Photosensitive coloring composition, cured film using the same, light-shielding filter, color filter, image display device, and solid-state image pickup device

Abstract

To provide a photosensitive coloring composition capable of forming a cured film that excels in developability, adhesion, line width stability, and thickness uniformity, and barely causes foreign matter under high-temperature and high-humidity conditions.SOLUTION: A photosensitive coloring composition contains a black colorant (A), a dye derivative (B), a polymerizable compound (C), and a photopolymerization initiator (D), the photopolymerization initiator (D) containing an oxime-based photopolymerization initiator (D1) represented by the general formula (1), and an oxime-based photopolymerization initiator (D2) having a carbazole structure.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to a photosensitive coloring composition containing a black colorant, and uses thereof. [Background technology]

[0002] 2. Description of the Related Art Color filters used in image display devices such as liquid crystal displays and organic electroluminescence displays include a light-shielding filter called a black matrix for the purpose of blocking light between pixels and improving contrast. In addition, solid-state imaging elements such as C-MOS (Complementary Metal Oxide Semiconductor) image sensors and CCD (Charge Coupled Device) image sensors used in imaging devices such as smartphones and tablet terminals are equipped with light-shielding filters to prevent noise generation and improve image quality.

[0003] Compositions used to form light-shielding filters include compositions containing black colorants such as carbon black and titanium black. For example, Patent Document 1 discloses a light-shielding film-forming composition containing carbon black or titanium black with an average particle diameter of 40 nm or less and a resin component, which can form a coating film disposed around the periphery of the effective pixel region of a solid-state imaging device. Patent Document 2 discloses a photosensitive composition for forming partition walls in optical elements, which contains an alkali-soluble resin having a photocurable ethylenically unsaturated double bond, a photopolymerization initiator, a black pigment, and hollow microparticles with an average primary particle diameter of 20 to 100 nm. Patent Document 3 discloses a photosensitive resin composition containing a colorant, an alkali-soluble resin, a photopolymerizable monomer, a photopolymerization initiator with a specific structure, and a photopolymerization initiator with a maximum absorption wavelength of 334 nm or more in a wavelength range of 320 nm to 400 nm. [Prior art documents] [Patent documents]

[0004] [Patent Document 1] Japanese Patent Application Laid-Open No. 2006-156801 [Patent Document 2] Japanese Patent Application Laid-Open No. 2011-48195 [Patent Document 3] International Publication No. 2018 / 052024 Summary of the Invention [Problem to be solved by the invention]

[0005] However, when photosensitive coloring compositions containing black colorants such as carbon black or titanium black are pattern-exposed with light in the wavelength range of g-line, h-line, or i-line, the light does not reach the interior of the photosensitive coloring composition layer (hereinafter also referred to as coating). This results in insufficient photocuring, resulting in poor adhesion, such as pattern chipping after alkaline development or peeling of the pattern from the substrate. Furthermore, the subsequent heat treatment (hereinafter also referred to as post-baking) results in differences in thermal curing shrinkage between the interior and the surface, resulting in wrinkles on the surface. To solve these problems, the use of highly sensitive photopolymerization initiators or increasing the exposure dose has been considered. However, this method has the problem that irradiated light is diffracted and / or scattered, and even slight leakage of light outside the intended range can lead to thicker line widths in the pattern, reducing line width stability and deteriorating developability. Furthermore, when black is obtained using multiple colorants, there is also the problem of foreign matter appearing in the pattern under high-temperature, high-humidity conditions.

[0006] An object of the present invention is to provide a photosensitive coloring composition that can form a cured film that is excellent in developability, adhesion, line width stability, and film thickness uniformity, and that is less likely to produce foreign matter in a high-temperature, high-humidity environment. [Means for solving the problem]

[0007] The present invention provides a photosensitive coloring composition comprising a black colorant (A), a dye derivative (B), a polymerizable compound (C), and a photopolymerization initiator (D), The photosensitive coloring composition relates to a photopolymerization initiator (D) containing an oxime-based photopolymerization initiator (D1) represented by the following general formula (1) and an oxime-based photopolymerization initiator (D2) having a carbazole structure. General formula (1) [ka] (In general formula (1), R1 and R2 each independently represent a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, an arylalkyl group having 7 to 30 carbon atoms, or a heterocyclic group having 2 to 20 carbon atoms.) [Effects of the Invention]

[0008] According to the present invention, there can be provided a photosensitive coloring composition capable of forming a cured film that is excellent in developability, adhesion, line width stability, and film thickness uniformity and that is less likely to generate foreign matter under high-temperature and high-humidity environments. The present invention also can provide a cured film, a light-shielding filter, a color filter, an image display device, and a solid-state imaging device. DETAILED DESCRIPTION OF THE INVENTION

[0009] Hereinafter, the embodiment for carrying out the photosensitive coloring composition of the present invention will be described in detail. Note that the present invention is not limited to the following embodiment, and can be modified and carried out within a range that can solve the problem.

[0010] In the present invention, unless otherwise specified, "(meth)acryloyl," "(meth)acrylic," "(meth)acrylic acid," "(meth)acrylate," or "(meth)acrylamide" means "acryloyl and / or methacryloyl," "acrylic and / or methacrylic," "acrylic acid and / or methacrylic acid," "acrylate and / or methacrylate," or "acrylamide and / or methacrylamide," respectively. Furthermore, "CI" refers to the Color Index (CI; published by The Society of Dyers and Colourists). The polymerizable unsaturated group is an ethylenically unsaturated double bond. Furthermore, the molecular weight of the compound in the present invention is a calculated value or a molecular weight measured by ESI-MS (electrospray ionization mass spectrometry) for low molecular weight compounds whose molecular weight can be specified, and is a polystyrene-equivalent weight average molecular weight measured by gel permeation chromatography using tetrahydrofuran as a solvent for compounds having a molecular weight distribution. A monomer is a compound that polymerizes to form a resin. A monomer is in an unreacted state, and a monomer unit is a monomer that forms a resin after polymerization.

[0011] <Photosensitive coloring composition> The photosensitive coloring composition of the present invention is a photosensitive coloring composition containing a black colorant (A), a dye derivative (B), a polymerizable compound (C), and a photopolymerization initiator (D), The photosensitive coloring composition is characterized in that the photopolymerization initiator (D) contains an oxime-based photopolymerization initiator (D1) represented by the following general formula (1) and an oxime-based photopolymerization initiator (D2) having a carbazole structure. General formula (1) [ka] (In general formula (1), R1 and R2 each independently represent a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, an arylalkyl group having 7 to 30 carbon atoms, or a heterocyclic group having 2 to 20 carbon atoms.)

[0012] The mechanism by which the photosensitive coloring composition having the above-mentioned constitution can solve the problems of the present invention is not clear, but is speculated as follows.

[0013] By including the photopolymerization initiator (D), an oxime-based photopolymerization initiator (D1) represented by the general formula (1) with a different structure and an oxime-based photopolymerization initiator (D2) having a carbazole structure, the wavelength range of light available for photopolymerization is broadened, improving reactivity and resulting in improved developability, adhesion, and linewidth stability. Furthermore, the dispersibility of the photopolymerization initiator (D) in the film is improved, resulting in uniform curing and improved film thickness uniformity. Furthermore, by including the dye derivative (B), the dispersibility of the black colorant (A) is improved, suppressing the generation of foreign matter in high-temperature, high-humidity environments.

[0014] [Black colorant (A)] The black colorant (A) is a colorant that can form a black cured film by containing one or more colorants. Examples of the black colorant (A) include pigments and dyes. Among these, pigments are preferred from the viewpoints of light resistance, heat resistance, and solvent resistance.

[0015] Examples of the pigment include inorganic pigments and organic pigments.

[0016] (inorganic pigments) Examples of inorganic pigments include metal oxides, metal nitrides, and metal oxynitrides containing one or more metal elements selected from the group consisting of Group 4 metal elements such as titanium and zirconium, Group 5 metal elements such as vanadium and niobium, cobalt, chromium, copper, manganese, ruthenium, iron, nickel, tin, and silver, as well as carbon black. Two or more of these inorganic pigments can be used in combination. To enhance light-blocking properties, organic pigments and dyes, as described below, can also be used in combination. Among these, carbon black is preferred because it is inexpensive and can form a film with high light-blocking properties in small amounts.

[0017] Examples of carbon black include lamp black, acetylene black, thermal black, channel black, furnace black, etc. Among these, furnace black is preferred.

[0018] The average primary particle diameter of carbon black is preferably 10 to 30 nm, more preferably 10 to 20 nm. A moderate particle diameter facilitates achieving both light-blocking properties and curability. The average primary particle diameter is determined by averaging approximately 20 random particles displayed in a magnified image (approximately 1,000 to 10,000 times) of a cross section of a film formed from the photosensitive coloring composition using a scanning electron microscope. When particles have lengths in the major and minor axis directions, the length in the major axis direction is used.

[0019] The specific surface area of carbon black is 100 to 500 m from the viewpoint of light blocking properties. 2 / g is preferred, and 150 to 400m 2 / g is more preferable. The specific surface area can be measured by a known method. For example, the specific surface area can be determined by adsorbing iodine, nitrogen (BET method, STSA method), cetyltrimethylammonium bromide, or the like onto the surface of carbon black. Among these, the nitrogen BET method is preferred.

[0020] Examples of commercially available carbon black products include #30, 30L, 32, 40, 44, 45, 45L, 47, 52, 650, 850, 900, 950, 960, 980, 1000, 1000N, 2300, 2350, 2600, 2650, 3230, 3400, 4000, MCF88, MA7, 8, 11, 77, 100, 230, and 600 manufactured by Mitsubishi Chemical Corporation, and BLACK PEARLS 460, 800, 880, 900, 1000, 4840, 1300, 1400, L, and REGAL 330, 400, and 600 manufactured by CABOT Corporation.

[0021] (organic pigments) Examples of organic pigments that exhibit black color by themselves include perylene compounds such as CI Pigment Black 21, 30, 31, 32, 33, and 34; bisbenzofuranone compounds described in JP-A Nos. 2010-534726, 2012-515233, and 2012-515234; and black organic pigments such as azomethine compounds described in JP-A Nos. 1-170601 and 2-34664.

[0022] In this specification, black can be obtained by using (combining) two or more organic pigments selected from the group consisting of red organic pigments, yellow organic pigments, green organic pigments, blue organic pigments, and purple organic pigments. Examples of the combination include the following: (1) Contains a yellow organic pigment and a purple organic pigment. (2) Contains a red organic pigment, a yellow organic pigment, and a purple organic pigment. (3) Contains a red organic pigment, a yellow organic pigment, and a blue organic pigment. (4) Contains a red organic pigment, a yellow organic pigment, and a green organic pigment. (5) Contains a yellow organic pigment, a blue organic pigment, and a purple organic pigment. (6) Contains a red organic pigment, a yellow organic pigment, a blue organic pigment, and a purple organic pigment. (7) Contains a yellow organic pigment, a blue organic pigment, a green organic pigment, and a purple organic pigment.

[0023] An example of the above embodiment (1) is an embodiment in which the yellow organic pigment contains at least one selected from CI Pigment Yellow 139, 185, 231, and 233, and the purple organic pigment contains CI Pigment Violet 23. An example of the above embodiment (2) is an embodiment in which the red organic pigment contains at least one selected from CI Pigment Red 177, 254, 291, 295, and 296, the yellow organic pigment contains at least one selected from CI Pigment Yellow 139, 185, 231, and 233, and the purple organic pigment contains CI Pigment Violet 23. An example of the above embodiment (3) is an embodiment in which the red organic pigment contains at least one selected from CI Pigment Red 177, 254, 291, 295, and 296, the yellow organic pigment contains at least one selected from CI Pigment Yellow 139, 185, 231, and 233, and the blue organic pigment contains at least one selected from CI Pigment Blue 15:3, 15:4, and 15:6. An example of the embodiment (4) above is an embodiment in which the red organic pigment contains at least one selected from CI Pigment Red 177, 254, 291, 295, and 296; the yellow organic pigment contains at least one selected from CI Pigment Yellow 139, 185, 231, and 233; and the green organic pigment contains at least one selected from CI Pigment Green 7, 36, 58, 59, and 63. An example of the above embodiment (5) is an embodiment in which the yellow organic pigment contains at least one selected from CI Pigment Yellow 139, 185, 231, and 233, the blue organic pigment contains at least one selected from CI Pigment Blue 15:3, 15:4, and 15:6, and the purple organic pigment contains CI Pigment Violet 23. An example of the above embodiment (6) is an embodiment in which the red organic pigment contains at least one selected from CI Pigment Red 177, 254, 291, 295, and 296; the yellow organic pigment contains at least one selected from CI Pigment Yellow 139, 185, 231, and 233; the blue organic pigment contains at least one selected from CI Pigment Blue 15:3, 15:4, and 15:6; and the purple organic pigment contains CI Pigment Violet 23. An example of the above embodiment (7) is an embodiment in which the yellow organic pigment contains at least one selected from CI Pigment Yellow 139, 185, 231, and 233; the blue organic pigment contains at least one selected from CI Pigment Blue 15:3, 15:4, and 15:6; the green organic pigment contains at least one selected from CI Pigment Green 7, 36, 58, 59, and 63; and the purple organic pigment contains CI Pigment Violet 23.

[0024] Table 1 shows the preferred mass ratios (mass %) of each organic pigment in each embodiment.

[0025] [Table 1]

[0026] The black colorant (A) is also preferably a combination of two or more organic pigments selected from the group consisting of red organic pigments, yellow organic pigments, green organic pigments, blue organic pigments, and purple organic pigments with a black organic pigment.

[0027] (Other colorants) The photosensitive coloring composition of the present invention may contain other colorants in addition to the black colorant (A).

[0028] The other colorants are not particularly limited, and organic pigments, inorganic pigments, and dyes can be appropriately selected and used.

[0029] Examples of organic pigments include compounds classified as pigments in the Color Index. Specific examples include CI Pigment Red 1, 2, 3, 4, 5, 6, 7, 8, 9, 12, 14, 15, 16, 17, 21, 22, 23, 31, 32, 37, 38, 41, 47, 48, 48:1, 48:2, 48:3, 48:4, 49, 49:1, 49:2, 50:1, 52:1, 52:2, 53, 53:1, 53:2, 53:3, 57, 57:1, 57:2, 58:4, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 87, 88, 89, 90, 91, 92, 93, 94, 95, 96, 97, 98, 99, 100, 101, 102, 103, 104, 105, 106, 107, 108, 109, 110, 111, 112, 113, 114, 115, 116, 117, 118, 119, 120, 121, 122, 123, 124, 125, 126, 3,63:1,63:2,64,64:1,68,69,81,81:1,81:2,81:3,81:4,83,88,90:1,101,101:1,104,108,108:1,109,112,113,114,122,123,144,146,147,149,151,166,168,169,170,172,173,174,175,176,178, 179,181,184,185,187,188,190,193,194,200,202,206,207,208,209,210,214,216,220,221,224,230,231,232,233,235,236,237,238,239,242,243,245,247,249,250,251,253,255,256,257,258 ,259,260,262,263,264,265,266,267,268,269,270,271,272,273,274,275,276,277,278,279,280,281,282,283,284,285,286,287, pigments described in JP 2014-134712 A, and pigments described in JP 6368844 A; Orange organic pigments such as CI Pigment Orange 36, 38, 43, 62, 64, 71, 73; CI Pigment Yellow 1, 2, 3, 4, 5, 6, 10, 12, 13, 14, 15, 16, 17, 18, 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, 93, 94, 95, 97, 98, 100, 101, 104, 106, 108, 109, 110, 113, 114, 115, 116, 117, 118, 119, 120, 121, 122, 123, 124, 125, 126, 127, 128, 129, 130, 131, 132, 133, 134, 135, 136, 137, 138, 139, 140, 141, 142, 143, 144, 145, 146, 147, 148, 149, 150, 151, 152, 153, 154, 155, 156, 157, 158, 159, 160, 161, 162, 163, 164, 165, 166, 167, 168, 169, 170, 171 Yellow organic pigments such as those described in JP 2012-226110 A, JP 23, 126, 127, 128, 129, 138, 147, 150, 151, 152, 153, 154, 155, 156, 161, 162, 164, 166, 167, 168, 169, 170, 171, 172, 173, 174, 175, 176, 177, 179, 180, 181, 182, 187, 188, 192, 193, 194, 196, 198, 199, 213, 214, and JP 2012-226110 A; Green organic pigments such as CI Pigment Green 1, 2, 4, 7, 8, 10, 13, 14, 15, 17, 18, 19, 26, 36, 37, 45, 48, 50, 51, 54, 55, 58, 59, 62, 63; Blue organic pigments such as CI Pigment Blue 1, 1:2, 9, 14, 15, 15:1, 15:2, 16, 17, 19, 25, 27, 28, 29, 33, 35, 36, 56, 56:1, 60, 61, 61:1, 62, 63, 66, 67, 68, 71, 72, 73, 74, 75, 76, 78, 79; Examples of purple organic pigments include CI Pigment Violet 1, 1:1, 2, 2:2, 3, 3:1, 3:3, 5, 5:1, 14, 15, 16, 19, 25, 27, 29, 31, 32, 37, 39, 42, 44, 47, 49, and 50.

[0030] Examples of inorganic pigments include titanium oxide, silicon dioxide, barium sulfate, zinc oxide, lead sulfate, yellow lead, zinc yellow, red iron oxide (red iron (III) oxide), cadmium red, ultramarine, iron blue, chromium oxide green, cobalt green, and amber.

[0031] Examples of dyes include acid dyes, direct dyes, basic dyes, salt-forming dyes, oil-soluble dyes, disperse dyes, reactive dyes, mordant dyes, vat dyes, sulfur dyes, etc. Derivatives of these dyes, lake forms of dyes, and salt-forming compounds may also be used.

[0032] From the viewpoint of light-shielding properties, the content of the black colorant (A) is preferably from 5 to 70 mass %, more preferably from 10 to 60 mass %, based on 100 mass % of the nonvolatile content of the photosensitive color composition.

[0033] (Fine pigment particle size) The pigment is preferably micronized before use. The micronization method is not particularly limited, and for example, wet milling, dry milling, or solution precipitation can be used. Among these, salt milling treatment using a kneader method, which is a type of wet milling, is preferred. The average primary particle diameter of the micronized pigment determined by TEM (transmission electron microscope) is preferably 5 to 90 nm. From the viewpoints of dispersibility and contrast ratio, the average primary particle diameter is more preferably 10 to 70 nm.

[0034] A resin may be added to the salt milling treatment as needed. The type of resin is not particularly limited, and examples include natural resins, modified natural resins, synthetic resins, and synthetic resins modified with natural resins. Among these, a resin that is solid at room temperature, insoluble in water, and partially soluble in the organic solvents is preferred. The amount of resin added is preferably 2 to 200 parts by mass per 100 parts by mass of the pigment.

[0035] [Dye derivative (B)] The dye derivative (B) is not particularly limited, and known compounds can be used. Examples of the dye derivative (B) include compounds having a structure in which a portion of a dye is substituted with an acidic group, a basic group, a neutral group, or the like. Examples of the dye derivative (B) include compounds having an acidic substituent such as a sulfo group, a carboxy group, or a phosphate group, and their amine salts; compounds having a basic substituent such as a sulfonamide group or a terminal tertiary amino group; and compounds having a neutral substituent such as a phenyl group or a phthalimidoalkyl group. In this specification, a compound having an acidic substituent is referred to as an acidic dye derivative, a compound having a basic substituent is referred to as a basic dye derivative, and a compound having a neutral substituent is referred to as a neutral dye derivative. Examples of the dye include pyrrolopyrrole compounds, phthalocyanine compounds, anthraquinone compounds, quinacridone compounds, dioxazine compounds, perinone compounds, perylene compounds, thiazine indigo compounds, triazine compounds, benzimidazolone compounds, benzoisoindole compounds, isoindoline compounds, isoindolinone compounds, quinophthalone compounds, naphthol compounds, squarylium compounds, threne compounds, and naphthalocyanine compounds.

[0036] The dye derivative (B) can be used alone or in combination of two or more kinds.

[0037] From the viewpoint of high-temperature and high-humidity resistance, the dye derivative (B) preferably contains a neutral dye derivative (B1) and / or a basic dye derivative (B2), and more preferably contains a neutral dye derivative (B1) and a basic dye derivative (B2).

[0038] From the viewpoint of high temperature and high humidity resistance, the content of the dye derivative (B) is preferably 1 to 20 parts by mass, more preferably 2 to 10 parts by mass, per 100 parts by mass of the black colorant (A).

[0039] [Polymerizable compound (C)] The polymerizable compound (C) may be a monomer or oligomer having a polymerizable unsaturated group. Examples of the polymerizable unsaturated group include a vinyl group, a (meth)allyl group, and a (meth)acryloyl group having an ethylenically unsaturated double bond. The polymerizable compound (C) may be appropriately selected from lactone-modified polymerizable compounds, polymerizable compounds having a hydroxyl group, polymerizable compounds having an acidic group, polymerizable compounds having a urethane bond, polymerizable compounds having a 9,9-bisarylfluorene structure, and other polymerizable compounds.

[0040] (Lactone-modified polymerizable compound) From the viewpoint of durability, the photosensitive coloring composition of the present invention preferably contains a lactone-modified polymerizable compound.

[0041] A lactone-modified polymerizable compound is a compound having a lactone-modified structure within the molecule. The lactone-modified polymerizable compound can be synthesized by esterifying a polyhydric alcohol such as trimethylolethane, ditrimethylolethane, trimethylolpropane, ditrimethylolpropane, pentaethylthritol, tripentaerythritol, glycerin, diglycerol, or trimetrolmelamine with (meth)acrylic acid and ε-caprolactone or another lactone compound. The lactone-modified polymerizable compound is preferably a compound represented by the following general formula (2):

[0042] General formula (2) [ka]

[0043] In general formula (2), all six Rs are groups represented by the following general formula (3), or one to five of the six Rs are groups represented by the following general formula (3) and the remaining are groups represented by the following general formula (4).

[0044] General formula (3) [ka]

[0045] In general formula (3), R 1 represents a hydrogen atom or a methyl group, m is an integer of 1 or 2, and * is a bond bonding to the oxygen atom in general formula (2).

[0046] General formula (4) [ka]

[0047] In general formula (4), R 1 represents a hydrogen atom or a methyl group, and * represents a bond to the oxygen atom in general formula (2).

[0048] The lactone-modified polymerizable compound is commercially available as, for example, the KAYARAD DPCA series manufactured by Nippon Kayaku Co., Ltd., and is DPCA-20 (in the above general formulas (2) to (4), m=1, the number of groups represented by general formula (3)=2, R 1 are all hydrogen atoms), DPCA-30 (in the above general formulas (2) to (4), m=1, the number of groups represented by general formula (3)=3, R 1 are all hydrogen atoms), DPCA-60 (in the above general formulas (2) to (4), m=1, the number of groups represented by general formula (3)=6, R 1 are all hydrogen atoms), DPCA-120 (in the above general formulas (2) to (4), m=2, the number of groups represented by general formula (3)=6, R 1 are all hydrogen atoms).

[0049] The lactone-modified polymerizable compound is a compound represented by the general formulas (2) to (4), wherein m=1, the number of groups represented by the general formula (3)=2 to 6, and R 1 are all hydrogen atoms, and in the above general formulas (2) to (4), m=1, the number of groups represented by general formula (3)=2 or 3, R 1 A compound in which all are hydrogen atoms is more preferred.

[0050] The content of the lactone-modified polymerizable compound is preferably from 5 to 90 mass %, more preferably from 10 to 80 mass %, in 100 mass % of the polymerizable compound (C).

[0051] (Polymerizable compound having an acidic group) From the viewpoint of developability, the photosensitive coloring composition of the present invention preferably contains a polymerizable compound having an acidic group. Examples of the acidic group include a sulfonic acid group, a carboxyl group, and a phosphate group. Among these, a carboxyl group is preferred.

[0052] Examples of polymerizable compounds having an acidic group include esters of dicarboxylic acids and poly(meth)acrylates containing free hydroxyl groups, which are polyhydric alcohols and (meth)acrylic acid; and esters of polycarboxylic acids and monohydroxyalkyl(meth)acrylates. Examples of polyhydric alcohols include ethylene glycol, propylene glycol, polyethylene glycol, polypropylene glycol, glycerin, trimethylolpropane, ditrimethylolpropane, pentaerythritol, and dipentaerythritol. Examples of dicarboxylic acids include malonic acid, succinic acid, maleic acid, glutaric acid, phthalic acid, itaconic acid, and the like. Examples of polycarboxylic acids include trimellitic acid and pyromellitic acid. Examples of monohydroxyalkyl (meth)acrylates include 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, pentaerythritol triacrylate, and 2-hydroxy-3-acryloyloxypropyl methacrylate.

[0053] Commercially available polymerizable compounds having an acidic group include Viscoat #2500P manufactured by Osaka Organic Chemical Industry Co., Ltd., and Aronix M-5300, M-5400, M-5700, M-510, M-520, and M-521 manufactured by Toagosei Co., Ltd.

[0054] The content of the polymerizable compound having an acidic group is preferably from 5 to 90 mass %, more preferably from 10 to 80 mass %, in 100 mass % of the polymerizable compound (C).

[0055] (Polymerizable compound having a hydroxyl group) From the viewpoint of film thickness uniformity, the photosensitive coloring composition of the present invention preferably contains a polymerizable compound having a hydroxyl group.

[0056] Examples of polymerizable compounds having a hydroxyl group include 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, isocyanuric acid ethylene oxide (EO)-modified diacrylate, pentaerythritol (meth)acrylate, pentaerythritol di(meth)acrylate, pentaerythritol tri(meth)acrylate, dipentaerythritol di(meth)acrylate, dipentaerythritol tri(meth)acrylate, dipentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, dipentaerythritol propylene oxide (PO)-modified penta(meth)acrylate, etc. Among these, pentaerythritol tri(meth)acrylate and dipentaerythritol penta(meth)acrylate are preferred.

[0057] The content of the polymerizable compound having a hydroxyl group is preferably from 5 to 90 mass %, more preferably from 10 to 80 mass %, in 100 mass % of the polymerizable compound (C).

[0058] (Polymerizable compound having a urethane bond) From the viewpoint of adhesion, the photosensitive coloring composition of the present invention preferably contains a polymerizable compound having a urethane bond.

[0059] Examples of the polymerizable compound having a urethane bond include urethane (meth)acrylates obtained by reacting a (meth)acrylate having a hydroxyl group with a polyfunctional isocyanate, and urethane (meth)acrylates obtained by reacting a polyhydric alcohol with a polyfunctional isocyanate and then reacting the resulting mixture with a (meth)acrylate having a hydroxyl group.

[0060] Examples of the (meth)acrylate having a hydroxyl group include 2-hydroxyethyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, trimethylolpropane di(meth)acrylate, pentaerythritol tri(meth)acrylate, ditrimethylolpropane tri(meth)acrylate, dipentaerythritol penta(meth)acrylate, dipentaerythritol EO-modified penta(meth)acrylate, dipentaerythritol PO-modified penta(meth)acrylate, dipentaerythritol caprolactone-modified penta(meth)acrylate, glycerol acrylate methacrylate, glycerol dimethacrylate, 2-hydroxy-3-acryloylpropyl methacrylate, a reaction product of an epoxy group-containing compound and a carboxy(meth)acrylate, and a hydroxyl group-containing polyol polyacrylate.

[0061] Examples of the polyfunctional isocyanate include aromatic diisocyanates such as tolylene diisocyanate, diphenylmethylene diisocyanate, and xylene diisocyanate; aliphatic diisocyanates such as trimethylene diisocyanate, tetramethylene diisocyanate, and hexamethylene diisocyanate; alicyclic diisocyanate such as isophorone diisocyanate; and biuret derivatives, isocyanate nurate derivatives, and trimethylolpropane adducts thereof.

[0062] From the viewpoint of developability, the polymerizable compound having a urethane bond may further have an acidic group. Examples of the acidic group include a sulfonic acid group, a carboxyl group, and a phosphate group. Among these, a carboxyl group is preferred.

[0063] The acidic group can be introduced into a polymerizable compound having a urethane bond by, for example, first reacting the (meth)acrylate having a hydroxyl group with the polyfunctional isocyanate, and then adding a mercapto compound having a carboxyl group to the product.

[0064] Examples of the mercapto compound having a carboxyl group include mercaptoacetic acid, 2-mercaptopropionic acid, 3-mercaptopropionic acid, o-mercaptobenzoic acid, 2-mercaptonicotinic acid, and mercaptosuccinic acid.

[0065] The polymerizable compound having a urethane bond preferably has 3 to 15 polymerizable unsaturated groups, and more preferably 5 to 12 polymerizable unsaturated groups.

[0066] The content of the polymerizable compound having a urethane bond is preferably from 5 to 90 mass %, more preferably from 10 to 80 mass %, in 100 mass % of the polymerizable compound (C).

[0067] (Polymerizable compound having a 9,9-bisarylfluorene structure) From the viewpoint of adhesion, the photosensitive coloring composition of the present invention preferably contains a polymerizable compound having a 9,9-bisarylfluorene structure.

[0068] Commercially available polymerizable compounds having a 9,9-bisarylfluorene structure include OGSOL EA-0200, EA-0300, GA-5060P, and GA-2800 manufactured by Osaka Gas Chemicals Co., Ltd., and Miramer HR6060, HR6100, and HR6200 manufactured by Miwon Specialty Chemical Co., Ltd.

[0069] The content of the polymerizable compound having a 9,9-bisarylfluorene structure is preferably from 5 to 90% by mass, more preferably from 10 to 80% by mass, in 100% by mass of the polymerizable compound (C).

[0070] (Other polymerizable compounds) Other polymerizable compounds include, for example, methyl (meth)acrylate, ethyl (meth)acrylate, cyclohexyl (meth)acrylate, polyethylene glycol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, triethylene glycol di(meth)acrylate, polypropylene glycol di(meth)acrylate, trimethylolpropane tri(meth)acrylate, phenoxytetraethylene glycol (meth)acrylate, phenoxyhexaethylene glycol (meth)acrylate, trimethylolpropane PO-modified tri(meth)acrylate, trimethylolpropane EO-modified tri(meth)acrylate, isocyanuric acid EO-modified tri(meth)acrylate, ditrimethylolpropane tetra(meth)acrylate, (meth)acrylate, pentaerythritol tetra(meth)acrylate, 1,6-hexanediol diglycidyl ether di(meth)acrylate, bisphenol A diglycidyl ether di(meth)acrylate, neopentyl glycol diglycidyl ether di(meth)acrylate, dipentaerythritol hexa(meth)acrylate, tricyclodecanyl (meth)acrylate, (meth)acrylic acid ester of methylolated melamine, various acrylic acid esters and methacrylic acid esters such as epoxy (meth)acrylate, styrene, vinyl acetate, ethylene glycol divinyl ether, pentaerythritol trivinyl ether, (meth)acrylamide, N-vinylformamide, acrylonitrile, and the like.

[0071] From the viewpoint of further improving developability, adhesion, line width stability, and film thickness uniformity, the polymerizable compound (C) more preferably contains two or more compounds selected from the group consisting of lactone-modified polymerizable compounds, polymerizable compounds having a hydroxyl group, polymerizable compounds having an acidic group, polymerizable compounds having a urethane bond, and polymerizable compounds having a 9,9-bisarylfluorene structure.

[0072] The polymerizable compound (C) can be used alone or in combination of two or more kinds.

[0073] The content of the polymerizable compound (C) is preferably from 5 to 70 mass %, more preferably from 10 to 60 mass %, based on 100 mass % of the nonvolatile content of the photosensitive coloring composition.

[0074] [Photopolymerization initiator (D)] The photopolymerization initiator (D) includes an oxime-based photopolymerization initiator (D1) represented by general formula (1) and an oxime-based photopolymerization initiator (D2) having a carbazole structure. In this specification, a photopolymerization initiator (D3) other than the oxime-based photopolymerization initiator (D1) represented by general formula (1) and the oxime-based photopolymerization initiator (D2) having a carbazole structure (hereinafter also referred to as other photopolymerization initiator (D3)) can be contained as an optional component.

[0075] (Oxime-based photopolymerization initiator (D1) represented by general formula (1)) The photosensitive coloring composition of the present invention contains an oxime-based photopolymerization initiator (D1) represented by the following general formula (1).

[0076] General formula (1) [ka]

[0077] In general formula (1), R1 and R2 each independently represent a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, an arylalkyl group having 7 to 30 carbon atoms, or a heterocyclic group having 2 to 20 carbon atoms.

[0078] The alkyl group having 1 to 20 carbon atoms may be linear, branched, or cyclic, or may be a combination of any of these, and examples thereof include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a t-butyl group, an amyl group, an isoamyl group, a hexyl group, a heptyl group, an octyl group, an isooctyl group, a 2-ethylhexyl group, a nonyl group, an isononyl group, a decyl group, an isodecyl group, an undecyl group, a dodecyl group, a hexadecyl group, a cyclopentyl group, a cyclopentylmethyl group, a cyclohexyl group, a cyclohexylmethyl group, and a cyclohexylmethyl group. Examples of the aryl group having 6 to 30 carbon atoms include a phenyl group, a tolyl group, a xylyl group, an ethylphenyl group, a naphthyl group, and an anthryl group. Examples of the arylalkyl group having 7 to 30 carbon atoms include a benzyl group, an α-methylbenzyl group, an α,α-dimethylbenzyl group, and a phenylethyl group. Examples of heterocyclic groups having 2 to 20 carbon atoms include pyridyl, pyrimidyl, furyl, tetrahydrofuryl, dioxolanyl, imidazolidyl, oxazolidyl, piperidyl, and morpholinyl. Among these, from the viewpoints of line width stability and film thickness uniformity, R1 is preferably an alkyl group having 1 to 12 carbon atoms or an arylalkyl group having 7 to 15 carbon atoms, and more preferably an alkyl group having 3 to 8 carbon atoms. From the viewpoint of reactivity, R2 is preferably a methyl group, an ethyl group, or a phenyl group, and more preferably a methyl group or an ethyl group.

[0079] The method for producing the oxime-based photopolymerization initiator (D1) represented by general formula (1) is not particularly limited, and a known method can be used, for example, the method described in WO 2015 / 152153.

[0080] Specific examples of the oxime-based photopolymerization initiator (D1) represented by general formula (1) are shown below, but the present invention is not limited to these.

[0081] [ka]

[0082] Among the compounds of chemical formulas (5) to (9), the compound of chemical formula (5) is preferred from the viewpoints of developability, adhesion, line width stability, and film thickness uniformity.

[0083] The oxime-based photopolymerization initiator (D1) represented by general formula (1) can be used alone or in combination of two or more kinds.

[0084] (Oxime-based photopolymerization initiator (D2) having a carbazole structure) The oxime-based photopolymerization initiator (D2) having a carbazole structure is not particularly limited, and known compounds can be used. For example, compounds described in JP-T-2004-534797, WO-2008 / 078678, WO-T-2012-519191, WO-T-2017-512886, WO-T-2021 / 175855, etc. can be mentioned. Among them, from the viewpoint of reactivity, compounds having a maximum absorption wavelength of 330 nm or more are preferred, and compounds having a maximum absorption wavelength of 340 nm or more are more preferred.

[0085] Specific examples of the oxime-based photopolymerization initiator (D2) having a carbazole structure include the following, but the present invention is not limited thereto.

[0086] [ka]

[0087] Among the compounds of chemical formulas (10) to (15), it is more preferable to include at least one selected from the group consisting of chemical formulas (13), (14), and (15) from the viewpoints of developability, adhesion, line width stability, and film thickness uniformity.

[0088] The oxime-based photopolymerization initiator (D2) having a carbazole structure can be used alone or in combination of two or more kinds.

[0089] The total content of the oxime photopolymerization initiator (D1) represented by general formula (1) and the oxime photopolymerization initiator (D2) having a carbazole structure is preferably 30% by mass or more, more preferably 50% by mass or more, and particularly preferably 70 to 100% by mass, based on 100% by mass of the photopolymerization initiator (D), from the viewpoints of developability, adhesion, line width stability, and film thickness uniformity.

[0090] The mass ratio of the oxime photopolymerization initiator (D1) represented by general formula (1) to the oxime photopolymerization initiator (D2) having a carbazole structure is preferably 10:90 to 90:10, more preferably 30:70 to 70:30, from the viewpoints of developability, adhesion, line width stability, and film thickness uniformity.

[0091] (Other polymerization initiators (D3) Other photopolymerization initiators (D3) may be any compounds capable of initiating polymerization of the polymerizable compound (C) by light, such as acetophenone-based photopolymerization initiators such as 4-phenoxydichloroacetophenone, 4-t-butyl-dichloroacetophenone, diethoxyacetophenone, 1-(4-isopropylphenyl)-2-hydroxy-2-methylpropan-1-one, 1-hydroxycyclohexylphenyl ketone, 2-methyl-1-[4-(methylthio)phenyl]-2-morpholinopropan-1-one, 2-(dimethylamino)-1-[4-(4-morpholino)phenyl]-2-(phenylmethyl)-1-butanone, or 2-(dimethylamino)-2-[(4-methylphenyl)methyl]-1-[4-(4-morpholinyl)phenyl]-1-butanone; triazine-based photopolymerization initiators such as 2,4,6-trichloro-s-triazine, 2-phenyl-4,6-bis(trichloromethyl)-s-triazine, 2-(p-methoxyphenyl)-4,6-bis(trichloromethyl)-s-triazine, 2-(p-tolyl)-4,6-bis(trichloromethyl)-s-triazine, 2-piperonyl-4,6-bis(trichloromethyl)-s-triazine, 2,4-bis(trichloromethyl)-6-styryl-s-triazine, 2-(naphth-1-yl)-4,6-bis(trichloromethyl)-s-triazine, 2-(4-methoxy-naphth-1-yl)-4,6-bis(trichloromethyl)-s-triazine, 2,4-trichloromethyl-(piperonyl)-6-triazine, or 2,4-trichloromethyl-(4'-methoxystyryl)-6-triazine; Oxime photopolymerization initiators such as 1,2-octanedione, 1-[4-(phenylthio)phenyl-, 2-(O-benzoyloxime)] (excluding oxime photopolymerization initiators (D1) and (D2)); Examples of the photopolymerization initiator include acylphosphine-based photopolymerization initiators such as bis(2,4,6-trimethylbenzoyl)phenylphosphine oxide and diphenyl-2,4,6-trimethylbenzoylphosphine oxide.

[0092] The other photopolymerization initiators (D3) can be used alone or in combination of two or more.

[0093] The content of the photopolymerization initiator (D) is preferably 0.5 to 100 parts by mass, more preferably 1 to 50 parts by mass, based on 100 parts by mass of the polymerizable compound (C) from the viewpoint of photocurability.

[0094] [Near-infrared absorbing dye (E)] The photosensitive coloring composition of the present invention can contain a near-infrared absorbing dye (E).

[0095] The near-infrared absorbing dye (E) is a compound having a maximum absorption in a wavelength range of 700 to 2,000 nm, and may be a pigment (also called a near-infrared absorbing pigment) or a dye (also called a near-infrared absorbing dye). A near-infrared absorbing pigment and a near-infrared absorbing dye may also be used in combination. From the viewpoint of heat resistance, a near-infrared absorbing pigment is preferred. In the present invention, the solubility of the near-infrared absorbing pigment in 100 g of propylene glycol monomethyl ether acetate at 25° C. is preferably less than 2 g, more preferably less than 1 g, and particularly preferably 0.5 g or less.

[0096] From the viewpoint of solvent resistance, the near-infrared absorbing dye (E) preferably has a π-conjugated plane containing a single or fused aromatic ring. The π-π interaction between the aromatic rings causes association of the near-infrared absorbing dyes (E) with each other, thereby suppressing elution into a solvent.

[0097] The π-conjugated plane of the near-infrared absorbing dye (E) preferably contains 2 to 100 monocyclic or condensed aromatic rings, more preferably 3 to 50, still more preferably 4 to 40, and particularly preferably 5 to 30. Examples of the aromatic ring include a benzene ring, a naphthalene ring, a pentalene ring, an indene ring, an azulene ring, a heptalene ring, an indacene ring, a perylene ring, a pentacene ring, a quaterrylene ring, an acenaphthene ring, a phenanthrene ring, an anthracene ring, a naphthacene ring, a chrysene ring, a triphenylene ring, a fluorene ring, a pyridine ring, a quinoline ring, an isoquinoline ring, an imidazole ring, a benzimidazole ring, a pyrazole ring, a thiazole ring, a benzothiazole ring, a triazole ring, a benzotriazole ring, an oxazole ring, a benzoxazole ring, an imidazoline ring, a pyrazine ring, a quinoxaline ring, a pyrimidine ring, a quinazoline ring, a pyridazine ring, a triazine ring, a pyrrole ring, an indole ring, an isoindole ring, a carbazole ring, and fused rings having these rings.

[0098] Examples of the near-infrared absorbing dye (E) include cyanine compounds, phthalocyanine compounds, naphthalocyanine compounds, indigo compounds, immonium compounds, anthraquinone compounds, pyrrolopyrrole compounds, squarylium compounds, croconium compounds, oxonol compounds, pyrromethene compounds, azomethine compounds, triarylmethane compounds, dibenzofuranone compounds, etc. Among these, from the viewpoint of heat resistance, one or more compounds selected from the group consisting of naphthalocyanine compounds, pyrrolopyrrole compounds, squarylium compounds, and indigo compounds are preferred, and indigo compounds and / or naphthalocyanine compounds are more preferred.

[0099] Cyanine compounds are disclosed in WO 2006 / 006573, WO 2010 / 073857, JP 2013-241598, JP 2016-113501, JP 2016-113504, etc.; phthalocyanine compounds are disclosed in JP 4-23868, JP 06-192584, JP 2000-63691, WO 2014 Naphthalocyanine compounds are disclosed in JP-A-11-152414, JP-A-2000-86919, JP-A-2009-29955, WO-A-2017 / 002920, WO-A-2018 / 186490, etc.; indigo compounds are disclosed in JP-A-2012-224593, JP-A-2013-87233, JP-A-2013-230412, etc. Immonium compounds are disclosed in JP 2005-336150 A, JP 2007-197492 A, JP 2008-88426 A, etc.; anthraquinone compounds are disclosed in JP 62-903 A, JP 1-172458 A, etc.; pyrrolopyrrole compounds are disclosed in JP 2009-263614 A, JP 2010-90313 A, JP 2011-068731 A Examples of squarylium compounds include those described in JP 2011-132361 A, JP 2016-142891 A, WO 2017 / 135359 A, WO 2018 / 225837 A, JP 2019-001987 A, WO 2020 / 054718 A, etc. Examples of croconium compounds include those described in WO 2019 / 021767 A, etc.

[0100] (Squarylium compounds) The squarylium compound is preferably a compound represented by the following general formula (16).

[0101] General formula (16) [ka]

[0102] In general formula (16), R 1 ~R 4each independently represents a hydrogen atom, a halogen atom, a cyano group, a nitro group, an alkyl group, an alkenyl group, an alkynyl group, an aryl group, a heteroaryl group, an aralkyl group, -OR 10 , -COR 11 , -COOR 12 , -OCOR 13 , -NR 14 R 15 , -NHCOR 16 , -CONR 17 R 18 , -NHCONR 19 R 20 , -NHCOOR 21 , -SR 22 , -SO2R 23 , -SO2OR 24 , -NHSO2R 25 , -SO2NR 26 R 27 , -B(OR 28 )2, and -NHBR 29 R 30 Represents R 10 ~R 30 each independently represents a hydrogen atom, an alkyl group which may have a substituent, an alkenyl group, an alkynyl group, an aryl group, a heteroaryl group, or an aralkyl group. 12 R 12 When is hydrogen (i.e., a carboxyl group), the hydrogen atom may dissociate (i.e., a carbonate group) or may be in the form of a salt. 24 R 24 When R is a hydrogen atom (i.e., a sulfo group), the hydrogen atom may be dissociated (i.e., a sulfonate group) or may be in the form of a salt. 1 and R 2 , R 3 and R 4 may be bonded to each other to form a ring.

[0103] The "substituent" may be a halogen atom, a cyano group, a nitro group, an alkyl group, an alkenyl group, an alkynyl group, an aryl group, a heteroaryl group, an aralkyl group, -OR 100 , -COR 101 , -COOR 102 , -OCOR103 , -NR 104 R 105 , -NHCOR 106 , -CONR 107 R 108 , -NHCONR 109 R 110 , -NHCOOR 111 , -SR 112 , -SO2R 113 , -SO2OR 114 , -NHSO2R 115 or -SO2NR 116 R 117 Examples include: R 100 ~R 117 each independently represents a hydrogen atom, an alkyl group, an alkenyl group, an alkynyl group, an aryl group, a heteroaryl group, or an aralkyl group. 102 R 102 When -SO2OR is hydrogen (i.e., a carboxyl group), the hydrogen atom may dissociate (i.e., a carbonate group) or may be in the form of a salt. 114 R 114 When is a hydrogen atom (ie, a sulfo group), the hydrogen atom may be dissociated (ie, a sulfonate group) or may be in the form of a salt.

[0104] Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom. The number of carbon atoms in the alkyl group is preferably 1 to 20, more preferably 1 to 12, and particularly preferably 1 to 8. The alkyl group may be linear, branched, or cyclic. The number of carbon atoms in the alkenyl group is preferably 2 to 20, more preferably 2 to 12, and particularly preferably 2 to 8. The alkenyl group may be linear, branched, or cyclic. The number of carbon atoms in the alkynyl group is preferably 2 to 20, more preferably 2 to 12, and particularly preferably 2 to 8. The alkynyl group may be linear, branched, or cyclic. The aryl group preferably has 6 to 25 carbon atoms, more preferably 6 to 15 carbon atoms, and particularly preferably 6 to 10 carbon atoms. The alkyl portion of the aralkyl group is the same as the alkyl group described above. The aryl portion of the aralkyl group is the same as the aryl group described above. The aralkyl group preferably has 7 to 40 carbon atoms, more preferably 7 to 30 carbon atoms, and particularly preferably 7 to 25 carbon atoms. The heteroaryl group is preferably a monocyclic ring or a fused ring, more preferably a monocyclic ring or a fused ring having 2 to 8 rings, and particularly preferably a monocyclic ring or a fused ring having 2 to 4 rings. The number of heteroatoms constituting the ring of the heteroaryl group is preferably 1 to 3. The heteroatoms constituting the ring of the heteroaryl group are preferably nitrogen atoms, oxygen atoms, or sulfur atoms. The heteroaryl group is preferably a 5-membered or 6-membered ring. The number of carbon atoms constituting the ring of the heteroaryl group is preferably 3 to 30, more preferably 3 to 18, and particularly preferably 3 to 12. The alkyl group, alkenyl group, alkynyl group, aryl group, heteroaryl group, and aralkyl group may have a substituent or may be unsubstituted. Examples of the substituent include the "substituents" described above.

[0105] From the viewpoint of light resistance and heat resistance, the squarylium compound is more preferably a compound represented by the following general formula (17).

[0106] General formula (17) [ka]

[0107] In general formula (17), R 5 ~R 8 each independently represents a hydrogen atom, a halogen atom, a cyano group, a nitro group, an alkyl group, an alkenyl group, an alkynyl group, an aryl group, a heteroaryl group, an aralkyl group, -OR 50 , -COR 51 , -COOR 52 , -OCOR 53 , -NR 54 R 55 , -NHCOR 56 , -CONR 57 R 58 , -NHCONR 59 R 60, -NHCOOR 61 , -SR 62 , -SO2R 63 , -SO2OR 64 , -NHSO2R 65 or -SO2NR 66 R 67 , -B(OR 68 )2, and -NHBR 69 R 70 Represents R 50 ~R 70 each independently represents a hydrogen atom, an alkyl group which may have a substituent, an alkenyl group, an alkynyl group, an aryl group, a heteroaryl group, or an aralkyl group. 52 R 52 When is hydrogen (i.e., a carboxyl group), the hydrogen atom may dissociate (i.e., a carbonate group) or may be in the form of a salt. 64 R 64 When R is a hydrogen atom (i.e., a sulfo group), the hydrogen atom may be dissociated (i.e., a sulfonate group) or may be in the form of a salt. 5 and R 6 , R 7 and R 8 may be bonded to each other to form a ring.

[0108] The "substituent" has the same meaning as the "substituent" described above.

[0109] Specific examples of squarylium compounds are shown below, but the present invention is not limited to these.

[0110] [ka]

[0111] [ka]

[0112] (Pyrrolopyrrole compounds) The pyrrolopyrrole compound is preferably a compound represented by the following general formula (18).

[0113] General formula (18) [ka]

[0114] In general formula (18), R 1x and R 1y each independently represents an alkyl group, an aryl group, or a heteroaryl group; R 2 and R 3 each independently represents a hydrogen atom or a substituent, R 2 and R 3 may be bonded to each other to form a ring, R 4 represents a hydrogen atom, an alkyl group, an aryl group, a heteroaryl group, -BR 4x R 4y or a metal atom, R 4 is R 1x , R 1y and R 3 may be covalently or coordinately bonded to at least one selected from the group consisting of R 4x R 4y each independently represents a substituent. General formula (18) is described in JP-A-2009-263614, JP-A-2011-68731, and WO 2015 / 166873.

[0115] R 1x and R 1y are each independently preferably an aryl group or a heteroaryl group, more preferably an aryl group. 1x and R 1y The alkyl group, aryl group, and heteroaryl group represented by may have a substituent or may be unsubstituted. Examples of the substituent include an alkoxy group, a hydroxy group, a halogen atom, a cyano group, a nitro group, -OCOR 11 , -SOR 12 , -SO2R 13 etc. R 11 ~R 13each independently represents a hydrocarbon group or a heteroaryl group. Examples of the substituent include those described in paragraphs 0020 to 0022 of JP-A No. 2009-263614. Among these, examples of the substituent include an alkoxy group, a hydroxy group, a halogen atom, a cyano group, a nitro group, -OCOR 11 , -SOR 12 , -SO2R 13 is preferred. 1x and R 1y The group represented by the formula: is an alkoxy group having a branched alkyl group, or -OCOR 11 An aryl group having as a substituent a group represented by the following formula: embedded image is preferred. The branched alkyl group preferably has 3 to 30 carbon atoms, more preferably 3 to 20 carbon atoms.

[0116] R 2 and R 3 At least one of R is preferably an electron-withdrawing group. 2 represents an electron-withdrawing group, and R 3 represents a heteroaryl group. The heteroaryl group is preferably a 5-membered or 6-membered ring. The heteroaryl group is preferably a monocyclic or fused ring, preferably a monocyclic or fused ring having 2 to 8 rings, more preferably a monocyclic or fused ring having 2 to 4 rings. The number of heteroatoms constituting the heteroaryl group is preferably 1 to 3, more preferably 1 or 2. Examples of heteroatoms include nitrogen atoms, oxygen atoms, and sulfur atoms. The heteroaryl group preferably has one or more nitrogen atoms. The two R in general formula (18) 2 The two R in the general formula (18) may be the same or different. 3 They may be the same or different.

[0117] R 4 represents a hydrogen atom, an alkyl group, an aryl group, a heteroaryl group, or -BR 4x R 4y is preferably a hydrogen atom, an alkyl group, an aryl group, or a group represented by -BR 4x R 4y A group represented by -BR 4x R 4yParticularly preferred is a group represented by R 4x R 4y The substituent represented by is preferably a halogen atom, an alkyl group, an alkoxy group, an aryl group, or a heteroaryl group, more preferably an alkyl group, an aryl group, or a heteroaryl group, and particularly preferably an aryl group. These groups may further have a substituent. 4 They may be the same or different.

[0118] Specific examples of pyrrolopyrrole compounds are shown below. In the following structural formulas, Me represents a methyl group, and Ph represents a phenyl group. Examples of pyrrolopyrrole compounds include those described in paragraphs 0016 to 0058 of JP 2009-263614 A, paragraphs 0037 to 0052 of JP 2011-68731 A, paragraphs 0014 to 0027 of JP 2014-130343 A, and paragraphs 0010 to 0033 of WO 2015 / 166873 A. The present invention is not limited to these.

[0119] [ka]

[0120] (Naphthalocyanine compounds) The naphthalocyanine compound is preferably a compound represented by the following general formula (19).

[0121] General formula (19) [ka]

[0122] In general formula (19), X1~X8, Y lEach of Y8 independently represents a hydrogen atom, a halogen atom, a nitro group, a sulfonic acid group, an optionally substituted alkyl group, an optionally substituted aryl group, an optionally substituted cycloalkyl group, an optionally substituted heterocyclic group, an optionally substituted alkoxyl group, an optionally substituted aryloxy group, an optionally substituted alkylthio group, an optionally substituted arylthio group, an optionally substituted phthalimidomethyl group, or an optionally substituted sulfamoyl group. X1 to X8 may also be bonded to each other to form an optionally substituted aromatic ring. However, any one or more of X1 and X2, X3 and X4, X5 and X6, and X7 and X8 may be bonded to each other to form an optionally substituted aromatic ring. Z is a polymer moiety containing a monomer unit represented by the following general formula (20) or a phosphorus compound moiety represented by the following general formula (21), and * is a bond to Al.

[0123] Examples of the "alkyl group" in the alkyl group which may have a substituent include a straight-chain or branched alkyl group such as a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a tert-butyl group, a neopentyl group, an n-hexyl group, an n-octyl group, a stearyl group, a 2-ethylhexyl group, etc. Examples of the "alkyl group having a substituent" include a trichloromethyl group, a trifluoromethyl group, a 2,2,2-trifluoroethyl group, a 2,2-dibromoethyl group, a 2,2,3,3-tetrafluoropropyl group, a 2-ethoxyethyl group, a 2-butoxyethyl group, a 2-nitropropyl group, a benzyl group, a 4-methylbenzyl group, a 4-tert-butylbenzyl group, a 4-methoxybenzyl group, a 4-nitrobenzyl group, a 2,4-dichlorobenzyl group, etc.

[0124] Examples of the "aryl group" of the aryl group which may have a substituent include a phenyl group, a naphthyl group, an anthryl group, and the like. Examples of the "substituted aryl group" include a p-methylphenyl group, a p-bromophenyl group, a p-nitrophenyl group, a p-methoxyphenyl group, a 2,4-dichlorophenyl group, a pentafluorophenyl group, a 2-aminophenyl group, a 2-methyl-4-chlorophenyl group, a 4-hydroxy-1-naphthyl group, a 6-methyl-2-naphthyl group, a 4,5,8-trichloro-2-naphthyl group, an anthraquinonyl group, and a 2-aminoanthraquinonyl group.

[0125] Examples of the "cycloalkyl group" of the cycloalkyl group which may have a substituent include a cyclopentyl group, a cyclohexyl group, an adamantyl group, and the like. Examples of the "substituted cycloalkyl group" include a 2,5-dimethylcyclopentyl group, a 4-tert-butylcyclohexyl group, and the like.

[0126] Examples of the "heterocyclic group" of the heterocyclic group which may have a substituent include a pyridyl group, a pyrazyl group, a piperidino group, a pyranyl group, a morpholino group, and an acridinyl group, and examples of the "heterocyclic group having a substituent" include a 3-methylpyridyl group, an N-methylpiperidyl group, and an N-methylpyrrolyl group.

[0127] Examples of the "alkoxyl group" in the alkoxyl group which may have a substituent include linear or branched alkoxyl groups such as a methoxy group, an ethoxy group, a propoxy group, an isopropoxy group, an n-butoxy group, an isobutoxy group, a tert-butoxy group, a neopentyloxy group, a 2,3-dimethyl-3-pentyloxy group, an n-hexyloxy group, an n-octyloxy group, a stearyloxy group, and a 2-ethylhexyloxy group. Examples of the "substituted alkoxyl group" include a trichloromethoxy group, a trifluoromethoxy group, a 2,2,2-trifluoroethoxy group, a 2,2,3,3-tetrafluoropropoxy group, a 2,2-ditrifluoromethylpropoxy group, a 2-ethoxyethoxy group, a 2-butoxyethoxy group, a 2-nitropropoxy group, and a benzyloxy group.

[0128] Examples of the "aryloxy group" of the aryloxy group which may have a substituent include a phenoxy group, a naphthoxy group, an anthryloxy group, etc. Examples of the "substituted aryloxy group" include a p-methylphenoxy group, a p-nitrophenoxy group, a p-methoxyphenoxy group, a 2,4-dichlorophenoxy group, a pentafluorophenoxy group, and a 2-methyl-4-chlorophenoxy group.

[0129] Examples of the "alkylthio group" of the alkylthio group which may have a substituent include a methylthio group, an ethylthio group, a propylthio group, a butylthio group, a pentylthio group, a hexylthio group, an octylthio group, a decylthio group, a dodecylthio group, and an octadecylthio group. Examples of the "substituted alkylthio group" include a methoxyethylthio group, an aminoethylthio group, a benzylaminoethylthio group, a methylcarbonylaminoethylthio group, and a phenylcarbonylaminoethylthio group.

[0130] Examples of the "arylthio group" of the arylthio group which may have a substituent include a phenylthio group, a 1-naphthylthio group, a 2-naphthylthio group, and a 9-anthrylthio group. Examples of the "substituted arylthio group" include a chlorophenylthio group, a trifluoromethylphenylthio group, a cyanophenylthio group, a nitrophenylthio group, a 2-aminophenylthio group, and a 2-hydroxyphenylthio group.

[0131] Examples of the substituent on the aromatic ring which may have a substituent include a halogen atom, a nitro group, a nitrile group, a carboxyl group, a sulfone group, an alkyl group which may have a substituent, an aryl group which may have a substituent, a cycloalkyl group which may have a substituent, an alkoxyl group which may have a substituent, an aryloxy group which may have a substituent, an alkylthio group which may have a substituent, and an arylthio group which may have a substituent.

[0132] General formula (20) [ka]

[0133] In the general formula (20), X is -CONH-R 25 -,-COO-R 26 -,-CONH-R 27 -O-, -COO-R 28 -O-, R 25 ~R 28 represents an alkylene group or an arylene group in which carbon atoms may be linked by -O-, -CO-, -COO-, -OCO-, -CONH-, or -NHCO-. 31 represents hydrogen or a methyl group.

[0134] Examples of the alkylene group include a methylene group, an ethylene group, a propylene group, and a butylene group. Examples of the arylene group include a phenylene group, a naphthylene group, a biphenylene group, a terphenylene group, and an anthrylene group.

[0135] The monomer unit represented by general formula (20) can be obtained by copolymerizing monomers such as (2-(meth)acryloyloxyethyl) acid phosphate, (2-(meth)acryloyloxypropyl) acid phosphate, and (2-(meth)acryloyloxyisopropyl) acid phosphate. Alternatively, it can be obtained by copolymerizing monomers other than these monomers (hereinafter also referred to as other monomers) in combination.

[0136] Examples of other monomers include (meth)acrylic acid esters, crotonate esters, vinyl esters, maleic acid diesters, fumaric acid diesters, itaconic acid diesters, (meth)acrylamides, vinyl ethers, vinyl alcohol esters, styrenes, (meth)acrylonitrile, acid group-containing monomers, and thermally crosslinkable group-containing monomers.

[0137] The weight average molecular weight of the polymer portion is preferably 5,000 to 20,000, and more preferably 8,000 to 15,000. Having an appropriate molecular weight improves the optical properties and heat resistance.

[0138] The glass transition temperature (Tg) of the polymer portion is preferably from −50 to 150° C., more preferably from 20 to 80° C. An appropriate Tg improves the optical properties.

[0139] General formula (21) [ka]

[0140] In general formula (21), R 29 and R 30 each independently represents a hydroxyl group, an alkyl group which may have a substituent, an aryl group which may have a substituent, an alkoxyl group which may have a substituent, or an aryloxy group which may have a substituent; R 29 and R 30 may be bonded to each other to form a ring.

[0141] Examples of the "alkyl group" of an optionally substituted alkyl group, the "aryl group" of an optionally substituted aryl group, the "alkoxyl group" of an optionally substituted alkoxyl group, and the "aryloxy group" of an optionally substituted aryloxy group are the same as those exemplified in the description of general formula (19) above.

[0142] From the viewpoint of dispersibility and color characteristics, the general formula (21) is 29 and R 30 At least one of R is preferably an aryl group which may have a substituent or an aryloxy group which may have a substituent, 29 and R 30 are more preferably an aryl group or an aryloxy group, and R 29 and R 30 More preferably, all of are a phenyl group or a phenoxy group.

[0143] The naphthalocyanine compound is more preferably a compound represented by the following general formula (22).

[0144] General formula (22) [ka]

[0145] In general formula (22), Y9~Y 16 , R8~R 21 each independently represents a hydrogen atom, a halogen atom, a nitro group, a sulfone group, an alkyl group which may have a substituent, an aryl group which may have a substituent, a cycloalkyl group which may have a substituent, a heterocyclic group which may have a substituent, an alkoxyl group which may have a substituent, an aryloxy group which may have a substituent, an alkylthio group which may have a substituent, an arylthio group which may have a substituent, a phthalimidomethyl group which may have a substituent, or a sulfamoyl group which may have a substituent. Z is a polymer moiety containing a monomer unit represented by general formula (20) or a phosphorus compound moiety represented by general formula (21), and * is a bond to Al.

[0146] The alkyl group which may have a substituent, the aryl group which may have a substituent, the cycloalkyl group which may have a substituent, the heterocyclic group which may have a substituent, the alkoxy group which may have a substituent, the aryloxy group which may have a substituent, the alkylthio group which may have a substituent, the arylthio group which may have a substituent, the phthalimidomethyl group which may have a substituent, and the sulfamoyl group which may have a substituent are as explained above in relation to general formula (19).

[0147] In general formula (22), Y9~Y 16 , R8~R 21 From the viewpoint of dispersibility and color properties, is preferably a hydrogen atom, a halogen atom, or an alkoxyl group which may have a substituent.

[0148] Specific examples of naphthalocyanine compounds are shown below, but the present invention is not limited to these.

[0149] [ka] [ka] [ka] [ka]

[0150] (indigo compounds) The indigo compound is preferably a compound represented by the following general formula (23) and / or general formula (24).

[0151] [ka]

[0152] In the general formula (23) and the general formula (24), X1 to X 40 each independently represents a hydrogen atom, an optionally substituted alkyl group, an optionally substituted aryl group, an optionally substituted alkoxyl group, an optionally substituted aryloxy group, an optionally substituted arylalkyl group, an optionally substituted cycloalkyl group, an optionally substituted alkylthio group, an optionally substituted arylthio group, an amino group, an optionally substituted alkylamino group, an optionally substituted arylamino group, a cyano group, a halogen atom, a nitro group, a hydroxyl group, -SO3H; -COOH; and monovalent to trivalent metal salts of these acidic groups; and alkylammonium salts. M represents a metal atom.

[0153] Examples of the "alkyl group" in the alkyl group which may have a substituent include a straight-chain or branched alkyl group such as a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a tert-butyl group, a neopentyl group, an n-hexyl group, an n-octyl group, a stearyl group, a 2-ethylhexyl group, etc. Examples of the "alkyl group having a substituent" include a trichloromethyl group, a trifluoromethyl group, a 2,2,2-trifluoroethyl group, a 2,2-dibromoethyl group, a 2,2,3,3-tetrafluoropropyl group, a 2-ethoxyethyl group, a 2-butoxyethyl group, a 2-nitropropyl group, a benzyl group, a 4-methylbenzyl group, a 4-tert-butylbenzyl group, a 4-methoxybenzyl group, a 4-nitrobenzyl group, a 2,4-dichlorobenzyl group, etc.

[0154] Examples of the "aryl group" of the aryl group which may have a substituent include a phenyl group, a naphthyl group, an anthryl group, and the like. Examples of the "substituted aryl group" include a p-methylphenyl group, a p-bromophenyl group, a p-nitrophenyl group, a p-methoxyphenyl group, a 2,4-dichlorophenyl group, a pentafluorophenyl group, a 2-aminophenyl group, a 2-methyl-4-chlorophenyl group, a 4-hydroxy-1-naphthyl group, a 6-methyl-2-naphthyl group, a 4,5,8-trichloro-2-naphthyl group, an anthraquinonyl group, and a 2-aminoanthraquinonyl group.

[0155] Examples of the "alkoxyl group" in the alkoxyl group which may have a substituent include linear or branched alkoxyl groups such as a methoxy group, an ethoxy group, a propoxy group, an isopropoxy group, an n-butoxy group, an isobutoxy group, a tert-butoxy group, a neopentyloxy group, a 2,3-dimethyl-3-pentyloxy group, an n-hexyloxy group, an n-octyloxy group, a stearyloxy group, and a 2-ethylhexyloxy group. Examples of the "substituted alkoxyl group" include a trichloromethoxy group, a trifluoromethoxy group, a 2,2,2-trifluoroethoxy group, a 2,2,3,3-tetrafluoropropoxy group, a 2,2-ditrifluoromethylpropoxy group, a 2-ethoxyethoxy group, a 2-butoxyethoxy group, a 2-nitropropoxy group, and a benzyloxy group.

[0156] Examples of the "aryloxy group" of the aryloxy group which may have a substituent include a phenoxy group, a naphthoxy group, an anthryloxy group, etc., and examples of the "aryloxy group having a substituent" include a p-methylphenoxy group, a p-nitrophenoxy group, a p-methoxyphenoxy group, a 2,4-dichlorophenoxy group, a pentafluorophenoxy group, a 2-methyl-4-chlorophenoxy group, etc.

[0157] Examples of the "arylalkyl group which may have a substituent" include a benzyl group, a 2-phenylpropan-yl group, a styryl group, a diphenylmethyl group, and a triphenylmethyl group.

[0158] Examples of the "cycloalkyl group" of the cycloalkyl group which may have a substituent include a cyclopentyl group, a cyclohexyl group, an adamantyl group, etc. Examples of the "cycloalkyl group having a substituent" include a 2,5-dimethylcyclopentyl group, a 4-tert-butylcyclohexyl group, etc.

[0159] Examples of the "alkylthio group" of the alkylthio group which may have a substituent include a methylthio group, an ethylthio group, a propylthio group, a butylthio group, a pentylthio group, a hexylthio group, an octylthio group, a decylthio group, a dodecylthio group, and an octadecylthio group. Examples of the "substituted alkylthio group" include a methoxyethylthio group, an aminoethylthio group, a benzylaminoethylthio group, a methylcarbonylaminoethylthio group, and a phenylcarbonylaminoethylthio group.

[0160] Examples of the "arylthio group" of the arylthio group which may have a substituent include a phenylthio group, a 1-naphthylthio group, a 2-naphthylthio group, and a 9-anthrylthio group. Examples of the "substituted arylthio group" include a chlorophenylthio group, a trifluoromethylphenylthio group, a cyanophenylthio group, a nitrophenylthio group, a 2-aminophenylthio group, and a 2-hydroxyphenylthio group.

[0161] Examples of the "alkylamino group" in the alkylamino group optionally having a substituent include a methylamino group, an ethylamino group, a propylamino group, a butylamino group, a pentylamino group, a hexylamino group, a heptylamino group, an octylamino group, a nonylamino group, a decylamino group, a dodecylamino group, an octadecylamino group, an isopropylamino group, an isopentylamino group, a sec-butylamino group, a tert-butylamino group, a sec-pentylamino group, a tert-pentylamino group, a tert-octylamino group, a neopentylamino group, a cyclopropylamino group, a cyclobutylamino group, a cyclopentylamino group, a cyclohexylamino group, a cycloheptylamino group, a cyclooctylamino group, a cyclododecylamino group, a 1-adamantamino group, and a 2-adamantamino group.

[0162] Examples of the "arylamino group" of the arylamino group which may have a substituent include an anilino group, a 1-naphthylamino group, a 2-naphthylamino group, an o-toluidino group, a m-toluidino group, a p-toluidino group, a 2-biphenylamino group, a 3-biphenylamino group, a 4-biphenylamino group, a 1-fluoreneamino group, a 2-fluoreneamino group, a 2-thiazoleamino group, and a p-terphenylamino group.

[0163] Examples of halogen atoms include fluorine, chlorine, bromine, and iodine.

[0164] Examples of the acidic group include -SO3H and -COOH. Examples of monovalent to trivalent metal salts of these acidic groups include sodium salts, potassium salts, magnesium salts, calcium salts, iron salts, and aluminum salts. Examples of alkylammonium salts of acidic groups include ammonium salts of long-chain monoalkylamines such as octylamine, laurylamine, and stearylamine, and quaternary alkylammonium salts such as palmityltrimethylammonium, lauryltrimethylammonium, dilauryldimethylammonium, and distearyldimethylammonium salts.

[0165] Among the above substituents, X1 to X 40 Preferred substituents for include a hydrogen atom, a methyl group, a methoxy group, a fluorine atom, a chlorine atom, a bromine atom, and -SO3H.

[0166] M represents a metal atom, such as Zn, Co, Ni, Ru, Pt, Mn, Sn, Ti, or Ba. Among these, divalent metal atoms are preferred, with Zn, Co, or Ni being more preferred.

[0167] Specific examples of indigo compounds are shown below, but the present invention is not limited to these.

[0168] [ka]

[0169] [ka]

[0170] [ka]

[0171] [ka]

[0172] The near-infrared absorbing dye (E) can be used alone or in combination of two or more. When two or more types are used in combination, it is preferable to use at least two compounds with different maximum absorption wavelengths. This broadens the absorption spectrum waveform compared to when a single near-infrared absorbing dye (E) is used, allowing near-infrared light to be absorbed over a wide wavelength range.

[0173] From the viewpoint of near-infrared absorbing properties, the content of the near-infrared absorbing dye (E) is preferably from 0.5 to 70 mass %, more preferably from 1 to 50 mass %, based on 100 mass % of the nonvolatile content of the photosensitive coloring composition.

[0174] [Resin (F)] The photosensitive coloring composition of the present invention can contain a resin (F).

[0175] Resin (F) is used, for example, for the purpose of dispersing particles such as black colorant (A) in the photosensitive coloring composition or for the purpose of imparting resistance to the cured film. Resin (F) used primarily to disperse particles such as black colorant (A) is also called a dispersion resin, and resin (F) used to impart resistance to the cured film is also called a binder resin. However, these uses of resin (F) are merely examples, and it can also be used for other purposes.

[0176] Examples of the resin (F) include the following resin (F1), resin (F2), and resin (F3).

[0177] (Resin (F1)) From the viewpoints of developability, adhesion, line width stability, and film thickness uniformity, the resin (F) preferably contains a resin (F1) (hereinafter simply referred to as resin (F1)) having an alicyclic hydrocarbon-containing monomer unit (f1) and an acidic group-containing monomer unit (f2) as a binder resin. The resin (F1) may further contain a hydroxyl group-containing monomer unit (f3), an epoxy group-containing monomer unit (f4), a polymerizable unsaturated group-containing monomer unit (f5), and other monomer units (f6).

[0178] The resin (F1) can be produced by any known method without any particular limitation, for example, by copolymerizing a monomer that forms the alicyclic hydrocarbon-containing monomer unit (f1), a monomer that forms the acidic group-containing monomer unit (f2), and optionally other monomers copolymerizable therewith.

[0179] [Alicyclic hydrocarbon-containing monomer unit (f1)] Examples of the alicyclic hydrocarbon-containing monomer include isobornyl (meth)acrylate, cyclohexyl (meth)acrylate, dicyclopentanyl (meth)acrylate, dicyclopentenyl (meth)acrylate, dicyclopentanyloxyethyl (meth)acrylate, dicyclopentenyloxyethyl (meth)acrylate, adamantyl (meth)acrylate, etc. Among these, from the viewpoint of pattern formability, dicyclopentanyl (meth)acrylate, dicyclopentenyl (meth)acrylate, and dicyclopentanyloxyethyl (meth)acrylate are preferred.

[0180] The content of the alicyclic hydrocarbon-containing monomer unit (f1) is preferably from 5 to 50 mol %, more preferably from 5 to 40 mol %, of all the structural units of the resin (F1).

[0181] [Acidic group-containing monomer unit (f2)] Examples of the acidic group include a carboxyl group, a sulfonic acid group, a phosphoric acid group, etc. Among these, a carboxyl group is preferred.

[0182] Examples of the acidic group-containing monomer include (meth)acrylic acid, crotonic acid, propiolic acid, cinnamic acid, itaconic acid, itaconic anhydride, maleic acid, monomethyl maleate, monoethyl maleate, monoisopropyl maleate, maleic anhydride, fumaric acid, 2-methacryloyloxyethyl succinic acid, 2-acryloyloxyethyl phthalic acid, 2-acryloyloxyethylhexylhydrophthalic acid, p-styrenesulfonic acid, vinylsulfonic acid, 2-acrylamido-2-methylpropanesulfonic acid, tert-butylacrylamidosulfonic acid, and 2-(meth)acryloyloxyethyl acid phosphate.

[0183] [Hydroxyl group-containing monomer unit (f3)] Examples of hydroxyl group-containing monomers include 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, 3-hydroxybutyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, 2,3-hydroxypropyl (meth)acrylate, glycerol mono(meth)acrylate, cyclohexanedimethanol mono(meth)acrylate, 2-hydroxy-3-phenoxypropyl acrylate, and 2-acryloyloxyethyl-2-hydroxyethyl phthalate.

[0184] [Epoxy group-containing monomer unit (f4)] Examples of epoxy group-containing monomers include oxiranyl(meth)acrylate, glycidyl(meth)acrylate, 2-methylglycidyl(meth)acrylate, 2-ethylglycidyl(meth)acrylate, 2-oxiranylethyl(meth)acrylate, 2-glycidyloxyethyl(meth)acrylate, 3,4-epoxycyclohexyl(meth)acrylate, 3,4-epoxycyclohexylmethyl(meth)acrylate, 2-(3,4-epoxycyclohexyl)ethyl(meth)acrylate, 2-(3,4-epoxycyclohexylmethyloxy)ethyl(meth)acrylate, and 3-(3,4-epoxycyclohexylmethyloxy)propyl(meth)acrylate.

[0185] [Polymerizable unsaturated group-containing monomer unit (f5)] The resin (F1) can contain the polymerizable unsaturated group-containing monomer unit (f5) by, for example, the following methods (i) to (iii).

[0186] <Method (i)> There is a method (i) in which a carboxyl group of an acidic group-containing monomer unit (f2) is added to an epoxy group of an epoxy group-containing monomer unit (f4) contained in a resin (F1).

[0187] <Method (ii)> There is a method (ii) in which an epoxy group of an epoxy group-containing monomer unit (f4) is added to a carboxyl group of an acid group-containing monomer unit (f2) contained in the resin (F1).

[0188] Furthermore, a unit obtained by further reacting an acid anhydride with the hydroxyl group generated by the reaction of the method (i) or (ii) is also useful as the polymerizable unsaturated group-containing monomer unit (f5).

[0189] Examples of the acid anhydride include tetrahydrophthalic anhydride, phthalic anhydride, hexahydrophthalic anhydride, succinic anhydride, and maleic anhydride.

[0190] <Method (iii)> There is a method (iii) in which the hydroxyl group of the hydroxyl group-containing monomer unit (f3) contained in the resin (F1) is reacted with the isocyanate group of an isocyanate group-containing monomer.

[0191] Examples of the isocyanate group-containing monomer include 2-(meth)acryloylethyl isocyanate, 2-(meth)acryloyloxyethyl isocyanate, and 1,1-bis[methacryloyloxy]ethyl isocyanate.

[0192] [Other monomer units (f6)] Examples of other monomers include acrylic acid esters such as ethyl (meth)acrylate, n-propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, tert-butyl (meth)acrylate, pentyl (meth)acrylate, hexyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, lauryl (meth)acrylate, benzyl (meth)acrylate, phenoxyethyl (meth)acrylate, phenoxydiethylene glycol (meth)acrylate, EO-modified (meth)acrylate of phenol, EO- or PO-modified (meth)acrylate of nonylphenol, dimethylaminoethyl (meth)acrylate, diethylaminoethyl (meth)acrylate, and EO- or PO-modified (meth)acrylate of paracumylphenol; Aromatic vinyl compounds such as styrene, α-methylstyrene, p-vinyltoluene, p-chlorostyrene, and vinylnaphthalene; (meth)acrylamides such as (meth)acrylamide, N,N-dimethyl(meth)acrylamide, N,N-diethyl(meth)acrylamide, N-isopropyl(meth)acrylamide, diacetone(meth)acrylamide, or acryloylmorpholine; vinyl ethers such as ethyl vinyl ether, n-propyl vinyl ether, isopropyl vinyl ether, n-butyl vinyl ether, or isobutyl vinyl ether; vinyl fatty acid vinyl compounds such as vinyl acetate or vinyl propionate; Phenylmaleimide, methylmaleimide, ethylmaleimide, 1,2-bismaleimidoethane, 1,6-bismaleimidohexane, 3-maleimidopropionic acid, 6,7-methylenedioxy-4-methyl-3-maleimidocoumarin, 4,4'-bismaleimidodiphenylmethane, bis(3-ethyl-5-methyl-4-maleimidophenyl)methane, N,N'-1,3-phenylenedimaleimide, N,N'-1,4-phenylenedimaleimide, N-(1-pyrenyl)maleimide, N-(2,4,6-trichlorophenyl)maleimide N-substituted maleimides such as N-(4-aminophenyl)maleimide, N-(4-nitrophenyl)maleimide, N-benzylmaleimide, N-bromomethyl-2,3-dichloromaleimide, N-succinimidyl-3-maleimidobenzoate, N-succinimidyl-3-maleimidopropionate, N-succinimidyl-4-maleimidobutyrate, N-succinimidyl-6-maleimidohexanoate, N-[4-(2-benzimidazolyl)phenyl]maleimide, and 9-maleimidoacridine; Examples include dimethyl-2,2'-[oxybis(methylene)]bis-2-propenoate, diethyl-2,2'-[oxybis(methylene)]bis-2-propenoate, di(n-propyl)-2,2'-[oxybis(methylene)]bis-2-propenoate, di(isopropyl)-2,2'-[oxybis(methylene)]bis-2-propenoate, di(2-ethylhexyl)-2,2'-[oxybis(methylene)]bis-2-propenoate, etc. These monomers can be used alone or in combination of two or more.

[0193] The weight average molecular weight (Mw) of the resin (F1) is preferably from 4,000 to 40,000, more preferably from 4,000 to 35,000.

[0194] The acid value of the resin (F1) is preferably from 30 to 200 mgKOH / g, more preferably from 40 to 180 mgKOH / g.

[0195] (Resin (F2)) From the viewpoint of high temperature and high humidity resistance, the resin (F) preferably contains a resin (F2) as a dispersing resin.

[0196] The resin (F2) is preferably a resin having an adsorptive group that has a high affinity for the black colorant (A). The adsorptive group preferably has at least one type of basic group and acidic group.

[0197] Examples of the basic group include a primary amino group, a secondary amino group, a tertiary amino group, a quaternary ammonium base, and a group containing a nitrogen atom such as a nitrogen-containing heterocycle.

[0198] Examples of the acidic group include a carboxyl group, a phosphoric acid group, and a sulfonic acid group.

[0199] Examples of resin types for resin (F2) include urethane resins, polycarboxylic acid esters such as polyacrylates, unsaturated polyamides, polycarboxylic acids, polycarboxylic acid (partial) amine salts, polycarboxylic acid ammonium salts, polycarboxylic acid alkylamine salts, polysiloxanes, long-chain polyaminoamide phosphates, hydroxyl group-containing polycarboxylic acid esters, modified products thereof, amides formed by the reaction of poly(lower alkyleneimines) with polyesters having free carboxyl groups and salts thereof, water-soluble resins and water-soluble polymer compounds such as (meth)acrylic acid-styrene copolymers, (meth)acrylic acid-(meth)acrylic acid ester copolymers, styrene-maleic acid copolymers, polyvinyl alcohols, and polyvinylpyrrolidone, polyesters, modified polyacrylates, ethylene oxide / propylene oxide adducts, and phosphate esters.

[0200] Examples of the structure of the resin (F2) include a random structure, a block structure, a graft structure, a comb structure, and a star structure. Among these, the block structure or the comb structure is preferred from the viewpoint of suppressing foreign matter.

[0201] Resin (F2) may be, for example, Disperbyk-101, 103, 107, 108, 110, 111, 116, 130, 140, 154, 161, 162, 163, 164, 165, 166, 167, 168, 170, 171, 174, 180, 181, 182, 183, 184, 185, 190, 2000, 2001, 2009, 2010, 2020, 2025, 2050, 2070, 2095, manufactured by BYK Japan Co., Ltd. 2150, 2155, 2163, 2164, or Anti-Terra-U203, 204, or BYK-P104, P104S, 220S, or Lactimon, Lactimon-WS, or Bykumen, etc.; SOLSPERSE-3000, 9000, 13000, 13240, 13650, 13940, 16000, 17000, 18000, 20000, 21000, 24000, manufactured by Lubrizol Japan, 26000, 27000, 28000, 31845, 32000, 32500, 32550, 33500, 32600, 34750, 35100, 36600, 38500, 41000, 41090, 53095, 55000, 56000, 76500, etc. BASF Japan EFKA-46, 47, 48, 452, 4008, 4009, 4010, 4015, 4020, 4047, 4050, 4055, 4060, 4080, 4400, 4401, 4402, 4403, 4406, 4408, 4300, 4310, 4320, 4330, 4340, 450, 451, 453, 4540, 4550, 4560, 4800, 5010, 5065, 5066, 5070, 7500, 7554, 1101, 120, 150, 1501, 1502, 1503, etc., Aji Super PA111, PB711, PB821, PB822 manufactured by Ajinomoto Fine-Techno Co., Ltd.PB824, etc., JP 2008-029901 A, JP 2009-155406 A, JP 2010-185934 A, JP 2011-157416 A, WO 2008 / 007776, JP 2008-029901 A, JP 2009-155406 A, JP 2010-185 934, JP 2011-157416 A, JP 2012-255128 A, JP 2009-251481 A, JP 2007-23195 A, JP 1996-143651 A, JP 2017-206689 A, JP 2019-095548 A, and the like.

[0202] (Resin (F3)) The resin (F) can contain a resin (F3) other than the resin (F) and the resin (F2).

[0203] The resin (F3) is not particularly limited, and known resins can be used, such as (meth)acrylic resins, styrene resins, styrene-(meth)acrylic resins, epoxy resins, urethane resins, polycarbonate resins, polyester resins, polyether resins, polyimide resins, polyamide-imide resins, and cyclic olefin resins, which can be used alone or in combination of two or more.

[0204] The resin (F) can be used alone or in combination of two or more kinds.

[0205] The weight average molecular weight (Mw) of the resin (F) is preferably from 4,000 to 40,000, more preferably from 4,000 to 35,000.

[0206] The content of the resin (F) is preferably from 5 to 70% by mass, more preferably from 10 to 60% by mass, based on 100% by mass of the nonvolatile content of the photosensitive coloring composition.

[0207] [Sensitizer (G)] The photosensitive coloring composition of the present invention can contain a sensitizer (G).

[0208] Examples of the sensitizer (G) include polymethine dyes such as chalcone derivatives, unsaturated ketones typified by dibenzalacetone, 1,2-diketone derivatives typified by benzil and camphorquinone, benzoin derivatives, fluorene derivatives, naphthoquinone derivatives, anthraquinone derivatives, xanthene derivatives, thioxanthene derivatives, xanthone derivatives, thioxanthone derivatives, coumarin derivatives, ketocoumarin derivatives, cyanine derivatives, merocyanine derivatives, and oxonol derivatives, acridine derivatives, azine derivatives, thiazine derivatives, oxazine derivatives, indoline derivatives, azulene derivatives, azulenium derivatives, squarylium derivatives, porphyrin derivatives, tetraphenylporphyrin derivatives, triarylmethane derivatives, tetrabenzoporphyrin derivatives, and tetrapyrazinoporphyra. Examples of suitable ruthenium compounds include ruthenium ether derivatives, phthalocyanine derivatives, tetraazaporphyrazine derivatives, tetraquinoxalylporphyrazine derivatives, naphthalocyanine derivatives, subphthalocyanine derivatives, pyrylium derivatives, thiopyrylium derivatives, tetraphylline derivatives, annulene derivatives, spiropyran derivatives, spirooxazine derivatives, thiospiropyran derivatives, metal arene complexes, organic ruthenium complexes, Michler's ketone derivatives, α-acyloxy esters, acyl oxides, methylphenyl glyoxylate, benzyl, 9,10-phenanthrenequinone, camphorquinone, ethyl anthraquinone, 4,4′-diethylisophthalophenone, 3,3′ or 4,4′-tetra(t-butylperoxycarbonyl)benzophenone, and 4,4′-bis(diethylamino)benzophenone.

[0209] Among the sensitizers (G), thioxanthone derivatives, Michler's ketone derivatives, and carbazole derivatives are preferred. Specific examples of preferred compounds include 2,4-diethylthioxanthone, 2-chlorothioxanthone, 2,4-dichlorothioxanthone, 2-isopropylthioxanthone, 4-isopropylthioxanthone, 1-chloro-4-propoxythioxanthone, 4,4'-bis(dimethylamino)benzophenone, 4,4'-bis(diethylamino)benzophenone, 4,4'-bis(ethylmethylamino)benzophenone, N-ethylcarbazole, 3-benzoyl-N-ethylcarbazole, and 3,6-dibenzoyl-N-ethylcarbazole.

[0210] The sensitizer (G) can be used alone or in combination of two or more kinds.

[0211] The content of the sensitizer (G) is preferably 5 to 400 parts by mass, more preferably 5 to 200 parts by mass, relative to 100 parts by mass of the photopolymerization initiator (D). When an appropriate amount is contained, photocurability and developability are improved.

[0212] [Thermosetting compound (H)] The photosensitive coloring composition of the present invention can contain a thermosetting compound (H), which reacts in the heating step to increase the crosslink density and improve the heat resistance.

[0213] The thermosetting compound (H) may be a low molecular weight compound or a high molecular weight compound such as a resin. Examples of the thermosetting compound (H) include epoxy compounds, oxetane compounds, benzoguanamine compounds, rosin-modified maleic acid compounds, rosin-modified fumaric acid compounds, melamine compounds, urea compounds, and phenol compounds. Among these, epoxy compounds and oxetane compounds are preferred.

[0214] (Epoxy compound (H1)) Examples of the epoxy compound (H1) include polycondensates of bisphenols (bisphenol A, bisphenol F, bisphenol S, biphenol, bisphenol AD, etc.), polycondensates of phenols (phenol, alkyl-substituted phenol, aromatic-substituted phenol, naphthol, alkyl-substituted naphthol, dihydroxybenzene, alkyl-substituted dihydroxybenzene, dihydroxynaphthalene, etc.) and various aldehydes (formaldehyde, acetaldehyde, alkylaldehyde, benzaldehyde, alkyl-substituted benzaldehyde, hydroxybenzaldehyde, naphthaldehyde, glutaraldehyde, phthalaldehyde, crotonaldehyde, cinnamaldehyde, etc.), polycondensates of phenols and various diene compounds (dicyclopentadiene, terpenes, vinylcyclohexene, norbornadiene, vinylnorbornene, tetrahydroindene, divinylbenzene, etc.), and polycondensates of phenols and various diene compounds (dicyclopentadiene, terpenes, vinylcyclohexene, norbornadiene, vinylnorbornene, tetrahydroindene, divinylbenzene, etc.). Examples of suitable epoxy resins include polymers of phenols and ketones (acetone, methyl ethyl ketone, methyl isobutyl ketone, acetophenone, benzophenone, etc.), polycondensates of phenols and aromatic dimethanols (benzenedimethanol, α,α,α',α'-benzenedimethanol, biphenyldimethanol, α,α,α',α'-biphenyldimethanol, etc.), polycondensates of phenols and aromatic dichloromethyls (α,α'-dichloroxylene, bischloromethylbiphenyl, etc.), polycondensates of bisphenols and various aldehydes, glycidyl ether epoxy resins obtained by glycidylating alcohols, alicyclic epoxy resins, heterocyclic epoxy resins, aliphatic epoxy resins, glycidylamine epoxy resins, and glycidyl ester epoxy resins.

[0215] Commercially available products include, for example, Epicoat 807, 815, 825, 827, 828, 190P, and 191P manufactured by Yuka Shell Epoxy Co., Ltd., and TECHMORE manufactured by Mitsui Chemicals, Inc. VG3101L, EPPN-201, 501H, 502H, EOCN-102S, 103S, 104S, 1020 manufactured by Nippon Kayaku Co., Ltd., Epicoat 1004, 1256, JER1032H60, 157S65, 157S70, 152, 154 manufactured by Japan Epoxy Resins Co., Ltd., Celloxide 2021, EHPE-3150 manufactured by Daicel Chemical Industries, Ltd., Denacol EX-211, 212, 252, 313, 314, 321, 411, 421, 512, 521, 611, 612, 614, 614B, 622, 711, 721 manufactured by Nagase ChemteX Corporation, TEPIC-L, H, S manufactured by Nissan Chemical Industries, Ltd., and the like.

[0216] From the viewpoint of heat resistance of the cured film, the content of the epoxy compound (H1) is preferably from 0.5 to 50 mass %, more preferably from 1 to 40 mass %, based on 100 mass % of the nonvolatile content of the photosensitive coloring composition.

[0217] (Oxetane Compound (H2)) The oxetane compound (H2) is a known compound having an oxetane group. Examples of the oxetane compound include monofunctional oxetane compounds, bifunctional oxetane compounds, and trifunctional or higher functional oxetane compounds.

[0218] Examples of monofunctional oxetane compounds include (3-ethyloxetan-3-yl)methyl acrylate, (3-ethyloxetan-3-yl)methyl methacrylate, 3-ethyl-3-hydroxymethyloxetane, 3-ethyl-3-(2-ethylhexyloxymethyl)oxetane, 3-ethyl-3-(phenoxymethyl)oxetane, 3-ethyl-3-(2-methacryloxymethyl)oxetane, and 3-ethyl-3-{[3-(triethoxysilyl)propoxy]methyl}oxetane.

[0219] Examples of commercially available products include OXE-10,30 manufactured by Osaka Organic Chemical Industry Co., Ltd. and OXT-101,212 manufactured by Toagosei Co., Ltd.

[0220] Examples of the bifunctional oxetane compound include 4,4'-bis[(3-ethyl-3-oxetanyl)methoxymethyl]biphenyl), 1,4-bis[(3-ethyl-3-oxetanyl)methoxymethyl]benzene, 1,4-bis{[(3-ethyl-3-oxetanyl)methoxy]methyl}benzene, di[1-ethyl(3-oxetanyl)]methyl ether, di[1-ethyl(3-oxetanyl)]methyl ether 3-ethyl-3-hydroxymethyl oxetane Cetane, 3-ethyl-3-(2-ethylhexyloxymethyl)oxetane, 3-ethyl-3-(2-phenoxymethyl)oxetane, 3,7-bis(3-oxetanyl)-5-oxa-nonane, 1,2-bis[(3-ethyl-3-oxetanylmethoxy)methyl]ethane, 1,3-bis[(3-ethyl-3-oxetanylmethoxy)methyl]propane, ethylene glycol bis(3-ethyl-3-oxetanylmethyl)ether, dicyclopentene bis(3-ethyl-3-oxetanylmethyl)ether, triethylene glycol bis(3-ethyl-3-oxetanylmethyl)ether, tetraethylene glycol bis(3-ethyl-3-oxetanylmethyl)ether, 1,4-bis(3-ethyl-3-oxetanylmethoxy)butane, 1,6-bis(3-ethyl-3-oxetanylmethoxy)hexane, polyethylene glycol bis(3-ethyl-3-oxetanylmethyl)ether, EO-modified bisphenol A bis(3-ethyl-3-oxetanylmethyl)ether, PO-modified bisphenol A bis(3-ethyl-3-oxetanylmethyl)ether, EO-modified hydrogenated bisphenol A bis(3-ethyl-3-oxetanylmethyl)ether, PO-modified hydrogenated bisphenol A bis(3-ethyl-3-oxetanylmethyl)ether, EO-modified bisphenol F(3-ethyl-3-oxetanylmethyl)ether, and the like.

[0221] Examples of commercially available products include OXBP and OXTP manufactured by Ube Industries, Ltd., and OXT-121 and 221 manufactured by Toagosei Co., Ltd.

[0222] Examples of trifunctional or higher oxetane compounds include pentaerythritol tris(3-ethyl-3-oxetanylmethyl) ether, pentaerythritol tetrakis(3-ethyl-3-oxetanylmethyl) ether, dipentaerythritol hexa(3-ethyl-3-oxetanylmethyl) ether, dipentaerythritol pentakis(3-ethyl-3-oxetanylmethyl) ether, dipentaerythritol tetrakis(3-ethyl-3-oxetanylmethyl) ether, and caprolactone-modified dipentaerythritol. Examples of such polymers include erythritol hexa(3-ethyl-3-oxetanylmethyl) ether, caprolactone-modified dipentaerythritol pentakis(3-ethyl-3-oxetanylmethyl) ether, ditrimethylolpropane tetrakis(3-ethyl-3-oxetanylmethyl) ether, resins containing an oxetane group (for example, the oxetane-modified phenol novolac resin described in Japanese Patent No. 3783462), and polymers obtained by radical polymerization of (meth)acrylic monomers such as the above-mentioned OXE-30.

[0223] From the viewpoint of heat resistance of the cured film, the content of the oxetane compound (H2) is preferably from 0.5 to 50 mass %, more preferably from 1 to 40 mass %, in 100 mass % of the nonvolatile content of the photosensitive coloring composition.

[0224] The melamine compound is a compound having a melamine ring structure. The melamine compound is preferably a methylol or ether type compound, and more preferably a melamine compound having an average of 5.0 or more methylol groups and / or ether groups per melamine ring. Having an appropriate number of methylol groups or ether groups makes it easy to obtain just the right amount of heat resistance.

[0225] Examples of commercially available products include Nikalac MW-30HM, MW-390, MW-100LM, MX-750LM, MW-30M, MW-30, MW-22, MS-21, MS-11, MW-24X, MS-001, MX-002, MX-730, MX-750, MX-708, MX-706, MX-042, MX-45, MX-500, MX-520, MX-43, MX-417, and MX-410 manufactured by Sanwa Chemical Co., Ltd., and Cymel 232, 235, 236, 238, 285, 300, 301, 303, 350, and 370 manufactured by Nippon Cytec Industries Co., Ltd.

[0226] Among these, Nikalac MW-30HM, MW-390, MW-100LM, MX-750LM, MW-30M, MW-30, MW-22, MS-21, MS-11, MW-24X, and MX-45 manufactured by Sanwa Chemical Co., Ltd., and Cymel 232, 235, 236, 238, 300, 301, 303, and 350 manufactured by Nippon Cytec Industries Co., Ltd., which have an average of 5.0 or more methylol groups and / or ether groups per melamine ring, are preferred in terms of increasing crosslink density.

[0227] The thermosetting compound (H) can be used alone or in combination of two or more kinds.

[0228] [Curing agent (curing accelerator)] The photosensitive coloring composition of the present invention can be used in combination with a curing agent (curing accelerator) to aid in the curing of the thermosetting compound (H). Examples of the curing agent include amine compounds, acid anhydrides, active esters, carboxylic acid compounds, and sulfonic acid compounds. Examples of the curing agent include amine compounds (e.g., dicyandiamide, benzyldimethylamine, 4-(dimethylamino)-N,N-dimethylbenzylamine, 4-methoxy-N,N-dimethylbenzylamine, 4-methyl-N,N-dimethylbenzylamine, etc.), quaternary ammonium salt compounds (e.g., triethylbenzylammonium chloride, etc.), blocked isocyanate compounds (e.g., dimethylamine, etc.), imidazole derivative bicyclic amidine compounds and their salts (e.g., imidazole, 2-methylimidazole, 2-ethylimidazole, 2-ethyl-4-methylimidazole, Examples of suitable amines include 2-phenylimidazole, 4-phenylimidazole, 1-cyanoethyl-2-phenylimidazole, 1-(2-cyanoethyl)-2-ethyl-4-methylimidazole, etc., phosphorus compounds (e.g., triphenylphosphine, etc.), and S-triazine derivatives (e.g., 2,4-diamino-6-methacryloyloxyethyl-S-triazine, 2-vinyl-2,4-diamino-S-triazine, 2-vinyl-4,6-diamino-S-triazine-isocyanuric acid adduct, 2,4-diamino-6-methacryloyloxyethyl-S-triazine-isocyanuric acid adduct, etc.).

[0229] The curing agents can be used alone or in combination of two or more.

[0230] The content of the curing agent is preferably 0.01 to 15 parts by mass relative to 100 parts by mass of the thermosetting compound (H).

[0231] [Thiol-based chain transfer agents (I)] The photosensitive coloring composition of the present invention can contain a thiol-based chain transfer agent (I). When the thiol-based chain transfer agent (I) is used in combination with a photopolymerization initiator (D), a thiyl radical that is resistant to polymerization inhibition by oxygen is generated during radical polymerization after light irradiation, thereby improving the photosensitivity of the photosensitive coloring composition.

[0232] The thiol chain transfer agent (I) is preferably a polyfunctional thiol having two or more thiol groups (SH groups), more preferably a polyfunctional thiol having four or more thiol groups. As the number of functional groups increases, photocuring becomes easier from the surface to the deepest part of the film.

[0233] Examples of polyfunctional thiols include hexanedithiol, decanedithiol, 1,4-butanediol bisthiopropionate, 1,4-butanediol bisthioglycolate, ethylene glycol bisthioglycolate, ethylene glycol bisthiopropionate, trimethylolpropane tristhioglycolate, trimethylolpropane tristhiopropionate, trimethylolpropane tris(3-mercaptobutyrate), pentaerythritol tetrakisthioglycolate, pentaerythritol tetrakisthioglycolate, Examples of the thiopropionate include erythritol tetrakisthiopropionate, trimercaptopropionic acid tris(2-hydroxyethyl)isocyanurate, 1,4-dimethylmercaptobenzene, 2,4,6-trimercapto-s-triazine, and 2-(N,N-dibutylamino)-4,6-dimercapto-s-triazine. Preferred examples include ethylene glycol bisthiopropionate, trimethylolpropane tristhiopropionate, and pentaerythritol tetrakisthiopropionate.

[0234] The thiol chain transfer agent (I) can be used alone or in combination of two or more kinds.

[0235] The content of the thiol chain transfer agent (I) is preferably 1 to 10 parts by mass, more preferably 2 to 8 parts by mass, per 100 parts by mass of the nonvolatile content of the photosensitive coloring composition. When an appropriate amount is contained, photosensitivity is improved and wrinkles are less likely to occur on the surface of the cured film.

[0236] [Polymerization inhibitor (J)] The photosensitive coloring composition of the present invention may contain a polymerization inhibitor (J).

[0237] Examples of the polymerization inhibitor (J) include alkyl catechol compounds such as catechol, resorcinol, 1,4-hydroquinone, 2-methyl catechol, 3-methyl catechol, 4-methyl catechol, 2-ethyl catechol, 3-ethyl catechol, 4-ethyl catechol, 2-propyl catechol, 3-propyl catechol, 4-propyl catechol, 2-n-butyl catechol, 3-n-butyl catechol, 4-n-butyl catechol, 2-t-butyl catechol, 3-t-butyl catechol, 4-t-butyl catechol, and 3,5-di-t-butyl catechol; 2-methyl resorcinol, 4-methyl resorcinol, 2-ethyl resorcinol, 4-ethyl resorcinol, 2-propyl resorcinol, 4-propyl resorcinol; alkylresorcinol compounds such as 4-n-butylresorcinol, 4-n-butylresorcinol, 2-t-butylresorcinol, and 4-t-butylresorcinol; alkylhydroquinone compounds such as methylhydroquinone, ethylhydroquinone, propylhydroquinone, t-butylhydroquinone, and 2,5-di-t-butylhydroquinone; phosphine compounds such as tributylphosphine, trioctylphosphine, tricyclohexylphosphine, triphenylphosphine, and tribenzylphosphine; phosphine oxide compounds such as trioctylphosphine oxide and triphenylphosphine oxide; phosphite compounds such as triphenylphosphite and trisnonylphenylphosphite; pyrogallol; and phloroglucin.

[0238] The content of the polymerization inhibitor (J) is preferably 0.01 to 0.4% by mass in 100% by mass of the nonvolatile content of the photosensitive coloring composition.

[0239] [Ultraviolet absorber (K)] The photosensitive coloring composition of the present invention may contain an ultraviolet absorber (K).

[0240] The ultraviolet absorber (K) is an organic compound having an ultraviolet absorbing function, and examples thereof include benzotriazole-based organic compounds, triazine-based organic compounds, benzophenone-based organic compounds, salicylic acid ester-based organic compounds, cyanoacrylate-based organic compounds, and salicylate-based organic compounds.

[0241] Benzotriazole compounds include, for example, 2-(5-methyl-2-hydroxyphenyl)benzotriazole, 2-(2-hydroxy-5-t-butylphenyl)-2H-benzotriazole, 2-[2-hydroxy-3,5-bis(α, α-Dimethylbenzyl)phenyl]-2H-benzotriazole, 2-(3-t-butyl-5-methyl-2-hydroxyphenyl)-5-chlorobenzotriazole, 2-(2'-hydroxy-5'-t-octylphenyl)benzotriazole, 5% 2-methoxy-1-methylethyl acetate and 95% benzenepropanoic acid, 3-(2H-benzotriazol-2-yl)-(1,1-dimethylethyl)-4-hydroxy, C7-9 side chain and linear alkyl ester mixture, 2-(2H-benzotriazol-2-yl)-4,6-bis(1-methyl-1-phenylethyl)phenol, 2-(2H-benzotriazol-2-yl)-6-(1-methyl-1-phenylethyl)-4-(1,1,3,3-tetramethylbutyl)phenol, methyl 3-(3-(2H-benzotriazol-2-yl)-5-t-butyl-4-hydroxyphenyl)propionate / polyethylene glycol 300 reaction products, 2-(2H-benzotriazol-2-yl)-4-(1,1,3,3-tetramethylbutyl)phenol, 2,2'-methylenebis[6-(2H-benzotriazol-2-yl)-4-(1,1,3,3-tetramethylbutyl)phenol], 2-(2H-benzotriazol-2-yl)-p-cresol, 2-(5-chloro-2H-benzotriazol-2-yl)-6-t-butyl octyl-4-methylphenol, 2-(3,5-di-t-amyl-2-hydroxyphenyl)benzotriazole, 2-[2-hydroxy-5-[2-(methacryloyloxy)ethyl]phenyl]-2H-benzotriazole, octyl-3-[3-tert-butyl-4-hydroxy-5-(5-chloro-2H-benzotriazol-2-yl)phenyl]propionate, and 2-ethylhexyl-3-[3-tert-butyl-4-hydroxy-5-(5-chloro-2H-benzotriazol-2-yl)phenyl]propionate.

[0242] Examples of commercially available products include TINUVIN P, PS, 234, 326, 329, 384-2, 900, 928, 99-2, and 1130 manufactured by BASF Japan Ltd., ADK STAB LA-29, LA-31RG, LA-32, and LA-36 manufactured by ADEKA Corporation, KEMISORB71, 73, 74, 79, and 279 manufactured by Chemipro Chemical Co., Ltd., and RUVA-93 manufactured by Otsuka Chemical Co., Ltd.

[0243] Examples of triazine compounds include 2,4-bis(2,4-dimethylphenyl)-6-(2-hydroxy-4-n-octyloxyphenyl)-1,3,5-triazine, 2-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-5-[3-(dodecyloxy)-2-hydroxypropoxy]phenol, and the reaction product of 2-(2,4-dihydroxyphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine with (2-ethylhexyl)-glycidic acid ester. Examples of such compounds include 2,4-bis[2-hydroxy-4-butoxyphenyl]-6-(2,4-dibutoxyphenyl)-1,3,5-triazine, 2-(4,6-diphenyl-1,3,5-triazin-2-yl)-5-(hexyloxy)phenol, 2-(4,6-diphenyl-1,3,5-triazin-2-yl)-5-[2-(2-ethylhexanoyloxy)ethoxy]phenol, and 2,4,6-tris(2-hydroxy-4-hexyloxy-3-methylphenyl)-1,3,5-triazine.

[0244] Examples of commercially available products include KEMISORB 102 manufactured by Chemipro Chemicals, TINUVIN 400, 405, 460, 477, 479, and 1577ED manufactured by BASF Japan Ltd., Adekastab LA-46 and LA-F70 manufactured by ADEKA Corporation, and CYASORB UV-1164 manufactured by Sun Chemical Company.

[0245] Examples of benzophenone compounds include 2,4-dihydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid-3-oxide, 2-hydroxy-4-n-octoxybenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone, 2,2'-dihydroxy-4,4'-dimethoxybenzophenone, 4-dodecyloxy-2-hydroxybenzophenone, 2-hydroxy-4-octadecyloxybenzophenone, 2,2'-dihydroxy-4,4'-dimethoxybenzophenone, 2,2',4,4'-tetrahydroxybenzophenone, and 2-hydroxy-4-methoxy-2'-carboxybenzophenone.

[0246] Examples of commercially available products include KEMISORB 10, 11, 11S, 12, and 111 manufactured by Chemipro Chemicals, SEESORB 101 and 107 manufactured by Shipro Chemicals, Adekastab 1413 manufactured by ADEKA, and UV-12 manufactured by Sun Chemical.

[0247] Examples of salicylate compounds include phenyl salicylate, p-octylphenyl salicylate, and p-tert-butylphenyl salicylate.

[0248] The content of the ultraviolet absorber (K) is preferably 5 to 70% by mass relative to 100% by mass of the total of the photopolymerization initiator (D) and the ultraviolet absorber (K).

[0249] [Antioxidant (L)] The photosensitive coloring composition of the present invention can contain an antioxidant (L). The antioxidant (L) prevents yellowing of the photopolymerization initiator (D) and thermosetting compound (H) in the photosensitive coloring composition due to oxidation during the thermal process of thermal curing or ITO annealing. In particular, when the concentration of the black colorant (A) in the photosensitive coloring composition is high, the content of the polymerizable compound (C) is relatively reduced, and if the amount of the photopolymerization initiator (D) is increased or a thermosetting compound is added to address this, the cured film is likely to yellow. Therefore, by including an antioxidant, yellowing of the cured film due to oxidation during the heating process is prevented. The antioxidant (L) is preferably a compound that does not contain a halogen atom.

[0250] Examples of the antioxidant (L) include hindered phenol-based, hindered amine-based, phosphorus-based, sulfur-based, and hydroxylamine-based compounds, etc. Among these, hindered phenol-based antioxidants, hindered amine-based antioxidants, phosphorus-based antioxidants, and sulfur-based antioxidants are preferred.

[0251] Examples of hindered phenol antioxidants include 1,3,5-tris(3,5-di-t-butyl-4-hydroxybenzyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione, 1,1,3-tris-(2'-methyl-4'-hydroxy-5'-t-butylphenyl)-butane, 4,4'-butylidene-bis-(2-t-butyl-5-methylphenol), 3-(3,5-di-t-butyl-4-hydroxyphenyl)stearyl propionate, pentaerythritol tetrakis[3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate, 3,9-bis[2-[3-(3-t-butyl-4-hydroxy-5-methylphenyl)propionyloxy]-1,1-dimethylethyl]-2,4,8,10-tetraoxaspiro[5.5]undecane, 1,3,5-tris(3,5-di-t-butyl-4-hydroxyphenylmethyl)-2,4,6-trimethylbenzene, 1,3,5-tris(3-hydroxy-4-t-butyl-2,6-dimethylbenzyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione, 2,2'-methylenebis(6-t-butyl-4-ethylphenol), 2,2'-thiodiethylbis-(3,5-di -t-butyl-4-hydroxyphenyl)-propionate, N,N-hexamethylenebis(3,5-di-t-butyl-4-hydroxy-hydrocinnamamide), i-octyl-3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate, 4,6-bis(dodecylthiomethyl)-o-cresol, calcium salt of 3,5-di-t-butyl-4-hydroxybenzylphosphonic acid monoethyl ester, 4 ,6-bis(octylthiomethyl)-o-cresol, bis[3-(3-methyl-4-hydroxy-5-t-butylphenyl)propionic acid]ethylenebisoxybisethylene, 1,6-hexanediol bis[3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate, 2,4-bis-(n-octylthio)-6-(4-hydroxy-3,5-di-t-butylanilino)-1,3,5-triazine, Examples include 2,2'-thio-bis-(6-t-butyl-4-methylphenol), 2,5-di-t-amyl-hydroquinone, 2,6-di-t-butyl-4-nonylphenol, 2,2'-isobutylidene-bis-(4,6-dimethyl-phenol), 2,2'-methylene-bis-(6-(1-methyl-cyclohexyl)-p-cresol), and 2,4-dimethyl-6-(1-methyl-cyclohexyl)-phenol.

[0252] Examples of commercially available products include ADK STAB AO-20, AO-30, AO-40, AO-50, AO-60, AO-80, and AO-330 manufactured by ADEKA Corporation, KEMINOX 101, 179, 76, and 9425 manufactured by Chemipro Corporation, IRGANOX 1010, 1035, 1076, 1098, 1135, 1330, 1726, 1425WL, 1520L, 245, 259, 3114, 5057, and 565 manufactured by BASF Japan Ltd., and Cyanox CY-1790 and CY-2777 manufactured by Sun Chemical Company.

[0253] Examples of the hindered amine antioxidant include tetrakis(1,2,2,6,6-pentamethyl-4-piperidyl)-1,2,3,4-butanetetracarboxylate, tetrakis(2,2,6,6-tetramethyl-4-piperidyl)1,2,3,4-butanetetracarboxylate, bis(1,2,2,6,6-pentamethyl-4-piperidyl)sebacate, bis(2,2,6,6-tetramethyl-4-piperidyl)sebacate, bis(1-undecanoxy-2,2,6,6-tetramethylpiperidin-4-yl)carbonate, 1,2,2,6,6-pentamethyl-4-piperidyl tetramethyl-4-piperidyl methacrylate, 2,2,6,6-tetramethyl-4-piperidyl methacrylate, polycondensate of dimethyl succinate and 1-(2-hydroxyethyl)-4-hydroxy-2,2,6,6-tetramethylpiperidine, poly[[6-[(1,1,3,3-tetramethylbutyl)amino]-s-triazine-2,4-diyl]-[(2,2,6,6-tetramethyl-4-piperidyl)imino]-hexamethylene-[(2,2,6,6-tetramethyl-4-piperidyl)imino]], 4-hydroxy-2,2,6,6-tetramethyl-1- Ester of piperidineethanol and 3,5,5-trimethylhexanoic acid, N,N'-4,7-tetrakis[4,6-bis{N-butyl-N-(1,2,2,6,6-pentamethyl-4-piperidyl)amino}-1,3,5-triazin-2-yl]-4,7-diazadecane-1,10-diamine, decanedioic acid bis(2,2,6,6-tetramethyl-1-(octyloxy)-4-piperidinyl) ester, reaction products of 1,1-dimethylethyl hydroperoxide with octane, bis(1,2,2,6,6-pentamethyl-4-pyridyl)[[3,5-bi N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)-1,2,6,6-tetramethyl-4-piperidyl-C12-21 and C18 unsaturated fatty acid esters, N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)-1,2,6,6-tetramethyl-4-piperidyl ...Examples include 6-hexamethylenediamine and 2-methyl-2-(2,2,6,6-tetramethyl-4-piperidyl)amino-N-(2,2,6,6-tetramethyl-4-piperidyl)propionamide.

[0254] Examples of commercially available products include ADK STAB LA-52, LA-57, LA-63P, LA-68, LA-72, LA-77Y, LA-77G, LA-81, LA-82, LA-87, LA-402F, and LA-502XP manufactured by ADEKA CORPORATION, KAMISTAB 29, 62, 77, and 94 manufactured by Chemipro Chemicals, Tinuvin 111FDL, 123, 144, 249, 292, and 5100 manufactured by BASF Japan Ltd., and Cyasorb UV-3346, UV-3529, and UV-3853 manufactured by Sun Chemical.

[0255] Examples of phosphorus-based antioxidants include di(2,6-di-t-butyl-4-methylphenyl)pentaerythritol diphosphite, distearyl pentaerythritol diphosphite, 2,2'-methylenebis(4,6-di-t-butylphenyl)2-ethylhexyl phosphite, tris(2,4-di-t-butylphenyl)phosphite, tris(nonylphenyl)phosphite, tetra(C12 to C15 alkyl)-4,4'-isopropylidene diphenyl diphosphite, diphenyl mono (2-ethylhexyl) phosphite, diphenyl isodecyl phosphite, tris(isodecyl) phosphite, triphenyl phosphite, tetrakis(2,4-di-t-butylphenyl)-4,4-biphenyl diphosphonate, tris(tridecyl) phosphite, phenyl isooctyl phosphite, phenyl isodecyl phosphite, phenyl di(tridecyl) phosphite, diphenyl isooctyl phosphite, diphenyl tridecyl phosphite, 4,4'-isopropylidene Diphenyl alkyl phosphite, trisnonylphenyl phosphite, trisdinonylphenyl phosphite, tris(biphenyl) phosphite, di(2,4-di-t-butylphenyl)pentaerythritol diphosphite, di(nonylphenyl)pentaerythritol diphosphite, phenyl bisphenol A pentaerythritol diphosphite, tetratridecyl 4,4'-butylidenebis(3-methyl-6-t-butylphenol) diphosphite, hexatridecyl Examples include 1,1,3-tris(2-methyl-4-hydroxy-5-t-butylphenyl)butane triphosphite, 3,5-di-t-butyl-4-hydroxybenzyl phosphite diethyl ester, sodium bis(4-t-butylphenyl)phosphite, sodium-2,2-methylene-bis(4,6-di-t-butylphenyl)-phosphite, 1,3-bis(diphenoxyphosphonyloxy)-benzene, and ethyl bis(2,4-di-t-butyl-6-methylphenyl)phosphite.

[0256] Examples of commercially available products include Adeka Stab PEP-36, PEP-8, HP-10, 2112, 1178, 1500, C, 135A, 3010, and TPP manufactured by ADEKA Corporation, IRGAFOS168 manufactured by BASF Japan Ltd., and HostanoxP-EPQ manufactured by Clariant Chemicals.

[0257] Examples of sulfur-based antioxidants include 2,2-bis{[3-(dodecylthio)-1-oxopropoxy]methyl}propane-1,3-diylbis[3-(dodecylthio)propionate], ditridecyl 3,3'-thiobispropionate, 2,2-thio-diethylenebis[3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate], 2,4-bis[(octylthio)methyl]-o-cresol, and 2,4-bis[(laurylthio)methyl]-o-cresol.

[0258] Examples of commercially available products include Adekastab AO-412S and AO-503 manufactured by ADEKA Corporation, and KEMINOXPLS manufactured by Chemipro Chemicals.

[0259] The antioxidant (L) can be used alone or in combination of two or more kinds.

[0260] The content of the antioxidant (L) is preferably 0.5 to 5.0% by mass relative to 100% by mass of the nonvolatile content of the photosensitive coloring composition. When an appropriate amount is contained, the transmittance, spectral characteristics, and sensitivity are improved.

[0261] [Leveling agent (M)] The photosensitive coloring composition of the present invention can contain a leveling agent (M). This improves the wettability and drying properties of the composition to the substrate during application. Examples of the leveling agent (M) include silicone surfactants, fluorine-based surfactants, nonionic surfactants, cationic surfactants, anionic surfactants, and amphoteric surfactants.

[0262] Examples of silicone surfactants include linear polymers formed from siloxane bonds and modified siloxane polymers in which organic groups have been introduced into the side chains or terminals.

[0263] Commercially available products include, for example, BYK-300, 306, 310, 313, 315N, 320, 322, 323, 330, 331, 333, 342, 345, 346, 347, 348, 349, 370, 377, 378, 3455, UV3510, and 3570 manufactured by BYK-Chemie Co., Ltd., and FZ-7002 and 211 manufactured by Dow Corning Toray Co., Ltd. 0, 2122, 2123, 2191, 5609, and X-22-4952, X-22-4272, X-22-6266, KF-351A, KF-354L, KF-355A, KF-945, KF-640, KF-642, KF-643, X-22-4515, KF-6004, and KP-341 manufactured by Shin-Etsu Chemical Co., Ltd.

[0264] Examples of the fluorine-based surfactant include a surfactant or leveling agent having a fluorocarbon chain.

[0265] Examples of commercially available products include Surflon S-242, 243, 420, 611, 651, and 386 manufactured by AGC Seimi Chemical Co., Ltd.; Megafac F-253, 477, 551, 552, 555, 558, 560, 570, 575, and 576, R-40-LM, R-41, RS-72-K, and DS-21 manufactured by DIC Corporation; FC-4430 and 4432 manufactured by Sumitomo 3M Limited; EF-PP31N09, EF-PP33G1, and EF-PP32C1 manufactured by Mitsubishi Materials Electronic Chemicals Co., Ltd.; and Futergent 602A manufactured by Neos Corporation.

[0266] Examples of nonionic surfactants include polyoxyethylene lauryl ether, polyoxyethylene cetyl ether, polyoxyethylene stearyl ether, polyoxyethylene oleyl ether, polyoxyethylene alkyl ether, polyoxyethylene myrister ether, polyoxyethylene octyldodecyl ether, polyoxyalkylene alkyl ether, polyoxyphenylenedistyrenated phenyl ether, polyoxyethylene tribenzyl phenyl ether, polyoxyethylene polyoxypropylene glycol, polyoxyalkylene alkenyl ether, polyoxyethylene nonylphenyl ether, polyoxyethylene alkyl ether phosphate ester, sorbitan monolaurate, sorbitan monopalmitate, sorbitan monostearate, sorbitan distearate, and sorbitan tristearate. sorbitan monooleate, sorbitan trioleate, sorbitan sesquioleate, polyoxyethylene sorbitan monolaurate, polyoxyethylene sorbitan monopalmitate, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan tristearate, polyoxyethylene sorbitan monooleate, polyoxyethylene sorbitan triisostearate, polyoxyethylene sorbitan tetraoleate, glycerol monostearate, glycerol monooleate, polyethylene glycol monolaurate, polyethylene glycol monostearate, polyethylene glycol distearate, polyethylene glycol monooleate, polyoxyethylene hydrogenated castor oil, polyoxyethylene alkylamine, alkyl alkanolamide, alkyl imidazoline, and the like.

[0267] Commercially available products include, for example, Emulgen 103, 104P, 106, 108, 109P, 120, 123P, 130K, 147, 150, 210P, 220, 306P, 320P, 350, 404, 408, 409PV, 420, 430, 705, 707, 709, 1108, 1118S-70, 1135S-70, 1150S-60, 2020G-HA, 2025G, LS-106, and L manufactured by Kao Corporation. S-110, LS-114, MS-110, A-60, A-90, B-66, PP-290, Latemul PD-420, PD-430, PD-430S, PD-450, Leodor SP-L10, SP-P10, SP-S10V, SP-S20, SP-S30V, SP-O10V, SP-O30V, Super SP-L10, AS-10V, AO-10V, AO-15V, TW-L120, TW- L106, TW-P120, TW-S120V, TW-S320V, TW-O120V, TW-O106V, TW-IS399C, Super TW-L120, 430V, 440V, 460V, MS-50, MS-60, MO-60, MS-165V, Emanon 1112, 3199V, 3299V, 3299RV, 4110, CH-25, CH-40, CH-60(K), Amit 102, 105, 105A, 302, 320, Aminone PK-02S, L-02, Homogenol L-95, ADEKA Pluronic (registered trademark) L-23, 31, 44, 61, 62, 64, 71, 72, 101, 121, TR-701, 702, 704, 913R manufactured by ADEKA Corporation, and (meth)acrylic acid (co)polymer Polyflow No. 75, No. 90, No. 95 manufactured by Kyoeisha Chemical Co., Ltd.

[0268] Examples of cationic surfactants include alkylamine salts, alkyl quaternary ammonium salts such as lauryltrimethylammonium chloride, stearyltrimethylammonium chloride, and cetyltrimethylammonium chloride, and ethylene oxide adducts thereof.

[0269] Examples of commercially available products include Acetamine 24, Cortamine 24P, 60W, and 86P Concentrate, manufactured by Kao Corporation.

[0270] Examples of anionic surfactants include polyoxyethylene alkyl ether sulfates, sodium dodecylbenzenesulfonate, alkali salts of styrene-acrylic acid copolymers, sodium alkylnaphthalenesulfonate, sodium alkyldiphenyletherdisulfonate, monoethanolamine lauryl sulfate, triethanolamine lauryl sulfate, ammonium lauryl sulfate, monoethanolamine stearate, sodium stearate, sodium lauryl sulfate, monoethanolamine styrene-acrylic acid copolymers, and polyoxyethylene alkyl ether phosphates.

[0271] Examples of commercially available products include Futergent 100 and 150 manufactured by Neos Corporation, and Adeka Hope YES-25, Adekacol TS-230E, PS-440E, and EC-8600 manufactured by ADEKA Corporation.

[0272] Examples of amphoteric surfactants include alkyl betaines such as lauric acid amidopropyl betaine, lauryl betaine, cocamidopropyl betaine, stearyl betaine, and alkyldimethylaminoacetic acid betaine; and alkylamine oxides such as lauryldimethylamine oxide.

[0273] Commercially available products include Anhithol 20AB, 20BS, 24B, 55AB, 86B, 20Y-B, and 20N manufactured by Kao Corporation.

[0274] The leveling agent (M) can be used alone or in combination of two or more kinds.

[0275] The content of the leveling agent (M) is preferably 0.001 to 2.0 mass%, more preferably 0.005 to 1.0 mass%, based on 100 mass% of the nonvolatile content of the photosensitive coloring composition. When an appropriate amount is contained, the balance between the coatability and adhesion of the photosensitive coloring composition is further improved.

[0276] [Storage stabilizer (N)] The photosensitive coloring composition of the present invention can contain a storage stabilizer (N). This stabilizes the viscosity of the photosensitive coloring composition over time. Examples of the storage stabilizer (N) include quaternary ammonium chlorides such as benzyl trimethyl chloride and diethylhydroxyamine, organic acids such as lactic acid and oxalic acid and their methyl ethers, organic phosphines such as t-butylpyrocatechol, tetraethylphosphine and tetraphenylphosphine, and phosphites.

[0277] The content of the storage stabilizer (N) is preferably 0.1 to 10 parts by mass relative to 100 parts by mass of the black colorant (A).

[0278] [Adhesion improver (O)] The photosensitive coloring composition of the present invention may contain an adhesion improver (O), which improves the adhesion between the cured film and the substrate and also makes it easier to form narrow patterns by photolithography.

[0279] Examples of the adhesion improver (O) include silane coupling agents. Examples of the silane coupling agent include vinyl silanes such as vinyltrimethoxysilane and vinyltriethoxysilane, (meth)acrylic silanes such as 3-methacryloxypropylmethyldimethoxysilane, 3-methacryloxypropyltrimethoxysilane, 3-methacryloxypropylmethyldiethoxysilane, 3-methacryloxypropyltriethoxysilane and 3-acryloxypropyltrimethoxysilane, epoxy silanes such as 2-(3,4-epoxycyclohexyl)ethyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldiethoxysilane and 3-glycidoxypropyltriethoxysilane, N-2-(aminoethyl)-3-aminopropylmethyldimethoxysilane, N-2-(aminoethyl) silane coupling agents such as aminosilanes such as 3-aminopropyltrimethoxysilane, 3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-triethoxysilyl-N-(1,3-dimethyl-butylidene)propylamine, N-phenyl-3-aminopropyltrimethoxysilane, and N-(vinylbenzyl)-2-aminoethyl-3-aminopropyltrimethoxysilane hydrochloride; mercapto compounds such as 3-mercaptopropylmethyldimethoxysilane and 3-mercaptopropyltrimethoxysilane; styryl compounds such as p-styryltrimethoxysilane; ureido compounds such as 3-ureidopropyltriethoxysilane; sulfides such as bis(triethoxysilylpropyl)tetrasulfide; and isocyanates such as 3-isocyanatepropyltriethoxysilane.

[0280] The adhesion improver (O) can be used alone or in combination of two or more kinds.

[0281] The content of the adhesion improver (O) is preferably from 0.01 to 10 parts by mass, more preferably from 0.05 to 5 parts by mass, relative to 100 parts by mass of the black colorant (A).

[0282] [Organic solvent (P)] The photosensitive coloring composition of the present invention may contain an organic solvent (P).

[0283] Examples of the organic solvent (P) include 1,2,3-trichloropropane, 1-methoxy-2-propanol, ethyl lactate, 1,3-butanediol, 1,3-butylene glycol, 1,3-butylene glycol diacetate, 1,4-dioxane, 2-heptanone, 2-methyl-1,3-propanediol, 3,5,5-trimethyl-2-cyclohexen-1-one, 3,3,5-trimethylcyclohexanone, ethyl 3-ethoxypropionate, 3-methyl-1,3-butanediol, 3-methoxy-3-methyl-1-butanol, 3-methoxy-3-methylbutanol, and 3-methoxy-3-methylbutanol. ethyl acetate, 3-methoxybutanol, 3-methoxybutyl acetate, 4-heptanone, m-xylene, m-diethylbenzene, m-dichlorobenzene, N,N-dimethylacetamide, N,N-dimethylformamide, n-butyl alcohol, n-butylbenzene, n-propyl acetate, N-methylpyrrolidone, o-xylene, o-chlorotoluene, o-diethylbenzene, o-dichlorobenzene, p-chlorotoluene, p-diethylbenzene, sec-butylbenzene, tert-butylbenzene, γ-butyrolactone, isobutyl alcohol alcohol, isophorone, ethylene glycol diethyl ether, ethylene glycol dibutyl ether, ethylene glycol monoisopropyl ether, ethylene glycol monoethyl ether, ethylene glycol monoethyl ether acetate, ethylene glycol monotertiary butyl ether, ethylene glycol monobutyl ether, ethylene glycol monobutyl ether acetate, ethylene glycol monopropyl ether, ethylene glycol monohexyl ether, ethylene glycol monomethyl ether, ethylene glycol monomethyl ether acetate, diisobutyl ketone, diethylene glycol diethyl ether, diethylene glycol dimethyl ether, diethylene glycol monoisopropyl ether, diethylene glycol monoethyl ether acetate, diethylene glycol monobutyl ether, diethylene glycol monobutyl ether acetate, diethylene glycol monomethyl ether, cyclohexanol, cyclohexanol acetate, cyclohexanone, dipropylene glycol dimethyl ether, dipropylene glycol methyl ether acetate,Examples of the alkyl esters include dipropylene glycol monoethyl ether, dipropylene glycol monobutyl ether, dipropylene glycol monopropyl ether, dipropylene glycol monomethyl ether, diacetone alcohol, triacetin, tripropylene glycol monobutyl ether, tripropylene glycol monomethyl ether, propylene glycol diacetate, propylene glycol phenyl ether, propylene glycol monoethyl ether, propylene glycol monoethyl ether acetate, propylene glycol monobutyl ether, propylene glycol monopropyl ether, propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate, propylene glycol monomethyl ether propionate, benzyl alcohol, methyl isobutyl ketone, methylcyclohexanol, n-amyl acetate, n-butyl acetate, isoamyl acetate, isobutyl acetate, propyl acetate, and dibasic acid esters. Among these, from the viewpoints of dispersibility and resin solubility, glycol acetates such as ethyl lactate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, ethylene glycol monomethyl ether acetate, and ethylene glycol monoethyl ether acetate, alcohols such as diacetone alcohol, and ketones such as cyclohexanone are preferred.

[0284] From the viewpoint of environmental friendliness, the photosensitive coloring composition of the present invention preferably does not substantially contain organic solvents that are aromatic hydrocarbons (toluene, xylene, benzene, chlorobenzene, etc.). Substantially not containing means that the content of such organic solvents in the photosensitive composition is 100 ppm by mass or less, preferably 50 ppm by mass or less, and more preferably 10 ppm by mass or less.

[0285] The organic solvent (P) can be used alone or in combination of two or more kinds.

[0286] [Water content] The photosensitive coloring composition of the present invention preferably has a water content of 2.0% by mass or less.

[0287] When the content of water in the photosensitive coloring composition is within the above range, the composition has excellent dispersion stability even after storage over time, and the generation of foreign matter can be suppressed.

[0288] The content of water in the photosensitive coloring composition is more preferably 1.8% by mass or less, particularly preferably 1.6% by mass or less. The lower limit of the water content is preferably as low as possible, and is not particularly limited. If the water content is within the above range, the dispersion stability is excellent even after storage over time.

[0289] The water content can be measured by a known method such as the Karl Fischer method.

[0290] [Method for producing photosensitive coloring composition] The photosensitive coloring composition of the present invention can be produced by, for example, adding a black colorant (A), a dye derivative (B), a resin (F), an organic solvent (P), etc., and dispersing the mixture. The composition can then be produced by blending and mixing a polymerizable compound (C), a photopolymerization initiator (D), a resin (F), an organic solvent (P), etc. The timing of blending each material is optional. The dispersion process can also be performed multiple times.

[0291] Examples of dispersing machines for carrying out the dispersion treatment include a two-roll mill, a three-roll mill, a ball mill, a horizontal sand mill, a vertical sand mill, an annular bead mill, and an attritor.

[0292] The average dispersed particle size (secondary particle size) of the pigment in the dispersion is preferably 30 to 200 nm, more preferably 40 to 200 nm. If the particle size is appropriate, a photosensitive coloring composition with high dispersion stability is easily obtained.

[0293] The average dispersed particle size (secondary particle size) is measured using, for example, Nikkiso's Microtrac UPA-EX150, which employs dynamic light scattering (FFT power spectrum method), with particle permeability set to absorption mode, particle shape set to non-spherical, and the D50 particle size set to the average size. The dilution solvent used for measurement is the same organic solvent used for dispersion, and it is preferable to measure samples treated with ultrasound immediately after sample preparation, as this tends to provide results with little variation.

[0294] The photosensitive coloring composition is preferably subjected to centrifugation, filtration using a sintered filter or a membrane filter, etc., to remove coarse particles of 5 μm or more, preferably coarse particles of 1 μm or more, more preferably coarse particles of 0.5 μm or more, and dust particles mixed in. The photosensitive coloring composition of the present invention preferably does not substantially contain particles of 0.5 μm or more, and more preferably does not contain particles of 0.3 μm or less.

[0295] <Cured film> The cured film of the present invention is a cured product of a photosensitive coloring composition. Curing is performed by subjecting a film formed using the photosensitive coloring composition to a treatment such as exposure. The cured film may be a patterned cured film.

[0296] [Method of manufacturing the cured film] The method for producing the cured film is not particularly limited, and for example, the cured film can be produced by carrying out the following steps: step (1) of applying a photosensitive coloring composition onto a substrate to form a layer (coating) of the composition; step (2) of exposing the layer to light in a pattern through a mask; step (3) of developing the unexposed parts with an alkali to form a patterned cured film; and step (4) of heat-treating (post-baking) the pattern.

[0297] The method for producing the cured film will be described in detail below.

[0298] (Process (1)) In the step (1) of forming a composition layer, the photosensitive coloring composition is applied onto a substrate by a method such as spin coating, roll coating, slit coating, casting coating, or inkjet coating, and then dried (pre-baked) at a temperature of 50 to 120°C for 10 to 120 seconds using an oven or a hot plate, as necessary. Examples of the substrate include a glass substrate, a resin substrate, and a silicon substrate. Examples of the resin substrate include a polycarbonate substrate, a polyester substrate, an aromatic polyamide substrate, a polyamideimide substrate, and a polyimide substrate. An organic light-emitting layer may be formed on these substrates. For example, an imaging element such as a CCD or a CMOS may be formed on the surface of the silicon substrate. If necessary, an undercoat layer may be provided on the substrate to improve adhesion with upper layers, prevent diffusion of substances, and flatten the substrate surface. The thickness of the layer is preferably 0.05 to 10.0 μm, more preferably 0.3 to 5.0 μm.

[0299] (Process (2)) In the exposure step, the layer obtained in step (1) is exposed to light in a specific pattern through a mask using an exposure device such as a stepper, thereby obtaining a cured film. Examples of radiation used for exposure include ultraviolet rays such as g-rays, h-rays, and i-rays. Light with a wavelength of 300 nm or less 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). Furthermore, the exposure may be performed by continuous irradiation with light, or by repeating irradiation and pauses of light in short cycles (for example, milliseconds or less) (pulse exposure).

[0300] (Step (3)) The cured film obtained in step (2) is subjected to an alkali development treatment, whereby the composition layer in the unexposed areas is dissolved in an alkaline aqueous solution, leaving only the cured areas, thereby obtaining a patterned cured film. Examples of the developer include alkaline compounds such as sodium hydroxide, potassium hydroxide, sodium carbonate, sodium silicate, sodium metasilicate, aqueous ammonia, ethylamine, diethylamine, dimethylethanolamine, tetramethylammonium hydroxide, tetraethylammonium hydroxide, choline, pyrrole, piperidine, and 1,8-diazabicyclo-[5.4.0]-7-undecene. The concentration of the developer is preferably from 0.001 to 10% by mass, more preferably from 0.01 to 1% by mass. The pH of the alkaline developer is preferably 11 to 13, more preferably 11.5 to 12.5. When used at an appropriate pH, it suppresses pattern roughening and peeling, and improves the remaining film rate after development.

[0301] Examples of the developing method include a dipping method, a spraying method, a puddling method, etc. The developing temperature is preferably 15 to 40° C. After the alkaline development, it is preferable to wash with pure water.

[0302] (Step (4)) The heat treatment (post-baking) is performed by heating the patterned cured film obtained in step (3) to sufficiently cure it. The heating temperature for post-baking is preferably 100 to 300° C., more preferably 150 to 250° C. The heating time is preferably about 2 minutes to 1 hour, more preferably about 3 minutes to 30 minutes.

[0303] <Light-blocking filter> The cured film of the present invention can be used for a light-shielding filter. A cured film prepared using the photosensitive coloring composition of the present invention has excellent light-shielding properties. The light-shielding filter of the present invention can be produced by the same method as the above-mentioned cured film.

[0304] <Color filter> The cured film of the present invention can be used in a color filter. The form in which it is used in a color filter is not particularly limited, but it is preferably used as a black matrix. Examples of the black matrix include a black border provided on the periphery of an image display device such as a solid-state imaging device or a liquid crystal display device, a grid-like and / or stripe-like black portion between red, blue, and green pixels, and a dot-like and / or linear black pattern for TFT light shielding.

[0305] The color filter can be produced, for example, by the following method. First, a patterned black matrix is formed on a substrate in the same manner as in the case of the above-mentioned cured film. Then, coating films of red, green, and blue photosensitive coloring compositions are sequentially formed on the substrate on which the black matrix is formed, thereby producing a color filter. The substrate may be a transparent substrate or a reflective substrate. The transparent substrate may be, for example, a glass substrate. The reflective substrate may be, for example, a substrate using an aluminum electrode or a metal thin film as a reflective surface.

[0306] <Image display device> The cured film of the present invention can be used in an image display device. The form of the image display device in which it is used is not particularly limited, but examples thereof include a color filter having the above-mentioned black matrix.

[0307] Examples of image display devices include liquid crystal displays and organic EL displays. The configuration used for the image display device is not particularly limited as long as it functions as an image display device. For example, the configuration described in "Next Generation Liquid Crystal Display Technology" (by Tatsuo Uchida, published by Kogyo Chosakai Co., Ltd. in 1994) can be mentioned. The definition of image display devices and details of each image display device are described, for example, in "Electronic Display Devices" (written by Sasaki Akio, published by Kogyo Chosakai Co., Ltd. in 1990) and "Display Devices" (written by Ibuki Nobuaki, published by Sangyo Tosho Co., Ltd. in 1989).

[0308] <Solid-state imaging element> The cured film of the present invention can be used in solid-state imaging devices. The solid-state imaging device may be configured in any manner, including, but not limited to, a substrate having multiple photodiodes and transfer electrodes made of polysilicon or the like that constitute the light-receiving area of a solid-state imaging device (e.g., CCD image sensor, CMOS image sensor), a light-shielding film formed on the photodiodes and transfer electrodes with only the light-receiving portions of the photodiodes exposed, a device protective film made of silicon nitride or the like formed on the light-shielding film to cover the entire light-shielding film and the light-receiving portions of the photodiodes, and a filter on the device protective film. Furthermore, the device protective film may have a light-focusing means (e.g., a microlens, etc.; the same applies hereinafter) below the filter (closer to the substrate) on the device protective film, or a light-focusing means on the filter. The filter may also have a structure in which the cured film forming each color pixel is embedded in spaces partitioned by partition walls, for example, in a grid pattern. In this case, the partition walls preferably have a low refractive index relative to the color pixels. An imaging device including the solid-state imaging element of the present invention can be used for various purposes, such as digital cameras, electronic devices with imaging functions (such as mobile phones and smartphones), vehicle-mounted cameras, surveillance cameras, and infrared sensors.

[0309] The cured film of the present invention can also be used as a colored spacer. For example, when a spacer is used in a TFT-type LCD, light incident on the TFT may cause the TFT to malfunction as a switching element, and the colored spacer is used to prevent this. The colored spacer can be formed in the same manner as the black matrix described above, except that a mask for the colored spacer is used.

[0310] The cured film of the present invention can also be used in applications such as micro LEDs (Light Emitting Diodes) and micro OLEDs (Organic Light Emitting Diodes). Although not particularly limited, the cured film can be suitably used for optical filters and optical films used in micro LEDs and micro OLEDs, as well as for members that impart light-blocking and anti-reflection properties. Examples of micro LEDs and micro OLEDs include those described in JP-A-2015-500562 and JP-A-2014-533890.

[0311] The cured film of the present invention can also be used in applications such as quantum dot displays. Although not particularly limited, it can be suitably used for optical filters and optical films used in quantum dot displays, as well as for members that impart light-blocking properties and anti-reflection properties. [Example]

[0312] The present invention will be described in more detail below with reference to examples. However, the present invention is not limited to these examples. Note that "parts" means "parts by mass" and "%" means "% by mass." In the present invention, the nonvolatile content or nonvolatile content concentration refers to the mass remaining after leaving the sample to stand in an oven at 230°C for 30 minutes.

[0313] Before describing the examples, each measurement method will be explained.

[0314] The weight average molecular weight (Mw), number average molecular weight (Mn), acid value (mgKOH / g), and amine value (mgKOH / g) of the resin are as follows.

[0315] (average molecular weight of resin) The number-average molecular weight (Mn) and weight-average molecular weight (Mw) of the resin were measured by gel permeation chromatography (GPC) equipped with an RI detector. The instrument used was an HLC-8220GPC (Tosoh Corporation). Two separation columns were connected in series, with both columns packed with "TSK-GEL SUPER HZM-N" packing. Measurements were performed at an oven temperature of 40°C, a tetrahydrofuran (THF) solution as the eluent, and a flow rate of 0.35 ml / min. The sample was dissolved in a solvent consisting of 1 wt% of the above eluent, and 20 microliters was injected. The molecular weight is expressed in terms of polystyrene.

[0316] (resin acid value) 80 ml of acetone and 10 ml of water were added to 0.5 to 1 g of resin solution, and the mixture was stirred to dissolve uniformly. The solution was titrated using an automatic titrator ("COM-555" manufactured by Hiranuma Sangyo Co., Ltd.) with a 0.1 mol / L KOH aqueous solution as the titrant to measure the acid value (mg KOH / g). The acid value per unit of nonvolatile content of the resin was calculated from the acid value of the resin solution and the concentration of nonvolatile content of the resin solution.

[0317] (Amine value of resin) The amine value of the resin is the total amine value (mgKOH / g) measured in accordance with the method of ASTM D 2074 and converted into nonvolatile content.

[0318] <Manufacture of organic pigments> (finely divided blue organic pigment) 100 parts of CI Pigment Blue 15:6, 800 parts of pulverized sodium chloride, and 100 parts of diethylene glycol were charged into a stainless steel 1-gallon kneader (manufactured by Inoue Seisakusho Co., Ltd.) and kneaded for 12 hours at 70°C. This mixture was poured into 3,000 parts of warm water, and stirred for about 1 hour in a high-speed mixer while heated to about 70°C to form a slurry. The slurry was filtered and washed repeatedly with water to remove the sodium chloride and diethylene glycol, then dried overnight at 80°C and pulverized to obtain a finely divided blue organic pigment.

[0319] (finely divided yellow organic pigment) 100 parts of CI Pigment Yellow 139, 800 parts of pulverized sodium chloride, and 100 parts of diethylene glycol were charged into a stainless steel 1-gallon kneader (manufactured by Inoue Seisakusho Co., Ltd.) and kneaded for 12 hours at 70°C. This mixture was poured into 3,000 parts of warm water, and stirred for about 1 hour in a high-speed mixer while heated to about 70°C to form a slurry. The slurry was then filtered and washed repeatedly with water to remove the sodium chloride and diethylene glycol, and then dried overnight at 80°C and pulverized to obtain a finely divided yellow organic pigment.

[0320] (Finely divided purple organic pigment) 100 parts of CI Pigment Violet 23, 800 parts of pulverized sodium chloride, and 100 parts of diethylene glycol were charged into a stainless steel 1-gallon kneader (manufactured by Inoue Seisakusho Co., Ltd.) and kneaded for 12 hours at 70°C. This mixture was added to 3,000 parts of warm water, and stirred for about 1 hour in a high-speed mixer while heated to about 70°C to form a slurry. The slurry was then filtered and washed repeatedly with water to remove the sodium chloride and diethylene glycol, and then dried overnight at 80°C and pulverized to obtain a finely divided purple organic pigment.

[0321] (Finely divided red organic pigment) 100 parts of CI Pigment Red 254, 800 parts of pulverized sodium chloride, and 100 parts of diethylene glycol were charged into a stainless steel 1-gallon kneader (manufactured by Inoue Seisakusho Co., Ltd.) and kneaded for 12 hours at 70°C. This mixture was poured into 3,000 parts of warm water, and stirred for about 1 hour in a high-speed mixer while heated to about 70°C to form a slurry. The slurry was then filtered and washed repeatedly with water to remove the sodium chloride and diethylene glycol, and then dried overnight at 80°C and pulverized to obtain a finely divided red organic pigment.

[0322] (Finely divided green organic pigment) 100 parts of CI Pigment Green 58, 800 parts of pulverized sodium chloride, and 100 parts of diethylene glycol were charged into a stainless steel 1-gallon kneader (manufactured by Inoue Seisakusho Co., Ltd.) and kneaded for 12 hours at 70°C. This mixture was poured into 3,000 parts of warm water, and stirred for about 1 hour in a high-speed mixer while heated to about 70°C to form a slurry. The slurry was then filtered and washed repeatedly with water to remove the sodium chloride and diethylene glycol, and then dried overnight at 80°C and pulverized to obtain a finely divided green organic pigment.

[0323] (Finely divided black organic pigment) 100 parts of CI Pigment Black 32, 800 parts of pulverized sodium chloride, and 100 parts of diethylene glycol were charged into a stainless steel 1-gallon kneader (manufactured by Inoue Seisakusho Co., Ltd.) and kneaded for 12 hours at 70°C. This mixture was poured into 3,000 parts of warm water, and stirred for about 1 hour in a high-speed mixer while heated to about 70°C to form a slurry. After repeated filtration and washing with water to remove the sodium chloride and diethylene glycol, the slurry was dried overnight at 80°C and pulverized to obtain a finely divided black organic pigment.

[0324] [Production of polymerizable compound (C)] (Polymerizable compound (C-4)) A five-neck flask equipped with a stirrer, reflux condenser, nitrogen inlet tube, thermometer, and dropping tube was charged with 400 parts of dipentaerythritol pentaacrylate, 100 parts of propylene glycol monomethyl ether acetate (hereinafter referred to as PGMAc), and 0.5 parts of N,N-dimethylbenzylamine, and the temperature was raised to 70°C. A mixture of 66 parts of toluene diisocyanate and 66 parts of PGMAc was added dropwise from the dropping tube over 2 hours. After the dropwise addition, the mixture was reacted at a temperature of 50 to 70°C for 8 hours, and the IR reading was 2180 cm. -1 The disappearance of the isocyanate absorption was confirmed. Next, 35 parts of mercaptoacetic acid and 0.6 parts of 4-methoxyphenol were charged and reacted for 6 hours at a temperature of 50 to 60°C. The nonvolatile content was adjusted to 50% by mass, and a polymerizable compound (C-4) having an average of 9 polymerizable unsaturated groups, an acidic group, and a urethane bond was obtained.

[0325] <Production of near-infrared absorbing dye (E)> (Near-infrared absorbing dye (E-1)) 400 parts of toluene were mixed with 40.0 parts of 1,8-diaminonaphthalene, 32.2 parts of 3,5-dimethylcyclohexanone, and 0.087 parts of p-toluenesulfonic acid monohydrate, and the mixture was heated and stirred under a nitrogen gas atmosphere and refluxed for 3 hours. Water generated during the reaction was removed from the reaction system by azeotropic distillation. After the reaction was completed, the toluene was distilled to obtain a dark brown solid, which was extracted with acetone and purified by recrystallization from a mixed solvent of acetone and ethanol. The resulting brown solid was dissolved in a mixed solvent of 240 parts of toluene and 160 parts of n-butanol, and 13.8 parts of 3,4-dihydroxy-3-cyclobutene-1,2-dione was added. The mixture was heated and stirred under a nitrogen gas atmosphere and refluxed for 8 hours. Water generated during the reaction was removed from the reaction system by azeotropic distillation. After the reaction was completed, the solvent was distilled off, and 200 parts of hexane was added to the resulting reaction mixture while stirring. The resulting black-brown precipitate was filtered off, washed successively with hexane, ethanol, and acetone, and dried under reduced pressure to obtain near-infrared absorbing dye (A-1) represented by the following chemical formula (25). 50 parts of the resulting near-infrared absorbing dye (E-1), 500 parts of sodium chloride, and 60 parts of diethylene glycol were placed in a stainless steel gallon kneader (manufactured by Inoue Seisakusho Co., Ltd.) and kneaded at 60°C for 12 hours. The kneaded mixture was then poured into warm water and stirred for 1 hour while heated to approximately 80°C to form a slurry. The mixture was then filtered and washed with water to remove the sodium chloride and diethylene glycol, and then dried overnight at 80°C and pulverized to obtain finely divided near-infrared absorbing dye (E-1).

[0326] Chemical formula (25) [ka]

[0327] (Near-infrared absorbing dye (E-2)) In a reaction vessel, 26 parts of phthalonitrile, 143 parts of 2,3-dicyanonaphthalene, 890 parts of n-amyl alcohol, 137 parts of DBU (1,8-Diazabicyclo[5.4.0]undec-7-ene), and 34 parts of aluminum trichloride were mixed and stirred, and the mixture was heated and refluxed at 136°C for 5 hours. The reaction solution was cooled to 30°C while stirring, and poured into a mixed solvent consisting of 5,000 parts of methanol and 10,000 parts of ion-exchanged water while stirring, yielding a blue slurry. This slurry was filtered, washed with a mixed solvent consisting of 2,000 parts of methanol and 4,000 parts of ion-exchanged water, and dried to obtain compound a. Next, in a reaction vessel, 140 parts of compound a was added to 1,500 parts of concentrated sulfuric acid in an ice bath, and the mixture was stirred for 1 hour. Subsequently, this sulfuric acid solution was poured into 1,000 parts of cold water at 3°C, and the resulting precipitate was filtered, washed with water, washed with a 2.5% aqueous sodium hydroxide solution, and washed with water again, and then dried to obtain compound b. Five parts of diphenyl phosphate were added to 200 parts of N-methylpyrrolidone, thoroughly stirred, and then heated to 50°C. 10 parts of compound b were gradually added to this solution, and the mixture was stirred at 90°C for 120 minutes. The end point of the reaction was confirmed, for example, by dropping the reaction solution onto filter paper and determining when no bleeding occurred. Subsequently, this reaction solution was poured into 2,000 parts of ion-exchanged water, and the resulting precipitate was filtered, washed with water, and dried to obtain a near-infrared absorbing dye (E-2), which is a mixture of compounds represented by the following chemical formula (26) (mixing ratio: n1:n2:n3:n4=7:19:59:15).

[0328] Chemical formula (26) [ka]

[0329] (Near-infrared absorbing dye (E-3)) According to the description in WO 2019 / 058882, a near-infrared absorbing dye (E-3) represented by the following chemical formula (27) was obtained. A finely divided near-infrared absorbing dye (E-3) was obtained in the same manner as in the near-infrared absorbing dye (E-1).

[0330] Chemical formula (27) [ka]

[0331] (Near-infrared absorbing dye (E-4)) In a reaction vessel, 10.7 parts of aniline, 120 parts of bromobenzene, and 25.7 parts of diazabicyclooctane were added and stirred. Then, 95.2 parts of a 1 mol / L toluene solution of titanium tetrachloride was added dropwise. After the dropwise addition, 10.0 parts of indigo was added and refluxed for 10 hours. After the reaction was completed, methanol was added and the mixture was filtered to obtain a green powder. This was separated with dichloromethane and water, and the organic layer was concentrated to obtain 14.6 parts of compound c. In a reaction vessel, 13.5 parts of compound c, 9.0 parts of bis(2,4-pentanedionato)zinc(II), and 120 parts of tetrahydrofuran were mixed and stirred, and the mixture was heated to 40°C and stirred for 5 hours. The reaction solution was cooled to 30°C while still stirring, and then poured into 500 parts of methanol with stirring to obtain a blue slurry. This slurry was filtered, washed with 500 parts of methanol, then washed with 500 parts of water, and dried to obtain near-infrared absorbing dye (E-4), which is a mixture of compounds represented by the following chemical formula (28) (mixing ratio: dimer: trimer: tetramer = 81:17:2).

[0332] [ka]

[0333] <Production of Resin (F)> (Resin (F1-1) solution) 100 parts of PGMAc was placed in a reaction vessel equipped with a thermometer, a condenser, a nitrogen gas inlet tube, and a stirrer in a separable four-neck flask, and heated to 120°C while injecting nitrogen gas into the vessel. At the same temperature, a mixture of 5.2 parts of styrene (hereinafter, St), 35.5 parts of glycidyl methacrylate (hereinafter, GMA), 41.0 parts of dicyclopentanyl methacrylate (hereinafter, DCPMA), and 1.0 part of azobisisobutyronitrile as a polymerization initiator was added dropwise from the dropping tube over 2.5 hours to carry out a polymerization reaction. Next, the flask was purged with air, and 17.0 parts of acrylic acid (AA), 0.3 parts of tris(dimethylaminomethyl)phenol, and 0.3 parts of hydroquinone were added and reacted at 120°C for 5 hours. Furthermore, 30.4 parts of tetrahydrophthalic anhydride (THPA) and 0.5 parts of triethylamine were added and reacted at 120°C for 4 hours. This resulted in an esterification reaction between the hydroxyl groups generated by the AA reaction with GMA and THPA. Subsequently, PGMAc was added to obtain a nonvolatile content of 40% by mass, and a resin (F1-1) solution was prepared. The weight-average molecular weight (Mw) was 8,500.

[0334] (Resin (F2-1) solution) A reaction vessel equipped with a gas inlet tube, thermostat, condenser, and stirrer was charged with 10 parts methacrylic acid, 100 parts methyl methacrylate, 70 parts i-butyl methacrylate, 20 parts benzyl methacrylate, and 50 parts PGMAc, and the atmosphere was purged with nitrogen gas. The reaction vessel was heated to 50°C with stirring, and 12 parts 3-mercapto-1,2-propanediol was added. The temperature was raised to 90°C, and a solution of 0.1 parts 2,2'-azobisisobutyronitrile and 90 parts PGMAc was added while the reaction was continued for 7 hours. Measurement of the nonvolatile content confirmed that 95% reaction had occurred. 19 parts pyromellitic anhydride, 50 parts PGMAc, 50 parts cyclohexanone, and 0.4 parts 1,8-diazabicyclo-[5.4.0]-7-undecene as a catalyst were added, and the reaction was continued for 7 hours at 100°C. The reaction was terminated after confirming that 98% or more of the acid anhydride had been half-esterified by measuring the acid value. PGMAc was added to dilute the solution to a non-volatile content of 30%, yielding a resin (F2-1) solution with an acid value of 70 mgKOH / g and a weight-average molecular weight of 8,500.

[0335] (Resin (F2-2) solution) A reaction vessel equipped with a gas inlet tube, thermometer, condenser, and stirrer was charged with 108 parts of 1-thioglycerol, 174 parts of pyromellitic anhydride, 650 parts of PGMAc, and 0.2 parts of monobutyltin oxide as a catalyst. The atmosphere was purged with nitrogen gas, and the reaction was carried out at 120 °C for 5 hours (Step 1). Measurement of the acid value confirmed that 95% or more of the acid anhydride had been half-esterified. Next, 160 parts (based on nonvolatile content) of the compound obtained in Step 1, 200 parts of 2-hydroxypropyl methacrylate, 200 parts of ethyl acrylate, 150 parts of t-butyl acrylate, 200 parts of 2-methoxyethyl acrylate, 200 parts of methyl acrylate, 50 parts of methacrylic acid, and 663 parts of PGMAc were charged, and the reaction vessel was heated to 80 °C. 1.2 parts of 2,2'-azobis(2,4-dimethylvaleronitrile) was added, and the reaction was carried out for 12 hours (Step 2). It was confirmed by measuring the nonvolatile content that 95% had reacted. Finally, 500 parts of a 50% PGMAc solution of the compound obtained in the second step, 27.0 parts of 2-methacryloyloxyethyl isocyanate (MOI), and 0.1 parts of hydroquinone were added, and IR showed a 2270 cm peak due to the isocyanate group. -1 The reaction was continued until the disappearance of the peak was confirmed (third step). After the disappearance of the peak was confirmed, the reaction solution was cooled and diluted with PGMAc to a non-volatile content of 30%, yielding a resin (F2-2) solution with an acid value of 68 mg KOH / g and a weight average molecular weight of 13,000.

[0336] (Resin (F2-3) solution) A reactor equipped with a gas inlet tube, condenser, stirring blade, and thermometer was charged with 40 parts of methyl methacrylate, 10 parts of n-butyl methacrylate, and 13.2 parts of tetramethylethylenediamine as a catalyst. The mixture was stirred at 50 °C for 1 hour under a nitrogen stream, and the system was then purged with nitrogen. Next, 9.3 parts of ethyl bromoisobutyrate as an initiator, 5.6 parts of cuprous chloride as a catalyst, and 100 parts of PGMAc were charged. The temperature was raised to 110 °C under a nitrogen stream to initiate polymerization of the first block (B block). After 4 hours of polymerization, a sample was taken of the polymerization solution and the nonvolatile content was measured. Based on the nonvolatile content, it was confirmed that the polymerization conversion was 98% or higher. Next, 50 parts of PGMAc, 40 parts of dimethylaminoethyl methacrylate as a second block (A block) monomer, and 10 parts of methacryloyloxyethyl benzyl dimethyl ammonium chloride were added to the reactor. The reaction was continued at 110 °C under a nitrogen atmosphere with stirring. Two hours after addition, the polymerization solution was sampled and the nonvolatile content was measured. The polymerization conversion rate of the second block (A block) was confirmed to be 98% or higher based on the nonvolatile content. The reaction solution was then cooled to room temperature to terminate the polymerization. PGMAc was added to the solution to adjust the nonvolatile content to 30% by mass, yielding a resin (F2-3) solution with an amine value of 169.8 mg KOH / g and a weight-average molecular weight of 20,000.

[0337] <Preparation of Dispersion> (Dispersion 1) The following raw materials were mixed and stirred until uniform, then dispersed in an Eiger mill (Eiger Japan, "Mini Model M-250 MKII") using zirconia beads with a diameter of 0.5 mm for 3 hours, and then filtered through a filter with a pore size of 1.0 μm to produce Dispersion 1. The organic solvent (P-1) was PGMAc. Micronized blue organic pigment: 8.75 parts Micronized yellow organic pigment: 8.75 parts Micronized purple organic pigment: 7.5 parts Neutral dye derivative (B1-1): 0.5 part Basic dye derivative (B2-1): 0.5 parts Basic dye derivative (B2-2): 0.5 parts Resin (F2-1) solution: 23.0 parts Organic solvent (P-1): 50.5 parts

[0338] Neutral dye derivative (B1-1): the following structure [ka]

[0339] Basic dye derivative (B2-1): the following structure [ka]

[0340] Basic dye derivative (B2-2): the following structure [ka]

[0341] (Dispersion 2~10) Dispersions 2 to 10 were prepared in the same manner as Dispersion 1, except that the raw materials and amounts shown in Table 2 were changed.

[0342] [Table 2]

[0343] Basic dye derivative (B2-3) in Table 2: [ka]

[0344] Basic dye derivative (B2-4) in Table 2: the following structure [ka]

[0345] <Production of Photosensitive Coloring Composition> [Example 1] (Photosensitive coloring composition 1) The following raw materials were mixed and stirred, and then filtered through a filter with a pore size of 1.0 μm to obtain a photosensitive coloring composition 1. Dispersion 1: 25.0 parts Dispersion 8: 19.0 parts Resin (F1-1) solution: 10.0 parts Polymerizable compound (C-1): 2.6 parts Polymerizable compound (C-4): 2.0 parts Polymerizable compound (C-6): 1.0 part Polymerizable compound (C-7): 1.4 parts Oxime-based photopolymerization initiator (D1-1) represented by general formula (1): 0.5 parts Oxime photopolymerization initiator having a carbazole structure (D2-1): 0.5 parts Sensitizer (G): 0.5 parts Leveling agent (M): 1.0 part Organic solvent (P): 37.5 parts

[0346] [Examples 2 to 33, Comparative Examples 1 to 3] (Photosensitive coloring composition 2-36) Photosensitive coloring compositions 2 to 36 were produced in the same manner as in Example 1, except that the photosensitive coloring composition 1 in Example 1 was changed to the raw materials and amounts shown in Tables 3-1 to 3-4.

[0347] [Table 3-1]

[0348] [Table 3-2]

[0349] [Table 3-3]

[0350] [Table 3-4]

[0351] The raw materials listed in Tables 3-1 to 3-4 are as follows:

[0352] [Polymerizable compound (C)] C-1: Pentaerythritol triacrylate C-2: Dipentaerythritol pentaacrylate C-3: Aronix M-510 (manufactured by Toagosei Co., Ltd., a polymerizable compound having an acidic group) C-5: KAYARAD DPCA-30 (Nippon Kayaku Co., Ltd., lactone-modified polymerizable compound) C-6: OGSOL EA-0200 (Osaka Gas Chemicals Co., Ltd., polymerizable compound having a 9,9-bisarylfluorene structure) C-7: Pentaerythritol tetraacrylate C-8: Dipentaerythritol hexaacrylate

[0353] [Photopolymerization initiator (D)] (Oxime-based photopolymerizable compound (D1) represented by general formula (1)) D1-1: Compound of the above chemical formula (5) D1-2: Compound of the above chemical formula (9)

[0354] (Oxime-based photopolymerization initiator (D2) having a carbazole structure) D2-1: Compound of the above chemical formula (13) D2-2: Compound of the above chemical formula (14) D2-3: Compound of the above chemical formula (15) D2-4: Compound of the above chemical formula (10)

[0355] (Other photopolymerization initiators (D3)) D3-1: Irgacure OXE-01 (BASF Japan) D3-2: Omnirad 907 (manufactured by IGM Resins)

[0356] [Sensitizer (G)] G-1: Kayacure DETX-S (manufactured by Nippon Kayaku Co., Ltd.) G-2:CHEMARK DEABP (manufactured by Chemark Chemical) The above (G-1) and (G-2) were mixed in equal amounts to form a sensitizer (G).

[0357] [Leveling agent (M)] M-1: BYK-330 (BYK-Chemie) M-2: Megafac F-551 (DIC) One part each of (M-1) and (M-2) was mixed and dissolved in 98 parts of PGMAc to prepare a mixed solution, which was used as a leveling agent (M).

[0358] [Organic solvent (P)] P-1: 30 parts of propylene glycol monomethyl ether acetate P-2: 30 parts cyclohexanone P-3: 10 parts of ethyl 3-ethoxypropionate P-4: Propylene glycol monomethyl ether 10 parts P-5: Cyclohexanol acetate 10 parts P-6: Dipropylene glycol methyl ether acetate 10 parts The above (P-1) to (P-6) were mixed in the above-mentioned parts by mass to prepare the organic solvent (P).

[0359] <Evaluation of Photosensitive Coloring Composition> The resulting photosensitive coloring compositions 1 to 36 (Examples 1 to 33, Comparative Examples 1 to 3) were evaluated for developability, adhesion, line width stability, film thickness uniformity, and high-temperature and high-humidity resistance by the following methods. The evaluation results are shown in Table 4.

[0360] [Developability evaluation] The obtained photosensitive coloring composition was applied to a glass substrate (Corning Eagle 2000) measuring 100 mm in length, 100 mm in width, and 0.7 mm in thickness using a spin coater so that the dry film thickness was 2.0 μm, and then dried on a hot plate at 70° C. for 1 minute. Then, an ultra-high pressure mercury lamp was used to apply the coating with an illuminance of 30 mW / cm. 2 , 100mJ / cm 2The substrate was exposed to ultraviolet light through a photomask with a 100 μm-wide stripe pattern. After cooling to room temperature, the substrate was spray-developed using an aqueous developer containing 0.12% nonionic surfactant and 0.04% potassium hydroxide at 23°C, washed with ion-exchanged water, and air-dried. The resulting substrate was post-baked in a clean oven at 230°C for 10 minutes, forming a striped pattern on the substrate. The pattern was observed under an optical microscope, and the amount of residue remaining in the unexposed areas was evaluated by binarizing the image. The evaluation criteria are as follows, with a score of 2 or higher being practical. 3: Development residue is less than 1.5% of the unexposed area 2: Development residue is 1.5% or more but less than 3% of the unexposed area 1: Development residue is 3% or more of the unexposed area

[0361] [Adhesion evaluation] The obtained photosensitive coloring composition was applied by spin coating to a glass substrate (Corning Eagle 2000) measuring 100 mm in length, 100 mm in width, and 0.7 mm in thickness so that the film thickness after drying would be 2.0 μm, and then dried on a hot plate at 70° C. for 1 minute. Then, after cooling the substrate to room temperature, an ultra-high pressure mercury lamp was used to apply the coating to the substrate through a photomask with a stripe pattern at intervals of 5 μm, and the coating was then applied to the substrate at an illuminance of 30 mW / cm. 2 , 100mJ / cm 2 The substrate was then spray-developed using an aqueous developer containing 0.12% of a nonionic surfactant and 0.04% of potassium hydroxide at 23°C, washed with ion-exchanged water, air-dried, and post-baked in a clean oven at 230°C for 10 minutes to obtain a substrate for adhesion evaluation. The spray development was carried out for the shortest time possible to form a pattern without residual development for each photosensitive coloring composition coating, and this was defined as the appropriate development time. The substrates prepared by the above method were inspected with an optical microscope for patterns with widths of 5, 10, 15, 20, and 25 μm to determine the minimum line width of the remaining patterns. The evaluation criteria are as follows, with a score of 3 or higher being considered practical. 5: Fine lines of 10 μm or less remain. 4: Fine lines of 15 μm or more remain. 3: Fine lines of 20 μm or more remain. 2: 25 μm fine lines remain. 1: No fine lines remain.

[0362] [Line width stability evaluation] The resulting photosensitive coloring composition was applied by spin coating to a 100mm x 100mm x 0.7mm thick glass substrate (Corning Eagle 2000) so that the dried film thickness was 2.0μm, and then dried on a hot plate at 70°C for 1 minute. The substrate was then cooled to room temperature and exposed to ultraviolet light using an ultra-high pressure mercury lamp through a photomask with a 25μm wide stripe pattern. The exposure dose was adjusted so that the average width of the line portions of the pattern obtained after development was 25μm at 50 locations. After exposure, the substrate was spray-developed using an aqueous developer containing 0.12% nonionic surfactant and 0.04% potassium hydroxide at 23°C, then washed with ion-exchanged water, and air-dried. The resulting substrate was subjected to measurement of the line width of the pattern at 50 locations using a Nikon ECLIPSE LV100POL Model optical microscope to determine the line width variation (3σ). The evaluation criteria are as follows, with 3 or more being practical. 5: Line width variation is less than 1.0 μm 4: Line width variation is 1.0 μm or more and less than 1.5 μm 3: Line width variation is 1.5 μm or more and less than 3.0 μm 2: Line width variation is 3.0 μm or more and less than 3.5 μm 1: Line width variation is 3.5 μm or more

[0363] [Film thickness uniformity evaluation] The obtained photosensitive coloring composition was applied to a glass substrate (Corning Eagle 2000) measuring 100 mm in length, 100 mm in width, and 0.7 mm in thickness using a spin coater so that the dry film thickness was 2.0 μm, and then dried on a hot plate at 70° C. for 1 minute. Then, an ultra-high pressure mercury lamp was used to apply the coating with an illuminance of 30 mW / cm. 2 , 100mJ / cm 2The substrate was exposed to ultraviolet light through a photomask with a 100 μm wide stripe pattern. After cooling to room temperature, the substrate was spray-developed using an aqueous developer containing 0.12% nonionic surfactant and 0.04% potassium hydroxide at 23°C, washed with ion-exchanged water, and air-dried. The resulting substrate was post-baked in a clean oven at 230°C for 10 minutes, forming a stripe pattern on the substrate. The film thickness of the obtained substrate was measured using an optical film thickness meter (F50) manufactured by Filmetrics, and the difference between the film thickness of the thinnest part and the film thickness of the thickest part (hereinafter referred to as film thickness difference) was calculated. The evaluation criteria are as follows, with 3 or more being practical. 5: Film thickness difference is 0.02 μm or less 4: The difference in film thickness is greater than 0.02 μm and less than 0.03 μm 3: The difference in film thickness is greater than 0.03 μm and less than 0.04 μm 2: The difference in film thickness is greater than 0.04 μm and less than 0.05 μm 1: The difference in film thickness is greater than 0.05 μm

[0364] [High temperature and humidity resistance evaluation] The obtained photosensitive coloring composition was applied to a glass substrate (Corning Eagle 2000) measuring 100 mm in length, 100 mm in width, and 0.7 mm in thickness using a spin coater so that the dry film thickness was 2.0 μm, and then dried on a hot plate at 70° C. for 1 minute. Then, an ultra-high pressure mercury lamp was used to apply the coating with an illuminance of 30 mW / cm. 2 , 100mJ / cm 2 The substrate was exposed to ultraviolet light through a photomask with a 100 μm wide stripe pattern. After cooling to room temperature, the substrate was spray-developed using an aqueous developer containing 0.12% nonionic surfactant and 0.04% potassium hydroxide at 23°C, washed with ion-exchanged water, and air-dried. The resulting substrate was post-baked in a clean oven at 230°C for 10 minutes, forming a stripe pattern on the substrate. The obtained substrate was stored for 336 hours under conditions of a temperature of 80°C and a humidity of 85%. After storage, the number of foreign particles on the pattern was counted using an optical microscope. The evaluation criteria are as follows, with 3 or more being practical. 5: Fewer than 5 foreign objects 4: 5 or more but less than 10 foreign objects 3: 10 or more but less than 15 foreign objects 2: The number of foreign objects is 15 or more but less than 20 1: 20 or more foreign objects

[0365] [Table 4]

Claims

1. A photosensitive coloring composition comprising a black colorant (A), a dye derivative (B), a polymerizable compound (C), and a photopolymerization initiator (D), the photopolymerization initiator (D) contains an oxime-based photopolymerization initiator (D1) represented by the following general formula (1) and an oxime-based photopolymerization initiator (D2) having a carbazole structure, The photosensitive coloring composition, wherein the oxime-based photopolymerization initiator (D2) having a carbazole structure comprises at least one compound selected from the group consisting of compounds represented by the following chemical formulas (10) to (15): General formula (1) 【Chemical 1】 (In general formula (1), R １ , and R ２ each independently represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, an arylalkyl group having 7 to 30 carbon atoms, or a heterocyclic group having 2 to 20 carbon atoms. 【Chemistry 2】

2. The photosensitive coloring composition according to claim 1, wherein the total content of the oxime-based photopolymerization initiator (D1) represented by the general formula (1) and the oxime-based photopolymerization initiator (D2) having a carbazole structure is 30 mass% or more in 100 mass% of the photopolymerization initiator (D).

3. The photosensitive coloring composition according to claim 1 or 2, wherein the mass ratio of the oxime photopolymerization initiator (D1) represented by the general formula (1) to the oxime photopolymerization initiator (D2) having a carbazole structure is 10:90 to 90:

10.

4. The black colorant (A) comprises two or more selected from the group consisting of a red organic pigment, a yellow organic pigment, a blue organic pigment, a green organic pigment, and a purple organic pigment. The photosensitive coloring composition according to any one of claims 1 to 3.

5. The photosensitive coloring composition according to any one of claims 1 to 4, further comprising a near-infrared absorbing dye (E).

6. A cured film which is a cured product of the photosensitive coloring composition according to any one of claims 1 to 5.

7. A light-shielding filter comprising the cured film according to claim 6.

8. A color filter comprising the cured film according to claim 6.

9. An image display device comprising the cured film according to claim 6.

10. A solid-state imaging device comprising the cured film according to claim 6 .

Images