halogen atom or an alkyl group, L b11 represents a single bond or a divalent linking group, X b11 represents a group represented by formula (X-1) or formula (X-2),

[0042] [Chemical Formula 3]

[0043]

[0044] In formula (X-1) and formula (X-2), Y b1 Indicates a protecting group, and the wavy line indicates the connection with L b11 Bonded part.

[0045] <10> according to <1> to <9> The colored composition according to any one of the preceding claims, wherein the colorant further includes a yellow colorant.

[0046] <11> according to <1> to <10> The colored composition according to any one of the preceding claims, wherein the content of the red colorant in the colorant is 70% by mass or more.

[0047] <12> according to <1> to <11> The colored composition according to any one of the preceding claims, which is used to form a cured film at a temperature of 150° C. or lower throughout the entire process.

[0048] <13> according to <1> to <12> The colored composition according to any one of the preceding claims, which is used for a color filter.

[0049] <14> according to <1> to <13> The colored composition according to any one of the preceding claims, which is used for a display device.

[0050] <15> A cured film, which is <1> to <14> obtained by curing any one of the colored compositions.

[0051] <16> A color filter having <15> The cured film.

[0052] <17> A display device having <15> The cured film.

[0053] Effects of the Invention

[0054] According to the present invention, it is possible to provide a colored composition capable of forming a cured film in which color mixing with other colors is suppressed, and a cured film, a color filter, and a display device using the colored composition. DETAILED DESCRIPTION

[0055] Hereinafter, the contents of the present invention will be described in detail.

[0056] In the description of groups (atomic groups), the term "unsubstituted" or "unsubstituted" includes groups (atomic groups) without substitution and groups (atomic groups) with substitution. For example, "alkyl" includes not only alkyl groups without substitution (unsubstituted alkyl groups) but also alkyl groups with substitution (substituted alkyl groups).

[0057] In this specification, "exposure" includes not only exposure using light, but also drawing using particle beams such as electron beams and ion beams, unless otherwise specified. Examples of light used for exposure generally include actinic rays or radiation such as the bright line spectrum of a mercury lamp, far ultraviolet rays typified by excimer lasers, extreme ultraviolet rays (EUV light), X-rays, and electron beams.

[0058] In this specification, the numerical range expressed using "to" means a range including the numerical values ​​described before and after "to" as the lower limit and the upper limit.

[0059] In this specification, the total solid content refers to the total mass of the components excluding the solvent from all the components of the composition.

[0060] In this specification, “(meth)acrylate” means both or either acrylate and methyl acrylate, “(meth)acrylic acid” means both or either acrylic acid and methacrylic acid, “(meth)allyl” means both or either allyl and methallyl, and “(meth)acryloyl” means both or either acryloyl and methacryloyl.

[0061] In this specification, the term "step" includes not only independent steps but also steps that cannot be clearly distinguished from other steps as long as the intended effect of the step is achieved.

[0062] In this specification, the weight average molecular weight (Mw) and the number average molecular weight (Mn) are defined as polystyrene-equivalent values ​​measured by gel permeation chromatography (GPC).

[0063] <Coloring Composition>

[0064] The coloring composition of the present invention comprises a coloring agent including a red coloring agent, a resin, a polymerizable compound, and a photopolymerization initiator, and the coloring composition is characterized in that:

[0065] The above resin includes a resin BI having a repeating unit containing a blocked isocyanate group,

[0066] The maximum value A of the absorbance of the above-mentioned colored composition for light with a wavelength of 400 to 500 nm max1 The minimum value A of the absorbance for light with a wavelength of 550 to 700 nm min1 Ratio A max1 / A min1 is 25 or more,

[0067] When the absorbance for light with a wavelength of 500 nm is defined as 1, the wavelength at which the absorbance reaches 0.3 is within the range of 570 to 620 nm.

[0068] The colored composition of the present invention can form a cured film in which color mixing with other colors is suppressed. In particular, even when the cured film is formed at a low temperature of 150°C or lower (preferably 120°C or lower, more preferably 100°C or lower), a cured film in which color mixing with other colors is suppressed can be formed.

[0069] The detailed reason for achieving this effect is unclear, but it is presumed that the inclusion of a resin BI having a repeating unit containing a blocked isocyanate group in the coloring composition having spectral characteristics can effectively utilize heat when the coloring composition is heated and cured because heat is difficult to release. The protective group (blocking agent) is detached from the blocked isocyanate group of the resin BI, and the isocyanate group is easily generated, and the coloring composition is cured quickly, thereby forming a cured film that is sufficiently cured even when heated at relatively low temperatures. Therefore, according to the coloring composition of the present invention, a cured film can be formed in which color mixing with other colors is suppressed.

[0070] Furthermore, by separating the protective group (blocking agent) from the blocked isocyanate group when forming a cured film, the film thickness can be further reduced, and a cured film with a high color value can be formed in a thin film. Here, generally, in most cases, the color value of the red colorant is lower than that of colorants of other colors. As a method for achieving thin filming while maintaining the desired spectral characteristics in the color filter, a method of increasing the concentration of the colorant in the coloring composition for the formation of the color filter is known. If the concentration of the colorant in the coloring composition is increased, it is necessary to reduce the ingredients other than the colorant, which may hinder film forming properties, pattern forming properties, etc., or the degree of freedom of the formulation design will be narrowed. Therefore, with respect to the red pixels of the color filter, it is difficult to achieve thin filming. According to the coloring composition of the present invention, it is possible to reduce the film thickness when forming a cured film and achieve thin filming, so the coloring composition of the present invention is very valuable in the thin filming of the red pixels of the color filter.

[0071] The absorbance Aλ at a certain wavelength λ is defined by the following formula (Ab1).

[0072] Aλ=-log(Tλ / 100)……(Ab1)

[0073] Aλ is the absorbance at wavelength λ, and Tλ is the transmittance (%) of light at wavelength λ.

[0074] In the present invention, the absorbance value of the coloring composition may be a value measured in the state of a solution or a value of a cured film formed using the coloring composition. When measuring the absorbance in the state of a cured film, the coloring composition is applied to a glass substrate by a method such as spin coating, dried for 2 minutes at 100°C using a hot plate, and then dried under an illuminance of 20 mW / cm 2 , exposure is 1J / cm 2 The absorbance is measured by i-ray exposure under conditions of , then heating on a hot plate at 100°C for 20 minutes and preferably using a film (cured film) obtained by naturally cooling to room temperature. The absorbance can be measured using a conventionally known spectrophotometer.

[0075] The maximum value A of the absorbance of the colored composition of the present invention for light with a wavelength of 400 to 500 nm is max1 The minimum value A of the absorbance for light with a wavelength of 550 to 700 nm min1 Ratio A max1 / A min1 is 25 or more, preferably 50 or more, more preferably 100 or more. max1 / A min1 The higher the value of A, the more significantly the above-mentioned effect of the present invention can be obtained, and further, it is easy to set a red pixel with excellent color separation from other colors. max1 / Amin1 The upper limit of the value is not particularly limited, but for example, it can be set to 10,000 or less, 5,000 or less, or 1,000 or less.

[0076] When the absorbance of the colored composition of the present invention for light with a wavelength of 500 nm is set to 1, the wavelength at which the absorbance reaches 0.3 is within the range of 570 to 620 nm, preferably within the range of 575 to 615 nm, more preferably within the range of 580 to 610 nm, and even more preferably within the range of 585 to 605 nm.

[0077] When the absorbance of the colored composition of the present invention for light of a wavelength of 500 nm is defined as 1, the wavelength at which the absorbance reaches 0.5 is preferably within the range of 565 to 605 nm, more preferably within the range of 570 to 600 nm, and even more preferably within the range of 575 to 595 nm.

[0078] The maximum value A of the absorbance of the colored composition of the present invention for light with a wavelength of 400 to 500 nm is max1 The absorbance A for light with a wavelength of 550 nm 550 Ratio A max1 / A 550 It is preferably 2 or less, more preferably 1.75 or less, and even more preferably 1.5 or less.

[0079] The maximum value A of the absorbance of the colored composition of the present invention for light with a wavelength of 400 to 500 nm is max1 The absorbance A for light with a wavelength of 600 nm 600 Ratio A max1 / A 600 It is preferably 5 to 15, more preferably 6.5 to 13.5, and even more preferably 8 to 12.

[0080] The maximum value A of the absorbance of the colored composition of the present invention for light with a wavelength of 400 to 500 nm is max1 and the absorbance A for light with a wavelength of 650 nm 650 Ratio A max1 / A 650 It is preferably 25 or more, more preferably 50 or more, and even more preferably 100 or more.

[0081] In the colored composition of the present invention, when a cured film having a film thickness of 0.5 to 3.0 μm is formed, the maximum transmittance for light with a wavelength of 550 to 700 nm in the thickness direction of the film is preferably 85% or more and the average transmittance is 50% or more, and the maximum transmittance for light with a wavelength of 550 to 700 nm in the thickness direction of the film is more preferably 90% or more and the average transmittance is 55% or more.

[0082] The colored composition of the present invention, when forming a cured film having a thickness of 0.5 to 3.0 μm, preferably has a transmittance of 1% or less, more preferably 0.75% or less, and even more preferably 0.5% or less for light having a wavelength of 500 nm. Furthermore, the maximum transmittance for light having a wavelength of 400 to 500 nm is preferably 1% or less, more preferably 0.75% or less, and even more preferably 0.5% or less.

[0083] The solid content concentration of the colored composition of the present invention is preferably 5 to 25% by mass. The upper limit is preferably 22.5% by mass or less, more preferably 20% by mass or less, and even more preferably 18% by mass or less. When the solid content concentration is within this range, even when the cured film (pixel) is formed at a temperature of 150°C or less (preferably 120°C or less) throughout the entire process, a cured film (pixel) with excellent flatness can be formed.

[0084] The coloring composition of the present invention can be preferably used as a coloring composition for forming pixels of a color filter, and can be more preferably used as a coloring composition for forming red pixels of a color filter.

[0085] The coloring composition of the present invention can be preferably used as a coloring composition for display devices. More specifically, it can be preferably used as a coloring composition for forming pixels of a color filter for a display device, and more preferably as a coloring composition for forming red pixels of a color filter for a display device. The type of display device is not particularly limited, but examples thereof include display devices having an organic semiconductor element as a light source, such as an organic electroluminescent display device.

[0086] Furthermore, the coloring composition of the present invention can also be used as a coloring composition for solid-state imaging devices. More specifically, it can be preferably used as a coloring composition for forming pixels of a color filter for a solid-state imaging device, and more preferably as a coloring composition for forming red pixels of a color filter for a solid-state imaging device.

[0087] The colored composition of the present invention is also preferably used to form a cured film at a temperature of 150°C or less (preferably 120°C or less) throughout the entire process. In this specification, forming a cured film at a temperature of 150°C or less throughout the entire process means that all steps for forming a cured film using the colored composition are performed at a temperature of 150°C or less.

[0088] The thickness of the cured film and pixel formed from the colored composition of the present invention is preferably 0.5 to 3.0 μm. The lower limit is preferably 0.8 μm or greater, more preferably 1.0 μm or greater, and even more preferably 1.1 μm or greater. The upper limit is preferably 2.5 μm or less, more preferably 2.0 μm or less, and even more preferably 1.8 μm or less.

[0089] Furthermore, the line width (pattern size) of pixels formed from the colored composition of the present invention is preferably 2.0 to 10.0 μm. The upper limit is preferably 7.5 μm or less, more preferably 5.0 μm or less, and even more preferably 4.0 μm or less. The lower limit is preferably 2.25 μm or more, more preferably 2.5 μm or more, and even more preferably 2.75 μm or more.

[0090] Hereinafter, the coloring composition of the present invention will be described in detail.

[0091] Colorant

[0092] The coloring composition of the present invention contains a colorant. Examples of the colorant include red, green, blue, yellow, violet, and orange colorants. In the present invention, the colorant may be a pigment or a dye. Pigments and dyes may be used in combination. Furthermore, the pigment may be either an inorganic pigment or an organic pigment. Furthermore, pigments in which a portion of an inorganic pigment or an organic-inorganic pigment is substituted with an organic chromophore may also be used. Replacing an inorganic pigment or an organic-inorganic pigment with an organic chromophore facilitates color design. Using a colorant containing a pigment facilitates the formation of a cured film with excellent durability, such as heat resistance and light resistance. Using a colorant containing a dye facilitates the formation of a cured film with a wider red color reproduction range. Furthermore, while cured films obtained using dyes generally tend to experience color mixing compared to cured films obtained using pigments, the present invention enables the formation of a cured film with suppressed color shift even when a dye is used as the colorant, making the use of a colorant containing a dye particularly effective.

[0093] The average primary particle size of the pigment is preferably 1 to 200 nm. The lower limit is preferably 5 nm or more, more preferably 10 nm or more. The upper limit is preferably 180 nm or less, more preferably 150 nm or less, and further preferably 100 nm or less. If the average primary particle size of the pigment is within the above range, the dispersion stability of the pigment in the coloring composition is good. In addition, in the present invention, the primary particle size of the pigment can be observed by a transmission electron microscope and obtained based on the image photograph. Specifically, the projected area of ​​the primary particles of the pigment is obtained, and the equivalent circle diameter corresponding thereto is calculated as the primary particle size of the pigment. In addition, the average primary particle size in the present invention is set to the arithmetic mean of the primary particle sizes of 400 primary particles of the pigment. In addition, the primary particles of the pigment refer to independent particles that are not agglomerated.

[0094] Pigment multimers can also be used as colorants. Pigment multimers are preferably dyes used by dissolving in a solvent. Furthermore, pigment multimers can form particles. When the pigment multimer is in the form of particles, it is usually used in a state dispersed in a solvent. Pigment multimers in a particle state can be obtained, for example, by emulsion polymerization, and the compounds and production methods described in Japanese Patent Application Laid-Open No. 2015-214682 can be cited as specific examples. Pigment multimers have two or more pigment structures in one molecule, preferably three or more pigment structures. The upper limit is not particularly limited, but can be set to 100 or less. The multiple pigment structures in one molecule can be the same pigment structure or different pigment structures. The weight-average molecular weight (Mw) of the pigment multimer is preferably 2,000 to 50,000. The lower limit is more preferably 3,000 or more, and more preferably 6,000 or more. The upper limit is more preferably 30,000 or less, and more preferably 20,000 or less. As the pigment multimer, compounds described in JP-A-2011-213925, JP-A-2013-041097, JP-A-2015-028144, JP-A-2015-030742, and International Publication No. 2016 / 031442 can also be used.

[0095] (Red colorant)

[0096] The coloring composition of the present invention contains a red colorant. The red colorant may be a pigment or a dye. A pigment and a dye may be used in combination.

[0097] As the red colorant, at least one selected from the group consisting of xanthene compounds, anthraquinone compounds, monoazo compounds, diazo compounds, azomethine compounds, aminoketone compounds, quinacridone compounds, perylene compounds, and diketopyrrolopyrrole compounds is preferred, at least one selected from the group consisting of anthraquinone compounds, quinacridone compounds, perylene compounds, and diketopyrrolopyrrole compounds is more preferred, at least one selected from the group consisting of anthraquinone compounds, perylene compounds, and diketopyrrolopyrrole compounds is further preferred, and at least one selected from the group consisting of anthraquinone compounds and diketopyrrolopyrrole compounds is further preferred. Anthraquinone compounds are particularly preferred because they are compounds that absorb on the longer wavelength side and the effects of the present invention are more readily achieved.

[0098] Examples of red pigments include Pigment Red (CI) 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, 83, 88, 90, 105, 112, 119, 122, 123, 144, 146, and 149. , 150,155,166,168,169,170,171,172,175,176,177,178,179,184,185,187,188,190,200,202,206,207,208,209,210,216,220,224,226,242,246,254,255,264,269,270,272,279,291,294 (xanthene compounds, Organo Ultramarine (Organic Ultramarine), Bluish Red (Blue Red)), 295 (monoazo compounds), 296 (diazo compounds), 297 (aminoketone series), etc.

[0099] Examples of the red dye include CI Acid Red 1, 4, 8, 14, 17, 18, 26, 27, 29, 31, 34, 35, 37, 42, 44, 50, 51, 52, 57, 66, 73, 80, 87, 88, 91, 92, 94, 97, 103, 111, 114, 129, 133, 134, 138, 143, 145, 150, 151, 158, 176, 183, 198, 211, 215, 216, 217, 249, 252, 257, 260, 266, and 274.

[0100] As the red colorant, diketopyrrolopyrrole compounds in which at least one bromine atom is substituted in the structure, as described in Japanese Patent Application Laid-Open No. 2017-201384, diketopyrrolopyrrole compounds described in paragraphs 0016 to 0022 of Japanese Patent No. 6248838, diketopyrrolopyrrole compounds described in International Publication No. 2012 / 102399, diketopyrrolopyrrole compounds described in International Publication No. 2012 / 117965, naphthol azo compounds described in Japanese Patent Application Laid-Open No. 2012-229344, red colorants described in Japanese Patent No. 6516119, and red colorants described in Japanese Patent No. 6525101 can also be used. Furthermore, as the red colorant, a compound having a structure in which an aromatic ring group into which a group in which an oxygen atom, a sulfur atom, or a nitrogen atom is bonded to an aromatic ring is bonded to a diketopyrrolopyrrole skeleton can also be used.

[0101] As the red colorant, from the viewpoint of spectral characteristics, durability, etc., CI Pigment Red 122, 177, 179, 202, 254, 264, and 269 are preferred, CI Pigment Red 177, 179, 202, 254, and 264 are more preferred, and CI Pigment Red 177, 254, and 264 are even more preferred.

[0102] (Other colorants)

[0103] The colored composition of the present invention preferably further contains a colorant other than a red colorant. Examples of the other colorant used in combination include yellow colorants, green colorants, violet colorants, blue colorants, and orange colorants. However, yellow colorants are preferred because they facilitate the formation of a cured film having spectral characteristics more suitable for red.

[0104] Examples of yellow colorants include azo compounds, quinophthalone compounds, isoindolinone compounds, isoindolinoline compounds, and anthraquinone compounds. Isoindoline compounds, azo compounds, and quinophthalone compounds are preferred, isoindolinoline compounds and azo compounds are more preferred, and isoindolinoline compounds are particularly preferred.

[0105] Examples of yellow colorants include CI Pigment Yellow 1, 2, 3, 4, 5, 6, 10, 11, 12, 13, 14, 15, 16, 17, 18, 20, 24, 31, 32, 34, 35, 35:1, 36, 36:1, 37, 37:1, 40, 42, 43, 53, 55, 60, 61, 62, 63, 65, 73, 74, 77, 81, 83, 86, 93, 94, 95, 97, 98, 100, 101, 104, 106, 108, 109, 110, 113, 114, 115, 116, 117, 118, 119, 120, 123, 125, 126, 127, 128 Yellow pigments such as 28, 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, 2115, 228, 231, 232 (methine series), 233 (quinoline series), 234 (aminoketone series), 235 (aminoketone series), and 236 (aminoketone series).

[0106] Furthermore, as yellow colorants, compounds described in Japanese Patent Application Laid-Open No. 2017-201003, compounds described in Japanese Patent Application Laid-Open No. 2017-197719, compounds described in paragraphs 0011 to 0062 and 0137 to 0276 of Japanese Patent Application Laid-Open No. 2017-171912, compounds described in paragraphs 0010 to 0062 and 0138 to 0295 of Japanese Patent Application Laid-Open No. 2017-171913, compounds described in paragraphs 0011 to 0062 and 0139 to 0190 of Japanese Patent Application Laid-Open No. 2017-171914, and compounds described in paragraph 0010 to 0062 and 0139 to 0190 of Japanese Patent Application Laid-Open No. 2017-171915 can also be used. Quinophthalone compounds described in paragraphs 0011 to 0034 of Japanese Patent Application Laid-Open No. 2013-054339, quinophthalone compounds described in paragraphs 0013 to 0058 of Japanese Patent Application Laid-Open No. 2014-026228, isoindoline compounds described in Japanese Patent Application Laid-Open No. 2018-062644, quinophthalone compounds described in Japanese Patent Application Laid-Open No. 2018-203798, quinophthalone compounds described in Japanese Patent Application Laid-Open No. 2018-062578, quinophthalone compounds described in Japanese Patent Application Laid-Open No. 6432076, and quinophthalone compounds described in Japanese Patent Application Laid-Open No. 2018-155881. The quinophthalone compounds described in JP-A-2018-111757, the quinophthalone compounds described in JP-A-2018-040835, the quinophthalone compounds described in JP-A-2017-197640, the quinophthalone compounds described in JP-A-2016-145282, the quinophthalone compounds described in JP-A-2014-085565, the quinophthalone compounds described in JP-A-2014-021139, the quinophthalone compounds described in JP-A-2013-209614, the quinophthalone compounds described in JP-A-2013-209435 phthalone compounds, quinophthalone compounds described in Japanese Patent Application Laid-Open No. 2013-181015, quinophthalone compounds described in Japanese Patent Application Laid-Open No. 2013-061622, quinophthalone compounds described in Japanese Patent Application Laid-Open No. 2013-032486, quinophthalone compounds described in Japanese Patent Application Laid-Open No. 2012-226110, quinophthalone compounds described in Japanese Patent Application Laid-Open No. 2008-074987, quinophthalone compounds described in Japanese Patent Application Laid-Open No. 2008-081565, quinophthalone compounds described in Japanese Patent Application Laid-Open No. 2008-074986, quinophthalone compounds described in Japanese Patent Application Laid-Open No. 2008-074985,Quinophthalone compounds described in Japanese Patent Application Laid-Open No. 2008-050420, quinophthalone compounds described in Japanese Patent Application Laid-Open No. 2008-031281, quinophthalone compounds described in Japanese Patent Application Laid-Open No. 48-032765, quinophthalone compounds described in Japanese Patent Application Laid-Open No. 2019-008014, compounds represented by the following formula (QP1), methine dyes described in Japanese Patent Application Laid-Open No. 2019-073695, methine dyes described in Japanese Patent Application Laid-Open No. 2019-073696, methine dyes described in Japanese Patent Application Laid-Open No. 2019-073697, methine dyes described in Japanese Patent Application Laid-Open No. 2019-073698, compounds represented by the following formula (QP2).

[0107] [Chemical Formula 4]

[0108]

[0109] In formula (QP1), X 1 ~X 16 Each independently represents a hydrogen atom or a halogen atom, Z 1 represents an alkylene group having 1 to 3 carbon atoms. Specific examples of the compound represented by formula (QP1) include compounds described in paragraph 0016 of Japanese Patent No. 6443711.

[0110] [Chemical Formula 5]

[0111]

[0112] In formula (QP2), Y 1 ~Y 3 Each independently represents a halogen atom. n and m represent integers of 0 to 6, and p represents an integer of 0 to 5. (n+m) is 1 or greater. Specific examples of the compound represented by formula (QP2) include the compounds described in paragraphs 0047 to 0048 of Japanese Patent No. 6432077.

[0113] As the yellow colorant, from the viewpoints of spectral characteristics, durability, and the like, CI Pigment Yellow 139, 150, and 185 are preferred, CI Pigment Yellow 139 and 150 are more preferred, and CI Pigment Yellow 139 is even more preferred.

[0114] Examples of green colorants include CI Pigment Green 7, 10, 36, 37, 58, 59, 62, 63, 64 (phthalocyanine), 65 (phthalocyanine), and 66 (phthalocyanine). Furthermore, zinc phthalocyanine halide pigments containing an average of 10 to 14 halogen atoms, 8 to 12 bromine atoms, and 2 to 5 chlorine atoms per molecule can also be used. Specific examples include the compounds described in International Publication No. 2015 / 118720. In addition, as green colorants, compounds described in the specification of Chinese Patent Application No. 106909027, phthalocyanine compounds having a phosphate ester as a ligand described in International Publication No. 2012 / 102395, phthalocyanine compounds described in Japanese Patent Application Publication No. 2019-008014, phthalocyanine compounds described in Japanese Patent Application Publication No. 2018-180023, compounds described in Japanese Patent Application Publication No. 2019-038958, etc. can also be used.

[0115] As the green colorant, from the viewpoint of spectral characteristics, durability, etc., CI Pigment Green 7, 36, 37, 58, 59, and 65 are preferred, CI Pigment Green 7, 36, 58, and 65 are more preferred, and CI Pigment Green 7 and 36 are even more preferred.

[0116] Examples of blue colorants include CI Pigment Blue 1, 2, 15, 15:1, 15:2, 15:3, 15:4, 15:6, 16, 22, 29, 60, 64, 66, 79, 80, 87 (monoazo), and 88 (methine). Furthermore, aluminum phthalocyanine compounds containing phosphorus atoms can also be used as blue colorants. Specific examples include the compounds described in paragraphs 0022 to 0030 of JP-A-2012-247591 and paragraph 0047 of JP-A-2011-157478.

[0117] As the blue colorant, from the viewpoint of spectral characteristics, durability, etc., CI Pigment Blue 15, 15:4, 15:6, 16, 60, 64, and 79 are preferred, CI Pigment Blue 15:4, 15:6, 16, 60, and 64 are more preferred, and CI Pigment Blue 15:4 and 15:6 are even more preferred.

[0118] Examples of the violet colorant include violet pigments such as CI Pigment Violet (Pigment Violet) 1, 19, 23, 27, 32, 37, 42, 60 (triarylmethane-based), and 61 (xanthene-based).

[0119] Examples of the orange colorant include CI Pigment Orange 2, 5, 13, 16, 17:1, 31, 34, 36, 38, 43, 46, 48, 49, 51, 52, 55, 59, 60, 61, 62, 64, 71, and 73.

[0120] The colorant content is preferably 5 to 70% by mass of the total solids content of the colored composition. The lower limit is preferably 10% by mass or greater, more preferably 15% by mass or greater, and even more preferably 20% by mass or greater. The upper limit is preferably 60% by mass or less, more preferably 55% by mass or less, and even more preferably 50% by mass or less.

[0121] The content of the red colorant in the colorant is preferably 70% by mass or more, more preferably 80% by mass or more, and even more preferably 90% by mass or more.

[0122] The coloring agent contained in the coloring composition preferably includes a red coloring agent and a yellow coloring agent. Furthermore, the content of the yellow coloring agent is preferably 3 to 45 parts by mass per 100 parts by mass of the red coloring agent. The lower limit is preferably 5 parts by mass or more, more preferably 8 parts by mass or more. The upper limit is preferably 30 parts by mass or less, more preferably 15 parts by mass or less. Furthermore, the total content of the red and yellow coloring agents in the coloring agent is preferably 70% by mass or more, more preferably 80% by mass or more, and even more preferably 90% by mass or more.

[0123] Resin

[0124] The coloring composition of the present invention contains a resin. The resin is blended for purposes such as dispersing pigments and the like in the coloring composition or as a binder. A resin primarily used to disperse pigments and the like in the coloring composition is also referred to as a dispersant. However, this use of the resin is merely an example, and the resin may be used for purposes other than this.

[0125] (Resin BI)

[0126] The colored composition of the present invention includes a resin (hereinafter, also referred to as resin BI) having a repeating unit containing a blocked isocyanate group.

[0127] The blocked isocyanate group of resin BI is preferably a group capable of generating an isocyanate group by heat, more preferably a group capable of generating an isocyanate group by heat at 70 to 150° C. The blocked isocyanate group includes a group having a structure in which the isocyanate group is chemically protected by a blocking agent.

[0128] The blocked isocyanate group refers to a group having a structure in which the isocyanate group is protected by a compound called a blocking agent. Although the isocyanate group does not show reactivity as an isocyanate group at room temperature (e.g., 10 to 30° C.), the blocking agent is separated from the blocked isocyanate group by heating or the like to generate an isocyanate group.

[0129] The blocked isocyanate group of resin BI is more preferably a group capable of generating an isocyanate group by heat at 70 to 150°C. That is, the isocyanate generation temperature of the blocked isocyanate group (the temperature at which the blocking agent is released) is preferably 70 to 150°C. From the perspective of storage stability, the lower limit of the isocyanate generation temperature is preferably 75°C or higher, more preferably 80°C or higher. From the perspective of curability, the upper limit of the isocyanate generation temperature is preferably 130°C or lower, more preferably 120°C or lower.

[0130] Examples of the isocyanate group-blocking agent for protecting the blocked isocyanate group include oxime compounds, lactam compounds, phenol compounds, alcohol compounds, amine compounds, active methylene compounds, pyrazole compounds, thiol compounds, imidazole compounds, and imide compounds. From the viewpoint of ease of protection reaction and deprotection reaction, oxime compounds, lactam compounds, active methylene compounds, and pyrazole compounds are preferred, oxime compounds, active methylene compounds, and pyrazole compounds are more preferred, and oxime compounds are still more preferred.

[0131] Examples of the oxime compound include acetone oxime, formaldehyde oxime, cyclohexane oxime, methyl ethyl ketone oxime, cyclohexanone oxime, and benzophenone oxime.

[0132] Examples of the lactam compound include ε-caprolactam and γ-butyrolactam.

[0133] Examples of the phenol compound include phenol, naphthol, cresol, xylenol, and halogen-substituted phenol.

[0134] Examples of the alcohol compound include methanol, ethanol, propanol, butanol, cyclohexanol, ethylene glycol monoalkyl ether, propylene glycol monoalkyl ether, and lactic acid alkyl.

[0135] Examples of the amine compound include primary amines and secondary amines. The amine compound may be any of aromatic amines, aliphatic amines, and alicyclic amines, and specific examples thereof include aniline, diphenylamine, ethyleneimine, and polyethyleneimine.

[0136] Examples of the active methylene compound include diethyl malonate, dimethyl malonate, ethyl acetoacetate, and methyl acetoacetate.

[0137] Examples of the pyrazole compound include pyrazole, methylpyrazole, and dimethylpyrazole.

[0138] Examples of the thiol compound include alkylthiols and arylthiols.

[0139] Examples of the imidazole compound include imidazole, 1-methylimidazole, 1-ethylimidazole, 1,2-dimethylimidazole, 2-ethyl-4-methylimidazole, 1-benzyl-2-methylimidazole, and 1-benzyl-2-phenylimidazole.

[0140] Examples of the imide compound include maleimide, succinimide, phthalimide, and derivatives thereof.

[0141] The molecular weight of the blocking agent is preferably 50 to 200, more preferably 50 to 160, and even more preferably 50 to 120. When the molecular weight of the blocking agent is 50 or greater, the blocking agent can be suppressed from detaching at room temperature, thereby improving the storage stability of the colored composition. When the molecular weight of the blocking agent is 200 or less, the blocking agent is easily detached by heating at low temperatures (e.g., 150°C or less), and the curing reaction proceeds, making it easier to form a fully cured film. Therefore, it is easier to form a cured film in which color shift from other colors is suppressed.

[0142] The blocking agent is preferably methyl ethyl ketoxime, cyclohexanone oxime, acetone oxime, diethyl malonate, ethyl acetoacetate, ε-caprolactam, γ-butyrolactam, or pyrazole; more preferably methyl ethyl ketoxime, acetone oxime, diethyl malonate, or pyrazole; and even more preferably methyl ethyl ketoxime.

[0143] Examples of the repeating unit containing a blocked isocyanate group include a repeating unit represented by the following formula (Bi-1).

[0144] [Chemical Formula 6]

[0145]

[0146] In formula (Bi-1), X 1 represents the main chain of the repeating unit, L 1 represents a single bond or a divalent linking group, Z 1 Represents a blocked isocyanate group.

[0147] In formula (Bi-1), as X 1The main chain of the represented repeating unit is not particularly limited. As long as it is a linking group formed by a known polymerizable monomer, it is not particularly limited. For example, a poly (meth) acrylic acid linking group, a polyalkylene imine linking group, a polyester linking group, a polyurethane linking group, a polyurea linking group, a polyamide linking group, a polyether linking group, a polystyrene linking group etc. can be enumerated, preferably a poly (meth) acrylic acid linking group, a polystyrene linking group, more preferably a poly (meth) acrylic acid linking group.

[0148] In formula (Bi-1), L 1 Examples of the divalent linking group represented include alkylene groups (preferably those having 1 to 12 carbon atoms), arylene groups (preferably those having 6 to 20 carbon atoms), -NH-, -SO-, -SO2-, -CO-, -O-, -COO-, -OCO-, -S-, and combinations of two or more of these. The alkylene group may be linear, branched, or cyclic, preferably linear or branched. Furthermore, the alkylene group may or may not be substituted. Examples of the substituent include hydroxyl groups and alkoxy groups.

[0149] In formula (Bi-1), Z 1 Represents a blocked isocyanate group.

[0150] As one embodiment of the repeating unit represented by the formula (Bi-1), a repeating unit represented by the following formula (B-1) can be mentioned.

[0151] [Chemical Formula 7]

[0152]

[0153] In formula (B-1), R b1 ~R b3 Each independently represents a hydrogen atom, a halogen atom or an alkyl group, R b4 ~R b7 Each independently represents a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group or an aryl group, L b1 represents a single bond or a hydrocarbon group.

[0154] As R b1 ~R b7 Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom.

[0155] R b1 ~R b7 The number of carbon atoms in the alkyl group is preferably 1 to 20, more preferably 1 to 10, and even more preferably 1 to 5. The alkyl group may be linear, branched, or cyclic, but is preferably linear or branched.

[0156] R b4 ~R b7 The number of carbon atoms of the alkoxy group represented is preferably 1 to 20, more preferably 1 to 10, and even more preferably 1 to 5.

[0157] R b4 ~R b7 The number of carbon atoms of the aryl group represented is preferably 6 to 20, more preferably 6 to 15, and even more preferably 6 to 10.

[0158] As L b1 Examples of the hydrocarbon group include an alkylene group (preferably an alkylene group having 1 to 12 carbon atoms), an arylene group (preferably an arylene group having 6 to 20 carbon atoms), and a combination thereof.

[0159] In resin BI, the content of repeating units containing a blocked isocyanate group in all repeating units of resin BI is preferably 45% by mass or more, more preferably 50% by mass or more, and even more preferably 55% by mass or more. The upper limit can be 100% by mass, or can be 95% by mass or less, or can be 85% by mass or less.

[0160] Resin BI preferably contains a repeating unit having an acid group protected by a protecting group. According to this embodiment, the progress of the reaction of Resin BI during storage of the colored composition can be suppressed, and the storage stability of the colored composition can be improved.

[0161] Examples of the acid group include a phenolic hydroxyl group, a carboxyl group, a sulfonic acid group, and a phosphoric acid group. A phenolic hydroxyl group and a carboxyl group are preferred, and a carboxyl group is more preferred because of its high reactivity with an isocyanate group after deprotection.

[0162] The protecting group may be a group that is decomposed and released by the action of an acid or a base. The protecting group is preferably a group represented by any of formulae (Y1) to (Y5), and more preferably a group represented by formulae (Y3) or (Y5) because of ease of deprotection.

[0163] Formula (Y1): -C(R Y1 )(R Y2 )(R Y3 )

[0164] Formula (Y2): -C(=O)OC(R Y4 )(R Y5 )(R Y6 )

[0165] Formula (Y3): -C(R Y7 )(R Y8 )(OR Y9 )

[0166] Formula (Y4): -C(R Y10 )(H)(Ar Y1 )

[0167] Formula (Y5): -C(=O)(R Y11 )

[0168] In formula (Y1), R Y1 ~R Y3 Each independently represents an alkyl group, R Y1 ~R Y3 Two of them can be bonded to form a ring,

[0169] In formula (Y2), R Y4 ~R Y6 Each independently represents an alkyl group, R Y4 ~R Y6 Two of them can be bonded to form a ring,

[0170] In formula (Y3), R Y7 and R Y8 Each independently represents a hydrogen atom, an alkyl group or an aryl group, R Y7 and R Y8 At least one of them is an alkyl group or an aryl group, R Y9 represents an alkyl or aryl group, R Y7 or R Y8 Can be used with R Y9 bonded to form a ring,

[0171] In formula (Y4), Ar Y1 Represents an aryl group, R Y10 represents an alkyl group or an aryl group,

[0172] In formula (Y5), R Y11 represents an alkyl group or an aryl group.

[0173] R in formula (Y1) Y1 ~R Y3 The number of carbon atoms in the alkyl group represented is preferably 1 to 12, more preferably 1 to 6, and even more preferably 1 to 4. The alkyl group may be linear, branched, or cyclic, but is preferably linear or branched. Y1 ~R Y3 Two of them may be bonded to form a ring. Y1 ~R Y3 Examples of the ring formed by bonding two of the rings in the cycloalkyl group include monocyclic cycloalkyl groups such as cyclopentyl and cyclohexyl, and polycyclic cycloalkyl groups such as norbornyl, tetracyclodecyl, tetracyclododecyl, and adamantyl. Preferred are monocyclic cycloalkyl groups having 5 to 6 carbon atoms. Furthermore, in the above-mentioned cycloalkyl groups, one methylene group constituting the ring may be substituted with a heteroatom such as an oxygen atom or a group having a heteroatom such as a carbonyl group.

[0174] R in formula (Y2) Y4 ~R Y6 The number of carbon atoms in the alkyl group represented is preferably 1 to 12, more preferably 1 to 6, and even more preferably 1 to 4. The alkyl group may be linear, branched, or cyclic, but is preferably linear or branched. Y4 ~R Y6 At least two of them are preferably methyl groups. Y4 Two of RY6 to RY6 may be bonded to form a ring. Examples of the ring to be formed include the rings described in formula (Y1).

[0175] In formula (Y3), R Y7 and R Y8 Each independently represents a hydrogen atom, an alkyl group or an aryl group, R Y7 and R Y8 At least one of them is an alkyl group or an aryl group, R Y9 represents an alkyl or aryl group, R Y7 or R Y8 With R Y9 They may be bonded to form a ring.

[0176] The alkyl group may be linear, branched, or cyclic. The number of carbon atoms in the alkyl group is preferably 1 to 12, more preferably 1 to 6, and even more preferably 1 to 4. The number of carbon atoms in the aryl group is preferably 6 to 20, more preferably 6 to 12. Y7 or R Y8 With R Y9 Examples of the ring formed by bonding include tetrahydrofuranyl and tetrahydropyranyl. In formula (Y3), preferably R Y7 or R Y8 With R Y9 bonded to form a ring. Y7 and R Y8 One of them is a hydrogen atom.

[0177] In formula (Y4), Ar Y1 Represents an aryl group, R Y10 represents an alkyl or aryl group, Ar Y1 With R Y10 The number of carbon atoms in the alkyl group is preferably 1 to 12, more preferably 1 to 6, and even more preferably 1 to 4. The number of carbon atoms in the aryl group is preferably 6 to 20, more preferably 6 to 12. In formula (Y4), R Y10 For alkyl.

[0178] In formula (Y5), R Y11represents an alkyl group or an aryl group, preferably an alkyl group. The number of carbon atoms in the alkyl group is preferably 1 to 12, more preferably 1 to 6, and even more preferably 1 to 4. The number of carbon atoms in the aryl group is preferably 6 to 20, more preferably 6 to 12.

[0179] The molecular weight of the protecting group is preferably 40 to 200, more preferably 40 to 150, and even more preferably 40 to 120. When the molecular weight of the protecting group is within the above range, a colored composition having excellent storage stability and excellent curability at low temperatures can be obtained.

[0180] Specific examples of the protecting group include 1-methoxyethyl, 1-ethoxyethyl, 1-n-propoxyethyl, 1-n-butoxyethyl, 1-tert-butoxyethyl, 1-cyclopentyloxyethyl, 1-cyclohexyloxyethyl, cyclohexyl(methoxy)methyl, α-methoxybenzyl, α-ethoxybenzyl, α-n-propoxybenzyl, 2-phenyl-1-methoxyethyl, 2-phenyl-1-ethoxyethyl, 2-phenyl-1-isopropoxyethyl, 2-tetrahydrofuranyl, and 2-tetrahydropyranyl. Preferred are 1-ethoxyethyl, 1-cyclohexyloxyethyl, 2-tetrahydrofuranyl, and 2-tetrahydropyranyl. More preferred are 1-ethoxyethyl and 1-cyclohexyloxyethyl.

[0181] Examples of the repeating unit having an acid group protected by a protecting group include a repeating unit represented by the following formula (Bi-2).

[0182] [Chemical Formula 8]

[0183]

[0184] In formula (Bi-2), X 2 represents the main chain of the repeating unit, L 2 represents a single bond or a divalent linking group, Z 2 It represents a group in which an acid group is protected by a protecting group.

[0185] In formula (Bi-2), as X 2 The main chain of the represented repeating unit is not particularly limited. As long as it is a linking group formed by a known polymerizable monomer, it is not particularly limited. For example, a poly (meth) acrylic acid linking group, a polyalkylene imine linking group, a polyester linking group, a polyurethane linking group, a polyurea linking group, a polyamide linking group, a polyether linking group, a polystyrene linking group etc. can be enumerated, preferably a poly (meth) acrylic acid linking group, a polystyrene linking group, more preferably a poly (meth) acrylic acid linking group.

[0186] In formula (Bi-2), as L 2Examples of the divalent linking group represented include alkylene groups (preferably those having 1 to 12 carbon atoms), arylene groups (preferably those having 6 to 20 carbon atoms), -NH-, -SO-, -SO2-, -CO-, -O-, -COO-, -OCO-, -S-, and combinations of two or more of these. The alkylene group may be linear, branched, or cyclic, preferably linear or branched. Furthermore, the alkylene group may or may not be substituted. Examples of the substituent include hydroxyl groups and alkoxy groups.

[0187] In formula (Bi-2), Z 2 It represents a group in which an acid group is protected by a protecting group.

[0188] As one embodiment of the repeating unit represented by the formula (Bi-2), a repeating unit represented by the following formula (B-2) can be mentioned.

[0189] [Chemical Formula 9]

[0190]

[0191] In formula (B-2), R b11 ~R b13 Each independently represents a hydrogen atom, a halogen atom or an alkyl group, L b11 represents a single bond or a divalent linking group, X b11 represents a group represented by formula (X-1) or formula (X-2),

[0192] [Chemical Formula 10]

[0193]

[0194] In formula (X-1) and formula (X-2), Y b1 Indicates a protecting group, and the wavy line indicates the connection with L b11 Bonded part.

[0195] As R b11 ~R b13 Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom.

[0196] R b11 ~R b13 The number of carbon atoms in the alkyl group is preferably 1 to 20, more preferably 1 to 10, and even more preferably 1 to 5. The alkyl group may be linear, branched, or cyclic, but is preferably linear or branched.

[0197] As L b11Examples of the divalent linking group represented include alkylene groups (preferably those having 1 to 12 carbon atoms), arylene groups (preferably those having 6 to 20 carbon atoms), -NH-, -SO-, -SO2-, -CO-, -O-, -COO-, -OCO-, -S-, and combinations of two or more of these. The alkylene group may be linear, branched, or cyclic, preferably linear or branched. Furthermore, the alkylene group may or may not be substituted. Examples of the substituent include hydroxyl groups and alkoxy groups.

[0198] As Y in formula (X-1) and formula (X-2) b1 The protecting group represented by may be any of the above-mentioned groups represented by formulae (Y1) to (Y5). b11 In the case of a group represented by formula (X-1), Y is preferably b1 In formula (B-2), X b11 In the case of a group represented by formula (X-2), Y is preferably b1 It is formula (Y3).

[0199] In formula (B-2), X b11 When X in formula (B-2) is a group represented by formula (X-1), the storage stability of the colored composition can be further improved. b11 In the case of a group represented by formula (X-2), a colored composition having excellent curability at low temperatures can be obtained.

[0200] The content of repeating units having a group in which the acid group in Resin BI is protected by a protecting group is preferably 25 to 45% by mass of all repeating units in Resin BI. The upper limit is preferably 42.5% by mass or less, and more preferably 40% by mass or less. The lower limit is preferably 27.5% by mass or more, and more preferably 30% by mass or more.

[0201] Resin BI may contain repeating units having an acid group. This embodiment can be expected to reduce residue during development. When resin BI contains repeating units having an acid group, the content of repeating units having an acid group in resin BI is preferably 10 to 20% by mass of all repeating units in resin BI. The upper limit is preferably 18% by mass or less, more preferably 16% by mass or less. The lower limit is preferably 12% by mass or more, more preferably 14% by mass or more.

[0202] Resin BI also preferably contains substantially no repeating units having an acid group. This embodiment can be expected to achieve higher levels of storage stability and low-temperature curability. Resin BI containing substantially no repeating units having an acid group means that the content of repeating units having an acid group in resin BI is 1% by mass or less, preferably 0.5% by mass or less, more preferably 0.1% by mass or less, and even more preferably contains no repeating units.

[0203] Resin BI may contain repeating units containing blocked isocyanate groups, repeating units having an acid group protected by a protecting group, and repeating units other than repeating units having an acid group (hereinafter also referred to as other repeating units). Among all the repeating units of resin BI, the content of other repeating units is preferably 40% by mass or less, more preferably 20% by mass or less, and even more preferably 10% by mass or less.

[0204] (Other resins)

[0205] The resin composition of the present invention may further comprise resins other than the above-mentioned resin B1 (hereinafter also referred to as other resins). The weight average molecular weight (Mw) of the other resins is preferably 2000 to 2000000. The upper limit is preferably 1000000 or less, more preferably 500000 or less. The lower limit is preferably 3000 or more, more preferably 4000 or more, and further preferably 5000 or more.

[0206] Examples of other resins include (meth)acrylic resins, (meth)acrylamide resins, epoxy resins, ene-thiol resins, polycarbonate resins, polyether resins, polyarylate resins, polysulfone resins, polyethersulfone resins, polyphenylene resins, polyarylene ether phosphine oxide resins, polyimide resins, polyamide-imide resins, polyolefin resins, cyclic olefin resins, polyester resins, styrene resins, and silicone resins.

[0207] Other resins are also preferably resins having acid groups. Examples of acid groups include carboxyl groups, phosphoric acid groups, sulfonic acid groups, and phenolic hydroxyl groups. Resins having acid groups can also be used as alkali-soluble resins and dispersants. The acid value of the resin having acid groups is preferably 30 to 500 mgKOH / g. The lower limit is more preferably 50 mgKOH / g or more, and further preferably 70 mgKOH / g or more. The upper limit is more preferably 400 mgKOH / g or less, further preferably 200 mgKOH / g or less, particularly preferably 150 mgKOH / g or less, and most preferably 120 mgKOH / g or less.

[0208] The resin having an acid group may have a repeating unit derived from a maleimide compound. Examples of maleimide compounds include N-alkylmaleimides and N-arylmaleimides. Examples of repeating units derived from maleimide compounds include repeating units represented by formula (C-mi).

[0209] [Chemical Formula 11]

[0210]

[0211] In formula (C-mi), Rmi represents an alkyl group or an aryl group. The alkyl group preferably has 1 to 20 carbon atoms. The alkyl group may be linear, branched, or cyclic. The aryl group preferably has 6 to 20 carbon atoms, more preferably 6 to 15, and even more preferably 6 to 10 carbon atoms. Rmi is preferably an aryl group.

[0212] The other resin is also preferably a resin containing repeating units derived from a compound represented by the following formula (ED1) and / or a compound represented by the following formula (ED2) (hereinafter, these compounds may also be referred to as "ether dimers").

[0213] [Chemical Formula 12]

[0214]

[0215] In formula (ED1), R 1 and R 2 Each independently represents a hydrogen atom or a hydrocarbon group having 1 to 25 carbon atoms which may have a substituent.

[0216] [Chemical Formula 13]

[0217]

[0218] In formula (ED2), R represents a hydrogen atom or an organic group having 1 to 30 carbon atoms. Specific examples of formula (ED2) can be found in Japanese Patent Application Laid-Open No. 2010-168539.

[0219] For specific examples of the ether dimer, reference can be made to paragraph 0317 of JP-A-2013-029760, the contents of which are incorporated herein.

[0220] Other resins are also preferably resins containing repeating units having a polymerizable group. Examples of the polymerizable group include groups containing an ethylenically unsaturated bond, such as a vinyl group, a (meth)allyl group, and a (meth)acryloyl group.

[0221] The other resin is also preferably a resin containing a repeating unit derived from the compound represented by formula (III).

[0222] [Chemical Formula 14]

[0223]

[0224] Where R 1 represents a hydrogen atom or a methyl group, R 21 and R 22 Each independently represents an alkylene group, and n represents an integer of 0 to 15. 21 and R 22 The number of carbon atoms in the alkylene group is preferably 1 to 10, more preferably 1 to 5, further preferably 1 to 3, and particularly preferably 2 or 3. n is preferably an integer of 0 to 5, more preferably an integer of 0 to 4, and further preferably an integer of 0 to 3.

[0225] Examples of the compound represented by formula (III) include ethylene oxide- or propylene oxide-modified (meth)acrylates of para-phenols, and examples of commercially available products include ARONIX M-110 (manufactured by TOAGOSEI CO., LTD.).

[0226] Other resins are also preferably dispersants. Examples of dispersants include acidic dispersants (acidic resins) and alkaline dispersants (alkaline resins). Among them, acidic dispersants (acidic resins) refer to resins in which the amount of acid groups is greater than the amount of alkaline groups. As acidic dispersants (acidic resins), when the total amount of acid groups and the amount of alkaline groups is set to 100 mol%, resins in which the amount of acid groups accounts for 70 mol% or more are preferred, and resins that substantially only contain acid groups are more preferred. The acid groups possessed by acidic dispersants (acidic resins) are preferably carboxyl groups. The acid value of acidic dispersants (acidic resins) is preferably 10 to 105 mgKOH / g. Furthermore, alkaline dispersants (alkaline resins) refer to resins in which the amount of alkaline groups is greater than the amount of acid groups. As alkaline dispersants (alkaline resins), when the total amount of acid groups and the amount of alkaline groups is set to 100 mol%, resins in which the amount of alkaline groups exceeds 50 mol%. The alkaline groups possessed by alkaline dispersants are preferably amino groups.

[0227] The resin used as the dispersant preferably contains a repeating unit having an acid group. When the resin used as the dispersant contains a repeating unit having an acid group, the generation of development residues can be further suppressed when forming a pattern by photolithography.

[0228] The resin used as the dispersant is also preferably a grafted resin. For details of the grafted resin, reference can be made to paragraphs 0025 to 0094 of JP-A-2012-255128, and the contents are incorporated herein.

[0229] The resin used as a dispersant is also preferably a polyimine-based dispersant containing a nitrogen atom in at least one of the main chain and the side chain. As a polyimine-based dispersant, it is preferably a resin having a main chain and a side chain and having a basic nitrogen atom on at least one of the main chain and the side chain, wherein the main chain contains a partial structure having a functional group with a pKa of less than 14, and the number of atoms in the side chain is 40 to 10,000. The basic nitrogen atom is not particularly limited as long as it is a nitrogen atom that shows alkalinity. Regarding the polyimine-based dispersant, reference can be made to the description of paragraphs 0102 to 0166 of Japanese Patent Application Publication No. 2012-255128, and the content is incorporated into this specification.

[0230] 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. Specific examples of such a resin include polymer compounds C-1 to C-31 described in paragraphs 0196 to 0209 of JP-A-2013-043962.

[0231] The resin used as a dispersant is also preferably a resin containing repeating units having a group containing an ethylenically unsaturated bond in its side chain. The content of repeating units having a group containing an ethylenically unsaturated bond in its side chain is preferably 10 mol% or more, more preferably 10 to 80 mol%, and even more preferably 20 to 70 mol%, among all repeating units in the resin.

[0232] Dispersants can also be obtained as commercial products. Specific examples thereof include the Disperbyk series manufactured by BYK Chemie GmbH (e.g., Disperbyk-111, 2001, etc.), the Solsperse series manufactured by Lubrizol Japan Ltd. (e.g., Solsperse 20000, 76500, etc.), and the Azisper series manufactured by Ajinomoto Fine-Techno Co., Inc. Furthermore, the products described in paragraph 0129 of Japanese Patent Application Laid-Open No. 2012-137564 and the products described in paragraph 0235 of Japanese Patent Application Laid-Open No. 2017-194662 can also be used as dispersants. Furthermore, among the dispersants, the resins described in paragraphs 0041 to 0060 of JP-A-2017-206689 and the resins containing hindered amine quaternary salts described in JP-A-2019-095548 can also be preferably used.

[0233] The resin content is preferably 5 to 50% by mass of the total solids content of the coloring composition. The upper limit is preferably 40% by mass or less, more preferably 30% by mass or less. The lower limit is preferably 7.5% by mass or more, more preferably 10% by mass or more.

[0234] The content of the resin BI in the total solids content of the colored composition is preferably 5 to 50% by mass. The upper limit is preferably 40% by mass or less, more preferably 30% by mass or less. The lower limit is preferably 7.5% by mass or more, more preferably 10% by mass or more.

[0235] The content of the resin BI in the resin contained in the coloring composition is preferably 80 to 100% by mass. The upper limit is preferably 97.5% by mass or less, more preferably 95% by mass or less. The lower limit is preferably 82.5% by mass or more, more preferably 85% by mass or more.

[0236] Polymeric Compounds

[0237] The coloring composition of the present invention contains a polymerizable compound. Examples of the polymerizable compound include compounds having a group containing an ethylenically unsaturated bond. Examples of the group containing an ethylenically unsaturated bond include a vinyl group, a (meth)allyl group, and a (meth)acryloyl group. The polymerizable compound used in the present invention is preferably a free radical polymerizable compound.

[0238] The polymerizable compound may be in any chemical form, such as a monomer, prepolymer, or oligomer, with monomers being preferred. The molecular weight of the polymerizable compound is preferably 100 to 3000. The upper limit is more preferably 2000 or less, and even more preferably 1500 or less. The lower limit is more preferably 150 or more, and even more preferably 250 or more.

[0239] From the perspective of the temporal stability of the colored composition, the value of the group containing an ethylenically unsaturated bond of the polymerizable compound (hereinafter referred to as the C=C value) is preferably 2 to 14 mmol / g. The lower limit is preferably 3 mmol / g or more, more preferably 4 mmol / g or more, and even more preferably 5 mmol / g or more. The upper limit is preferably 12 mmol / g or less, more preferably 10 mmol / g or less, and even more preferably 8 mmol / g or less. The C=C value of the polymerizable compound is calculated by dividing the number of groups containing an ethylenically unsaturated bond contained in one molecule of the polymerizable compound by the molecular weight of the polymerizable compound.

[0240] The polymerizable compound is preferably a compound containing three or more ethylenically unsaturated bond-containing groups, more preferably a compound containing 3 to 15 ethylenically unsaturated bond-containing groups, and even more preferably a compound containing 3 to 6 ethylenically unsaturated bond-containing groups. Furthermore, the polymerizable compound is preferably a tri- to pentafunctional (meth)acrylate compound, more preferably a tri- to hexafunctional (meth)acrylate compound. Specific examples of the polymerizable compound include compounds described in paragraphs 0095 to 0108 of JP-A-2009-288705, paragraph 0227 of JP-A-2013-029760, paragraphs 0254 to 0257 of JP-A-2008-292970, paragraphs 0034 to 0038 of JP-A-2013-253224, paragraph 0477 of JP-A-2012-208494, JP-A-2017-048367, Japanese Patent No. 6057891, Japanese Patent No. 6031807, and Japanese Patent No. 2017-194662, and the contents of these are incorporated into this specification.

[0241] Preferred polymerizable compounds include dipentaerythritol triacrylate (commercially available as KAYARAD D-330; manufactured by Nippon Kayaku Co., Ltd.), dipentaerythritol tetraacrylate (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 these (meth)acryloyl groups are bonded via ethylene glycol and / or propylene glycol residues (for example, compounds manufactured by SARTOMER). Company, Inc. manufactures and markets SR454 and SR499). In addition, as the polymerizable compound, diglyceryl EO (ethylene oxide)-modified (meth)acrylate (commercially available product, M-460; manufactured by TOAGOSEI CO., Ltd.), pentaerythritol tetraacrylate (manufactured by Shin Nakamura Chemical Co., Ltd., NK Ester A-TMMT), 1,6-hexanediol diacrylate (manufactured by Nippon Kayaku Co., Ltd., KAYARADHDDA), RP-1040 (manufactured by Nippon Kayaku Co., Ltd.), ARONIX TO-2349 (manufactured by TOAGOSEI CO., Ltd.), NK Oligo UA-7200 (manufactured by Shin Nakamura Chemical Co., Ltd.), 8UH-1006, 8UH-1012 (manufactured by Taisei Fine Chemical Co., Ltd.), LIGHT ACRYLATE POB-A0 (manufactured by KYOEISHA CHEMICAL Co., LTD. manufacturing) and so on.

[0242] As the polymerizable compound, trifunctional (meth)acrylate compounds such as trimethylolpropane tri(meth)acrylate, trimethylolpropane propylene oxide-modified tri(meth)acrylate, trimethylolpropane ethylene oxide-modified tri(meth)acrylate, isocyanurate ethylene oxide-modified tri(meth)acrylate, and pentaerythritol tri(meth)acrylate are also preferably used. Examples of commercially available trifunctional (meth)acrylate compounds include ARONIX M-309, M-310, M-321, M-350, M-360, M-313, M-315, M-306, M-305, M-303, M-452, and M-450 (manufactured by Toagosei Co., Ltd.), NK Ester A9300, A-GLY-9E, A-GLY-20E, A-TMM-3, A-TMM-3L, A-TMM-3LM-N, A-TMPT, and TMPT (manufactured by Shin-Nakamura Chemical Co., Ltd.), KAYARAD GPO-303, TMPTA, THE-330, TPA-330, and PET-30 (manufactured by Nippon Kayaku Co., Ltd.).

[0243] As the polymerizable compound, a polymerizable compound having an acid group can also be used. By using a polymerizable compound having an acid group, the coloring composition of the unexposed portion can be easily removed during development, thereby suppressing the generation of development residues. Examples of the acid group include a carboxyl group, a phosphoric acid group, and a phosphate group, preferably a carboxyl group. Commercially available polymerizable compounds having an acid group include ARONIX M-305, M-510, M-520, and ARONIX TO-2349 (manufactured by TOAGOSEI CO., LTD.). The preferred acid value of the polymerizable compound having an acid group is 0.1 to 40 mgKOH / g, and more preferably 5 to 30 mgKOH / g. If the acid value of the polymerizable compound is 0.1 mgKOH / g or more, the solubility in the developer is good, and if it is 40 mgKOH / g or less, it is advantageous in production or handling.

[0244] As the polymerizable compound, a polymerizable compound having a caprolactone structure can also be used. Polymeric compounds having a caprolactone structure are commercially available, for example, from NIPPON KAYAKU CO., LTD. as the KAYARAD DPCA series, including DPCA-20, DPCA-30, DPCA-60, and DPCA-120.

[0245] As the polymerizable compound, a polymerizable compound having an alkyleneoxy group can also be used. The polymerizable compound having an alkyleneoxy group is preferably a polymerizable compound having an ethyleneoxy group and / or a propyleneoxy group, more preferably a polymerizable compound having an ethyleneoxy group, and even more preferably a tri- to hexafunctional (meth)acrylate compound having 4 to 20 ethyleneoxy groups. Commercially available polymerizable compounds having an alkyleneoxy group include KAYARAD RP-1040 (manufactured by Nippon Kayaku Co., Ltd.).

[0246] As the polymerizable compound, a polymerizable compound having a fluorene skeleton can also be used. Commercially available products of the polymerizable compound having a fluorene skeleton include OGSOL EA-0200 and EA-0300 (manufactured by Osaka Gas Chemicals Co., Ltd., (meth)acrylate monomers having a fluorene skeleton).

[0247] As the polymerizable compound, it is also preferable to use a compound that does not substantially contain environmentally regulated substances such as toluene. Examples of commercially available products of such a compound include KAYARAD DPHA LT and KAYARAD DPEA-12 LT (manufactured by Nippon Kayaku Co., Ltd.).

[0248] Preferred polymerizable compounds include polyurethane acrylates described in JP-B-48-041708, JP-A-51-037193, JP-B-02-032293, and JP-B-02-016765, and urethane compounds having an ethylene oxide skeleton described in JP-B-58-049860, JP-B-56-017654, JP-B-62-039417, and JP-B-62-039418. Furthermore, polymerizable compounds having an amino structure or a thioether structure in the molecule, as described in JP-A-63-277653, JP-A-63-260909, and JP-B-01-105238, are also preferably used. In addition, commercially available products 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, and LINC-202UA (manufactured by Kyoeisha Chemical Co., Ltd.) can be used as polymerizable compounds.

[0249] The content of the polymerizable compound in the total solids content of the colored composition is preferably 5.0 to 35% by mass. The upper limit is preferably 30% by mass or less, more preferably 25% by mass or less. The lower limit is preferably 7.5% by mass or more, more preferably 10% by mass or more.

[0250] Photopolymerization Initiator

[0251] The colored composition of the present invention contains a photopolymerization initiator. The photopolymerization initiator is not particularly limited and can be appropriately selected from known photopolymerization initiators. The photopolymerization initiator is preferably a photoradical polymerization initiator.

[0252] Examples of the photopolymerization initiator include halogenated hydrocarbon derivatives (e.g., compounds having a triazine skeleton, compounds having an oxadiazole skeleton, etc.), acylphosphine compounds, hexaarylbiimidazoles, oxime compounds, organic peroxides, sulfur compounds, ketone compounds, aromatic onium salts, hydroxyalkylphenone compounds, aminoalkylphenone compounds, etc. From the viewpoint of exposure sensitivity, the photopolymerization initiator is preferably a trihalomethyltriazine compound, a benzyldimethylketal compound, a hydroxyalkylphenone compound, an aminoalkylphenone 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-aryl-substituted coumarin compound. More preferred are compounds selected from the group consisting of oxime compounds, hydroxyalkylphenone compounds, aminoalkylphenone compounds, and acylphosphine compounds, and even more preferred are oxime compounds. In addition, examples of photopolymerization initiators include compounds described in paragraphs 0065 to 0111 of Japanese Patent Publication No. 2014-130173, Japanese Patent Publication No. 6301489, peroxide-based photopolymerization initiators described in MATERIALSTAGE 37 to 60p, vol. 19, No. 3, 2019, photopolymerization initiators described in International Publication No. 2018 / 221177, photopolymerization initiators described in International Publication No. 2018 / 110179, photopolymerization initiators described in Japanese Patent Publication No. 2019-043864, and photopolymerization initiators described in Japanese Patent Publication No. 2019-044030, and the contents are incorporated into this specification.

[0253] Examples of the aminoalkylphenone compound include those described in Japanese Patent Application Laid-Open No. 10-291969. Commercially available aminoalkylphenone compounds include Omnirad 907, Omnirad 369, Omnirad 369E, and Omnirad 379EG (all manufactured by IGM Resins BV), and Irgacure 907, Irgacure 369, Irgacure 369E, and Irgacure 379EG (all manufactured by BASF).

[0254] Examples of the acylphosphine compound include those described in Japanese Patent No. 4225898. Specific examples include bis(2,4,6-trimethylbenzoyl)-phenylphosphine oxide. Commercially available acylphosphine compounds include Omnirad 819 and Omnirad TPO (both manufactured by IGM Resins BV), and Irgacure 819 and Irgacure TPO (both manufactured by BASF).

[0255] Examples of the hydroxyalkylphenone compound include compounds represented by the following formula (V).

[0256] Formula (V)

[0257] [Chemical Formula 15]

[0258]

[0259] Where Rv 1 Represents a substituent, Rv 2 and Rv 3 Each independently represents a hydrogen atom or a substituent, Rv 2 With RV 3 They may be bonded to each other to form a ring, and m represents an integer of 0 to 5.

[0260] As Rv 1 Examples of the substituents represented by include alkyl groups (preferably those with 1 to 10 carbon atoms) and alkoxy groups (preferably those with 1 to 10 carbon atoms). The alkyl and alkoxy groups are preferably linear or branched, and more preferably linear. 1 The alkyl group and alkoxy group represented may be unsubstituted or have a substituent. Examples of the substituent include a hydroxyl group and a group having a hydroxyalkylphenone structure. Examples of the group having a hydroxyalkylphenone structure include Rv in formula (V): 1 The benzene ring to which it is bonded or from Rv 1 A group with a structure formed by removing one hydrogen atom.

[0261] Rv 2 and Rv 3 Each independently represents a hydrogen atom or a substituent. As a substituent, an alkyl group (preferably an alkyl group having 1 to 10 carbon atoms) is preferred. 2 With RV 3 They may be bonded to each other to form a ring (preferably a ring having 4 to 8 carbon atoms, more preferably an aliphatic ring having 4 to 8 carbon atoms). The alkyl group is preferably a linear or branched chain, more preferably a linear chain.

[0262] Specific examples of the compound represented by formula (V) include the following compounds.

[0263] [Chemical Formula 16]

[0264]

[0265] Examples of commercially available hydroxyalkylphenone compounds include Omnirad 184, Omnirad 1173, Omnirad 2959, and Omnirad 127 (all manufactured by IGM Resins BV), and Irgacure 184, Irgacure 1173, Irgacure 2959, and Irgacure 127 (all manufactured by BASF).

[0266] Examples of the oxime compound include compounds described in JP-A-2001-233842, compounds described in JP-A-2000-080068, compounds described in JP-A-2006-342166, compounds described in JCS Perkin II (1979, pp. 1653-1660), compounds described in JCS Perkin II (1979, pp. 156-162), and compounds described in Journal of Photopolymer Science and Technology. Technology (1995, pp. 202-232), compounds described in Japanese Patent Application Laid-Open No. 2000-066385, compounds described in Japanese Translation of "Compounds of Japanese Unexamined Patent Application" No. 2004-534797, compounds described in Japanese Patent Application Laid-Open No. 2006-342166, compounds described in Japanese Patent Application Laid-Open No. 2017-019766, compounds described in Japanese Patent No. 6065596, compounds described in International Publication No. 2015 / 152153, compounds described in International Publication No. 2017 / 051680, compounds described in Japanese Patent Application Laid-Open No. 2017-198865, compounds described in paragraphs 0025 to 0038 of International Publication No. 2017 / 164127, compounds described in International Publication No. 2013 / 167515, etc. Specific examples of oxime compounds include 3-benzoyloxyiminobutane-2-one, 3-acetoxyiminobutane-2-one, 3-propionyloxyiminobutane-2-one, 2-acetoxyiminopentane-3-one, 2-acetoxyimino-1-phenylpropane-1-one, 2-benzoyloxyimino-1-phenylpropane-1-one, 3-(4-toluenesulfonyloxy)iminobutane-2-one and 2-ethoxycarbonyloxyimino-1-phenylpropane-1-one. Commercially available products include Irgacure OXE01, Irgacure OXE02, Irgacure OXE03, and Irgacure OXE04 (all manufactured by BASF), TR-PBG-304 (manufactured by Changzhou Tronly New Electronic Materials Co., Ltd.), and Adeka Optomer N-1919 (manufactured by ADEKA Corporation, a photopolymerization initiator 2 described in Japanese Patent Application Laid-Open No. 2012-014052). Furthermore, as the oxime compound, a non-coloring compound or a highly transparent compound that is less susceptible to discoloration is preferably used.As commercially available products, ADEKA ARKLS NCI-730, NCI-831, and NCI-930 (all manufactured by ADEKA Corporation) are mentioned.

[0267] As the photopolymerization initiator, an oxime compound having a fluorene ring can also be used. Specific examples of the oxime compound having a fluorene ring include compounds described in JP-A-2014-137466.

[0268] As the photopolymerization initiator, an oxime compound having a carbazole ring and a naphthalene ring as the skeleton of at least one benzene ring can also be used. Specific examples of such oxime compounds include the compounds described in International Publication No. 2013 / 083505.

[0269] As the photopolymerization initiator, an oxime compound having a fluorine atom can also be used. The oxime compound containing a fluorine atom is preferably a compound represented by formula (OX-1).

[0270] (OX-1)

[0271] [Chemical Formula 17]

[0272]

[0273] In formula (OX-1), Ar 1 and Ar 2 Each independently represents an aromatic hydrocarbon ring which may have a substituent, R 1 represents an aryl group having a group containing a fluorine atom, R 2 and R 3 Each independently represents an alkyl group or an aryl group.

[0274] Ar of formula (OX-1) 1 and Ar 2 The aromatic hydrocarbon ring represented by may be a monocyclic ring or a condensed ring. The number of carbon atoms constituting the aromatic hydrocarbon ring is preferably 6 to 20, more preferably 6 to 15, and particularly preferably 6 to 10. The aromatic hydrocarbon ring is preferably a benzene ring or a naphthalene ring. 1 Preferably it is a benzene ring. 2 It is preferably a benzene ring or a naphthalene ring, and more preferably a naphthalene ring.

[0275] As Ar 1 and Ar 2 The substituents that may be present include an alkyl group, an aryl group, a heterocyclic group, a nitro group, a cyano group, a halogen atom, -OR X1 、-SR X1 、-COR X1 、-COOR X1 、-OCOR X1 、-NRX1 R X2 、-NHCOR X1 、-CONR X1 R X2 、-NHCONR X1 R X2 、-NHCOOR X1 、-SO2R X1 、-SO2OR X1 、-NHSO2R X1 etc. R X1 and R X2 Each independently represents a hydrogen atom, an alkyl group, an aryl group or a heterocyclic group.

[0276] Examples of the halogen atom include fluorine, chlorine, bromine, and iodine, and a fluorine atom is preferred. X1 and R X2 The number of carbon atoms in the alkyl group represented is preferably 1 to 30. The alkyl group may be any of linear, branched, or cyclic, but is preferably linear or branched. In the alkyl group, some or all of the hydrogen atoms may be substituted by halogen atoms (preferably fluorine atoms). In addition, in the alkyl group, some or all of the hydrogen atoms may be substituted by the above-mentioned substituents. The aryl group and R as substituents X1 and R X2 The number of carbon atoms in the aryl group represented is preferably 6 to 20, more preferably 6 to 15, and even more preferably 6 to 10. The aryl group may be a monocyclic ring or a condensed ring. In addition, part or all of the hydrogen atoms in the aryl group may be substituted by the above-mentioned substituents. The heterocyclic group and R X1 and R X2 The heterocyclic group represented is preferably a 5-membered or 6-membered ring. The heterocyclic group may be a monocyclic ring or a condensed ring. The number of carbon atoms constituting the heterocyclic group is preferably 3 to 30, more preferably 3 to 18, and even more preferably 3 to 12. The number of heteroatoms constituting the heterocyclic group is preferably 1 to 3. The heteroatoms constituting the heterocyclic group are preferably nitrogen, oxygen, or sulfur atoms. In addition, some or all of the hydrogen atoms in the heterocyclic group may be substituted with the above-mentioned substituents.

[0277] Ar 1 The aromatic hydrocarbon ring represented by is preferably an unsubstituted aromatic hydrocarbon ring. 2 The aromatic hydrocarbon ring represented by is preferably substituted. As a substituent, -COR X1 . R X1 An alkyl group, an aryl group, or a heterocyclic group is preferred, and an aryl group is more preferred. The aryl group may or may not be substituted. Examples of the substituent include an alkyl group having 1 to 10 carbon atoms.

[0278] R in formula (OX-1) 1represents an aryl group having a group containing a fluorine atom. The number of carbon atoms in the aryl group is preferably 6 to 20, more preferably 6 to 15, and further preferably 6 to 10. The group containing a fluorine atom is preferably an alkyl group having a fluorine atom (hereinafter also referred to as a fluorine-containing alkyl group) and a group containing an alkyl group having a fluorine atom (hereinafter also referred to as a fluorine-containing group). As the fluorine-containing group, it is preferably selected from -OR F1 、-SR F1 、-COR F1 、-COOR F1 、-OCOR F1 、-NR F1 R F2 、-NHCOR F1 、-CONR F1 R F2 、-NHCONR F1 R F2 、-NHCOOR F1 、-SO a R F1 、-SO2OR F1 and -NHSO2R F1 At least one group in R F1 represents a fluorinated alkyl group, R F2 represents a hydrogen atom, an alkyl group, a fluorinated alkyl group, an aryl group or a heterocyclic group. The fluorinated group is preferably -OR F1 .

[0279] R F1 and R F2 The fluorinated alkyl group represented by F2 The number of carbon atoms in the alkyl group is preferably 1 to 20, more preferably 1 to 15, further preferably 1 to 10, and particularly preferably 1 to 4. The fluorinated alkyl group and the alkyl group may be any of linear, branched, or cyclic, but are preferably linear or branched. The fluorinated alkyl group preferably has a fluorine atom substitution rate of 40 to 100%, more preferably 50 to 100%, and further preferably 60 to 100%. The fluorine atom substitution rate refers to the ratio (%) of the number of fluorine atoms substituted with fluorine atoms relative to the total number of hydrogen atoms in the alkyl group.

[0280] R F2 The number of carbon atoms of the aryl group represented is preferably 6 to 20, more preferably 6 to 15, and even more preferably 6 to 10.

[0281] R F2The heterocyclic group represented is preferably a 5-membered ring or a 6-membered ring. The heterocyclic group may be a monocyclic ring or a condensed ring. The number of condensed rings is preferably 2 to 8, more preferably 2 to 6, further preferably 3 to 5, and particularly preferably 3 to 4. The number of carbon atoms constituting the heterocyclic group is preferably 3 to 40, more preferably 3 to 30, and even more preferably 3 to 20. The number of heteroatoms constituting the heterocyclic group is preferably 1 to 3. The heteroatom constituting the heterocyclic group is preferably a nitrogen atom, an oxygen atom, or a sulfur atom, and more preferably a nitrogen atom.

[0282] The group containing a fluorine atom preferably has a terminal structure represented by formula (1) or (2): * in the formula represents a connecting bond.

[0283] *-CHF2 (1)

[0284] *-CF3 (2)

[0285] R in formula (OX-1) 2 represents an alkyl group or an aryl group, preferably an alkyl group. The alkyl group and the aryl group may be unsubstituted or may have a substituent. As the substituent, the above-mentioned Ar 1 and Ar 2 The substituents described in the optional substituents are as follows. The alkyl group preferably has 1 to 20 carbon atoms, more preferably 1 to 15, even more preferably 1 to 10, and particularly preferably 1 to 4. The alkyl group may be linear, branched, or cyclic, but is preferably linear or branched. The aryl group preferably has 6 to 20 carbon atoms, more preferably 6 to 15, and even more preferably 6 to 10 carbon atoms.

[0286] R in formula (OX-1) 3 represents an alkyl group or an aryl group, preferably an alkyl group. The alkyl group and the aryl group may be unsubstituted or may have a substituent. As the substituent, the above-mentioned Ar 1 and Ar 2 The substituents described in the optional substituents. 3 The number of carbon atoms in the alkyl group represented is preferably 1 to 20, more preferably 1 to 15, and even more preferably 1 to 10. The alkyl group may be linear, branched, or cyclic, but is preferably linear or branched. 3 The number of carbon atoms of the aryl group represented is preferably 6 to 20, more preferably 6 to 15, and even more preferably 6 to 10.

[0287] Specific examples of the oxime compound having a fluorine atom include compounds described in JP-A-2010-262028, compounds 24 and 36 to 40 described in JP-A-2014-500852, and compound (C-3) described in JP-A-2013-164471.

[0288] As the photopolymerization initiator, an oxime compound having a nitro group can be used. The oxime compound having a nitro group is also preferably a dimer. Specific examples of the oxime compound having a nitro group include the compounds described in paragraphs 0031 to 0047 of Japanese Patent Application Laid-Open No. 2013-114249, paragraphs 0008 to 0012 and paragraphs 0070 to 0079 of Japanese Patent Application Laid-Open No. 2014-137466, the compounds described in paragraphs 0007 to 0025 of Japanese Patent Application No. 4223071, and ADEKA ARKLS NCI-831 (manufactured by ADEKA Corporation).

[0289] As the photopolymerization initiator, an oxime compound having a benzofuran skeleton can also be used. Specific examples include OE-01 to OE-75 described in International Publication No. 2015 / 036910.

[0290] As a photopolymerization initiator, an oxime compound in which a substituent having a hydroxyl group is bonded to a carbazole skeleton can also be used. As such a photopolymerization initiator, compounds described in International Publication No. 2019 / 088055 can be cited.

[0291] Specific examples of the oxime compound preferably used in the present invention are shown below, but the present invention is not limited thereto.

[0292] [Chemical Formula 18]

[0293]

[0294] [Chemical Formula 19]

[0295]

[0296] In the present invention, it is preferred to use a photopolymerization initiator having an extinction coefficient of 1.0×10 3 The absorption coefficient of the photopolymerization initiator A1 at a wavelength of 365 nm in methanol is 1.0×10 2 mL / g·cm or less and the absorption coefficient at a wavelength of 254 nm is 1.0×10 3 mL / g·cm or higher photopolymerization initiator A2. This embodiment facilitates sufficient curing of the colored composition by exposure, and enables formation of a cured film with good flatness and excellent properties such as solvent resistance through a low-temperature process (e.g., a temperature of 150°C or lower, preferably 120°C or lower throughout the entire process). As photopolymerization initiator A1 and photopolymerization initiator A2, compounds having the above-mentioned extinction coefficients are preferably selected from the above-mentioned compounds.

[0297] In the present invention, the extinction coefficient of the photopolymerization initiator at the aforementioned wavelengths is a value measured as follows. Specifically, the extinction coefficient is calculated by dissolving the photopolymerization initiator in methanol to prepare a measurement solution and measuring the absorbance of the solution. Specifically, the measurement solution is placed in a 1 cm wide glass cell, and the absorbance is measured using a UV-Vis-NIR spectrometer (Cary 5000) manufactured by Agilent Technologies, Inc. The absorbance is then applied to the following formula to calculate the extinction coefficient (mL / g·cm) at wavelengths of 365 nm and 254 nm.

[0298] [Formula 1]

[0299]

[0300] In the above formula, ε represents the absorption coefficient (mL / g·cm), A represents the absorbance, c represents the concentration of the photopolymerization initiator (g / mL), and 1 represents the optical path length (cm).

[0301] The absorption coefficient of photopolymerization initiator A1 in methanol at a wavelength of 365 nm is 1.0×10 3 mL / g·cm or more, preferably 1.0×10 4 mL / g·cm or more, more preferably 1.1×10 4 mL / g·cm or more, more preferably 1.2×10 4 ~1.0×10 5 mL / g·cm, and more preferably 1.3×10 4 ~5.0×10 4 mL / g·cm, particularly preferably 1.5×10 4 ~3.0×10 4 mL / g·cm.

[0302] Furthermore, the extinction coefficient of the photopolymerization initiator A1 for light with a wavelength of 254 nm in methanol is preferably 1.0×10 4 ~1.0×10 5 mL / g·cm, more preferably 1.5×10 4 ~9.5×10 4 mL / g·cm, more preferably 3.0×10 4 ~8.0×10 4 mL / g·cm.

[0303] As the photopolymerization initiator A1, oxime compounds, aminoalkylphenone compounds, and acylphosphine compounds are preferred, oxime compounds and acylphosphine compounds are more preferred, oxime compounds are further preferred, and oxime compounds containing fluorine atoms are particularly preferred from the viewpoint of compatibility with other components contained in the composition. Specific examples of the photopolymerization initiator A1 include 1,2-octanedione, 1-[4-(phenylthio)-, 2-(O-benzoyl oxime)] (commercially available products, for example, Irgacure OXE01, manufactured by BASF), ethyl ketone, 1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-, 1-(O-acetyl oxime) (commercially available products, for example, Irgacure OXE02, manufactured by BASF), bis(2,4,6-trimethylbenzoyl)-phenylphosphine oxide (commercially available products, for example, Omnirad 819 (manufactured by IGM Resins BV) and Irgacure 819 (manufactured by BASF)), and (C-13) and (C-14) listed as specific examples of the above-mentioned oxime compounds.

[0304] The absorption coefficient of the photopolymerization initiator A2 in methanol at a wavelength of 365 nm is 1.0×10 2 mL / g·cm or less, preferably 10 to 1.0×10 2 mL / g·cm, more preferably 20 to 1.0×10 2 mL / g·cm. The difference between the extinction coefficient of light with a wavelength of 365 nm in methanol for photopolymerization initiator A1 and the extinction coefficient of light with a wavelength of 365 nm in methanol for photopolymerization initiator A2 is 9.0×10 2 mL / g·cm or more, preferably 1.0×10 3 mL / g·cm or more, more preferably 5.0×10 3 ~3.0×10 4 mL / g·cm, more preferably 1.0×10 4 ~2.0×10 4 mL / g·cm. In addition, the absorption coefficient of the photopolymerization initiator A2 in methanol for light with a wavelength of 254 nm is 1.0×10 3 mL / g·cm or more, preferably 1.0×10 3 ~1.0×10 6 mL / g·cm, more preferably 5.0×10 3 ~1.0×10 5 mL / g·cm.

[0305] As the photopolymerization initiator A2, hydroxyalkylphenone compounds, phenylglyoxylate compounds, aminoalkylphenone compounds, and acylphosphine compounds are preferred, hydroxyalkylphenone compounds and phenylglyoxylate compounds are more preferred, and hydroxyalkylphenone compounds are still more preferred. Furthermore, as the hydroxyalkylphenone compound, a compound represented by the above-mentioned formula (V) is preferred. Specific examples of the photopolymerization initiator A2 include 1-hydroxy-cyclohexyl-phenyl-ketone (commercially available products include, for example, Omnirad 184 (manufactured by IGM Resins BV) and Irgacure 184 (manufactured by BASF)), 1-[4-(2-hydroxyethoxy)-phenyl]-2-hydroxy-2-methyl-1-propane-1-one (commercially available products include, for example, Omnirad 2959 (manufactured by IGM Resins BV) and Irgacure 2959 (manufactured by BASF)).

[0306] As the combination of the photopolymerization initiator A1 and the photopolymerization initiator A2, a combination in which the photopolymerization initiator A1 is an oxime compound and the photopolymerization initiator A2 is a hydroxyalkylphenone compound is preferred, a combination in which the photopolymerization initiator A1 is an oxime compound and the photopolymerization initiator A2 is a compound represented by the above-mentioned formula (V) is more preferred, and a combination in which the photopolymerization initiator A1 is an oxime compound containing a fluorine atom and the photopolymerization initiator A2 is a compound represented by the above-mentioned formula (V) is particularly preferred.

[0307] The content of the photopolymerization initiator in the total solids content of the colored composition is preferably 0.1 to 17.5% by mass. The lower limit is preferably 0.5% by mass or more, more preferably 1.0% by mass or more, and even more preferably 1.5% by mass or more. The upper limit is preferably 15.0% by mass or less, more preferably 12.5% ​​by mass or less, and even more preferably 10.0% by mass or less.

[0308] Furthermore, the colored composition of the present invention preferably contains 1.0 to 50 parts by mass of a photopolymerization initiator per 100 parts by mass of the polymerizable compound. The upper limit is preferably 40 parts by mass or less, and more preferably 30 parts by mass or less. The lower limit is preferably 2.5 parts by mass or more, and even more preferably 5.0 parts by mass or more. This embodiment provides a good pattern shape after development.

[0309] In the colored composition of the present invention, when the above-mentioned photopolymerization initiator A1 is used as the photopolymerization initiator, the content of the photopolymerization initiator A1 is preferably 0.1 to 17.5% by mass based on the total solids content of the colored composition. The lower limit is preferably 0.5% by mass or more, more preferably 1.0% by mass or more, and even more preferably 1.5% by mass or more. The upper limit is preferably 15.0% by mass or less, more preferably 12.5% ​​by mass or less, and even more preferably 10.0% by mass or less.

[0310] In the colored composition of the present invention, when the above-mentioned photopolymerization initiator A2 is used as the photopolymerization initiator, the content of the photopolymerization initiator A2 is preferably 0.1 to 10.0% by mass based on the total solids content of the colored composition. The lower limit is preferably 0.5% by mass or more, more preferably 1.0% by mass or more, and even more preferably 1.5% by mass or more. The upper limit is preferably 9.0% by mass or less, more preferably 8.0% by mass or less, and even more preferably 7.0% by mass or less.

[0311] In the colored composition of the present invention, when the above-mentioned photopolymerization initiator A1 and photopolymerization initiator A2 are used as photopolymerization initiators, the colored composition of the present invention preferably contains 50 to 200 parts by mass of photopolymerization initiator A2 per 100 parts by mass of photopolymerization initiator A1. The upper limit is preferably 175 parts by mass or less, more preferably 150 parts by mass or less. The lower limit is preferably 60 parts by mass or more, and even more preferably 70 parts by mass or more. According to this embodiment, a cured film with excellent properties such as solvent resistance can be formed by a low-temperature process (for example, a temperature of 150°C or less, preferably 120°C or less throughout the process).

[0312] In the colored composition of the present invention, when the above-mentioned photopolymerization initiator A1 and photopolymerization initiator A2 are used as photopolymerization initiators, the total content of the photopolymerization initiator A1 and photopolymerization initiator A2 in the total solids content of the colored composition is preferably 0.1 to 20.0% by mass. The lower limit is preferably 1.0% by mass or more, more preferably 2.0% by mass or more, and even more preferably 2.5% by mass or more. The upper limit is preferably 17.5% by mass or less, more preferably 15.0% by mass or less, and even more preferably 12.5% ​​by mass or less.

[0313] Curing Catalyst

[0314] The coloring composition of the present invention may further contain a curing catalyst. This embodiment allows for a coloring composition with excellent low-temperature curing properties. Examples of curing catalysts include tin compounds, titanium compounds, bismuth compounds, zirconium compounds, and aluminum compounds, with bismuth compounds, zirconium compounds, and aluminum compounds being preferred. Specific examples of curing catalysts include K-CAT348, 4205, 5218, XK-635, XK-640, and A-209 (manufactured by King Industries, Inc.).

[0315] The content of the curing catalyst is preferably 0.1 to 5 parts by mass, more preferably 0.15 to 4 parts by mass, and even more preferably 0.2 to 3 parts by mass per 100 parts by mass of resin BI. The colored composition of the present invention may contain only one curing catalyst or two or more. When containing two or more curing catalysts, the total amount thereof is preferably within the above range.

[0316] Compounds containing furanyl groups

[0317] The colored composition of the present invention may contain a compound containing a furan group (hereinafter also referred to as a furan group-containing compound). According to this embodiment, a colored composition having excellent low-temperature curing properties can be obtained.

[0318] The structure of the furyl group-containing compound is not particularly limited as long as it further contains a furyl group (a group obtained by removing one hydrogen atom from furan). The compounds described in paragraphs 0049 to 0089 of JP-A-2017-194662 can be used. Furthermore, compounds described in JP-A-2000-233581, JP-A-1994-271558, JP-A-1994-293830, JP-A-1996-239421, JP-A-1998-508655, JP-A-2000-001529, JP-A-2003-183348, JP-A-2006-193628, JP-A-2007-186684, JP-A-2010-265377, JP-A-2011-170069, and the like can also be used.

[0319] The furan group-containing compound may be a monomer or a polymer. Polymers are preferred because they tend to improve the durability of the resulting film. In the case of polymers, the weight-average molecular weight is preferably 2,000 to 70,000. The upper limit is preferably 60,000 or less, more preferably 50,000 or less. The lower limit is preferably 3,000 or more, more preferably 4,000 or more, and even more preferably 5,000 or more. Furthermore, polymer-type furan group-containing compounds also correspond to the resin component in the coloring composition of the present invention.

[0320] The content of the furanyl-containing compound in the total solids content of the coloring composition is preferably 0.1 to 70% by mass. The lower limit is preferably 2.5% by mass or greater, more preferably 5.0% by mass or greater, and even more preferably 7.5% by mass or greater. The upper limit is preferably 65% ​​by mass or less, more preferably 60% by mass or less, and even more preferably 50% by mass or less. The furanyl-containing compound may be used alone or in combination of two or more. When two or more are used in combination, the total amount preferably falls within the above range.

[0321] Compounds containing epoxy groups

[0322] The coloring composition of the present invention may also contain a compound having an epoxy group. The compound having an epoxy group is preferably a compound having two or more epoxy groups in one molecule. Preferably, there are 2 to 100 epoxy groups in one molecule. The upper limit can be set to 10 or less, or even 5 or less. The epoxy equivalent of the compound having an epoxy group (= molecular weight of the compound having an epoxy group / number of epoxy groups) is preferably 500 g / eq or less, more preferably 100 to 400 g / eq, and even more preferably 100 to 300 g / eq. The compound having an epoxy group may be a low molecular weight compound (e.g., a molecular weight of less than 1000) or a high molecular weight compound (e.g., a weight average molecular weight of 1000 or more in the case of a polymer having a molecular weight of 1000 or more). The molecular weight of the compound having an epoxy group (weight average molecular weight in the case of a polymer) is preferably 200 to 100,000, and more preferably 500 to 50,000. The upper limit of the molecular weight (in the case of a polymer, the weight average molecular weight) is preferably 3,000 or less, more preferably 2,000 or less, and even more preferably 1,500 or less.

[0323] As compounds having an epoxy group, compounds described in paragraphs 0034 to 0036 of JP-A-2013-011869, paragraphs 0147 to 0156 of JP-A-2014-043556, paragraphs 0085 to 0092 of JP-A-2014-089408, and compounds described in JP-A-2017-179172 can also be used. These contents are incorporated into this specification.

[0324] When the coloring composition of the present invention contains a compound having an epoxy group, the content of the compound having an epoxy group in the total solids content of the coloring composition is preferably 0.1 to 40% by mass. The lower limit is more preferably 0.5% by mass or more, and even more preferably 1% by mass or more. The upper limit is more preferably 30% by mass or less, and even more preferably 20% by mass or less. The compound having an epoxy group may be used alone or in combination of two or more. When two or more are used in combination, the total amount preferably falls within the above range.

[0325] Solvent

[0326] The coloring composition of the present invention preferably contains a solvent. Examples of the solvent include organic solvents. The solvent is not particularly limited as long as it satisfies the solubility of the components and the coating properties of the coloring composition. Examples of organic solvents include ester solvents, ketone solvents, alcohol solvents, amide solvents, ether solvents, and hydrocarbon solvents. For details on these, reference can be made to paragraph 0223 of International Publication No. 2015 / 166779, which is incorporated herein by reference. Furthermore, cyclic alkyl-substituted ester solvents and cyclic alkyl-substituted ketone solvents can also be preferably used. Specific examples of the organic solvent include polyethylene glycol monomethyl ether, methylene chloride, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl cellosolve acetate, ethyl lactate, diethylene glycol dimethyl ether, butyl acetate, methyl 3-methoxypropionate, 2-heptanone, cyclohexanone, cyclohexyl acetate, cyclopentanone, ethyl carbitol acetate, butyl carbitol acetate, propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate, 3-methoxy-N,N-dimethylpropionamide, 3-butoxy-N,N-dimethylpropionamide, etc. However, for environmental reasons, it may be preferable to reduce the amount of aromatic hydrocarbons (benzene, toluene, xylene, ethylbenzene, etc.) used as solvents (for example, the amount can be reduced to 50 parts per million (ppm) or less, 10 ppm or less, or even 1 ppm or less, relative to the total amount of the organic solvent).

[0327] In the present invention, from the perspective of efficiently volatilizing the solvent, an organic solvent having a boiling point of 160°C or less is preferred as the solvent. The boiling point of the organic solvent is more preferably 140°C or less, and even more preferably 130°C or less. The lower limit of the boiling point is not particularly limited, but is preferably 100°C or greater, for example. Examples of such organic solvents include butyl acetate, propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate, cyclohexanone, and ethyl lactate, with butyl acetate, propylene glycol monomethyl ether, and propylene glycol monomethyl ether acetate being preferred.

[0328] In the present invention, a solvent with a low metal content is preferably used. For example, the metal content of the solvent is preferably 10 parts per billion (ppb) or less. If necessary, a ppt (parts per trillion) level solvent can be used. Such high-purity solvents are available, for example, from Toyo Gosei Co., Ltd. (Chemical Industry Daily, November 13, 2015).

[0329] Examples of methods for removing impurities such as metals from a solvent include distillation (molecular distillation, thin film distillation, etc.) or filtration using a filter. The pore size of the filter used for filtration is preferably 10 μm or less, more preferably 5 μm or less, and even more preferably 3 μm or less. The filter is preferably made of polytetrafluoroethylene, polyethylene, or nylon.

[0330] The solvent may contain isomers (compounds having the same number of atoms but different structures). Furthermore, the isomers may contain only one type or multiple types.

[0331] In the present invention, the content of peroxide in the organic solvent is preferably 0.8 mmol / L or less, and more preferably substantially no peroxide is contained.

[0332] The content of the solvent in the coloring composition is preferably 60 to 95% by mass. Furthermore, the upper limit is preferably 90% by mass or less, more preferably 87.5% by mass or less, and even more preferably 85% by mass or less. Furthermore, the lower limit is preferably 65% ​​by mass or more, more preferably 70% by mass or more, and even more preferably 75% by mass or more. The solvent may be used alone or in combination of two or more. When two or more solvents are used in combination, the total amount thereof preferably falls within the above range.

[0333] Furthermore, from the perspective of environmental restrictions, it is preferred that the coloring composition of the present invention does not substantially contain environmentally restricted substances. In addition, in the present invention, substantially containing no environmentally restricted substances means that the content of environmentally restricted 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 restricted substances include benzene; alkylbenzenes such as toluene and xylene; halogenated benzenes such as chlorobenzene, etc. These are registered as environmentally restricted substances under REACH (Registration Evaluation Authorization and Restriction of Chemicals) control, PRTR (Pollutant Release and Transfer Register) law, VOC (Volatile Organic Compounds) control, etc., and their usage and disposal methods are strictly regulated. These compounds are sometimes used as solvents when manufacturing the various components of the coloring composition used in the present invention, and are mixed into the coloring composition as residual solvents. From the perspective of human safety and environmental considerations, it is preferred to reduce these substances as much as possible. As a method for reducing environmental restriction substances, it is possible to enumerate heating and decompression of the system interior and setting it to more than the boiling point of environmental restriction substances, and distilling and removing environmental restriction substances from the reaction system and reducing the method thereof. In addition, in the case of a small amount of environmental restriction substances being distilled off, it is also useful to have a solvent azeotropic point with the boiling point identical to that of the solvent in order to improve efficiency. In addition, when containing a compound with free radical polymerizability, it is possible to remove it by decompression distillation after adding a polymerization inhibitor, so as to suppress free radical polymerization reaction in decompression distillation removal and cause crosslinking between molecules. These distillation removal methods can be carried out in any stage in the raw material stage, in the stage of the product (such as resin solution and multifunctional monomer solution after polymerization) of which the raw material is reacted, or in the stage of the coloring composition made by mixing these compounds.

[0334] Pigment Derivatives

[0335] The coloring composition of the present invention can contain a pigment derivative. Examples of pigment derivatives include compounds having a structure in which a portion of the chromophore is substituted by an acid group, a basic group, or a phthalimidomethyl group. Examples of the chromophore constituting the pigment derivative include a quinoline skeleton, a benzimidazolone skeleton, a diketopyrrolopyrrole skeleton, an azo skeleton, a phthalocyanine skeleton, an anthraquinone skeleton, a quinacridone skeleton, a dioxazine skeleton, a perylene skeleton, a thioindigo skeleton, an isoindoline skeleton, an isoindolinone skeleton, a quinophthalone skeleton, a threonine skeleton, and a metal complex skeleton. Preferred are quinoline skeletons, benzimidazolone skeletons, diketopyrrolopyrrole skeletons, azo skeletons, quinophthalone skeletons, isoindoline skeletons, and phthalocyanine skeletons, and more preferred are azo skeletons and benzimidazolone skeletons. As the acid group possessed by the pigment derivative, a phosphate group and a carboxyl group are preferred, and a phosphate group is more preferred. As the basic group possessed by the pigment derivative, an amino group is preferred, and a tertiary amino group is more preferred.

[0336] Specific examples of the pigment derivatives include 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. 03-045662, Japanese Patent Application Laid-Open No. 03-009961, Japanese Patent Application Laid-Open No. 03-026767, Japanese Patent Application Laid-Open No. 03-153780 ...009961, Japanese Patent Application Laid-Open No. 03-026767, Japanese Patent Application Laid-Open No. 03-009961, Japanese Patent Application Laid-Open No. 03-009961, Japanese Patent Application Laid-Open No. 03-009961, Japanese Patent Application Laid-Open No. 03-009961, Japanese Patent Application Laid-Open No. 03-009961, Japanese Patent 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, paragraphs 0086 to 0098 of International Publication No. 2011 / 024896, International Publication No. 2 Paragraphs 0063 to 0094 of 012 / 102399, paragraph 0082 of International Publication No. 2017 / 038252, paragraph 0171 of Japanese Patent Application Laid-Open No. 2015-151530, paragraphs 0162 to 0183 of Japanese Patent Application Laid-Open No. 2011-252065, Japanese Patent Application Laid-Open No. 2003-081972, Japanese Patent No. 5299151 The compounds described in JP-A-2015-172732, JP-A-2014-199308, JP-A-2014-085562, JP-A-2014-035351, JP-A-2008-081565, JP-A-2019-109512, and JP-A-2019-133154.

[0337] The content of the pigment derivative is preferably 0.1 to 30 parts by mass relative to 100 parts by mass of the pigment. The lower limit of this range is more preferably 0.25 parts by mass or more, further preferably 0.5 parts by mass or more, particularly preferably 0.75 parts by mass or more, and even more preferably 1 part by mass or more. Furthermore, the upper limit of this range is more preferably 25 parts by mass or less, further preferably 20 parts by mass or less, and particularly preferably 15 parts by mass or less. By having the content of the pigment derivative within the above range, the stability over time is further improved. Only one pigment derivative may be used, or two or more may be used simultaneously. When two or more pigment derivatives are used in combination, the total amount thereof is preferably within the above range.

[0338] Curing accelerator

[0339] A curing accelerator may be added to the coloring composition of the present invention to promote the reaction of the polymerizable compound or lower the curing temperature. Examples of curing accelerators include polyfunctional thiol compounds having two or more mercapto groups in the molecule. Polyfunctional thiol compounds may be added to improve stability, odor, resolution, developability, adhesion, etc. Polyfunctional thiol compounds are preferably secondary alkane thiols, and more preferably compounds represented by formula (T1).

[0340] Formula (T1)

[0341] [Chemical Formula 20]

[0342]

[0343] In formula (T1), n ​​represents an integer of 2 to 4, and L represents a divalent to tetravalent linking group. In formula (T1), the linking group L is preferably an aliphatic group having 2 to 12 carbon atoms, n is 2, and L is particularly preferably an alkylene group having 2 to 12 carbon atoms.

[0344] Furthermore, the curing accelerator can also use a hydroxymethyl compound (for example, the compound exemplified as a crosslinking agent in paragraph 0246 of Japanese Patent Application Laid-Open No. 2015-034963), an amine, a phosphonium salt, an amidine salt, an amide compound (for example, the curing agent described in paragraph 0186 of Japanese Patent Application Laid-Open No. 2013-041165), an alkali generator (for example, the ionic compound described in Japanese Patent Application Laid-Open No. 2014-055114), a cyanate compound (for example, For example, compounds described in paragraph 0071 of Japanese Patent Application Laid-Open No. 2012-150180), alkoxysilane compounds (for example, alkoxysilane compounds having an epoxy group described in Japanese Patent Application Laid-Open No. 2011-253054), onium salt compounds (for example, compounds exemplified as acid generators in paragraph 0216 of Japanese Patent Application Laid-Open No. 2015-034963, compounds described in Japanese Patent Application Laid-Open No. 2009-180949), etc.

[0345] When the colored composition of the present invention contains a curing accelerator, the content of the curing accelerator is preferably 0.3 to 8.9% by mass, more preferably 0.8 to 6.4% by mass, based on the total solid content of the colored composition.

[0346] Silane coupling agent

[0347] The coloring composition of the present invention may contain a silane coupling agent. As the silane coupling agent, a silane compound having at least two functional groups with different reactivities in one molecule is preferred. The silane coupling agent is preferably a silane compound having at least one group selected from a vinyl group, an epoxy group, a styryl group, a methacrylate group, an amino group, an isocyanurate group, a urea group, a mercapto group, a thioether group, and an isocyanate group, and an alkoxy group. Specific examples of the silane coupling agent include N-2-(aminoethyl)-3-aminopropylmethyldimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., KBM-602), N-2-(aminoethyl)-3-aminopropyltrimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., KBM-603), 3-aminopropyltrimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., KBM-903), 3-aminopropyltriethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., KBE-903), 3-methacryloyloxypropyltrimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., KBM-503), and 3-glycidoxypropyltrimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., KBM-403). For details about the silane coupling agent, please refer to paragraphs 0155 to 0158 of Japanese Patent Application Laid-Open No. 2013-254047, which are incorporated herein by reference. When the coloring composition of the present invention contains a silane coupling agent, the content of the silane coupling agent is preferably 0.001 to 20% by mass, more preferably 0.01 to 10% by mass, and particularly preferably 0.1 to 5% by mass, relative to the total solids content of the coloring composition. The coloring composition of the present invention may contain only one silane coupling agent or two or more. When containing two or more silane coupling agents, the total amount thereof is preferably within the above range.

[0348] Inhibitors

[0349] The coloring composition of the present invention may contain a polymerization inhibitor. Examples of the polymerization inhibitor include hydroquinone, p-methoxyphenol, di-tert-butyl-p-cresol, pyrogallol, tert-butylcatechol, benzoquinone, 4,4'-thiobis(3-methyl-6-tert-butylphenol), 2,2'-methylenebis(4-methyl-6-tert-butylphenol), N-nitrosophenylhydroxylamine salts (ammonium salts, cerium salts, etc.). When the coloring composition of the present invention contains a polymerization inhibitor, the content of the polymerization inhibitor is preferably 0.0001 to 5% by mass in the total solid content of the coloring composition. The coloring composition of the present invention may contain only one polymerization inhibitor or two or more. When containing two or more, the total amount thereof is preferably within the above range.

[0350] Ultraviolet absorbers

[0351] The coloring composition of the present invention may contain an ultraviolet absorber. Examples of ultraviolet absorbers include conjugated diene compounds, aminodiene compounds, salicylate compounds, benzophenone compounds, benzotriazineazole compounds, acrylonitrile compounds, hydroxyphenyltriazine compounds, indole compounds, and triazine compounds. For details, reference may be made to paragraphs 0052 to 0072 of Japanese Patent Application Laid-Open No. 2012-208374, paragraphs 0317 to 0334 of Japanese Patent Application Laid-Open No. 2013-068814, and paragraphs 0061 to 0080 of Japanese Patent Application Laid-Open No. 2016-162946, which are incorporated herein by reference. Examples of commercially available ultraviolet absorbers include UV-503 (manufactured by Daito Chemical Co., Ltd.). In addition, examples of benzotriazole compounds include the MYUA series manufactured by MIYOSHI OIL & FAT CO., LTD. (Chemical Industry Daily, February 1, 2016). Furthermore, as ultraviolet absorbers, compounds described in paragraphs 0049 to 0059 of Japanese Patent No. 6268967 can also be used. When the colored composition of the present invention contains an ultraviolet absorber, the content of the ultraviolet absorber is preferably 0.1 to 10% by mass, more preferably 0.1 to 5% by mass, and particularly preferably 0.1 to 3% by mass, based on the total solids content of the colored composition. Furthermore, only one ultraviolet absorber may be used, or two or more may be used. When two or more are used, the total amount thereof is preferably within the above range.

[0352] Surfactants

[0353] The coloring composition of the present invention may contain a surfactant. Examples of surfactants include fluorochemical surfactants, nonionic surfactants, cationic surfactants, anionic surfactants, and silicone surfactants. Examples of surfactants include those described in paragraphs 0238 to 0245 of International Publication No. 2015 / 166779, which are incorporated herein by reference.

[0354] The surfactant is preferably a fluorine-based surfactant. By including a fluorine-based surfactant in the coloring composition, liquid properties (particularly fluidity) are further improved, and liquid conservation can be further enhanced. Furthermore, a film with less uneven thickness can be formed.

[0355] The fluorine content in the fluorine-based surfactant is preferably 3 to 40% by mass, more preferably 5 to 30% by mass, and particularly preferably 7 to 25% by mass. Fluorine-based surfactants having a fluorine content within this range are effective in terms of thickness uniformity and liquid conservation in the coating film, and also have good solubility in the coloring composition.

[0356] Examples of the fluorine-based surfactant include surfactants described in paragraphs 0060 to 0064 of JP-A-2014-041318 (paragraphs 0060 to 0064 of the corresponding WO 2014 / 017669), and surfactants described in paragraphs 0117 to 0132 of JP-A-2011-132503, and the contents of these surfactants are incorporated into this specification. Examples of commercially available fluorochemical surfactants include MEGAFACE F171, F172, F173, F176, F177, F141, F142, F143, F144, R30, F437, F475, F479, F482, F554, F780, EXP, and MFS-330 (all manufactured by DIC Corporation), Fluorad FC430, FC431, and FC171 (all manufactured by Sumitomo 3M Limited), Surflon S-382, SC-101, SC-103, SC-104, SC-105, SC-1068, SC-381, SC-383, S-393, and KH-40 (all manufactured by AGC Inc.), and PolyFox PF636, PF656, PF6320, PF6520, PF7002 (all manufactured by OMNOVA Solutions Inc.), etc.

[0357] Furthermore, acrylic compounds can also be preferably used as fluorochemical surfactants. These acrylic compounds have a molecular structure containing a functional group containing a fluorine atom, and when heat is applied, the functional group containing a fluorine atom is partially cleaved, and the fluorine atom is volatilized. Examples of such fluorochemical surfactants include the MEGAFACE DS series manufactured by DIC Corporation (Chemical Industry Daily (February 22, 2016), Nikkei Industry News (February 23, 2016)), such as MEGAFACE DS-21.

[0358] Furthermore, as for fluorine-based surfactants, polymers of fluorine-containing vinyl ether compounds having a fluorinated alkyl or fluorinated alkylene ether group and a hydrophilic vinyl ether compound are also preferably used. Examples of such fluorine-based surfactants include those described in Japanese Patent Application Laid-Open No. 2016-216602, the contents of which are incorporated herein.

[0359] Fluorochemical surfactants can also be end-capped polymers. Fluorochemical surfactants can also preferably be fluorinated polymers containing repeating units derived from a (meth)acrylate compound having fluorine atoms and repeating units derived from a (meth)acrylate compound having two or more (preferably five or more) alkyleneoxy groups (preferably ethyleneoxy or propyleneoxy). Fluorochemical surfactants described in paragraphs 0016 to 0037 of JP-A-2010-032698 and the following compounds are also exemplified as fluorinated surfactants used in the present invention.

[0360] [Chemical Formula 21]

[0361]

[0362] The weight average molecular weight of the above-mentioned compound is preferably 3000 to 50000, for example, 14000. In the above-mentioned compound, % indicating the ratio of the repeating unit is mol %.

[0363] Furthermore, fluorochemical surfactants can also use fluoropolymers having a group containing an ethylenically unsaturated bond on the side chain. Specific examples include compounds described in paragraphs 0050 to 0090 and 0289 to 0295 of Japanese Patent Application Publication No. 2010-164965, and MEGAFACE RS-101, RS-102, RS-718K, and RS-72-K manufactured by DIC Corporation. Furthermore, fluorochemical surfactants can also use compounds described in paragraphs 0015 to 0158 of Japanese Patent Application Publication No. 2015-117327.

[0364] Examples of the nonionic surfactant include glycerol, trimethylolpropane, trimethylolethane, and ethoxylates and propoxylates thereof (e.g., glycerol propoxylate, glycerol ethoxylate, etc.), polyoxyethylene lauryl ether, polyoxyethylene stearyl ether, polyoxyethylene oleyl ether, polyoxyethylene octylphenyl ether, polyoxyethylene nonylphenyl ether, polyethylene glycol dilaurate, polyethylene glycol distearate, sorbitan fatty acid esters, Pluronic L10, L31, L61, L62, 10R5, 17R2, and 25R2 (manufactured by BASF), Tetronic 304, 701, 704, 901, 904, and 150R1 (manufactured by BASF), Solsperse 20000 (manufactured by Japan Lubrizol Corporation), NCW-101, NCW-1001, and NCW-1002 (manufactured by Wako Pure Chemical Industries, Ltd.), PIONIN D-6112, D-6112-W, D-6315 (manufactured by Takemoto Oil & Fat Co., Ltd.), OLFIN E1010, Surfynol 104, 400, 440 (manufactured by Nissin Chemical Co., Ltd.), and the like.

[0365] Examples of the silicone surfactant include Toray Silicone DC3PA, Toray Silicone SH7PA, Toray Silicone DC11PA, Toray Silicone SH21PA, Toray Silicone SH28PA, Toray Silicone SH29PA, Toray Silicone SH30PA, and Toray Silicone SH8400 (all manufactured by Dow Corning Toray Co., Ltd.), TSF-4440, TSF-4300, TSF-4445, TSF-4460, and TSF-4452 (all manufactured by Momentive Performance Materials Inc.), KP-341, KF-6001, and KF-6002 (all manufactured by Shin-Etsu Chemical Co., Ltd.), and BYK307, BYK323, and BYK330 (all manufactured by BYK-Chemie Corporation).

[0366] The content of the surfactant in the total solid content of the coloring composition is preferably 0.001 to 5.0% by mass, more preferably 0.005 to 3.0% by mass. The surfactant may be one or more. In the case of two or more, the total amount thereof is preferably within the above range.

[0367] Other additives

[0368] In the coloring composition of the present invention, various additives such as fillers, adhesion promoters, antioxidants, anti-agglomerating agents, etc. can be combined as needed. As these additives, the additives described in paragraphs 0155 to 0156 of Japanese Patent Application Laid-Open No. 2004-295116 can be cited, and the content is incorporated into this specification. In addition, as antioxidants, for example, phenolic compounds, phosphorus compounds (for example, compounds described in paragraph 0042 of Japanese Patent Application Laid-Open No. 2011-090147), thioether compounds, etc. can be used. As commercially available products, for example, Adekastab series (AO-20, AO-30, AO-40, AO-50, AO-50F, AO-60, AO-60G, AO-80, AO-330, etc.) manufactured by ADEKA CORPORATION can be cited. Furthermore, as antioxidants, polyfunctional hindered amine antioxidants described in International Publication No. 2017 / 006600, antioxidants described in International Publication No. 2017 / 164024, and antioxidants described in paragraphs 0023 to 0048 of Japanese Patent No. 6268967 can also be used. Only one antioxidant may be used, or two or more antioxidants may be used. Furthermore, the coloring composition of the present invention may further contain a latent antioxidant, as needed. Examples of latent antioxidants include compounds in which a portion functioning as an antioxidant is protected by a protecting group, and compounds in which the protecting group is removed by heating at 100 to 250°C or by heating at 80 to 200°C in the presence of an acid / base catalyst, thereby functioning as an antioxidant. Specific examples of potential antioxidants include compounds described in International Publication No. 2014 / 021023, International Publication No. 2017 / 030005, and Japanese Patent Application Laid-Open No. 2017-008219. Commercially available products include ADEKA ARKLS GPA-5001 (manufactured by ADEKA CORPORATION). In addition, the colored composition of the present invention may contain a sensitizer described in paragraph 0078 of Japanese Patent Application Laid-Open No. 2004-295116, a light stabilizer, a thermal inhibitor described in paragraph 0081 of Japanese Patent Application Laid-Open No. 2004-295116, and a storage stabilizer described in paragraph 0242 of Japanese Patent Application Laid-Open No. 2018-091940.

[0369] <Storage Container>

[0370] The container for the colored composition of the present invention is not particularly limited, and known containers can be used. Furthermore, to prevent the incorporation of impurities into the raw materials and colored composition, it is also preferable to use a multilayer bottle having an inner wall composed of six layers of six different resins, or a bottle having a seven-layer structure of six different resins. Examples of such containers include those described in Japanese Patent Application Laid-Open No. 2015-123351. Furthermore, to prevent metal leaching from the inner wall of the container, improve the storage stability of the composition, or suppress deterioration of the components, it is also preferable to use an inner wall of the container made of glass or stainless steel.

[0371] <Method for producing a colored composition>

[0372] The coloring composition of the present invention can be produced by mixing the above components. When producing the coloring composition, all the components can be dissolved and / or dispersed in a solvent at the same time to produce the coloring composition. Alternatively, each component can be appropriately prepared as two or more solutions or dispersions as needed, and these can be mixed at the time of use (during application) to produce the coloring composition.

[0373] Furthermore, when manufacturing the coloring composition, a process for dispersing the pigment may be included. In the process for dispersing the pigment, compression, squeezing, impact, shearing, cavitation, etc. may be cited as mechanical forces for dispersing the pigment. As specific examples of these processes, bead mills, sand mills, roller mills, ball mills, paint shakers, microfluidizers, high-speed impellers, sand mills, flow jet mixers, high-pressure wet micronization, ultrasonic dispersion, etc. may be cited. Furthermore, in the pulverization of the pigment in the sand mill (bead mill), it is preferably carried out under conditions that improve the pulverization efficiency by using beads with a small diameter, increasing the filling rate of the beads, etc. Furthermore, it is preferably carried out after the pulverization process, by filtering, centrifuging, etc. to remove coarse particles. Furthermore, regarding the pigment dispersion process and disperser, the process and disperser described in "Dispersion Technology Encyclopedia, Published by JOHOKIKO CO., LTD., July 15, 2005" or "A Comprehensive Collection of Dispersion Technology and Practical Industrial Applications Focusing on Suspensions (Solid / Liquid Dispersion Systems), Published by the Business Development Center Publishing Department, October 10, 1978," or paragraph 0022 of Japanese Patent Application Publication No. 2015-157893 can be preferably used. Furthermore, in the pigment dispersion process, the particles can be miniaturized by a salt milling process. For the raw materials, equipment, and processing conditions used in the salt milling process, reference can be made to the descriptions of, for example, Japanese Patent Application Publication Nos. 2015-194521 and 2012-046629.

[0374] When manufacturing a colored composition, it is preferred to filter the colored composition with a filter in order to remove foreign matter or reduce defects. As a filter, any filter that has been used for filtering purposes can be used without particular limitation. For example, filters using raw materials such as fluororesins such as polytetrafluoroethylene (PTFE), polyamide resins such as nylon (e.g., nylon-6, nylon-6,6), and polyolefin resins such as polyethylene and polypropylene (PP) (including high-density, ultra-high molecular weight polyolefin resins) can be cited. Among these materials, polypropylene (including high-density polypropylene) and nylon are preferred.

[0375] The pore size of the filter is preferably 0.01 to 7.0 μm, more preferably 0.01 to 3.0 μm, and even more preferably 0.05 to 0.5 μm. As long as the pore size of the filter is within the above range, fine foreign matter can be reliably removed. For the pore size value of the filter, the nominal value of the filter manufacturer can be referred to. Various filters provided by NIHON PALL LTD. (DFA4201NIEY, etc.), Advantec Toyo Kaisha, Ltd., Nihon Entegris KK (formerly Nippon Mykrolis Corporation), and KITZ MICROFILTER Corporation can be used.

[0376] Furthermore, it is also preferable to use a fibrous filter material as the filter. Examples of fibrous filter materials include polypropylene fibers, nylon fibers, and glass fibers. Commercially available products include the SBP series (SBP008, etc.), TPR series (TPR002, TPR005, etc.), and SHPX series (SHPX003, etc.) manufactured by ROKI TECHNO CO., LTD. When using a filter, different filters (for example, a first filter and a second filter, etc.) may be combined. In this case, filtration using each filter may be performed only once or twice or more. Furthermore, filters of different pore sizes may be combined within the above-mentioned range. Furthermore, filtration using the first filter may be performed only on the dispersion, and after mixing the other components, filtration may be performed using the second filter.

[0377] <Cured film>

[0378] The cured film of the present invention is a film obtained by curing the above-mentioned colored composition of the present invention. The cured film of the present invention can be used for color filters and the like. Specifically, it can be preferably used as a colored layer (pixel) of a color filter, and more preferably as a red pixel. The film thickness of the cured film of the present invention can be appropriately adjusted according to the purpose, but is preferably 0.5 to 3.0 μm. The lower limit is preferably 0.8 μm or more, more preferably 1.0 μm or more, and further preferably 1.1 μm or more. The upper limit is preferably 2.5 μm or less, more preferably 2.0 μm or less, and further preferably 1.8 μm or less.

[0379] <Method for Forming Cured Film>

[0380] Next, a method for forming a cured film will be described.

[0381] The method for forming a cured film preferably includes the steps of applying the colored composition of the present invention onto a support to form a colored composition layer; exposing the colored composition layer (exposure step); and heating the exposed colored composition layer (post-baking step). Furthermore, when forming a patterned cured film (pixel), it is preferred that the colored composition layer be exposed to a pattern in the exposure step, and that a step of developing the exposed colored composition layer be further included between the exposure step and the post-baking step (development step).

[0382] In the present invention, when forming a cured film, the entire process is preferably performed at a temperature of 150°C or less. Furthermore, in the present invention, "performing the entire process at a temperature of 150°C or less" means that all steps for forming a cured film using the colored composition are performed at a temperature of 150°C or less. This also means that if a heating step is performed after developing the exposed colored composition layer, the heating step is also performed at a temperature of 150°C or less. Details of each step are described below.

[0383] In the step of forming the colored composition layer, the colored composition of the present invention is applied to a support to form the colored composition layer. Examples of the support include glass substrates and resin substrates. Examples of the resin substrate include polycarbonate substrates, polyester substrates, aromatic polyamide substrates, polyamideimide substrates, and polyimide substrates. An organic light-emitting layer can be formed on these substrates. Furthermore, a silicon substrate can also be used as the support. A charge-coupled device (CCD), a complementary metal oxide semiconductor (CMOS), a transparent conductive film, and the like can be formed on a silicon substrate. Furthermore, to improve adhesion to the upper layer, prevent diffusion of substances, or flatten the substrate surface, an underlayer can be provided on the support. The surface contact angle of the underlayer is preferably 20 to 70° when measured with diiodomethane. Furthermore, when measured with water, it is preferably 30 to 80°. If the surface contact angle of the underlayer is within the above range, the coating properties of the colored composition are good. The surface contact angle of the underlayer can be adjusted, for example, by adding a surfactant. The base layer can be formed using a composition obtained by removing a coloring agent from the colored composition described in the present specification, a composition containing the resin, polymerizable compound, surfactant, etc. described in the present specification, or the like.

[0384] As a method for applying the coloring composition, a known method can be used. For example, a drop casting method; a slit coating method; a spray method; a roll coating method; a spin coating method (spin coating); a cast coating method; a slit spin coating method; a pre-wetting method (for example, the method described in Japanese Patent Application Laid-Open No. 2009-145395); various printing methods such as inkjet (for example, on-demand, piezoelectric, thermal), nozzle jet printing, flexographic printing, screen printing, gravure printing, reverse offset printing, and metal mask printing; transfer methods using a mold, etc.; nanoimprinting methods, etc. The applicable method for inkjet printing is not particularly limited. For example, the method described in "Expandable / usable inkjet - infinite abilities seen in patent -, published in February 2005, Sumitbe Techon Research Co., Ltd." (particularly pages 115 to 133) or the methods described in Japanese Patent Application Publication Nos. 2003-262716, 2003-185831, 2003-261827, 2012-126830, and 2006-169325 can be cited. Regarding the method for applying the coloring composition, reference can be made to the descriptions of International Publication Nos. 2017 / 030174 and 2017 / 018419, the contents of which are incorporated herein.

[0385] The colored composition layer formed on the support may be dried (prebaked). When prebaking is performed, the prebaking temperature is preferably 80°C or lower, more preferably 70°C or lower, even more preferably 60°C or lower, and particularly preferably 50°C or lower. The lower limit can be, for example, 40°C or higher. The prebaking time is preferably 10 to 3600 seconds. Prebaking can be performed using a hot plate, an oven, or the like.

[0386] Next, the colored composition layer is exposed (exposure step). For example, the colored composition layer can be exposed using a stepper, scanner, or the like. When forming a patterned cured film (pixel), the colored composition layer is exposed in a pattern. For example, by exposing through a mask having a predetermined mask pattern, the colored composition layer can be exposed in a pattern. This allows the exposed portion to be cured.

[0387] As light that can be used during exposure, ultraviolet rays such as g-rays (wavelength of 436nm) and i-rays (wavelength of 365nm) can be cited. As described in the Korean Patent Publication No. 1020170122130, exposure using i-rays can be performed while cutting off light with a wavelength shorter than that of i-rays. In addition, light with a wavelength of 300nm or less (preferably light with a wavelength of 180 to 300nm) can also be used. As light with a wavelength of 300nm or less, KrF rays (wavelength of 248nm), ArF rays (wavelength of 193nm), etc. can be listed, preferably KrF rays (wavelength of 248nm). In addition, a long-wave light source of 300nm or more can also be used.

[0388] Furthermore, during exposure, light can be irradiated continuously or pulsed (pulse exposure). Pulse exposure refers to an exposure method in which light is irradiated and paused repeatedly in a short cycle (e.g., milliseconds or less).

[0389] The irradiation dose (exposure dose) is preferably, for example, 0.03 to 2.5 J / cm 2 , more preferably 0.05 to 1.0 J / cm 2 The oxygen concentration during exposure can be appropriately selected. In addition to being performed in the atmosphere, exposure can also be performed in a low-oxygen environment with an oxygen concentration of 19% by volume or less (e.g., 15% by volume, 5% by volume, or substantially no oxygen). Exposure can also be performed in a high-oxygen environment with an oxygen concentration greater than 21% by volume (e.g., 22% by volume, 30% by volume, or 50% by volume). Furthermore, the exposure illuminance can be appropriately set, typically from 1000 W / m 2 ~100000W / m 2 (For example, 5000W / m 2 、15000W / m 2or 35000W / m 2 The oxygen concentration and exposure illuminance can also be combined with appropriate conditions, for example, the illuminance can be set to 10000W / m at an oxygen concentration of 10% by volume. 2 , set the illumination to 20000W / m at an oxygen concentration of 35 volume %. 2 wait.

[0390] In the method for forming a cured film, it is also preferable to develop the colored composition layer after exposure. In particular, when the colored composition layer is exposed in a pattern during the exposure step, developing the exposed colored composition layer allows the unexposed portions of the colored composition layer to be removed and the cured film to be formed in a pattern to form pixels. The unexposed portions of the colored composition layer can be removed using a developer. In this way, the unexposed portions of the colored composition layer during the exposure step dissolve in the developer, leaving only the photocured portions. The temperature of the developer is preferably, for example, 20 to 30°C. The development time is preferably 20 to 180 seconds. Furthermore, to improve residue removability, the process of discarding the developer and then supplying new developer every 60 seconds can be repeated multiple times.

[0391] As developer, organic solvent, alkaline developer etc. can be enumerated, preferably alkaline developer.As alkaline developer, preferably alkaline aqueous solution (alkaline developer) obtained by diluting alkaline agent with pure water.As alkaline agent, for example, ammonia, ethylamine, diethylamine, dimethylethanolamine, diglycolamine (diglycolamine), diethanolamine, hydroxylamine, ethylenediamine, tetramethylammonium hydroxide, tetraethylammonium hydroxide, tetrapropylammonium hydroxide, tetrabutylammonium hydroxide, ethyltrimethylammonium hydroxide, benzyltrimethylammonium hydroxide, dimethylbis (2-hydroxyethyl) ammonium hydroxide, choline, pyrrole, piperidine, 1,8-diazabicyclo-[5.4.0]-7-undecene and other organic alkaline compounds or sodium hydroxide, potassium hydroxide, sodium carbonate, sodium bicarbonate, sodium silicate, sodium metasilicate and other inorganic alkaline compounds can be enumerated. With regard to environmental aspect and safety aspect, alkaline agent is preferably a compound with large molecular weight. The concentration of the alkaline agent in the alkaline aqueous solution is preferably 0.001 to 10% by mass, more preferably 0.01 to 1% by mass. In addition, the developer may further contain a surfactant. As the surfactant, the above-mentioned surfactants can be mentioned, preferably a nonionic surfactant. From the perspective of convenience of transportation and storage, the developer is temporarily made into a concentrated solution, and can also be diluted to the concentration required for use. There is no particular limitation on the dilution ratio, but it can be set in the range of 1.5 to 100 times, for example. In addition, it is also preferred to use pure water for cleaning (rinsing) after development. In addition, rinsing is preferably carried out by rotating the support on which the developed colored composition layer is formed while supplying a rinsing liquid to the developed colored composition layer. In addition, it is also preferred to move the nozzle that discharges the rinsing liquid from the center of the support to the peripheral portion of the support. At this time, when moving from the center of the support to the peripheral portion of the nozzle, the nozzle can be moved while gradually reducing the moving speed of the nozzle. By rinsing in this way, the in-plane deviation of the rinsing can be suppressed. Furthermore, the same effect can be achieved by gradually reducing the rotation speed of the support body while moving the nozzle from the center portion to the peripheral portion of the support body.

[0392] After development, it is also preferable to perform drying and then perform additional exposure treatment or heating treatment (post-baking). Additional exposure treatment or post-baking is a curing treatment after development for complete curing.

[0393] When post-baking is performed, the heating temperature is preferably 150°C or lower. The upper limit of the heating temperature is more preferably 120°C or lower, and further preferably 100°C or lower. As for the lower limit of the heating temperature, there is no particular restriction as long as it can promote the curing of the composition, and it is more preferably 50°C or higher, and further preferably 75°C or higher. The heating time is preferably 1 minute or longer, more preferably 5 minutes or longer, and further preferably 10 minutes or longer. The upper limit is not particularly limited, but from the perspective of productivity, it is preferably 20 minutes or shorter. Post-baking is also preferably performed under an inert gas atmosphere. According to this method, thermal polymerization can be performed with very high efficiency without being hindered by oxygen, and even when pixels are manufactured at a temperature of 120°C or lower throughout the entire process, pixels with good flatness and excellent properties such as solvent resistance can be manufactured. Examples of inert gases include nitrogen, argon, helium, etc., and nitrogen is preferred. The oxygen concentration during post-baking is preferably 100 ppm or lower.

[0394] When performing the additional exposure treatment, it is preferred to perform exposure by irradiating light with a wavelength of 254 to 350 nm. As a more preferred embodiment, in the step of exposing the colored composition layer in a pattern (exposure before development), the colored composition layer is preferably exposed by irradiating light having a wavelength of more than 350 nm and less than 380 nm (preferably light with a wavelength of 355 to 370 nm, more preferably i-rays), and in the additional exposure treatment (exposure after development), the developed colored composition layer is preferably exposed by irradiating light with a wavelength of 254 to 350 nm (preferably light with a wavelength of 254 nm). According to this embodiment, the colored composition layer can be appropriately cured by the first exposure (exposure before development), and the entire colored composition layer can be almost completely cured by the next exposure (exposure after development). As a result, the colored composition layer can be fully cured even under low temperature conditions, and pixels with excellent characteristics such as solvent resistance, adhesion, and pattern rectangularity can be formed. In the case of performing exposure in two stages, it is preferable to use a coloring composition containing a photopolymerization initiator having an extinction coefficient of 1.0×10 3 The absorption coefficient of the photopolymerization initiator A at a wavelength of 365 nm in methanol is 1.0×10 2 mL / g·cm or less and the absorption coefficient at a wavelength of 254 nm is 1.0×10 3 Photopolymerization initiator A with a concentration of mL / g·cm or more

[0395] Exposure after development can be performed using, for example, an ultraviolet photoresist curing apparatus. For example, light having a wavelength of 254 to 350 nm or other light (eg, i-rays) can be irradiated from the ultraviolet photoresist curing apparatus.

[0396] The exposure dose (irradiation dose) in the exposure after development is preferably 30 to 4000 mJ / cm 2 , more preferably 50 to 3500 mJ / cm 2 The difference between the wavelength of light used in exposure before development and the wavelength of light used in exposure after development is preferably 200 nm or less, more preferably 100 to 150 nm.

[0397] <Color Filter>

[0398] Next, the color filter of the present invention will be described. The color filter of the present invention comprises the cured film of the present invention described above. Preferably, the cured film of the present invention is provided as a colored pixel of the color filter, more preferably as a red pixel.

[0399] The color filter of the present invention preferably further comprises colored pixels of other hues in addition to the pixels of the cured film of the present invention. Examples of colored pixels of other hues include blue pixels, green pixels, yellow pixels, magenta pixels, and cyan pixels. A preferred embodiment of the color filter of the present invention includes an embodiment comprising red pixels, green pixels, and blue pixels formed from the cured film of the present invention.

[0400] In the green pixel-forming coloring composition preferably used in combination with the pixel of the cured film of the present invention, the maximum value A of the absorbance for light having a wavelength of 400 to 450 nm is max11 The minimum value A of the absorbance for light with a wavelength of 475 to 575 nm min12 Ratio A max11 / A min11 It is preferably 15 or more, more preferably 20 or more, and even more preferably 25 or more.

[0401] Furthermore, when the absorbance of the green pixel-forming coloring composition for light of a wavelength of 450 nm is set to 1, the wavelength at which the absorbance reaches 0.3 is preferably in the range of 455 to 505 nm, more preferably in the range of 460 to 500 nm, further preferably in the range of 465 to 495 nm, and particularly preferably in the range of 470 to 490 nm.

[0402] In the blue pixel-forming coloring composition preferably used in combination with the pixel of the cured film of the present invention, the maximum value A of the absorbance for light having a wavelength of 550 to 650 nm is max21 The ratio A to the minimum absorbance Amin21 for light with a wavelength of 400 to 500 nm max21 / A min21 It is preferably 10 or greater, more preferably 12.5 or greater, and even more preferably 15 or greater.

[0403] Furthermore, when the absorbance of the blue pixel-forming coloring composition for light with a wavelength of 600 nm is set to 1, the wavelength at which the absorbance reaches 0.3 is preferably in the range of 475 to 555 nm, more preferably in the range of 480 to 540 nm, further preferably in the range of 485 to 525 nm, and particularly preferably in the range of 490 to 510 nm.

[0404] The color filter of the present invention can be used in display devices, solid-state imaging devices such as CCDs (charge coupled devices) and CMOSs ​​(complementary metal oxide semiconductors), and the like.

[0405] In the color filter of the present invention, the thickness of the cured film of the present invention can be appropriately adjusted depending on the intended purpose, but is preferably 0.5 to 3.0 μm. The lower limit is preferably 0.8 μm or greater, more preferably 1.0 μm or greater, and even more preferably 1.1 μm or greater. The upper limit is preferably 2.5 μm or less, more preferably 2.0 μm or less, and even more preferably 1.8 μm or less.

[0406] In the color filter of the present invention, the pixel line width (pattern size) is preferably 2.0 to 10.0 μm. The upper limit is preferably 7.5 μm or less, more preferably 5.0 μm or less, and even more preferably 4.0 μm or less. The lower limit is preferably 2.25 μm or more, more preferably 2.5 μm or more, and even more preferably 2.75 μm or more.

[0407] The color filter of the present invention may include a protective layer on the surface of the cured film of the present invention. The provision of a protective layer can impart various functions, such as oxidation resistance, low reflectivity, hydrophilicity, and hydrophobicity, as well as shielding against light of specific wavelengths (such as ultraviolet rays and near-infrared rays). The thickness of the protective layer is preferably 0.01 to 10 μm, more preferably 0.1 to 5 μm. Examples of methods for forming the protective layer include coating with a resin composition dissolved in an organic solvent, chemical vapor deposition, and bonding a molded resin with an adhesive. As the components constituting the protective layer, (meth) acrylic resin, ene-thiol resin, polycarbonate resin, polyether resin, polyarylate resin, polysulfone resin, polyethersulfone resin, polyphenylene resin, polyarylene ether phosphine oxide resin, polyimide resin, polyamide-imide resin, polyolefin resin, cyclic olefin resin, polyester resin, styrene resin, polyol resin, polyvinylidene chloride resin, melamine resin, carbamate resin, aromatic polyamide resin, polyamide resin, alkyd resin, epoxy resin, modified polysilicone resin, fluororesin, polycarbonate resin, polyacrylonitrile resin, cellulose resin, Si, C, W, Al2O3, Mo, SiO2, Si2N4, etc. can be mentioned, and two or more of these components can be contained. For example, in the case of a protective layer for preventing oxidation, the protective layer preferably includes polyol resin, SiO2 and Si2N4. In addition, in the case of a protective layer for low reflection, the protective layer preferably includes (meth) acrylic resin and fluororesin.

[0408] When applying resin composition and forming protective layer, as the coating method of resin composition, it is possible to use known methods such as spin coating, casting, screen printing, inkjet method. The organic solvent contained in resin composition can use known organic solvent (for example, propylene glycol 1-monomethyl ether 2-acetate, cyclopentanone, ethyl lactate etc.). When forming protective layer by chemical vapor deposition, as chemical vapor deposition, it is possible to use known chemical vapor deposition (thermal chemical vapor deposition, plasma chemical vapor deposition, photochemical vapor deposition).

[0409] As needed, the protective layer may also contain additives such as organic / inorganic particles, absorbents for light of a specific wavelength (e.g., ultraviolet rays, near infrared rays, etc.), refractive index modifiers, antioxidants, adhesives, surfactants, etc. As examples of organic / inorganic particles, for example, polymer particles (e.g., silicone resin particles, polystyrene particles, melamine resin particles), titanium oxide, zinc oxide, zirconium oxide, indium oxide, aluminum oxide, titanium nitride, titanium oxynitride, magnesium fluoride, hollow silica, silicon dioxide, calcium carbonate, barium sulfate, etc. The absorbent for light of a specific wavelength can use a known absorbent. The content of these additives can be appropriately adjusted, but is preferably 0.1 to 70% by mass, more preferably 1 to 60% by mass, relative to the total mass of the protective layer.

[0410] Furthermore, as the protective layer, the protective layers described in paragraphs 0073 to 0092 of Japanese Patent Application Laid-Open No. 2017-151176 can also be used.

[0411] The color filter may have a base layer. The base layer may be formed using, for example, a composition obtained by removing a colorant from the coloring composition of the present invention described above. The surface contact angle of the base layer is preferably 20 to 70° when measured with diiodomethane. Furthermore, it is preferably 30 to 80° when measured with water. If the surface contact angle of the base layer is within the above range, the coating properties of the resin composition are good. The surface contact angle of the base layer can be adjusted, for example, by adding a surfactant or the like.

[0412] The color filter may have a structure in which each colored pixel is embedded in a space partitioned by partition walls, for example, in a grid shape.

[0413] <Display device>

[0414] The image display device of the present invention comprises the cured film of the present invention described above. Examples of display devices include liquid crystal display devices and organic electroluminescent display devices. Definitions of display devices and details of each display device are described, for example, in "Electronic Display Devices (written by Akio Sasaki, published by Kogyo Chosakai Publishing Co., Ltd. in 1990)" and "Display Devices (written by Junsho Ibuki, published by Sangyo Tosho Publishing Co., Ltd. in 1989)." Furthermore, liquid crystal display devices are described, for example, in "Next Generation Liquid Crystal Display Technology (edited by Tatsuo Uchida, published by Kogyo Chosakai Publishing Co., Ltd. in 1994)." There are no particular limitations on the liquid crystal display devices to which the present invention can be applied, and for example, the present invention can be applied to various liquid crystal display devices described in the aforementioned "Next Generation Liquid Crystal Display Technology."

[0415] The organic electroluminescent display device can be a light source composed of white organic electroluminescent elements. As the white organic electroluminescent element, a tandem structure is preferred. The tandem structure of the organic electroluminescent element is described in Japanese Patent Application Publication No. 2003-045676, supervised by Akiyoshi Mikami, "The Frontier of Organic EL Technology Development - High Brightness, High Precision, Long Life, Skill Collection", Technical Information Institute Co., Ltd., pages 326 to 328, 2008, etc. The spectrum of white light emitted by the organic EL element preferably has strong maximum emission peaks in the blue region (430nm to 485nm), the green region (530nm to 580nm) and the yellow region (580nm to 620nm). In addition to these emission peaks, it is more preferred to have a maximum emission peak in the red region (650nm to 700nm).

[0416] Example

[0417] Hereinafter, the present invention will be specifically described by giving examples. The materials, usage amounts, ratios, processing contents, processing steps etc. shown in the following examples can be appropriately changed without departing from the purpose of the present invention. Therefore, the scope of the present invention is not limited to the specific examples shown below.

[0418] <Measurement of Weight Average Molecular Weight (Mw)>

[0419] The weight average molecular weight (Mw) of the measurement sample was measured by gel permeation chromatography (GPC) under the following conditions.

[0420] Column type: A column formed by combining TOSOH TSKgel Super HZM-H, TOSOH TSKgel Super HZ4000, and TOSOH TSKgel Super HZ2000

[0421] Developing solvent: tetrahydrofuran

[0422] Column temperature: 40°C

[0423] Flow rate (sample injection volume): 1.0 μL (sample concentration 0.1 mass %)

[0424] Device name: HLC-8220GPC manufactured by TOSOH CORPORATION

[0425] Detector: RI (refractive index) detector

[0426] Calibration curve base resin: polystyrene resin

[0427] <Preparation of Colorant Solution>

[0428] The raw materials listed in the table below were uniformly stirred and mixed, then dispersed for 5 hours using 1 mm diameter zirconium dioxide beads in an EIGER mill (Mini Model M-250MKII, manufactured by EIGER Japan). The mixture was then filtered through a 5 μm pore size filter to prepare colorant solutions P-R1 to P-R11 and P-RC1. The amounts of each raw material are shown in parts by mass in the table below.

[0429] [Table 1]

[0430]

[0431] The raw materials represented by the abbreviations in the table are as follows.

[0432] (Red colorant)

[0433] PR254: CI Pigment Red 254

[0434] PR177: CI Pigment Red 177

[0435] PR264: CI Pigment Red 264

[0436] PR269: CI Pigment Red 269

[0437] PR7: CI Pigment Red 7

[0438] AR249:CIAcid Red 249

[0439] (yellow colorant)

[0440] PY139:CI Pigment Yellow 139

[0441] PY150:CI Pigment Yellow 150

[0442] PY185:CI Pigment Yellow 185

[0443] SY162:CISolvent Yellow 162

[0444] (Dispersant)

[0445] Dispersant 1: Solsperse 20000 (manufactured by The Lubrizol Corporation)

[0446] Dispersant 2: Resin solution D2 prepared by the following method

[0447] A reaction vessel equipped with a stirrer, thermometer, dripping device, reflux cooler, and gas inlet pipe was charged with 90.0 parts by mass of cyclohexanone. The vessel was heated to 60°C while nitrogen was injected into the vessel. A mixture of 20.0 parts by mass of methacrylic acid, 10.0 parts by mass of methyl methacrylate, 55.0 parts by mass of n-butyl methacrylate, 15 parts by mass of benzyl methacrylate, and 2.5 parts by mass of 2,2'-azobisisobutyronitrile was added dropwise at the same temperature over 2 hours to carry out a polymerization reaction. Following the completion of the dropwise addition, the reaction was continued at 60°C for 1 hour. A solution of 0.5 parts by mass of 2,2'-azobisisobutyronitrile dissolved in 10.0 parts by mass of propylene glycol monomethyl ether acetate (PGMEA) was then added. Stirring was continued at the same temperature for 3 hours to obtain a resin (copolymer). After cooling to room temperature, the mixture was diluted with cyclohexanone to obtain a resin solution D2 having a solids concentration of 20%. The weight-average molecular weight of the obtained resin (copolymer) was 30,000.

[0448] (Pigment derivatives)

[0449] Pigment derivative 1: Compound with the following structure

[0450] [Chemical Formula 22]

[0451]

[0452] <Preparation of Coloring Composition>

[0453] The raw materials shown below were mixed and stirred, and then filtered using a nylon filter (manufactured by Nihon Pall Ltd.) having a pore size of 0.45 μm to prepare a colored composition.

[0454] [Table 2]

[0455]

[0456] The raw materials represented by the abbreviations in the table are as follows.

[0457] (Colorant solution)

[0458] P-R1 to P-R11, P-RC1: Colorant solutions P-R1 to P-R11, P-RC1 manufactured above

[0459] (Photopolymerization initiator)

[0460] I-1: Irgacure OXE02 (manufactured by BASF, a compound having the following structure, with an absorption coefficient of 7749 mL / g·cm in methanol at a wavelength of 365 nm.)

[0461] I-2: Omnirad 2959 (manufactured by IGM Resins BV, a compound of the following structure, with an absorption coefficient of 48.93 mL / g·cm at a wavelength of 365 nm in methanol and an absorption coefficient of 3.0×10 4 mL / g·cm. )

[0462] I-3: Compound with the following structure (absorption coefficient of light at a wavelength of 365 nm in methanol is 18900 mL / g·cm)

[0463] [Chemical Formula 23]

[0464]

[0465] (resin)

[0466] B-1: Resin having the following structure (a resin having a repeating unit containing a blocked isocyanate group. The numerical values ​​indicated on the main chain are mass ratios.)

[0467] [Chemical Formula 24]

[0468]

[0469] Propylene glycol monomethyl ether acetate (PGMEA) was placed in a reaction vessel, along with 5 parts by mass of 2,2'-azobis(2,4-dimethylvaleronitrile) as a thermal polymerization initiator and 2.0 parts by mass of 1-dodecanethiol as a molecular weight modifier. Subsequently, 60 parts by mass of monomer (bm-2) and 40 parts by mass of benzyl methacrylate were added to the reaction vessel. The mixture was then maintained at 60°C under a nitrogen atmosphere and reacted for 12 hours to synthesize Resin B-1. The synthesized Resin B-1 had a weight-average molecular weight of 7,000.

[0470] B-2: Resin with the following structure (a resin having repeating units containing a blocked isocyanate group and repeating units containing a group in which an acid group is protected by a protecting group. The values ​​indicated on the main chain are mass ratios.)

[0471] [Chemical Formula 25]

[0472]

[0473] Propylene glycol monomethyl ether acetate (PGMEA) was placed in a reaction vessel, along with 5 parts by mass of 2,2'-azobis(2,4-dimethylvaleronitrile) as a thermal polymerization initiator and 2.0 parts by mass of 1-dodecanethiol as a molecular weight modifier. Subsequently, 34 parts by mass of monomer (bm-1), 59 parts by mass of monomer (bm-2), and 7 parts by mass of benzyl methacrylate were added to the reaction vessel. The mixture was then maintained at 60°C under a nitrogen atmosphere and reacted for 12 hours to synthesize resin B-2. The weight-average molecular weight of the synthesized resin B-2 was 7500.

[0474] B-3: Resin with the following structure (a resin having repeating units containing a blocked isocyanate group and repeating units containing a group in which an acid group is protected by a protecting group. The values ​​indicated on the main chain are mass ratios.)

[0475] [Chemical Formula 26]

[0476]

[0477] Propylene glycol monomethyl ether acetate (PGMEA) was placed in a reaction vessel, along with 5 parts by mass of 2,2'-azobis(2,4-dimethylvaleronitrile) as a thermal polymerization initiator and 2.0 parts by mass of 1-dodecanethiol as a molecular weight modifier. Subsequently, 34 parts by mass of monomer (bm-1), 59 parts by mass of monomer (bm-3), and 7 parts by mass of benzyl methacrylate were added to the reaction vessel. The mixture was then maintained at 60°C under a nitrogen atmosphere and reacted for 12 hours to synthesize resin B-3. The weight-average molecular weight of the synthesized resin B-3 was 7200.

[0478] B-4: Resin with the following structure (a resin having repeating units containing a blocked isocyanate group and repeating units containing a group in which an acid group is protected by a protecting group. The values ​​indicated on the main chain are mass ratios.)

[0479] [Chemical Formula 27]

[0480]

[0481] Propylene glycol monomethyl ether acetate (PGMEA) was placed in a reaction vessel, along with 5 parts by mass of 2,2'-azobis(2,4-dimethylvaleronitrile) as a thermal polymerization initiator and 2.0 parts by mass of 1-dodecanethiol as a molecular weight modifier. Subsequently, 34 parts by mass of monomer (bm-1), 59 parts by mass of monomer (bm-4), and 7 parts by mass of benzyl methacrylate were added to the reaction vessel. The mixture was then maintained at 60°C under a nitrogen atmosphere and reacted for 12 hours to synthesize resin B-4. The synthesized resin B-4 had a weight-average molecular weight of 6900.

[0482] B-5: Resin with the following structure (a resin having repeating units containing a blocked isocyanate group and repeating units containing a group in which an acid group is protected by a protecting group. The values ​​indicated on the main chain are mass ratios.)

[0483] [Chemical Formula 28]

[0484]

[0485] Propylene glycol monomethyl ether acetate (PGMEA) was placed in a reaction vessel, along with 5 parts by mass of 2,2'-azobis(2,4-dimethylvaleronitrile) as a thermal polymerization initiator and 2.0 parts by mass of 1-dodecanethiol as a molecular weight modifier. Subsequently, 34 parts by mass of monomer (bm-5), 59 parts by mass of monomer (bm-3), and 7 parts by mass of benzyl methacrylate were added to the reaction vessel. The reaction was maintained at 60°C under a nitrogen atmosphere and allowed to react for 12 hours to synthesize resin B-5. The weight-average molecular weight of the synthesized resin B-5 was 7100.

[0486] B-6: Resin with the following structure (a resin having repeating units containing a blocked isocyanate group and repeating units containing a group in which an acid group is protected by a protecting group. The values ​​indicated on the main chain are mass ratios.)

[0487] [Chemical Formula 29]

[0488]

[0489] Propylene glycol monomethyl ether acetate (PGMEA) was placed in a reaction vessel, along with 5 parts by mass of 2,2'-azobis(2,4-dimethylvaleronitrile) as a thermal polymerization initiator and 2.0 parts by mass of 1-dodecanethiol as a molecular weight modifier. Subsequently, 34 parts by mass of monomer (bm-6), 59 parts by mass of monomer (bm-3), and 7 parts by mass of benzyl methacrylate were added to the reaction vessel. The mixture was then maintained at 60°C under a nitrogen atmosphere and reacted for 12 hours to synthesize resin B-6. The weight-average molecular weight of the synthesized resin B-6 was 7400.

[0490] Monomers (bm-1) to (bm-6) used for synthesizing resins B-1 to B-6 are compounds of the following structures.

[0491] [Chemical formula 30]

[0492]

[0493] (Polymerizable compound)

[0494] M-1: ARONIX M-402 (manufactured by TOAGOSEI CO., LTD., a mixture of dipentaerythritol hexaacrylate and dipentaerythritol pentaacrylate)

[0495] M-2: Compound with the following structure (a+b+c=3)

[0496] [Chemical Formula 31]

[0497]

[0498] (Solvent)

[0499] S-1: Propylene glycol monomethyl ether acetate (PGMEA)

[0500] S-2: Propylene glycol monomethyl ether (PGME)

[0501] <Spectroscopic Evaluation>

[0502] Each coloring composition was applied to a glass substrate using a spin coater to a film thickness of 2 μm after drying, and dried on a hot plate at 100° C. for 2 minutes. Next, an ultra-high pressure mercury lamp was used for exposure at an illuminance of 20 mW / cm 2 , exposure is 1J / cm 2The exposure was carried out under the conditions of . Then, it was heated on a hot plate at 100°C for 20 minutes and naturally cooled to form a cured film. In the preparation of the cured film, the temperature of the substrate was in the range of 20 to 100°C throughout the entire process. With respect to the obtained cured film, an ultraviolet-visible-near-infrared spectrophotometer (UV3600, manufactured by Shimadzu Corporation) was used, and the reference source circuit (reference) was used as a glass substrate to measure the absorbance of light in the range of 300 to 800 nm in wavelength, and the maximum value A of the absorbance for light in the range of 400 to 500 nm in wavelength was measured respectively. max1 The minimum value A of the absorbance for light with a wavelength of 550 to 700 nm min1 Ratio A max1 / A min1 (hereinafter referred to as absorbance ratio 1), and when the absorbance for light with a wavelength of 500 nm is set to 1, the wavelength at which the absorbance becomes 0.3 (hereinafter referred to as wavelength 1).

[0503] <Evaluation of color mixing>

[0504] Each coloring composition was applied to a glass substrate using a spin coater to a film thickness of 2 μm after drying, and dried on a hot plate at 100° C. for 2 minutes. Next, an ultra-high pressure mercury lamp was used for exposure at an illuminance of 20 mW / cm 2 , exposure dose is 100mJ / cm 2 The film was exposed under the conditions of . Next, a 0.3% by mass aqueous solution of tetramethylammonium hydroxide (TMAH) was used to perform spin immersion development at 23°C for 60 seconds. Thereafter, the film was rinsed by spin spraying and further washed with pure water. Thereafter, the film was heated on a hot plate at 100°C for 20 minutes and naturally cooled to form a cured film. The transmittance (T1) of light of a wavelength of 450 nm of the obtained cured film was measured using MCPD-3000 (manufactured by Otsuka Electronics Co., Ltd.).

[0505] Next, a coloring composition for color mixture evaluation was applied to the cured film using a spin coater to a film thickness of 2 μm after drying, and dried on a hot plate at 100°C for 2 minutes to form a coating film of the coloring composition for color mixture evaluation, thereby forming a laminated film. The coloring composition for color mixture evaluation used in the formation of the blue pixel in Example 1001 described later was used.

[0506] Next, the glass substrate having the laminated film formed thereon was placed on a horizontal rotating table of a spin / spray developer (DW-30 model, manufactured by Chemitronics Co., Ltd.) and subjected to spin immersion development for 60 seconds at 23°C using a 60% dilution of CD-2000 (manufactured by FUJIFILM Electronic Materials Co., Ltd.). The coating film of the coloring composition for color mixture evaluation formed on the cured film was removed by development. Next, the glass substrate was fixed to the horizontal rotating table using a vacuum chuck system, and while the glass substrate was rotated at 50 rpm by a rotating device, pure water was supplied in a spray form from a nozzle above the center of rotation for rinsing, followed by spray drying.

[0507] The transmittance (T2) of light at a wavelength of 450 nm of the cured film after the coating film of the coloring composition for color mixture evaluation was removed by development was measured using MCPD-3000 (manufactured by Otsuka Electronics Co., Ltd.).

[0508] The rate of change in transmittance was calculated according to the following formula, and color mixing was evaluated according to the following evaluation criteria.

[0509] Transmittance change rate (%) = {|Transmittance (T1) - Transmittance (T2)| / Transmittance (T1)} × 100

[0510] S: Transmittance change rate is less than 0.1%

[0511] A: Transmittance change rate is 0.1% or more and less than 0.25%

[0512] B: Transmittance change rate is 0.25% or more and less than 1%

[0513] C: Transmittance change rate is 1% or more and less than 2.5%

[0514] D: Transmittance change rate is 2.5% or more and less than 5%

[0515] E: Transmittance change rate is 5% or more

[0516] <Evaluation of Storage Stability>

[0517] The viscosity (V1) of the coloring composition obtained above was measured using "RE-85L" manufactured by TOKI SANGYO CO., LTD. The viscosity (V2) of the coloring composition was measured after it was left to stand for 3 days at 40°C. The viscosity increase was calculated according to the following formula, and the storage stability was evaluated according to the following evaluation criteria. The viscosity of the coloring composition was measured while the temperature was adjusted to 23°C. The evaluation criteria are as follows, and the evaluation results are reported in the following table.

[0518] Viscosity increase (%) = {(viscosity (V2) - viscosity (V1)) / viscosity (V1)} × 100

[0519] S: viscosity increase rate is less than 0.1%

[0520] A: Thickening rate is 0.1% or more and less than 0.25%

[0521] B: Thickening rate is 0.25% or more and less than 1%

[0522] C: Thickening rate is 1% or more and less than 2.5%

[0523] D: Thickening rate is 2.5% or more and less than 5%

[0524] E: Thickening rate is more than 5%

[0525] [Table 3]

[0526]

[0527] As shown in the above table, Examples were excellent in the color mixing evaluation.

[0528] <Example 1001>

[0529] The green coloring composition was applied to a silicon wafer by spin coating so that the film thickness after film formation was 1.0 μm. Then, the film was heated at 100°C for 2 minutes using a hot plate. Then, an i-ray stepper exposure apparatus FPA-3000i5+ (manufactured by Canon Inc.) was used at a rate of 1000 mJ / cm 2 The exposure amount was exposed through a mask with a 12 μm square dot pattern. Then, a 0.3 mass% aqueous solution of tetramethylammonium hydroxide (TMAH) was used to perform spin immersion development at 23°C for 60 seconds. Then, it was rinsed by rotary spraying and further washed with pure water. Then, it was heated on a hot plate at 100°C for 20 minutes and naturally cooled to form a green coloring pattern (green pixel). Similarly, the red coloring composition and the blue coloring composition were patterned in sequence to form a red coloring pattern (red pixel) and a blue coloring pattern (blue pixel), respectively, to produce a color filter.

[0530] The red coloring composition used was the coloring composition of Example 11. The green and blue coloring compositions will be described later. The resulting color filter was incorporated into an organic electroluminescent display device using a known method. This organic electroluminescent display device exhibited excellent image recognition capabilities.

[0531] [Green coloring composition]

[0532] The following components were mixed and stirred, and then filtered through a nylon filter (manufactured by Nihon Pall Ltd.) having a pore size of 0.45 μm to prepare a green coloring composition.

[0533] Green pigment dispersion: 85 parts by mass

[0534] Photopolymerization initiator (Irgacure OXE02, manufactured by BASF) ... 1.04 parts by mass

[0535] Photopolymerization initiator (Omnirad 2959, manufactured by IGM Resins BV) 0.77 parts by mass

[0536] Resin solution 1...0.9 parts by mass

[0537] 1...1.4 parts by mass of furanyl-containing compound solution

[0538] Polymerizable compound (compound with the following structure) ... 2.04 parts by mass

[0539] [Chemical Formula 32]

[0540]

[0541] Surfactant (compound of the following structure, Mw=14000, % values ​​representing the ratio of repeating units are mole %, fluorine-based surfactant) ... 0.008 parts by mass

[0542] [Chemical Formula 33]

[0543]

[0544] Propylene glycol monomethyl ether acetate...8.8 parts by mass

[0545] [Blue coloring composition]

[0546] The following components were mixed and stirred, and then filtered through a nylon filter (manufactured by Nihon Pall Ltd.) having a pore size of 0.45 μm to prepare a blue coloring composition.

[0547] 51.0 parts by mass of blue pigment dispersion

[0548] Photopolymerization initiator (Irgacure OXE01, manufactured by BASF) 2.17 parts by mass

[0549] Photopolymerization initiator (Omnirad 2959, manufactured by IGM Resins BV) 0.83 parts by mass

[0550] Resin solution 1...4.1 parts by mass

[0551] 1...6.2 parts by mass of furanyl-containing compound solution

[0552] Polymerizable compound (compound with the following structure) ... 2.5 parts by mass

[0553] [Chemical Formula 34]

[0554]

[0555] Surfactant (KF-6001, manufactured by Shin-Etsu Chemical Co., LTD.) 0.008 parts by mass

[0556] Butyl acetate...33.2 parts by mass

[0557] The green pigment dispersion, blue pigment dispersion, resin solution 1, and furan group-containing compound solution 1 used for preparing the green coloring composition and the blue coloring composition are as follows.

[0558] (Green pigment dispersion)

[0559] A mixture of 7.4 parts by mass of CI Pigment Green 36, 5.2 parts by mass of CI Pigment Yellow 185, 1.4 parts by mass of Pigment Derivative 1, 4.86 parts by mass of Dispersant 1, and 81.14 parts by mass of PGMEA was mixed and dispersed for 3 hours using a bead mill (zirconia beads having a diameter of 0.3 mm) to prepare a pigment dispersion. The mixture was then further dispersed at 2000 kg / cm using a high-pressure disperser NANO-3000-10 (manufactured by Nippon BEE Co., Ltd.) equipped with a pressure reducing mechanism. 3 The dispersion treatment was carried out at a flow rate of 500 g / min under a pressure of . This dispersion treatment was repeated 10 times to obtain a Green pigment dispersion.

[0560] Pigment derivative 1: Compound with the following structure

[0561] [Chemical Formula 35]

[0562]

[0563] Dispersant 1: Resin with the following structure. The numbers in parentheses around the main chain represent the molar ratio of each repeating unit, and the numbers in parentheses around the side chains represent the number of repetitions of the repeating unit. The weight-average molecular weight is 24,000.

[0564] [Chemical Formula 36]

[0565]

[0566] (Blue pigment dispersion)

[0567] A mixture of 9.5 parts by mass of CI Pigment Blue 15:6, 5.0 parts by mass of CI Pigment Violet 23, 5.5 parts by mass of Dispersant 1, and 80.0 parts by mass of PGMEA was mixed and dispersed for 3 hours using a bead mill (zirconia beads with a diameter of 0.3 mm) to prepare a pigment dispersion. The mixture was then dispersed at 2000 kg / cm using a high-pressure disperser NANO-3000-10 (manufactured by Nippon BEE Co., Ltd.) equipped with a pressure reducing mechanism. 3 The dispersion treatment was carried out at a flow rate of 500 g / min under a pressure of . This dispersion treatment was repeated 10 times to obtain a blue pigment dispersion.

[0568] (Resin solution 1)

[0569] A 30% by mass PGMEA solution of resin A synthesized by the following method

[0570] A separable four-necked flask equipped with a thermometer, a cooling tube, a nitrogen inlet tube, a dropping tube, and a stirrer was charged with 70.0 parts by mass of cyclohexanone. The temperature was raised to 80°C, and the interior of the flask was purged with nitrogen. A mixture of 13.3 parts by mass of n-butyl methacrylate, 4.6 parts by mass of 2-hydroxyethyl methacrylate, 4.3 parts by mass of methacrylic acid, 7.4 parts by mass of para-phenol ethylene oxide-modified acrylate (ARONIX M110 manufactured by TOAGOSEI CO., LTD.), and 0.4 parts by mass of 2,2'-azobisisobutyronitrile was then added dropwise via the dropping tube over 2 hours. After the addition was completed, the reaction was continued for an additional 3 hours to synthesize Resin A (Mw = 26,000). The mixture was then diluted with PGMEA to obtain a 30% by mass PGMEA solution of Resin A.

[0571] (Furyl group-containing compound solution 1)

[0572] A 20 mass% PGMEA solution of the furanyl group-containing compound F1 synthesized by the following method

[0573] 90.0 parts by mass of PGMEA was placed in a reaction vessel equipped with a stirrer, thermometer, dropping device, reflux cooler, and gas inlet tube. The vessel was heated to 60°C while nitrogen was introduced. A mixture of 50.0 parts by mass of furfuryl methacrylate, 26.7 parts by mass of 2-methacryloyloxyethylsuccinic acid, 23.3 parts by mass of 2-hydroxyethyl methacrylate, and 2.5 parts by mass of 2,2'-azobis(2,4-dimethylvaleronitrile) was added dropwise at the same temperature over 2 hours to allow for polymerization. Following the completion of the dropwise addition, the mixture was allowed to react at 60°C for an additional hour. A solution of 0.5 parts by mass of 2,2'-azobis(2,4-dimethylvaleronitrile) dissolved in 10.0 parts by mass of PGMEA was then added. Stirring was continued at the same temperature for 3 hours to obtain a copolymer. After cooling to room temperature, the mixture was diluted with PGMEA to obtain a 20% by mass PGMEA solution of furanyl-containing compound F1 (Mw = 52,000).

Claims

1. A coloring composition comprising a colorant including a red colorant and a yellow colorant, a resin, a polymerizable compound, and a photopolymerization initiator, The content of the yellow colorant is 3 to 45 parts by mass relative to 100 parts by mass of the red colorant, and the total content of the red colorant and the yellow colorant in the colorant is 70% by mass or more. The resin includes resin BI having a repeating unit including a blocked isocyanate group, The repeating unit containing a blocked isocyanate group is a repeating unit represented by the following formula (B-1), In formula (B-1), R b1 ~R b3 Each independently represents a hydrogen atom, a halogen atom or an alkyl group, R b4 ~R b7 Each independently represents a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group or an aryl group, L b1 represents a single bond or a hydrocarbon group, The maximum value A of the absorbance of the colored composition for light with a wavelength of 400 nm to 500 nm max1 The minimum value A of the absorbance for light with a wavelength of 550nm to 700nm min1 Ratio A max1 / A min1 is 25 or more, When the absorbance for light having a wavelength of 500 nm is defined as 1, the wavelength at which the absorbance reaches 0.3 is within the range of 570 nm to 620 nm.

2. The coloring composition according to claim 1, wherein The blocked isocyanate group is a group having a structure in which an isocyanate group is protected by a blocking agent, and the blocking agent is a pyrazole compound.

3. The coloring composition according to claim 2, wherein The molecular weight of the end-capping agent is 50-200.

4. The colored composition according to any one of claims 1 to 3, wherein The resin BI comprises a repeating unit having an acid group protected by a protecting group.

5. The coloring composition according to claim 4, wherein The acid group is a phenolic hydroxyl group or a carboxyl group.

6. The coloring composition according to claim 4, wherein The protecting group is a group that is decomposed and released by the action of an acid or a base.

7. The coloring composition according to claim 4, wherein The protecting group is a group represented by any of the formulae (Y1) to (Y5), Formula (Y1): -C (R Y1 )(R Y2 )(R Y3 ) Formula (Y2): -C(=O)OC(R Y4 )(R Y5 )(R Y6 ) Formula (Y3): -C(R Y7 )(R Y8 )(OR Y9 ) Formula (Y4): -C(R Y10 )(H)(Ar Y1 ) Formula (Y5): -C(=O)(R Y11 ) In formula (Y1), R Y1 ~R Y3 Each independently represents an alkyl group, optionally R Y1 ~R Y3 Two of them are bonded to form a ring, In formula (Y2), R Y4 ~R Y6 Each independently represents an alkyl group, optionally R Y4 ~R Y6 Two of them are bonded to form a ring, In formula (Y3), R Y7 and R Y8 Each independently represents a hydrogen atom, an alkyl group or an aryl group, R Y7 and R Y8 At least one of them is an alkyl group or an aryl group, R Y9 represents an alkyl or aryl group, optionally R Y7 or R Y8 With R Y9 bonded to form a ring, In formula (Y4), Ar Y1 represents an aryl group, R Y10 represents an alkyl group or an aryl group, In formula (Y5), R Y11 represents an alkyl group or an aryl group.

8. The coloring composition according to claim 4, wherein The repeating unit having an acid group protected by a protecting group is a repeating unit represented by the following formula (B-2), In formula (B-2), R b11 ~R b13 Each independently represents a hydrogen atom, a halogen atom or an alkyl group, L b11 represents a single bond or a divalent linking group, X b11 represents a group represented by formula (X-1) or formula (X-2), In formula (X-1) and formula (X-2), Y b1 Indicates a protecting group, and the wavy line indicates the connection with L b11 Bonded part.

9. The colored composition according to any one of claims 1 to 3, wherein The content of the red colorant in the colorant is 70% by mass or more. 10 . The colored composition according to claim 1 , which is used for forming a cured film at a temperature of 150° C. or lower in the entire process. 11 . The colored composition according to claim 1 , which is used for a color filter. 12 . The colored composition according to claim 1 , which is used for a display device. 13 . A cured film obtained by curing the colored composition according to claim 1 . A color filter comprising the cured film according to claim 13 . 15 . A display device comprising the cured film according to claim 13 .

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