WO2024057999A1 - Composition colorante, film durci, filtre coloré, dispositif d'affichage et procédé de production de film durci - Google Patents

Composition colorante, film durci, filtre coloré, dispositif d'affichage et procédé de production de film durci Download PDF

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Publication number
WO2024057999A1
WO2024057999A1 PCT/JP2023/032324 JP2023032324W WO2024057999A1 WO 2024057999 A1 WO2024057999 A1 WO 2024057999A1 JP 2023032324 W JP2023032324 W JP 2023032324W WO 2024057999 A1 WO2024057999 A1 WO 2024057999A1
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Prior art keywords
group
colored composition
mass
generator
compound
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PCT/JP2023/032324
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English (en)
Japanese (ja)
Inventor
啓之 山本
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富士フイルム株式会社
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Publication of WO2024057999A1 publication Critical patent/WO2024057999A1/fr

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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00—Processes of polymerisation
    • C08F2/44—Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L101/00—Compositions of unspecified macromolecular compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/20—Filters
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004—Photosensitive materials
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004—Photosensitive materials
    • G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
    • G03F7/028—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with photosensitivity-increasing substances, e.g. photoinitiators
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/26—Processing photosensitive materials; Apparatus therefor
    • G03F7/38—Treatment before imagewise removal, e.g. prebaking
    • G—PHYSICS
    • G09—EDUCATION; CRYPTOGRAPHY; DISPLAY; ADVERTISING; SEALS
    • G09F—DISPLAYING; ADVERTISING; SIGNS; LABELS OR NAME-PLATES; SEALS
    • G09F9/00—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements
    • G09F9/30—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements in which the desired character or characters are formed by combining individual elements

Definitions

  • the present invention relates to a colored composition containing a coloring agent.
  • the present invention also relates to a cured film, a color filter, a display device, and a cured film using the colored composition.
  • a color filter is used as key devices for displays and optical elements.
  • a color filter usually includes pixels of three primary colors, red, green, and blue, and serves to separate transmitted light into the three primary colors.
  • the colored pixels of each color of the color filter are manufactured using a colored composition containing a coloring agent.
  • Patent Document 1 describes an invention relating to a green curable resin composition for color filters containing a polyfunctional epoxy compound, an acid generator that is a diaryliodonium salt, and a green pigment.
  • Organic electroluminescent elements such as organic light emitting diodes are materials with low heat resistance, so when forming a cured film on such a material with low heat resistance, the cured film must be formed in a low temperature process of, for example, 150°C or less. It is desirable to suppress thermal damage to the support.
  • a cured film is formed by a low-temperature process, the degree of hardening of the cured film may be insufficient, and there is room for improvement in the moisture resistance of the cured film.
  • the present invention provides the following.
  • Coloring agent resin and a radically polymerizable monomer, a radical polymerization initiator, at least one generator selected from the group consisting of acid generators and base generators;
  • a colored composition comprising a compound A having a cyclic ether group with a molecular weight of 5000 or less, The content of the coloring agent in the total solid content of the coloring composition is 35% by mass or more, A colored composition in which the content of the generator in the total solid content of the colored composition is 2 to 15% by mass.
  • ⁇ 3> The colored composition according to ⁇ 1> or ⁇ 2>, wherein the compound A has four or more cyclic ether groups.
  • ⁇ 4> The colored composition according to any one of ⁇ 1> to ⁇ 3>, wherein the cyclic ether group is an epoxy group.
  • ⁇ 5> The colored composition according to any one of ⁇ 1> to ⁇ 4>, wherein the acid generator is a photoacid generator, and the base generator is a photobase generator.
  • ⁇ 6> The colored composition according to any one of ⁇ 1> to ⁇ 5>, wherein the generator is a base generator.
  • ⁇ 7> The colored composition according to any one of ⁇ 1> to ⁇ 6>, wherein the base generator includes at least one selected from the group consisting of carbamate compounds, acyloxime compounds, and onium salts.
  • the base generator includes at least one selected from the group consisting of carbamate compounds, acyloxime compounds, and onium salts.
  • the ratio of the above-mentioned generating agent and the above-mentioned compound A is described in any one of ⁇ 1> to ⁇ 7>, wherein the above-mentioned compound A is 30 to 700 parts by mass relative to 100 parts by mass of the above-mentioned generating agent. coloring composition.
  • ⁇ 9> Furthermore, it contains a surfactant, The colored composition according to any one of ⁇ 1> to ⁇ 8>, wherein the surfactant includes a silicone surfactant.
  • ⁇ 10> A cured film obtained from the colored composition according to any one of ⁇ 1> to ⁇ 9>.
  • ⁇ 11> A color filter having the cured film according to ⁇ 10>.
  • ⁇ 12> A display device having the cured film according to ⁇ 10>.
  • ⁇ 13> A step of applying the colored composition according to any one of ⁇ 1> to ⁇ 9> onto a support to form a colored composition layer; a step of exposing the colored composition layer to light in a pattern; developing the colored composition layer after exposure and removing the colored composition layer in the unexposed area,
  • a method for producing a cured film the method comprising obtaining a cured film in which the colored composition layer is cured at a temperature of 150° C. or lower throughout the entire process.
  • ⁇ 14> The method for producing a cured film according to ⁇ 13>, wherein the cured film is obtained at a temperature of 100° C. or lower throughout the entire process.
  • ⁇ 15> The method for producing a cured film according to ⁇ 13>, wherein the colored composition layer after exposure is heated at a temperature of 150° C. or lower, and then the development is performed.
  • the present invention it is possible to provide a colored composition that has good storage stability and can form a cured film with excellent moisture resistance. Further, according to the present invention, it is possible to provide a cured film, a color filter, a display device, and a method for producing a cured film using a colored composition.
  • ⁇ is used to include the numerical values described before and after it as a lower limit and an upper limit.
  • the description that does not indicate substituted or unsubstituted includes a group having a substituent (atomic group) as well as a group having no substituent (atomic group).
  • the term "alkyl group” includes not only an alkyl group without a substituent (unsubstituted alkyl group) but also an alkyl group having a substituent (substituted alkyl group).
  • exposure includes not only exposure using light but also drawing using particle beams such as electron beams and ion beams, unless otherwise specified.
  • the light used for exposure include actinic rays or radiation such as the bright line spectrum of a mercury lamp, far ultraviolet rays typified by excimer laser, extreme ultraviolet rays (EUV light), X-rays, and electron beams.
  • EUV light extreme ultraviolet rays
  • (meth)acrylate” represents acrylate and/or methacrylate
  • (meth)acrylic represents both acrylic and/or methacrylic
  • (meth)acrylate” represents acrylic and/or methacrylate.
  • Acryloyl refers to either or both of acryloyl and methacryloyl.
  • Me in the structural formula represents a methyl group
  • Et represents an ethyl group
  • Bu represents a butyl group
  • Ph represents a phenyl group.
  • the weight average molecular weight and number average molecular weight are polystyrene equivalent values measured by GPC (gel permeation chromatography).
  • the total solid content refers to the total mass of all components of the composition excluding the solvent.
  • pigment means a compound that is difficult to dissolve in a solvent.
  • the term "process” is used not only to refer to an independent process, but also to include a process in which the intended effect of the process is achieved even if the process cannot be clearly distinguished from other processes. .
  • the colored composition of the present invention is colorant and resin and a radically polymerizable monomer, a radical polymerization initiator, at least one generator selected from the group consisting of acid generators and base generators;
  • a colored composition comprising a compound A having a cyclic ether group with a molecular weight of 5000 or less,
  • the content of the coloring agent in the total solid content of the coloring composition is 35% by mass or more, It is characterized in that the content of the generator in the total solid content of the coloring composition is 2 to 15% by mass.
  • the colored composition of the present invention has a cured film with excellent storage stability and moisture resistance, even though the content of the coloring agent in the total solid content of the colored composition is 35% by mass or more. can be formed.
  • a cured film having excellent moisture resistance can be formed.
  • the coloring composition of the present invention contains a compound having a cyclic ether group and a predetermined amount of the generator, it promotes the curing reaction of the compound having a cyclic ether group when forming a cured film, and is sufficiently cured even at low temperatures.
  • the molecular weight of the compound having a cyclic ether group is 5,000 or less, the increase in viscosity of the coloring composition over time can be suppressed, and as a result, the coloring composition has excellent storage stability. It is assumed that it is possible.
  • the content of the generator in the total solid content of the coloring composition is 2 to 15% by mass, there are many components that volatilize during film formation, so it is possible to make the film even thinner. It is possible to form a cured film that can further reduce the occurrence of light leakage to pixels.
  • the colored composition of the present invention is preferably used as a colored composition for color filters. More specifically, it is preferably used as a coloring composition for forming pixels of color filters. Types of pixels include red pixels, green pixels, blue pixels, magenta pixels, cyan pixels, yellow pixels, etc., and preferably red pixels, green pixels, or blue pixels, and red pixels or green pixels. More preferably, it is a red pixel, and even more preferably it is a red pixel.
  • the colored composition of the present invention can be preferably used as a colored composition for forming pixels of a color filter for a display device.
  • the type of display device is not particularly limited, but examples include display devices having an organic electroluminescent element as a light source, such as an organic electroluminescent display device.
  • the display device may have an organic electroluminescent element that displays red, blue, and green as a light source. Examples of such display devices include the display device described in Japanese Patent Application Laid-open No. 2022-066859.
  • the coloring composition of the present invention may be used to form a cured film at a temperature of 150°C or lower (preferably a temperature of 120°C or lower, more preferably a temperature of 100°C or lower) throughout the entire process. preferable.
  • forming a film at a temperature of 150° C. or lower throughout all steps means performing all steps of forming a cured film using a colored composition at a temperature of 150° C. or lower.
  • the thickness of the cured film formed by the colored composition of the present invention is preferably 0.5 to 3.0 ⁇ m.
  • the lower limit is preferably 0.8 ⁇ m or more, more preferably 1.0 ⁇ m or more, and even more preferably 1.1 ⁇ m or more.
  • the upper limit is preferably 2.5 ⁇ m or less, more preferably 2.0 ⁇ m or less, and even more preferably 1.8 ⁇ m or less.
  • the colored composition of the present invention contains a coloring agent.
  • the coloring agent include chromatic coloring agents, black coloring agents, and white coloring agents.
  • a chromatic coloring agent is used as the coloring agent.
  • the number of chromatic colorants may be one, or two or more.
  • the colorant may be a pigment or a dye.
  • the pigment may be either an inorganic pigment or an organic pigment, but organic pigments are preferable from the viewpoints of large color variations, ease of dispersion, safety, and the like.
  • the average primary particle diameter 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 even more preferably 100 nm or less.
  • the primary particle diameter of a pigment can be calculated
  • the average primary particle diameter in the present invention is the arithmetic mean value of the primary particle diameters of 400 pigment primary particles.
  • the primary particles of pigment refer to independent particles without agglomeration.
  • the crystallite size determined from the half-value width of the peak derived from any crystal plane in the X-ray diffraction spectrum of the pigment when CuK ⁇ rays are used as the X-ray source is preferably 0.1 to 100 nm, and 0. It is more preferably .5 to 50 nm, even more preferably 1 to 30 nm, and particularly preferably 5 to 25 nm.
  • the specific surface area of the pigment is preferably 1 to 300 m 2 /g.
  • the lower limit is preferably 10 m 2 /g or more, more preferably 30 m 2 /g or more.
  • the upper limit is preferably 250 m 2 /g or less, more preferably 200 m 2 /g or less.
  • the value of the specific surface area is determined according to DIN 66131: determination of the specific surface area of solids by gas adsorption according to the BET (Brunauer, Emmett and Teller) method. (Measurement of specific surface area of solids).
  • chromatic colorant is not particularly limited, and any known chromatic colorant can be used.
  • chromatic colorants include yellow colorants, orange colorants, red colorants, green colorants, purple colorants, and blue colorants. Specific examples of these include, for example, the following.
  • red colorants examples include diketopyrrolopyrrole compounds, anthraquinone compounds, azo compounds, naphthol compounds, azomethine compounds, xanthene compounds, quinacridone compounds, perylene compounds, thioindigo compounds, etc. It is preferably a compound, and more preferably a diketopyrrolopyrrole compound. Moreover, it is preferable that the red colorant is a pigment.
  • red colorants include C.I. I. (Color Index) Pigment Red 1, 2, 3, 4, 5, 6, 7, 9, 10, 14, 17, 22, 23, 31, 38, 41, 48:1, 48:2, 48:3, 48:4, 49, 49:1, 49:2, 52:1, 52:2, 53:1, 57:1, 60:1, 63:1, 66, 67, 81:1, 81:2, 81:3, 83, 88, 90, 105, 112, 119, 122, 123, 144, 146, 149, 150, 155, 166, 168, 169, 170, 171, 172, 175, 176, 177, 178, 179, 184, 185, 187, 188, 190, 200, 202, 206, 207, 208, 209, 210, 216, 220, 224, 226, 242, 246, 254, 255, 264, 269, 270, 272, Examples include red pigments such as 279, 291, 294, 295, 296, 297, and the like
  • C. I. Pigment Red 122, 177, 254, 255, 264, 269, 272 are preferred, and C.I. I. Pigment Red 254, 264, and 272 are more preferred.
  • the green coloring agent examples include phthalocyanine compounds and squarylium compounds, with phthalocyanine compounds being preferred. Moreover, it is preferable that the green coloring agent is a pigment.
  • green colorants include C.I. I.
  • examples include green pigments such as Pigment Green 7, 10, 36, 37, 58, 59, 62, 63, 64, 65, and 66.
  • halogenated zinc phthalocyanine has an average number of 10 to 14 halogen atoms, an average of 8 to 12 bromine atoms, and an average of 2 to 5 chlorine atoms in one molecule.
  • Pigments can also be used.
  • Specific examples include compounds described in International Publication No. 2015/118720.
  • C.I. I. Pigment Green 7, 36, 58, 62, and 63 are preferred.
  • orange colorants include C.I. I. Pigment Orange 2, 5, 13, 16, 17: 1, 31, 34, 36, 38, 43, 46, 48, 49, 51, 52, 55, 59, 60, 61, 62, 64, 71, 73, etc. orange pigments.
  • yellow colorants examples include azo compounds, azomethine compounds, isoindoline compounds, pteridine compounds, quinophthalone compounds, and perylene compounds.
  • Specific examples of yellow colorants include C.I. I. Pigment Yellow 1, 2, 3, 4, 5, 6, 10, 11, 12, 13, 14, 15, 16, 17, 18, 20, 24, 31, 32, 34, 35, 35: 1, 36, 36:1, 37, 37:1, 40, 42, 43, 53, 55, 60, 61, 62, 63, 65, 73, 74, 77, 81, 83, 86, 93, 94, 95, 97, 98, 100, 101, 104, 106, 108, 109, 110, 113, 114, 115, 116, 117, 118, 119, 120, 123, 125, 126, 127, 128, 129, 137, 138, 139, 147, 148, 150, 151, 152, 153, 154, 155, 156, 161, 162, 164, 166
  • an azobarbituric acid nickel complex having the following structure can also be used.
  • purple colorants include C.I. I.
  • Examples include purple pigments such as Pigment Violet 1, 19, 23, 27, 32, 37, 42, 60, and 61.
  • blue colorants include C.I. I. Pigment Blue 1, 2, 15, 15:1, 15:2, 15:3, 15:4, 15:6, 16, 22, 29, 60, 64, 66, 79, 80, 87, 88, etc.
  • examples include pigments.
  • an aluminum phthalocyanine compound having a phosphorus atom can also be used as a blue colorant.
  • Specific examples include compounds described in paragraph numbers 0022 to 0030 of JP-A No. 2012-247591 and paragraph number 0047 of JP-A No. 2011-157478.
  • triarylmethane dye polymers described in Korean Patent Publication No. 10-2020-0028160, xanthene compounds described in JP 2020-117638, and International Publication No. 2020/174991 are used.
  • a halogenated zinc phthalocyanine pigment described in Patent No. 6809649, JP 2020-180176 Isoindoline compounds described in the publication, phenothiazine compounds described in JP2021-187913A, halogenated zinc phthalocyanine described in International Publication No. 2022/004261, zinc halide described in International Publication No. 2021/250883 Phthalocyanines can be used.
  • the chromatic colorant may be a rotaxane, and the dye skeleton may be used in the cyclic structure of the rotaxane, the rod-like structure, or both structures.
  • a chromatic coloring agent As a chromatic coloring agent, a quinophthalone compound represented by formula 1 of Korean Patent Publication No. 10-2020-0030759, a polymer dye described in Korean Publication Patent No. 10-2020-0061793, and Japanese Patent Application Publication No. 2022-029701.
  • the coloring agent described in WO 2022/014635, the aluminum phthalocyanine compound described in WO 2022/024926, the compound described in JP 2022-045895, WO Compounds described in No. 2022/050051 can also be used.
  • black colorant examples include bisbenzofuranone compounds, azomethine compounds, perylene compounds, and azo compounds, with bisbenzofuranone compounds and perylene compounds being preferred.
  • the black colorant described in paragraph number 0166 of International Publication No. 2022/065215, and the perylene black (Lumogen Black FK4280 etc.) described in paragraphs 0016 to 0020 of JP 2017-226821 can also be used. can.
  • White colorants include titanium oxide, strontium titanate, barium titanate, zinc oxide, magnesium oxide, zirconium oxide, aluminum oxide, barium sulfate, silica, talc, mica, aluminum hydroxide, calcium silicate, aluminum silicate, Examples include inorganic pigments such as zinc sulfide.
  • the white colorant described in paragraph numbers 0040 to 0043 of International Publication No. 2022/085485 can be used.
  • the content of the coloring agent in the total solid content of the coloring composition is 35% by mass or more, preferably 40% by mass or more, more preferably 45% by mass or more, and 50% by mass or more. It is even more preferable.
  • the upper limit is preferably 70% by mass or less, more preferably 65% by mass or less, and even more preferably 60% by mass or less.
  • the content of pigment in the colorant is preferably 20 to 100% by mass, more preferably 50 to 100% by mass, and even more preferably 70 to 100% by mass.
  • the coloring composition of the present invention is used as a coloring composition for forming green pixels of a color filter, it is preferable to use a colorant containing a yellow colorant and a green colorant.
  • the colored composition of the present invention contains a resin.
  • the resin is blended, for example, for dispersing pigments in a coloring composition or for use as a binder.
  • a resin used mainly for dispersing pigments and the like in a coloring composition is also referred to as a dispersant.
  • this use of the resin is just an example, and the resin can also be used for purposes other than this use.
  • the weight average molecular weight (Mw) of the resin is preferably 3,000 to 2,000,000.
  • the upper limit is preferably 1,000,000 or less, more preferably 500,000 or less.
  • the lower limit is preferably 4000 or more, more preferably 5000 or more.
  • (meth)acrylic resin for example, (meth)acrylic resin, (meth)acrylamide resin, ene thiol resin, polycarbonate resin, polyether resin, polyarylate resin, polysulfone resin, polyethersulfone resin, polyphenylene resin, polyarylene ether phosphine oxide.
  • examples include resins, polyimide resins, polyamideimide resins, polyolefin resins, cyclic olefin resins, polyester resins, styrene resins, and siloxane resins.
  • examples of the resin include resins described in paragraph numbers 0091 to 0099 of International Publication No.
  • the resin it is preferable to use a resin having acid groups.
  • the acid group include a carboxy group, a phosphoric acid group, a sulfo group, and a phenolic hydroxy group.
  • the acid value of the resin having acid groups is preferably 30 to 500 mgKOH/g.
  • the lower limit is more preferably 40 mgKOH/g or more, particularly preferably 50 mgKOH/g or more.
  • the upper limit is more preferably 400 mgKOH/g or less, even more preferably 300 mgKOH/g or less, and particularly preferably 200 mgKOH/g or less.
  • the weight average molecular weight (Mw) of the resin having acid groups is preferably 5,000 to 100,000, more preferably 5,000 to 50,000. Further, the number average molecular weight (Mn) of the resin having acid groups is preferably 1,000 to 20,000.
  • the resin having an acid group preferably contains a repeating unit having an acid group in its side chain, and more preferably contains 5 to 70 mol% of repeating units having an acid group in its side chain based on the total repeating units of the resin.
  • the upper limit of the content of repeating units having acid groups in their side chains is preferably 50 mol% or less, more preferably 30 mol% or less.
  • the lower limit of the content of repeating units having acid groups in their side chains is preferably 10 mol% or more, more preferably 20 mol% or more.
  • the colored composition of the present invention contains a resin having a basic group.
  • the resin having a basic group is preferably a resin containing a repeating unit having a basic group in its side chain, and a resin having a repeating unit having a basic group in its side chain and a repeating unit not containing a basic group.
  • a polymer is more preferable, and a block copolymer having a repeating unit having a basic group in its side chain and a repeating unit not containing a basic group is even more preferable.
  • a resin having a basic group can also be used as a dispersant.
  • the amine value of the resin having a basic group is preferably 5 to 300 mgKOH/g.
  • the lower limit is preferably 10 mgKOH/g or more, more preferably 20 mgKOH/g or more.
  • the upper limit is preferably 200 mgKOH/g or less, more preferably 100 mgKOH/g or less.
  • resins having basic groups include DISPERBYK-161, 162, 163, 164, 166, 167, 168, 174, 182, 183, 184, 185, 2000, 2001, 2050, 2150, 2163, 2164, BYK-LPN6919 (manufactured by BYK Chemie), Solsperse 11200, 13240, 13650, 13940, 24000, 26000, 28000, 32000, 32500, 32550, 32600, 33000, 34750, 35100, 35200, 37500, 385 00, 39000, 53095, 56000, 7100 (all manufactured by Japan Lubrizol), Efka PX 4300, 4330, 4046, 4060, 4080 (all manufactured by BASF), and the like.
  • the resin having a basic group is the block copolymer (B) described in paragraph numbers 0063 to 0112 of JP2014-219665A, and the block copolymer (B) described in paragraphs 0046 to 0076 of JP2018-156021A. It is also possible to use block copolymer A1, a vinyl resin having a basic group described in paragraphs 0150 to 0153 of JP-A No. 2019-184763, the contents of which are incorporated herein.
  • the colored composition of the present invention contains a resin having an acid group and a resin having a basic group. According to this aspect, the storage stability of the colored composition can be further improved.
  • the content of the resin having a basic group is preferably 20 to 500 parts by mass per 100 parts by mass of the resin having an acid group.
  • the amount is preferably 30 to 300 parts by weight, more preferably 50 to 200 parts by weight.
  • the resin it is also preferable to use a resin having an aromatic carboxy group (hereinafter also referred to as resin Ac).
  • the aromatic carboxy group may be included in the main chain of the repeating unit, or may be included in the side chain of the repeating unit.
  • the aromatic carboxy group is preferably contained in the main chain of the repeating unit.
  • an aromatic carboxy group refers to a group having a structure in which one or more carboxy groups are bonded to an aromatic ring.
  • the number of carboxy groups bonded to the aromatic ring is preferably 1 to 4, more preferably 1 to 2.
  • the resin Ac is preferably a resin containing at least one type of repeating unit selected from a repeating unit represented by formula (Ac-1) and a repeating unit represented by formula (Ac-2).
  • Ar 1 represents a group containing an aromatic carboxy group
  • L 1 represents -COO- or -CONH-
  • L 2 represents a divalent linking group
  • Ar 10 represents a group containing an aromatic carboxy group
  • L 11 represents -COO- or -CONH-
  • L 12 represents a trivalent linking group
  • P 10 represents a polymer Represents a chain.
  • Examples of the group containing an aromatic carboxy group represented by Ar 1 in formula (Ac-1) include a structure derived from an aromatic tricarboxylic acid anhydride, a structure derived from an aromatic tetracarboxylic acid anhydride, and the like.
  • Examples of the aromatic tricarboxylic anhydride and aromatic tetracarboxylic anhydride include compounds having the following structures.
  • Q 1 is a single bond, -O-, -CO-, -COOCH 2 CH 2 OCO-, -SO 2 -, -C(CF 3 ) 2 -, represented by the following formula (Q-1). or a group represented by the following formula (Q-2).
  • the aromatic carboxy group-containing group represented by Ar 1 may have a crosslinkable group.
  • the crosslinkable group is preferably an ethylenically unsaturated bond-containing group and a cyclic ether group, and more preferably an ethylenically unsaturated bond-containing group.
  • Specific examples of the group containing an aromatic carboxy group represented by Ar 1 include a group represented by formula (Ar-11), a group represented by formula (Ar-12), and a group represented by formula (Ar-13). Examples include groups such as
  • n1 represents an integer of 1 to 4, preferably 1 or 2, and more preferably 2.
  • n2 represents an integer of 1 to 8, preferably an integer of 1 to 4, more preferably 1 or 2, and even more preferably 2.
  • n3 and n4 each independently represent an integer of 0 to 4, preferably an integer of 0 to 2, more preferably 1 or 2, and preferably 1. More preferred. However, at least one of n3 and n4 is an integer of 1 or more.
  • Q 1 is a single bond, -O-, -CO-, -COOCH 2 CH 2 OCO-, -SO 2 -, -C(CF 3 ) 2 -, the above formula (Q- Represents a group represented by 1) or a group represented by the above formula (Q-2).
  • *1 represents the bonding position with L 1 .
  • L 1 represents -COO- or -CONH-, and preferably represents -COO-.
  • the divalent linking group represented by L 2 in formula (Ac-1) includes an alkylene group, an arylene group, -O-, -CO-, -COO-, -OCO-, -NH-, -S-, and these. Examples include groups combining two or more of the following.
  • the alkylene group preferably has 1 to 30 carbon atoms, more preferably 1 to 20 carbon atoms, and still more preferably 1 to 15 carbon atoms.
  • the alkylene group may be linear, branched, or cyclic.
  • the number of carbon atoms in the arylene group is preferably 6 to 30, more preferably 6 to 20, and even more preferably 6 to 10.
  • the alkylene group and arylene group may have a substituent.
  • the divalent linking group represented by L 2 is preferably a group represented by -L 2a -O-.
  • L 2a is an alkylene group; an arylene group; a group combining an alkylene group and an arylene group; at least one selected from an alkylene group and an arylene group, and -O-, -CO-, -COO-, -OCO-, Examples include a group combining at least one selected from -NH- and -S-, and an alkylene group is preferred.
  • the alkylene group preferably has 1 to 30 carbon atoms, more preferably 1 to 20 carbon atoms, and still more preferably 1 to 15 carbon atoms.
  • the alkylene group may be linear, branched, or cyclic.
  • the alkylene group and arylene group may have a substituent. Examples of the substituent include a hydroxy group.
  • the aromatic carboxy group-containing group represented by Ar 10 in formula (Ac-2) has the same meaning as Ar 1 in formula (Ac-1), and the preferred range is also the same.
  • L 11 represents -COO- or -CONH-, preferably -COO-.
  • the trivalent linking group represented by L 12 includes a hydrocarbon group, -O-, -CO-, -COO-, -OCO-, -NH-, -S-, and these two groups. Examples include groups that combine more than one species.
  • the hydrocarbon group include an aliphatic hydrocarbon group and an aromatic hydrocarbon group. The number of carbon atoms in the aliphatic hydrocarbon group is preferably 1 to 30, more preferably 1 to 20, and even more preferably 1 to 15.
  • the aliphatic hydrocarbon group may be linear, branched, or cyclic.
  • the aromatic hydrocarbon group preferably has 6 to 30 carbon atoms, more preferably 6 to 20 carbon atoms, and even more preferably 6 to 10 carbon atoms.
  • the hydrocarbon group may have a substituent. Examples of the substituent include a hydroxy group.
  • the trivalent linking group represented by L 12 is preferably a group represented by formula (L12-1), and more preferably a group represented by formula (L12-2).
  • L 12b represents a trivalent linking group
  • X 1 represents S
  • *1 represents the bonding position with L 11 of formula (Ac-2)
  • *2 represents the bonding position of formula (Ac-2). It represents the bonding position of Ac-2) with P10 .
  • the trivalent linking group represented by L 12b is a hydrocarbon group; a hydrocarbon group and at least one kind selected from -O-, -CO-, -COO-, -OCO-, -NH- and -S-.
  • a hydrocarbon group or a group consisting of a hydrocarbon group and -O- is preferable.
  • L 12c represents a trivalent linking group
  • X 1 represents S
  • *1 represents the bonding position with L 11 of formula (Ac-2)
  • *2 represents formula ( It represents the bonding position of Ac-2) with P10 .
  • the trivalent linking group represented by L 12c is a hydrocarbon group; a hydrocarbon group and at least one kind selected from -O-, -CO-, -COO-, -OCO-, -NH- and -S-.
  • a hydrocarbon group is preferable.
  • P 10 represents a polymer chain.
  • the polymer chain represented by P 10 preferably has at least one repeating unit selected from poly(meth)acrylic repeating units, polyether repeating units, polyester repeating units, and polyol repeating units.
  • the weight average molecular weight of the polymer chain P 10 is preferably 500 to 20,000.
  • the lower limit is preferably 1000 or more.
  • the upper limit is preferably 10,000 or less, more preferably 5,000 or less, and even more preferably 3,000 or less. If the weight average molecular weight of P 10 is within the above range, the pigment will have good dispersibility in the composition.
  • the resin having an aromatic carboxy group is a resin having a repeating unit represented by formula (Ac-2), this resin is preferably used as a dispersant.
  • the polymer chain represented by P 10 may contain a crosslinkable group.
  • the crosslinkable group include ethylenically unsaturated bond-containing groups and cyclic ether groups.
  • the colored composition of the present invention preferably contains a resin as a dispersant.
  • the dispersant include acidic dispersants (acidic resins) and basic dispersants (basic resins).
  • the acidic dispersant (acidic resin) refers to a resin in which the amount of acid groups is greater than the amount of basic groups.
  • the acidic dispersant (acidic resin) is preferably a resin in which the amount of acid groups is 70 mol % or more when the total amount of acid groups and basic groups is 100 mol %.
  • the acid group that the acidic dispersant (acidic resin) has is preferably a carboxy group.
  • the acid value of the acidic dispersant (acidic resin) is preferably 10 to 105 mgKOH/g.
  • the basic dispersant refers to a resin in which the amount of basic groups is greater than the amount of acid groups.
  • the basic dispersant (basic resin) is preferably a resin in which the amount of basic groups exceeds 50 mol% when the total amount of acid groups and basic groups is 100 mol%.
  • the basic group that the basic dispersant has is preferably an amino group.
  • the resin used as a dispersant is a graft resin.
  • the descriptions in paragraphs 0025 to 0094 of JP-A No. 2012-255128 can be referred to, the contents of which are incorporated herein.
  • the resin used as the dispersant is a resin having an aromatic carboxy group (resin Ac).
  • resin Ac resin having an aromatic carboxy group
  • examples of the resin having an aromatic carboxy group include those mentioned above.
  • the resin used as a dispersant is a polyimine-based dispersant containing a nitrogen atom in at least one of the main chain and the side chain.
  • the polyimine dispersant has a main chain having a partial structure having a functional group with a pKa of 14 or less, a side chain having 40 to 10,000 atoms, and a basic nitrogen atom in at least one of the main chain and the side chain.
  • the resin has The basic nitrogen atom is not particularly limited as long as it exhibits basicity.
  • the description in paragraphs 0102 to 0166 of JP-A-2012-255128 can be referred to, and the contents thereof are incorporated herein.
  • the resin used as the dispersant has a structure in which a plurality of polymer chains are bonded to the core portion.
  • resins include dendrimers (including star-shaped polymers).
  • specific examples of dendrimers include polymer compounds C-1 to C-31 described in paragraph numbers 0196 to 0209 of JP-A No. 2013-043962.
  • the resin used as a dispersant is also preferably a resin containing a repeating unit having an ethylenically unsaturated bond-containing group in its side chain.
  • the content of the repeating unit having an ethylenically unsaturated bond-containing group in its side chain is preferably 10 mol% or more, more preferably 10 to 80 mol%, and more preferably 20 to 70 mol% of the total repeating units of the resin. More preferably, it is mol%.
  • resins described in JP 2018-087939, block copolymers (EB-1) to (EB-9) described in paragraph numbers 0219 to 0221 of Patent No. 6432077, and international publication Polyethyleneimine having a polyester side chain described in No. 2016/104803, block copolymer described in International Publication No. 2019/125940, block polymer having an acrylamide structural unit described in JP 2020-066687, A block polymer having an acrylamide structural unit described in JP-A No. 2020-066688, a dispersant described in International Publication No. 2016/104803, etc. can also be used.
  • Dispersants are also available as commercial products, and specific examples include the DISPERBYK series manufactured by BYK Chemie, the SOLSPERSE series manufactured by Japan Lubrizol, the Efka series manufactured by BASF, and Ajinomoto Fine Techno Co., Ltd. Examples include the Ajisper series manufactured by Manufacturer. Further, the product described in paragraph number 0129 of JP 2012-137564A and the product described in paragraph number 0235 of JP 2017-194662A can also be used as a dispersant.
  • the content of resin in the total solid content of the coloring composition is preferably 1 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 5% by mass or more, more preferably 10% by mass or more.
  • the colored composition of the present invention may contain only one type of resin, or may contain two or more types of resin. When two or more types of resin are included, the total amount thereof is preferably within the above range.
  • the colored composition of the present invention contains a radically polymerizable monomer.
  • the radically polymerizable monomer include compounds having an ethylenically unsaturated bond-containing group.
  • examples of the ethylenically unsaturated bond-containing group include a vinyl group, (meth)allyl group, and (meth)acryloyl group.
  • the molecular weight of the radically polymerizable monomer is preferably 100 to 3,000.
  • the upper limit is preferably 2000 or less, more preferably 1500 or less.
  • the lower limit is preferably 150 or more, more preferably 250 or more.
  • the ethylenically unsaturated bond-containing group value (hereinafter referred to as C ⁇ C value) of the radically polymerizable monomer is preferably 2 to 14 mmol/g from the viewpoint of stability of the coloring composition over time.
  • 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 a radically polymerizable monomer is a value calculated by dividing the number of ethylenically unsaturated bond-containing groups contained in one molecule of the radically polymerizable monomer by the molecular weight of the radically polymerizable monomer.
  • the radically polymerizable monomer is preferably a compound containing three or more ethylenically unsaturated bond-containing groups, and more preferably a compound containing four or more ethylenically unsaturated bond-containing groups.
  • the upper limit of the ethylenically unsaturated bond-containing groups is preferably 15 or less, more preferably 10 or less, and even more preferably 6 or less from the viewpoint of the stability of the coloring composition over time.
  • the radically polymerizable monomer is preferably a trifunctional or higher functional (meth)acrylate compound, more preferably a trifunctional to 15 functional (meth)acrylate compound, and a trifunctional to 10 functional (meth)acrylate compound. More preferably, it is a tri- to hexa-functional (meth)acrylate compound.
  • Specific examples of radically polymerizable monomers include compounds described in paragraph numbers 0075 to 0083 of International Publication No. 2022/065215.
  • radically polymerizable monomers examples include dipentaerythritol tri(meth)acrylate (commercial product: KAYARAD D-330; manufactured by Nippon Kayaku Co., Ltd.), dipentaerythritol tetra(meth)acrylate (commercial product: KAYARAD D- 320; manufactured by Nippon Kayaku Co., Ltd.), dipentaerythritol penta(meth)acrylate (as a commercial product KAYARAD D-310; manufactured by Nippon Kayaku Co., Ltd.), dipentaerythritol hexa(meth)acrylate (as a commercial product) is KAYARAD DPHA; manufactured by Nippon Kayaku Co., Ltd., NK ester A-DPH-12E; manufactured by Shin-Nakamura Chemical Industries, Ltd.), and these (meth)acryloyl groups are bonded via ethylene glycol and/or propylene glycol residues.
  • radical polymerizable monomers diglycerin EO (ethylene oxide) modified (meth)acrylate (commercially available product is M-460; manufactured by Toagosei Co., Ltd.), pentaerythritol tetraacrylate (manufactured by Shin Nakamura Chemical Co., Ltd., NK ester) A-TMMT), 1,6-hexanediol diacrylate (manufactured by Nippon Kayaku Co., Ltd., KAYARAD HDDA), RP-1040 (manufactured by Nippon Kayaku Co., Ltd.), Aronix TO-2349 (manufactured by Toagosei Co., Ltd.) ), NK Oligo UA-7200 (manufactured by Shin Nakamura Chemical Industry Co., Ltd.),
  • the content of the radically polymerizable monomer in the total solid content of the coloring composition is preferably 1 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 2% by mass or more, more preferably 5% by mass or more.
  • the ratio of the radically polymerizable monomer to the resin is preferably 1 to 500 parts by weight based on 100 parts by weight of the resin. According to this aspect, peeling of the film during development can be suppressed.
  • the upper limit is preferably 400 parts by mass or less, more preferably 300 parts by mass or less.
  • the lower limit is preferably 10 parts by mass or more, more preferably 20 parts by mass or more.
  • the ratio of the radically polymerizable monomer to Compound A described below is preferably 5 to 1000 parts by mass per 100 parts by mass of Compound A described later. According to this aspect, when pixels are formed by patterning using photolithography, it is possible to suppress variations in line width of the resulting pixels.
  • the upper limit is preferably 500 parts by mass or less, more preferably 250 parts by mass or less.
  • the lower limit is preferably 15 parts by mass or more, more preferably 30 parts by mass or more.
  • the colored composition of the present invention may contain only one kind of radically polymerizable monomer, or may contain two or more kinds of radically polymerizable monomers. When two or more types of radically polymerizable monomers are included, it is preferable that their total amount falls within the above range.
  • the colored composition of the present invention contains a radical polymerization initiator.
  • the radical polymerization initiator include thermal radical polymerization initiators and radical photopolymerization initiators, and radical photopolymerization initiators are preferred.
  • thermal radical polymerization initiator examples include 2,2'-azobisisobutyronitrile (AIBN), 3-carboxypropionitrile, azobismarenonitrile, and dimethyl-(2,2')-azobis(2- Examples include azo compounds such as methyl propionate), tert-butyl peroxybenzoate, benzoyl peroxide, lauroyl peroxide, and organic peroxides such as potassium persulfate.
  • AIBN 2,2'-azobisisobutyronitrile
  • 3-carboxypropionitrile examples include azo compounds such as methyl propionate), tert-butyl peroxybenzoate, benzoyl peroxide, lauroyl peroxide, and organic peroxides such as potassium persulfate.
  • Examples of the photoradical polymerization initiator include halogenated hydrocarbon derivatives (for example, compounds having a triazine skeleton, compounds having an oxadiazole skeleton, etc.), acylphosphine compounds, hexaarylbiimidazole compounds, oxime compounds, organic peroxides, Examples include thio compounds, ketone compounds, aromatic onium salts, ⁇ -hydroxyketone compounds, ⁇ -aminoketone compounds, and the like.
  • halogenated hydrocarbon derivatives for example, compounds having a triazine skeleton, compounds having an oxadiazole skeleton, etc.
  • acylphosphine compounds for example, compounds having a triazine skeleton, compounds having an oxadiazole skeleton, etc.
  • acylphosphine compounds for example, compounds having a triazine skeleton, compounds having an oxadiazole skeleton, etc.
  • photoradical polymerization initiators include trihalomethyltriazine compounds, benzyl dimethyl ketal compounds, ⁇ -hydroxyketone compounds, ⁇ -aminoketone compounds, acylphosphine compounds, phosphine oxide compounds, metallocene compounds, oxime compounds, and hexaarylene compounds.
  • rubiimidazole compounds onium compounds, benzothiazole compounds, benzophenone compounds, acetophenone compounds, cyclopentadiene-benzene-iron complexes, halomethyloxadiazole compounds and 3-aryl substituted coumarin compounds, oxime compounds, ⁇ -hydroxy A compound selected from a ketone compound, an ⁇ -aminoketone compound, and an acylphosphine compound is more preferable, and an oxime compound is even more preferable.
  • photoradical polymerization initiators compounds described in paragraphs 0065 to 0111 of JP-A No. 2014-130173, compounds described in Japanese Patent No. 6301489, MATERIAL STAGE 37-60p, vol.
  • hexaarylbiimidazole compounds include 2,2',4-tris(2-chlorophenyl)-5-(3,4-dimethoxyphenyl)-4,5-diphenyl-1,1'-biimidazole, etc. can be mentioned.
  • ⁇ -hydroxyketone compounds include Omnirad 184, Omnirad 1173, Omnirad 2959, Omnirad 127 (manufactured by IGM Resins B.V.), Irgacure 184, and Irgacure 117. 3, Irgacure 2959, Irgacure 127 (all BASF (manufactured by a company).
  • Commercially available ⁇ -aminoketone compounds include Omnirad 907, Omnirad 369, Omnirad 369E, Omnirad 379EG (manufactured by IGM Resins B.V.), Irgacure 907, and Irgacure 36.
  • Irgacure 369E Irgacure 379EG (all manufactured by BASF) (manufactured by).
  • Commercially available acylphosphine compounds include Omnirad 819, Omnirad TPO (manufactured by IGM Resins B.V.), Irgacure 819, Irgacure TPO (manufactured by BASF), and the like.
  • Examples of oxime compounds include the compound described in paragraph number 0142 of International Publication No. 2022/085485, the compound described in Patent No. 5430746, the compound described in Patent No. 5647738, and the general formula ( Examples include the compound represented by 1), the compound described in paragraphs 0022 to 0024, the compound represented by general formula (1) and the compound described in paragraphs 0117 to 0120 of JP-A-2021-170089.
  • oxime compounds include 3-benzoyloxyiminobutan-2-one, 3-acetoxyiminobutan-2-one, 3-propionyloxyiminobutan-2-one, 2-acetoxyiminopentan-3-one, 2-acetoxyimino-1-phenylpropan-1-one, 2-benzoyloxyimino-1-phenylpropan-1-one, 3-(4-toluenesulfonyloxy)iminobutan-2-one, 2-ethoxycarbonyloxyimino -1-phenylpropan-1-one, 1-[4-(phenylthio)phenyl]-3-cyclohexyl-propane-1,2-dione-2-(O-acetyloxime), and the like.
  • photopolymerization initiators include oxime compounds having a fluorene ring, oxime compounds having a skeleton in which at least one benzene ring of a carbazole ring is a naphthalene ring, oxime compounds having a fluorine atom, oxime compounds having a nitro group, and benzofuran skeleton.
  • An oxime compound having a carbazole skeleton bonded with a substituent having a hydroxy group, and compounds described in paragraph numbers 0143 to 0149 of International Publication No. 2022/085485 can also be used.
  • oxime compounds preferably used in the present invention are shown below, but the present invention is not limited thereto.
  • the oxime compound is preferably a compound having a maximum absorption wavelength in a wavelength range of 350 to 500 nm, more preferably a compound having a maximum absorption wavelength in a wavelength range of 360 to 480 nm.
  • the molar extinction coefficient of the oxime compound at a wavelength of 365 nm or 405 nm is preferably high, more preferably from 1000 to 300,000, even more preferably from 2000 to 300,000, and even more preferably from 5000 to 200,000. It is particularly preferable that there be.
  • the molar extinction coefficient of a compound can be measured using a known method. For example, it is preferable to measure with a spectrophotometer (Cary-5 spectrophotometer manufactured by Varian) using an ethyl acetate solvent at a concentration of 0.01 g/L.
  • a difunctional, trifunctional or more functional photoradical polymerization initiator may be used as the photoradical polymerization initiator.
  • a radical photopolymerization initiator two or more radicals are generated from one molecule of the radical photopolymerization initiator, so that good sensitivity can be obtained.
  • the crystallinity decreases and the solubility in solvents improves, making it difficult to precipitate over time, thereby improving the stability of the coloring composition over time.
  • Specific examples of bifunctional or trifunctional or more functional photoradical polymerization initiators include compounds described in paragraph 0148 of International Publication No. 2022/065215.
  • the content of the polymerization initiator in the total solid content of the colored composition is preferably 0.1 to 30% by mass.
  • the lower limit is preferably 0.5% by mass or more, more preferably 1% by mass or more.
  • the upper limit is preferably 20% by mass or less, more preferably 15% by mass or less.
  • the polymerization initiator contained in the coloring composition contains a photopolymerization initiator.
  • the content of the photopolymerization initiator in the polymerization initiator contained in the colored composition is preferably 50 to 100% by mass, more preferably 80 to 100% by mass, and 90 to 100% by mass. It is even more preferable.
  • only one type of polymerization initiator may be used, or two or more types may be used. When two or more types are used, it is preferable that their total amount falls within the above range.
  • the colored composition of the present invention contains at least one generator selected from the group consisting of acid generators and base generators. It is preferable that the generator is substantially only an acid generator or substantially only a base generator. It is preferable that the base generator is substantially only a base generator.
  • the case where the generator is substantially only an acid generator means that the content of the acid generator in the total mass of the generator is 99% by mass or more, and 99% by mass or more. The content is preferably .9% by mass or more, and more preferably 100% by mass (consisting only of the acid generator).
  • the generator when the generator is substantially only a base generator, it means that the content of the base generator in the total mass of the generator is 99% by mass or more, and 99.9% by mass or more. It is preferably 100% by mass (consisting only of the base generator), and more preferably 100% by mass.
  • Examples of acid generators include thermal acid generators and photoacid generators.
  • the acid generator preferably includes a photoacid generator. Further, as the acid generator, a photoacid generator and a thermal acid generator may be used in combination. When a thermal acid generator and a photoacid generator are used together, the mass ratio of the thermal acid generator and the photoacid generator is 100 to 2000 parts by mass of the photoacid generator to 100 parts by mass of the thermal acid generator. Parts by mass are preferred.
  • the lower limit is preferably 150 parts by mass or more, more preferably 200 parts by mass or more.
  • the upper limit is preferably 1,500 parts by mass or less, more preferably 1,000 parts by mass or less.
  • the acid generator is substantially only a photoacid generator because it has excellent pattern formation properties in photolithography.
  • the case where the acid generator is substantially only a photoacid generator means that the content of the photoacid generator in the total mass of the acid generator is 99% by mass or more. However, it is preferably 99.9% by mass or more, and more preferably 100% by mass (consisting only of the photoacid generator).
  • an acid generator means a compound that generates an acid by applying energy such as heat or light.
  • thermal acid generator means a compound that generates an acid by thermal decomposition.
  • a photoacid generator means a compound that generates an acid upon irradiation with light.
  • the acid generator may be an ionic acid generator or a nonionic acid generator, but is preferably a nonionic acid generator.
  • the acid generator is preferably a compound that generates an acid with a pKa of 4 or less, more preferably a compound that generates an acid with a pKa of 3 or less, and a compound that generates an acid with a pKa of 2 or less. It is even more preferable. According to this aspect, it is easier to form a cured film with better moisture resistance.
  • pKa basically refers to pKa in water at 25°C. Items that cannot be measured in water are measured using a suitable solvent. Specifically, the pKa described in chemical handbooks and the like can be referred to.
  • the acid having a pKa of 3 or less is preferably a sulfonic acid or a phosphonic acid, and more preferably a sulfonic acid.
  • the molecular weight of the acid generator is preferably 200 to 1000.
  • the lower limit is preferably 230 or more.
  • the upper limit is preferably 800 or less. If the molecular weight of the acid generator is within the above range, the acid generator will easily volatilize during baking, etc. during the production of a cured film, thereby suppressing the acid generator and its decomposition products from remaining in the film. can.
  • the acid generation temperature of the thermal acid generator is preferably 80°C to 130°C, more preferably 90°C to 110°C.
  • the thermal acid generator is preferably a compound that generates a low nucleophilic acid such as sulfonic acid, carboxylic acid, or disulfonylimide upon heating.
  • the acid generated from the thermal acid generator is preferably an acid with a pKa of 4 or less, more preferably an acid with a pKa of 3 or less, and even more preferably an acid with a pKa of 2 or less.
  • sulfonic acids, alkylcarboxylic acids substituted with electron-withdrawing groups, arylcarboxylic acids, disulfonylimides, and the like are preferred.
  • the electron-withdrawing group include a halogen atom such as a fluorine atom, a haloalkyl group such as a trifluoromethyl group, a nitro group, and a cyano group.
  • thermal acid generator examples include diazomethane compounds, sulfonic acid ester compounds, carboxylic acid ester compounds, phosphoric acid ester compounds, sulfonimide compounds, sulfonebenzotriazole compounds, sulfonium salts, etc. preferable.
  • the thermal acid generator is a sulfonic acid ester compound that does not substantially generate acid upon irradiation with actinic rays or radiation, but generates acid upon heat. Substantially no acid is generated by irradiation with actinic light or radiation, as determined by the absence of any change in the spectrum by measuring the infrared absorption (IR) spectrum and nuclear magnetic resonance (NMR) spectrum of the compound before and after exposure. can do.
  • the molecular weight of the sulfonic acid ester compound is preferably 230 to 1,000, more preferably 230 to 800.
  • sulfonic acid ester compound examples include tetraethylene glycol bis(p-toluenesulfonate), butyl p-toluenesulfonate, 4-hydroxyphenyldimethylsulfonium trifluoromethanesulfonate, benzyl-4-hydroxyphenylmethylsulfonium trifluoromethanesulfonate, 2-methylbenzyl-4-hydroxyphenylmethylsulfonium trifluoromethanesulfonate, 4-acetoxyphenyldimethylsulfonium trifluoromethanesulfonate, 4-acetoxyphenylbenzylmethylsulfonium trifluoromethanesulfonate, 4-(methoxycarbonyloxy)phenyldimethylsulfonium trifluoromethanesulfonate, Examples include benzyl-4-(methoxycarbonyloxy)phenylmethylsulfonium trifluoromethanesul
  • sulfonimide compound examples include N-(trifluoromethylsulfonyloxy)succinimide (trade name "SI-105", Midori Chemical Co., Ltd.), N-(camphorsulfonyloxy)succinimide (trade name "SI-106", Midori Chemical Co., Ltd.), N-(2-trifluoromethylphenylsulfonyloxy)succinimide, N-(4-fluorophenyl) sulfonyloxy)succinimide, N-(trifluoromethylsulfonyloxy)phthalimide, N-(camphorsulfonyloxy)phthalimide, N-(2-trifluoromethylphenylsulfonyloxy)phthalimide, N-(2-fluorophenylsulfonyloxy)phthalimide , N-(trifluoromethylsulfonyloxy)diphenylmaleimide (trade name "PI-105",
  • Hept-5-ene-2,3-dicarboxylimide (trade name "NDI-100", Midori Kagaku Co., Ltd.), N-(4-methylphenylsulfonyloxy)bicyclo[2.2.1]hept-5 -ene-2,3-dicarboxylimide (trade name "NDI-101", Midori Kagaku Co., Ltd.), N-(trifluoromethanesulfonyloxy)bicyclo[2.2.1]hept-5-ene-2,3- Dicarboxylimide (trade name "NDI-105", Midori Kagakusha), N-(nonafluorobutanesulfonyloxy)bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylimide (trade name "NDI-109", Midori Kagaku Co., Ltd.), N-(camphorsulfonyloxy)bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylimide (trade
  • thermal acid generators include the San-Aid series manufactured by Sanshin Kagaku Kogyo Co., Ltd. (for example, SI-60, SI-80, SI-100, SI-200, SI-110, SI-145, SI -150, SI-60L, SI-80L, SI-100L, SI-110L, SI-145L, SI-150L, SI-160L, SI-180L, etc.), TA-100 series manufactured by San-Apro Co., Ltd., San-Apro ( Examples include the IK series manufactured by Co., Ltd.
  • the photoacid generator is preferably a compound that generates an acid in response to actinic light having a wavelength of 300 nm or more, more preferably a wavelength of 300 to 450 nm.
  • the photoacid generator is preferably a compound that generates an acid with a pKa of 4 or less when irradiated with light, more preferably a compound that generates an acid with a pKa of 3 or less, and more preferably a compound that generates an acid with a pKa of 2 or less. More preferably, it is a compound that Further, the photoacid generator is preferably a compound that does not generate acid at temperatures below 130°C.
  • photoacid generators include oxime sulfonate compounds, triazine compounds, sulfonium salts, iodonium salts, ammonium salts, diazomethane compounds, sulfone compounds, sulfonic acid ester compounds, iminosulfonic acid ester compounds, carboxylic acid ester compounds, and sulfonimide compounds.
  • the compound is preferably at least one selected from the group consisting of oxime sulfonate compounds and triazine compounds from the viewpoint of acid generation efficiency and solubility upon exposure.
  • the oxime sulfonate compound is preferably a compound containing an oxime sulfonate structure represented by formula (B1-1).
  • R 21 in formula (B1-1) represents an alkyl group or an aryl group. Wavy lines represent bonds with other groups.
  • the alkyl group represented by R 21 is preferably a linear or branched alkyl group having 1 to 10 carbon atoms.
  • the aryl group represented by R 21 is preferably an aryl group having 6 to 11 carbon atoms, more preferably a phenyl group or a naphthyl group.
  • the aryl group of R 21 may be substituted with a fluorine atom, an alkyl group, an alkoxy group, or a halogen atom.
  • the alkyl group and aryl group represented by R 21 may have a substituent.
  • substituents include halogen atoms, aryl groups having 6 to 11 carbon atoms, alkoxy groups having 1 to 10 carbon atoms, and cyclic alkyl groups (bridged aliphatic groups such as 7,7-dimethyl-2-oxonorbornyl group). (including a cyclic group, preferably a bicycloalkyl group, etc.).
  • substituents include halogen atoms, aryl groups having 6 to 11 carbon atoms, alkoxy groups having 1 to 10 carbon atoms, and cyclic alkyl groups (bridged aliphatic groups such as 7,7-dimethyl-2-oxonorbornyl group). (including a cyclic group, preferably a bicycloalkyl group, etc.).
  • the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom, with a fluorine atom being preferred.
  • Examples of the compound containing the oxime sulfonate structure represented by formula (B1-1) include the oxime sulfonate compounds described in paragraphs 0081 to 0108 of JP-A No. 2013-210616, the contents of which are not incorporated herein. It will be done.
  • oxime sulfonate compound examples include compounds having the structures described in the examples below.
  • triazine compounds examples include 2-(3-chlorophenyl)-bis(4,6-trichloromethyl)-s-triazine, 2-(4-methoxyphenyl)-bis(4,6-trichloromethyl)-s-triazine, 2-(4-Methylthiophenyl)-bis(4,6-trichloromethyl)-s-triazine, 2-(4-methoxy- ⁇ -styryl)-bis(4,6-trichloromethyl)-s-triazine, 2 -piperonyl-bis(4,6-trichloromethyl)-s-triazine, 2-[2-(furan-2-yl)ethenyl]-bis(4,6-trichloromethyl)-s-triazine, 2-[2 -(5-methylfuran-2-yl)ethenyl]-bis(4,6-trichloromethyl)-s-triazine, 2-[2-(4-diethy
  • Iodonium salts include diphenyliodonium trifluoroacetate, diphenyliodonium trifluoromethanesulfonate, 4-methoxyphenylphenyliodonium trifluoromethanesulfonate, 4-methoxyphenylphenyliodonium trifluoroacetate, phenyl,4-(2'-hydroxy-1 '-tetradecaoxy) phenyl iodonium trifluoromethanesulfonate, 4-(2'-hydroxy-1'-tetradecaoxy) phenyl iodonium hexafluoroantimonate, phenyl,4-(2'-hydroxy-1'-tetradeca Oxy) phenyl iodonium-p-toluenesulfonate and the like.
  • Sulfonium salts include triphenylsulfonium trifluoromethanesulfonate, triphenylsulfonium trifluoroacetate, 4-methoxyphenyldiphenylsulfonium trifluoromethanesulfonate, 4-methoxyphenyldiphenylsulfonium trifluoroacetate, 4-phenylthiophenyldiphenylsulfonium trifluoromethane. Examples include sulfonate, 4-phenylthiophenyldiphenylsulfonium trifluoroacetate, and the like.
  • ammonium salts tetramethylammonium butyltris(2,6-difluorophenyl)borate, tetramethylammoniumhexyltris(p-chlorophenyl)borate, tetramethylammoniumhexyltris(3-trifluoromethylphenyl)borate, benzyldimethylphenylammonium Examples include butyltris(2,6-difluorophenyl)borate, benzyldimethylphenylammoniumhexyltris(p-chlorophenyl)borate, benzyldimethylphenylammoniumhexyltris(3-trifluoromethylphenyl)borate, and the like.
  • Diazomethane compounds include bis(trifluoromethylsulfonyl)diazomethane, bis(cyclohexylsulfonyl)diazomethane, bis(phenylsulfonyl)diazomethane, bis(4-tolylsulfonyl)diazomethane, bis(2,4-xylylsulfonyl)diazomethane, and bis(2,4-xylylsulfonyl)diazomethane.
  • sulfone compounds include ⁇ -ketosulfone compounds, ⁇ -sulfonylsulfone compounds, diaryldisulfone compounds, and the like.
  • Preferred sulfone compounds include 4-tolylphenacylsulfone, mesitylphenacylsulfone, bis(phenylsulfonyl)methane, and 4-chlorophenyl-4-tolyldisulfone compounds.
  • sulfonic acid ester compounds examples include benzoin-4-tolylsulfonate, pyrogalloltris(methylsulfonate), nitrobenzyl-9,10-diethoxyanthryl-2-sulfonate, 2,6-(dinitrobenzyl)phenylsulfonate, etc. Can be mentioned.
  • iminosulfonic acid ester compounds include benzyl monooxime-4-tolylsulfonate, benzyl monooxime-4-dodecylphenylsulfonate, benzyl monooxime hexadecylsulfonate, 4-nitroacetophenone oxime-4-tolylsulfonate, 4,4'- Dimethylbenzylmonoxime-4-tolylsulfonate, 4,4'-dimethylbenzylmonoxime-4-dodecylphenylsulfonate, dibenzylketoneoxime-4-tolylsulfonate, ⁇ -(4-tolyloxy)imino- ⁇ -cyanoacetate ethyl , furyl monooxime-4-(aminocarbonyl) phenylsulfonate, acetone oxime-4-benzoylphenyl sulfonate, 3-(benzylsulfonyloxy)
  • carboxylic acid ester compound examples include carboxylic acid 2-nitrobenzyl ester.
  • Sulfonimide compounds include N-(trifluoromethylsulfonyloxy)succinimide, N-(10-camphorsulfonyloxy)succinimide, N-(4-tolylsulfonyloxy)succinimide, N-(2-trifluoromethylphenylsulfonyloxy) ) Succinimide, N-(4-fluorophenylsulfonyloxy)succinimide, N-(trifluoromethylsulfonyloxy)phthalimide, N-(10-camphorsulfonyloxy)phthalimide, N-(2-trifluoromethylphenylsulfonyloxy)phthalimide , N-(2-fluorophenylsulfonyloxy)phthalimide, N-(trifluoromethylsulfonyloxy)diphenylmaleimide, N-(10-camphorsulfonyloxy)dipheny
  • hept-5-ene-2,3-dicarboximide N-(10-camphorsulfonyloxy)bicyclo[2.2.1] hept-5-ene-2,3-dicarboximide, N -(camphorsulfonyloxy)-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboximide, N-(trifluoromethylsulfonyloxy)-7-oxabicyclo[2.2 .1] hept-5-ene-2,3-dicarboximide, N-(4-tolylsulfonyloxy)bicyclo[2.2.1] hept-5-ene-2,3-dicarboximide, N- (4-Tolylsulfonyloxy)-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboximide, N-(2-trifluoromethylphenylsulfonyloxy)bicyclo[2.2 .
  • the base generator examples include thermal base generators and photobase generators.
  • the base generator preferably includes a photobase generator. Further, as the base generator, a photobase generator and a thermal base generator may be used in combination. When a thermal base generator and a photobase generator are used together, the mass ratio of the thermal base generator and the photobase generator is 100 to 2000 parts by mass of the photobase generator to 100 parts by mass of the thermal base generator. Parts by mass are preferred.
  • the lower limit is preferably 150 parts by mass or more, more preferably 200 parts by mass or more.
  • the upper limit is preferably 1,500 parts by mass or less, more preferably 1,000 parts by mass or less.
  • the base generator is substantially only a photobase generator because it has excellent pattern formation properties in photolithography.
  • the case where the base generator is substantially only a photobase generator means that the content of the photobase generator in the total mass of the base generator is 99% by mass or more. It is preferably 99.9% by mass or more, and more preferably 100% by mass (consisting only of the photobase generator).
  • a base generator means a compound that generates a base by applying energy such as heat or light.
  • the term "thermal base generator” means a compound that generates a base by thermal decomposition.
  • a photobase generator means a compound that generates a base upon irradiation with light.
  • the base generator may be an ionic base generator or a nonionic base generator, but is preferably a nonionic base generator.
  • the base generated from the base generator may be any of primary amine, secondary amine, and tertiary amine, but from the viewpoint of pot life stability, tertiary amine is preferable.
  • the boiling point of the base generated by the base generator is preferably 80°C or higher, preferably 100°C or higher, and most preferably 140°C or higher.
  • the molecular weight of the generated base is preferably 80 to 2,000. The lower limit is more preferably 100 or more. The upper limit is more preferably 500 or less. Note that the molecular weight value is a theoretical value determined from the structural formula.
  • the molecular weight of the base generator is preferably 200 to 1000.
  • the lower limit is preferably 230 or more.
  • the upper limit is preferably 800 or less. If the molecular weight of the base generator is within the above range, the base generator will easily volatilize during baking, etc. during the production of a cured film, thereby suppressing the base generator and its decomposition products from remaining in the film. can.
  • the base generation temperature of the thermal base generator is preferably 80°C to 130°C, more preferably 90°C to 110°C.
  • thermal base generators examples include carbamoyloxime compounds, carbamoylhydroxylamine compounds, carbamic acid compounds, formamide compounds, acetamide compounds, carbamate compounds, benzyl carbamate compounds, nitrobenzyl carbamate compounds, sulfonamide compounds, imidazole compounds, amine imide compounds, and pyridine compounds. , ⁇ -aminoacetophenone compounds, ammonium salts, pyridinium salts, ⁇ -lactone ring derivative compounds, amine imide compounds, phthalimide compounds, acyloxyimino compounds, and the like.
  • an acidic compound that generates a base when heated to 40° C. or higher, and an ammonium salt having an anion having a pKa1 of 0 to 4 and an ammonium cation can also be used.
  • these compounds include the compounds described in paragraph numbers 0045 to 0066 of International Publication No. 2017/141723, the contents of which are incorporated herein.
  • thermal base generators include the U-CAT series manufactured by San-Apro Co., Ltd. (eg, SA1, SA102, SA603, SA810, SA831, SA841, SA851, SA838A, etc.).
  • the photobase generator is preferably a compound that generates a base in response to actinic light having a wavelength of 300 nm or more, more preferably from 300 to 450 nm. Further, the photobase generator is preferably a compound that does not generate a base at temperatures below 130°C.
  • Examples of the photobase generator include carbamate compounds, sulfonamide compounds, acyloxime compounds, and onium salts, and preferably contains at least one selected from the group consisting of carbamate compounds, acyloxime compounds, and onium salts. More preferably, it contains a carbamate compound.
  • Carbamate compounds include N-(2-nitrobenzyloxy)carbonyl-N-methylamine, N-(2-nitrobenzyloxy)carbonyl-Nn-propylamine, N-(2-nitrobenzyloxy)carbonyl- N-n-hexylamine, N-(2-nitrobenzyloxy)carbonyl-N-cyclohexylamine, N-(2-nitrobenzyloxy)carbonylaniline, N-(2-nitrobenzyloxy)carbonylpiperidine, N,N '-bis[(2-nitrobenzyloxy)carbonyl]-1,6-hexamethylenediamine, N,N'-bis[(2-nitrobenzyloxy)carbonyl]-1,4-phenylenediamine, N,N' -bis[(2-nitrobenzyloxy)carbonyl]-2,4-tolylenediamine, N,N'-bis[(2-nitrobenzyloxy)carbonyl]-4,4'-diaminodiphenylme
  • the carbamate compound is also preferably a compound represented by formula (PBG-1).
  • R a and R b each independently represent a hydrogen atom or a monovalent organic group, and even if R a and R b combine with each other to form a cyclic amino group, Often R c represents a hydrogen atom or a methyl group and Ar a represents an aromatic group.
  • the monovalent organic group represented by R a and R b includes an aliphatic hydrocarbon group, an aromatic hydrocarbon group, or a group consisting of a combination thereof.
  • the aliphatic hydrocarbon group preferably has 1 to 20 carbon atoms, more preferably 1 to 10 carbon atoms, and particularly preferably 1 to 5 carbon atoms.
  • the aliphatic hydrocarbon group may be linear, branched, or cyclic.
  • the cyclic aliphatic hydrocarbon group may be either monocyclic or polycyclic. Examples of the aliphatic hydrocarbon group include an alkyl group, an alkenyl group, an alkynyl group, and the like.
  • the aromatic hydrocarbon group preferably has 6 to 18 carbon atoms, more preferably 6 to 14 carbon atoms, and even more preferably 6 to 10 carbon atoms.
  • the aromatic hydrocarbon group is preferably a monocyclic or fused ring aromatic hydrocarbon group having 2 to 4 condensed rings.
  • An example of the aromatic hydrocarbon group is an aryl group.
  • the aliphatic hydrocarbon group and aromatic hydrocarbon group may have a substituent. Examples of the substituent include the groups listed below for substituent T.
  • R a and R b are each independently preferably an aliphatic hydrocarbon group, more preferably an alkyl group, even more preferably a linear or branched alkyl group having 1 to 10 carbon atoms. , a linear or branched alkyl group having 1 to 5 carbon atoms is even more preferable, and a methyl group, ethyl group or isopropyl group is particularly preferable.
  • R a and R b may be bonded to each other to form a cyclic amino group.
  • the cyclic amino groups formed include 1-aziridinyl group, 1-azetidinyl group, 1-pyrrolidinyl group, 1-piperidinyl group, 1-hexamethyleneimino group, 1-heptamethyleneimino group, 1-octamethyleneimino group, 1-nonamethyleneimino group, 1-1-imidazolyl group, 4,5-dihydro-1-imidazolyl group, 1-pyrrolyl group, 1-pyrazolyl group, 1-imidazolidinyl group, 1-piperazinyl group, morpholino group, etc. can be mentioned.
  • the cyclic amino group formed by bonding R a and R b to each other may have a substituent. Examples of the substituent include the groups listed below for substituent T.
  • the aromatic group represented by Ar a includes an aromatic hydrocarbon group and an aromatic heterocyclic group.
  • the aromatic group represented by Ar a may be a monocyclic aromatic group, but is preferably a condensed ring aromatic group having 2 to 4 condensed rings.
  • Examples of the aromatic hydrocarbon group include a benzene ring group, a naphthalene ring group, an anthracene ring group, and a fluorene ring group.
  • aromatic heterocyclic groups include pyrrole ring group, furan ring group, thiophene ring group, pyridine ring group, imidazole ring group, pyrazole ring group, oxazole ring group, thiazole ring group, pyridazine ring group, pyrimidine ring group, Pyrazine ring group, indole ring group, isoindole ring group, benzimidazole ring group, benzoxazole ring group, benzothiazole ring group, benzotriazole ring group, quinoline ring group, isoquinoline ring group, quinazoline ring group, quinoxaline ring group, anthraquinone Examples include ring groups.
  • the aromatic group represented by Ar a may have a substituent. Examples of the substituent include the groups listed below for substituent T.
  • Halogen atom e.g. fluorine atom, chlorine atom, bromine atom, iodine atom
  • alkyl group preferably an alkyl group having 1 to 30 carbon atoms
  • alkenyl group preferably an alkenyl group having 2 to 30 carbon atoms
  • alkynyl group preferably an alkynyl group having 2 to 30 carbon atoms
  • an aryl group preferably an aryl group having 6 to 30 carbon atoms
  • a heterocyclic group preferably a heterocyclic group having 1 to 30 carbon atoms
  • an amino group preferably an amino group having 0 to 30 carbon atoms
  • an alkoxy group preferably an alkoxy group having 1 to 30 carbon atoms
  • an aryloxy group preferably an aryloxy group having 6 to 30 carbon atoms
  • a heterocyclic oxy group preferably a carbon Heterocyclic oxy group having 1 to 30 carbon atoms
  • acyl group e.g. flu
  • Acyloxime compounds include acetophenone-O-propanoyloxime, benzophenone-O-propanoyloxime, acetone-O-propanoyloxime, acetophenone-O-butanoyloxime, benzophenone-O-butanoyloxime, acetone-O- Butanoyloxime, bis(acetophenone)-O,O'-hexane-1,6-dioyloxime, bis(benzophenone)-O,O'-hexane-1,6-dioyloxime, bis(acetone)-O , O'-hexane-1,6-dioyloxime, acetophenone-O-acryloyloxime, benzophenone-O-acryloyloxime, acetone-O-acryloyloxime, and the like.
  • onium salts include compounds having the structures described in the examples below.
  • WPBG series for example, WPBG-018, WPBG-027, WPBG-082, WPBG-140, WPBG-165, WPBG-167, WPBG-
  • WPBG-140 for example, a photobase generator manufactured by Fuji Film Wako Pure Chemical Industries, Ltd. 168, WPBG-140, etc.
  • the content of the generator in the total solid content of the coloring composition is 2 to 15% by mass.
  • the lower limit is preferably 3% by mass or more, more preferably 5% by mass or more.
  • the upper limit is preferably 12% by mass or less, more preferably 10% by mass or less.
  • the content of the acid generator (preferably the content of the photoacid generator) in the total solid content of the colored composition is preferably 2 to 15% by mass.
  • the lower limit is preferably 3% by mass or more, more preferably 5% by mass or more.
  • the upper limit is preferably 12% by mass or less, more preferably 10% by mass or less.
  • the content of the base generator (preferably the content of the photobase generator) in the total solid content of the colored composition is preferably 2 to 15% by mass.
  • the lower limit is preferably 3% by mass or more, more preferably 5% by mass or more.
  • the upper limit is preferably 12% by mass or less, more preferably 10% by mass or less.
  • the coloring composition of the present invention contains a compound A having a cyclic ether group having a molecular weight of 5000 or less (hereinafter also referred to as compound A).
  • the molecular weight of Compound A is preferably 1,500 or less, more preferably 1,000 or less, and even more preferably 500 or less.
  • the molecular weight of Compound A is the value calculated from the structural formula.
  • the weight average molecular weight in terms of polystyrene measured by GPC gel permeation chromatography
  • Examples of the cyclic ether group that Compound A has include an epoxy group and an oxetanyl group, and an epoxy group is preferred.
  • Compound A preferably has two or more cyclic ether groups, more preferably three or more, and even more preferably four or more.
  • the upper limit of the number of cyclic ether groups is preferably 8 or less, more preferably 6 or less.
  • Compound A preferably has two or more epoxy groups, more preferably three or more, and even more preferably four or more.
  • the upper limit of the number of epoxy groups is preferably 8 or less, more preferably 6 or less.
  • Compound A is preferably a compound having a group represented by formula (EP-1).
  • the number of groups represented by formula (EP-1) in compound A is preferably 2 or more, more preferably 3 or more, and still more preferably 4 or more.
  • the upper limit is preferably 8 or less, more preferably 6 or less.
  • Compound A may further have a hydroxy group in addition to the cyclic ether group.
  • Compound A When Compound A further has a hydroxy group, it can increase its affinity with radically polymerizable monomers and the like.
  • the number of hydroxy groups contained in compound A is preferably 1 to 4, more preferably 1 to 2.
  • compound A examples include the compounds described in the Examples below.
  • commercially available products of Compound A include the Denacol series (EX-121, EX-314, EX-321L, EX-421, EX-614, etc.) manufactured by Nagase ChemteX Co., Ltd., BATG (Showa Denko K.K. )), etc.
  • the content of compound A in the total solid content of the coloring composition is preferably 1 to 30% by mass.
  • the lower limit is preferably 3% by mass or more, more preferably 5% by mass or more.
  • the upper limit is preferably 20% by mass or less, more preferably 15% by mass or less.
  • the ratio of the above-mentioned generator to Compound A is preferably 30 to 700 parts by mass of Compound A to 100 parts by mass of the above-mentioned generator. According to this aspect, a dense cured film can be formed.
  • the upper limit is preferably 500 parts by mass or less, more preferably 350 parts by mass or less.
  • the lower limit is preferably 50 parts by mass or more, more preferably 70 parts by mass or more.
  • the colored composition of the present invention may contain only one type of compound A, or may contain two or more types of compound A. When two or more types of compound A are included, it is preferable that the total amount thereof falls within the above range.
  • the colored composition of the present invention contains a solvent.
  • the solvent include organic solvents.
  • the type of solvent is basically not particularly limited as long as it satisfies the solubility of each component and the coatability of the composition.
  • the organic solvent include ester solvents, ketone solvents, alcohol solvents, amide solvents, ether solvents, and hydrocarbon solvents.
  • paragraph number 0223 of International Publication No. 2015/166779 can be referred to, the contents of which are incorporated herein.
  • Ester solvents substituted with a cyclic alkyl group and ketone solvents substituted with a cyclic alkyl group can also be preferably used.
  • organic solvents include polyethylene glycol monomethyl ether, dichloromethane, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl cellosolve acetate, ethyl lactate, diethylene glycol dimethyl ether, butyl acetate, methyl 3-methoxypropionate, 2 -Heptanone, 2-pentanone, 3-pentanone, 4-heptanone, cyclohexanone, 2-methylcyclohexanone, 3-methylcyclohexanone, 4-methylcyclohexanone, cycloheptanone, cyclooctanone, cyclohexyl acetate, cyclopentanone, ethyl carbitol Acetate, butyl carbitol acetate, propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate, 3-methoxy-N,N-dimethylpropanamide, 3-butoxy-N
  • aromatic hydrocarbons benzene, toluene, xylene, ethylbenzene, etc.
  • organic solvents for environmental reasons (for example, 50 mass ppm (parts) based on the total amount of organic solvents). per million), 10 mass ppm or less, and 1 mass ppm or less).
  • an organic solvent with a low metal content it is preferable to use an organic solvent with a low metal content. It is preferable that the metal content of the organic solvent is, for example, 10 mass ppb (parts per billion) or less. If necessary, an organic solvent at a mass ppt (parts per trillion) level may be used, and such an organic solvent is provided by Toyo Gosei Co., Ltd. (Kagaku Kogyo Nippo, November 13, 2015). .
  • Examples of methods for removing impurities such as metals from organic solvents include distillation (molecular distillation, thin film distillation, etc.) and filtration using a filter.
  • the filter pore diameter of the filter used for filtration is preferably 10 ⁇ m or less, more preferably 5 ⁇ m or less, and even more preferably 3 ⁇ m or less.
  • the material of the filter is preferably polytetrafluoroethylene, polyethylene, or nylon.
  • the organic solvent may contain isomers (compounds with the same number of atoms but different structures). Moreover, only one type of isomer may be included, or multiple types may be included.
  • the content of peroxide in the organic solvent is 0.8 mmol/L or less, and it is more preferable that the organic solvent contains substantially no peroxide.
  • the content of the solvent in the coloring composition is preferably 10 to 95% by mass, more preferably 20 to 90% by mass, and even more preferably 30 to 90% by mass.
  • the colored composition of the present invention does not substantially contain environmentally regulated substances.
  • "not substantially containing environmentally controlled substances” means that the content of environmentally controlled substances in the coloring composition is 50 mass ppm or less, preferably 30 mass ppm or less. , more preferably 10 mass ppm or less, particularly preferably 1 mass ppm or less.
  • environmentally controlled substances include benzene; alkylbenzenes such as toluene and xylene; and halogenated benzenes such as chlorobenzene.
  • REACH Registration Evaluation Authorization and Restriction of CHemicals
  • PRTR Policy Release and It is registered as an environmentally regulated substance under the Transfer Register Act
  • VOC Volatile Organic Compounds
  • VOC Volatile Organic Compounds
  • the method is strictly regulated.
  • These compounds may be used as a solvent when producing each component used in the coloring composition, and may be mixed into the coloring composition as a residual solvent. From the viewpoint of human safety and environmental considerations, it is preferable to reduce the amount of these substances as much as possible.
  • methods for reducing environmentally controlled substances include a method of heating or reducing pressure in the system to raise the temperature above the boiling point of the environmentally controlled substance to distill off the environmentally controlled substances from the system.
  • distillation methods can be used at the stage of raw materials, at the stage of products obtained by reacting raw materials (for example, resin solution or polyfunctional monomer solution after polymerization), or at the stage of colored compositions prepared by mixing these compounds. This is possible at any stage.
  • the colored composition of the present invention can contain a pigment derivative.
  • the pigment derivative include compounds having at least one structure selected from the group consisting of a pigment structure and a triazine structure, and an acid group or a basic group.
  • the above dye structures include quinoline dye structure, benzimidazolone dye structure, benzisoindole dye structure, benzothiazole dye structure, iminium dye structure, squarylium dye structure, croconium dye structure, oxonol dye structure, pyrrolopyrrole dye structure, diketo Pyrrolopyrrole dye structure, azo dye structure, azomethine dye structure, phthalocyanine dye structure, naphthalocyanine dye structure, anthraquinone dye structure, quinacridone dye structure, dioxazine dye structure, perinone dye structure, perylene dye structure, thiazine indigo dye structure, thioindigo dye structure, isoindoline dye structure, isoindolinone dye structure, quinophthalone dye structure, dithiol dye structure, triarylmethane dye structure, pyrromethene dye structure, etc.
  • Examples of the acid group that the pigment derivative has include a carboxy group, a sulfo group, a phosphoric acid group, a boronic acid group, an imide acid group, and salts thereof.
  • Atoms or atomic groups constituting the salt include alkali metal ions (Li + , Na + , K + , etc.), alkaline earth metal ions (Ca 2+ , Mg 2+ , etc.), ammonium ions, imidazolium ions, pyridinium ions, Examples include phosphonium ions.
  • the imide acid group is preferably a group represented by -SO 2 NHSO 2 R X1 , -CONHSO 2 R X2 , -CONHCOR X3 or -SO 2 NHCOR , or -SO 2 NHCOR X4 is more preferred, and -SO 2 NHSO 2 R X1 or -CONHSO 2 R X2 is even more preferred.
  • R X1 to R X4 each independently represent an alkyl group or an aryl group.
  • the alkyl group and aryl group represented by R X1 to R X4 may have a substituent.
  • the substituent is preferably a halogen atom, more preferably a fluorine atom.
  • R X1 to R X4 are each independently preferably an alkyl group containing a fluorine atom or an aryl group containing a fluorine atom, and more preferably an alkyl group containing a fluorine atom.
  • the number of carbon atoms in the alkyl group containing a fluorine atom is preferably 1 to 10, more preferably 1 to 5, and even more preferably 1 to 3.
  • the number of carbon atoms in the aryl group containing a fluorine atom is preferably 6 to 20, more preferably 6 to 12, and even more preferably 6.
  • Examples of the basic group that the pigment derivative has include an amino group, a pyridinyl group and its salts, an ammonium group salt, and a phthalimidomethyl group.
  • Examples of atoms or atomic groups constituting the salt include hydroxide ions, halogen ions, carboxylate ions, sulfonate ions, and phenoxide ions.
  • a pigment derivative having excellent visible transparency (hereinafter also referred to as a transparent pigment derivative) can be used.
  • the maximum molar extinction coefficient ( ⁇ max) of the transparent pigment derivative in the wavelength range of 400 to 700 nm is preferably 3000 L ⁇ mol ⁇ 1 ⁇ cm ⁇ 1 or less, and preferably 1000 L ⁇ mol ⁇ 1 ⁇ cm ⁇ 1 or less. is more preferable, and even more preferably 100 L ⁇ mol ⁇ 1 ⁇ cm ⁇ 1 or less.
  • the lower limit of ⁇ max is, for example, 1 L ⁇ mol ⁇ 1 ⁇ cm ⁇ 1 or more, and may be 10 L ⁇ mol ⁇ 1 ⁇ cm ⁇ 1 or more.
  • pigment derivatives include the compounds described in paragraph 0124 of International Publication No. 2022/085485, and the benzimidazolone compounds or salts thereof described in JP-A-2018-168244.
  • the content of the pigment derivative is preferably 0.1 to 30 parts by weight based on 100 parts by weight of the pigment.
  • the lower limit of this range is more preferably 0.25 parts by mass or more, even more preferably 0.5 parts by mass or more, particularly preferably 0.75 parts by mass or more, and 1 part by mass or more. It is more preferable that there be.
  • the upper limit of this range is more preferably 25 parts by mass or less, even more preferably 20 parts by mass or less, and particularly preferably 15 parts by mass or less.
  • the storage stability of the colored composition can be further improved. Only one type of pigment derivative may be used, or two or more types may be used in combination. When two or more types are used together, it is preferable that the total amount thereof falls within the above range.
  • the colored composition of the present invention can also contain polyalkyleneimine.
  • Polyalkyleneimines are used, for example, as dispersion aids.
  • Polyalkyleneimine is a polymer obtained by ring-opening polymerization of alkyleneimine.
  • the polyalkyleneimine is preferably a polymer having a branched structure containing a primary amino group, a secondary amino group, and a tertiary amino group, respectively.
  • the alkylene imine preferably has 2 to 6 carbon atoms, more preferably 2 to 4 carbon atoms, even more preferably 2 or 3 carbon atoms, and particularly preferably 2 carbon atoms.
  • the molecular weight of the polyalkylene imine is preferably 200 or more, more preferably 250 or more.
  • the upper limit is preferably 100,000 or less, more preferably 50,000 or less, even more preferably 10,000 or less, and particularly preferably 2,000 or less.
  • the molecular weight of the polyalkylene imine if the molecular weight can be calculated from the structural formula, the molecular weight of the polyalkylene imine is the value calculated from the structural formula.
  • the molecular weight of a specific amine compound cannot be calculated from the structural formula or is difficult to calculate, the value of the number average molecular weight measured by the boiling point elevation method is used.
  • the value of the number average molecular weight measured by the viscosity method is used. If the viscosity method cannot be used or it is difficult to measure, the number average molecular weight in terms of polystyrene measured by GPC (gel permeation chromatography) is used.
  • the amine value of the polyalkyleneimine is preferably 5 mmol/g or more, more preferably 10 mmol/g or more, and even more preferably 15 mmol/g or more.
  • alkyleneimine examples include ethyleneimine, propyleneimine, 1,2-butyleneimine, 2,3-butyleneimine, etc. Ethyleneimine or propyleneimine is preferable, and ethyleneimine is more preferable. preferable. It is particularly preferred that the polyalkyleneimine is polyethyleneimine. Further, the polyethyleneimine preferably contains 10 mol% or more, more preferably 20 mol% or more of primary amino groups based on the total of primary amino groups, secondary amino groups, and tertiary amino groups. , more preferably 30 mol% or more.
  • Commercial products of polyethyleneimine include Epomin SP-003, SP-006, SP-012, SP-018, SP-200, and P-1000 (all manufactured by Nippon Shokubai Co., Ltd.).
  • the content of polyalkyleneimine in the total solid content of the coloring composition is preferably 0.1 to 5% by mass.
  • the lower limit is preferably 0.2% by mass or more, more preferably 0.5% by mass or more, and even more preferably 1% by mass or more.
  • the upper limit is preferably 4.5% by mass or less, more preferably 4% by mass or less, and even more preferably 3% by mass or less.
  • the content of polyalkyleneimine is preferably 0.5 to 20 parts by weight per 100 parts by weight of the pigment.
  • the lower limit is preferably 0.6 parts by mass or more, more preferably 1 part by mass or more, and even more preferably 2 parts by mass or more.
  • the upper limit is preferably 10 parts by mass or less, more preferably 8 parts by mass or less. Only one type of polyalkylene imine may be used, or two or more types may be used. When two or more types are used, the total amount thereof is preferably within the above range.
  • the colored composition of the present invention may also contain a curing accelerator.
  • the curing accelerator include thiol compounds, methylol compounds, amine compounds, phosphonium salt compounds, amidine salt compounds, amide compounds, base generators, isocyanate compounds, alkoxysilane compounds, onium salt compounds, and the like.
  • Specific examples of the curing accelerator include the compound described in paragraph 0164 of International Publication No. 2022/085485, the compound described in JP 2021-181406, and the like.
  • the content of the curing accelerator in the total solid content of the colored composition is preferably 0.3 to 8.9% by mass, more preferably 0.8 to 6.4% by mass.
  • the colored composition of the present invention can contain a silane coupling agent.
  • the silane coupling agent is preferably a silane compound having a hydrolyzable group, more preferably a silane compound having a hydrolyzable group and other functional groups.
  • the hydrolyzable group refers to a substituent that is directly bonded to a silicon atom and can form a siloxane bond through at least one of a hydrolysis reaction and a condensation reaction. Examples of the hydrolyzable group include a halogen atom, an alkoxy group, an acyloxy group, and an alkoxy group is preferred.
  • Examples of functional groups other than hydrolyzable groups include vinyl groups, (meth)allyl groups, (meth)acryloyl groups, mercapto groups, epoxy groups, oxetanyl groups, amino groups, ureido groups, sulfide groups, and isocyanate groups. , phenyl group, etc., and amino group, (meth)acryloyl group and epoxy group are preferable.
  • the silane coupling agent is preferably a compound having an alkoxysilyl group. Specific examples of the silane coupling agent include compounds described in paragraph 0177 of International Publication No. 2022/085485.
  • the content of the silane coupling agent in the total solid content of the coloring composition is preferably 0.001 to 20% by mass, more preferably 0.01 to 10% by mass, and even more preferably 0.1% to 5% by mass. preferable.
  • the colored composition of the present invention may contain only one kind of silane coupling agent, or may contain two or more kinds of silane coupling agents. When two or more types are included, it is preferable that their total amount falls within the above range.
  • the colored composition of the present invention can contain a polymerization inhibitor.
  • Polymerization inhibitors include hydroquinone, p-methoxyphenol, di-t-butyl-p-cresol, pyrogallol, t-butylcatechol, benzoquinone, 4,4'-thiobis(3-methyl-6-t-butylphenol), Examples include 2,2'-methylenebis(4-methyl-6-t-butylphenol), N-nitrosophenylhydroxyamine salts (ammonium salts, cerous salts, etc.).
  • the content of the polymerization inhibitor in the total solid content of the coloring composition is preferably 0.0001 to 5% by mass.
  • the colored composition of the present invention may contain only one kind of polymerization inhibitor, or may contain two or more kinds of polymerization inhibitors. When two or more types are included, it is preferable that their total amount falls within the above range.
  • the colored composition of the present invention can contain an ultraviolet absorber.
  • an ultraviolet absorber a conjugated diene compound, an aminodiene compound, a salicylate compound, a benzophenone compound, a benzotriazole compound, an acrylonitrile compound, a hydroxyphenyltriazine compound, an indole compound, a triazine compound, etc.
  • Specific examples of such compounds include the compound described in paragraph number 0179 of International Publication No. 2022/085485.
  • the content of the ultraviolet absorber in the total solid content of the coloring composition 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.
  • the colored composition of the present invention may contain only one kind of ultraviolet absorber, or may contain two or more kinds of ultraviolet absorbers. When two or more types are included, it is preferable that their total amount falls within the above range.
  • the colored composition of the present invention can contain a surfactant.
  • a surfactant various surfactants such as fluorine surfactants, nonionic surfactants, cationic surfactants, anionic surfactants, and silicone surfactants can be used.
  • the surfactant is preferably a fluorosurfactant or a silicone surfactant, more preferably a silicone surfactant.
  • examples of the surfactant include the surfactants described in paragraph numbers 0238 to 0245 of International Publication No. 2015/166779, the contents of which are incorporated herein.
  • fluorine-based surfactant examples include compounds described in paragraph numbers 0167 to 0173 of International Publication No. 2022/085485.
  • nonionic surfactants examples include compounds described in paragraph 0174 of International Publication No. 2022/085485.
  • silicone -based surfactants include DOWSIL SH8400, SH8400 FLUID, FZ -1222, 67 ADDITIVE, 74 ADDITIVE, SF 8419 OIL (more than Dow Toray Co., Ltd.), TSF -430.
  • TSF -4445, TSF-4460, TSF-4452 manufactured by Momentive Performance Materials
  • KP-341, KF-6000, KF-6001, KF-6002, KF-6003 manufactured by Shin-Etsu Chemical Co., Ltd.
  • BYK-307, BYK-322, BYK-323, BYK-330, BYK-333, BYK-3760, BYK-UV3510 manufactured by BYK Chemie
  • a compound having the following structure can also be used as the silicone surfactant.
  • the content of the surfactant in the total solid content of the coloring composition is preferably 0.001% by mass to 5.0% by mass, more preferably 0.005% to 3.0% by mass.
  • the colored composition of the present invention may contain only one kind of surfactant, or may contain two or more kinds of surfactants. When two or more types are included, it is preferable that their total amount falls within the above range.
  • the colored composition of the present invention can contain an antioxidant.
  • antioxidants include phenol compounds, phosphite compounds, thioether compounds, and the like.
  • the phenol compound any phenol compound known as a phenolic antioxidant can be used.
  • Preferred phenol compounds include hindered phenol compounds.
  • a compound having a substituent at a site adjacent to the phenolic hydroxy group (ortho position) is preferred.
  • the above-mentioned substituents are preferably substituted or unsubstituted alkyl groups having 1 to 22 carbon atoms.
  • a compound having a phenol group and a phosphorous acid ester group in the same molecule is also preferable.
  • phosphorus-based antioxidants can also be suitably used.
  • a phosphorus antioxidant tris[2-[[2,4,8,10-tetrakis(1,1-dimethylethyl)dibenzo[d,f][1,3,2]dioxaphosphepine-6 -yl]oxy]ethyl]amine, tris[2-[(4,6,9,11-tetra-tert-butyldibenzo[d,f][1,3,2]dioxaphosphepin-2-yl )oxy]ethyl]amine, ethylbis(2,4-di-tert-butyl-6-methylphenyl) phosphite, and the like.
  • antioxidants include, for example, Adekastab AO-20, Adekastab AO-30, Adekastab AO-40, Adekastab AO-50, Adekastab AO-50F, Adekastab AO-60, Adekastab AO-60G, Adekastab AO-80. , ADEKA STAB AO-330 (manufactured by ADEKA Co., Ltd.).
  • antioxidants include compounds described in paragraph numbers 0023 to 0048 of Patent No. 6268967, compounds described in International Publication No. 2017/006600, compounds described in International Publication No. 2017/164024, Compounds described in Korean Patent Publication No. 10-2019-0059371 can also be used.
  • the content of the antioxidant in the total solid content of the coloring composition is preferably 0.01 to 20% by mass, more preferably 0.3 to 15% by mass. Only one type of antioxidant may be used, or two or more types may be used. When two or more types are used, it is preferable that the total amount falls within the above range.
  • the coloring composition of the present invention may optionally contain sensitizers, plasticizers, and other auxiliary agents (e.g., conductive particles, fillers, antifoaming agents, flame retardants, leveling agents, release accelerators, fragrances). , surface tension regulator, chain transfer agent, latent antioxidant, etc.).
  • sensitizers plasticizers
  • other auxiliary agents e.g., conductive particles, fillers, antifoaming agents, flame retardants, leveling agents, release accelerators, fragrances.
  • surface tension regulator e.g., surface tension regulator, chain transfer agent, latent antioxidant, etc.
  • the colored composition of the present invention may also contain a lightfastness improver.
  • a lightfastness improver examples include compounds described in paragraph number 0183 of International Publication No. 2022/085485.
  • the colored composition of the present invention is substantially free of terephthalic acid ester.
  • substantially not containing means that the content of terephthalic acid ester is 1000 mass ppb or less in the total amount of the coloring composition, more preferably 100 mass ppb or less, Particularly preferred is zero.
  • the colored composition of the present invention preferably has a free metal content of 100 ppm or less, more preferably 50 ppm or less. Further, the free halogen content is preferably 100 ppm or less, more preferably 50 ppm or less. Examples of methods for reducing free metals and halogens in the colored composition include washing with ion-exchanged water, filtration, ultrafiltration, and purification using ion-exchange resins.
  • perfluoroalkyl sulfonic acids and their salts may be regulated.
  • perfluoroalkylsulfonic acids particularly perfluoroalkylsulfonic acids whose perfluoroalkyl group has 6 to 8 carbon atoms
  • salts thereof and perfluoroalkylsulfonic acids
  • the content of fluoroalkylcarboxylic acid (particularly perfluoroalkylcarboxylic acid whose perfluoroalkyl group has 6 to 8 carbon atoms) and its salt is 0.01 ppb to 1,000 ppb based on the total solid content of the coloring composition.
  • the coloring composition of the present invention may be substantially free of perfluoroalkylsulfonic acid and its salt, and perfluoroalkylcarboxylic acid and its salt.
  • a coloring composition that is substantially free of and salts thereof.
  • Compounds that can be substituted for regulated compounds include, for example, compounds that are excluded from regulated targets due to differences in the number of carbon atoms in perfluoroalkyl groups.
  • the colored compositions of the present invention may include perfluoroalkyl sulfonic acids and salts thereof, and perfluoroalkyl carboxylic acids and salts thereof, to the maximum extent permissible.
  • the container for storing the coloring composition is not particularly limited, and any known container can be used. Further, as the storage container, the container described in paragraph 0187 of International Publication No. 2022/085485 can be used.
  • the colored composition of the present invention can be produced by mixing the above-mentioned components.
  • the colored composition may be produced by dissolving and/or dispersing all components in a solvent at the same time, or, if necessary, each component may be suitably prepared as two or more solutions or dispersions.
  • the colored composition may be manufactured by mixing these at the time of use (at the time of application).
  • the production of the colored composition may include a process of dispersing pigments.
  • mechanical forces used for dispersing pigments include compression, squeezing, impact, shearing, cavitation, and the like.
  • Specific examples of these processes include bead mills, sand mills, roll mills, ball mills, paint shakers, microfluidizers, high speed impellers, sand grinders, flow jet mixers, high pressure wet atomization, ultrasonic dispersion, and the like.
  • pulverizing pigments in a sand mill (bead mill) it is preferable to use small-diameter beads or increase the filling rate of the beads, thereby increasing the pulverizing efficiency.
  • the process and dispersion machine for dispersing pigments are described in ⁇ Complete Works of Dispersion Technology, Published by Information Technology Corporation, July 15, 2005'' and ⁇ Dispersion technology centered on suspension (solid/liquid dispersion system) and industrial
  • the process and dispersion machine described in Paragraph No. 0022 of JP 2015-157893 A, "Practical Application Comprehensive Data Collection, Published by Management Development Center Publishing Department, October 10, 1978" can be suitably used.
  • the particles may be made finer in a salt milling step.
  • the descriptions in JP-A No. 2015-194521 and JP-A No. 2012-046629 can be referred to, for example.
  • the colored composition In preparing the colored composition, it is preferable to filter the colored composition with a filter for the purpose of removing foreign substances and reducing defects.
  • a filter for the purpose of removing foreign substances and reducing defects.
  • Examples of the type of filter and filtration method used for filtration include the filters and filtration methods described in paragraph numbers 0196 to 0199 of International Publication No. 2022/085485.
  • the cured film of the present invention is a cured film obtained from the colored composition of the present invention described above.
  • the cured film of the present invention can be used for optical filters such as color filters.
  • the thickness of the cured film of the present invention can be adjusted as appropriate depending on the purpose.
  • the film thickness is preferably 0.5 to 3.0 ⁇ m.
  • the lower limit is preferably 0.8 ⁇ m or more, more preferably 1.0 ⁇ m or more, and even more preferably 1.1 ⁇ m or more.
  • the upper limit is preferably 2.5 ⁇ m or less, more preferably 2.0 ⁇ m or less, and even more preferably 1.8 ⁇ m or less.
  • the line width (pattern size) of the cured film is preferably 2.0 to 10.0 ⁇ m.
  • the upper limit is preferably 7.5 ⁇ m or less, more preferably 5.0 ⁇ m or less, and even more preferably 4.0 ⁇ m or less.
  • the lower limit is preferably 2.25 ⁇ m or more, more preferably 2.5 ⁇ m or more, and even more preferably 2.75 ⁇ m or more.
  • the color filter of the present invention has the cured film of the present invention described above. It is preferable to have the cured film of the present invention as a pixel (preferably a colored pixel) of a color filter.
  • the color filter of the present invention can be used in solid-state imaging devices and display devices.
  • the pixel line width is preferably 2.0 to 10.0 ⁇ m.
  • the upper limit is preferably 7.5 ⁇ m or less, more preferably 5.0 ⁇ m or less, and even more preferably 4.0 ⁇ m or less.
  • the lower limit is preferably 2.25 ⁇ m or more, more preferably 2.5 ⁇ m or more, and even more preferably 2.75 ⁇ m or more.
  • a preferred embodiment of the color filter of the present invention includes an embodiment having a red pixel, a blue pixel, and a green pixel. It is preferable that at least one selected from a red pixel, a blue pixel, and a green pixel is formed using the colored composition of the present invention.
  • the color filter may have a structure in which each colored pixel is embedded in a space partitioned into, for example, a lattice shape by partition walls.
  • the partition wall preferably has a lower refractive index than each colored pixel.
  • the partition wall may be formed with the configuration described in US Patent Application Publication No. 2018/0040656.
  • a protective layer may be provided on the surface of the cured film of the present invention.
  • various functions such as oxygen blocking, low reflection, hydrophilic and hydrophobic properties, and shielding of light of a specific wavelength (ultraviolet rays, near infrared rays, etc.) can be imparted.
  • the thickness of the protective layer is preferably 0.01 to 10 ⁇ m, more preferably 0.1 to 5 ⁇ m. Examples of methods for forming the protective layer include a method of coating a resin composition dissolved in an organic solvent, a chemical vapor deposition method, and a method of pasting a molded resin with an adhesive.
  • Components constituting the protective layer include (meth)acrylic resin, ene thiol resin, polycarbonate resin, polyether resin, polyarylate resin, polysulfone resin, polyethersulfone resin, polyphenylene resin, polyarylene ether phosphine oxide resin, polyimide.
  • Resin polyamideimide resin, polyolefin resin, cyclic olefin resin, polyester resin, styrene resin, polyol resin, polyvinylidene chloride resin, melamine resin, urethane resin, aramid resin, polyamide resin, alkyd resin, epoxy resin, modified silicone resin, fluorine Examples include resin, polyacrylonitrile resin, cellulose resin, Si, C, W, Al 2 O 3 , Mo, SiO 2 , Si 2 N 4 and the like, and two or more of these components may be contained.
  • the protective layer preferably contains a polyol resin, SiO 2 and Si 2 N 4 .
  • the protective layer preferably contains a (meth)acrylic resin and a fluororesin.
  • a protective layer by applying a resin composition known methods such as a spin coating method, a casting method, a screen printing method, an inkjet method, etc. can be used as a method for applying the resin composition.
  • organic solvent contained in the resin composition known organic solvents (eg, propylene glycol 1-monomethyl ether 2-acetate, cyclopentanone, ethyl lactate, etc.) can be used.
  • chemical vapor deposition methods thermal chemical vapor deposition, plasma enhanced chemical vapor deposition, photochemical vapor deposition
  • photochemical vapor deposition can be used as the chemical vapor deposition method.
  • the protective layer may contain organic/inorganic fine particles, absorbers for light of specific wavelengths (e.g., ultraviolet rays, near-infrared rays, etc.), refractive index adjusters, antioxidants, adhesives, surfactants, and other additives, as necessary. It may contain.
  • organic/inorganic fine particles include polymer fine particles (e.g., silicone resin fine particles, polystyrene fine particles, melamine resin fine particles), titanium oxide, zinc oxide, zirconium oxide, indium oxide, aluminum oxide, titanium nitride, titanium oxynitride. , magnesium fluoride, hollow silica, silica, calcium carbonate, barium sulfate, and the like.
  • the absorber for light of a specific wavelength a known absorber can be used.
  • the content of these additives can be adjusted as appropriate, but is preferably 0.1 to 70% by weight, more preferably 1 to 60% by weight, based on the total weight of the protective layer.
  • the protective layers described in paragraph numbers 0073 to 0092 of JP 2017-151176 A can also be used.
  • the method for producing a cured film of the present invention includes a step of applying the above-described colored composition of the present invention onto a support to form a colored composition layer; a step of exposing the colored composition layer to light in a pattern; The method includes a step of developing the colored composition layer after exposure and removing the colored composition layer in the unexposed area. Then, a cured film in which the colored composition layer is cured is obtained at a temperature of 150° C. or lower (preferably 120° C. or lower, more preferably 100° C. or lower) throughout the entire process.
  • all steps are performed at a temperature of 150° C. or lower means that all steps of forming a cured film using a colored composition are performed at a temperature of 150° C. or lower.
  • this heating step is also performed at a temperature of 150° C. or lower. The details of each process will be described below.
  • a colored composition is applied onto a support to form a colored composition layer.
  • the support include a glass substrate, a polycarbonate substrate, a polyester substrate, an aromatic polyamide substrate, a polyamideimide substrate, a polyimide substrate, and the like.
  • An organic light emitting layer may be formed on these substrates.
  • an undercoat layer may be provided on the substrate to improve adhesion with the upper layer, prevent substance diffusion, or flatten the surface.
  • the surface contact angle of the undercoat layer is preferably 20 to 70° when measured with diiodomethane. Further, it is preferable that the angle is 30 to 80° when measured with water.
  • a known method can be used to apply the coloring composition.
  • dropping method drop casting
  • slit coating method spray method
  • roll coating method spin coating method
  • casting coating method slit and spin method
  • Various methods such as inkjet (for example, on-demand method, piezo method, thermal method), ejection printing such as nozzle jet, flexo printing, screen printing, gravure printing, reverse offset printing, metal mask printing, etc. Examples include printing method; transfer method using a mold etc.; nanoimprint method.
  • the application method for inkjet is not particularly limited, and for example, the method shown in "Expanding and Usable Inkjet - Infinite Possibilities Seen in Patents," Published February 2005, Sumibe Techno Research (especially from page 115).
  • the colored composition layer formed on the support may be dried (prebaked).
  • 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 pre-bake time is preferably 10 to 3600 seconds. Prebaking can be performed on a hot plate, oven, or the like.
  • the colored composition layer is exposed in a pattern.
  • the colored composition layer can be exposed in a pattern by exposing it to light through a mask having a predetermined mask pattern using a stepper exposure machine, a scanner exposure machine, or the like. This allows the exposed portion to be cured.
  • Radiation (light) that can be used during exposure includes g-line, i-line, etc. Furthermore, light with a wavelength of 300 nm or less (preferably light with a wavelength of 180 to 300 nm) can also be used. Examples of light with a wavelength of 300 nm or less include KrF rays (wavelength 248 nm), ArF rays (wavelength 193 nm), and KrF rays (wavelength 248 nm). Furthermore, a long-wave light source of 300 nm or more can also be used.
  • pulse exposure is an exposure method in which exposure is performed by repeating light irradiation and pauses in short cycles (for example, on the millisecond level or less).
  • the pulse width is preferably 100 nanoseconds (ns) or less, more preferably 50 nanoseconds or less, and even more preferably 30 nanoseconds or less.
  • the lower limit of the pulse width is not particularly limited, but can be 1 femtosecond (fs) or more, and can also be 10 femtoseconds or more.
  • the frequency is preferably 1 kHz or more, more preferably 2 kHz or more, and even more preferably 4 kHz or more.
  • the upper limit of the frequency is preferably 50 kHz or less, more preferably 20 kHz or less, and even more preferably 10 kHz or less.
  • the maximum instantaneous illuminance is preferably 500000000 W/m 2 or more, more preferably 100000000 W/m 2 or more, and even more preferably 200000000 W/m 2 or more. Further, the upper limit of the maximum instantaneous illuminance is preferably 1000000000 W/m 2 or less, more preferably 800000000 W/m 2 or less, and even more preferably 500000000 W/m 2 or less.
  • the pulse width refers to the time during which light is irradiated in a pulse period.
  • frequency refers to the number of pulse periods per second.
  • the maximum instantaneous illuminance is the average illuminance within the time period during which light is irradiated in the pulse period.
  • the pulse period is a period in which one cycle includes light irradiation and a pause in pulse exposure.
  • the irradiation amount (exposure amount) is preferably 30 to 2500 mJ/cm 2 .
  • the lower limit is preferably 50 mJ/cm 2 or more, more preferably 100 mJ/cm 2 or more, even more preferably 500 mJ/cm 2 or more, even more preferably 800 mJ/cm 2 or more. , 1000 mJ/cm 2 or more is even more preferable.
  • the upper limit is preferably 2000 mJ/cm 2 or less, more preferably 1500 mJ/cm 2 or less.
  • the exposure illuminance can be set as appropriate, and is preferably, for example, 50 mW/cm 2 to 10 W/cm 2 .
  • the lower limit of the exposure illuminance is preferably 500 mW/cm 2 or more, more preferably 800 mW/cm 2 or more, and even more preferably 1000 mW/cm 2 or more.
  • the upper limit of the exposure illuminance is preferably 10 W/cm 2 or less, more preferably 7 W/cm 2 or less, and even more preferably 5 W/cm 2 or less.
  • the oxygen concentration at the time of exposure can be appropriately selected, and in addition to being carried out in the atmosphere, for example, in a low oxygen atmosphere with an oxygen concentration of 19% by volume or less (for example, 15% by volume, 5% by volume, or substantially
  • the exposure may be performed in an oxygen-free environment (in the absence of oxygen), or in a high oxygen atmosphere with an oxygen concentration of more than 21 volume % (for example, 22 volume %, 30 volume %, or 50 volume %).
  • the oxygen concentration and the exposure illuminance may be appropriately combined.
  • the illumination intensity may be 1 W/cm 2 at an oxygen concentration of 10% by volume, or 2 W/cm 2 at an oxygen concentration of 35% by volume.
  • the colored composition layer is preferably exposed to light with a wavelength of more than 250 nm and less than 380 nm at an exposure dose of 100 mJ/cm 2 or more.
  • the colored composition layer after exposure is developed to remove the colored composition layer in the unexposed areas.
  • the unexposed areas of the colored composition layer can be removed using a developer.
  • the unexposed portions of the colored composition layer are eluted into 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, in order to improve the ability to remove residues, the process of shaking off the developer every 60 seconds and supplying a new developer may be repeated several times.
  • Examples of the developer include organic solvents and alkaline developers, and alkaline developers are preferred.
  • the developer and cleaning method after development the developer and cleaning method described in paragraph number 0214 of International Publication No. 2022/085485 can be used.
  • the exposed colored composition layer it is also preferable to heat the exposed colored composition layer at a temperature of 150° C. or lower, and then perform the development described above.
  • the upper limit of the heating temperature in the heat treatment before development is preferably 120°C or less, more preferably 100°C or less.
  • the lower limit of the heating temperature is preferably 50°C or higher, more preferably 75°C or higher.
  • the heating time is preferably 1 minute or more, more preferably 5 minutes or more, and even more preferably 10 minutes or more.
  • the upper limit is not particularly limited, but from the viewpoint of productivity, it is preferably 20 minutes or less.
  • Additional exposure processing and post-bake are post-development curing processing to complete curing.
  • the heating temperature is preferably 150°C or less.
  • the upper limit of the heating temperature is preferably 120°C or lower, more preferably 100°C or lower.
  • the lower limit of the heating temperature is preferably 50°C or higher, more preferably 75°C or higher.
  • the heating time is preferably 1 minute or more, more preferably 5 minutes or more, and even more preferably 10 minutes or more.
  • the upper limit is not particularly limited, but from the viewpoint of productivity, it is preferably 20 minutes or less. It is also preferable that post-baking is performed under an inert gas atmosphere. According to this aspect, thermal polymerization can proceed with extremely high efficiency without being inhibited by oxygen, and even when pixels are manufactured at a temperature of 150° C.
  • the inert gas include nitrogen gas, argon gas, helium gas, etc., and nitrogen gas is preferred.
  • the oxygen concentration during post-baking is preferably 100 ppm or less.
  • the step of exposing the colored composition layer to light in a pattern involves exposing the colored composition layer to light with a wavelength of more than 350 nm and less than or equal to 380 nm (preferably light with a wavelength of 355 to 370 nm
  • the additional exposure treatment is performed by exposing the colored composition layer to light with a wavelength of 254 to 350 nm (preferably light with a wavelength of 254 nm). ) is preferably used for exposure.
  • the colored composition layer can be moderately cured with the first exposure (exposure before development), and the entire colored composition layer can be almost completely cured with the next exposure (exposure after development).
  • the colored composition layer can be sufficiently cured even under low temperature conditions, and pixels with excellent properties such as moisture resistance, adhesion, and rectangularity can be formed.
  • the colored composition contains, as a photopolymerization initiator, a photopolymerization initiator A1 having an extinction coefficient of 1.0 ⁇ 10 3 mL/g cm or more at a wavelength of 365 nm in methanol.
  • the extinction coefficient at a wavelength of 365 nm in methanol is 1.0 ⁇ 10 2 mL/g cm or less and the extinction coefficient at a wavelength of 254 nm is 1.0 ⁇ 10 3 mL/g cm or more. It is preferable to use one containing Agent A2.
  • Exposure after development can be performed using, for example, an ultraviolet photoresist curing device.
  • the ultraviolet photoresist curing device may emit light having a wavelength of 254 to 350 nm, as well as other light (for example, i-line).
  • the exposure source spectrum in the case of performing additional exposure processing is preferably a continuous spectrum, and more preferably has a different spectral distribution from the exposure before development.
  • the following radiations (a) to (c) can be mentioned.
  • the upper limit of the peak intensity at a wavelength of 313 nm is not particularly limited, it is preferably smaller than the peak intensity at a wavelength of 365 nm, and more preferably 3/4 or less.
  • the intensity is 1/4 or less, preferably 1/10 or less, more preferably 1/20 of the smaller peak intensity of the peak intensity at a wavelength of 405 nm (h line) and the peak intensity at a wavelength of 436 nm (g line). radiation.
  • the lower limit of the peak intensity at a wavelength of 313 nm (J-line) and a wavelength of 365 nm (i-line) is not particularly limited.
  • the exposure before development is radiation including a wavelength of 365 nm (i-line), a wavelength of 405 nm (h-line), and a wavelength of 436 nm (g-line), and the peak intensity at a wavelength of 313 nm (j-line) is 365 nm ( Radiation having a peak intensity of less than 1/6 with respect to the peak intensity in i-line) is preferred.
  • Radiation exhibiting such spectral characteristics can be obtained, for example, by using a light source exhibiting spectral characteristics as described above, or by passing radiation emitted from a high-pressure mercury lamp through an ultraviolet cut filter or a bandpass filter.
  • the irradiation amount (exposure amount) 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 for exposure before development and the wavelength of light used for exposure after development is preferably 200 nm or less, more preferably 100 to 150 nm.
  • the display device of the present invention has the film of the present invention described above.
  • Examples of the display device include a liquid crystal display device and an organic electroluminescence display device.
  • a display device and details of each display device see, for example, “Electronic Display Devices (written by Akio Sasaki, Kogyo Chosenkai Co., Ltd., published in 1990)” and “Display Devices (written by Junaki Ibuki, published by Sangyo Tosho Co., Ltd.)". (published in 1989).
  • liquid crystal display devices are described, for example, in “Next Generation Liquid Crystal Display Technology (edited by Tatsuo Uchida, published by Kogyo Chosenkai Co., Ltd., 1994)".
  • the present invention can be applied to various types of liquid crystal display devices described in the above-mentioned "Next Generation Liquid Crystal Display Technology.”
  • the organic electroluminescent display device may be a microdisplay.
  • the diagonal length of the display surface of the microdisplay can be, for example, 4 inches or less, 2 inches or less, 1 inch or less, and 0.2 inches or less. You can also do it.
  • Applications of microdisplays include, but are not limited to, electronic viewfinders, smart glasses, head-mounted displays, and the like.
  • the organic electroluminescent display device may have a light source made of a white organic electroluminescent element.
  • the white organic electroluminescent device preferably has a tandem structure.
  • Regarding the tandem structure of organic electroluminescent elements see Japanese Patent Application Laid-open No. 2003-045676, supervised by Akiyoshi Mikami, "The forefront of organic EL technology development - High brightness, high precision, long life, collection of know-how", Technical Information Association. , pp. 326-328, 2008.
  • the spectrum of white light emitted by the organic EL element preferably has strong maximum emission peaks in the blue region (430 nm to 485 nm), green region (530 nm to 580 nm), and yellow region (580 nm to 620 nm). In addition to these emission peaks, it is more preferable to have a maximum emission peak in the red region (650 nm to 700 nm).
  • the organic electroluminescent display device may have a color filter.
  • the color filter may be provided on the base layer.
  • transparent pixels may be provided and the white light may be used as it is for light emission. By doing so, the brightness of the display device can also be increased.
  • the organic electroluminescent display device may have a lens on the color filter.
  • the shape of the lens can take various shapes derived from optical system design, such as a convex shape and a concave shape. For example, by having a concave shape (concave lens), it is easy to improve the light condensing property.
  • the lens may be in direct contact with the color filter, or other layers such as an adhesion layer or a flattening layer may be provided between the lens and the color filter. Further, the lenses can also be used by being arranged in the manner described in International Publication No. 2018/135189.
  • An organic electroluminescent display device is an organic electroluminescent display device that has an organic electroluminescent element that displays at least red, green, and blue on a substrate, and a colored layer having the same color as the organic electroluminescent element above the organic electroluminescent element. There may be. Examples of such an organic electroluminescent display device include the organic electroluminescent display device described in JP-A No. 2022-066859.
  • the colored composition and cured film of the present invention can also be used in solid-state imaging devices.
  • the configuration of the solid-state image sensor is not particularly limited as long as it functions as a solid-state image sensor, but examples include the following configurations.
  • the substrate has a plurality of photodiodes that constitute the light receiving area of a solid-state image sensor (CCD (charge-coupled device) image sensor, CMOS (complementary metal oxide semiconductor) image sensor, etc.) and a transfer electrode made of polysilicon or the like.
  • a device protective film made of silicon nitride or the like is formed on the light-shielding film to cover the entire surface of the light-shielding film and the light-receiving part of the photodiode. It has a configuration in which a color filter is provided on the device protective film.
  • a configuration in which a light condensing means (for example, a microlens, etc., the same applies hereinafter) is provided on the device protective film and below the color filter (on the side closer to the substrate), or a configuration in which the condensing means is provided on the color filter, etc.
  • the pixels of the color filter may be embedded in a space partitioned, for example, in a grid pattern by partition walls.
  • the refractive index of the partition wall is preferably lower than that of the pixel. Examples of imaging devices having such a structure are described in Japanese Patent Application Publication No. 2012-227478, Japanese Patent Application Publication No. 2014-179577, International Publication No. 2018/043654, and US Patent Application Publication No.
  • An imaging device including a solid-state imaging device can be used not only as a digital camera or an electronic device having an imaging function (such as a mobile phone), but also as an in-vehicle camera or a surveillance camera.
  • Pigment derivative 1 Compound with the following structure
  • Dispersant 1 Resin with the following structure (The number in parentheses of the main chain represents the molar ratio of each repeating unit, and the number in parentheses of the side chain represents the number of repeating units. The weight average molecular weight is 20,000.)
  • PR254 C. I. pigment red 254 PR177: C. I. pigment red 177 PR264: C. I. pigment red 264 PR269: C. I. pigment red 269 PR291: C. I. pigment red 291 PY139: C. I. pigment yellow 139 PY150: C. I. pigment yellow 150 PY185: C. I. pigment yellow 185 PG7: C. I. pigment green 7 PG36: C. I. pigment green 36 PG58: C. I. pigment green 58 PB15:4: C. I. pigment blue 15:4 PB15:6: C. I. pigment blue 15:6 PV23: C. I. pigment violet 23
  • A1 Irgacure OXE02 (manufactured by BASF, photoradical polymerization initiator, oxime compound)
  • A2 KAYACURE DETX-S (manufactured by Nippon Kayaku Co., Ltd., photoradical polymerization initiator, compound with the following structure)
  • A3 Irgacure OXE01 (manufactured by BASF, photoradical polymerization initiator, oxime compound)
  • A4 Omnirad 2959 (manufactured by IGM Resins B.V., photoradical polymerization initiator, ⁇ -hydroxyketone compound)
  • PAG1 IRGACURE PAG-103 (manufactured by BASF, compound with the following structure, oxime sulfonate compound, photoacid generator)
  • PAG2 MOP-triazine (manufactured by Sanwa Chemical Co., Ltd., compound with the following structure, triazine compound, photoacid generator)
  • TAG1 Sunaid SI-60 (manufactured by Sanshin Chemical Industry Co., Ltd., sulfonium salt, thermal acid generator)
  • PBG1 WPBG-018 (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd., compound with the following structure, carbamate compound, photobase generator)
  • PBG2 WPBG-226 (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd., compound with the following structure, onium salt, photobase generator)
  • PBG3 Compound with the following structure (onium salt, photobase generator)
  • PBG4 Acetophenone-O-propanoyloxime (photobase generator, acyloxime compound)
  • TBG1 U-CAT SA1 (manufactured by San-Apro Co., Ltd., thermal base generator)
  • (resin) B1 40% by mass propylene glycol monomethyl ether acetate solution of resin with the following structure (the numbers appended to the main chain are molar ratios; weight average molecular weight 11000, acid value 69 mgKOH/g)
  • B2 Resin synthesized by the following method 196 parts by mass of cyclohexanone was charged into a reaction vessel equipped with a thermometer, a cooling tube, a nitrogen gas introduction tube, a dropping tube, and a stirring device in a separable 4-necked flask, and the temperature was raised to 80 ° C.
  • E1 Compound with the following structure (molecular weight 406)
  • E2 Compound with the following structure (molecular weight 452)
  • E3 Mixture of compounds with the following structure (molecular weight of the compound with the structure on the left: 204, molecular weight of the compound with the structure on the right: 260)
  • E4 Mixture of compounds with the following structure (molecular weight of the compound with the structure on the left: 304, molecular weight of the compound with the structure on the right: 246)
  • E5 Compound with the following structure (molecular weight 334)
  • E6 Compound with the following structure (molecular weight 186)
  • cE1 Epoxy polymer with the following structure (the number appended to the main chain is
  • surfactant G1 KF-6001 (manufactured by Shin-Etsu Chemical Co., Ltd., silicone surfactant)
  • G2 DOWSIL SH8400 FLUID (manufactured by Dow Toray Industries, Inc., silicone surfactant)
  • Viscosity increase rate (%) [(viscosity (V2) - viscosity (V1)) / viscosity (V1)] x 100 5: The viscosity increase rate is less than 0.25% 4: The viscosity increase rate is 0.25% or more and less than 1% 3: The viscosity increase rate is 1% or more and less than 2.5% 2: The viscosity increase rate is 2.5% or more and less than 5% 1: Thickening rate is 5% or more
  • the colored composition obtained above was applied onto a glass substrate using a spin coater so that the finished film thickness after drying was 1.5 ⁇ m, and dried on a hot plate at 80° C. for 2 minutes. Thereafter, exposure was performed using an ultra-high pressure mercury lamp under conditions of an exposure illuminance of 20 mW/cm 2 and an exposure amount of 1000 mJ/cm 2 . Next, it was heated on a hot plate at 100° C. for 20 minutes and allowed to cool to form a cured film. A humidity resistance test was carried out in which the obtained cured film was exposed to white light emitting diode light for 1000 hours at a temperature of 85° C. and a humidity of 85%.
  • the spectral transmittance of the cured film before and after the moisture resistance test was measured. In the wavelength range of 400 to 1100 nm, the rate of change in transmittance was calculated for each measured wavelength, and the moisture resistance was evaluated as follows using the maximum value of these rates of change as an index. Note that a surface emitting light source (LEDVH390-W, manufactured by Misumi) was used as a light source for white light emitting diode light. 5: The rate of change serving as an index is 1% or less. 4: The indicator change rate is greater than 1% and 2% or less. 3: The indicator change rate is greater than 2% and 3% or less. 2: The indicator change rate is greater than 3% and 4% or less. Yes 1: The indicator change rate is greater than 4%
  • the content of the coloring agent in the total solid content of the coloring composition is recorded in the column of colorant content, and the content of the coloring agent (acid generator or base generator) in the total solid content of the coloring composition is recorded. Record the content in the generator content column.

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Abstract

L'invention concerne une composition colorante qui contient un agent colorant, une résine, un monomère polymérisable par voie radicalaire, un initiateur de polymérisation radicalaire, au moins un générateur qui est choisi dans le groupe constitué par un générateur d'acide et un générateur de base, et un composé A qui a un groupe éther cyclique, tout en ayant un poids moléculaire de 5 000 ou moins. Par rapport à cette composition colorante, la teneur de l'agent colorant par rapport à la teneur totale en solides de cette composition colorante est de 35 % en masse ou plus, et la teneur du générateur par rapport à la teneur totale en solides de cette composition colorante est de 2 à 15 % en masse. La présente invention concerne également un film durci, un filtre coloré, un dispositif d'affichage et un procédé de production d'un film durci, dont chacun utilise cette composition colorante.
PCT/JP2023/032324 2022-09-16 2023-09-05 Composition colorante, film durci, filtre coloré, dispositif d'affichage et procédé de production de film durci WO2024057999A1 (fr)

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JP2016156856A (ja) * 2015-02-23 2016-09-01 三洋化成工業株式会社 カラーフィルター形成用感光性組成物
WO2018037812A1 (fr) * 2016-08-25 2018-03-01 富士フイルム株式会社 Composition durcissable et son procédé de production, film durci et son procédé de production, filtre coloré, élément d'imagerie à semi-conducteurs, dispositif d'imagerie à semi-conducteurs et capteur infrarouge
WO2020066871A1 (fr) * 2018-09-26 2020-04-02 富士フイルム株式会社 Composition durcissable, film durci, procédé de formation de motif, filtre optique et photocapteur
WO2021125132A1 (fr) * 2019-12-20 2021-06-24 株式会社Adeka Composé de carbamoyl-oxime, initiateur de polymérisation et composition polymérisable contenant ledit composé
JP2022051490A (ja) * 2021-02-22 2022-03-31 サンアプロ株式会社 光硬化性組成物ならびにその硬化体

Patent Citations (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2009237441A (ja) * 2008-03-28 2009-10-15 Fujifilm Corp 着色感光性組成物、カラーフィルタ、及び表示装置
JP2010085768A (ja) * 2008-09-30 2010-04-15 Dainippon Printing Co Ltd 緑色硬化性樹脂組成物、カラーフィルター、表示装置
JP2012088575A (ja) * 2010-10-20 2012-05-10 Jsr Corp 感放射線性組成物、硬化膜、及びそれらの形成方法
WO2012090965A1 (fr) * 2010-12-27 2012-07-05 旭化成イーマテリアルズ株式会社 Composition de résine phénolique photosensible pour développement alcalin, motif en relief durci, procédé de production de semi-conducteur, et résine de biphényl-diyl-trihydroxybenzène
JP2013080207A (ja) * 2011-09-22 2013-05-02 Tokyo Ohka Kogyo Co Ltd 感光性樹脂組成物、それを用いた塗膜及びカラーフィルタ
JP2016045248A (ja) * 2014-08-20 2016-04-04 富士フイルム株式会社 感光性樹脂組成物、硬化膜の製造方法、硬化膜、液晶表示装置、有機エレクトロルミネッセンス表示装置およびタッチパネル
JP2016156856A (ja) * 2015-02-23 2016-09-01 三洋化成工業株式会社 カラーフィルター形成用感光性組成物
WO2018037812A1 (fr) * 2016-08-25 2018-03-01 富士フイルム株式会社 Composition durcissable et son procédé de production, film durci et son procédé de production, filtre coloré, élément d'imagerie à semi-conducteurs, dispositif d'imagerie à semi-conducteurs et capteur infrarouge
WO2020066871A1 (fr) * 2018-09-26 2020-04-02 富士フイルム株式会社 Composition durcissable, film durci, procédé de formation de motif, filtre optique et photocapteur
WO2021125132A1 (fr) * 2019-12-20 2021-06-24 株式会社Adeka Composé de carbamoyl-oxime, initiateur de polymérisation et composition polymérisable contenant ledit composé
JP2022051490A (ja) * 2021-02-22 2022-03-31 サンアプロ株式会社 光硬化性組成物ならびにその硬化体

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