Curable composition, film, optical filter, solid-state imaging element, and image display device

By introducing compounds with specific structures into the curable composition, the problems of pigment aggregation and increased viscosity caused by increased pigment concentration are solved, resulting in a curable composition with high stability and high development efficiency, suitable for filters and solid-state imaging elements.

CN121399168APending Publication Date: 2026-01-23FUJIFILM CORP
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Patent Information

Application Number
CN202480042095.5
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Priority Date
2023-08-23
Filing Date
2024-08-09
Publication Date
2026-01-23

AI Technical Summary

Technical Problem

Existing curable compositions are prone to pigment agglomeration and increased viscosity when the pigment concentration is increased, resulting in insufficient storage stability and developability, which affects the manufacturing process of color filters.

Method used

A curable composition comprising pigment, polymerizable compound, photopolymerization initiator and compound with a specific structure (represented by formula (1)) is used. The carboxyl group is adsorbed onto the pigment surface, and the polyether structure is used to improve dispersibility and developability, thereby inhibiting pigment aggregation and viscosity increase.

Benefits of technology

This invention achieves a curable composition with excellent storage stability and developability, suitable for filters and solid-state imaging elements, improving film forming quality and developing efficiency, and reducing developing residue.

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Abstract

The present invention provides a curable composition containing: a colorant containing a pigment; a polymerizable compound; a photopolymerization initiator; and a compound represented by formula (1). Also provided are a film, an optical filter, a solid-state imaging element, and an image display device using the curable composition.
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Description

TECHNICAL FIELD

[0001] The present application relates to a curable composition containing a pigment. Also, the present application relates to a film, an optical filter, a solid-state imaging device, and an image display device using a curable composition containing a pigment. BACKGROUND

[0002] A color filter is manufactured using a curable composition containing a color material such as a pigment.

[0003] Also, when a pigment is used as the color material, in order to improve the stability over time of the curable composition, the pigment is dispersed in the curable composition using a dispersant or the like.

[0004] In Patent Literature 1, a dispersant represented by the following formula is described.

[0005] [Chemical Formula 1]

[0006]

[0007] In the above formula, A 1 ~A 4 is

[0008] 2 are monovalent polymer moieties (P) having a molecular weight of 200 to 5,000, which are the same as or different from each other, and the other 2 are combinations of -C(=O)OH or -CH2C(=O)OH, which are the same as or different from each other, or

[0009] 1 is a monovalent polymer moiety (P) having a molecular weight of 200 to 5,000, and the other 3 are combinations of -C(=O)OH or -CH2C(=O)OH, which are the same as or different from each other, or

[0010] 1 is a monovalent polymer moiety (P) having a molecular weight of 200 to 5,000, and the other 2 are -C(=O)OH or -CH2C(=O)OH, which are the same as or different from each other, and the other 1 is -C(=O)-X a -R a (wherein X a is -O- or -N(R a2 )-, R a is an alkyl group having 1 to 18 carbon atoms or the like, and R a2 is a hydrogen atom or an alkyl group having 1 to 18 carbon atoms or the like),

[0011] X 1 is a prescribed tetravalent group.

[0012] PRIOR ART DOCUMENTS

[0013] PATENT LITERATURE

[0014] Patent Literature 1: Japanese Patent Application Laid-Open No. 2008-029901 SUMMARY

[0015] PROBLEMS TO BE SOLVED BY THE INVENTION

[0016] In recent years, there is a strong demand for miniaturization or thinning of solid-state imaging devices. Therefore, in recent years, there is also a demand for further thinning of films containing colorants such as color filters used in solid-state imaging devices. In order to maintain desired spectral properties and achieve thinning, it is necessary to increase the colorant concentration of a curable composition used in film formation.

[0017] However, as the colorant concentration of the curable composition is increased, the amount of materials other than the colorant is relatively reduced, and thus there is a tendency that the colorant easily aggregates and the viscosity of the curable composition easily increases over time during storage of the curable composition. Furthermore, when the curable composition is used and a pixel is formed by photolithography, development residues are sometimes easily generated between pixels.

[0018] According to the research of the present inventors, it was found that the curable composition of the invention described in Patent Literature 1 has insufficient storage stability or development properties, and further improvement is possible.

[0019] Therefore, an object of the present invention is to provide a curable composition having excellent storage stability and development properties. Furthermore, an object of the present invention is to provide a film, a light filter, a solid-state imaging device, and an image display device.

[0020] MEANS FOR SOLVING THE PROBLEMS

[0021] According to the research of the present inventors, it was found that the above objects can be achieved by the curable composition described below, and thus the present invention was completed. Therefore, the present invention provides the following.

[0022] <1> A curable composition comprising: a colorant comprising a pigment; a polymerizable compound; a photopolymerization initiator; and a compound represented by formula (1),

[0023] [Chemical Formula 2]

[0024]

[0025] In formula (1), X 1 represents an m+n-valent linking group having a molecular weight of 1000 or less,

[0026] Y 1 represents -O- or -NR Y1 -, R Y1 represents a hydrogen atom or a substituent,

[0027] Z 1represents a polyether structure,

[0028] R 1 represents an alkyl group or an aryl group

[0029] m and n each independently represent an integer of 1 to 10.

[0030] <2> The curable composition according to <1>, wherein

[0031] The compound represented by the above formula (1) has a weight average molecular weight of 1000 to 10000.

[0032] <3> The curable composition according to <1> or <2>, wherein

[0033] The compound represented by the above formula (1) has a pKa of 1.0 to 3.0.

[0034] <4> The curable composition according to <1> or <2>, wherein

[0035] X of the above formula (1) 1 is an m+n-valent linking group having a molecular weight of 50 to 250,

[0036] R 1 is an alkyl group or an aryl group,

[0037] Z 1 is a polyalkylene glycol structure having a molecular weight of 300 to 5000,

[0038] m and n each independently are 2 or 3,

[0039] The compound represented by the above formula (1) has a pKa of 1.0 to 3.0.

[0040] <5> The curable composition according to <1> or <2>, wherein

[0041] X of the above formula (1) 1 is an m+n-valent linking group having a molecular weight of 50 to 250,

[0042] R 1 is a linear alkyl group having 1 to 20 carbon atoms or a branched alkyl group having 3 to 20 carbon atoms,

[0043] Z 1 comprises a structure represented by formula (Z1-1),

[0044] m and n each independently are 2 or 3,

[0045] The compound represented by the above formula (1) has a pKa of 1.0 to 3.0,

[0046] [Chemical Formula 3]

[0047]

[0048] In formula (Z1-1), p1 represents an integer of 5 to 90.

[0049] <6> The curable composition according to any one of <1> to <5>, wherein

[0050] R in the above formula (1) is 1 is a linear or branched alkyl group having 4 to 18 carbon atoms.

[0051] <7> The curable composition according to any one of <1> to <6>, wherein

[0052] m + n in the above formula (1) is 6.

[0053] <8> The curable composition according to any one of <1> to <7>, wherein

[0054] 10 to 40 parts by mass of the compound represented by the above formula (1) is contained with respect to 100 parts by mass of the above pigment.

[0055] <9> The curable composition according to any one of <1> to <8>, wherein

[0056] The above pigment includes diketopyrrolopyrrole pigments and phthalocyanine pigments.

[0057] <10> A film obtained using the curable composition according to any one of <1> to <9>.

[0058] <11> A light filter having the film according to <10>.

[0059] <12> A solid-state imaging element having the film according to <10>.

[0060] <13> An image display device having the film according to <10>.

[0061] Effects of the Invention

[0062] According to the present application, it is possible to provide a curable composition which is excellent in storage stability and developing property. Furthermore, the present application makes it possible to provide a film, a light filter, a solid-state imaging element, and an image display device. DETAILED DESCRIPTION

[0063] Hereinafter, the contents of the present application will be described in detail.

[0064] In the present specification, "~" is used in the meaning of an inclusive range including numerical values recited before and after the ~ as lower limit values and upper limit values.

[0065] In the notation of groups (radicals) in the present specification, the notation of substituted and unsubstituted includes groups (radicals) having no substituents, and also includes groups (radicals) having substituents. For example, "alkyl" includes not only alkyl groups having no substituents (unsubstituted alkyl groups), but also alkyl groups having substituents (substituted alkyl groups).

[0066] In the present specification, "exposure" includes not only exposure using light, but also drawing using a particle beam such as an electron beam or an ion beam, as long as not particularly specified. As light used in exposure, a bright line spectrum of a mercury lamp, far ultraviolet rays typified by an excimer laser, extreme ultraviolet rays (EUV light), X-rays, active light rays or radiation such as an electron beam can be exemplified.

[0067] In the present specification, "(meth)acrylate" indicates both or either of acrylate and methacrylate, "(meth)acrylic acid" indicates both or either of acrylic acid and methacrylic acid, and "(meth)acryloyl" indicates both or either of acryloyl and methacryloyl.

[0068] In the present specification, Me in a structural formula indicates a methyl group, Et indicates an ethyl group, Bu indicates a butyl group, and Ph indicates a phenyl group.

[0069] In the present specification, the weight average molecular weight and the number average molecular weight are polystyrene conversion values measured by a GPC (gel permeation chromatography) method.

[0070] In the present specification, the total solid content means the total mass of components after removing a solvent from all components of a composition.

[0071] In the present specification, a pigment means a coloring material that is not easily dissolved in a solvent.

[0072] In the present specification, the term "step" includes not only a single step, but also a case where the step cannot be clearly distinguished from other steps, as long as the intended function of the step can be achieved.

[0073] <Curable composition>

[0074] The curable composition of the present application is characterized by containing: a coloring material including a pigment; a polymerizable compound; a photopolymerization initiator; and a compound represented by formula (1).

[0075] It is presumed that, in the compound represented by formula (1), the carboxyl moiety is adsorbed to the surface of the pigment. Also, it is presumed that the "Z 1 -R 1 " site of formula (1) functions as a steric hindrance group. It is presumed that, due to the Z 1The compound represented by formula (1) has a polyether structure, and thus has high compatibility with a dispersion solvent, and can improve dispersibility. Therefore, in the curable composition, the compound represented by formula (1) can efficiently suppress aggregation of pigments, and can suppress an increase in viscosity of the curable composition over time. Therefore, the curable composition of the present application has excellent storage stability.

[0076] Further, formula (1) has a carboxyl group and Z 1 The compound represented by formula (1) has a polyether structure, and thus has good affinity with a developer. Further, the compound represented by formula (1) is firmly adsorbed to the surface of pigments, and thus emulsification of pigments during development is improved, and the curable composition of unexposed portions can be efficiently removed by development. Therefore, the curable composition of the present application has excellent developability, and can effectively suppress generation of development residues.

[0077] The curable composition of the present application can be preferably used as a curable composition for an optical filter. As the optical filter, a color filter, an infrared ray transmission filter, an infrared ray cut filter, or the like can be exemplified, and a color filter is preferable. Further, the curable composition of the present application can be preferably used for a solid-state imaging device. More specifically, the curable composition of the present application can be preferably used as a curable composition for an optical filter used in a solid-state imaging device, and can be more preferably used as a curable composition for forming a colored pixel of a color filter used in a solid-state imaging device.

[0078] As the color filter, a filter having a colored pixel that transmits light of a specific wavelength can be exemplified. As the colored pixel, a red pixel, a green pixel, a blue pixel, a magenta pixel, a cyan pixel, a yellow pixel, or the like can be exemplified, and a green pixel, a red pixel, or a blue pixel is preferable, and a green pixel or a red pixel is more preferable.

[0079] The maximum absorption wavelength of the infrared ray cut filter is preferably present in the range of wavelengths of 700 to 1800 nm, more preferably in the range of wavelengths of 700 to 1300 nm, and further preferably in the range of wavelengths of 700 to 1000 nm. Further, the transmittance of the infrared ray cut filter in the entire range of wavelengths of 400 to 650 nm is preferably 70% or more, more preferably 80% or more, and further preferably 90% or more. Further, the transmittance at at least one point in the range of wavelengths of 700 to 1800 nm is preferably 20% or less. Further, the ratio of the absorbance Amax at the maximum absorption wavelength to the absorbance A550 at a wavelength of 550 nm (absorbance Amax / absorbance A550) of the infrared ray cut filter is preferably 20 to 500, more preferably 50 to 500, further preferably 70 to 450, and particularly preferably 100 to 400. The infrared ray cut filter can be formed using a curable composition containing an infrared ray absorbing pigment.

[0080] The infrared transmission filter is a filter that transmits at least a part of infrared rays. The infrared transmission filter is preferably a filter that transmits at least a part of infrared rays while shielding at least a part of visible light. As the infrared transmission filter, a filter that satisfies the following spectral characteristics, etc. can be preferably exemplified: the maximum value of the transmittance in the range of wavelengths of 400 to 640 nm is 20% or less (preferably 15% or less, more preferably 10% or less) and the minimum value of the transmittance in the range of wavelengths of 1100 to 1300 nm is 70% or more (preferably 75% or more, more preferably 80% or more). The infrared transmission filter is preferably a filter that satisfies any one of the following (1) to (5) of spectral characteristics.

[0081] (1): a filter in which the maximum value of the transmittance in the range of wavelengths of 400 to 640 nm is 20% or less (preferably 15% or less, more preferably 10% or less) and the minimum value of the transmittance in the range of wavelengths of 800 to 1500 nm is 70% or more (preferably 75% or more, more preferably 80% or more).

[0082] (2): a filter in which the maximum value of the transmittance in the range of wavelengths of 400 to 750 nm is 20% or less (preferably 15% or less, more preferably 10% or less) and the minimum value of the transmittance in the range of wavelengths of 900 to 1500 nm is 70% or more (preferably 75% or more, more preferably 80% or more).

[0083] (3): a filter in which the maximum value of the transmittance in the range of wavelengths of 400 to 830 nm is 20% or less (preferably 15% or less, more preferably 10% or less) and the minimum value of the transmittance in the range of wavelengths of 1000 to 1500 nm is 70% or more (preferably 75% or more, more preferably 80% or more).

[0084] (4): a filter in which the maximum value of the transmittance in the range of wavelengths of 400 to 950 nm is 20% or less (preferably 15% or less, more preferably 10% or less) and the minimum value of the transmittance in the range of wavelengths of 1100 to 1500 nm is 70% or more (preferably 75% or more, more preferably 80% or more).

[0085] (5): a filter in which the maximum value of the transmittance in the range of wavelengths of 400 to 1050 nm is 20% or less (preferably 15% or less, more preferably 10% or less) and the minimum value of the transmittance in the range of wavelengths of 1200 to 1500 nm is 70% or more (preferably 75% or more, more preferably 80% or more).

[0086] The curable composition of the present application can also be used for light-shielding films, etc.

[0087] The solid content concentration of the curable composition of the present application is preferably 5 to 30 mass%. The lower limit is preferably 7.5 mass% or more, more preferably 10 mass% or more. The upper limit is preferably 25 mass% or less, more preferably 20 mass% or less, further preferably 15 mass% or less.

[0088] Next, each component used in the curable composition of the present application will be described.

[0089] <<Colorant>>

[0090] The curable composition of the present application contains a colorant. As the colorant, white colorant, black colorant, colored colorant, and infrared absorbing colorant can be listed. Also, a pigment derivative can be used in the colorant. In the present application, the white colorant includes not only pure white, but also colorants of light gray (e.g., off-white, light gray, etc.) close to white.

[0091] The colorant contained in the curable composition of the present application can use a colorant containing a pigment. The pigment can be any one of inorganic pigment, organic pigment, and from the viewpoint of the degree of color change, ease of dispersion, safety, etc., the organic pigment is preferred. Also, the pigment is preferably one containing at least one selected from colored pigments and infrared absorbing pigments, more preferably one containing a colored pigment.

[0092] The colorant is preferably one containing at least one selected from phthalocyanine pigments, dioxazine pigments, quinacridone pigments, anthraquinone pigments, perylene pigments, azo pigments, azomethine pigments, diketopyrrolopyrrole pigments, pyrrolopyrrole pigments, isoindoline pigments, and quinophthalone pigments, more preferably one containing at least one selected from phthalocyanine pigments, diketopyrrolopyrrole pigments, isoindoline pigments, quinophthalone pigments, and azo pigments, and from the viewpoint of being able to more significantly exert the effects of the present application, further preferably one containing a phthalocyanine pigment.

[0093] The average primary particle diameter of the pigment and pigment derivative 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, further preferably 100 nm or less. In the present specification, the primary particle diameter of the pigment and pigment derivative can be obtained by observing the primary particles of the pigment and pigment derivative by transmission electron microscope and from the obtained photograph. Specifically, the projected area of the primary particles of the pigment is obtained, and the circle equivalent diameter corresponding thereto is calculated as the primary particle diameter of the pigment. Also, the average primary particle diameter in the present application is set to the arithmetic average value of the primary particle diameters of 400 primary particles of the pigment. Also, the primary particles of the pigment refer to independent particles that have not been aggregated. The same applies to the average primary particle diameter of the pigment derivative.

[0094] The crystallite size of the pigment and pigment derivative is preferably 0.1 to 50 nm, more preferably 0.5 to 30 nm, and further preferably 1 to 15 nm. The crystallite size can be found from the half-width of the peak of the diffraction angle using an X-ray diffractometer, and is calculated using the Scherrer formula. The crystallite size of the organic pigment and pigment derivative can be adjusted by a known method such as adjustment of the manufacturing conditions, pulverization after the manufacturing, and the like.

[0095] The specific surface area of the pigment and pigment derivative is preferably 1 to 300 m 2 / g. The lower limit is preferably 10 m 2 / g or more, and more preferably 30 m 2 / g or more. The upper limit is preferably 250 m 2 / g or less, and more preferably 200 m 2 / g or less. The value of the specific surface area can be determined in accordance with the BET (Brunauer, Emmett, and Teller) method and in accordance with DIN 66131: determination of the specific surface area of solids by gas adsorption.

[0096] The colorant contained in the curable composition of the present application is preferably one containing a pigment and a pigment derivative. As the pigment derivative, a compound having a structure in which an acid group or a basic group is bonded to the skeleton of the colorant can be exemplified. Details of the pigment derivative will be described later. The content of the pigment derivative is preferably 1 to 30 parts by mass, and further preferably 3 to 20 parts by mass, with respect to 100 parts by mass of the pigment. The pigment derivative can be used alone or in combination with two or more kinds.

[0097] The colorant contained in the curable composition of the present application can also be one containing a pigment and a dye. When a pigment and a dye are contained, the content of the dye is preferably 10 to 100 parts by mass with respect to 100 parts by mass of the pigment. The upper limit is preferably 80 parts by mass or less, and more preferably 70 parts by mass or less. The lower limit is preferably 20 parts by mass or more, and more preferably 30 parts by mass or more, and further preferably 40 parts by mass or more. The dye can be used alone or in combination with two or more kinds.

[0098] The colorant contained in the curable composition of the present application is preferably substantially free of a dye. According to this mode, a film having excellent light resistance or heat resistance can be formed. By substantially free of a dye is meant that the content of the dye in the colorant is 0.1% by mass or less, preferably 0.01% by mass or less, and further preferably the colorant is free of a dye.

[0099] (Color colorant)

[0100] As the color material, a material having an absorption maximum wavelength in the range of 400 to 700 nm can be exemplified. For example, yellow color material, orange color material, red color material, green color material, purple color material, blue color material, and the like can be exemplified. The color material is preferably a pigment (color pigment), more preferably a red pigment, a yellow pigment, and a blue pigment, and further preferably a red pigment and a blue pigment. As specific examples of the color pigment, for example, the color pigments shown below can be exemplified.

[0101] As the red color material, diketopyrrolopyrrole compounds, anthraquinone compounds, azo compounds, naphthol compounds, azomethine compounds, xanthene compounds, quinacridone compounds, perylene compounds, thioindigo compounds, and the like can be exemplified, and diketopyrrolopyrrole compounds, anthraquinone compounds, azo compounds are preferable, and diketopyrrolopyrrole compounds are more preferable. Also, the red color material is preferably a red pigment. Also, the red pigment is preferably a diketopyrrolopyrrole pigment.

[0102] As specific examples of the red color material, C.I. Pigment Red 1, 2, 3, 4, 5, 6, 7, 9, 10, 14, 17, 22, 23, 31, 38, 41, 48:1, 48:2, 48:3, 48:4, 49, 49:1, 49:2, 52:1, 52:2, 53:1, 57:1, 60:1, 63:1, 66, 67, 81:1, 81:2, 81:3, 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, 279, 291, 294, 295, 296, 297, and the like red pigments can be exemplified. Also, as the red color material, the compounds described in paragraph 0034 of International Publication No. 2022 / 085485, the brominated diketopyrrolopyrrole compounds described in Japanese Patent Application Publication No. 2020-085947 can also be used.

[0103] As the red color material, C.I. Pigment Red 122, 177, 224, 254, 255, 264, 269, 272 are preferable, and C.I. Pigment Red 254, 264, 272 are more preferable.

[0104] As the green colorant, phthalocyanine compounds, squarine compounds, and the like can be exemplified, and phthalocyanine compounds are preferable. Also, the green colorant is preferably a green pigment. The green pigment is preferably a phthalocyanine pigment.

[0105] As specific examples of the green colorant, C.I. Pigment Green 7, 10, 36, 37, 58, 59, 62, 63, 64, 65, 66, and the like can be exemplified. Also, as the green colorant, a halogenated zinc phthalocyanine pigment in which the average number of halogen atoms in one molecule is 10 to 14, the average number of bromine atoms is 8 to 12, and the average number of chlorine atoms is 2 to 5 can be used. As specific examples, the compounds described in International Publication No. 2015 / 118720 can be exemplified. Also, as the green colorant, the compounds described in paragraph 0029 of International Publication No. 2022 / 085485, the aluminum phthalocyanine compounds described in Japanese Patent Application Publication No. 2020-070426, the diarylmethane compounds described in Japanese Patent Application Laid-Open No. 2020-504758, and the like can be used.

[0106] As the green colorant, C.I. Pigment Green 7, 36, 58, 62, 63 are preferable, and C.I. Pigment Green 36, 58 are more preferable.

[0107] As the orange colorant, diketopyrrolopyrrole compounds, azo compounds, and the like can be exemplified, and diketopyrrolopyrrole compounds are preferable. The orange colorant is preferably an orange pigment. The orange pigment is preferably a diketopyrrolopyrrole pigment. As specific examples of the orange colorant, C.I. Pigment Orange 2, 5, 13, 16, 17:1, 31, 34, 36, 38, 43, 46, 48, 49, 51, 52, 55, 59, 60, 61, 62, 64, 71, 73, and the like can be exemplified.

[0108] As the yellow colorant, azo compounds, azomethine compounds, isoindoline compounds, pteridine compounds, quinophthalone compounds, and perylene compounds can be exemplified. The yellow colorant is preferably a yellow pigment. The yellow pigment is preferably at least one selected from the group consisting of isoindoline pigments, quinophthalone pigments, and azo pigments. As specific examples of the yellow colorant, C.I. Pigment Yellow 1, 2, 3, 4, 5, 6, 10, 11, 12, 13, 14, 15, 16, 17, 18, 20, 24, 31, 32, 34, 35, 35:1, 36, 36:1, 37, 37:1, 40, 42, 43, 53, 55, 60, 61, 62, 63, 65, 73, 74, 77, 81, 83, 86, 93, 94, 95, 97, 98, 100, 101, 104, 106, 108, 109, 110, 113, 114, 115, 116, 117, 118, 119, 120, 123, 125, 126, 127, 128, 129, 137, 138, 139, 147, 148, 150, 151, 152, 153, 154, 155, 156, 161, 162, 164, 166, 167, 168, 169, 170, 171, 172, 173, 174, 175, 176, 177, 179, 180, 181, 182, 185, 187, 188, 193, 194, 199, 213, 214, 215, 228, 231, 232, 233, 234, 235, 236, and the like can be exemplified.

[0109] Further, as the yellow colorant, an azo barbituric acid nickel complex having the following structure can also be used.

[0110] [Chemical Formula 4]

[0111]

[0112] Further, as the yellow colorant, the compounds described in paragraphs 0031 to 0033 of International Publication No. 2022 / 085485, the methine dyes described in Japanese Patent Application Publication No. 2019-073695, and the methine dyes described in Japanese Patent Application Publication No. 2019-073696 can be used.

[0113] As the purple colorant, oxazine compounds, quinacridone compounds, perylene compounds, indigo compounds, and the like can be exemplified, and oxazine compounds are preferable. The purple colorant is preferably a purple pigment. As specific examples of the purple colorant, C.I. Pigment Violet 1, 19, 23, 27, 32, 37, 42, 60, 61, and the like can be exemplified.

[0114] As the blue colorant, phthalocyanine compounds, squarine compounds, and the like can be exemplified, and phthalocyanine compounds are preferable. The blue colorant is preferably a blue pigment. The blue pigment is preferably a phthalocyanine pigment. As specific examples of the blue colorant, C.I. Pigment Blue 1, 2, 15, 15:1, 15:2, 15:3, 15:4, 15:6, 16, 22, 29, 60, 64, 66, 79, 80, 87, 88, and the like can be exemplified. Also, as the blue colorant, an aluminum phthalocyanine compound having a phosphorus atom can be used. As specific examples, the compounds described in paragraphs 0022 to 0030 of Japanese Patent Application Publication No. 2012-247591, paragraph 0047 of Japanese Patent Application Publication No. 2011-157478 can be exemplified.

[0115] A dye can also be used as the colorant. The dye is not particularly limited, and a publicly known dye can be used. For example, dyes such as a pyrazole azo-based dye, an anilino azo-based dye, a triarylmethane-based dye, an anthraquinone-based dye, an anthrapyridone-based dye, a benzylidene-based dye, an oxonol-based dye, a pyrazolotriazolone azo-based dye, a pyridone azo-based dye, a cyanine-based dye, a phenothiazine-based dye, a pyrrolopyrazole azomethine-based dye, a xanthene-based dye, a phthalocyanine-based dye, a benzopyran-based dye, an indigo-based dye, and a pyrromethene-based dye can be exemplified.

[0116] A pigment multimer can also be used as the colorant. The pigment multimer is preferably a dye that is dissolved in a solvent and used. Also, the pigment multimer can form a particle. When the pigment multimer is a particle, it is usually used in a state of being dispersed in a solvent. The pigment multimer in a particle state can be obtained, for example, by emulsion polymerization, and as specific examples, the compounds and production methods described in Japanese Patent Application Publication No. 2015-214682 can be exemplified. The pigment multimer preferably has 2 or more pigment structures in one molecule, and more preferably has 3 or more pigment structures. The upper limit is not particularly limited, and can be set to 100 or less. The plurality of pigment structures present in one molecule can be the same pigment structure, or can be different pigment structures. The weight average molecular weight (Mw) of the pigment multimer is preferably 2000 to 50000. The lower limit is preferably 3000 or more, and further preferably 6000 or more. The upper limit is preferably 30000 or less, and further preferably 20000 or less. The pigment multimer can also use the compounds described in Japanese Patent Application Publication No. 2011-213925, Japanese Patent Application Publication No. 2013-041097, Japanese Patent Application Publication No. 2015-028144, Japanese Patent Application Publication No. 2015-030742, International Publication No. 2016 / 031442, and the like.

[0117] As a color pigment, the following can be used: a triarylmethane dye polymer as described in Korean Patent Publication No. 10-2020-0028160; a xaton compound as described in Japanese Patent Application Publication No. 2020-117638; a phthalocyanine compound as described in International Patent Publication No. 2020 / 174991; an isoindoline compound or its salt as described in Japanese Patent Application Publication No. 2020-160279; a compound represented by formula 1 as described in Korean Patent Publication No. 10-2020-0069442; a compound represented by formula 1 as described in Korean Patent Publication No. 10-2020-0069730; and a compound represented by formula 1 as described in Korean Patent Publication No. 10-2020-0069. The compounds represented by Formula 1 as described in Publication No. 070, the compounds represented by Formula 1 as described in Korean Patent Publication No. 10-2020-0069067, the compounds represented by Formula 1 as described in Korean Patent Publication No. 10-2020-0069062, the zinc halide phthalocyanine pigment described in Japanese Patent No. 6809649, the isoindoline compound described in Japanese Unexamined Patent Publication No. 2020-180176, the phenothiazine compound described in Japanese Unexamined Patent Publication No. 2021-187913, the zinc halide phthalocyanine described in International Publication No. 2022 / 004261, and the zinc halide phthalocyanine described in International Publication No. 2021 / 250883. Other colorants can be rotaxanes, and the pigment skeleton can be used for cyclic structures of rotaxanes, rod structures, or both. Other colorants include the quinoline compound represented by Formula 1 in Korean Patent Publication No. 10-2020-0030759, the polymer dye described in Korean Patent Publication No. 10-2020-0061793, the colorant described in Japanese Patent Application Publication No. 2022-029701, the isoindoline compound described in International Patent Publication No. 2022 / 014635, the aluminum phthalocyanine compound described in International Patent Publication No. 2022 / 024926, the compound described in Japanese Patent Application Publication No. 2022-045895, the compound described in International Patent Publication No. 2022 / 050051, and the Japanese... The compounds described in Japanese Patent Application Publication No. 2020-090676, Japanese Patent Application Publication No. 2020-055956, Japanese Patent Application Publication No. 2021-031681, Japanese Patent Application Publication No. 2022-056354, U.S. Patent Application Publication No. 2021 / 0355327, International Patent Publication No. 2022 / 065357, Japanese Patent Application Publication No. 2020-045436, and Korean Patent Publication No. 10-2021-0146726.The compound described in Japanese Patent Application Publication No. 2018-178039, the compound described in Chinese Patent Application Publication No. 113881244, the compound described in Chinese Patent Application Publication No. 113881245, the compound described in Chinese Patent Application Publication No. 113881246, the compound described in Japanese Patent Application Publication No. 2022-104822, the compound described in Japanese Patent Application Publication No. 2022-096701, the compound described in Japanese Patent Application Publication No. 2020-023652, the green pigment described in the Journal of the Japan Pigment Society (issued in 2022) on pages 80 to 84, the compound described in Japanese Patent Application Publication No. 2022-143135, the compound described in Japanese Patent Application Publication No. 2022-140287, the compound described in International Publication No. 2022 / 136308, the perylene compound described in Chinese Patent Application Publication No. 113061349, the cyan pigment described in Korean Patent Publication No. 10-2017-0018993, the isoindoline compound described in Japanese Patent Application Publication No. 2020-180176, the compound described in Japanese Patent Application Publication No. 2023-013209, the compound described in Japanese Patent Application Publication No. 2023-013166, the xanthene compound described in International Publication No. 2023 / 286526, the compound described in Japanese Patent Application Publication No. 2021-155746, the compound described in Japanese Patent Application Publication No. 2021-155747, the compound described in Japanese Patent Application Publication No. 2021-155748, the compound described in Japanese Patent Application Publication No. 2021-155749, the compound described in International Publication No. 2018 / 051876, the compound described in Japanese Patent Application Publication No. 2020-083981, the compound described in Japanese Patent Application Publication No. 2023-056463, the compound described in Japanese Patent Provisional Publication No. 2023-515473, and the like can be used.

[0118] Two or more kinds of color pigments can be used in combination. Also, when two or more kinds of color pigments are used in combination, black can be formed by the combination of two or more kinds of color pigments. As such a combination, for example, the following (1) to (7) can be cited. In a case where two or more kinds of color pigments are contained in the curable composition and black is presented by the combination of two or more kinds of color pigments, the curable composition of the present application can be preferably used as a curable composition for infrared transmitting filter formation.

[0119] (1) A method of containing a red color pigment and a blue color pigment.

[0120] (2) A method of containing a red color pigment, a blue color pigment, and a yellow color pigment.

[0121] (3) a method including a red color material, a blue color material, a yellow color material, and a violet color material.

[0122] (4) a method including a red color material, a blue color material, a yellow color material, a violet color material, and a green color material.

[0123] (5) a method including a red color material, a blue color material, a yellow color material, and a green color material.

[0124] (6) a method including a red color material, a blue color material, and a green color material.

[0125] (7) a method including a yellow color material and a violet color material.

[0126] (White color material)

[0127] As the white color material, inorganic pigments such as titanium oxide, strontium titanate, barium titanate, zinc oxide, magnesium oxide, zirconium oxide, aluminum oxide, barium sulfate, silicon dioxide, talc, mica, aluminum hydroxide, calcium silicate, aluminum silicate, and zinc sulfide can be exemplified. The white color material can use the white pigments described in paragraphs 0040 to 0043 of International Publication No. 2022 / 085485.

[0128] (Black color material)

[0129] As the black color material, there is no particular limitation, and a publicly known black color material can be used. The black color material can be an inorganic black color material or an organic black color material. The black color material is preferably a pigment. In addition, in the present specification, the black color material refers to a color material that shows absorption in the entire range of wavelengths of 400 to 700 nm.

[0130] As the inorganic black color material, carbon black, titanium black, graphite, and the like can be exemplified, and carbon black, titanium black are preferred, and titanium black is more preferred. The titanium black refers to a black particle containing a titanium atom, and is preferably a low-order titanium oxide or a titanium oxynitride. The titanium black can use the titanium black described in paragraph 0044 of International Publication No. 2022 / 085485. As the inorganic black color material, the zirconium nitride powder described in Japanese Patent Application Publication No. 2023-048173 can also be used.

[0131] As the organic black color material, bis-benzofuranone compounds, azomethine compounds, perylene compounds, azo compounds, and the like can be exemplified, and bis-benzofuranone compounds, perylene compounds are preferred. The organic black color material can use the compounds described in paragraph 0166 of International Publication No. 2022 / 065215. Also, as the organic black color material, perylene black (Lumogen Black FK4280 or the like) described in paragraphs 0016 to 0020 of Japanese Patent Application Publication No. 2017-226821, and the black azo pigment described in Japanese Patent Application Publication No. 2022-121935 can be used.

[0132] (infrared absorbing colorant)

[0133] The infrared absorbing colorant is preferably a compound having an absorption maximum wavelength on the longer wavelength side than 700 nm. The infrared absorbing colorant is preferably a compound having an absorption maximum wavelength in a range of more than 700 nm and 1800 nm or less, more preferably a compound having an absorption maximum wavelength in a range of more than 700 nm and 1400 nm or less, further preferably a compound having an absorption maximum wavelength in a range of more than 700 nm and 1200 nm or less, particularly preferably a compound having an absorption maximum wavelength in a range of more than 700 nm and 1000 nm or less. Also, the infrared absorbing colorant preferably has an absorbance A 1 at a wavelength of 500 nm of 0.1 or more, more preferably 0.2 or more, further preferably 0.3 or more, particularly preferably 0.4 or more. 2 The ratio A 1 / A 2 is preferably 0.08 or less, more preferably 0.04 or less. Also, the infrared absorbing colorant is preferably a pigment, more preferably an organic pigment.

[0134] As the infrared absorbing colorant, a pyrrolopyrrole compound, a cyanine compound, a squarine compound, a phthalocyanine compound, a naphthalocyanine compound, a quaterrylene compound, a merocyanine compound, a croconium compound, an oxonol compound, an iminium compound, a dithiol compound, a triarylmethane compound, a pyrromethene compound, an azomethine compound, an anthraquinone compound, a bisbenzofuranone compound, a dithiolene metal complex, a metal oxide, a metal boride, and the like can be exemplified. As these specific examples, the compounds described in paragraph 0114 of International Publication No. 2022 / 065215 can be exemplified. Also, as the infrared absorbing colorant, the compounds described in paragraph 0121 of International Publication No. 2022 / 065215, the squarine compounds described in Japanese Patent Application Publication No. 2020-075959, the copper complexes described in Korean Patent Publication No. 10-2019-0135217, the croconic acid compounds described in Japanese Patent Application Publication No. 2021-195515, the near-infrared absorbing pigments described in Japanese Patent Application Publication No. 2022-022070, the croconium compounds described in International Publication No. 2019 / 021767, the compounds described in Japanese Patent Application Publication No. 2019-127549, the compounds described in International Publication No. 2022 / 059619, the compounds described in Japanese Patent Application Publication No. 2022-151682, the squarine compounds described in Japanese Patent Application Publication No. 2022-188858, the compounds described in Japanese Patent Application Publication No. 2022-184710, the compounds described in Japanese Patent Application Publication No. 2022-189736, the squarine compounds described in Japanese Patent Application Publication No. 2023-004570, the squarine compounds described in International Publication No. 2019 / 230660, and the compounds described in International Publication No. 2020 / 218615 can be used.

[0135] (Pigment Derivative)

[0136] In the present application, a pigment derivative can also be used as the colorant. In the present application, it is preferable to use both a pigment and a pigment derivative. As the pigment derivative, a compound having a structure in which an acid group or a basic group is bonded to a pigment skeleton can be exemplified.

[0137] As the pigment skeleton constituting the pigment derivative, there can be mentioned a quinoline pigment skeleton, a benzimidazolone pigment skeleton, a benzoisindole pigment skeleton, a benzothiazole pigment skeleton, an immonium pigment skeleton, a squarine pigment skeleton, a croconium pigment skeleton, an oxonol pigment skeleton, a pyrrolopyrrole pigment skeleton, a diketopyrrolopyrrole pigment skeleton, an azo pigment skeleton, an azomethine pigment skeleton, a phthalocyanine pigment skeleton, a naphthalocyanine pigment skeleton, an anthraquinone pigment skeleton, a quinacridone pigment skeleton, a dioxazine pigment skeleton, a perinone pigment skeleton, a perylene pigment skeleton, a thioindigo pigment skeleton, an isoindoline pigment skeleton, an isoindolinone pigment skeleton, a quinophthalone pigment skeleton, a dithiol pigment skeleton, a triarylmethane pigment skeleton, a pyrromethene pigment skeleton, and the like.

[0138] As the acid group, there can be mentioned a carboxyl group, a sulfo group, a phosphoric acid group, a boric acid group, a carboxylic acid amide group, a sulfonic acid amide group, an imide acid group, and a salt thereof, and the like. As the atom or atomic group constituting the salt, there can be mentioned an alkali metal ion (Li + , Na + , K + , and the like), an alkaline earth metal ion (Ca 2+ , Mg 2+ , and the like), an ammonium ion, an imidazolium ion, a pyridinium ion, a phosphonium ion, and the like. As the carboxylic acid amide group, a group represented by -NHCOR X1 is preferable. As the sulfonic acid amide group, a group represented by -NHSO2R X2 is preferable. As the imide acid group, a group represented by -SO2NHSO2R X3 , -CONHSO2R X4 , -CONHCOR X5 , or -SO2NHCOR X6 is preferable, and a group represented by -SO2NHSO2R X3 is more preferable. R X1 to R X6 each independently represent an alkyl group or an aryl group. The alkyl group and the aryl group represented by R X1 to R X6 may have a substituent. As the substituent, a halogen atom is preferable, and a fluorine atom is more preferable.

[0139] As the basic group, there can be mentioned an amino group, a pyridyl group and a salt thereof, a salt of an ammonium group, and a phthalimide methyl group. As the atom or atomic group constituting the salt, there can be mentioned a hydroxide ion, a halogen ion, a carboxylic acid ion, a sulfonic acid ion, a phenoxide ion, and the like.

[0140] As specific examples of the pigment derivative, there can be mentioned the compounds described in the Examples described later, the compounds described in paragraph 0124 of International Publication No. 2022 / 085485, the benzimidazolone compounds described in Japanese Patent Application Publication No. 2018-168244 or salts thereof, the compounds having an isoindoline skeleton described in General Formula (1) of Japanese Patent No. 6996282, the compounds described in Japanese Patent Application Publication No. 2019-172968, the compounds described in Chinese Patent Application Publication No. 115124889, and the like.

[0141] The content of the colorant in the total solid components of the curable composition is preferably 50% by mass or more, more preferably 55% by mass or more, and further preferably 60% by mass or more. The upper limit is preferably 80% by mass or less, more preferably 77.5% by mass or less, and further preferably 75% by mass or less.

[0142] The content of the pigment in the total solid components of the curable composition is preferably 30% by mass or more, more preferably 45% by mass or more, and further preferably 55% by mass or more. The upper limit is preferably 80% by mass or less, more preferably 77.5% by mass or less, and further preferably 75% by mass or less. The curable composition according to the present application is excellent in storage stability even when the content of the pigment is high, and thus the effects of the present application can be more remarkably exerted when the content of the pigment is high.

[0143] The content of the pigment in the colorant is preferably 20 to 100% by mass, more preferably 50 to 100% by mass, and further preferably 70 to 100% by mass. Also, the total content of the pigment and the pigment derivative in the colorant is preferably 25 to 100% by mass, more preferably 55 to 100% by mass, and further preferably 75 to 100% by mass.

[0144] <<Polymerizable Compound>>

[0145] The curable composition of the present application contains a polymerizable compound. As the polymerizable compound, there can be mentioned a compound having a group containing an ethylenic unsaturated bond, and the like. As the group containing an ethylenic unsaturated bond, there can be mentioned a vinyl group, a (methyl)allyl group, a (methyl)acryloyl group, a (methyl)acryloyloxy group, and the like. The polymerizable compound used in the present application is preferably a radical polymerizable compound.

[0146] The molecular weight of the polymerizable compound is preferably 100 to 2500. The upper limit is preferably 2000 or less, and more preferably 1500 or less. The lower limit is preferably 150 or more, and more preferably 250 or more.

[0147] From the viewpoint of the storage stability of the curable composition, the group value of the ethylenically unsaturated bond (hereinafter, referred to as C=C value) of the polymerizable compound is preferably 2 to 14 mmol / g. The lower limit is preferably 3 mmol / g or more, more preferably 4 mmol / g or more, and further preferably 5 mmol / g or more. The upper limit is preferably 12 mmol / g or less, more preferably 10 mmol / g or less, and further preferably 8 mmol / g or less. The C=C value of the polymerizable compound is a value calculated by dividing the number of groups containing ethylenically unsaturated bonds contained in one molecule of the polymerizable compound by the molecular weight of the polymerizable compound.

[0148] The polymerizable compound is preferably a compound containing 3 or more groups containing ethylenically unsaturated bonds, more preferably a compound containing 3 to 15 groups containing ethylenically unsaturated bonds, and further preferably a compound containing 3 to 6 groups containing ethylenically unsaturated bonds. Also, the polymerizable compound is preferably a (meth)acrylate compound of 3 to 15 functions, and more preferably a (meth)acrylate compound of 3 to 6 functions. As specific examples of the polymerizable compound, the compounds described in paragraphs 0075 to 0083 of International Publication No. 2022 / 065215 can be listed.

[0149] In addition, as specific examples of the polymerizable compound, the compounds described in Taiwan Patent Application Publication No. 201832008 can also be listed.

[0150] As the polymerizable compound, di-pentaerythritol tri(meth)acrylate (as a commercial product, KAYARAD D-330; manufactured by Nippon Kayaku Co., Ltd.), di-pentaerythritol tetra(meth)acrylate (as a commercial product, KAYARAD D-320; manufactured by Nippon Kayaku Co., Ltd.), di-pentaerythritol penta(meth)acrylate (as a commercial product, KAYARAD D-310; manufactured by Nippon Kayaku Co., Ltd.), di-pentaerythritol hexa(meth)acrylate (as a commercial product, KAYARAD DPHA; manufactured by Nippon Kayaku Co., Ltd., NKEster A-DPH-12E; manufactured by Shin-Nakamura Chemical Co., Ltd.), and a compound of a structure in which these (meth)acryloyl groups are bonded via ethylene glycol and / or propylene glycol residues (for example, SR454, SR499, which are commercially available from SARTOMER Company, Inc.) are preferable. Also, as the polymerizable compound, diglyceryl EO (ethylene oxide) modified (meth)acrylate (as a commercial product, M-460; manufactured by TOAGOSEI CO., LTD.), pentaerythritol tetraacrylate (manufactured by Shin-Nakamura Chemical Co., Ltd., NKEster A-TMMT), 1,6-hexanediol diacrylate (manufactured by Nippon Kayaku Co., Ltd., KAYARAD HDDA), RP-1040 (manufactured by Nippon Kayaku Co., Ltd.), ARONIX TO-2349 (manufactured by TOAGOSEI CO., LTD.), NK Oligo UA-7200 (manufactured by Shin-Nakamura Chemical Co., Ltd.), DPHA-40H (manufactured by Nippon Kayaku Co., Ltd.), UA-306H, UA-306T, UA-306I, AH-600, T-600, AI-600, LINC-202UA (manufactured by KYOEISHA CHEMICAL CO., LTD.), 8UH-1006, 8UH-1012 (both manufactured by TAISEI FINE CHEMICAL CO., LTD.), LIGHT ACRYLATE POB-A0 (manufactured by KYOEISHA CHEMICAL CO., LTD.), a polymerizable compound having a dendritic polymer structure or a hyperbranched structure described in Japanese Patent Application Publication No. 2023-043479, and the like can also be used.

[0151] The content of the polymerizable compound in the total solid components of the curable composition is preferably 1 to 35 mass%. The upper limit is preferably 30 mass% or less, more preferably 25 mass% or less, further preferably 20 mass% or less, and particularly preferably 10 mass% or less. The lower limit is preferably 2 mass% or more, and more preferably 5 mass% or more. The curable composition of the present application can contain only one polymerizable compound, or two or more polymerizable compounds. When two or more polymerizable compounds are contained, the total amount of the polymerizable compounds is preferably within the above range.

[0152] <Photopolymerization initiator>

[0153] The curable composition of the present application contains a photopolymerization initiator. There is no particular limitation on the photopolymerization initiator, and it can be appropriately selected from known photopolymerization initiators. For example, a compound which is photosensitive to light rays in the ultraviolet region to the visible region is preferred. The photopolymerization initiator is preferably a photoradical polymerization initiator.

[0154] As the photopolymerization initiator, halogenated hydrocarbon derivatives (for example, compounds having a triazine skeleton, compounds having an oxadiazole skeleton, and the like), acylphosphine compounds, hexaarylbiimidazole compounds, oxime compounds, organic peroxides, sulfur compounds, ketone compounds, aromatic onium salts, a-hydroxy ketone compounds, a-aminoketone compounds, and the like can be exemplified. From the aspect of exposure sensitivity, the photopolymerization initiator is preferably a trihalomethyltriazine compound, a benzyl dimethyl ketal compound, an a-hydroxy ketone compound, an a-aminoketone compound, an acylphosphine compound, a phosphine oxide compound, a metallocene compound, an oxime compound, a hexaarylbiimidazole compound, an onium compound, a benzothiazole compound, a diphenyl ketone compound, a phenylethanone compound, a cyclopentadiene-benzene-iron complex, a halomethyloxadiazole compound, and a 3-aryl-substituted coumarin compound, more preferably a compound selected from the group consisting of oxime compounds, a-hydroxy ketone compounds, a-aminoketone compounds, and acylphosphine compounds, and further preferably an oxime compound.Further, as the photopolymerization initiator, there can be mentioned the compounds described in paragraphs 0065 to 0111 of Japanese Patent Application Publication No. 2014-130173, the compounds described in Japanese Patent No. 6301489, the peroxide photopolymerization initiators described in MATERIAL STAGE 37-60p, vol. 19, No. 3, 2019, the photopolymerization initiators described in International Publication No. 2018 / 221177, the photopolymerization initiators described in International Publication No. 2018 / 110179, the photopolymerization initiators described in Japanese Patent Application Publication No. 2019-043864, the photopolymerization initiators described in Japanese Patent Application Publication No. 2019-044030, the peroxide initiators described in Japanese Patent Application Publication No. 2019-167313, the aminophenylacetophenone initiators having oxazolidine groups described in Japanese Patent Application Publication No. 2020-055992, the oxime photopolymerization initiators described in Japanese Patent Application Publication No. 2013-190459, the polymers described in Japanese Patent Application Publication No. 2020-172619, the compounds represented by Formula 1 described in International Publication No. 2020 / 152120, the compounds described in Japanese Patent Application Publication No. 2021-181406, the photopolymerization initiators described in Japanese Patent Application Publication No. 2022-013379, the compounds represented by Formula (1) described in Japanese Patent Application Publication No. 2022-015747, the fluorine-containing fluorene oxime ester photoinitiators described in Japanese Patent Application Laid-Open No. 2021-507058, the initiators described in Chinese Patent Application Publication No. 110764367, the initiators described in Japanese Patent Application Laid-Open No. 2022-518535, the initiators described in International Publication No. 2021 / 175855, the compounds described in Japanese Patent Application Publication No. 2022-078550, the compounds described in Korean Patent Publication No. 10-2017-0087330, the compounds described in International Publication No. 2022 / 075452, the oxime ester compounds described in Chinese Patent Application Publication No. 110066225, the compounds described in Korean Patent Publication No. 10-2022-0076157, the compounds having a triarylamine or N-arylcarbazole skeleton described in paragraphs 0042 to 0062 of International Publication No. 2019 / 013112, the oxime ester photopolymerization initiators described in Japanese Patent No. 7219378, the photopolymerization initiators described in Korean Patent Publication No. 10-2021-0146174, the photopolymerization initiators described in International Publication No. 2019 / 013112, the photopolymerization initiators described in Japanese Patent Application Publication No. 2023-033731, and the like.

[0155] In addition, as the photopolymerization initiator, a compound described in Taiwan Patent Application Publication No. 202200534 can also be exemplified.

[0156] As specific examples of the hexaarylbiimidazole compound, 2,2',4-tris(2-chlorophenyl)-5-(3,4-dimethoxyphenyl)-4,5-diphenyl-1,1'-biimidazole and the like can be exemplified.

[0157] As the commercially available product of the α-hydroxy ketone compound, Omnirad 184, Omnirad 1173, Omnirad 2959, Omnirad 127 (all manufactured by IGM Resins B.V.), Irgacure 184, Irgacure 1173, Irgacure 2959, Irgacure 127 (all manufactured by BASF), and the like can be exemplified. As the commercially available product of the α-amino ketone compound, Omnirad 907, Omnirad 369, Omnirad 369E, Omnirad 379EG (all manufactured by IGM Resins B.V.), Irgacure 907, Irgacure 369, Irgacure 369E, Irgacure 379EG (all manufactured by BASF), and the like can be exemplified. As the commercially available product of the acylphosphine compound, Omnirad 819, Omnirad TPO (all manufactured by IGM Resins B.V.), Irgacure 819, Irgacure TPO (all manufactured by BASF), and the like can be exemplified.

[0158] As the oxime compound, there can be mentioned the compounds described in paragraph 0142 of International Publication No. 2022 / 085485, the compounds described in Japanese Patent No. 5430746, the compounds described in Japanese Patent No. 5647738, the compounds represented by General Formula (1) of Japanese Patent Application Publication No. 2021-173858 or the compounds described in paragraphs 0022 to 0024, the compounds represented by General Formula (1) of Japanese Patent Application Publication No. 2021-170089 or the compounds described in paragraphs 0117 to 0120, and the like. As specific examples of the oxime compound, there can be mentioned 3-benzoyloxyiminobutane-2-one, 3-acetyloxyiminobutane-2-one, 3-propionyloxyiminobutane-2-one, 2-acetyloxyiminopentane-3-one, 2-acetyloxyimino-1-phenylpropane-1-one, 2-benzoyloxyimino-1-phenylpropane-1-one, 3-(4-toluenesulfonyloxy)iminobutane-2-one, 2-ethyloxycarbonyloxyimino-1-phenylpropane-1-one, 1-[4-(phenylthio)phenyl]-3-cyclohexyl-propane-1,2-dione-2-(O-acetyloxime), and the like. As commercially available products, there can be mentioned Irgacure OXE01, Irgacure OXE02, Irgacure OXE03, Irgacure OXE04 (all manufactured by BASF Corporation), TR-PBG-301, TR-PBG-304, TR-PBG-327 (manufactured by TRONLY Corporation), Adeka Optomer N-1919 (manufactured by ADEKA CORPORATION, photopolymerization initiator 2 described in Japanese Patent Application Publication No. 2012-014052), and the like. Also, as the oxime compound, it is preferable to use a compound having no coloring or a compound having high transparency and being less likely to discolor. As commercially available products, there can be mentioned ADEKA ARKL SNCI-730, NCI-831, NCI-930 (all manufactured by ADEKA CORPORATION), and the like.

[0159] As the photopolymerization initiator, it is also possible to use an oxime compound having a fluorene ring, an oxime compound having at least one benzene ring of a carbazole ring as a skeleton of a naphthalene ring, an oxime compound having a fluorine atom, an oxime compound having a nitro group, an oxime compound having a benzofuran skeleton, an oxime compound having a substituent having a hydroxyl group bonded to a carbazole skeleton, the compounds described in paragraphs 0143 to 0149 of International Publication No. 2022 / 085485.

[0160] As the photopolymerization initiator, it is also possible to use a compound represented by Formula (OX-1).

[0161] [Chemical Formula 5]

[0162]

[0163] In equation (OX-1), X 1a This indicates that it contains at least one divalent linker selected from aromatic rings and heterocycles.

[0164] R 1a Represents a hydrogen atom or an acyl group.

[0165] R 2a Indicates alkyl or aryl.

[0166] R 3a and R 4a Each can be used independently to represent a hydrogen atom or an alkyl group.

[0167] Alk 1 and Alk 2 Each can be independently represented as an alkyl group.

[0168] R 3a With R 4a They can bond together to form a ring.

[0169] Alk 1 With Alk 2 They can bond together to form a ring.

[0170] n represents 0 or 1.

[0171] X as in equation (OX-1) 1a The divalent linking group can be exemplified by divalent aromatic cyclic groups, divalent heterocyclic groups, divalent groups formed by bonding two or more aromatic rings via single bonds or linking groups, divalent groups formed by bonding two or more heterocyclic groups via single bonds or linking groups, and divalent groups formed by bonding an aromatic ring and a heterocyclic group via single bonds or linking groups. Examples of linking groups that bond the aforementioned aromatic rings to each other, heterocyclic groups to each other, or aromatic rings to heterocyclic groups include -CH2-, -O-, -CO-, -S-, and -NR. x - and groups that combine them, etc. R x It represents a hydrogen atom, alkyl, alkenyl, alkynyl, aryl, or heterocyclic group.

[0172] X in equation (OX-1) 1 Preferably, it is a group represented by any one of formulas (X-1) to (X-13), more preferably a group represented by formula (X-1), formula (X-2), formula (X-4), formula (X-6) or formula (X-8), and even more preferably a group represented by formula (X-2) or formula (X-6).

[0173] [Chemical Formula 6]

[0174]

[0175] In the formula, R X1 ~R X9 Each can be independently represented by a hydrogen atom, alkyl group, alkenyl group, alkynyl group, aryl group, or heterocyclic group.

[0176] R X1 ~R X9 The alkyl group represented preferably has 1 to 15 carbon atoms, more preferably 1 to 10. The alkyl group can be straight-chain, branched, or cyclic. The alkyl group may have substituents. Examples of substituents include halogen atoms, aryl groups, and heterocyclic groups.

[0177] R X1 ~R X9 The alkenyl group preferably has 2 to 15 carbon atoms, more preferably 2 to 10. The alkenyl group can be straight-chain, branched, or cyclic. The alkenyl group may have substituents. Examples of substituents include halogen atoms, aryl groups, and heterocyclic groups.

[0178] R X1 ~R X9 The number of carbon atoms in the represented alkynyl group is preferably 2 to 15, more preferably 2 to 10. The alkynyl group can be straight-chain, branched, or cyclic. The alkynyl group can have substituents. Examples of substituents include halogen atoms, aryl groups, and heterocyclic groups.

[0179] R X1 ~R X9 The aryl group preferably has 6 to 20 carbon atoms, more preferably 6 to 12, even more preferably 6 to 10, and particularly preferably 6. The aryl group may have substituents. Examples of substituents include halogen atoms, alkyl groups, alkenyl groups, alkynyl groups, heterocyclic groups, etc.

[0180] R X1 ~R X9 The heterocyclic group represented is preferably a 5-membered or 6-membered ring. The heteroatoms in the heterocyclic group are preferably oxygen, nitrogen, and sulfur atoms. The number of heteroatoms in the heterocyclic group is preferably 1 to 3. The heterocyclic group may have substituents. Examples of substituents include halogen atoms, alkyl groups, alkenyl groups, alkynyl groups, and aryl groups.

[0181] R in equation (OX-1) 1a It represents a hydrogen atom or an acyl group, preferably an acyl group.

[0182] R 1a The acyl group represented is preferably -C(O)-R 101 The group represented. R 101 It represents an aryl or heterocyclic group, preferably an aryl group.

[0183] R 101The number of carbon atoms of the represented aryl group is preferably 6 to 20, more preferably 6 to 12. The aryl group can have a substituent. As the substituent, a halogen atom, an alkyl group, an alkenyl group, an alkynyl group, a heterocyclic group, and the like can be exemplified. 101 The represented aryl group is preferably a phenyl group, a methylphenyl group, or a naphthyl group, more preferably a methylphenyl group or a naphthyl group.

[0184] R 101 The represented heterocyclic group is preferably a 5-membered ring or a 6-membered ring. The heterocyclic group preferably has one to three heteroatoms of an oxygen atom, a nitrogen atom, and a sulfur atom. The heterocyclic group can have a substituent. As the substituent, a halogen atom, an alkyl group, an alkenyl group, an alkynyl group, an aryl group, and the like can be exemplified.

[0185] R 2a The represented alkyl group or aryl group is preferably an alkyl group from the viewpoint of high reactivity for generating radicals.

[0186] R 2a The number of carbon atoms of the represented alkyl group is preferably 1 to 15, more preferably 1 to 10, further preferably 1 to 5, and more further preferably 1 to 3. The alkyl group can be any one of a straight chain, a branched chain, and a cyclic structure, but is preferably a straight chain or a branched chain, and more preferably a straight chain. The alkyl group can have a substituent, but is preferably an unsubstituted alkyl group. 2a The represented alkyl group is preferably an unsubstituted straight chain or branched chain alkyl group, and more preferably an unsubstituted straight chain alkyl group.

[0187] R 2a The number of carbon atoms of the represented aryl group is preferably 6 to 20, more preferably 6 to 12, further preferably 6 to 10, and particularly preferably 6. The aryl group can have a substituent, but is preferably an unsubstituted aryl group.

[0188] R 3a and R 4a independently represent a hydrogen atom or an alkyl group, and are preferably a hydrogen atom.

[0189] R 3a and R 4a The number of carbon atoms of the represented alkyl group is preferably 1 to 15, more preferably 1 to 10, further preferably 1 to 5, and more further preferably 1 to 3. The alkyl group can be any one of a straight chain, a branched chain, and a cyclic structure, but is preferably a straight chain or a branched chain, and more preferably a straight chain. The alkyl group can have a substituent, but is preferably an unsubstituted alkyl group.

[0190] R 3a and R 4a may be bonded to form a ring. The formed ring is preferably a 5-membered ring or a 6-membered ring, and more preferably a 5-membered ring or a 6-membered aliphatic hydrocarbon ring.

[0191] Alk of formula (OX-1) 1 and Alk 2 each independently represents an alkyl group. The number of carbon atoms of the alkyl group is preferably from 1 to 15, more preferably from 1 to 10, further preferably from 1 to 5, and more further preferably from 1 to 3. The alkyl group can be any one of a straight chain, a branched chain, and a cyclic, but is preferably a straight chain or a branched chain, and more preferably a straight chain. The alkyl group can have a substituent, but is preferably an unsubstituted alkyl group.

[0192] Alk 1 and Alk 2 may be bonded to form a ring, and preferably forms a ring. The formed ring is preferably a 5- or 6-membered ring, and more preferably a 5- or 6-membered aliphatic hydrocarbon ring, and more further preferably a cyclopentane ring or a cyclohexane ring.

[0193] n of formula (OX-1) is preferably 0 or 1, 0.

[0194] As specific examples of the compound represented by formula (OX-1), there can be mentioned the compounds described in paragraphs 0092 to 0096 of Japanese Patent Application Publication No. 2012-113104, the compound described in paragraph 0041 of Japanese Patent Application Publication No. 2012-189997, and the like.

[0195] As the photopolymerization initiator, a compound represented by formula (OX-2) can also be used.

[0196] [Chemical Formula 7]

[0197]

[0198] In formula (OX-2), R 1b and R 2b each independently represents a substituent, R 3b to R 7b each independently represents a hydrogen atom or a substituent, Ar 1b represents an aromatic ring group or a heterocyclic group which can have a substituent, and n represents 0 or 1.

[0199] As the substituent represented by R 1b and R 2b , there can be mentioned an alkyl group and an aryl group, and an alkyl group is preferred. The number of carbon atoms of the alkyl group is preferably from 1 to 15, and more preferably from 1 to 10. The alkyl group can be any one of a straight chain, a branched chain, and a cyclic. The alkyl group can have a substituent. As the substituent, there can be mentioned a halogen atom, an aryl group, an alkenyl group, an alkynyl group, a heterocyclic group, and the like. The number of carbon atoms of the aryl group is preferably from 6 to 20, more preferably from 6 to 12, further preferably from 6 to 10, and particularly preferably 6. The aryl group can have a substituent. As the substituent, there can be mentioned a halogen atom, an alkyl group, an alkenyl group, an alkynyl group, a heterocyclic group, and the like.

[0200] As R 3b ~R 7b The substituents represented can include halogen atoms, alkyl groups, and aryl groups. Examples of alkyl and aryl groups include the compounds mentioned above.

[0201] R 3b ~R 7b Hydrogen atoms are preferred.

[0202] Ar 1b Ar indicates an aromatic cyclic or heterocyclic group that can have substituents. 1b Preferably, it is an aromatic cyclic group that can have substituents. The aromatic cyclic group is preferably a benzene ring group or a naphthyl ring group, more preferably a benzene ring group. Examples of substituents include halogen atoms, alkyl groups, alkoxy groups, aryl groups, aryloxy groups, alkylthio groups, arylthio groups, nitro groups, and acyl groups, with acyl groups being preferred. Examples of acyl groups include the acyl groups described above.

[0203] Compounds represented by formula (OX-3) can also be used as photopolymerization initiators.

[0204] [Chemical Formula 8]

[0205]

[0206] In formula (OX-3), Ar 1c This represents an aromatic cyclic group with a valence of (k+m+1) or a heterocyclic group with a valence of (k+m+1).

[0207] Ar 2c This represents an aromatic cyclic group with a valence of (k+2) or a heterocyclic group with a valence of (k+2).

[0208] R 1c ~R 3c Substituents are represented independently.

[0209] L 1c Indicates a single key or CR 11c R 12c R 11c and R 12c Each can independently represent a hydrogen atom, alkyl group, or aryl group.

[0210] X 1c Indicates -O- or -S-,

[0211] k represents 0 or 1, m represents an integer from 0 to 4, and n represents 0 or 1.

[0212] As R 1c and R 2cAs the substituent, a halogen atom, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, and an acyl group can be exemplified, and an acyl group is preferred. As the acyl group, the above-mentioned acyl groups can be exemplified.

[0213] R 2c An alkyl group having a branched or cyclic structure is preferred.

[0214] As R 3c As the substituent, a halogen atom, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, and an acyl group can be exemplified, and an acyl group is preferred. As the acyl group, the above-mentioned acyl groups can be exemplified.

[0215] Ar 1c represents an aromatic ring group having (k+m+1) valences or a heterocyclic ring group having (k+m+1) valences, and an aromatic ring group having (k+m+1) valences is preferred. The aromatic ring group is preferably a benzene ring group or a naphthalene ring group, and more preferably a benzene ring group.

[0216] Ar 2c represents an aromatic ring group having (k+2) valences or a heterocyclic ring group having (k+2) valences, and an aromatic ring group having (k+2) valences is preferred. The aromatic ring group is preferably a benzene ring group or a naphthalene ring group, and more preferably a benzene ring group.

[0217] k represents 0 or 1, and preferably 0.

[0218] m represents an integer of 0 to 4, and preferably 0 or 1, and more preferably 1.

[0219] Specific examples of oxime compounds which can be preferably used in the present application are shown below, but the present application is not limited to these.

[0220] [Chemical Formula 9]

[0221]

[0222] [Chemical Formula 10]

[0223]

[0224] [Chemical Formula 11]

[0225]

[0226] [Chemical Formula 12]

[0227]

[0228] The oxime compound is preferably a compound having an absorption maximum wavelength in the range of 350 to 500 nm, and more preferably a compound having an absorption maximum wavelength in the range of 360 to 480 nm. Also, from the aspect of sensitivity, the molar absorption coefficient of the oxime compound at a wavelength of 365 nm or a wavelength of 405 nm is preferably high, more preferably 1000 to 300000, further preferably 2000 to 300000, and particularly preferably 5000 to 200000. The molar absorption coefficient of the compound can be measured using a publicly known method. For example, it is preferable to measure by a spectrophotometer (Cary-5 spectrophotometer manufactured by Varian) using ethyl acetate solvent at a concentration of 0.01 g / L.

[0229] As the photopolymerization initiator, it is also preferable to use Irgacure OXE01 (manufactured by BASF) and / or Irgacure OXE02 (manufactured by BASF) in combination with Omnirad 2959 (manufactured by IGM Resins B.V.).

[0230] As the photopolymerization initiator, a photoradical polymerization initiator having 2 or more functions can be used. By using such a photoradical polymerization initiator, 2 or more radicals are generated from 1 molecule of the photoradical polymerization initiator, and thus good sensitivity can be obtained. Also, in the case where an asymmetric compound is used, the crystallinity decreases and the solubility to solvents and the like increases, and thus the cured composition can be improved in storage stability without being easily precipitated over time.

[0231] The content of the photopolymerization initiator in the total solid components of the cured composition is preferably 0.1 to 20% by mass. The lower limit is preferably 0.5% by mass or more, more preferably 1% by mass or more, and further preferably 1.5% by mass or more. The upper limit is preferably 15% by mass or less, and more preferably 10% by mass or less. In the cured composition of the present application, one kind of photopolymerization initiator can be used alone, or two or more kinds of photopolymerization initiators can be used. When two or more kinds of photopolymerization initiators are used, the total amount of the two or more kinds of photopolymerization initiators is preferably within the above range.

[0232] << Compound represented by formula (1) (specific compound) >>

[0233] The cured composition of the present application contains a compound represented by formula (1) (hereinafter, also referred to as a specific compound).

[0234] [Chemical Formula 13]

[0235]

[0236] In formula (1), X 1 represents an m+n-valent linking group having a molecular weight of 1000 or less,

[0237] Y 1 represents -O- or -NR Y1 -, R Y1 represents a hydrogen atom or a substituent,

[0238] Z 1 represents a polyether structure,

[0239] R 1 represents an alkyl group or an aryl group

[0240] m and n each independently represent an integer of 1 to 10.

[0241] X 1 of formula (1) represents an m+n-valent linking group having a molecular weight of 1000 or less, preferably 50 to 500, more preferably 50 to 250.

[0242] As the m+n-valent linking group represented by X 1 , aromatic ring groups, heterocyclic groups, aliphatic hydrocarbon groups, and groups in which two or more of these groups are bonded via a single bond or a linking group, etc. can be exemplified. As the above linking group, -CR X1 R X2 -, -NH-, -N<, -O-, -CO-, -COO-, -OCO-, -NHCO-, -NHCOO-, -CONH-, -OCONH-, -S-, -SO2-, and -OSO2-, etc. can be exemplified, and -CR X1 R X2 -, -NH-, -N<, -O-, or -SO2-. R X1 and R X2 each independently represent a hydrogen atom or a methyl group.

[0243] The number of carbon atoms of the above aromatic ring group is preferably 6 to 20, more preferably 6 to 12. The aromatic ring group is preferably a benzene ring group or a naphthalene ring group, more preferably a benzene ring group. The above aromatic ring group can have a substituent. As the substituent, halogen atoms, alkyl groups, phenyl groups, amido groups, nitro groups, alkoxy groups, etc. can be exemplified.

[0244] The heterocyclic group can be a non-aromatic heterocyclic group or an aromatic heterocyclic group. The heterocyclic group is preferably a 5-membered ring or a 6-membered ring. The types of heteroatoms constituting the heterocyclic group can include nitrogen atoms, oxygen atoms, and sulfur atoms. The number of heteroatoms constituting the heterocyclic group is preferably 1 to 3. The heterocyclic group can be a monocyclic ring or a fused ring. The above heterocyclic group can have a substituent. As the substituent, there can be mentioned halogen atoms, alkyl groups, phenyl groups, amide groups, nitro groups, alkoxy groups, and the like.

[0245] The number of carbon atoms of the above aliphatic hydrocarbon group is preferably 2 to 20. As the above aliphatic hydrocarbon group, there can be mentioned a saturated or unsaturated acyclic aliphatic hydrocarbon group, an aliphatic hydrocarbon group containing a saturated or unsaturated aliphatic ring, and the like. The aliphatic ring can be a monocyclic ring or a fused ring. Furthermore, the aliphatic ring can have a cross-linking structure. The aliphatic hydrocarbon group can have a substituent. As the substituent, there can be mentioned halogen atoms, alkyl groups, phenyl groups, and the like.

[0246] X 1 The represented m+n-valent linking group is preferably an aromatic ring group, an aliphatic hydrocarbon group, or a group in which two or more of these groups are bonded via a single bond or the above linking group, and more preferably an aromatic ring group or a group in which two or more aromatic ring groups are bonded via a single bond or the above linking group.

[0247] Y of formula (1) 1 represents -O- or -NR Y1 -, R Y1 represents a hydrogen atom or a substituent. As R Y1 The represented substituent can include alkyl groups and aryl groups, and is preferably an alkyl group. R Y1 is preferably a hydrogen atom.

[0248] Y of formula (1) 1 is preferably -O- or -NH-, and more preferably -O-.

[0249] Z of formula (1) 1 represents a polyether structure. As the polyester structure, there can be mentioned a structure represented by formula (Z-1).

[0250] [Chemical Formula 14]

[0251]

[0252] In formula (Z-1), R Z1 represents an alkylene group or an arylene group, and p represents an integer of 2 or more.

[0253] R Z1 The number of carbon atoms of the represented alkylene group is preferably 1 to 10, more preferably 1 to 5, further preferably 2 to 5, still further preferably 2 or 3, and particularly preferably 2. R Z1The alkylene group represented is preferably straight-chain or branched, more preferably straight-chain.

[0254] R Z1 The arylene group represented preferably has 6 to 12 carbon atoms, more preferably 6.

[0255] R Z1 Preferably, it is an alkylene group.

[0256] In formula (Z-1), p represents an integer of 2 or more, preferably an integer from 2 to 90. The lower limit is preferably an integer of 3 or more, more preferably an integer of 5 or more, and even more preferably an integer of 10 or more. The upper limit is preferably an integer of 60 or less, more preferably an integer of 50 or less, and even more preferably an integer of 40 or less.

[0257] Z in equation (1) 1 The molecular weight of the polyether structure is preferably between 300 and 5000. If the molecular weight is too small, the steric repulsion is weak, the pigment is prone to aggregation, or the hydrophilicity is weak, thus sometimes resulting in insufficient developability. If the molecular weight is too large, precipitation may occur due to the crystallinity of the polyether, thereby reducing the dispersibility of the pigment. Moreover, the dissolution rate of the developer is slower, sometimes resulting in insufficient developability. If the molecular weight is within the above range, both developability and storage stability can be achieved at a high level. The lower limit of the above molecular weight is preferably 500 or more, more preferably 700 or more. The upper limit of the above molecular weight is preferably 3500 or less, more preferably 2500 or less.

[0258] Z in equation (1) 1 Preferably, it is a polyalkylene glycol structure with a molecular weight of 300 to 5000. Examples of polyalkylene glycol structures include R of formula (Z-1). Z1 The molecular weight is an alkylene group. The lower limit of the molecular weight is preferably 500 or more, more preferably 700 or more. The upper limit of the molecular weight is preferably 3500 or less, more preferably 2500 or less.

[0259] Z in equation (1) 1 Preferably, it includes a structure selected from formulas (Z1-1) and (Z1-2), and more preferably, it includes a structure represented by formula (Z1-1).

[0260] [Chemical Formula 15]

[0261]

[0262] In formula (Z1-1), p1 represents an integer of 2 or more, preferably an integer from 2 to 90. The lower limit is preferably an integer of 3 or more, more preferably an integer of 5 or more, and even more preferably an integer of 10 or more. The upper limit is preferably an integer of 60 or less, more preferably an integer of 50 or less, and even more preferably an integer of 40 or less.

[0263] In formula (Z1-2), p2 represents an integer of 2 or more, and preferably represents an integer of 2 to 90. The lower limit is preferably an integer of 3 or more, more preferably an integer of 5 or more, and further preferably an integer of 10 or more. The upper limit is preferably an integer of 60 or less, more preferably an integer of 50 or less, and further preferably an integer of 40 or less.

[0264] As another preferred mode of Z 1 in formula (1), a mode represented by the structure of formula (Z1-1) can be given.

[0265] As another preferred mode of Z 1 in formula (1), a mode including the structure represented by formula (Z1-1) and the structure represented by formula (Z1-2) can be given. In this mode, the ratio of the number of repeating units (p1) of the structure represented by formula (Z1-1) to the number of repeating units (p2) of the structure represented by formula (Z1-2) is preferably p1 : p2 = 1 : 0.05 to 1.5, more preferably 1 : 0.1 to 1.2, and further preferably 1 : 0.12 to 1.0.

[0266] R 1 in formula (1) represents an alkyl group or an aryl group, and is preferably an alkyl group from the viewpoint of suppressing bridging aggregation.

[0267] The molecular weight of the alkyl group represented by R 1 is preferably 500 or less, more preferably 10 to 300, and further preferably 50 to 280. The alkyl group represented by R 1 is preferably a linear alkyl group having 1 to 20 carbon atoms or a branched alkyl group having 3 to 20 carbon atoms, and more preferably a linear or branched alkyl group having 4 to 18 carbon atoms.

[0268] The molecular weight of the aryl group represented by R 1 is preferably 500 or less, more preferably 70 to 400, and further preferably 70 to 350. The aryl group represented by R 1 is preferably 6 to 20 carbon atoms, and more preferably 6 to 12 carbon atoms.

[0269] m and n in formula (1) each independently represent an integer of 1 to 10.

[0270] m is preferably an integer of 1 to 4, more preferably an integer of 1 to 3, and further preferably 2 or 3.

[0271] n is preferably an integer of 1 to 4, more preferably an integer of 1 to 3, and further preferably 2 or 3.

[0272] The lower limit of n+m is preferably 2 or more, more preferably 3 or more, and even more preferably 4 or more. The upper limit is preferably 10 or less, and even more preferably 8 or less. n+m is preferably 6.

[0273] The pKa of the specific compound is preferably 0.5 to 4.0, and more preferably 1.0 to 3.0 from the viewpoint of storage stability. The lower limit is preferably 1.5 or more, and more preferably 2.0 or more. The upper limit is preferably 2.9 or less, and more preferably 2.8 or less. In the present specification, the pKa of the specific compound is a value measured by a neutralization titration method using sodium hydroxide.

[0274] The weight average molecular weight of the specific compound is preferably 1000 to 10000. The upper limit is preferably 8000 or less, and more preferably 4000 or less. The lower limit is preferably 1500 or more, and more preferably 2000 or more.

[0275] As specific examples of the specific compound, compounds P-1 to P-16 described in the Examples described later, and the like can be given.

[0276] In the curable composition of the present application, 10 to 40 parts by mass of the specific compound is preferably contained, and more preferably 15 to 38 parts by mass, and even more preferably 20 to 35 parts by mass, with respect to 100 parts by mass of the pigment.

[0277] The content of the specific compound in the total solid components of the curable composition is preferably 5 to 40 mass%. The upper limit is preferably 35 mass% or less, and more preferably 30 mass% or less. The lower limit is preferably 10 mass% or more, and more preferably 15 mass% or more.

[0278] The curable composition of the present application can contain only one specific compound, or can contain two or more specific compounds. When two or more specific compounds are contained, the total amount of the specific compounds is preferably within the above range. A part of the specific compound in the curable composition can be a salt.

[0279] << Resin >>

[0280] The curable composition of the present application can further contain a resin as a material other than the above-described specific compound. The resin is used, for example, in a purpose of dispersing a pigment or the like in the curable composition or a purpose of an adhesive. In addition, the resin used mainly for the purpose of dispersing a pigment or the like in the curable composition is also referred to as a dispersant. However, such a use of the resin is an example, and the resin can be used for a purpose other than such a use.

[0281] As the resin, for example, a (meth)acrylic resin, an epoxy resin, a (meth)acrylamide resin, an ene-thiol resin, a polycarbonate resin, a polyether resin, a polyarylate resin, a polysulfone resin, a polyethersulfone resin, a polyphenyl resin, a polyarylene ether phosphine oxide resin, a polyimide resin, a polyamide-imide resin, a polyolefin resin, a cyclic olefin resin, a polyester resin, a styrene resin, a silicone resin, and the like can be exemplified. Also, as the resin, the resin described in paragraphs 0091 to 0099 of International Publication No. 2022 / 065215, the block polyisocyanate resin described in Japanese Patent Application Publication No. 2016-222891, the resin described in Japanese Patent Application Publication No. 2020-122052, the resin described in Japanese Patent Application Publication No. 2020-111656, the resin described in Japanese Patent Application Publication No. 2020-139021, the resin described in Japanese Patent Application Publication No. 2017-138503 containing a structural unit having a ring structure in a main chain and a structural unit having a biphenyl group in a side chain, the resin described in paragraphs 0199 to 0233 of Japanese Patent Application Publication No. 2020-186373, the alkali-soluble resin described in Japanese Patent Application Publication No. 2020-186325, the resin represented by Formula 1 described in Korean Patent Publication No. 10-2020-0078339, the copolymer containing an epoxy group and an acid group described in International Publication No. 2022 / 030445, the resin described in Japanese Patent Application Publication No. 2018-135514, the copolymer described in Japanese Patent Application Publication No. 2020-041046, the resin described in Japanese Patent Application Publication No. 2023-033156, the resin described in Japanese Patent Application Publication No. 2023-030386, and the resin described in Japanese Patent Application Publication No. 2023-027753 can also be used.

[0282] The weight average molecular weight (Mw) of the resin is preferably 3000 to 2000000. The upper limit is preferably 1000000 or less, more preferably 500000 or less. The lower limit is preferably 4000 or more, more preferably 5000 or more.

[0283] As the resin, it is preferable to use a resin having an acid group. As the acid group, for example, a carboxyl group, a phosphoric acid group, a sulfonic acid group, a phenolic hydroxyl group, and the like can be exemplified.

[0284] The acid value of the resin having an acid group is preferably 30 to 500 mgKOH / g. The lower limit is more preferably 40 mgKOH / g or more, and particularly preferably 50 mgKOH / g or more. The upper limit is more preferably 400 mgKOH / g or less, further preferably 300 mgKOH / g or less, and particularly preferably 200 mgKOH / g or less. The weight average molecular weight (Mw) of the resin having an acid group is preferably 5,000 to 100,000, and more preferably 5,000 to 50,000. Also, the number average molecular weight (Mn) of the resin having an acid group is preferably 1,000 to 20,000.

[0285] The resin having an acid group preferably contains a repeating unit having an acid group in a side chain, and more preferably contains 5 to 70 mol% of a repeating unit having an acid group in a side chain among all the repeating units of the resin. The upper limit of the content of the repeating unit having an acid group in a side chain is preferably 50 mol% or less, and more preferably 30 mol% or less. The lower limit of the content of the repeating unit having an acid group in a side chain is preferably 10 mol% or more, and more preferably 20 mol% or more.

[0286] As for the resin having an acid group, the description of 0558 to 0571 of Japanese Patent Application Publication No. 2012-208494 (corresponding to 0685 to 0700 of U.S. Patent Application Publication No. 2012 / 0235099), the description of 0076 to 0099 of Japanese Patent Application Publication No. 2012-198408, and the like can be referred to, and these contents are incorporated into the present specification. Also, a commercially available product can be used as the resin having an acid group. Also, there is no particular limitation on the method of introducing an acid group into the resin, and for example, the method described in Japanese Patent No. 6349629 can be exemplified. Also, as the method of introducing an acid group into the resin, a method of introducing an acid group by reacting an acid anhydride with a hydroxyl group generated in the ring-opening reaction of an epoxy group can be exemplified.

[0287] As the resin, a resin having a basic group can also be used. The resin having a basic group preferably is a resin containing a repeating unit having a basic group in a side chain, and more preferably is a copolymer having a repeating unit having a basic group in a side chain and a repeating unit not containing a basic group, and further preferably is a block copolymer having a repeating unit having a basic group in a side chain and a repeating unit not containing a basic group. The resin having a basic group can also be used as a dispersant. The amine value of the resin having a basic group is preferably 5 to 300 mgKOH / g. The lower limit is preferably 10 mgKOH / g or more, and more preferably 20 mgKOH / g or more. The upper limit is preferably 200 mgKOH / g or less, and more preferably 100 mgKOH / g or less.

[0288] As a commercially available product of the resin having a basic group, DISPERBYK-161, 162, 163, 164, 166, 167, 168, 174, 182, 183, 184, 185, 2000, 2001, 2050, 2150, 2163, 2164, BYK-LPN6919 (manufactured by BYK Chemie), SOLSPERSE 11200, 13240, 13650, 13940, 24000, 26000, 28000, 32000, 32500, 32550, 32600, 33000, 34750, 35100, 35200, 37500, 38500, 39000, 53095, 56000, 7100 (manufactured by Lubrizol Japan Ltd.), Efka PX 4300, 4330, 4046, 4060, 4080 (manufactured by BASF), and the like can be exemplified. Also, the resin having a basic group can use the block copolymer (B) described in paragraphs 0063 to 0112 of Japanese Patent Application Publication No. 2014-219665, the block copolymer A1 described in paragraphs 0046 to 0076 of Japanese Patent Application Publication No. 2018-156021, the vinyl resin having a basic group described in paragraphs 0150 to 0153 of Japanese Patent Application Publication No. 2019-184763, which are incorporated into the present specification.

[0289] The resin is also preferably a resin having an acid group and a resin having a basic group. According to this mode, the storage stability of the curable composition can be further improved. When the resin having an acid group and the resin having a basic group are used in combination, the content of the resin having a basic group is preferably 20 to 500 parts by mass, more preferably 30 to 300 parts by mass, and further preferably 50 to 200 parts by mass, with respect to 100 parts by mass of the resin having an acid group.

[0290] The resin is also preferably a resin having an aromatic carboxyl group. In the resin having an aromatic carboxyl group, the aromatic carboxyl group can be included in the main chain of the repeating unit or can be included in the side chain of the repeating unit. The aromatic carboxyl group is preferably included in the main chain of the repeating unit. In the present specification, the aromatic carboxyl group refers to a group having a structure in which one or more carboxyl groups are bonded to an aromatic ring. In the aromatic carboxyl group, the number of carboxyl groups bonded to the aromatic ring is preferably one to four, and more preferably one to two. As the resin having an aromatic carboxyl group, the resin described in paragraphs 0082 to 0107 of International Publication No. 2021 / 166858 can be exemplified.

[0291] As the resin, at least one selected from the group consisting of a graft polymer, a star polymer, a block copolymer, and a resin in which at least one end of a polymer chain is sealed with an acid group is preferably used. Such a resin can be preferably used as a dispersant.

[0292] As the graft polymer, a resin containing a repeating unit having a graft chain can be exemplified. As the graft chain, a graft chain containing at least one structure selected from the group consisting of a polyester structure, a polyether structure, a polystyrene structure, and a poly(meth)acrylic acid structure can be exemplified. As the end structure of the graft chain, there is no particular limitation. It can be a hydrogen atom, or a substituent. As the substituent, an alkyl group, an alkoxy group, an alkyl sulfide group, and the like can be exemplified. Among them, from the viewpoint of improving the dispersibility of the pigment, a group having a steric hindrance effect is preferable, and an alkyl group or an alkoxy group having 5 to 30 carbon atoms is more preferable. The alkyl group and the alkoxy group can be any one of a linear shape, a branched shape, and a cyclic shape, and a linear shape or a branched shape is preferable.

[0293] As specific examples of the graft polymer, the resins described in paragraphs 0025 to 0094 of Japanese Patent Application Publication No. 2012-255128, paragraphs 0022 to 0097 of Japanese Patent Application Publication No. 2009-203462, and paragraphs 0102 to 0166 of Japanese Patent Application Publication No. 2012-255128 can be exemplified.

[0294] As the star polymer, a resin having a structure in which a plurality of polymer chains are bonded to a core portion can be exemplified. As specific examples of the star polymer, the high molecular compounds C-1 to C-31 described in paragraphs 0196 to 0209 of Japanese Patent Application Publication No. 2013-043962, and the like can be exemplified.

[0295] As the block copolymer, a block copolymer having a block of a polymer containing a repeating unit of an acid group or a basic group (hereinafter, also referred to as block A) and a block of a polymer containing a repeating unit not containing an acid group and a basic group (hereinafter, also referred to as block B) is preferable. The block copolymer can also use the block copolymer (B) described in paragraphs 0063 to 0112 of Japanese Patent Application Publication No. 2014-219665, and the block copolymer Al described in paragraphs 0046 to 0076 of Japanese Patent Application Publication No. 2018-156021, which are incorporated into the present specification.

[0296] As the resin in which at least one end of a polymer chain is sealed with an acid group, a resin containing a structure in which at least one end of a polymer chain containing at least one structure selected from the group consisting of a polyester structure, a polyether structure, and a poly(meth)acrylic acid structure is sealed with an acid group can be exemplified. As the acid group sealing the end of the polymer chain, a carboxyl group, a sulfonic acid group, and a phosphoric acid group can be exemplified.

[0297] As the dispersant, an acidic dispersant (acidic resin) and a basic dispersant (basic resin) can be exemplified. The acidic dispersant (acidic resin) means a resin in which the amount of acid groups is larger than the amount of basic groups. As the acidic dispersant (acidic resin), a resin in which the amount of acid groups is 70 mol% or more, when the total amount of the amount of acid groups and the amount of basic groups is 100 mol%, is preferable. The acid groups of the acidic dispersant (acidic resin) are preferably carboxyl groups. The acid value of the acidic dispersant (acidic resin) is preferably 10 to 105 mgKOH / g. Further, the basic dispersant (basic resin) means a resin in which the amount of basic groups is larger than the amount of acid groups. As the basic dispersant (basic resin), a resin in which the amount of basic groups is more than 50 mol%, when the total amount of the amount of acid groups and the amount of basic groups is 100 mol%, is preferable. The basic groups of the basic dispersant are preferably amino groups.

[0298] The dispersant can also be obtained as a commercial product, and as specific examples thereof, Disperbyk series (for example, Disperbyk-111, 161, 2001, and the like) manufactured by BYK Chemie Co., Ltd., SOLSPERSE series (for example, SOLSPERSE 20000, 76500, and the like) manufactured by Lubrizol Japan Ltd., AJISPER series manufactured by Ajinomoto Fine-Techno Co., Inc., A208F (manufactured by DKS Co., Ltd.), H-3606 (manufactured by DKS Co., Ltd.), SANDET ET (manufactured by SANYO KASEI CO., LTD.), and the like can be exemplified. Further, the products described in paragraph 0129 of Japanese Patent Application Publication No. 2012-137564, the products described in paragraph 0235 of Japanese Patent Application Publication No. 2017-194662 can also be used as the dispersant.

[0299] The content of the resin in the total solid components of the curable composition is preferably 30% by mass or less, more preferably 20% by mass or less, and further preferably 15% by mass or less.

[0300] The total content of the resin and the above-mentioned specific compound in the total solid components of the curable composition is preferably 10 to 40% by mass. The upper limit is preferably 35% by mass or less, and more preferably 30% by mass or less. The lower limit is preferably 15% by mass or more, and more preferably 20% by mass or more.

[0301] The curable composition of the present application can contain only one kind of resin, or can contain two or more kinds of resins. When two or more kinds of resins are contained, their total amount is preferably within the above-mentioned range.

[0302] <<Solvent>>

[0303] The curable composition of the present application preferably contains a solvent. As the solvent, an organic solvent can be exemplified. The kind of the solvent is not particularly limited as long as the solubility of each component or the coatability of the curable composition is satisfied. As the organic solvent, an ester-based solvent, a ketone-based solvent, an alcohol-based solvent, an amide-based solvent, an ether-based solvent, a hydrocarbon-based solvent, and the like can be exemplified. As to the details of these, reference can be made to paragraph 0223 of International Publication No. 2015 / 166779, which is incorporated into the present specification. Also, a cyclic alkyl-substituted ester-based solvent, a cyclic alkyl-substituted ketone-based solvent can be preferably used. As specific examples of the organic solvent, polyethylene glycol monomethyl ether, dichloromethane, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl cellosolve acetate, ethyl lactate, diethylene glycol dimethyl ether, butyl acetate, methyl 3-methoxypropionate, 2-heptanone, 2-pentanone, 3-pentanone, 4-heptanone, cyclohexanone, 2-methylcyclohexanone, 3-methylcyclohexanone, 4-methylcyclohexanone, cycloheptanone, cyclooctanone, cyclohexyl acetate, cyclopentanone, ethyl carbitol acetate, butyl carbitol acetate, propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate, 3-methoxy-N,N-dimethylpropanamide, 3-butoxy-N,N-dimethylpropanamide, propylene glycol diacetate, 3-methoxybutanol, methyl ethyl ketone, γ-butyrolactone, sulfolane, anisole, 1,4-diacetyloxybutane, diethylene glycol monoethyl ether acetate, butane-1,3-diyl diacetate, dipropylene glycol methyl ether acetate, diacetone alcohol (as an alias, bisacetyl alcohol, 4-hydroxy-4-methyl-2-pentanone), 2-methoxypropyl acetate, 2-methoxy-1-propanol, isopropyl alcohol, and the like can be exemplified. Among these, sometimes it is preferable to reduce aromatic hydrocarbons (benzene, toluene, xylene, ethylbenzene, and the like) as the organic solvent from the environmental aspect or the like (for example, it can be set to 50 parts per million (ppm) by mass or less, it can be set to 10 ppm by mass or less, it can be set to 1 ppm by mass or less, with respect to the total amount of the organic solvent).

[0304] The metal content of the organic solvent is preferably small. The metal content of the organic solvent is preferably 10 parts per billion (ppb) by mass or less, for example. As needed, an organic solvent at the level of parts per trillion (ppt) by mass can be used, such an organic solvent being provided by Toyo Gosei Co., Ltd. (Chemical Industry Daily, November 13, 2015).

[0305] As a method for removing metal and the like as impurities from the organic solvent, for example, distillation (molecular distillation or thin film distillation, etc.) or filtration using a filter can be exemplified. As the filter pore diameter of the filter used in the filtration, 10 μm or less, more preferably 5 μm or less, and further preferably 3 μm or less is preferred. The material of the filter is preferably polytetrafluoroethylene, polyethylene, or nylon.

[0306] The organic solvent can contain isomers (compounds having the same number of atoms but different structures). Also, it can contain only one isomer, or it can contain a plurality of isomers.

[0307] The content of peroxide in the organic solvent is preferably 0.8 mmol / L or less, and more preferably substantially free of peroxide.

[0308] The content of the solvent in the curable composition is preferably 10 to 95% by mass, more preferably 20 to 90% by mass, and further preferably 30 to 90% by mass.

[0309] Further, from the viewpoint of environmental regulation, the curable composition of the present application is preferably substantially free of environmentally regulated substances. In addition, in the present application, substantially free of environmentally regulated substances means that the content of environmentally regulated substances in the curable composition is 50 ppm by mass or less, preferably 30 ppm by mass or less, further preferably 10 ppm by mass or less, and particularly preferably 1 ppm by mass or less. Examples of environmentally regulated substances include benzene; alkylbenzenes such as toluene and xylene; halogenated benzenes such as chlorobenzene; and the like. These are registered as environmentally regulated substances based on the REACH (Registration Evaluation Authorization and Restriction of Chemicals), the PRTR (Pollutant Release and Transfer Register) law, the VOC (Volatile Organic Compounds) regulation, and the like, and the amount of use and the method of operation are strictly regulated. In the use of each component and the like in the production of the curable composition, these compounds are sometimes used as a solvent, and sometimes mixed into the curable composition as a residual solvent. From the viewpoint of safety to humans and environmental protection, it is preferable to reduce these substances as much as possible. As a method of reducing environmentally regulated substances, a method can be exemplified in which heating or reduced pressure is performed in a system so as to be equal to or higher than the boiling point of the environmentally regulated substance, and the environmentally regulated substance is distilled and removed from the system so as to be reduced. Further, when a small amount of the environmentally regulated substance is distilled and removed, it is also useful to make it azeotrope with a solvent having the same boiling point as the solvent in order to improve efficiency. Further, when a compound having radical polymerizability is contained, in order to suppress radical polymerization reaction in the reduced pressure distillation removal, it can be distilled and removed under reduced pressure after adding a polymerization inhibitor or the like. These distillation removal methods can be performed at any one of the stage of the raw material, the stage of a product (for example, a resin solution after polymerization or a polyfunctional monomer solution) produced by reacting the raw material, or the stage of a curable composition produced by mixing these compounds.

[0310] < Polyalkylene imine >

[0311] The curable composition of the present application can also contain a polyalkylene imine. The polyalkylene imine can be used, for example, as a dispersing aid for pigments. The dispersing aid refers to a raw material for improving the dispersibility of a colorant such as a pigment in a curable composition. The polyalkylene imine refers to a polymer produced by ring-opening polymerization of an alkylene imine. The polyalkylene imine is preferably a polymer having a branched structure including a primary amino group, a secondary amino group, and a tertiary amino group, respectively. The number of carbon atoms of the alkylene imine is preferably 2 to 6, more preferably 2 to 4, further preferably 2 or 3, and particularly preferably 2.

[0312] 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, further preferably 10,000 or less, and particularly preferably 2,000 or less. In addition, the value of the molecular weight of the polyalkylene imine is the value calculated from the structural formula when the molecular weight can be calculated from the structural formula. On the other hand, when the molecular weight of the specific amine compound cannot be calculated from the structural formula or is difficult to calculate, the value of the number average molecular weight determined by the boiling point elevation method is used. Also, when it is not possible or difficult to determine by the boiling point elevation method, the value of the number average molecular weight determined by the viscosity method is used. Also, when it is not possible or difficult to determine by the viscosity method, the value of the number average molecular weight determined by the GPC (gel permeation chromatography) method in terms of a polystyrene conversion value is used.

[0313] The amine value of the polyalkylene imine is preferably 5 mmol / g or more, more preferably 10 mmol / g or more, and further preferably 15 mmol / g or more.

[0314] As specific examples of the alkylene imine, ethylene imine, propylene imine, 1,2-butylene imine, 2,3-butylene imine, and the like can be given, and ethylene imine or propylene imine is preferred, and ethylene imine is more preferred. The polyalkylene imine is preferably a polyethylene imine. Also, the polyethylene imine preferably contains 10 mol% or more of primary amines, more preferably 20 mol% or more, and further preferably 30 mol% or more, with respect to the total of primary amines, secondary amines, and tertiary amines. As a commercial product of the polyethylene imine, Epomin SP-003, SP-006, SP-012, SP-018, SP-200, P-1000 (manufactured by NIPPON SHOKUBAI CO., LTD.), and the like can be given.

[0315] The content of the polyalkylene imine in the total solid component of the curable composition is preferably 0.1 to 5 mass%. The lower limit is preferably 0.2 mass% or more, more preferably 0.5 mass% or more, and further preferably 1 mass% or more. The upper limit is preferably 4.5 mass% or less, more preferably 4 mass% or less, and further preferably 3 mass% or less. Also, with respect to 100 mass parts of the pigment, the content of the polyalkylene imine is preferably 0.5 to 20 mass parts. The lower limit is preferably 0.6 mass parts or more, more preferably 1 mass part or more, and further preferably 2 mass parts or more. The upper limit is preferably 10 mass parts or less, and more preferably 8 mass parts or less. The polyalkylene imine can be used only one kind, or two or more kinds can be used. When two or more kinds are used, the total amount of them is preferably within the above range.

[0316] <<Thermal crosslinking agent>>

[0317] The curable composition of the present application can contain a thermal crosslinking agent as a component other than the above-mentioned resin and polymerizable compound. As the thermal crosslinking agent, a compound having a cyclic ether group can be exemplified. As the cyclic ether group, an epoxy group, an oxetanyl group, and the like can be exemplified. The epoxy group can be an alicyclic epoxy group. In addition, the alicyclic epoxy group refers to a monovalent functional group having a cyclic structure formed by fusing an epoxy ring and a saturated hydrocarbon ring. The compound having a cyclic ether group is preferably a compound having an epoxy group (hereinafter, also referred to as an epoxy compound). As the epoxy compound, a compound having one or more epoxy groups in one molecule can be exemplified, and a compound having two or more epoxy groups is preferable. The epoxy compound is preferably a compound having one to 100 epoxy groups in one molecule. The upper limit of the epoxy groups contained in the epoxy compound can be, for example, 10 or less, or 5 or less. The lower limit of the epoxy groups contained in the epoxy compound is preferably two or more. As the epoxy compound, the compounds described in paragraphs 0034 to 0036 of Japanese Patent Application Publication No. 2013-011869, paragraphs 0147 to 0156 of Japanese Patent Application Publication No. 2014-043556, paragraphs 0085 to 0092 of Japanese Patent Application Publication No. 2014-089408, and the compound described in Japanese Patent Application Publication No. 2017-179172 can also be used.

[0318] The compound having a cyclic ether group can be a low molecular compound (for example, a molecular weight of less than 2000, and a molecular weight of less than 1000), or a macromolecule (for example, a molecular weight of 1000 or more, and in the case of a polymer, a weight average molecular weight of 1000 or more). The weight average molecular weight of the compound having a cyclic ether group is preferably 200 to 100,000, and more preferably 500 to 50,000. The upper limit of the weight average molecular weight is further preferably 10,000 or less, and particularly preferably 5,000 or less, and more further preferably 3,000 or less.

[0319] As a commercial product of the compound having a cyclic ether group, for example, EHPE3150 (manufactured by Daicel Corporation), EPICLON N-695 (manufactured by DIC CORPORATION), Marproof G-0150M, G-0105SA, G-0130SP, G-0250SP, G-1005S, G-1005SA, G-1010S, G-2050M, G-01100, G-01758 (all of which are manufactured by NOF CORPORATION, and contain an epoxy group-containing polymer), and the like can be exemplified. Also, as the compound having a cyclic ether group, the compounds described in the Examples described later can also be used.

[0320] The content of the thermal crosslinking agent in the total solid components of the curable composition is preferably 0.1 to 20 mass%. The lower limit is preferably, for example, 0.5 mass% or more, further preferably 1 mass% or more. The upper limit is preferably, for example, 15 mass% or less, further preferably 10 mass% or less. The thermal crosslinking agent can be used singly or two or more kinds can be used. When two or more kinds are used, the total amount thereof is preferably within the above range.

[0321] <<Ultraviolet absorber>>

[0322] The curable composition of the present application can contain an ultraviolet absorber. As the ultraviolet absorber, a conjugated diene compound, an amino diene compound, a salicylate compound, a benzophenone compound, a benzotriazole compound, an acrylonitrile compound, a hydroxyphenyltriazine compound, an indole compound, a triazine compound, a dibenzoyl compound, and the like can be exemplified. As specific examples of such compounds, the compounds described in paragraph 0179 of International Publication No. 2022 / 085485, the reactive triazine ultraviolet absorber described in Japanese Patent Application Publication No. 2021-178918, the ultraviolet absorber described in Japanese Patent Application Publication No. 2022-007884, the compound described in Korean Patent Publication No. 10-2022-0014454, and the compound described in Japanese Patent Application Publication No. 2023-013321 can also be used. The content of the ultraviolet absorber in the total solid components of the curable composition is preferably 0.01 to 10 mass%, more preferably 0.01 to 5 mass%. In the present application, the ultraviolet absorber can be used singly or two or more kinds can be used. When two or more kinds are used, the total amount thereof is preferably within the above range.

[0323] <<Polymerization inhibitor>>

[0324] The curable composition of the present application can contain a polymerization inhibitor. As the polymerization inhibitor, hydroquinone, p-methoxyphenol, di-tert-butyl-p-cresol, pyrogallol, tert-butylpyrogallol, benzoquinone, 4,4'-thiobis(3-methyl-6-tert-butylphenol), 2,2'-methylenebis(4-methyl-6-tert-butylphenol), N-nitrosophenylhydroxylamine salt (ammonium salt, cerium salt, and the like) can be exemplified. Among them, p-methoxyphenol is preferred. The content of the polymerization inhibitor in the total solid components of the curable composition is preferably 0.0001 to 5 mass%. The polymerization inhibitor can be one kind or two or more kinds. In the case of two or more kinds, the total amount thereof is preferably within the above range.

[0325] <<Silane coupling agent>>

[0326] The curable composition of the present application can contain a silane coupling agent. As the silane coupling agent, a silane compound having a hydrolyzable group can be cited, and preferably a silane compound having a hydrolyzable group and a functional group other than the same. The hydrolyzable group refers to a substituent directly bonded to a silicon atom and capable of generating a siloxane bond through at least either of a hydrolysis reaction and a condensation reaction. As the hydrolyzable group, for example, a halogen atom, an alkoxy group, an acyloxy group, and the like can be cited, and preferably an alkoxy group. That is, the silane coupling agent is preferably a compound having an alkoxy silane group. Also, as the functional group other than the hydrolyzable group, for example, a vinyl group, a (methyl)allyl group, a (methyl)acryloyl group, a mercapto group, an epoxy group, an oxetanyl group, an amino group, a ureido group, a thioether group, an isocyanate group, a phenyl group, and the like can be cited, and preferably an amino group, a (methyl)acryloyl group, and an epoxy group. As specific examples of the silane coupling agent, the compounds described in paragraph 0177 of International Publication No. 2022 / 085485 and the compounds described in Japanese Patent Application Publication No. 2019-183020 can be cited. The content of the silane coupling agent in the total solid content of the curable composition is preferably 0.01 to 15.0% by mass, and more preferably 0.05 to 10.0% by mass. The silane coupling agent can be only one, or two or more. In the case of two or more, the total amount is preferably within the above range.

[0327] <<Surfactant>>

[0328] The curable composition of the present application can contain a surfactant. As the surfactant, various surfactants such as a fluorine-based surfactant, a nonionic surfactant, a cationic surfactant, an anionic surfactant, a silicone-based surfactant, and the like can be used. The surfactant is preferably a silicone-based surfactant or a fluorine-based surfactant, and more preferably a silicone-based surfactant. As for the surfactant, the surfactants described in paragraphs 0238 to 0245 of International Publication No. 2015 / 166779 can be referred to, which are incorporated into the present specification.

[0329] As the fluorine-based surfactant, the compounds described in paragraphs 0167 to 0173 of International Publication No. 2022 / 085485 can be used.

[0330] As the nonionic surfactant, the compounds described in paragraph 0174 of International Publication No. 2022 / 085485 can be cited.

[0331] As the silicone-based surfactant, DOWSIL SH8400, SH8400 FLUID, FZ-2122, 67 Additive, 74 Additive, M Additive, SF 8419 OIL (manufactured by Dow Toray Co., Ltd.), TSF-4300, TSF-4445, TSF-4460, TSF-4452 (manufactured by Momentive Performance Materials Inc.), KP-341, KF-6000, KF-6001, KF-6002, KF-6003 (manufactured by Shin-Etsu Chemical Co., Ltd.), BYK-307, BYK-322, BYK-323, BYK-330, BYK-333, BYK-3760, BYK-UV3510 (manufactured by BYK Chemie Co.), and the like can be listed. A compound having the following structure can also be used as the silicone-based surfactant.

[0332] [Chemical Formula 16]

[0333]

[0334] The content of the surfactant in the total solid components of the curable composition is preferably 0.001 to 5.0% by mass, more preferably 0.005 to 3.0% by mass. The surfactant can be only one kind, or two or more kinds. In the case of two or more kinds, the total amount is preferably within the above range.

[0335] <<Antioxidant>>

[0336] The curable composition of the present application can contain an antioxidant. As the antioxidant, a phenol compound, a phosphite compound, a sulfide compound, or the like can be exemplified. As the phenol compound, any phenol compound known as a phenol-based antioxidant can be used. As the preferred phenol compound, a hindered phenol compound can be exemplified. A compound having a substituent at a position adjacent to a phenolic hydroxyl group (ortho position) is preferred. As the substituent, a substituted or unsubstituted alkyl group having 1 to 22 carbon atoms is preferred. Also, the antioxidant is preferably a compound having a phenol group and a phosphite group in the same molecule. Also, a phosphorus-based antioxidant can be preferably used as the antioxidant. As the phosphorus-based antioxidant, tris[2-[[2,4,8,10-tetra(1,1-dimethylethyl)dibenzo[d,f][1,3,2]dioxaphosphepin-6-yl]oxy]ethyl]amine, tris[2-[ (4,6,9,11-tetra-tert-butyl-dibenzo[d,f][1,3,2]dioxaphosphepin-2-yl)oxy]ethyl]amine, bis(2,4-di-tert-butyl-6-methylphenyl)phosphorous acid ethyl ester, or the like can be exemplified. As the commercially available product of the antioxidant, 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, Adekastab AO-330 (manufactured by ADEKA CORPORATION), or the like can be exemplified. Also, the antioxidant can use the compound described in paragraphs 0023 to 0048 of Japanese Patent No. 6268967, the compound described in International Publication No. 2017 / 006600, the compound described in International Publication No. 2017 / 164024, the compound described in Korean Publication Patent No. 10-2019-0059371. The content of the antioxidant in the total solid content of the curable composition is preferably 0.01 to 20% by mass, and more preferably 0.3 to 15% by mass. The antioxidant can be used singly or two or more kinds can be used. When two or more kinds are used, the total amount is preferably within the above range.

[0337] <<Other Components>>

[0338] The curable composition of the present application can contain, as needed, a sensitizer, a plasticizer, and other auxiliary agents (for example, electrically conductive particles, a filler, an antifoaming agent, a flame retardant, a leveling agent, a peeling promoter, a perfume, a surface tension modifier, a chain transfer agent, and the like). By appropriately containing these components, it is possible to adjust properties such as film physical properties. These components can use the compounds described in paragraph 0182 of International Publication No. 2022 / 085485. Also, the chain transfer agent can use the mercaptan compound described in Japanese Patent Application Publication No. 2020-109068.

[0339] In order to adjust the refractive index of the obtained film, the curable composition of the present application can contain a metal oxide. As the metal oxide, TiO2, ZrO2, Al2O3, SiO2, and the like can be listed. The primary particle diameter of the metal oxide is preferably 1 to 100 nm, more preferably 3 to 70 nm, and further preferably 5 to 50 nm. The metal oxide can have a core-shell structure. Also, in this case, the core portion can be hollow.

[0340] The curable composition of the present application can contain a light resistance improver. As the light resistance improver, the compounds described in paragraph 0183 of International Publication No. 2022 / 085485 can be listed.

[0341] The curable composition of the present application is preferably substantially free of terephthalate. Here, "substantially free of" means that the content of terephthalate is 1000 mass ppb or less, more preferably 100 mass ppb or less, and particularly preferably zero, in the total amount of the curable composition.

[0342] From the viewpoint of environmental regulation, the content of melamine in the curable composition of the present application is preferably 10000 mass ppm or less.

[0343] The free metal content of the curable composition of the present application is preferably 100 ppm or less, and more preferably 50 ppm or less. Also, the free halogen content is preferably 100 ppm or less, and more preferably 50 ppm or less. As a method for reducing the free metal or the free halogen in the curable composition, methods such as washing based on ion-exchanged water, filtration, ultrafiltration, purification based on ion-exchange resin, and the like can be listed.

[0344] From the viewpoint of environmental regulation, sometimes the use of perfluoroalkylsulfonic acids and salts thereof and perfluoroalkylcarboxylic acids and salts thereof is regulated. In the curable composition of the present application, when the content of the above-mentioned compounds is reduced, the content of perfluoroalkylsulfonic acids (particularly, perfluoroalkylsulfonic acids having 6 to 8 carbon atoms in the perfluoroalkyl group) and salts thereof and perfluoroalkylcarboxylic acids (particularly, perfluoroalkylcarboxylic acids having 6 to 8 carbon atoms in the perfluoroalkyl group) and salts thereof, relative to the total solid content of the curable composition, is preferably in the range of 0.01 ppb to 1,000 ppb, more preferably in the range of 0.05 ppb to 500 ppb, and further preferably in the range of 0.1 ppb to 300 ppb. The curable composition of the present application can also be substantially free of perfluoroalkylsulfonic acids and salts thereof and perfluoroalkylcarboxylic acids and salts thereof. For example, the curable composition substantially free of perfluoroalkylsulfonic acids and salts thereof and perfluoroalkylcarboxylic acids and salts thereof can be selected by using compounds that can be a substitute for perfluoroalkylsulfonic acids and salts thereof and compounds that can be a substitute for perfluoroalkylcarboxylic acids and salts thereof. As the compounds that can be a substitute for the regulated compounds, for example, compounds that are excluded from the regulated objects due to the difference in the number of carbon atoms in the perfluoroalkyl group can be cited. The above-mentioned does not hinder the use of perfluoroalkylsulfonic acids and salts thereof and perfluoroalkylcarboxylic acids and salts thereof. The curable composition of the present application can also contain perfluoroalkylsulfonic acids and salts thereof and perfluoroalkylcarboxylic acids and salts thereof within the maximum allowable range.

[0345] From the viewpoint of environmental regulation, sometimes the use of fluorine-containing compounds is regulated. When the content of the fluorine-containing compound in the curable composition is reduced, the content of the fluorine-containing compound in the curable composition is preferably 5% by mass or less, more preferably 1% by mass or less, and further preferably 0.1% by mass or less. The curable composition can be substantially free of the fluorine-containing compound.

[0346] The water content of the curable composition of the present application is generally 3% by mass or less, preferably in the range of 0.01 to 1.5% by mass, and more preferably in the range of 0.1 to 1.0% by mass. The water content can be measured by the Karl-Fischer method.

[0347] The curable composition of the present application can be used after adjusting the viscosity for the purpose of adjusting the film surface shape (flatness, etc.), adjusting the film thickness, and the like. The value of the viscosity can be appropriately selected as needed, for example, preferably in the range of 0.3 mPa-s to 50 mPa-s, and more preferably in the range of 0.5 mPa-s to 20 mPa-s at 25°C. As the method for measuring the viscosity, for example, a cone-plate type viscometer can be used to measure at a temperature adjusted to 25°C.

[0348] <<Receptacle>>

[0349] As a storage container of the present curable composition, there is no particular limitation, and a publicly known storage container can be used. Also, as the storage container, the container described in paragraph 0187 of International Publication No. 2022 / 085485 can be used.

[0350] <Method for producing curable composition>

[0351] The curable composition of the present application can be produced by mixing the components. In producing the curable composition, all the components can be simultaneously dissolved and / or dispersed in a solvent to produce the curable composition, or the components can be appropriately produced as two or more solutions or dispersions as needed, and these can be mixed at the time of use (at the time of coating) to produce the curable composition.

[0352] Also, in producing the curable composition, a procedure for dispersing the pigment is preferably included. As a mechanical force for dispersing the pigment in the procedure for dispersing the pigment, compression, pressing, impact, shear, cavitation, and the like can be listed. As specific examples of these procedures, a bead mill, a sand mill, a roll mill, a ball mill, a paint shaker, a microfluidizer, a high-speed impeller, a sand mill, a flowjet mixer, high-pressure wet-type microparticulation, ultrasonic dispersion, and the like can be listed. Also, in the pulverization of the pigment in the sand mill (bead mill), it is preferable to perform the treatment under conditions in which the pulverization efficiency is improved by using small-diameter beads, increasing the filling rate of the beads, and the like. Also, it is preferable to remove coarse particles by filtration, centrifugal separation, or the like after the pulverization treatment. Also, the procedure for dispersing the pigment and the dispersing machine can preferably use the procedure and the dispersing machine described in "Dispersion Technology Complete Set, published by JOHOKIKO CO., LTD., July 15, 2005", or "Practical Comprehensive Data Set of Dispersion Technology and Industrial Application Center for Suspensions (Solid / Liquid Dispersion Systems), published by Business Development Center Publishing Department, October 10, 1978", or paragraph 0022 of Japanese Patent Application Publication No. 2015-157893. Also, in the procedure for dispersing the pigment, a fine particle refinement treatment can be performed by a salt milling process. The materials, equipment, treatment conditions, and the like used in the salt milling process can be referred to, for example, the descriptions of Japanese Patent Application Publication No. 2015-194521 and Japanese Patent Application Publication No. 2012-046629. As the material of the beads used in the dispersion, zirconium dioxide, agate, quartz, titanium dioxide, tungsten carbide, silicon nitride, aluminum oxide, stainless steel, and glass can be listed. Also, beads of an inorganic compound having a Mohs hardness of 2 or more can be used. The curable composition can include 1 to 10,000 ppm of the above-described beads.

[0353] When the curable composition is prepared, it is preferable to filter the curable composition with a filter for the purpose of removing foreign matter or reducing defects, and the like. As the kind of filter used in the filtration and the filtration method, the filter and the filtration method described in paragraphs 0196 to 0199 of International Publication No. 2022 / 085485 can be cited.

[0354] <Membrane>

[0355] The membrane of the present application is a membrane obtained from the curable composition of the present application described above. The membrane of the present application can be used for optical filters such as color filters, infrared transmitting filters, and infrared cut filters.

[0356] The film thickness of the membrane of the present application can be appropriately adjusted according to the purpose. For example, the film thickness is preferably 20 μm or less, more preferably 10 μm or less, and further preferably 5 μm or less. The lower limit of the film thickness is preferably 0.1 μm or more, more preferably 0.2 μm or more, and further preferably 0.3 μm or more.

[0357] When the membrane of the present application is used as a color filter, the membrane of the present application preferably has a green, red, blue, cyan, magenta, or yellow color tone, more preferably has a green, red, or blue color tone, and further preferably has a green or red color tone. Also, the membrane of the present application can be preferably used as a colored pixel of a color filter. As the colored pixel, red pixels, green pixels, blue pixels, magenta pixels, cyan pixels, yellow pixels, and the like can be cited, and green pixels, red pixels, or blue pixels are preferable, and green pixels or red pixels are more preferable.

[0358] <Method for manufacturing a membrane>

[0359] Next, the method for manufacturing the membrane of the present application will be described. The membrane of the present application can be manufactured by a process of coating the curable composition of the present application. In the method for manufacturing the membrane, a process of forming a pattern (pixel) is preferably further included. As the method for forming a pattern (pixel), photolithography is preferable. By forming a pattern using the curable composition of the present application and by photolithography, the generation of development residue can be further suppressed.

[0360] The pattern formation based on photolithography is preferably includes a process of forming a composition layer on a support using the composition of the present application, a process of exposing the composition layer into a pattern shape, and a process of developing and removing the unexposed portion of the composition layer to form a pattern (pixel). As needed, a process of baking the composition layer (pre-baking process) and a process of baking the developed pattern (pixel) (post-baking process) can be provided.

[0361] In the process of forming the composition layer, the curable composition of the present application is used to form a composition layer on a support. There is no particular limitation on the support, and it can be appropriately selected depending on the use. For example, a glass substrate, a silicon substrate, or the like can be mentioned, and a silicon substrate is preferred. Also, a charge-coupled device (CCD), a complementary metal-oxide semiconductor (CMOS), a transparent conductive film, or the like can be formed on the silicon substrate. Also, a black matrix that separates each pixel can sometimes be formed on the silicon substrate. Also, a base layer can be provided on the silicon substrate in order to improve adhesion to an upper layer, prevent diffusion of a substance, or planarize the surface of the substrate. The surface contact angle of the base layer is preferably 20 to 70° when measured with diiodomethane. Also, it is preferably 30 to 80° when measured with water.

[0362] As the coating method of the curable composition, a publicly known method can be used. For example, a drop casting method; a slit coating method; a spray method; a roll coating method; a spin coating method (spin coating); a flow coating method; a slit spin coating method; a pre-wetting method (for example, the method described in Japanese Patent Application Publication No. 2009-145395); various printing methods such as inkjet (for example, an on-demand method, a piezoelectric method, a thermal method), a discharge-type printing, a flexographic printing, a screen printing, a gravure printing, an offset printing, a metal mask printing, and the like; a transfer method using a mold or the like; a nanoimprint method, and the like can be mentioned. Also, the coating method described in paragraph 0207 of International Publication No. 2022 / 085485 can be used.

[0363] The composition layer formed on the support can be dried (pre-baking). When a film is produced by a low-temperature process, pre-baking can not be performed. When pre-baking is performed, the pre-baking temperature is preferably 150°C or lower, more preferably 120°C or lower, and further preferably 110°C or lower. The lower limit can be, for example, 50°C or higher, or 80°C or higher. The pre-baking time is preferably 10 to 300 seconds, more preferably 40 to 250 seconds, and further preferably 80 to 220 seconds. Pre-baking can be performed using a hot plate, an oven, or the like.

[0364] Next, the composition layer is exposed to form a pattern (exposure process). For example, using a stepper exposure machine or a scanner exposure machine, or the like, the composition layer is exposed through a mask having a prescribed mask pattern, whereby it can be exposed to form a pattern. Thereby, the exposed portion can be cured.

[0365] As the radiation (light) that can be used at the time of exposure, g-rays, i-rays, and the like can be given. Also, light having a wavelength of 300 nm or less (preferably light having a wavelength of 180 to 300 nm) can be used. As the light having a wavelength of 300 nm or less, KrF rays (wavelength 248 nm), ArF rays (wavelength 193 nm), and the like can be given, and KrF rays (wavelength 248 nm) are preferable. Also, a light source of a long wave of 300 nm or more can be used.

[0366] Also, at the time of exposure, the light can be continuously irradiated to perform exposure, or the light can be pulse-irradiated to perform exposure (pulse exposure). In addition, pulse exposure refers to an exposure method in which the irradiation and stoppage of light are repeated at a short time (for example, on the order of milliseconds or less) to perform exposure.

[0367] The irradiation amount (exposure amount) is preferably, for example, 0.03 to 2.5 J / cm 2 , more preferably 0.05 to 1.0 J / cm 2 . The oxygen concentration at the time of exposure can be appropriately selected, and exposure can be performed, for example, under a low-oxygen atmosphere in which the oxygen concentration is 19% by volume or less (for example, 15% by volume, 5% by volume, or substantially no oxygen), or under a high-oxygen atmosphere in which the oxygen concentration exceeds 21% by volume (for example, 22% by volume, 30% by volume, or 50% by volume), in addition to being performed under the atmosphere. Also, the exposure illuminance can be appropriately set, and can be selected, for example, from the range of 1000 W / m 2 to 100,000 W / m 2 (for example, 5000 W / m 2 , 15,000 W / m 2 , or 35,000 W / m 2 ). The oxygen concentration and the exposure illuminance can be appropriately combined, and can be set, for example, to an oxygen concentration of 10% by volume and an illuminance of 10,000 W / m 2 , an oxygen concentration of 35% by volume and an illuminance of 20,000 W / m 2 , and the like.

[0368] Next, the unexposed portions of the composition layer are removed by development to form a pattern (pixel). The development removal of the unexposed portions of the composition layer can be performed using a developing solution. Thereby, the composition layer of the unexposed portions in the exposure step is dissolved in the developing solution, and only the portions that have been photocured remain. The temperature of the developing solution is preferably, for example, 20 to 30°C. The development time is preferably 20 to 180 seconds. Also, in order to improve the residue removal properties, the developing solution can be repeatedly shaken off every 60 seconds, and a process of supplying a new developing solution can be repeated.

[0369] As the developer, an organic solvent, an alkali developer, and the like can be exemplified, and an alkali developer can be preferably used. As the developer and the cleaning (rinsing) method after development, the developer or the cleaning method described in paragraph 0214 of International Publication No. 2022 / 085485 can be used.

[0370] It is preferable to perform an additional exposure treatment or a heating treatment (post-baking) after development and after performing drying. The additional exposure treatment or the post-baking is a curing treatment after development for making the curing completely proceed. The heating temperature in the post-baking is, for example, preferably 100 to 300°C, more preferably 200 to 270°C. The post-baking can be performed on the developed film using a heating plate or a convection oven (hot air circulation type dryer), a high-frequency heating machine, or the like under the above conditions in a continuous or intermittent manner. When the additional exposure treatment is performed, the light used in the exposure is preferably light having a wavelength of 400 nm or less. Furthermore, the additional exposure treatment can be performed by the method described in Korean Patent Publication No. 10-2017-0122130.

[0371] <Filter>

[0372] The filter of the present application has the film of the present application described above. As the kind of the filter, a color filter, an infrared ray cut filter, an infrared ray transmission filter, and the like can be exemplified, and a color filter is preferable. The color filter preferably has the film of the present application as its pixel, more preferably has the film of the present application as a colored pixel, and further preferably has the film of the present application as a red pixel.

[0373] The filter can be provided with a protective layer on the surface of the film of the present application. By providing the protective layer, various functions such as oxidation resistance, low reflectance, hydrophilic / hydrophobic properties, shielding of specific wavelengths of light (ultraviolet rays, infrared rays, etc.) can be imparted. The thickness of the protective layer is preferably 0.01 to 10 μm, more preferably 0.1 to 5 μm. As the method of forming the protective layer, methods in which a protective layer-forming resin composition is applied, chemical vapor deposition methods, methods in which a resin is adhered by a bonding material, etc. can be cited. As the components constituting the protective layer, (meth)acrylic resins, ene-thiol resins, polycarbonate resins, polyether resins, polyarylate resins, polysulfone resins, polyethersulfone resins, polyphenyl resins, polyarylene ether phosphine oxide resins, polyimide resins, polyamide-imide resins, polyolefin resins, cyclic olefin resins, polyester resins, styrene resins, polyol resins, polyvinylidene chloride resins, melamine resins, urethane resins, polyaramid resins, polyamide resins, alkyd resins, epoxy resins, modified silicone resins, fluororesins, polyacrylonitrile resins, cellulose resins, Si, C, W, AI2O3, Mo, SiO2, Si2N4, etc. can be cited, and two or more of these components can be contained. For example, in the case of a protective layer for the purpose of oxidation resistance, the protective layer preferably contains a polyol resin, SiO2, and Si2N4. Also, in the case of a protective layer for the purpose of low reflectance, the protective layer preferably contains a (meth)acrylic resin and a fluororesin.

[0374] When the protective layer is formed by applying a resin composition, as the method of applying the resin composition, known methods such as spin coating, casting, screen printing, inkjet, etc. can be used. As the organic solvent contained in the resin composition, known organic solvents (e.g., propylene glycol 1-monomethyl ether 2-acetate, cyclopentanone, ethyl lactate, etc.) can be used. When the protective layer is formed by a chemical vapor deposition method, as the chemical vapor deposition method, known chemical vapor deposition methods (thermal chemical vapor deposition, plasma chemical vapor deposition, photochemical vapor deposition) can be used.

[0375] The protective layer can contain, as needed, organic / inorganic fine particles, an absorber of specific wavelengths of light (e.g., ultraviolet rays, infrared rays, etc.), a refractive index adjuster, an antioxidant, an adhesion agent, a surfactant, etc. As examples of the organic / inorganic fine particles, for example, high molecular weight 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, etc. can be cited. As the absorber of specific wavelengths of light, known absorbers can be used. The content of these additives can be appropriately adjusted, but is preferably 0.1 to 70 mass%, further preferably 1 to 60 mass%, relative to the total mass of the protective layer.

[0376] As the protective layer, the protective layer described in paragraphs 0073 to 0092 of Japanese Patent Application Publication No. 2017-151176 can also be used.

[0377] The optical filter can have a structure in which each pixel is embedded in a space partitioned by a partition wall, for example, in a lattice shape.

[0378] <Solid-state imaging element>

[0379] The solid-state imaging element of the present application has the film of the present application described above. As a structure of the solid-state imaging element, there is no particular limitation as long as it is a structure that has the film of the present application and functions as a solid-state imaging element, and for example, the following structures can be listed.

[0380] a structure in which a light-receiving portion of a light-receiving region of a solid-state imaging element (CCD (Charge Coupled Device) image sensor, CMOS (Complementary Metal Oxide Semiconductor) image sensor, etc.) and a polysilicon, etc. are provided on a substrate, a light-shielding film in which only a light-receiving portion of the light-receiving region is opened is provided on the light-receiving region and the polysilicon, etc., an element protective film in which silicon nitride, etc. is formed so as to cover the entire surface of the light-shielding film and the light-receiving portion of the light-receiving region is provided on the light-shielding film, and a color filter is provided on the element protective film. Further, it can be a structure in which a light condensing mechanism (for example, a microlens, etc. Hereinafter, the same applies.) is provided on the device protective film and below the color filter (on the side close to the substrate) or a structure in which the light condensing mechanism is provided on the color filter, etc. Furthermore, the color filter can have a structure in which each colored pixel is embedded in a space partitioned by a partition wall, for example, in a lattice shape. The partition wall at this time is preferably lower in refractive index than each colored pixel. As an example of an imaging device having such a structure, devices described in Japanese Patent Application Publication No. 2012-227478, Japanese Patent Application Publication No. 2014-179577, and International Publication No. 2018 / 043654 can be listed. Furthermore, as shown in Japanese Patent Application Publication No. 2019-211559, an ultraviolet absorbing layer can be provided within the structure of the solid-state imaging element to improve light resistance. The imaging device having the solid-state imaging element of the present application can be used not only as a digital camera or an electronic device (mobile phone, etc.) having an imaging function but also as a car-mounted camera or a monitoring camera.

[0381] <Imaging device>

[0382] The image display device of the present application has the above-mentioned film of the present application. As the image display device, a liquid crystal display device or an organic electroluminescent display device, etc. can be exemplified. As to the definition of the image display device or the detailed contents of each image display device, for example, it is described in "Electronic Display Devices (written by Akio Sasaki, published by Kogyo Chosakai Publishing Co., Ltd., 1990)", "Display Devices (written by Junjyo Ibuki, published by Sangyo Tosho Publishing Co., Ltd., 1989)", etc. Also, as to the liquid crystal display device, for example, it is described in "Next Generation Liquid Crystal Display Technology (edited by Tatsuo Uchida, published by Kogyo Chosakai Publishing Co., Ltd., 1994)". The liquid crystal display device to which the present application can be applied is not particularly limited, and for example, various modes of the liquid crystal display device described in the above-mentioned "Next Generation Liquid Crystal Display Technology" can be applied.

[0383] Examples

[0384] Hereinafter, the present application will be further specifically described by citing examples. The materials, amounts, ratios, contents of treatment, steps of treatment, etc. shown in the following examples can be appropriately changed as long as the purpose of the present application is not deviated. Therefore, the scope of the present application is not limited to the specific examples shown below. Also, in the structural formula shown below, Ph represents a phenyl group.

[0385] Measurement of Weight Average Molecular Weight

[0386] The weight average molecular weight was measured by gel permeation chromatography (GPC) under the following conditions.

[0387] Type of column: column in which TOSOH TSKgel Super HZM-H, TOSOH TSKgel Super HZ4000 and TOSOH TSKgel Super HZ2000 were connected

[0388] Eluent: tetrahydrofuran

[0389] Column temperature: 40°C

[0390] Flow rate (sample injection amount): 1.0 μL (sample concentration: 0.1 mass %)

[0391] Apparatus name: HLC-8220 GPC manufactured by TOSOH CORPORATION

[0392] Detector: RI (refractive index) detector

[0393] Calibration curve base resin: polystyrene resin

[0394] <About Compounds P-1 to P-16, CP-1>

[0395] The compounds P-1 to P-16, CP-1 used in the examples and comparative examples are each a compound having the structure shown below. The pKa, weight average molecular weight (Mw), average particle diameter (nm), and viscosity (cP) of each compound are shown in the table below.

[0396] The pKa of each compound was measured by a sodium hydroxide-based neutralization titration method.

[0397] [Table 1]

[0398]

[0399] [Chemical Formula 17]

[0400]

[0401] [Chemical Formula 18]

[0402]

[0403] [Chemical Formula 19]

[0404]

[0405] <Manufacture of Pigment Dispersion Liquids>

[0406] A mixed liquid prepared by mixing the materials shown in the table below was mixed and dispersed for 3 hours using a bead mill (using zirconia beads having a diameter of 0.1 mm), and then dispersed at a pressure of 2000 MPa using a high-pressure disperser NANO-3000-10 (manufactured by Nippon BEE Co., Ltd.) equipped with a pressure-reducing mechanism, with a flow rate of 500 g / min. This dispersion treatment was repeated 10 times to obtain each pigment dispersion liquid. The values shown in the table below are values in mass parts. Also, the average particle diameter (nm) and viscosity (mPa-s) of the pigment in each pigment dispersion liquid are shown in the table below. The average particle diameter (nm) of the pigment in each pigment dispersion liquid was measured using nanoSAQ LA (manufactured by Otsuka Electronics Co., Ltd.) by a dynamic light scattering method. The viscosity (mPa-s) of the pigment in each pigment dispersion liquid was measured by "RE-85L" manufactured by Toki Sangyo Co., Ltd. The viscosity of the pigment dispersion liquid was measured after adjusting the temperature of the pigment dispersion liquid to 25°C.

[0407] [Table 2]

[0408]

[0409] [Table 3]

[0410]

[0411] [Table 4]

[0412]

[0413] [Table 5]

[0414]

[0415] [Table 6]

[0416]

[0417] The details of the materials indicated by the abbreviations in the tables showing the formulations of the above-described dispersions are as follows.

[0418] (Compound)

[0419] P-1 to P-16, CP-1: the above-described compounds P-1 to P-16, CP-1

[0420] (Pigment)

[0421] PR254: C.I. Pigment Red 254 (red pigment, diketopyrrolopyrrole pigment)

[0422] PR272: C.I. Pigment Red 272 (red pigment, diketopyrrolopyrrole pigment)

[0423] PY139: C.I. Pigment Yellow 139 (yellow pigment, isoindoline pigment)

[0424] PY150: C.I. Pigment Yellow 150 (yellow pigment, azo pigment)

[0425] PY185: C.I. Pigment Yellow 185 (yellow pigment, isoindoline pigment)

[0426] PG36: C.I. Pigment Green 36 (green pigment, phthalocyanine pigment)

[0427] PG58: C.I. Pigment Green 58 (green pigment, phthalocyanine pigment)

[0428] PB15:6: C.I. Pigment Blue 15:6 (blue pigment, phthalocyanine pigment)

[0429] PV23: C.I. Pigment Violet 23 (violet pigment, dioxazine pigment)

[0430] PBk32: C.I. Pigment Black 32 (perylene compound, organic black pigment)

[0431] IR1: a compound of the following structure (near-infrared absorbing pigment)

[0432] [Chemical Formula 20]

[0433]

[0434] (Derivative)

[0435] S-1 to S-4: compounds of the following structures

[0436] [Chemical Formula 21]

[0437]

[0438] (Solvent)

[0439] Solvent 1: propylene glycol monomethyl ether acetate (PGMEA)

[0440] Solvent 2: propylene glycol monomethyl ether (PGME)

[0441] <Manufacture of curable compositions>

[0442] The pigment dispersion liquid described in the following table 566.43 parts by mass, the monomer described in the following table 10.7 parts by mass, the resin described in the following table 33.34 parts by mass, the photopolymerization initiator described in the following table 5 parts by mass, the surfactant described in the following table 0.1 parts by mass, the thermal curing agent described in the following table 1 parts by mass, propylene glycol monomethyl ether acetate 200 parts by mass, cyclopentanone 100 parts by mass, 1-methoxy-2-propanol 21.96 parts by mass were mixed, and filtered with a nylon filter (manufactured by Nihon Pall Ltd.) having a pore size of 0.45 μm, thereby manufacturing each curable composition.

[0443] [Table 7]

[0444]

[0445] [Table 8]

[0446]

[0447] [Table 9]

[0448]

[0449] The detailed contents of the materials represented by abbreviations in the table showing the formulation of the above curable composition are as follows.

[0450] (Pigment dispersion liquid)

[0451] Pigment dispersion liquid G1 to G16, R1 to R16, B1 to B16, IR1 to IR6, Bk1 to Bk6, CG1, CR1, CB1: Pigment dispersion liquid G1 to G16, R1 to R16, B1 to B16, IR1 to IR6, Bk1 to Bk6, CG1, CR1, CB1 described above

[0452] (Monomer (polymerizable compound))

[0453] M-1: KAYARAD DPHA (mixture of dipentaerythritol pentaacrylate and dipentaerythritol hexaacrylate, manufactured by Nippon Kayaku Co., Ltd.)

[0454] M-2: NK Ester A-DPH-12E (oxirane (EO) modified 6-functional acrylate compound, manufactured by Shin-Nakamura Chemical Co., Ltd.)

[0455] M-3: NK Ester A-TMMT (pentaerythritol tetraacrylate, manufactured by Shin-Nakamura Chemical Co., Ltd.)

[0456] (Resin)

[0457] B-1: Resin of the following structure (the values attached to the main chain are molar ratios, and the values attached to the side chain are the number of repeating units. Weight average molecular weight 21000)

[0458] [Chemical formula 22]

[0459]

[0460] B-2: Resin of the following structure (the values attached to the main chain are molar ratios, and the values attached to the side chain are the number of repeating units. Weight average molecular weight 18000)

[0461] [Chemical formula 23]

[0462]

[0463] B-3: Resin of the following structure (the values attached to the main chain are molar ratios of repeating units. Weight average molecular weight 11000)

[0464] [Chemical formula 24]

[0465]

[0466] (Photo-polymerization initiator)

[0467] I-1 to I-5: Compounds of the following structure

[0468] [Chemical Formula 25]

[0469]

[0470] (Surfactant)

[0471] Su-1: KF-6001 (manufactured by Shin-Etsu Chemical Co., Ltd., silicone-based surfactant)

[0472] (Hot curing agent)

[0473] T-1 to T-3: compounds having the following structures

[0474] [Chemical Formula 26]

[0475]

[0476] <Performance Evaluation>

[0477] (Storage stability)

[0478] The viscosity (mPa-s) of the curable composition of each of the examples and comparative examples was measured by "RE-85L" manufactured by Toki Sangyo Co., Ltd. After the above measurement, the viscosity (mPa-s) was measured again after the curable composition was stored in a constant temperature bath at 45°C for 72 hours. The increase in viscosity was calculated according to the following calculation formula, and the storage stability was evaluated. In addition, with respect to the above viscosity measurement, the measurement was performed in a state where the temperature and humidity were managed at 22 ± 5°C, 60 ± 20% in a laboratory and the temperature of the curable composition was adjusted to 25°C. Any measurement was performed three times, and the average value was used.

[0479] Increase in viscosity (%) = | (viscosity of the curable composition after storage in a constant temperature bath at 45°C for 72 hours / viscosity of the curable composition immediately after manufacture) - 1 | x 100

[0480] -Evaluation Criteria-

[0481] 5: The increase in viscosity is 5% or less

[0482] 4: The increase in viscosity exceeds 5% and is 7.5% or less

[0483] 3: The increase in viscosity exceeds 7.5% and is 10% or less

[0484] 2: The increase in viscosity exceeds 10% and is 20% or less

[0485] 1: The increase in viscosity exceeds 20%

[0486] (Developability)

[0487] A base layer-forming composition (CT-4000L, manufactured by FUJIFILM Electronic Materials Co., Ltd.) was applied on an 8-inch (20.32 cm) silicon wafer in such a manner that the post-baking thickness became 0.1 μm using a spin coater, and a primer layer was formed by heating using a hot plate at 220°C for 300 seconds, thereby obtaining a silicon wafer (support) to which the primer layer was attached. Subsequently, each of the curable compositions was applied in such a manner that the post-baking film thickness became 0.5 μm by the spin coating method. Subsequently, heating was performed at 90°C for 2 minutes using a hot plate. Subsequently, exposure to light of a wavelength of 365 nm was performed using an i-ray stepper exposure device FPA-3000i5+ (manufactured by Canon Inc.) with a mask having a 2 cm square pattern at an exposure amount of 1000 mJ / cm 2 Subsequently, the exposed composition layer was developed using a developing device (Act8, manufactured by Tokyo Electron Limited). A 0.15 mass% aqueous solution of tetramethylammonium hydroxide (TMAH) was used as the developing solution, and spray development was performed at 23°C for 60 seconds. Subsequently, rinsing was performed by rotary spraying using pure water, and then, spin drying was performed. Subsequently, a heating treatment (post-baking) was performed using a hot plate at 200°C for 5 minutes, thereby forming a pattern (pixel). The silicon wafer on which the pixel was formed was observed using a scanning electron microscope (SEM) (magnification 10000 times), and the developability was evaluated in accordance with the following evaluation criteria.

[0488] Evaluation Criteria

[0489] 5: Residue was not confirmed at all outside the pixel formation region (unexposed portion)

[0490] 4: Residue was confirmed on average over 10 places outside the pixel formation region (unexposed portion), but the area relative to the unexposed portion region was 10% or less

[0491] 3: Residue was confirmed on average over 10 places outside the pixel formation region (unexposed portion), but the area relative to the unexposed portion region was more than 10% and 5% or less

[0492] 2: Residue was confirmed on average over 10 places outside the pixel formation region (unexposed portion), but the area relative to the unexposed portion region was more than 5% and 2% or less

[0493] 1: Residue was confirmed on average over 10 places outside the pixel formation region (unexposed portion), but the area relative to the unexposed portion region was more than 2%, and residue was confirmed

[0494] (Sensitivity)

[0495] A base layer-forming composition (CT-4000L, manufactured by FUJIFILM Electronic Materials Co., Ltd.) was applied on an 8-inch (20.32 cm) silicon wafer in such a manner that the post-baking thickness became 0.1 μm using a spin coater, and a primer layer was formed by heating using a hot plate at 220°C for 300 seconds, thereby obtaining a silicon wafer (support) to which the primer layer was attached. Subsequently, each of the curable compositions was applied in such a manner that the post-baking film thickness became 0.5 μm by the spin coating method. Subsequently, heating was performed at 100°C for 2 minutes using a hot plate. Subsequently, exposure to light of a wavelength of 365 nm was performed using an i-ray stepper exposure device FPA-3000i5+ (manufactured by Canon Inc.) with a mask of a specific exposure amount of a Bayer pattern with a square of 1.0 μm as an interval. Subsequently, the exposed composition layer was developed using a developing device (Act8 manufactured by Tokyo Electron Limited). A 0.15 mass% aqueous solution of tetramethylammonium hydroxide (TMAH) was used as a developing solution, and spray development was performed at 23°C for 60 seconds. Subsequently, rinsing was performed by rotary spraying using pure water, and then, spin drying was performed. Subsequently, a heating treatment (post-baking) was performed using a hot plate at 200°C for 5 minutes, thereby forming a pattern (pixel). The silicon wafer on which the pixel was formed was cut, and after platinum vapor deposition, a cross-sectional scanning electron microscope (SEM) image of the pattern was obtained using a scanning electron microscope (manufactured by Hitachi High-Tech Corporation).

[0496] The obtained pattern was observed while changing the above-described specific exposure amount, the minimum exposure amount at which a square pattern with a side of 1.0 μm was resolved was determined, and the sensitivity was evaluated in accordance with the following evaluation criteria. It can be said that the smaller the above-described minimum exposure amount, the more excellent the sensitivity of the composition.

[0497] Evaluation Criteria

[0498] 5: The above-described minimum exposure amount is less than 100 mJ / cm 2

[0499] 4: The above-described minimum exposure amount is 100 mJ / cm 2 and less than 200 mJ / cm 2

[0500] 3: The above-described minimum exposure amount is 200 mJ / cm 2 and less than 500 mJ / cm 2

[0501] 2: The above-described minimum exposure amount is 500 mJ / cm 2above and less than 1000 mJ / cm 2

[0502] 1: The above minimum exposure amount is 1000 mJ / cm 2 above

[0503] [Table 10]

[0504]

[0505] [Table 11]

[0506]

[0507] [Table 12]

[0508]

[0509] As shown in the above table, the storage stability and developability of the curable composition of the examples are excellent. Also, the sensitivity of the curable composition of the examples is excellent.

[0510] The film obtained from the curable composition described in the examples can be preferably used for optical filters, solid-state imaging elements, image display devices.

Claims

1. A curable composition comprising: a colorant comprising a pigment; a polymerizable compound; a photopolymerization initiator; and a compound represented by formula (1), ###0001### (1) wherein, m and n each independently represent an integer of 1 to 10. In formula (1), X 1 represents a linking group of valence m+n having a molecular weight of 1000 or less, Y 1 represents -O- or -NR Y1 -, R Y1 represents a hydrogen atom or a substituent, Z 1 represents a polyether structure, R 1 represents alkyl or aryl 2. The curable composition according to claim 1, wherein, the compound represented by formula (1) has a weight average molecular weight of 1000 to 10000.

3. The curable composition according to claim 1 or 2, wherein, the compound represented by formula (1) has a pKa of 1.0 to 3.

0.

4. The curable composition according to claim 1 or 2, wherein, m and n each independently are 2 or 3, and the compound represented by formula (1) has a pKa of 1.0 to 3.

0.

5. The curable composition according to claim 1 or 2, wherein, m and n each independently are 2 or 3, the compound represented by formula (1) has a pKa of 1.0 to 3.0, and formula (Z1-1) is represented by formula (Z1-2). ###0002### (Z1-1) (Z1-2) 6. The curable composition according to claim 1 or 2, wherein, the compound represented by formula (1) has a pKa of 1.0 to 3.

0.

7. The curable composition according to claim 1 or 2, wherein, m + n of formula (1) is 6. X of the formula (1) 1 m+n valent linker having a molecular weight of 50 to 250, R 1 is alkyl or aryl, Z 1 polyalkylene glycol structure having a molecular weight of 300 to 5,000, 8. The curable composition according to claim 1 or 2, wherein, 10 parts by mass to 40 parts by mass of the compound represented by formula (1) are contained with respect to 100 parts by mass of the pigment.

9. The curable composition according to claim 1 or 2, wherein, the pigment includes diketopyrrolopyrrole pigments and phthalocyanine pigments.

10. A film obtained using the curable composition according to claim 1 or 2. X of the formula (1) 1 m+n valent linker having a molecular weight of 50 to 250, R 1 is a linear alkyl group having 1 to 20 carbon atoms or a branched alkyl group having 3 to 20 carbon atoms, Z 1 comprising a structure represented by formula (Z1-1), 11. A filter having the film according to claim 10.

12. A solid-state imaging element having the film according to claim 10.

13. An image display device having the film according to claim 10. ​ R of the formula (1) is a linear or branched alkyl group having 4 to 18 carbon atoms. 1 R of the formula (1) is a linear or branched alkyl group having 4 to 18 carbon atoms. ​ ​ ​ ​ ​ ​ ​ ​ ​ ​

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