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

A coloring composition with diketopyrrolopyrrole and isoindoline pigments addresses pigment aggregation issues, ensuring stable viscosity and spectral properties in color filters.

WO2026063232A1PCT designated stage Publication Date: 2026-03-26FUJIFILM CORP
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Patent Information

Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
Filing Date
2025-09-05
Publication Date
2026-03-26

AI Technical Summary

Technical Problem

Color compositions using pigments as colorants tend to increase in viscosity over time due to pigment aggregation during storage, leading to stability issues.

Method used

A coloring composition comprising a colorant with a combination of three or more diketopyrrolopyrrole pigments and an isoindoline pigment, along with a polymerization initiator, which improves pigment dispersibility and reduces viscosity increase over time.

Benefits of technology

The composition exhibits excellent storage stability and forms films with superior spectral properties, reducing pigment aggregation and maintaining viscosity stability.

✦ Generated by Eureka AI based on patent content.

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Abstract

Provided is coloring composition containing a colorant, a resin, a polymerizable compound, and a polymerization initiator. The colorant contains three or more diketopyrrolopyrrole pigments and an isoindoline pigment. Also provided are a film, a color filter, a solid-state imaging element, and an image display device using said coloring composition.
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Description

Coloring composition, film, color filter, solid-state image sensor, and image display device

[0001] The present invention relates to a colored composition containing a coloring agent. Furthermore, the present invention relates to a film, a color filter, a solid-state image sensor, and an image display device using the colored composition.

[0002] Color filters are commonly used in various display devices to colorize displayed images. Color filters typically have pixels representing the three primary colors: red, green, and blue, and their role is to decompose transmitted light into these three primary colors.

[0003] The colored pixels of each color filter are manufactured using a coloring composition containing a coloring agent such as a pigment, as described in Patent Document 1 and other documents.

[0004] Japanese Patent Publication No. 2022-063556

[0005] Generally, colored compositions using pigments as colorants tended to increase in viscosity over time due to pigment aggregation during storage.

[0006] Therefore, an object of the present invention is to provide a coloring composition with excellent storage stability. Another object of the present invention is to provide a film, a color filter, a solid-state image sensor, and an image display device using the coloring composition.

[0007] The present invention provides the following:

[0008] <1> A coloring composition comprising a colorant, a resin, a polymerizable compound, and a polymerization initiator, wherein the colorant comprises three or more diketopyrrolopyrrole pigments and an isoindoline pigment. <2> The coloring composition according to <1>, wherein the total amount of the diketopyrrolopyrrole pigments is 135 to 350 parts by mass per 100 parts by mass of the isoindoline pigment. <3> The coloring composition according to <1> or <2>, wherein the diketopyrrolopyrrole pigments comprises three or more selected from Color Index Pigment Red 254, Color Index Pigment Red 264, Color Index Pigment Red 272, and Color Index Pigment Red 291. <4> The coloring composition according to any one of <1> to <3>, wherein the colorant further comprises a naphthol azo pigment. <5> The coloring composition according to any one of <1> to <4>, wherein the diketopyrrolopyrrole pigment comprises color index pigment red 264, color index pigment red 254, and color index pigment red 272. <6> The coloring composition according to <5>, wherein the content of color index pigment red 264 in the total amount of the diketopyrrolopyrrole pigment is 70% by mass or more. <7> The coloring composition according to any one of <1> to <6>, wherein the isoindoline pigment comprises color index pigment yellow 139. <8> The coloring composition according to any one of <1> to <7>, wherein the polymerization initiator comprises two or more photopolymerization initiators. <9> The coloring composition according to <8>, wherein the photopolymerization initiator comprises an oxime compound and an α-hydroxyketone compound. <10> A film obtained using the coloring composition according to any one of <1> to <9>. <11> A color filter having the film according to <10>. <12> An image display device having the film described in <10>. <13> A solid-state image sensor having the film described in <10>.

[0009] According to the present invention, a colored composition with excellent storage stability can be provided. Furthermore, the present invention can provide a film, a color filter, a solid-state image sensor, and an image display device using the colored composition.

[0010] The present invention will be described in detail below. In this specification, "~" is used to mean that the numerical values ​​before and after it are included as the lower and upper limits. In the notation of groups (atomic groups) in this specification, notations that do not specify substituted or unsubstituted include both groups (atomic groups) with substituents and groups (atomic groups) without substituents. For example, "alkyl group" includes not only alkyl groups without substituents (unsubstituted alkyl groups) but also alkyl groups with substituents (substituted alkyl groups). In this specification, unless otherwise specified, "exposure" includes not only exposure using light but also drawing using particle beams such as electron beams and ion beams. In addition, examples of light used for exposure include the emission line spectrum of mercury lamps, far ultraviolet light represented by excimer lasers, extreme ultraviolet (EUV) light, X-rays, electron beams, and other active light or radiation. In this specification, "(meth)acrylate" refers to both acrylate and methacrylate, or either of them; "(meth)acrylic" refers to both acrylic and methacrylic, or either of them; and "(meth)acryloyl" refers to both acryloyl and methacryloyl, or either of them. In this specification, Me in structural formulas represents a methyl group, Et represents an ethyl group, Bu represents a butyl group, and Ph represents a phenyl group. In this specification, weight-average molecular weight and number-average molecular weight are polystyrene equivalent values ​​measured by GPC (gel permeation chromatography). In this specification, total solids refer to the total mass of components of a composition excluding the solvent. In this specification, pigment refers to a colorant that is poorly soluble in solvents. In this specification, the term "process" includes not only independent processes, but also processes that cannot be clearly distinguished from other processes, as long as the intended function of that process is achieved.

[0011] <Coloring Composition> The coloring composition of the present invention comprises a coloring agent, a resin, a polymerizable compound, and a polymerization initiator, wherein the coloring agent is characterized by comprising three or more diketopyrrolopyrrole pigments and an isoindoline pigment.

[0012] The colored composition of the present invention exhibits good storage stability and can suppress increases in viscosity over time. The reason for these effects is presumed to be as follows: Diketopyrrolopyrrole pigments and isoindoline pigments tend to aggregate in colored compositions, and colored compositions using these pigments tend to increase in viscosity over time due to pigment aggregation during storage. However, the colored composition of the present invention uses three or more diketopyrrolopyrrole pigments and isoindoline pigments as colorants, which is presumed to reduce the crystallinity between the pigments and improve the dispersibility of the pigments in the colored composition. For this reason, the colored composition of the present invention is presumed to have excellent storage stability.

[0013] The colored composition of the present invention, by using three or more diketopyrrolopyrrole pigments and an isoindoline pigment in combination as colorants, can form a film with excellent spectral properties (preferably red spectral properties).

[0014] The coloring composition of the present invention is preferably a red coloring composition. The coloring composition of the present invention can preferably be used as a coloring composition for forming red pixels in a color filter.

[0015] When a film with a thickness of 1.0 μm is formed using the colored composition of the present invention, the aforementioned film preferably has a wavelength at which the transmittance is 50% in the wavelength range of 400 to 700 nm that is 589 nm or higher, more preferably 591 nm or higher, even more preferably 593 nm or higher, and particularly preferably 595 nm or higher. The upper limit is preferably 615 nm or lower, and more preferably 605 nm or lower.

[0016] The above film preferably has a maximum transmittance of 5% or less for light with a wavelength of 400 to 550 nm, more preferably 3% or less, and even more preferably 1% or less. Furthermore, the average transmittance for light with a wavelength of 400 to 550 nm is preferably 3% or less, more preferably 1% or less, and even more preferably 0.5% or less. Furthermore, the minimum transmittance for light with a wavelength of 600 to 700 nm is preferably 10% or more, more preferably 25% or more, and even more preferably 40% or more. Furthermore, the average transmittance for light with a wavelength of 600 to 700 nm is preferably 80% or more, more preferably 90% or more, and even more preferably 95% or more.

[0017] The solid content concentration of the colored composition of the present invention is preferably 5 to 30% by mass. The lower limit is preferably 7.5% by mass or more, and more preferably 10% by mass or more. The upper limit is preferably 25% by mass or less, more preferably 20% by mass or less, and even more preferably 15% by mass or less.

[0018] The following describes each component used in the coloring composition of the present invention.

[0019] <<Coloring Agent>> The colored composition of the present invention contains a coloring agent. The coloring agent used in the colored composition of the present invention contains a pigment. More specifically, the coloring agent used in the colored composition of the present invention contains three or more diketopyrrolopyrrole pigments and an isoindoline pigment.

[0020] The average primary particle diameter of the pigment is preferably 1 to 200 nm. The lower limit is preferably 5 nm or more, and more preferably 10 nm or more. The upper limit is preferably 180 nm or less, more preferably 150 nm or less, and even more preferably 100 nm or less. In this specification, the primary particle diameter of the pigment can be determined by observing the primary particles of the pigment with a transmission electron microscope and obtaining a photograph. Specifically, the projected area of ​​the primary particles of the pigment is determined, and the corresponding equivalent circle diameter is calculated as the primary particle diameter of the pigment. In addition, the average primary particle diameter in this invention is the arithmetic mean of the primary particle diameters of 400 primary particles of pigment. Furthermore, primary particles of pigment refer to independent particles that are not aggregated.

[0021] The crystallite size of the pigment is preferably 0.1 to 50 nm, more preferably 0.5 to 30 nm, and even more preferably 1 to 15 nm. The crystallite size can be determined from the full width at half maximum of the diffraction angle peak using an X-ray diffractometer, and is calculated using Scherrer's formula. The crystallite size of the pigment can be adjusted by known methods such as adjusting the manufacturing conditions or grinding after manufacturing.

[0022] The specific surface area of ​​the pigment is 1 to 300 m². 2 It is preferable that it be / g. The lower limit is 10m 2 It is preferable that it be 30m or more per gram. 2 It is more preferable that the amount is 1 / g or more. The upper limit is 250m 2 It is preferable that the amount is less than or equal to 200m 2 It is more preferable that the value be less than or equal to / g. The specific surface area can be measured according to the BET (Brunauer, Emmett, and Teller) method and DIN 66131: determination of the specific surface area of ​​solids by gas adsorption.

[0023] (Diketopyrrolopyrrole Pigments) In the colored composition of the present invention, the diketopyrrolopyrrole pigment used as a colorant is preferably a red pigment (red colorant). Specific examples of diketopyrrolopyrrole pigments include C.I. (Color Index) Pigment Red 254, C.I. Pigment Red 264, C.I. Pigment Red 272, and C.I. Pigment Red 291. In the colored composition of the present invention, the diketopyrrolopyrrole pigment contained in the colorant preferably includes three or more selected from C.I. Pigment Red 254, C.I. Pigment Red 264, C.I. Pigment Red 272, and C.I. Pigment Red 291.

[0024] In one preferred embodiment, the diketopyrrolopyrrole pigment contained in the colorant includes C.I. Pigment Red 264, C.I. Pigment Red 254, and C.I. Pigment Red 272. According to this embodiment, a film with good storage stability and excellent red spectral characteristics can be formed.

[0025] In the above embodiment, the content of C.I. Pigment Red 264 in the total amount of diketopyrrolopyrrole pigments is preferably 30% by mass or more, more preferably 50% by mass or more, and more preferably 70% by mass or more for the reason that a film with excellent red spectral characteristics can be formed. The upper limit is preferably 90% by mass or less. In particular, when pixels are formed using the colored composition of the present invention, exposure light can easily reach the bottom of the film during exposure, the film can be sufficiently hardened to the bottom by exposure, and the occurrence of pixel peeling during development can be effectively suppressed. Furthermore, the content of C.I. Pigment Red 254 in the total amount of diketopyrrolopyrrole pigments is preferably 50% by mass or less, more preferably 25% by mass or less, and even more preferably 15% by mass or less. The lower limit is preferably 1% by mass or more, more preferably 2% by mass or more, and even more preferably 5% by mass or more. Furthermore, the content of C.I. Pigment Red 272 in the total amount of diketopyrrolopyrrole pigments is preferably 50% by mass or less, more preferably 25% by mass or less, and even more preferably 15% by mass or less. The lower limit is preferably 1% by mass or more, more preferably 2% by mass or more, and even more preferably 5% by mass or more. Furthermore, the total content of C.I. Pigment Red 264, C.I. Pigment Red 254, and C.I. Pigment Red 272 in the total amount of diketopyrrolopyrrole pigments is preferably 90% by mass or more, more preferably 95% by mass or more, and even more preferably 99% by mass or more. It is particularly preferable that the diketopyrrolopyrrole pigments contained in the coloring composition consist only of C.I. Pigment Red 264, C.I. Pigment Red 254, and C.I. Pigment Red 272. In this specification, "total amount of diketopyrrolopyrrole pigment" refers to the total amount of diketopyrrolopyrrole pigment contained in the colored composition.For example, if the only diketopyrrolopyrrole pigments contained in the coloring composition are C.I. Pigment Red 264, C.I. Pigment Red 254, and C.I. Pigment Red 272, then the sum of these amounts corresponds to the total amount of diketopyrrolopyrrole pigments.

[0026] (Isoindoline Pigment) In the colored composition of the present invention, the isoindoline pigment used as a coloring agent is preferably a yellow pigment (yellow coloring agent). Specific examples of isoindoline pigments include C.I. Pigment Yellow 139 and C.I. Pigment Yellow 185, and C.I. Pigment Yellow 139 is preferred because it exhibits the effects of the present invention more prominently.

[0027] (Naphthol Azo Pigment) The coloring agent used in the colored composition of the present invention may further preferably contain a naphthol azo pigment. According to this embodiment, better color reproducibility can be obtained. The naphthol azo pigment is preferably a red pigment (red coloring agent). Specific examples of naphthol azo pigments include C.I. Pigment Red 2, 5, 7, 9, 10, 14, 17, 22, 23, 31, 112, 119, 146, 150, 170, 184, 187, 188, 210, 269, and C.I. Pigment Red 269 is preferred.

[0028] When naphthol azo pigment is included, the content of naphthol azo pigment is preferably 100 parts by mass or less, more preferably 75 parts by mass or less, and even more preferably 50 parts by mass or less, per 100 parts by mass of diketopyrrolopyrrole pigment. The lower limit can be 1 part by mass or more.

[0029] It is preferable that the colorant used in the colored composition of the present invention substantially does not contain naphthol azo pigment. According to this embodiment, the weather resistance of the resulting film can be further improved. Substantially not containing naphthol azo pigment means that the content of naphthol azo pigment in the colorant is 0.1% by mass or less, and it is preferable that it does not contain naphthol azo pigment.

[0030] (Other colorants) The colorants may further include other colorants other than diketopyrrolopyrrole pigment, isoindoline pigment, and naphthol azo pigment. The other colorants may be pigments or dyes. Examples of other colorants include green colorants, red colorants, yellow colorants, purple colorants, blue colorants, and orange colorants, with red or yellow colorants being preferred.

[0031] Examples of red coloring agents include anthraquinone compounds, azo compounds, azomethine compounds, xanthene compounds, quinacridone compounds, perylene compounds, and thioindigo compounds.

[0032] Specific examples of red colorants include C.I. Pigment Red 1, 3, 4, 6, 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, 122, 123, 144, 14 Examples of red pigments include 9, 155, 166, 168, 169, 171, 172, 175, 176, 177, 178, 179, 185, 190, 200, 202, 206, 207, 208, 209, 216, 220, 224, 226, 242, 246, 279, 294, 295, 296, and 297.

[0033] Examples of yellow colorants include azo compounds, azomethine compounds, pteridine compounds, quinophthalone compounds, and perylene compounds. Specific examples of yellow colorants include C.I. Pigment Yellow 1, 2, 3, 4, 5, 6, 10, 11, 12, 13, 14, 15, 16, 17, 18, 20, 24, 31, 32, 34, 35, 35:1, 36, 36:1, 37, 37:1, 40, 42, 43, 53, 55, 60, 61, 62, 63, 65, 73, 74, 77, 81, 83, 86, 93, 94, 95, 97, 98, 100, 101, 104, 106, 108, 113, 114, 115, 116, 117, 118, 119, 120, 123. Examples of yellow pigments include 125, 126, 127, 128, 129, 137, 138, 147, 148, 150, 151, 152, 153, 154, 155, 156, 161, 162, 164, 166, 167, 168, 169, 170, 171, 172, 174, 175, 176, 177, 180, 181, 182, 187, 188, 193, 194, 199, 213, 214, 215, 228, 231, 232, 233, 234, 235, and 236.

[0034] As a yellow coloring agent, a nickel azobarbiturate complex with the following structure can also be used.

[0035] As a yellow coloring agent, the compounds described in paragraphs 0031 to 0033 of International Publication No. 2022 / 085485, the methine dye described in Japanese Patent Publication No. 2019-073695, and the methine dye described in Japanese Patent Publication No. 2019-073696 can be used.

[0036] The coloring agent content in the total solids of the colored composition is preferably 40 to 70% by mass. The upper limit is preferably 67% by mass or less, and more preferably 63% by mass or less. The lower limit is preferably 45% by mass or more, and more preferably 50% by mass or more.

[0037] The content of diketopyrrolopyrrole pigment in the total solid content of the coloring composition is preferably 30 to 70% by mass. The upper limit is preferably 60% by mass or less, and more preferably 50% by mass or less. The lower limit is preferably 35% by mass or more, and more preferably 40% by mass or more. Furthermore, the total amount of diketopyrrolopyrrole pigment contained in the coloring composition is preferably 100 to 350 parts by mass, more preferably 135 to 350 parts by mass, per 100 parts by mass of isoindoline pigment, and more preferably 150 to 300 parts by mass, for the reasons that it provides better storage stability, excellent spectral characteristics, and can further suppress pixel peeling during development. Furthermore, the content of diketopyrrolopyrrole pigment in the colorant is preferably 30 to 95% by mass. The upper limit is preferably 85% by mass or less, and more preferably 75% by mass or less. The lower limit is preferably 40% by mass or more, and more preferably 50% by mass or more. Furthermore, the content of diketopyrrolopyrrole pigment in the red coloring agent contained in the coloring agent is preferably 50% by mass or more, more preferably 65% ​​by mass or more, and even more preferably 80% by mass or more. The upper limit can be 100% by mass.

[0038] The isoindoline pigment content in the total solid content of the colored composition is preferably 5 to 30% by mass. The upper limit is preferably 25% by mass or less, and more preferably 20% by mass or less. The lower limit is preferably 7.5% by mass or more, and more preferably 10% by mass or more. Furthermore, the isoindoline pigment content in the coloring agent is preferably 5 to 60% by mass. The upper limit is preferably 50% by mass or less, and more preferably 40% by mass or less. The lower limit is preferably 10% by mass or more, and more preferably 20% by mass or more. Furthermore, the isoindoline pigment content in the yellow coloring agent contained in the coloring agent is preferably 50% by mass or more, more preferably 65% ​​by mass or more, and even more preferably 80% by mass or more. The upper limit can be 100% by mass.

[0039] The total amount of red and yellow colorants contained in the colorant is preferably 90% by mass or more, more preferably 95% by mass or more, and even more preferably 99% by mass or more. It is particularly preferable that the colorant contained in the colored composition consists only of red and yellow colorants. The ratio of red to yellow colorants is preferably 50 to 500 parts by mass of red colorant per 100 parts by mass of yellow colorant. The upper limit is preferably 400 parts by mass or less, and more preferably 300 parts by mass or less. The lower limit is preferably 100 parts by mass or more, and more preferably 150 parts by mass or more.

[0040] <<Resin>> The colored composition of the present invention contains a resin. The resin is used, for example, to disperse pigments in the colored composition or as a binder. A resin used primarily to disperse pigments in a colored composition is also called a dispersant. However, such uses of the resin are just examples, and the resin can also be used for purposes other than those mentioned above. The colored composition of the present invention preferably contains a resin as a binder.

[0041] The weight-average molecular weight (Mw) of the resin is preferably between 3,000 and 2,000,000. The upper limit is preferably 1,000,000 or less, and more preferably 500,000 or less. The lower limit is preferably 4,000 or more, and more preferably 5,000 or more.

[0042] Examples of resins include (meth)acrylic resins, epoxy resins, (meth)acrylamide resins, ene-thiol resins, polycarbonate resins, polyether resins, polyarylate resins, polysulfone resins, polyethersulfone resins, polyphenylene resins, polyarylene etherphosphine oxide resins, polyimide resins, polyamide-imide resins, polyolefin resins, cyclic olefin resins, polyester resins, styrene resins, siloxane resins, and urethane resins. Urethane resin is a polymer compound formed by the reaction of an isocyanate group and an alcohol group. Specifically, it is a polymer compound having a urethane bond (or carbamate bond) formed by reacting a compound having an isocyanate group (polyisocyanate) with a compound having an alcohol group (polyol). The urethane value of the urethane resin is preferably 0.5 to 6.0 mmol / g. The lower limit is preferably 1.0 mmol / g or more, more preferably 1.5 mmol / g or more, and even more preferably 2.0 mmol / g or more. The upper limit is preferably 5.0 mmol / g or less, more preferably 4.5 mmol / g or less, and even more preferably 4.0 mmol / g or less. The urethane value of the urethane resin is particularly preferably 2.0 to 4.0 mmol / g. The urethane value of the urethane resin is a numerical value that represents the molar amount of urethane bonds per gram of solid content of the urethane resin.

[0043] Furthermore, the resins include the resin described in paragraphs 0091 to 0099 of International Publication No. 2022 / 065215, the blocked polyisocyanate resin described in Japanese Patent Publication No. 2016-222891, the resin described in Japanese Patent Publication No. 2020-122052, the resin described in Japanese Patent Publication No. 2020-111656, the resin described in Japanese Patent Publication No. 2020-139021, the resin described in Japanese Patent Publication No. 2017-138503 which includes a structural unit having a ring structure in the main chain and a structural unit having a biphenyl group in the side chain, the resin described in paragraphs 0199 to 0233 of Japanese Patent Publication No. 2020-186373, the alkali-soluble resin described in Japanese Patent Publication No. 2020-186325, and Korean Patent Publication No. 10-2020-0078339. You may also use a resin represented by Formula 1 as described in the publication, a copolymer containing epoxy and acid groups as described in International Publication No. 2022 / 030445, a resin as described in Japanese Patent Application Publication No. 2018-135514, a copolymer as described in Japanese Patent Application Publication No. 2020-041046, a resin as described in Japanese Patent Application Publication No. 2023-033156, a resin as described in Japanese Patent Application Publication No. 2023-030386, a resin as described in Japanese Patent Application Publication No. 2023-027753, a resin as described in Japanese Patent Application Publication No. 2020-139021, a resin as described in Japanese Patent Application Publication No. 2023-074038, a resin as described in Japanese Patent Application Publication No. 2023-079666, a cardo resin as described in Chinese Patent Application Publication No. 115947929, or a copolymer as described in Japanese Patent Application Publication No. 2024-014141.

[0044] It is preferable to use a resin having acidic groups. Examples of acidic groups include carboxyl groups, phosphate groups, sulfo groups, and phenolic hydroxyl groups.

[0045] The acid value of the resin having acid groups is preferably 30 to 500 mg KOH / g. The lower limit is preferably 40 mg KOH / g or more, and more preferably 50 mg KOH / g or more. The upper limit is preferably 400 mg KOH / g or less, more preferably 300 mg KOH / g or less, and even more preferably 200 mg KOH / g or less. The weight-average molecular weight (Mw) of the resin having acid groups is preferably 5,000 to 100,000, and more preferably 5,000 to 50,000. The number-average molecular weight (Mn) of the resin having acid groups is preferably 1,000 to 20,000.

[0046] Resins having acidic groups preferably contain repeating units having acidic groups in their side chains, and more preferably contain repeating units having acidic groups in their side chains in an amount of 5 to 70 mol% of the total repeating units of the resin. The upper limit of the content of repeating units having acidic groups in their side chains is preferably 50 mol% or less, and more preferably 30 mol% or less. The lower limit of the content of repeating units having acidic groups in their side chains is preferably 10 mol% or more, and more preferably 20 mol% or more.

[0047] Regarding resins having acid groups, reference can be made to paragraphs 0558-0571 of Japanese Patent Application Publication No. 2012-208494 (paragraphs 0685-0700 of the corresponding US Patent Application Publication No. 2012 / 0235099) and paragraphs 0076-0099 of Japanese Patent Application Publication No. 2012-198408, the contents of which are incorporated herein by reference. Furthermore, commercially available resins having acid groups can also be used. There are no particular restrictions on the method of introducing acid groups into the resin, but for example, the method described in Japanese Patent No. 6349629 can be cited. In addition, as a method of introducing acid groups into the resin, a method can be cited in which an acid anhydride is reacted with a hydroxyl group produced by a ring-opening reaction of an epoxy group to introduce an acid group.

[0048] The colored composition of the present invention may also preferably contain a resin having a basic group. The resin having a basic group is preferably a resin containing repeating units having a basic group in its side chain, more preferably a copolymer having repeating units having a basic group in its side chain and repeating units not having a basic group, and even more preferably a block copolymer having repeating units having a basic group in its side chain and repeating units not having 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 mg KOH / g. The lower limit is preferably 10 mg KOH / g or more, and more preferably 20 mg KOH / g or more. The upper limit is preferably 200 mg KOH / g or less, and more preferably 100 mg KOH / g or less.

[0049] Commercially available resins containing basic groups include DISPERBY K-161, 162, 163, 164, 166, 167, 168, 174, 182, 183, 184, 185, 2000, 2001, 2050, 2150, 2163, 2164, BYK-LPN6919 (all manufactured by Bic Chemie), and Solspers 112. Examples include 00, 13240, 13650, 13940, 24000, 26000, 28000, 32000, 32500, 32550, 32600, 33000, 34750, 35100, 35200, 37500, 38500, 39000, 53095, 56000, 7100 (all manufactured by Lubrizol Japan), Efka PX 4300, 4330, 4046, 4060, 4080 (all manufactured by BASF), etc. Furthermore, the resin having basic groups may also be 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, or the vinyl resin having basic groups described in paragraphs 0150 to 0153 of Japanese Patent Application Publication No. 2019-184763, the details of which are incorporated herein by reference.

[0050] The coloring composition of the present invention may also preferably contain a resin having an acidic group and a resin having a basic group. According to this embodiment, the storage stability of the coloring composition can be further improved. When a resin having an acidic group and a resin having a basic group are used in combination, the content of the resin having a basic group is preferably 20 to 500 parts by mass, more preferably 30 to 300 parts by mass, and even more preferably 50 to 200 parts by mass, per 100 parts by mass of the resin having an acidic group.

[0051] It is also preferable to use a resin having aromatic carboxyl groups as the resin. In a resin having aromatic carboxyl groups, the aromatic carboxyl groups may be included in the main chain of the repeating unit or in the side chain of the repeating unit. It is preferable that the aromatic carboxyl groups are included in the main chain of the repeating unit. In this specification, an aromatic carboxyl group is a group having a structure in which one or more carboxyl groups are bonded to an aromatic ring. In an aromatic carboxyl group, the number of carboxyl groups bonded to the aromatic ring is preferably 1 to 4, and more preferably 1 to 2. Examples of resins having aromatic carboxyl groups include the resins described in paragraphs 0082 to 0107 of International Publication No. 2021 / 166858.

[0052] It is also preferable to use a resin having crosslinkable groups. Examples of crosslinkable groups include ethylenically unsaturated bond-containing groups and cyclic ether groups. Examples of ethylenically unsaturated bond-containing groups include vinyl groups, allyl groups, (meth)acryloyl groups, and styrene groups. Examples of cyclic ether groups include epoxy groups and oxetanyl groups. When using a resin having crosslinkable groups, the content of the resin having crosslinkable groups in the colored composition is preferably 30% by mass or more, more preferably 50% by mass or more, and even more preferably 70% by mass or more.

[0053] The resin preferably includes a graft resin. Examples of graft resins include resins having repeating units with graft chains. In this specification, a graft chain refers to a polymer chain that branches off and extends from the main chain of the repeating unit. The graft chain preferably has 40 to 10,000 atoms excluding hydrogen atoms, more preferably 50 to 2,000 atoms excluding hydrogen atoms, and even more preferably 60 to 500 atoms excluding hydrogen atoms.

[0054] The graft chain preferably contains repeating units of at least one structure selected from the group consisting of polyester structures, polyether structures, poly(meth)acrylic structures, polystyrene structures, polyurethane structures, polyurea structures, and polyamide structures; more preferably contains repeating units of at least one structure selected from the group consisting of polyester structures, polyether structures, poly(meth)acrylic structures, and polystyrene structures; even more preferably contains repeating units of polyester structures or polyether structures; and particularly preferably contains repeating units of polyester structures.

[0055] Examples of dispersants include acidic dispersants (acidic resins) and basic dispersants (basic resins). Here, an acidic dispersant (acidic resin) refers to a resin in which the amount of acidic groups is greater than the amount of basic groups. As an acidic dispersant (acidic resin), it is preferable that the amount of acidic groups is 70 mol% or more when the total amount of acidic groups and basic groups is set to 100 mol%. The acidic group of the acidic dispersant (acidic resin) is preferably a carboxyl group. The acid value of the acidic dispersant (acidic resin) is preferably 10 to 105 mg KOH / g. Furthermore, a basic dispersant (basic resin) refers to a resin in which the amount of basic groups is greater than the amount of acidic groups. As a basic dispersant (basic resin), it is preferable that the amount of basic groups exceeds 50 mol% when the total amount of acidic groups and basic groups is set to 100 mol%. The basic group of the basic dispersant is preferably an amino group.

[0056] The resin used as a dispersant is preferably a graft resin. The resin used as a dispersant is also preferably a resin having aromatic carboxyl groups.

[0057] The resin used as a dispersant is preferably a polyimine-based dispersant containing a nitrogen atom in at least one of its main chain and side chains. Preferably, the polyimine-based dispersant has a main chain having a substructure with functional groups having a pKa of 14 or less, and side chains with 40 to 10,000 atoms, and contains a basic nitrogen atom in at least one of its main chain and side chains. The basic nitrogen atom is not particularly limited as long as it exhibits basic properties. For polyimine-based dispersants, refer to paragraphs 0102 to 0166 of Japanese Patent Application Publication No. 2012-255128, the contents of which are incorporated herein by reference.

[0058] The resin used as a dispersant is preferably a resin with a structure in which multiple polymer chains are bonded to the core. Examples of such resins include dendrimers (including star-shaped polymers). Specific examples of dendrimers include polymer compounds C-1 to C-31 described in paragraphs 0196 to 0209 of Japanese Patent Application Publication No. 2013-043962.

[0059] The resin used as a dispersant is preferably a resin containing repeating units having ethylenically unsaturated bond-containing groups in their side chains. The content of repeating units having ethylenically unsaturated bond-containing groups in their side chains is preferably 10 mol% or more, more preferably 10 to 80 mol%, and even more preferably 20 to 70 mol% of the total repeating units of the resin.

[0060] As a dispersant, the resin described in Japanese Patent Publication No. 2018-087939, the block copolymers (EB-1) to (EB-9) described in paragraphs 0219 to 0221 of Japanese Patent No. 6432077, polyethyleneimine having polyester side chains described in International Publication No. 2016 / 104803, the block copolymer described in International Publication No. 2019 / 125940, the block polymer having acrylamide structural units described in Japanese Patent Publication No. 2020-066687, the block polymer having acrylamide structural units described in Japanese Patent Publication No. 2020-066688, and the dispersant described in International Publication No. 2016 / 104803 can also be used.

[0061] Dispersants are also available commercially, and specific examples include the DISPERBYK series from BYK Chemie, the SOLSPERSE series from Lubrizol Nippon, the Efka series from BASF, and the Azisper series from Ajinomoto Fine Techno Co., Ltd. In addition, the products described in paragraph 0129 of Japanese Patent Publication No. 2012-137564 and paragraph 0235 of Japanese Patent Publication No. 2017-194662 can also be used as dispersants.

[0062] The resin content in the total solids of the colored composition is preferably 1 to 50% by mass. The upper limit is preferably 40% by mass or less, and more preferably 30% by mass or less. The lower limit is preferably 5% by mass or more, and more preferably 10% by mass or more. The colored composition of the present invention may contain only one type of resin or two or more types. If two or more types of resins are included, it is preferable that their total amount falls within the above range.

[0063] <<Polymerizable Compounds>> The colored composition of the present invention contains polymerizable compounds. Examples of polymerizable compounds include compounds having an ethylenically unsaturated bond-containing group. Examples of ethylenically unsaturated bond-containing groups include vinyl groups, allyl groups, and (meth)acryloyl groups. The polymerizable compound used in the present invention is preferably a radical polymerizable compound.

[0064] The polymerizable compound may be in any chemical form, such as a monomer, prepolymer, or oligomer, but a monomer is preferred. The molecular weight of the polymerizable compound is preferably 100 to 3000. 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.

[0065] The ethylenically unsaturated bond content value (hereinafter referred to as the C=C value) of the polymerizable compound is preferably 2 to 14 mmol / g from the viewpoint of the long-term stability of the colored composition. The lower limit is preferably 3 mmol / g or more, more preferably 4 mmol / g or more, and even more preferably 5 mmol / g or more. The upper limit is preferably 12 mmol / g or less, more preferably 10 mmol / g or less, and even more preferably 8 mmol / g or less. The C=C value of the polymerizable compound is a value calculated by dividing the number of ethylenically unsaturated bond-containing groups contained in one molecule of the polymerizable compound by the molecular weight of the polymerizable compound.

[0066] The polymerizable compound is preferably a compound containing two or more ethylenically unsaturated bond-containing groups, more preferably a compound containing two to fifteen ethylenically unsaturated bond-containing groups, and even more preferably a compound containing two to six ethylenically unsaturated bond-containing groups. Furthermore, the polymerizable compound is preferably a (meth)acrylate compound with 2 to 15 functions, and more preferably a (meth)acrylate compound with 2 to 6 functions. Specific examples of polymerizable compounds include the compounds described in paragraphs 0075 to 0083 of International Publication No. 2022 / 065215 and the compounds described in Taiwan Patent Application Publication No. 201832008.

[0067] The polymerizable compound is preferably a polymerizable compound containing an ethylenically unsaturated bond-containing group and an alkylene oxy group (hereinafter also referred to as AO monomer). By using AO monomer, the film can be given appropriate flexibility, suppressing pattern loss and peeling during development, and further improving adhesion and the amount of residual film after development.

[0068] It is preferable that the number of alkyleneoxy groups contained in one molecule of the AO monomer is 3 or more, and more preferably 4 or more. From the viewpoint of the stability of the coloring composition over time, the upper limit is preferably 20 or less.

[0069] Examples of the AO monomer include compounds represented by the following formula (AO-1).

[0070] In the formula, A 1 represents an ethylenically unsaturated bond-containing group, L 1 represents a single bond or a divalent linking group, R 1 represents an alkylene group, m represents an integer of 1 to 30, n represents an integer of 3 or more, and L 2 represents an n-valent linking group.

[0071] A 1 Examples of the ethylenically unsaturated bond-containing group represented by A include a vinyl group, an allyl group, and a (meth)acryloyl group, and a (meth)acryloyl group is preferable.

[0072] Examples of the divalent linking group represented by L 1 include an alkylene group, an arylene group, -O-, -CO-, -COO-, -OCO-, -NH-, and groups combined with two or more of these. The number of carbon atoms of the alkylene group is preferably 1 to 30, more preferably 1 to 20, and still more preferably 1 to 15. The alkylene group may be linear, branched, or cyclic. The number of carbon atoms of the arylene group is preferably 6 to 30, more preferably 6 to 20, and still more preferably 6 to 10.

[0073] The number of carbon atoms of the alkylene group represented by R 1 is preferably 1 to 10, more preferably 1 to 5, still more preferably 1 to 3, particularly preferably 2 or 3, and most preferably 2. The alkylene group represented by R 1 is preferably linear or branched, and more preferably linear. Specific examples of the alkylene group represented by R 1 include an ethylene group, a linear or branched propylene group, etc., and an ethylene group is preferable.

[0074] m represents an integer of 1 to 30, preferably an integer of 1 to 20, more preferably an integer of 1 to 10, and still more preferably 1 to 5.

[0075] n represents an integer of 3 or greater, preferably an integer of 4 or greater. The upper limit of n is preferably an integer of 15 or less, more preferably an integer of 10 or less, and even more preferably an integer of 6 or less.

[0076] L 2 Examples of n-valent linking groups represented by include aliphatic hydrocarbon groups, aromatic hydrocarbon groups, heterocyclic groups, and combinations thereof, as well as groups formed by combining at least one selected from aliphatic hydrocarbon groups, aromatic hydrocarbon groups, and heterocyclic groups with at least one selected from -O-, -CO-, -COO-, -OCO-, and -NH-. The number of carbon atoms in the aliphatic hydrocarbon group is preferably 1 to 30, more preferably 1 to 20, and even more preferably 1 to 15. The aliphatic hydrocarbon group may be linear, branched, or cyclic, with linear or branched being preferred. The number of carbon atoms in the aromatic hydrocarbon group is preferably 6 to 30, more preferably 6 to 20, and even more preferably 6 to 10. The heterocyclic group may 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. Examples of heteroatoms constituting the heterocyclic group include nitrogen atoms, oxygen atoms, sulfur atoms, and the like. The number of heteroatoms constituting the heterocyclic group is preferably 1 to 3. The heterocyclic group may be a monocyclic ring or a fused ring. 2 The n-valent linking group represented by is preferably a group derived from a polyfunctional alcohol.

[0077] The AO monomer is preferably a compound represented by formula (AO-2).

[0078] In the formula R 2 represents a hydrogen atom or a methyl group, R 1 represents an alkylene group, m represents an integer from 1 to 30, n represents an integer of 3 or more, L 2 R represents an n-valent linking group. 1 , L 2 m and n are R in equation (AO-1). 1 , L 2 It is synonymous with m and n, and the preferred range is also the same.

[0079] Commercially available AO monomers include KAYARAD T-1420(T) and RP-1040 (manufactured by Nippon Kayaku Co., Ltd.).

[0080] Preferred polymerizable compounds include dipentaerythritol tri(meth)acrylate (commercially available as KAYARAD D-330; manufactured by Nippon Kayaku Co., Ltd.), dipentaerythritol tetra(meth)acrylate (commercially available as KAYARAD D-320; manufactured by Nippon Kayaku Co., Ltd.), dipentaerythritol penta(meth)acrylate (commercially available as KAYARAD D-310; manufactured by Nippon Kayaku Co., Ltd.), dipentaerythritol hexa(meth)acrylate (commercially available as KAYARAD DPHA; manufactured by Nippon Kayaku Co., Ltd., NK Ester A-DPH-12E; manufactured by Shin Nakamura Chemical Industry Co., Ltd.), and compounds in which the (meth)acryloyl groups of these compounds are linked via ethylene glycol and / or propylene glycol residues (for example, SR454 and SR499, commercially available from Sartomer).Furthermore, polymerizable compounds include diglycerin EO (ethylene oxide) modified (meth)acrylate (commercially available as M-460; manufactured by Toagosei), pentaerythritol tetraacrylate (manufactured by Shin-Nakamura Chemical Industry Co., Ltd., NK Ester A-TMMT), 1,6-hexanediol diacrylate (manufactured by Nippon Kayaku Co., Ltd., KAYARAD HDDA), RP-1040 (manufactured by Nippon Kayaku Co., Ltd.), Aronics TO-2349 (manufactured by Toagosei Co., Ltd.), NK Oligo UA-7200 (manufactured by Shin-Nakamura Chemical Industry Co., Ltd.), DPHA-40H (manufactured by Nippon Kayaku Co., Ltd.), UA-306H, UA-306T, UA-306I, AH-600, T-600, AI-600, and LINC-2. 02UA (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.), Arronix M-510, 520 (manufactured by Toagosei Co., Ltd., polymerizable compound with acidic group), Etercure 6361-100 (manufactured by Eternal Materials, polymerizable compound with hyperbranch structure), EBECRYL 80 (tetrafunctional monomer containing amine, manufactured by Daicel-Orcknes Co., Ltd.), EBECRYL 7100 (difunctional monomer containing amine, manufactured by Daicel-Orcknes Co., Ltd.), CN371NS (difunctional monomer containing amine, manufactured by Arkema), HOA-MPL (2-acryloyloxyethyl phthalic acid: manufactured by Kyoeisha Chemical Co., Ltd.), HOA-MPE (2 You can also use polymerizable compounds having a dendrimer structure or hyperbranch structure as described in Japanese Patent Publication No. 2023-043479, polymerizable compounds as described in Japanese Patent Publication No. 2023-529984, polymerizable compounds as described in International Publication No. 2023 / 190562, (meth)acrylate compounds as described in Japanese Patent Publication No. 2023-173204, etc.

[0081] As polymerizable compounds, polymerizable compounds having a fluorene skeleton can also be used. The polymerizable compound having a fluorene skeleton is preferably a bifunctional polymerizable compound. Examples of commercially available polymerizable compounds having a fluorene skeleton include Ogusol EA-0200 and EA-0300 (manufactured by Osaka Gas Chemical Co., Ltd., (meth)acrylate monomers having a fluorene skeleton).

[0082] The content of polymerizable compounds in the total solids of the colored composition is preferably 1 to 30% by mass. The upper limit is preferably 20% by mass or less, and more preferably 15% by mass or less. The lower limit is preferably 3% by mass or more, and more preferably 5% by mass or more. The content of the above-mentioned AO monomer in the total solids of the colored composition is preferably 1 to 30% by mass. The upper limit is preferably 20% by mass or less, and more preferably 15% by mass or less. The lower limit is preferably 3% by mass or more, and more preferably 5% by mass or more. The content of AO monomer in the polymerizable compounds contained in the colored composition is preferably 20 to 100% by mass, more preferably 40 to 100% by mass, and even more preferably 60 to 100% by mass. The colored composition of the present invention may contain only one polymerizable compound or may contain two or more polymerizable compounds. When two or more polymerizable compounds are included, it is preferable that their total amount falls within the above range.

[0083] <<Polymerization Initiator>> The colored composition of the present invention contains a polymerization initiator. The polymerization initiator is preferably a photopolymerization initiator. There are no particular restrictions on the photopolymerization initiator, and it can be appropriately selected from known photopolymerization initiators. For example, a compound that is photosensitive to light in the ultraviolet region to the visible light region is preferred. The photopolymerization initiator is preferably a photoradical polymerization initiator.

[0084] Examples of photopolymerization initiators include halogenated hydrocarbon derivatives (e.g., compounds having a triazine skeleton, compounds having an oxadiazole skeleton, etc.), acylphosphine compounds, hexaarylbiimidazole compounds, oxime compounds, organic peroxides, thio compounds, ketone compounds, aromatic onium salts, α-hydroxyketone compounds, α-aminoketone compounds, and glyoxylate compounds. The photopolymerization initiator is preferably a trihalomethyltriazine compound, benzyldimethylketal compound, α-hydroxyketone compound, α-aminoketone compound, acylphosphine compound, phosphine oxide compound, metallocene compound, oxime compound, hexaarylbiimidazole compound, onium compound, benzothiazole compound, benzophenone compound, acetophenone compound, cyclopentadiene-benzene-iron complex, halomethyloxadiazole compound, glyoxylate compound, or 3-arylsubstituted coumarin compound; more preferably an oxime compound, α-hydroxyketone compound, α-aminoketone compound, or acylphosphine compound; even more preferably an α-hydroxyketone compound or oxime compound; and particularly preferably an oxime compound.

[0085] The photopolymerization initiator may be used alone or in combination of two or more types. When two or more photopolymerization initiators are used, the sensitivity can be easily adjusted, and even when pixels are formed using a low-temperature process (for example, a process at a temperature of 150°C or lower, preferably 120°C or lower, throughout the entire process), pixel peeling during development can be further suppressed.

[0086] In the case where two or more photopolymerization initiators are used, a preferred embodiment is one in which the photopolymerization initiator includes an oxime compound and an α-hydroxyketone compound. When an oxime compound and an α-hydroxyketone compound are used in combination, the ratio of the oxime compound to the α-hydroxyketone compound is preferably 10 to 150 parts by mass of the α-hydroxyketone compound per 100 parts by mass of the oxime compound. The upper limit is preferably 100 parts by mass or less, and more preferably 75 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.

[0087] As photopolymerization initiators, compounds described in paragraphs 0065 to 0111 of Japanese Patent Publication No. 2014-130173, compounds described in Japanese Patent Publication No. 6301489, MATERIAL STAGE 37-60p, vol. 19, No. 3. Peroxide-based photopolymerization initiators described in 2019, photopolymerization initiators described in International Publication No. 2018 / 221177, photopolymerization initiators described in International Publication No. 2018 / 110179, photopolymerization initiators described in JP 2019-043864, photopolymerization initiators described in JP 2019-044030, peroxide-based initiators described in JP 2019-167313, aminoacetophenone-based initiators having an oxazolidine group described in JP 2020-055992, JP 2013- Oxime-based photopolymerization initiator described in Japanese Patent Publication No. 190459, polymer described in Japanese Patent Application Publication No. 2020-172619, compound represented by formula 1 described in International Publication No. 2020 / 152120, compound described in Japanese Patent Application Publication No. 2021-181406, photopolymerization initiator described in Japanese Patent Application Publication No. 2022-013379, compound represented by formula (1) described in Japanese Patent Application Publication No. 2022-015747, fluorine-containing fluorene oxime ester-based photoinitiator described in Japanese Patent Application Publication No. 2021-507058, Chinese Patent Application Publication No. 11 Initiators described in Specification No. 0764367, initiators described in Japanese Patent Publication No. 2022-518535, initiators described in International Publication No. 2021 / 175855, compounds described in Taiwan Patent Application Publication No. 202200534, compounds described in Japanese Patent Application Publication No. 2022-078550, compounds described in Korean Published Patent No. 10-2017-0087330, compounds described in International Publication No. 2022 / 075452, oxime ester compounds described in Chinese Patent Application Publication No. 110066225, Korean Compounds described in Japanese Patent Publication No. 10-2022-0076157, compounds described in paragraphs 0042-0062 of International Publication No. 2019 / 013112 having a triarylamine or N-arylcarbazole skeleton, oxime ester-based photopolymerization initiators described in Japanese Patent Publication No. 7219378, photopolymerization initiators described in Korean Published Patent No. 10-2021-0146174, photopolymerization initiators described in International Publication No. 2019 / 013112, photopolymerization initiators described in Japanese Patent Publication No. 2023-033731,Examples include the initiator described in Japanese Patent Publication No. 2022-515524, the initiator described in Japanese Patent Publication No. 2023-517304, the initiator described in Chinese Patent Application Publication No. 114149517, the aminoketone compound described in Chinese Patent Application Publication No. 115925596, the compound described in Japanese Patent Application Publication No. 2023-159489, the compound described in Japanese Patent Application Publication No. 2023-159487, the compound described in Taiwan Patent Application Publication No. 202336003, the compound described in Chinese Patent Application Publication No. 113527138, and the organosilicon compound described in Japanese Patent Publication No. 2022-502526.

[0088] Specific examples of hexaarylbiimidazole compounds include 2,2',4-tris(2-chlorophenyl)-5-(3,4-dimethoxyphenyl)-4,5-diphenyl-1,1'-biimidazole.

[0089] Examples of hydroxyalkylphenone compounds include those represented by formula (V).

[0090] In the formula Rv 1 represents a substituent, Rv 2 and Rv 3 Each of these independently represents a hydrogen atom or a substituent, and Rv 2 and Rv 3 The elements may be joined together to form a ring, and m represents an integer from 0 to 5.

[0091] Rv 1 Examples of substituents represented by include alkyl groups (preferably alkyl groups having 1 to 10 carbon atoms) and alkoxy groups (preferably alkoxy groups having 1 to 10 carbon atoms). The alkyl and alkoxy groups are preferably linear or branched, with linear being more preferred. Rv 1 The alkyl and alkoxy groups represented by may be unsubstituted or substituted. Examples of substituents include hydroxyl groups and groups having a hydroxyalkylphenone structure. An example of a group having a hydroxyalkylphenone structure is Rv in formula (V). 1 A benzene ring or Rv to which is bonded. 1 An example of a structure obtained by removing one hydrogen atom from the original is a group.

[0092] Rv 2 and Rv 3 Each of these independently represents a hydrogen atom or a substituent. A substituent is preferably an alkyl group (preferably an alkyl group having 1 to 10 carbon atoms). Also, Rv 2 and Rv 3 These elements may be bonded to each other to form a ring (preferably a ring having 4 to 8 carbon atoms, more preferably an aliphatic ring having 4 to 8 carbon atoms). The alkyl group is preferably linear or branched, with linear being more preferred.

[0093] Commercially available α-hydroxyketone compounds include Omnirad 184, Omnirad 1173, Omnirad 2959, and Omnirad 127 (all manufactured by IGM Resins B.V.), and Irgacure 184, Irgacure 1173, Irgacure 2959, and Irgacure 127 (all manufactured by BASF). Commercially available α-aminoketone compounds include Omnirad 907, Omnirad 369, Omnirad 369E, and Omnirad 379EG (all manufactured by IGM Resins B.V.), and Irgacure 907, Irgacure 369, Irgacure 369E, and Irgacure 379EG (all manufactured by BASF). Commercially available acylphosphine compounds include Omnirad 819 and Omnirad TPO (both manufactured by IGM Resins B.V.), and Irgacure 819 and Irgacure TPO (both manufactured by BASF). Examples of commercially available glyoxylate compounds include Esacure 563 (manufactured by IGM Resins B.V.).

[0094] Examples of oxime compounds include 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) and the compounds described in paragraphs 0022 to 0024 of Japanese Patent Publication No. 2021-173858, and the compounds represented by general formula (1) and the compounds described in paragraphs 0117 to 0120 of Japanese Patent Publication No. 2021-170089. Specific examples of oxime compounds include 3-benzoyloxyiminobutan-2-one, 3-acetoxyiminobutan-2-one, 3-propionyloxyiminobutan-2-one, 2-acetoxyiminopentan-3-one, 2-acetoxyimino-1-phenylpropane-1-one, 2-benzoyloxyimino-1-phenylpropane-1-one, 3-(4-toluenesulfonyloxy)iminobutan-2-one, 2-ethoxycarbonyloxyimino-1-phenylpropane-1-one, and 1-[4-(phenylthio)phenyl]-3-cyclohexyl-propane-1,2-dione-2-(O-acetyloxime). Commercially available products include Irgacure OXE01, Irgacure OXE02, Irgacure OXE03, Irgacure OXE04, Irgacure OXE05 (all manufactured by BASF), TR-PBG-301, TR-PBG-304, TR-PBG-305, TR-PBG-309, TR-PBG-3054, TR-PBG-3057, TR-PBG-314, TR-PBG-327, TR-PBG-345, TR-PBG-346, TR- Examples include PBG-358, TR-PBG-365, TR-PBG-380, TR-PBG-610, TR-PBG-A, TR-PBG-B (all manufactured by TRONLY), and ADEKA Optomer N-1919 (manufactured by ADEKA Corporation, photopolymerization initiator 2 described in Japanese Patent Publication No. 2012-014052). Furthermore, it is also preferable to use compounds that do not produce color or compounds that are highly transparent and resistant to discoloration as oxime compounds. Examples of commercially available products include ADEKA Arclus NCI-730, NCI-831, NCI-831E, and NCI-930 (all manufactured by ADEKA Corporation).

[0095] As photopolymerization initiators, oxime compounds having a fluorene ring, oxime compounds having a skeleton in which at least one benzene ring of the carbazole ring is a naphthalene ring, oxime compounds having a fluorine atom, oxime compounds having a nitro group, oxime compounds having a benzofuran skeleton, oxime compounds in which a substituent having a hydroxyl group is attached to the carbazole skeleton, and compounds described in paragraphs 0143 to 0149 of International Publication No. 2022 / 085485 may also be used.

[0096] As a photopolymerization initiator, a compound represented by formula (OX-1) can also be used.

[0097] In formula (OX-1), X 1a R represents a divalent linking group containing at least one selected from the group consisting of aromatic rings and heterocycles. 1a R represents a hydrogen atom or an acyl group. 2a R represents an alkyl or aryl group. 3a and R 4a Each of these independently represents a hydrogen atom or an alkyl group, and Alk 1 and Alk 2 Each of these independently represents an alkyl group, R 3a and R 4a They may be bonded together to form a ring, Alk 1 and Alk 2 The elements may be joined together to form a ring, and n represents either 0 or 1.

[0098] X in equation (OX-1) 1a Examples of divalent linking groups represented by include divalent aromatic ring groups, divalent heterocyclic groups, divalent groups formed by linking two or more aromatic ring groups via single bonds or linking groups, divalent groups formed by linking two or more heterocyclic groups via single bonds or linking groups, and divalent groups formed by linking an aromatic ring group and a heterocyclic group via single bonds or linking groups. Examples of linking groups that link aromatic ring groups to each other, heterocyclic groups to each other, or an aromatic ring group and a heterocyclic group include -CH 2 -, -O-, -CO-, -S-, -NR x - And combinations thereof, etc. are examples. xThis represents a hydrogen atom, an alkyl group, an alkenyl group, an alkynyl group, an aryl group, or a heterocyclic group.

[0099] X in equation (OX-1) 1a It is preferably a group represented by any 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).

[0100] In the formula R X1 ~R X9 Each of these independently represents a hydrogen atom, an alkyl group, an alkenyl group, an alkynyl group, an aryl group, or a heteroaryl group, and * represents a bond.

[0101] R X1 ~R X9 The alkyl group represented by is preferably 1 to 15 carbon atoms, and more preferably 1 to 10 carbon atoms. The alkyl group may be linear, branched, or cyclic. The alkyl group may have substituents. Examples of substituents include halogen atoms, aryl groups, and heteroaryl groups.

[0102] R X1 ~R X9 The number of carbon atoms in the alkenyl group represented by is preferably 2 to 15, and more preferably 2 to 10. The alkenyl group may be linear, branched, or cyclic. The alkenyl group may have substituents. Examples of substituents include halogen atoms, aryl groups, and heteroaryl groups.

[0103] R X1 ~R X9 The alkynyl group represented by is preferably 2 to 15 carbon atoms, and more preferably 2 to 10 carbon atoms. The alkynyl group may be linear, branched, or cyclic. The alkynyl group may have substituents. Examples of substituents include halogen atoms, aryl groups, and heteroaryl groups.

[0104] R X1 ~R X9The number of carbon atoms in the aryl group represented by is preferably 6 to 20, 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, and heteroaryl groups.

[0105] R X1 ~R X9 The heteroaryl group represented by is preferably a five-membered or six-membered ring. The heteroatoms of the heteroaryl group are preferably oxygen, nitrogen, and sulfur atoms. The number of heteroatoms of the heteroaryl group is preferably 1 to 3. The heteroaryl group may have substituents. Examples of substituents include halogen atoms, alkyl groups, alkenyl groups, alkynyl groups, and aryl groups.

[0106] R in equation (OX-1) 1a represents a hydrogen atom or an acyl group, and an acyl group is preferred.

[0107] R in equation (OX-1) 2a R represents an alkyl group or an aryl group, and is preferably an alkyl group because the generated radical is highly reactive. 2a The number of carbon atoms in the alkyl group represented by is preferably 1 to 15, more preferably 1 to 10, even more preferably 1 to 5, and even more preferably 1 to 3. The alkyl group may be linear, branched, or cyclic, but is preferably linear or branched, and more preferably linear. The alkyl group may have substituents, but is preferably an unsubstituted alkyl group. 2a The alkyl group represented by is preferably an unsubstituted linear or branched alkyl group, and more preferably an unsubstituted linear alkyl group. 2a The number of carbon atoms in the aryl group represented by is preferably 6 to 20, more preferably 6 to 12, even more preferably 6 to 10, and particularly preferably 6. The aryl group may have substituents, but it is preferably an unsubstituted aryl group.

[0108] R in equation (OX-1) 3a and R 4aEach of these independently represents a hydrogen atom or an alkyl group, and a hydrogen atom is preferred. 3a and R 4a The number of carbon atoms in the alkyl group represented by is preferably 1 to 15, more preferably 1 to 10, even more preferably 1 to 5, and even more preferably 1 to 3. The alkyl group may be linear, branched, or cyclic, but is preferably linear or branched, and more preferably linear. The alkyl group may have substituents, but is preferably an unsubstituted alkyl group. 3a and R 4a These may be bonded together to form a ring. The formed ring is preferably a five-membered or six-membered ring, and more preferably a five-membered or six-membered aliphatic hydrocarbon ring.

[0109] Alk in equation (OX-1) 1 and Alk 2 Each of these independently represents an alkyl group. The number of carbon atoms in the alkyl group is preferably 1 to 15, more preferably 1 to 10, even more preferably 1 to 5, and even more preferably 1 to 3. The alkyl group may be linear, branched, or cyclic, but is preferably linear or branched, and more preferably linear. The alkyl group may have substituents, but is preferably an unsubstituted alkyl group. Alk 1 and Alk 2 The elements may be bonded together to form a ring, and it is preferable that a ring is formed. The formed ring is preferably a five-membered or six-membered ring, more preferably a five-membered or six-membered aliphatic hydrocarbon ring, and even more preferably a cyclopentane ring or a cyclohexane ring.

[0110] In formula (OX-1), n ​​represents either 0 or 1, and is preferably 0.

[0111] Specific examples of compounds represented by formula (OX-1) include the compounds described in paragraphs 0092 to 0096 of Japanese Patent Publication No. 2012-113104 and the compounds described in paragraph 0041 of Japanese Patent Publication No. 2012-189997.

[0112] As the photoinitiator, a compound represented by the formula (OX-2) can also be used.

[0113]

[0114] In the formula (OX-2), R 1b and R 2b each independently represent a substituent, and R 3b to R 7b each independently represent a hydrogen atom or a substituent, and Ar 1b represents an aryl group which may have a substituent or a heteroaryl group which may have a substituent, and n represents 0 or 1.

[0115] The substituents represented by R 1b and R 2b include an alkyl group and an aryl group, and it is preferably an alkyl group. The number of carbon atoms of the alkyl group is preferably 1 to 15, more preferably 1 to 10. The alkyl group may be linear, branched or cyclic. The alkyl group may have a substituent. Examples of the substituent include a halogen atom, an aryl group, an alkenyl group, an alkynyl group, a heteroaryl group, etc. The number of carbon atoms of the aryl group is preferably 6 to 20, more preferably 6 to 12, still more preferably 6 to 10, and particularly preferably 6. The aryl group may have a substituent. Examples of the substituent include a halogen atom, an alkyl group, an alkenyl group, an alkynyl group, a heteroaryl group, etc.

[0116] The substituents represented by R 3b to R 7b include a halogen atom, an alkyl group and an aryl group. Examples of the alkyl group and the aryl group are as described above. R 3b to R 7b are preferably hydrogen atoms.

[0117] Ar 1b represents an aryl group which may have a substituent or a heteroaryl group which may have a substituent, and Ar 1bis preferably an aryl group which may have a substituent. The number of carbon atoms of the aryl group is preferably 6 to 20, more preferably 6 to 12, still more preferably 6 to 10, and particularly preferably 6. Examples of the substituent include a halogen atom, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, an alkylthio group, an arylthio group, a nitro group and an acyl group, and an acyl group is preferred.

[0118] As the photopolymerization initiator, a compound represented by the formula (OX-3) can also be used.

[0119]

[0120] In the formula (OX-3), Ar 1c represents a (k + m + 1)-valent aromatic ring group or a (k + m + 1)-valent heterocyclic group, and Ar 2c represents a (k + 2)-valent aromatic ring group or a (k + 2)-valent heterocyclic group, and R 1c to R 3c each independently represent a substituent, and L 1c represents a single bond or CR 11c R 12c represents, R 11c and R 12c each independently represent a hydrogen atom, an alkyl group or an aryl group, and X 1c represents -CH 2 -, -N-, -O- or -S-, k represents 0 or 1, m represents an integer of 0 to 4, and n represents 0 or 1.

[0121] R 1c and R 2cThe substituents represented by include alkyl groups and aryl groups, with alkyl groups being preferred. The number of carbon atoms in the alkyl group is preferably 1 to 15, and more preferably 1 to 10. The alkyl group may be linear, branched, or cyclic. The alkyl group may have substituents. Examples of substituents include halogen atoms, aryl groups, alkenyl groups, alkynyl groups, and heteroaryl groups. The number of carbon atoms in the aryl group is preferably 6 to 20, 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, and heteroaryl groups. 2c It is preferable that the alkyl group has a branched or cyclic structure.

[0122] R 3c Examples of substituents represented by include halogen atoms, alkyl groups, alkoxy groups, aryl groups, aryloxy groups, and acyl groups, with acyl groups being preferred.

[0123] L 1c is a single bond or CR 11c R 12c Represents R 11c and R 12c Each of these independently represents a hydrogen atom, an alkyl group, or an aryl group. 11c and R 12c The alkyl and aryl groups in R 1c and R 2c This is synonymous with alkyl and aryl groups in [the given context]. When k is 1, L 1c It is preferable that the bond is a single bond.

[0124] X 1c is, -CH 2 It represents -, -N-, -O-, or -S-, with -O- or -S- being preferred.

[0125] Ar 1crepresents a (k+m+1) valent aromatic ring group or a (k+m+1) valent heterocyclic group, and is preferably a (k+m+1) valent aromatic ring group. The aromatic ring group is preferably a benzene ring group or a naphthalene ring group, and more preferably a benzene ring group.

[0126] Ar 2c represents a (k+2) valent aromatic ring group or a (k+2) valent heterocyclic group, and is preferably a (k+2) valent aromatic ring group. The aromatic ring group is preferably a benzene ring group or a naphthalene ring group, and more preferably a benzene ring group.

[0127] k represents 0 or 1, preferably 0. m represents an integer from 0 to 4, preferably 0 or 1, more preferably 1. n represents 0 or 1, preferably 0.

[0128] As a photopolymerization initiator, ketoxime ester compounds having an allyl oil oxy group at the ortho position, represented by formula (OX-4), can also be suitably used. Examples of such compounds include those described in Chinese Patent Application Publication No. 117342977.

[0129] In formula (OX-4), R 1d and R 2d Each of these independently represents an alkyl group, an aryl group, or a heterocyclic group; R 3d , R 4d , R 5d , R 6d These are, independently, hydrogen atoms, halogen atoms, CN, and NO. 2 CF 3 ,R,OR,SR,SOR,SO 2 R represents R or NRR', where R and R' each independently represent an alkyl group or an aryl group, and when R and R' are present together, R and R' may be bonded to form a ring, and one or more -CH groups in the alkyl group or aryl group represented by R and R' 2 Each of the hyphens may be independently substituted with -O-, -N-, -S-, -CO-, -COO-, -OCO-, or a benzene ring; R 7d , R8d and R 9d Each of these independently represents either a hydrogen atom or a methyl group.

[0130] Compounds represented by formula (OX-5) can also be suitably used as photopolymerization initiators. Examples of such compounds include those described in International Publication No. 2024 / 101219.

[0131] In formula (OX-5), R 1e ~R 5e Each of these independently represents a hydrocarbon group which may have substituents, and n represents an integer from 0 to 4.

[0132] Specific examples of oxime compounds include the following compounds.

[0133]

[0134]

[0135]

[0136]

[0137]

[0138] As the photopolymerization initiator, a bifunctional or trifunctional or more functional photopolymerization initiator may be used. Specific examples of bifunctional or trifunctional or more functional photopolymerization initiators include the compounds described in paragraph 0148 of International Publication No. 2022 / 065215.

[0139] The content of polymerization initiator in the total solids of the colored composition is preferably 1 to 20% by mass. The lower limit is preferably 2% by mass or more, and more preferably 3% by mass or more. The upper limit is preferably 15% by mass or less, and more preferably 10% by mass or less. The polymerization initiator may be a single type or two or more types may be used in combination. When two or more types are used in combination, it is preferable that their total amount be within the above range.

[0140] When a photopolymerization initiator is used as the polymerization initiator, the content of the photopolymerization initiator in the total solid content of the colored composition is preferably 1 to 20% by mass. The lower limit is preferably 2% by mass or more, and more preferably 3% by mass or more. The upper limit is preferably 15% by mass or less, and more preferably 10% by mass or less. The photopolymerization initiator may be used alone or in combination of two or more types. When two or more types are used in combination, it is preferable that their total amount is within the above range.

[0141] <<Solvent>> The colored composition of the present invention preferably contains a solvent. Examples of solvents include organic solvents. The type of solvent is not particularly limited as long as it satisfies the solubility of each component and the applicability of the composition. Examples of organic solvents include ester solvents, ketone solvents, alcohol solvents, amide solvents, ether solvents, and hydrocarbon solvents. For further details, please refer to paragraph 0223 of International Publication No. 2015 / 166779, which is incorporated herein by reference. In addition, ester solvents and ketone solvents substituted with cyclic alkyl groups can also be preferably used. Specific examples of organic solvents include polyethylene glycol monomethyl ether, dichloromethane, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl cellosolve acetate, ethyl lactate, diethylene glycol dimethyl ether, butyl acetate, methyl 3-methoxypropionate, 2-heptanone, 2-pentanone, 3-pentanone, 4-heptanone, cyclohexanone, 2-methylcyclohexanone, 3-methylcyclohexanone, 4-methylcyclohexanone, cycloheptanone, cyclooctanone, cyclohexyl acetate, cyclopentanone, ethyl carbitol acetate, butyl carbitol acetate, propylene glycol monomethyl ether, propylene Examples include propylene glycol monomethyl ether acetate, 3-methoxy-N,N-dimethylpropanamide, 3-butoxy-N,N-dimethylpropanamide, propylene glycol diacetate, 3-methoxybutanol, methyl ethyl ketone, gamma butyrolactone, sulfolane, anisole, 1,4-diacetoxybutane, diethylene glycol monoethyl ether acetate, butane-1,3-diyl diacetate, dipropylene glycol methyl ether acetate, diacetone alcohol (also known as diacetone alcohol, 4-hydroxy-4-methyl-2-pentanone), 2-methoxypropyl acetate, 2-methoxy-1-propanol, and isopropyl alcohol.However, the amount of aromatic hydrocarbons used as organic solvents (benzene, toluene, xylene, ethylbenzene, etc.) may be reduced for environmental reasons (for example, it may be reduced to 50 ppm by mass (parts per million) or less, 10 ppm by mass or less, or 1 ppm by mass or less relative to the total amount of organic solvent).

[0142] It is preferable that the metal content of the organic solvent be low. The metal content of the organic solvent is preferably, for example, 10 ppb (parts per billion) or less by mass. If necessary, an organic solvent with a metal content at the ppt (parts per trillion) level by mass may be used; such organic solvents are provided, for example, by Toyo Gosei Co., Ltd. (Chemical Daily, November 13, 2015).

[0143] Methods for removing impurities such as metals from organic solvents include, for example, distillation (molecular distillation, thin-film distillation, etc.) and filtration using a filter. The pore size of the filter used for filtration is preferably 10 μm or less, more preferably 5 μm or less, and even more preferably 3 μm or less. The material of the filter is preferably polytetrafluoroethylene, polyethylene, or nylon.

[0144] Organic solvents may contain isomers (compounds with the same number of atoms but different structures). Furthermore, they may contain only one type of isomer or multiple types.

[0145] It is preferable that the peroxide content in the organic solvent is 0.8 mmol / L or less, and more preferably that it is substantially peroxide-free.

[0146] The solvent content in the colored composition is preferably 10 to 95% by mass, more preferably 20 to 90% by mass, and even more preferably 30 to 90% by mass.

[0147] The colored composition of the present invention is preferably substantially free of environmentally regulated substances from the viewpoint of environmental regulations. In this invention, substantially free of environmentally regulated substances means that the content of environmentally regulated substances in the colored composition is 50 ppm by mass or less, preferably 30 ppm by mass or less, more 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, etc. These substances are registered as environmentally regulated substances under the REACH (Registration Evaluation Authorization and Restriction of Chemicals) regulations, the PRTR (Pollutant Release and Transfer Register) law, and the VOC (Volatile Organic Compounds) regulations, and their usage and handling methods are strictly regulated. These compounds may be used as solvents when manufacturing the various components used in colored compositions, and may be mixed into the colored compositions as residual solvents. From the standpoint of human safety and environmental considerations, it is preferable to reduce these substances as much as possible. One method for reducing environmentally regulated substances is to heat or reduce the pressure in the system to above the boiling point of the environmentally regulated substance and distillate it off the system. Furthermore, when removing small amounts of environmentally regulated substances by distillation, it is useful to azeotrope with a solvent having a boiling point equivalent to that of the solvent in question in order to increase efficiency. In addition, if the mixture contains compounds that exhibit radical polymerization, polymerization inhibitors may be added during reduced-pressure distillation to suppress the progression of radical polymerization reactions and the resulting crosslinking between molecules. These distillation methods can be implemented at any stage, including the raw material stage, the product stage (e.g., the polymerized resin solution or polyfunctional monomer solution), or the stage of the colored composition prepared by mixing these compounds.

[0148] <<Chain Transfer Agent>> The colored composition of the present invention may contain a chain transfer agent. Examples of chain transfer agents include thiol compounds, thiocarbonylthio compounds, and dimers of aromatic α-methylalkenyls, with thiol compounds being preferred. Examples of chain transfer agents include those described in paragraphs 0093 to 0113 of International Publication No. 2019 / 188652.

[0149] The thiol compound used as a chain transfer agent is a compound having one or more thiol groups, and preferably a compound having two or more thiol groups. The upper limit of the number of thiol groups contained in the thiol compound is preferably 10 or less, more preferably 6 or less, and even more preferably 4 or less. It is particularly preferable that the thiol compound is a compound having two thiol groups.

[0150] The thiol compound is preferably a compound represented by the following formula (SH-1). S1 - (SH) n ...Formula (SH-1) (wherein SH represents a thiol group, L 1 (This represents an n-valence base, where n is an integer greater than or equal to 1.)

[0151] L in equation (SH-1) S1 The n-valent groups represented by include hydrocarbon groups, heterocyclic groups, -O-, -S-, and -NR S1 -, -CO-, -COO-, -OCO-, -SO 2 - Or, a group consisting of a combination of these. R S1The group represents a hydrogen atom, an alkyl group, or an aryl group, with a hydrogen atom being preferred. The hydrocarbon group may be an aliphatic hydrocarbon group or an aromatic hydrocarbon group. The aliphatic hydrocarbon group may be cyclic or acyclic. The aliphatic hydrocarbon group may be a saturated aliphatic hydrocarbon group or an unsaturated aliphatic hydrocarbon group. The hydrocarbon group may have substituents or may not have substituents. The cyclic aliphatic hydrocarbon group and the aromatic hydrocarbon group may be monocyclic or fused rings. The heterocyclic group may be monocyclic or fused rings. A five-membered ring or a six-membered ring is preferred for the heterocyclic group. The heterocyclic group may be an aliphatic heterocyclic group or an aromatic heterocyclic group. Examples of heteroatoms constituting the heterocyclic group include nitrogen atoms, oxygen atoms, and sulfur atoms. 1 The number of carbon atoms constituting the compound is preferably 3 to 100, and more preferably 6 to 50.

[0152] In formula (SH-1), n ​​represents an integer greater than or equal to 1. The upper limit of n is preferably 10 or less, more preferably 6 or less, and even more preferably 4 or less. The lower limit of n is preferably 2 or greater.

[0153] Specific examples of thiol compounds include those described in paragraphs 0100-0103 of International Publication No. 2019 / 188652. Commercially available thiol compounds include PEMP (manufactured by SC Organic Chemicals Co., Ltd.), Suncellar M (manufactured by Sanshin Chemical Industry Co., Ltd.), Karenz MTBD1, Karenz MTPE1, Karenz MTNR1, and Karenz MTTPMB (all manufactured by Resonac Co., Ltd.). Thiol compounds described in Japanese Patent Publication No. 2020-109068 can also be used as chain transfer agents.

[0154] The molecular weight of the chain transfer agent is preferably 200 or more. The upper limit is preferably 1000 or less, more preferably 800 or less, and even more preferably 600 or less, because it can increase the SH valency per unit weight.

[0155] The content of the chain transfer agent in the total solid content of the colored composition is preferably 0.001 to 5% by mass. The upper limit is preferably 3% by mass or less, and more preferably 1% by mass or less. The lower limit is preferably 0.05% by mass or more, and more preferably 0.01% by mass or more. Only one type of chain transfer agent may be used, or two or more types may be used. When two or more types are used, it is preferable that their total amount is within the above range.

[0156] <<Pigment Derivatives>> The colored composition of the present invention may contain pigment derivatives. Examples of pigment derivatives include compounds having a structure in which an acidic group or a basic group is bonded to a pigment skeleton. Pigment derivatives are used, for example, as dispersion aids. A dispersion aid is a material used to improve the dispersibility of pigments in a colored composition.

[0157] Examples of the above-mentioned pigment structures include quinoline pigment structure, benzimidazolone pigment structure, benzoisoindole pigment structure, benzothiazole pigment structure, iminium pigment structure, squarylium pigment structure, crokonium pigment structure, oxonol pigment structure, pyrrolopyrrole pigment structure, diketopyrrolopyrrole pigment structure, azo pigment structure, azomethine pigment structure, phthalocyanine pigment structure, naphthalocyanine pigment structure, anthraquinone pigment structure, quinacridone pigment structure, dioxazine pigment structure, perinone pigment structure, perylene pigment structure, thiaidine indigo pigment structure, thioindigo pigment structure, isoindoline pigment structure, isoindolinone pigment structure, quinophthalone pigment structure, dithiol pigment structure, triarylmethane pigment structure, pyromethene pigment structure, and the like.

[0158] Examples of acidic groups found in pigment derivatives include carboxyl groups, sulfo groups, phosphate groups, boronic acid groups, imido acid groups, and salts thereof. Examples of atoms or groups of atoms constituting the salt include alkali metal ions (Li + Na + _K + (Ca) 2+ Mg 2+ Examples include ammonium ions, imidazolium ions, pyridinium ions, and phosphonium ions. Examples of imido acid groups include -SO2 NHSO 2 R X1 , -CONHSO 2 R X2 , -CONHCOR X3 or -SO 2 NHCOR X4 A group represented by -SO is preferred, 2 NHSO 2 R X1 , -CONHSO 2 R X2 , or -SO 2 NHCOR X4 A group represented by -SO is more preferred. 2 NHSO 2 R X1 or -CONHSO 2 R X2 This is even more preferable. X1 ~R X4 Each of these independently represents an alkyl group or an aryl group. X1 ~R X4 The alkyl and aryl groups represented by may have substituents. The substituents are preferably halogen atoms, and more preferably fluorine atoms. X1 ~R X4 Each of these is preferably an alkyl group containing a fluorine atom or an aryl group containing a fluorine atom, and more preferably an alkyl group containing a fluorine atom. The alkyl group containing a fluorine atom has 1 to 10 carbon atoms, more preferably 1 to 5, and even more preferably 1 to 3. The aryl group containing a fluorine atom has 6 to 20 carbon atoms, more preferably 6 to 12, and even more preferably 6.

[0159] Basic groups found in pigment derivatives include amino groups, pyridinyl groups and their salts, ammonium groups, and phthalimidomethyl groups. Atoms or groups of atoms that make up the salts include hydroxide ions, halogen ions, carboxylate ions, sulfonate ions, and phenoxide ions.

[0160] As for the amino group, -NR x11 R x12 Examples include the group represented by and the cyclic amino group.

[0161] -NR x11 R x12 In the group represented by R x11 and R x12 Each of these independently represents a hydrogen atom, an alkyl group, or an aryl group, and is preferably an alkyl group. That is, the amino group is preferably a dialkylamino group. The number of carbon atoms in the alkyl group is preferably 1 to 10, more preferably 1 to 5, and even more preferably 1 to 3. The alkyl group may be linear, branched, or cyclic, but linear or branched is preferred, and linear is more preferred. The alkyl group may have substituents. The number of carbon atoms in the aryl group is preferably 6 to 30, more preferably 6 to 20, and even more preferably 6 to 12. The aryl group may have substituents.

[0162] Examples of cyclic amino groups include pyrrolidine, piperidine, piperazine, and morpholine groups. These groups may also have substituents.

[0163] Pigment derivatives with excellent visible transparency (hereinafter also referred to as transparent pigment derivatives) can also be used. The maximum molar extinction coefficient (εmax) of the transparent pigment derivative in the wavelength region of 400 to 700 nm is 3000 L·mol -1 ・cm -1 Preferably, the following: 1000 L·mol -1 ・cm -1 It is more preferable that the following conditions apply: 100 L·mol -1 ・cm -1 It is even more preferable that the following conditions are met: The lower limit of εmax is, for example, 1 L·mol -1 ・cm -1 That is all. 10 L·mol -1 ・cm -1 That's fine too.

[0164] Specific examples of pigment derivatives include the compounds described in paragraph 0124 of International Publication No. 2022 / 085485, the benzimidazolone compounds or salts thereof described in Japanese Patent Publication No. 2018-168244, the compounds having an isoindoline skeleton described in general formula (1) of Japanese Patent Publication No. 6996282, the compounds described in Japanese Patent Publication No. 2019-172968, and the compounds described in Chinese Patent Application Publication No. 115124889.

[0165] The pigment derivative content is preferably 0.1 to 30 parts by mass per 100 parts by mass of pigment. The lower limit is preferably 0.25 parts by mass or more, more preferably 0.5 parts by mass or more, even more preferably 0.75 parts by mass or more, and particularly preferably 1 part by mass or more. The upper limit is preferably 25 parts by mass or less, and more preferably 20 parts by mass or less. Only one type of pigment derivative may be used, or two or more types may be used in combination. When two or more types are used in combination, it is preferable that their total amount is within the above range.

[0166] <<Polyalkyleneimines>> The colored compositions of the present invention may contain polyalkyleneimines. Polyalkyleneimines are used, for example, as dispersing aids for pigments. A polyalkyleneimine is a polymer obtained by ring-opening polymerization of alkyleneimines. Preferably, the polyalkyleneimine is a polymer having a branched structure containing primary amino groups, secondary amino groups, and tertiary amino groups. The number of carbon atoms in the alkyleneimine is preferably 2 to 6, more preferably 2 to 4, even more preferably 2 or 3, and particularly preferably 2.

[0167] The molecular weight of the polyalkyleneimine is preferably 200 or more, and more preferably 250 or more. The upper limit is preferably 100,000 or less, more preferably 50,000 or less, even more preferably 10,000 or less, and particularly preferably 2,000 or less. When the molecular weight of the polyalkyleneimine can be calculated from the structural formula, the molecular weight of the polyalkyleneimine is the value calculated from the structural formula. On the other hand, when the molecular weight of a specific amine compound cannot be calculated from the structural formula, or when it is difficult to calculate, the number-average molecular weight measured by the boiling point elevation method is used. Furthermore, when it cannot be measured by the boiling point elevation method, or when it is difficult to measure, the number-average molecular weight measured by the viscosity method is used. Furthermore, when it cannot be measured by the viscosity method, or when it is difficult to measure by the viscosity method, the number-average molecular weight in polystyrene equivalent values ​​measured by GPC (gel permeation chromatography) is used.

[0168] The amine value of the polyalkyleneimine is preferably 5 mmol / g or more, more preferably 10 mmol / g or more, and even more preferably 15 mmol / g or more.

[0169] Specific examples of alkyleneimines include ethyleneimine, propyleneimine, 1,2-butyleneimine, and 2,3-butyleneimine, with ethyleneimine or propyleneimine being preferred, and ethyleneimine being more preferred. Polyalkyleneimines are particularly preferably polyethyleneimine. Furthermore, polyethyleneimine preferably contains 10 mol% or more of primary amino groups relative to the total of primary, secondary, and tertiary amino groups, more preferably 20 mol% or more, and even more preferably 30 mol% or more. Commercially available polyethyleneimines include Epomin SP-003, SP-006, SP-012, SP-018, SP-200, and P-1000 (all manufactured by Nippon Shokubai Co., Ltd.).

[0170] The polyalkylene imine content in the total solids of the colored composition is preferably 0.1 to 5% by mass. The lower limit is preferably 0.2% by mass or more, more preferably 0.5% by mass or more, and even more preferably 1% by mass or more. The upper limit is preferably 4.5% by mass or less, more preferably 4% by mass or less, and even more preferably 3% by mass or less. Furthermore, the polyalkylene imine content is preferably 0.5 to 20 parts by mass per 100 parts by mass of pigment. The lower limit is preferably 0.6 parts by mass or more, more preferably 1 part by mass or more, and even more preferably 2 parts by mass or more. The upper limit is preferably 10 parts by mass or less, and even more preferably 8 parts by mass or less. Only one type of polyalkylene imine may be used, or two or more types may be used. When two or more types are used, it is preferable that their total amount is within the above range.

[0171] <<Compounds Having Cyclic Ether Groups>> The colored compositions of the present invention may contain compounds having cyclic ether groups. Examples of cyclic ether groups include epoxy groups and oxetanyl groups. The epoxy group may be an alicyclic epoxy group. An alicyclic epoxy group refers to a monovalent functional group having a cyclic structure in which an epoxy ring and a saturated hydrocarbon ring are fused. The compound having a cyclic ether group is preferably a compound having an epoxy group (hereinafter also referred to as an epoxy compound). Examples of epoxy compounds include compounds having one or more epoxy groups in one molecule, and compounds having two or more epoxy groups are preferred. The epoxy compound is preferably a compound having 1 to 100 epoxy groups in one molecule. The upper limit of the number of epoxy groups contained in the epoxy compound can be, for example, 10 or less, or 5 or less. The lower limit of the number of epoxy groups contained in the epoxy compound is preferably 2 or more.

[0172] As compounds having a cyclic ether group, you can use the compounds described in paragraphs 0034 to 0036 of Japanese Patent Publication No. 2013-011869, paragraphs 0147 to 0156 of Japanese Patent Publication No. 2014-043556, paragraphs 0085 to 0092 of Japanese Patent Publication No. 2014-089408, the compounds described in Japanese Patent Publication No. 2017-179172, the xanthene type epoxy resin described in Japanese Patent Publication No. 2021-195421, and the xanthene type epoxy resin described in Japanese Patent Publication No. 2021-195422.

[0173] The compound having a cyclic ether group may be a low molecular weight compound (for example, with a molecular weight of less than 2000, and even less than 1000) or a high molecular weight compound (macromolecule) (for example, with a molecular weight of 1000 or more, or in the case of a polymer, with 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 100000, and more preferably 500 to 50000. The upper limit of the weight-average molecular weight is preferably 10000 or less, more preferably 5000 or less, and even more preferably 3000 or less.

[0174] Examples of commercially available compounds containing cyclic ether groups include EHPE3150 (manufactured by Daicel Corporation), EPICLON N-695 (manufactured by DIC Corporation), Marproof G-0150M, G-0105SA, G-0130SP, G-0250SP, G-1005S, G-1005SA, G-1010S, G-2050M, G-01100, and G-01758 (all manufactured by NOF Corporation, epoxy group-containing polymers).

[0175] The content of compounds having cyclic ether groups in the total solid content of the colored composition is preferably 0.1 to 40% by mass. The lower limit is preferably 1% by mass or more, and more preferably 2% by mass or more. The upper limit is preferably 30% by mass or less, more preferably 20% by mass or less, even more preferably 15% by mass or less, and particularly preferably 10% by mass or less. Only one compound having a cyclic ether group may be used, or two or more compounds may be used. When two or more compounds are used, it is preferable that their total amount is within the above range.

[0176] <<Ultraviolet Absorber>> The colored composition of the present invention may contain an ultraviolet absorber. Examples of ultraviolet absorbers include conjugated diene compounds, aminodiene compounds, salicylate compounds, benzophenone compounds, benzotriazole compounds, acrylonitrile compounds, hydroxyphenyltriazine compounds, indole compounds, triazine compounds, and dibenzoyl compounds. Specific examples of such compounds include the compound 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, the compound described in Japanese Patent Application Publication No. 2023-013321, and the compound described in Japanese Patent Application Publication No. 2023-178225. The content of ultraviolet absorbers in the total solid content of the colored composition is preferably 0.01 to 10% by mass, and more preferably 0.01 to 5% by mass. Only one type of ultraviolet absorber may be used, or two or more types may be used. If two or more types are used, it is preferable that their total amount falls within the above range.

[0177] <<Polymerization Inhibitor>> The colored composition of the present invention may contain a polymerization inhibitor. Examples of polymerization inhibitors include hydroquinone, p-methoxyphenol, di-tert-butyl-p-cresol, pyrogallol, tert-butylcatechol, benzoquinone, 4,4'-thiobis(3-methyl-6-tert-butylphenol), 2,2'-methylenebis(4-methyl-6-t-butylphenol), and N-nitrosophenylhydroxyamine salts (ammonium salts, cerium salts, etc.). Among these, p-methoxyphenol is preferred. The content of the polymerization inhibitor in the total solid content of the colored composition is preferably 0.0001 to 5% by mass. There may be only one type of polymerization inhibitor, or there may be two or more types. If there are two or more types, it is preferable that the total amount is within the above range.

[0178] <<Silane Coupling Agent>> The colored composition of the present invention may contain a silane coupling agent. Examples of silane coupling agents include silane compounds having a hydrolyzable group, and it is preferable that the silane compound has a hydrolyzable group and other functional groups. A hydrolyzable group is a substituent that is directly bonded to a silicon atom and can form a siloxane bond by at least one of a hydrolysis reaction and a condensation reaction. Examples of hydrolyzable groups include halogen atoms, alkoxy groups, and acyloxy groups, with alkoxy groups being preferred. That is, the silane coupling agent is preferably a compound having an alkoxysilyl group. Examples of functional groups other than hydrolyzable groups include vinyl groups, allyl groups, (meth)acryloyl groups, thiol groups, epoxy groups, oxetanyl groups, amino groups, ureido groups, sulfide groups, isocyanate groups, and phenyl groups, with amino groups, (meth)acryloyl groups, and epoxy groups being preferred. Specific examples of silane coupling agents include the compound described in paragraph 0177 of International Publication No. 2022 / 085485 and the compound described in Japanese Patent Publication No. 2019-183020. The content of the silane coupling agent in the total solid content of the colored composition is preferably 0.1 to 15% by mass. The upper limit is preferably 10% by mass or less, and more preferably 5% by mass or less. The lower limit is preferably 0.5% by mass or more, and more preferably 1% by mass or more. There may be only one type of silane coupling agent, or there may be two or more types. If there are two or more types, it is preferable that the total amount is within the above range.

[0179] <<Surfactants>> The colored composition of the present invention may contain surfactants. Various surfactants can be used, such as fluorinated surfactants, nonionic surfactants, cationic surfactants, anionic surfactants, and silicone surfactants. The surfactant is preferably a silicone surfactant or a fluorinated surfactant, and more preferably a silicone surfactant. For surfactants, refer to the surfactants described in paragraphs 0238 to 0245 of International Publication No. 2015 / 166779, which are incorporated herein by reference.

[0180] As fluorinated surfactants, compounds described in paragraphs 0167-0173 of International Publication No. 2022 / 085485 can be used.

[0181] Examples of nonionic surfactants include the compounds described in paragraph 0174 of International Publication No. 2022 / 085485.

[0182] Examples of silicone-based surfactants include DOWSIL SH8400, SH8400 FLUID, FZ-2122, 67 Additive, 74 Additive, M Additive, and SF 8419. Examples include OIL (manufactured by Dow Toray Industries, Inc.), TSF-4300, TSF-4445, TSF-4460, TSF-4452 (manufactured by Momentive Performance Materials), KP-341, KF-6000, KF-6001, KF-6002, KF-6003 (manufactured by Shin-Etsu Chemical Co., Ltd.), BYK-307, BYK-322, BYK-323, BYK-330, BYK-333, BYK-3760, BYK-UV3510 (manufactured by Bic Chemie, Inc.), etc. Furthermore, compounds with the following structure can also be used as silicone-based surfactants.

[0183] The surfactant content in the total solids of the colored composition is preferably 0.001% to 5.0% by mass, and more preferably 0.005% to 3.0% by mass. The surfactant may be one type or two or more types. If two or more types are used, the total amount is preferably within the above range.

[0184] <<Antioxidants>> The colored composition of the present invention may contain antioxidants. Examples of antioxidants include phenolic antioxidants, amine-based antioxidants, phosphorus-based antioxidants, and sulfur-based antioxidants. Examples of phenolic antioxidants include hindered phenol compounds. Phenolic antioxidants are preferably compounds having a substituent at the ortho position adjacent to the phenolic hydroxyl group. As the substituents, substituted or unsubstituted alkyl groups having 1 to 22 carbon atoms are preferred. Antioxidants are also preferably compounds having a phenolic group and a phosphite ester group in the same molecule. Examples of phosphorus-based antioxidants include tris[2-[[2,4,8,10-tetrakis(1,1-dimethylethyl)dibenzo[d,f][1,3,2]dioxaphosfepin-6-yl]oxy]ethyl]amine, tris[2-[(4,6,9,11-tetra-tert-butyldibenzo[d,f][1,3,2]dioxaphosfepin-2-yl)oxy]ethyl]amine, ethylbis(2,4-di-tert-butyl-6-methylphenyl) phosphate, and tris(2,4-di-tert-butylphenyl) phosphite. Examples of commercially available antioxidants include ADEKA stab AO-20, ADEKA stab AO-30, ADEKA stab AO-40, ADEKA stab AO-50, ADEKA stab AO-50F, ADEKA stab AO-60, ADEKA stab AO-60G, ADEKA stab AO-80, and ADEKA stab AO-330 (all manufactured by ADEKA Corporation), and JP-650 (manufactured by Johoku Chemical Industry Co., Ltd.). The antioxidants can also be compounds described in paragraphs 0023-0048 of Japanese Patent No. 6268967, compounds described in International Publication No. 2017 / 006600, compounds described in International Publication No. 2017 / 164024, and compounds described in Korean Published Patent No. 10-2019-0059371. The antioxidant content in the total solids of the colored composition is preferably 0.01 to 20% by mass, and more preferably 0.3 to 15% by mass. Only one type of antioxidant may be used, or two or more types may be used. If two or more types are used, it is preferable that their total amount falls within the above range.

[0185] <<Other Components>> The colored composition of the present invention may optionally contain sensitizers, plasticizers, and other auxiliary agents (e.g., conductive particles, fillers, defoamers, flame retardants, leveling agents, peel accelerators, fragrances, surface tension modifiers, chain transfer agents, etc.). By appropriately including these components, properties such as film properties can be adjusted. These components can be compounds described in paragraph 0182 of International Publication No. 2022 / 085485, compounds having two or more triethoxysilyl groups described in Japanese Patent Application Publication No. 2023-180607, and the like.

[0186] The colored composition of the present invention may contain a metal oxide to adjust the refractive index of the resulting film. Examples of metal oxides include TiO 2 , ZrO 2 Al 2 O 3 SiO 2 Examples include the above. The primary particle size of the metal oxide is preferably 1 to 100 nm, more preferably 3 to 70 nm, and even more preferably 5 to 50 nm. The metal oxide may have a core-shell structure. In this case, the core portion may be hollow.

[0187] The colored composition of the present invention may contain a lightfastness modifier. Examples of lightfastness modifiers include the compounds described in paragraph 0183 of International Publication No. 2022 / 085485.

[0188] The colored composition of the present invention preferably contains substantially no terephthalate esters. Here, "substantially free" means that the terephthalate ester content is 1,000 ppb by mass or less of the total amount of the colored composition, more preferably 100 ppb by mass or less, and particularly preferably zero.

[0189] From the viewpoint of environmental regulations, the coloring composition of the present invention preferably has a melamine content of 10,000 ppm by mass or less.

[0190] The colored composition of the present invention preferably has a free metal content of 100 ppm or less, and more preferably 50 ppm or less. Furthermore, the free halogen content is preferably 100 ppm or less, and more preferably 50 ppm or less. Methods for reducing free metals and halogens in the colored composition include washing with deionized water, filtration, ultrafiltration, and purification with ion exchange resin.

[0191] From an environmental perspective, the use of perfluoroalkyl sulfonic acid and its salts, and perfluoroalkyl carboxylic acid and its salts may be restricted. In the colored composition of the present invention, when the content of the above-mentioned compounds is reduced, the content of perfluoroalkyl sulfonic acid (particularly perfluoroalkyl sulfonic acid with 6 to 8 carbon atoms in the perfluoroalkyl group) and its salts, and perfluoroalkyl carboxylic acid (particularly perfluoroalkyl carboxylic acid with 6 to 8 carbon atoms in the perfluoroalkyl group) and its salts is preferably in the range of 0.01 ppb to 1000 ppb, more preferably in the range of 0.05 ppb to 500 ppb, and even more preferably in the range of 0.1 ppb to 300 ppb, relative to the total solid content of the colored composition. The colored composition of the present invention may substantially not contain perfluoroalkyl sulfonic acid and its salts, and perfluoroalkyl carboxylic acid and its salts. For example, a coloring composition substantially free of perfluoroalkyl sulfonic acid and its salts, and perfluoroalkyl carboxylic acid and its salts, may be selected by using compounds that can substitute for perfluoroalkyl sulfonic acid and its salts, and compounds that can substitute for perfluoroalkyl carboxylic acid and its salts. Examples of compounds that can substitute for regulated compounds include compounds that have been excluded from regulation due to differences in the number of carbon atoms in the perfluoroalkyl group. However, the above does not preclude the use of perfluoroalkyl sulfonic acid and its salts, and perfluoroalkyl carboxylic acid and its salts. The coloring composition of the present invention may contain perfluoroalkyl sulfonic acid and its salts, and perfluoroalkyl carboxylic acid and its salts, to the maximum permissible extent.

[0192] The water content of the colored composition of the present invention is usually 3% by mass or less, preferably 0.01 to 1.5% by mass, and more preferably in the range of 0.1 to 1.0% by mass. The water content can be measured by the Karl Fischer method.

[0193] The colored composition of the present invention can be used by adjusting its viscosity for purposes such as adjusting the film surface (flatness, etc.) and adjusting the film thickness. The viscosity value can be appropriately selected as needed, but for example, 0.3 mPa·s to 50 mPa·s is preferred at 25°C, and 0.5 mPa·s to 20 mPa·s is more preferred. As a method for measuring viscosity, for example, a cone-plate type viscometer can be used and the measurement can be taken while the temperature has been adjusted to 25°C.

[0194] <<Container>> There are no particular limitations on the container used to contain the colored composition, and any known container can be used. Alternatively, the container described in paragraph 0187 of International Publication No. 2022 / 085485 can be used as the container.

[0195] <Method for preparing the colored composition> The colored composition of the present invention can be prepared by mixing the above-mentioned components. When preparing the colored composition, all components may be dissolved and / or dispersed simultaneously in a solvent to prepare the colored composition, or, if necessary, each component may be prepared as two or more solutions or dispersions and mixed at the time of use (application) to prepare the colored composition.

[0196] The preparation of a colored composition preferably includes a process for dispersing the pigment. Examples of mechanical forces used in the pigment dispersion process include compression, squeezing, impact, shearing, and cavitation. Specific examples of these processes include bead mills, sand mills, roll mills, ball mills, paint shakers, microfluidizers, high-speed impellers, sand grinders, flow jet mixers, high-pressure wet atomization, and ultrasonic dispersion. Furthermore, in the grinding of pigments using a sand mill (bead mill), it is preferable to process the material under conditions that enhance grinding efficiency, such as by using small-diameter beads or increasing the bead packing density. It is also preferable to remove coarse particles after the grinding process by filtration, centrifugation, or other means. Furthermore, the processes and dispersers for dispersing the pigments can suitably be those described in "Complete Collection of Dispersion Technologies, published by Joho Kiko Co., Ltd., July 15, 2005," "Comprehensive Data Collection on Dispersion Technologies and Industrial Applications Focusing on Suspensions (Solid / Liquid Dispersion Systems), published by Keiei Kaihatsu Center Publishing Department, October 10, 1978," and paragraph 0022 of Japanese Patent Publication No. 2015-157893. In addition, in the process of dispersing the pigments, particle refinement treatment may be performed in a salt milling step. For materials, equipment, and processing conditions used in the salt milling step, for example, refer to the descriptions in Japanese Patent Publication No. 2015-194521 and Japanese Patent Publication No. 2012-046629. Examples of bead materials used for dispersion include zirconia, agate, quartz, titania, tungsten carbide, silicon nitride, alumina, stainless steel, and glass. Furthermore, the beads may be inorganic compounds with a Mohs hardness of 2 or higher. The colored composition may contain 1 to 10,000 ppm of the above-mentioned beads.

[0197] In preparing a colored composition, it is preferable to filter the colored composition with a filter for purposes such as removing foreign matter and reducing defects. Examples of filters and filtration methods used for filtration include those described in paragraphs 0196 to 0199 of International Publication No. 2022 / 085485.

[0198] <Membrane> The membrane of the present invention is a membrane obtained using the coloring composition of the present invention described above. The membrane of the present invention can be preferably used as a colored pixel of a color filter, and more preferably as a red pixel.

[0199] The film thickness of the film of the present invention can be appropriately adjusted depending on the purpose. For example, the film thickness is preferably 0.5 to 2.0 μm. The lower limit is preferably 0.6 μm or more, more preferably 0.7 μm or more, and even more preferably 0.8 μm or more. The upper limit is preferably 1.5 μm or less, more preferably 1.4 μm or less, and even more preferably 1.3 μm or less.

[0200] In the film of the present invention, the wavelength at which the transmittance is 50% in the wavelength range of 400 to 700 nm is preferably 589 nm or higher, more preferably 591 nm or higher, even more preferably 593 nm or higher, and particularly preferably 595 nm or higher. The upper limit is preferably 615 nm or lower, and more preferably 605 nm or lower.

[0201] The film of the present invention preferably has a maximum transmittance of 5% or less for light with a wavelength of 400 to 550 nm, more preferably 3% or less, and even more preferably 1% or less. Furthermore, the average transmittance for light with a wavelength of 400 to 550 nm is preferably 3% or less, more preferably 1% or less, and even more preferably 0.5% or less. Furthermore, the minimum transmittance for light with a wavelength of 600 to 700 nm is preferably 10% or more, more preferably 25% or more, and even more preferably 40% or more. Furthermore, the average transmittance for light with a wavelength of 600 to 700 nm is preferably 80% or more, more preferably 90% or more, and even more preferably 95% or more.

[0202] <Color Filter> The color filter of the present invention will now be described. The color filter of the present invention has the film of the present invention described above. It is preferable that the red pixels of the color filter have the film of the present invention. The color filter of the present invention can be used in solid-state image sensors and image display devices.

[0203] The color filter of the present invention preferably has colored pixels of other hues in addition to the pixels of the film of the present invention. A preferred embodiment of the color filter of the present invention is an embodiment having red pixels, blue pixels, and green pixels composed of the film of the present invention.

[0204] The color filter may have a protective layer on the surface of the film of the present invention. By providing a protective layer, various functions such as oxygen barrier, low reflectivity, hydrophilicity, and shielding of light of specific wavelengths (ultraviolet rays, infrared rays, etc.) can be imparted. The thickness of the protective layer is preferably 0.01 to 10 μm, and more preferably 0.1 to 5 μm. Methods for forming the protective layer include applying a resin composition for forming the protective layer, chemical vapor deposition, and attaching molded resin with an adhesive. The components that make up the protective layer include (meth)acrylic resin, ene-thiol resin, polycarbonate resin, polyether resin, polyarylate resin, polysulfone resin, polyethersulfone resin, polyphenylene resin, polyarylene etherphosphine oxide resin, polyimide resin, polyamide-imide resin, polyolefin resin, cyclic olefin resin, polyester resin, styrene resin, polyol resin, polyvinylidene chloride resin, melamine resin, urethane resin, aramid resin, polyamide resin, alkyd resin, epoxy resin, modified silicone resin, fluororesin, polyacrylonitrile resin, cellulose resin, Si, C, W, Al 2 O 3 Mo, SiO 2 Si 2 N 4 These are some examples, and two or more of these components may be included. For example, in the case of a protective layer intended for oxygen barrier, the protective layer may be made of polyol resin and SiO 2 And, Si 2 N 4 It is preferable that it contains [a specific component]. Furthermore, in the case of a protective layer intended for low reflectivity, it is preferable that the protective layer contains (meth)acrylic resin and fluororesin.

[0205] When forming a protective layer by coating a resin composition, known methods such as spin coating, casting, screen printing, and inkjet printing can be used as the coating method for the resin composition. The organic solvent contained in the resin composition can be a known organic solvent (for example, propylene glycol 1-monomethyl ether 2-acetate, cyclopentanone, ethyl lactate, etc.). When forming the protective layer by chemical vapor deposition, known chemical vapor deposition methods (thermochemical vapor deposition, plasma chemical vapor deposition, photochemical vapor deposition) can be used.

[0206] The protective layer may contain additives such as organic and inorganic fine particles, light absorbers of specific wavelengths (e.g., ultraviolet, infrared, etc.), refractive index adjusters, antioxidants, adhesives, and surfactants, as needed. Examples of organic and inorganic fine particles include polymer fine particles (e.g., silicone resin fine particles, polystyrene fine particles, melamine resin fine particles), titanium dioxide, zinc oxide, zirconium oxide, indium oxide, aluminum oxide, titanium nitride, titanium oxynitride, magnesium fluoride, hollow silica, silica, calcium carbonate, and barium sulfate. Known light absorbers can be used for light absorbers of specific wavelengths. The content of these additives can be adjusted as appropriate, but is preferably 0.1 to 70% by mass and more preferably 1 to 60% by mass relative to the total mass of the protective layer.

[0207] As a protective layer, the protective layer described in paragraphs 0073 to 0092 of Japanese Patent Publication No. 2017-151176 can also be used.

[0208] The color filter may have a structure in which each pixel is embedded in a space partitioned, for example, in a grid pattern by a partition wall.

[0209] <Method for forming pixels> Next, a method for forming pixels using the colored composition of the present invention will be described. The method for forming pixels preferably includes the steps of: applying the colored composition onto a support to form a colored composition layer; exposing the colored composition layer in a patterned manner; and developing the colored composition layer after exposure. It is preferable to carry out the entire pixel formation process at a temperature of 150°C or lower. In this invention, "carrying out the entire process at a temperature of 150°C or lower" means that all steps of forming pixels using the colored composition are carried out at a temperature of 150°C or lower. If a step of further heating is provided after developing the colored composition layer after exposure, this heating step is also carried out at a temperature of 150°C or lower. Details of each step will be described below.

[0210] In the step of forming the colored composition layer, the colored composition is applied to a support to form the colored composition layer. The support is not particularly limited and can be appropriately selected depending on the application. Examples include glass substrates and silicon substrates, with silicon substrates being preferred. A charge-coupled device (CCD), complementary metal-oxide-semiconductor (CMOS), transparent conductive film, etc., may be formed on the silicon substrate. A black matrix that isolates each pixel may also be formed on the silicon substrate. Furthermore, a base layer may be provided on the silicon substrate to improve adhesion with the upper layer, prevent diffusion of substances, or flatten the substrate surface. The surface contact angle of the base layer is preferably 20 to 70° when measured with diiodomethane. It is also preferably 30 to 80° when measured with water.

[0211] Known methods can be used for applying the colored composition. For example, drop casting; slit coating; spray coating; roll coating; spin coating; casting; slit and spin coating; pre-wetting (for example, the method described in Japanese Patent Application Publication No. 2009-145395); various printing methods such as inkjet (for example, on-demand, piezo, and thermal), nozzle jet printing, flexographic printing, screen printing, gravure printing, reverse offset printing, and metal mask printing; transfer methods using molds, etc.; and nanoimprint methods. In addition, the application method described in paragraph 0207 of International Publication No. 2022 / 085485 can also be used.

[0212] The colored composition layer formed on the support may be dried (pre-baked). When pre-baking is performed, the pre-baking temperature is preferably 80°C or lower, more preferably 70°C or lower, even more preferably 60°C or lower, and particularly preferably 50°C or lower. The lower limit can be, for example, 40°C or higher. The pre-baking time is preferably 10 to 3600 seconds. Pre-baking can be performed using a hot plate, oven, etc.

[0213] Next, the colored composition layer is exposed in a pattern (exposure step). For example, the colored composition layer can be exposed in a pattern by using a stepper exposure machine or a scanner exposure machine to expose it through a mask having a predetermined mask pattern. This allows the exposed areas to be cured.

[0214] Examples of radiation (light) that can be used during exposure include g-rays and i-rays. Light with a wavelength of 300 nm or less (preferably light with a wavelength of 180 to 300 nm) can also be used. Examples of light with a wavelength of 300 nm or less include KrF rays (wavelength 248 nm) and ArF rays (wavelength 193 nm), with KrF rays (wavelength 248 nm) being preferred. Long-wave light sources with wavelengths of 300 nm or more can also be used.

[0215] During exposure, the light may be irradiated continuously or pulsed (pulsed exposure). Pulsed exposure is an exposure method in which light irradiation and pauses are repeated in short cycles (for example, at the millisecond level or less).

[0216] The irradiation dose (exposure dose) is, for example, 0.03 to 2.5 J / cm². 2 This is preferable. The lower limit is 0.05 J / cm². 2 Preferably, it is 0.2 J / cm². 2 It is more preferable that the value be greater than or equal to 0.5 J / cm². 2 It is even more preferable that the value be greater than or equal to 0.8 J / cm². 2 It is even more preferable that the above is true, specifically 1.0 J / cm². 2 It is even more preferable that the above is true. The upper limit is 2.0 J / cm². 2 Preferably, it is 1.5 J / cm 2 The following is more preferable. Furthermore, the exposure intensity can be set as appropriate, for example, 50 mW / cm². 2 ~10W / cm 2 It is preferable that the lower limit of exposure illuminance is 500 mW / cm². 2 Preferably, it is 800 mW / cm² or higher. 2 It is more preferable that the level be greater than or equal to 1000 mW / cm². 2 It is even more preferable that the above conditions are met. The upper limit of the exposure illuminance is 10 W / cm². 2 Preferably, it is 7 W / cm² 2 It is more preferable that the following conditions are met: 5 W / cm 2 The following is even more preferable:

[0217] The oxygen concentration during exposure can be appropriately selected. In addition to exposure in air, exposure may be carried out in a low-oxygen atmosphere with an oxygen concentration of 19 vol% or less (e.g., 15 vol%, 5 vol%, or substantially oxygen-free), or in a high-oxygen atmosphere with an oxygen concentration exceeding 21 vol% (e.g., 22 vol%, 30 vol%, or 50 vol%). The oxygen concentration and exposure illuminance may be combined as appropriate. For example, an oxygen concentration of 10 vol% and an illuminance of 1 W / cm² may be used. 2At an oxygen concentration of 35% by volume and an illuminance of 2 W / cm², 2 This can be done as follows.

[0218] In the exposure process, light with a wavelength between 350 nm and 380 nm (preferably i-line) is applied at a rate of 1 J / cm². 2 It is also preferable to expose the material with the above exposure levels. By exposing it in this way, the colored composition layer can be sufficiently cured.

[0219] Next, the colored composition layer after exposure is developed. That is, the unexposed parts of the colored composition layer are developed and removed to form a pattern (pixel). The development and removal of the unexposed parts of the colored composition layer can be done using a developer. This causes the unexposed parts of the colored composition layer in the exposure process to dissolve in the developer, leaving only the photocured parts. The temperature of the developer is preferably, for example, 20 to 30°C. The development time is preferably 20 to 180 seconds. In addition, to improve the ability to remove residue, the developer may be emptied every 60 seconds, and the process of supplying fresh developer may be repeated several times.

[0220] Examples of developing solutions include organic solvents and alkaline developers, with alkaline developers being preferred. For the developing solution and the rinsing method after development, the developing solution and rinsing method described in paragraph 0214 of International Publication No. 2022 / 085485 may be used.

[0221] It is also preferable to perform additional exposure or heat treatment (post-bake) after development and drying. Additional exposure and post-bake are curing treatments after development to ensure complete hardening.

[0222] When post-baking is performed, the heating temperature is preferably 150°C or lower. The upper limit of the heating temperature is more preferably 120°C or lower, and even more preferably 100°C or lower. The lower limit of the heating temperature is not particularly limited as long as the hardening of the film is promoted, but it is preferably 50°C or higher, and more preferably 75°C or higher. The heating time is preferably 1 minute or more, more preferably 5 minutes or more, and even more preferably 10 minutes or more. There is no particular upper limit, but from the viewpoint of productivity, it is preferably 20 minutes or less. Post-baking can also be performed in an inert gas atmosphere. According to this embodiment, thermal polymerization can proceed with very high efficiency without being inhibited by oxygen, and even if pixels are manufactured at a temperature of 150°C or lower throughout the entire process, pixels with good flatness and excellent properties such as light resistance can be manufactured. Examples of inert gases include nitrogen gas, argon gas, and helium gas, with nitrogen gas being preferred. The oxygen concentration during post-baking is preferably 100 ppm or lower.

[0223] When performing additional exposure processing, it is preferable to expose the layer by irradiating it with light with a wavelength of 254 to 350 nm. In a more preferable embodiment, the step of exposing the colored composition layer in a pattern (exposure before development) is performed by irradiating the colored composition layer with light with a wavelength greater than 350 nm and less than or equal to 380 nm (preferably light with a wavelength of 355 to 370 nm, more preferably i-line light), and the additional exposure processing (exposure after development) is performed by irradiating the developed colored composition layer with light with a wavelength of 254 to 350 nm (preferably light with a wavelength of 254 nm). According to this embodiment, the colored composition layer can be moderately cured in the first exposure (exposure before development), and the entire colored composition layer can be almost completely cured in the next exposure (exposure after development). As a result, even under low temperature conditions, the colored composition layer can be sufficiently cured, and pixels with excellent properties such as light resistance, adhesion, and rectangularity can be formed.

[0224] Post-development exposure can be performed, for example, using an ultraviolet photoresist curing apparatus. The ultraviolet photoresist curing apparatus may irradiate the material with light of wavelengths of, for example, 254 to 350 nm, as well as other types of light (e.g., i-lights).

[0225] Furthermore, when additional exposure processing is performed, a continuous spectrum is preferred as the exposure source spectrum, and from the viewpoint of improving the light resistance and adhesion to the substrate of the obtained film, it is preferable that the spectrum distribution is different from that of the exposure before development. For example, the following radiations (a) to (c) can be cited. Among these, radiation (b) or (c) is preferred in that it can achieve a higher level of improvement in the light resistance and adhesion to the substrate of the obtained film. Also, when the colorant contains a dye, the dye generally absorbs ultraviolet light or short-wavelength visible light and may photodegrade, so radiation (c) which has fewer high-intensity components on the short-wavelength side is preferred. (a) Radiation having a different spectrum distribution from that of the exposure before development, wherein the peak intensity at a wavelength of 313 nm (j-line) is 1 / 6 or more and less than 1 / 3 of the peak intensity at a wavelength of 365 nm (i-line). (b) Radiation having a different spectrum distribution from that of the exposure before development, wherein the peak intensity at a wavelength of 313 nm (j-line) is 1 / 3 or more of the peak intensity at a wavelength of 365 nm (i-line). (c) Radiation having a different spectral distribution from that of exposure before development, comprising wavelengths of 405 nm (h-ray) and 436 nm (g-ray), wherein the peak intensities at wavelengths of 313 nm (j-ray) and 365 nm (i-ray) are 1 / 4 or less, preferably 1 / 10 or less, and more preferably 1 / 20 of the smaller peak intensity between the peak intensity at wavelengths of 405 nm (h-ray) and 436 nm (g-ray). In this case, the exposure before development is preferably radiation including wavelengths of 365 nm (i-line), 405 nm (h-line), and 436 nm (g-line), wherein the peak intensity at wavelength 313 nm (j-line) is less than 1 / 6 of the peak intensity at wavelength 365 nm (i-line).

[0226] Radiation exhibiting such spectral characteristics can be obtained, for example, by using a light source exhibiting the spectral characteristics described above, or by transmitting radiation from a high-pressure mercury lamp through an ultraviolet cut filter or bandbus filter.

[0227] The exposure dose after development is 0.03 to 4.0 J / cm². 2 Preferably, 0.05 to 3.5 J / cm 2 This is more preferable. The difference between the wavelength of light used for exposure before development and the wavelength of light used for exposure after development is preferably 200 nm or less, and more preferably 100 to 150 nm.

[0228] <Solid-State Image Sensor> The solid-state image sensor of the present invention has the film of the present invention described above. The configuration of the solid-state image sensor is not particularly limited as long as it has the film of the present invention and functions as a solid-state image sensor, but for example, the following configuration can be given.

[0229] The device has a substrate on which multiple photodiodes and transfer electrodes made of polysilicon or the like constitute the light-receiving area of ​​a solid-state image sensor (such as a CCD (charge-coupled device) image sensor or a CMOS (complementary metal-oxide-semiconductor) image sensor), a light-shielding film with an opening only for the light-receiving portion of the photodiode is placed on the photodiode and transfer electrodes, a device protection film made of silicon nitride or the like is formed on the light-shielding film to cover the entire surface of the light-shielding film and the light-receiving portion of the photodiode, and a color filter is placed on the device protection film. Furthermore, the device may have a configuration in which a light-gathering means (for example, a microlens; the same applies hereinafter) is placed on the device protection film and below the color filter (on the side closer to the substrate), or a configuration in which the light-gathering means is placed on the color filter. The color filter may also have a structure in which each colored pixel is embedded in a space partitioned by partitions, for example in a grid pattern. In this case, it is preferable that the partitions have a lower refractive index than each colored pixel. Examples of imaging devices having such a structure include those described in Japanese Patent Publication No. 2012-227478, Japanese Patent Publication No. 2014-179577, and International Publication No. 2018 / 043654. Furthermore, as shown in Japanese Patent Publication No. 2019-211559, the light resistance may be improved by providing an ultraviolet absorption layer within the structure of the solid-state image sensor. The imaging device equipped with the solid-state image sensor of the present invention can be used not only in digital cameras and electronic devices with imaging functions (such as mobile phones), but also in in-vehicle cameras and surveillance cameras.

[0230] <Image Display Device> The image display device of the present invention has the film of the present invention described above. Examples of image display devices include liquid crystal display devices and organic electroluminescent display devices. For definitions of image display devices and details of each image display device, see, for example, "Electronic Display Devices" (by Akio Sasaki, Kogyo Chosakai Co., Ltd., published in 1990) and "Display Devices" (by Yoshiaki Ibuki, Sangyo Tosho Co., Ltd., published in 1989). Liquid crystal display devices are described, for example, in "Next-Generation Liquid Crystal Display Technology" (edited by Tatsuo Uchida, Kogyo Chosakai Co., Ltd., published in 1994). There are no particular restrictions on the liquid crystal display devices to which the present invention can be applied; for example, it can be applied to various types of liquid crystal display devices described in the above-mentioned "Next-Generation Liquid Crystal Display Technology".

[0231] Furthermore, the organic electroluminescent display device may be a microdisplay. The diagonal length of the display surface of the microdisplay can be, for example, 4 inches or less, 2 inches or less, 1 inch or less, or 0.2 inches or less. There are no particular limitations on the applications of the microdisplay, but examples include electronic viewfinders, smart glasses, and head-mounted displays.

[0232] An organic electroluminescent display device may have a light source made of a white organic electroluminescent element. The white organic electroluminescent element is preferably in a tandem structure. The tandem structure of the organic electroluminescent element is described in Japanese Patent Application Publication No. 2003-045676, supervised by Akiyoshi Mikami, "The Cutting Edge of Organic EL Technology Development - High Brightness, High Precision, Long Lifespan, and Know-how Collection," Technical Information Association, pp. 326-328, 2008, etc. The spectrum of the white light emitted by the organic EL element is preferably one that has strong maximum emission peaks in the blue region (430 nm-485 nm), the green region (530 nm-580 nm), and the yellow region (580 nm-620 nm). In addition to these emission peaks, it is even more preferable to have a maximum emission peak in the red region (650 nm-700 nm).

[0233] The present invention will be described in more detail below with reference to examples. The materials, amounts used, proportions, processing content, and processing procedures shown in the following examples can be modified as appropriate, as long as they do not depart from the spirit of the present invention. Therefore, the scope of the present invention is not limited to the specific examples shown below.

[0234] <Production of Dispersion> The materials listed in the table below are mixed to obtain a mixture. The resulting mixture is then dispersed using an Ultra Apex Mill manufactured by Kotobuki Kogyo Co., Ltd. as a circulating dispersion device (bead mill) to produce the dispersion.

[0235]

[0236] The details of the materials listed in the abbreviations in the table above are as follows: (Colorants) PR254: C.I. Pigment Red 254 (diketopyrrolopyrrole pigment, red pigment) PR264: C.I. Pigment Red 264 (diketopyrrolopyrrole pigment, red pigment) PR272: C.I. Pigment Red 272 (diketopyrrolopyrrole pigment, red pigment) PR291: C.I. Pigment Red 291 (diketopyrrolopyrrole pigment, red pigment) PR269: C.I. Pigment Red 269 (naphthol azo pigment, red pigment) PY139: C.I. Pigment Yellow 139 (isoindoline pigment, yellow pigment) PY185: C.I. Pigment Yellow 185 (isoindoline pigment, yellow pigment)

[0237] (Pigment derivative) Syn-1: Compound with the following structure

[0238] (Dispersant) P-1: Resin with the following structure (the values ​​attached to the main chain are molar ratios, and the values ​​attached to the side chains are the number of repeating units. Weight-average molecular weight: 20,000) P-2: Resin with the following structure (the values ​​attached to the main chain are molar ratios, and the values ​​attached to the side chains are the number of repeating units. Weight-average molecular weight: 28,000)

[0239] (Solvents) S-1: Propylene glycol monomethyl ether S-2: Cyclopentanone S-3: Propylene glycol monomethyl ether acetate

[0240] <Manufacturing of Colored Composition> The materials are mixed in the proportions shown in the following formulation and filtered through a nylon filter with a pore size of 0.45 μm (manufactured by Nippon Pall Co., Ltd.) to produce the colored composition.

[0241]

[0242]

[0243]

[0244]

[0245] Details of the materials listed using the abbreviations in the table above are as follows: (Dispersion) R1-R4, RR1, Y1, Y2: The aforementioned dispersions R1-R4, RR1, Y1, Y2

[0246] (Resin) B-1: Resin with the following structure (the values ​​attached to the main chain are the molar ratio of repeating units. Weight-average molecular weight 11000, acid value 32 mgKOH / g) B-2: Resin with the following structure (the values ​​attached to the main chain are the molar ratio of repeating units. Weight-average molecular weight 15000) P-2: Dispersant P-2 as described above

[0247] (Polymerizable compounds) M-1 to M-3: Compounds with the following structures

[0248] (Photopolymerization initiators) I-1: Compound with the following structure (oxime compound) I-2: Compound with the following structure (α-hydroxyketone compound) I-3: Compound with the following structure (oxime compound) I-4: Compound with the following structure (oxime compound) I-5: Compound with the following structure (α-hydroxyketone compound)

[0249] (Additive) H-1: p-methoxyphenol

[0250] (Surfactant) W-1: KF-6001 (manufactured by Shin-Etsu Chemical Co., Ltd., silicone-based surfactant)

[0251] (Solvents) S-1: Propylene glycol monomethyl ether (PGME) S-2: Cyclopentanone

[0252] <Evaluation> (Evaluation of storage stability) The viscosity (V1) of the colored composition immediately after manufacture is measured using "RE-85L" manufactured by Toki Sangyo Co., Ltd. After the colored composition is left to stand for 3 days at a temperature of 40°C, the viscosity (V2) is measured. The viscosity increase rate is calculated from the following formula, and the storage stability is evaluated according to the evaluation criteria below. The viscosity of the colored composition is measured under temperature adjustment to 23°C. The evaluation criteria are as follows, and the evaluation results are shown in the table below. Viscosity increase rate (%) = [(Viscosity (V2) - Viscosity (V1)) / Viscosity (V1)] × 100 5: Viscosity increase rate is less than 0.5% 4: Viscosity increase rate is 0.5% or more and less than 1.0% 3: Viscosity increase rate is 1.0% or more and less than 3.0% 2: Viscosity increase rate is 3.0% or more and less than 5.0% 1: Viscosity increase rate is 5.0% or more

[0253] (Evaluation of Spectroscopic Characteristics) Each colored composition is applied to a glass substrate by spin coating to a film thickness of 1.0 μm. Then, it is heated on a hot plate at 100°C for 2 minutes. Next, an i-line stepper exposure system FPA-3000i5+ (manufactured by Canon Inc.) is used at 200 mJ / cm². 2 Exposure is performed with the following exposure dose. Then, using an ultraviolet photoresist curing device (UMA-802-HC-552; manufactured by Ushio Electric Co., Ltd.), 3000 mJ / cm² is applied. 2 An additional exposure is performed to form a film. The transmittance of the obtained film in the wavelength range of 400 to 1100 nm is measured, and the spectral characteristics are evaluated according to the following criteria: 5: In the wavelength range of 400 to 700 nm, the wavelength at which the transmittance is 50% is 595 nm or higher. 4: In the wavelength range of 400 to 700 nm, the wavelength at which the transmittance is 50% is 593 nm or higher and less than 595 nm. 3: In the wavelength range of 400 to 700 nm, the wavelength at which the transmittance is 50% is 591 nm or higher and less than 593 nm. 2: In the wavelength range of 400 to 700 nm, the wavelength at which the transmittance is 50% is 589 nm or higher and less than 591 nm. 1: In the wavelength range of 400 to 700 nm, the wavelength at which the transmittance is 50% is less than 589 nm.

[0254] (Evaluation of peeling) Each colored composition is applied to a silicon substrate by spin coating so that the film thickness after deposition is 1.0 μm. Then, it is heated at 100°C for 2 minutes using a hot plate. Next, an i-line stepper exposure system FPA-3000i5+ (manufactured by Canon Inc.) is used at 200 mJ / cm². 2 Exposure is performed through a 3 μm square dot pattern mask with the specified exposure dose. Next, paddle development is performed at 23°C for 60 seconds using a 0.3 mass% aqueous solution of tetramethylammonium hydroxide. Then, rinsing is performed with a spin shower, followed by washing with pure water. Next, the photoresist is cured using an ultraviolet photoresist curing device (UMA-802-HC-552; manufactured by Ushio Electric Co., Ltd.) at 3000 mJ / cm². 2 Additional exposure is performed to form pixels. The area with 1000 pixels is observed with an optical microscope, and the number of detached pixels is counted. The degree of detachment is evaluated according to the following criteria: 5: One or fewer detached pixels 4: Two to five detached pixels 3: Six to ten detached pixels 2: Eleven to fifty detached pixels 1: Fifty or more detached pixels

[0255]

[0256] As shown in the table above, the examples exhibit excellent storage stability.

Claims

1. A coloring composition comprising a coloring agent, a resin, a polymerizable compound, and a polymerization initiator, wherein the coloring agent comprises three or more diketopyrrolopyrrole pigments and an isoindoline pigment.

2. The coloring composition according to claim 1, wherein the total amount of the diketopyrrolopyrrole pigment is 135 to 350 parts by mass per 100 parts by mass of the isoindoline pigment.

3. The coloring composition according to claim 1 or 2, wherein the diketopyrrolopyrrole pigment comprises three or more selected from color index pigment red 254, color index pigment red 264, color index pigment red 272, and color index pigment red 291.

4. The coloring composition according to claim 1 or 2, wherein the coloring agent further comprises a naphthol azo pigment.

5. The coloring composition according to claim 1 or 2, wherein the diketopyrrolopyrrole pigment comprises color index pigment red 264, color index pigment red 254, and color index pigment red 272.

6. The coloring composition according to claim 5, wherein the content of color index pigment red 264 in the total amount of the diketopyrrolopyrrole pigment is 70% by mass or more.

7. The coloring composition according to claim 1 or 2, wherein the isoindoline pigment comprises color index pigment yellow 139.

8. The coloring composition according to claim 1 or 2, wherein the polymerization initiator comprises two or more photopolymerization initiators.

9. The coloring composition according to claim 8, wherein the photopolymerization initiator comprises an oxime compound and an α-hydroxyketone compound.

10. A film obtained using the colored composition according to claim 1 or 2.

11. A color filter having the film described in claim 10.

12. An image display device having the film described in claim 10.

13. A solid-state image sensor having the film described in claim 10.

Citation Information

Patent Citations

  • Coloring composition, color filter, image display device, and solid-state imaging device

    JP2024124612A

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