Classifications

• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
  • C09B47/00—Porphines; Azaporphines
  • C09B47/04—Phthalocyanines abbreviation: Pc
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
  • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
  • C09B67/006—Preparation of organic pigments
• • G—PHYSICS
  • G02—OPTICS
  • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
  • G02B5/00—Optical elements other than lenses
  • G02B5/20—Filters
• • G—PHYSICS
  • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
  • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
  • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
  • G03F7/004—Photosensitive materials

Definitions

• the present invention relates to a coloring composition containing a phthalocyanine blue pigment.
• the present invention also relates to a film, an optical filter, a solid-state imaging device, and an image display device that use the coloring composition.
• Color filters are used as key devices in displays and optical elements. Color filters usually have pixels of the three primary colors, red, green, and blue, and serve to separate transmitted light into the three primary colors.
• the colored pixels of each color of the color filter are manufactured using a coloring composition containing a colorant.
• a coloring composition for forming blue pixels uses a coloring composition containing a copper phthalocyanine blue pigment such as Color Index Pigment Blue 15:6 as the colorant.
• Patent Document 1 describes a coloring composition that contains a colorant containing Color Index Pigment Blue 15:6, a resin, a photopolymerization initiator, and a polymerizable compound.
• Patent Document 1 Color Index Pigment Blue 15:6 is used as the blue pigment, but with the composition disclosed in Patent Document 1, it was difficult to achieve a thin film that meets the standards currently required while also satisfying the desired spectral characteristics.
• an object of the present invention is to provide a coloring composition capable of forming a film with excellent spectral characteristics. Another object of the present invention is to provide a film, an optical filter, a solid-state imaging device, and an image display device using the coloring composition.
• the present invention provides the following.
• a coloring composition comprising a colorant and a resin,
• the coloring composition includes at least one blue pigment selected from the group consisting of cobalt phthalocyanine blue pigments and zinc phthalocyanine blue pigments.
• the blue pigment has an absorption intensity at a wavelength of 400 nm of less than 0.3 when the absorption intensity at a maximum absorption wavelength in a wavelength range of 550 to 700 nm is normalized to the absorption intensity in a wavelength range of 400 to 700 nm.
• the blue pigment includes an unsubstituted zinc phthalocyanine blue pigment.
• ⁇ 4> The coloring composition according to any one of ⁇ 1> to ⁇ 3>, wherein the blue pigment has an average primary particle size of 3 to 200 nm.
• ⁇ 5> The colored composition according to any one of ⁇ 1> to ⁇ 4>, in which the content of the blue pigment in the colorant is 40 mass% or more.
• ⁇ 6> The colored composition according to any one of ⁇ 1> to ⁇ 5>, wherein the colorant further contains a copper phthalocyanine blue pigment.
• ⁇ 7> The colored composition according to any one of ⁇ 1> to ⁇ 6>, wherein the colorant further contains an oxazine compound.
• ⁇ 8> The coloring composition according to any one of ⁇ 1> to ⁇ 7>, wherein the colorant further includes at least one selected from the group consisting of a xanthene dye and a pyrromethene dye.
• ⁇ 9> The colored composition according to any one of ⁇ 1> to ⁇ 8>, in which the content of the colorant in the total solid content of the colored composition is 50 mass% or more.
• ⁇ 11> A film obtained by using the colored composition according to any one of ⁇ 1> to ⁇ 10>.
• ⁇ 12> An optical filter having the film according to ⁇ 11>.
• ⁇ 13> A solid-state imaging device having the film according to ⁇ 11>.
• ⁇ 14> An image display device comprising the film according to ⁇ 11>.
• exposure includes not only exposure using light but also drawing using particle beams such as electron beams and ion beams.
• Examples of light used for exposure include the bright line spectrum of a mercury lamp, far ultraviolet light represented by an excimer laser, extreme ultraviolet light (EUV light), X-rays, active rays or radiation such as electron beams.
• (meth)acrylate refers to both or either of acrylate and methacrylate
• (meth)acrylic refers to both or either of acrylic and methacrylic
• (meth)acryloyl refers to both or either of acryloyl and methacryloyl.
• Me represents a methyl group
• Et represents an ethyl group
• Bu represents a butyl group
• Ph represents a phenyl group.
• the weight average molecular weight and number average molecular weight are values calculated as polystyrene standards measured by GPC (gel permeation chromatography).
• the total solids content refers to the total mass of all components of the composition excluding the solvent.
• a pigment means a compound that is poorly soluble in a solvent.
• the term "process” refers not only to an independent process, but also to a process that cannot be clearly distinguished from other processes, as long as the intended effect of the process is achieved.
• the coloring composition of the present invention is a coloring composition containing a colorant and a resin,
• the colorant is characterized by containing at least one blue pigment selected from the group consisting of cobalt phthalocyanine blue pigments and zinc phthalocyanine blue pigments.
• Cobalt phthalocyanine blue pigment and zinc phthalocyanine blue pigment are blue pigments with high absorption intensity in the wavelength range of 600 to 700 nm and high blue color value. Therefore, the coloring composition of the present invention containing such blue pigments can form a film with excellent spectral characteristics. In particular, it can form a film with high shielding properties in the wavelength range of 600 to 700 nm.
• the coloring composition of the present invention can be preferably used for photolithography.
• the coloring composition of the present invention preferably further contains a photopolymerization initiator and a polymerizable compound.
• the cobalt phthalocyanine blue pigment and the zinc phthalocyanine blue pigment have a lower absorption intensity of light with a wavelength of 300 nm or less, such as the KfF line, than the copper phthalocyanine blue pigment that has been used as a conventional blue pigment, it is presumed that the exposure light can be sufficiently irradiated to the bottom of the film (substrate side) during exposure. Furthermore, it is presumed that the cobalt phthalocyanine blue pigment and the zinc phthalocyanine blue pigment are likely to undergo exciton transfer or electron transfer from the excited form of these pigments to the photopolymerization initiator during exposure, and it is presumed that active species such as radicals from the photopolymerization initiator can be efficiently generated. For this reason, it is believed that the exposed areas can be sufficiently cured during exposure, resulting in the formation of pixels with excellent rectangularity.
• the coloring composition of the present invention can be preferably used as a coloring composition for optical filters.
• optical filters include color filters and infrared transmission filters. That is, the coloring composition of the present invention is preferably used as a coloring composition for color filters or infrared transmission filters, and is more preferably used as a coloring composition for color filters. More specifically, it can be preferably used as a coloring composition for forming pixels of a color filter or a coloring composition for forming an infrared transmission filter, and is particularly preferably used as a coloring composition for forming blue pixels of a color filter.
• the transmittance at a wavelength of 400 nm in the thickness direction of the film is preferably 45% or more, more preferably 50% or more, and even more preferably 55% or more.
• the transmittance of the film at a wavelength of 450 nm is preferably 70% or more, more preferably 75% or more, and even more preferably 80% or more.
• the minimum transmittance of the film in the wavelength range of 400 to 500 nm is preferably 30% or more, more preferably 35% or more, and even more preferably 40% or more.
• the maximum transmittance of the film in the wavelength range of 600 to 700 nm is preferably less than 5%, and more preferably less than 3%.
• a film having such spectral characteristics can be preferably used as a blue pixel of a color filter.
• the film used to measure the transmittance is preferably a film obtained by applying a coloring composition onto a glass substrate by a method such as spin coating, drying the film at 100°C for 2 minutes using a hot plate or the like, heating the film at 200°C for 5 minutes using a hot plate or the like, and then allowing it to cool to room temperature.
• the transmittance can be measured using a conventionally known spectrophotometer.
• the coloring composition of the present invention contains a colorant.
• the colorant contained in the coloring composition of the present invention contains at least one blue pigment selected from a cobalt phthalocyanine blue pigment and a zinc phthalocyanine blue pigment.
• the cobalt phthalocyanine blue pigment is a phthalocyanine blue pigment having a cobalt atom as the central atom
• the zinc phthalocyanine blue pigment is a phthalocyanine blue pigment having a zinc atom as the central atom.
• the blue pigment is a pigment having low absorption intensity in the wavelength range of 400 to 500 nm and high absorption intensity in the wavelength range of 500 to 700 nm.
• the cobalt phthalocyanine blue pigment and the zinc phthalocyanine blue pigment are collectively referred to as the specific blue pigment.
• the absorption intensity at a wavelength of 400 nm is preferably less than 0.3, more preferably 0.25 or less, and even more preferably 0.2 or less.
• the maximum value of the absorption intensity in the wavelength range of 400 to 500 nm is preferably 0.3 or less, more preferably 0.25 or less, and even more preferably 0.2 or less.
• the wavelength at which the absorption intensity is 0.5 is preferably in the wavelength range of 600 to 650 nm, more preferably in the wavelength range of 585 to 675 nm, and even more preferably in the wavelength range of 570 to 700 nm.
• a specific compound having such spectral characteristics can be preferably used as a blue colorant.
• M 1 represents a zinc atom or a cobalt atom
• X 1 to X 8 each independently represent ⁇ N—, ⁇ CR X1 — or ⁇ CH—, R X1 representing a substituent
• the number of carbon atoms in the aryl group is preferably 6 to 20, more preferably 6 to 12, and even more preferably 6.
• the aryl group may have a substituent.
• substituents include a halogen atom, an alkyl group, an aryl group, an alkoxy group, an alkylthio group, an alkylsulfonyl group, an acyl group, an alkoxycarbonyl group, an acyloxy group, a carbamoyl group, and a sulfamoyl group.
• M represents a zinc atom or a cobalt atom.
• the other colorants may be pigments or dyes.
• the pigments may be either inorganic or organic pigments, but organic pigments are preferred from the standpoint of color variation, ease of dispersion, safety, etc.
• the average primary particle diameter of the pigment is preferably 1 to 200 nm.
• the lower limit is preferably 5 nm or more, and more preferably 10 nm or more.
• the upper limit is preferably 180 nm or less, more preferably 150 nm or less, and even more preferably 100 nm or less.
• the primary particle diameter of the pigment can be determined from a photograph obtained by observing the primary particles of the pigment with a transmission electron microscope. Specifically, the projected area of the primary particles of the pigment is determined, and the corresponding circle equivalent diameter is calculated as the primary particle diameter of the pigment.
• the average primary particle diameter in the present invention is the arithmetic mean value of the primary particle diameters of 400 primary particles of the pigment.
• the primary particles of the pigment refer to independent particles that are not aggregated.
• the crystallite size of the pigment determined from the half-width of a peak derived from any crystal plane in the X-ray diffraction spectrum when CuK ⁇ radiation is used as the X-ray source, is preferably 0.1 to 100 nm, more preferably 0.5 to 50 nm, even more preferably 1 to 30 nm, and particularly preferably 5 to 25 nm.
• the specific surface area of the pigment is preferably 1 to 300 m 2 /g.
• the lower limit is preferably 10 m 2 /g or more, more preferably 30 m 2 /g or more.
• the upper limit is preferably 250 m 2 /g or less, more preferably 200 m 2 /g or less.
• the value of the specific surface area can be measured according to DIN 66131: determination of the specific surface area of solids by gas adsorption according to the BET (Brunauer, Emmett and Teller) method.
• Red colorants include diketopyrrolopyrrole compounds, anthraquinone compounds, azo compounds, naphthol compounds, azomethine compounds, xanthene compounds, quinacridone compounds, perylene compounds, and thioindigo compounds.
• red colorants include C.I. (Color Index) Pigment Red 1, 2, 3, 4, 5, 6, 7, 9, 10, 14, 17, 22, 23, 31, 38, 41, 48:1, 48:2, 48:3, 48:4, 49, 49:1, 49:2, 52:1, 52:2, 53:1, 57:1, 60:1, 63:1, 66, 67, 81:1, 81:2, 81:3, 83, 88, 90, 105, 112, 119, 122, 123, 144, 146, 149,
• red pigments include 150, 155, 166, 168, 169, 170, 171, 172, 175, 176, 177, 178, 179, 184, 185, 187, 188, 190, 200, 202, 206, 207, 208, 209, 210, 216, 220, 224, 226, 242, 246, 254, 255, 264, 269, 270, 272, 279, 291, 294, 295, 296, and 297.
• red colorant a compound described in paragraph 0034 of International Publication No. 2022/085485 and a brominated diketopyrrolopyrrole compound described in JP-A-2020-085947 can also be used.
• Green colorants include phthalocyanine compounds and squarylium compounds, with phthalocyanine compounds being preferred.
• the coloring composition of the present invention also preferably contains both a resin having an acid group and a resin having a basic group. According to this embodiment, the storage stability of the coloring composition can be further improved.
• the content of the resin having a basic group is preferably 20 to 500 parts by mass, more preferably 30 to 300 parts by mass, and even more preferably 50 to 200 parts by mass, per 100 parts by mass of the resin having an acid group.
• the upper limit is preferably 50% by mass or less, more preferably 40% by mass or less, and even more preferably 30% by mass or less.
• the content of the dispersant is preferably 10 to 100 parts by mass relative to 100 parts by mass of the pigment.
• the lower limit is preferably 15 parts by mass or more, and more preferably 20 parts by mass or more.
• the upper limit is preferably 80 parts by mass or less, and more preferably 60 parts by mass or less.
• the coloring composition of the present invention may contain only one type of resin, or may contain two or more types of resins. When two or more types of resins are contained, the total amount thereof is preferably within the above range.
• NK Oligo UA-7200 (Shin-Nakamura Chemical Co., Ltd.), DPHA-40H (Nippon Kayaku Co., Ltd.), UA-306H, UA-306T, UA-306I, AH-600, T-600, AI-600, LINC-202UA (Kyoeisha Chemical Co., Ltd.), 8UH-1006, 8UH-1012 (all manufactured by Taisei Fine Chemical Co., Ltd.), Light Acrylate POB-A0 (Kyoeisha Chemical Co., Ltd.), etc. can also be used.
• the photopolymerization initiator is preferably a trihalomethyltriazine compound, a benzyl dimethyl ketal compound, an ⁇ -hydroxyketone compound, an ⁇ -aminoketone compound, an acylphosphine compound, a phosphine oxide compound, a metallocene compound, an oxime compound, a hexaarylbiimidazole compound, an onium compound, a benzothiazole compound, a benzophenone compound, an acetophenone compound, a cyclopentadiene-benzene-iron complex, a halomethyloxadiazole compound, or a 3-aryl substituted coumarin compound, more preferably a compound selected from an oxime compound, an ⁇ -hydroxyketone compound, an ⁇ -aminoketone compound, and an acylphosphine compound, and even more preferably an oxime compound.
• the oxime compound is preferably a compound having a maximum absorption wavelength in the wavelength range of 350 to 500 nm, more preferably a compound having a maximum absorption wavelength in the wavelength range of 360 to 480 nm.
• the molar absorption coefficient of the oxime compound at a wavelength of 365 nm or 405 nm is preferably high, more preferably 1000 to 300,000, even more preferably 2000 to 300,000, and particularly preferably 5000 to 200,000.
• the molar absorption coefficient of the compound can be measured using a known method. For example, it is preferable to measure using a spectrophotometer (Varian Cary-5 spectrophotometer) at a concentration of 0.01 g/L using ethyl acetate as a solvent.
• a bifunctional or trifunctional or higher functional photoradical polymerization initiator may be used as the photopolymerization initiator.
• a photoradical polymerization initiator two or more radicals are generated from one molecule of the photoradical polymerization initiator, so good sensitivity can be obtained.
• crystallinity is reduced and solubility in solvents is improved, making it less likely to precipitate over time, and the stability over time of the coloring composition can be improved.
• Specific examples of bifunctional or trifunctional or higher functional photoradical polymerization initiators include the compounds described in paragraph 0148 of WO 2022/065215.
• the coloring composition of the present invention may contain a pigment derivative.
• the pigment derivative is used, for example, as a dispersing aid for the pigment.
• the dispersing aid is a material for increasing the dispersibility of the pigment in the coloring composition.
• Examples of the acid group contained in the pigment derivative include a carboxy group, a sulfo group, a phosphate group, a boronic acid group, an imidic acid group, and salts thereof.
• Examples of the atoms or atomic groups constituting the salt include alkali metal ions (Li + , Na + , K +, etc.), alkaline earth metal ions (Ca2 + , Mg2 + , etc.), ammonium ions, imidazolium ions, pyridinium ions, phosphonium ions, etc.
• the substituent is preferably a halogen atom, more preferably a fluorine atom.
• R X1 to R X4 each independently represent an alkyl group containing a fluorine atom or an aryl group containing a fluorine atom, more preferably an alkyl group containing a fluorine atom.
• the number of carbon atoms in the alkyl group containing a fluorine atom is preferably 1 to 10, more preferably 1 to 5, and still more preferably 1 to 3.
• the number of carbon atoms in the aryl group containing a fluorine atom is preferably 6 to 20, more preferably 6 to 12, and still more preferably 6.
• Basic groups contained in pigment derivatives include amino groups, pyridinyl groups and their salts, salts of ammonium groups, and phthalimidomethyl groups.
• Atoms or atomic groups that constitute the salts include hydroxide ions, halogen ions, carboxylate ions, sulfonate ions, and phenoxide ions.
• amino group examples include a group represented by --NR.sub.x11R.sub.x12 and a cyclic amino group.
• the number of carbon atoms of the aryl group is preferably 6 to 30, more preferably 6 to 20, and even more preferably 6 to 12.
• the aryl group may have a substituent. Examples of the substituent include the groups explained in the above-mentioned substituent T.
• Cyclic amino groups include pyrrolidine groups, piperidine groups, piperazine groups, and morpholine groups. These groups may further have a substituent.
• the pigment derivative may be a pigment derivative having excellent visible transparency (hereinafter, also referred to as a transparent pigment derivative).
• the maximum molar absorption coefficient ( ⁇ max) of the transparent pigment derivative in the wavelength region of 400 to 700 nm is preferably 3000 L mol -1 cm -1 or less, more preferably 1000 L mol -1 cm -1 or less, and even more preferably 100 L mol- 1 cm -1 or less.
• the lower limit of ⁇ max is, for example, 1 L mol -1 cm -1 or more, and may be 10 L mol -1 cm -1 or more.
• pigment derivatives include the compounds described in the Examples below, the compounds described in paragraph 0124 of WO 2022/085485, the benzimidazolone compounds or salts thereof described in JP 2018-168244 A, and the compounds having an isoindoline skeleton described in general formula (1) of Japanese Patent No. 6996282.
• the content of the pigment derivative is preferably 1 to 30 parts by mass, and more preferably 3 to 20 parts by mass, relative to 100 parts by mass of the pigment.
• the total content of the pigment derivative and colorant is preferably 40% by mass or more, more preferably 50% by mass or more, and even more preferably 60% by mass or more, based on the total solid content of the coloring composition.
• the upper limit is preferably 80% by mass or less, and more preferably 70% by mass or less. Only one type of pigment derivative may be used, or two or more types may be used in combination.
• the coloring composition of the present invention may also contain a polyalkyleneimine.
• the polyalkyleneimine is used, for example, as a dispersing aid for pigments.
• the polyalkyleneimine is a polymer obtained by ring-opening polymerization of an alkyleneimine.
• the polyalkyleneimine is preferably a polymer having a branched structure containing a primary amino group, a secondary amino group, and a tertiary amino group.
• the number of carbon atoms in the alkyleneimine is preferably 2 to 6, more preferably 2 to 4, even more preferably 2 or 3, and particularly preferably 2.
• the molecular weight of the polyalkyleneimine is preferably 200 or more, more preferably 250 or more.
• the upper limit is preferably 100,000 or less, more preferably 50,000 or less, even more preferably 10,000 or less, and particularly preferably 2,000 or less.
• the molecular weight of the polyalkyleneimine is the value calculated from the structural formula.
• the molecular weight of the specific amine compound cannot be calculated from the structural formula or is difficult to calculate, the number average molecular weight value measured by the boiling point elevation method is used.
• the amine value of the polyalkyleneimine is preferably 5 mmol/g or more, more preferably 10 mmol/g or more, and even more preferably 15 mmol/g or more.
• the content of polyalkyleneimine in the total solid content of the coloring composition is preferably 0.1 to 5 mass%.
• the lower limit is preferably 0.2 mass% or more, more preferably 0.5 mass% or more, and even more preferably 1 mass% or more.
• the upper limit is preferably 4.5 mass% or less, more preferably 4 mass% or less, and even more preferably 3 mass% or less.
• the content of polyalkyleneimine is preferably 0.5 to 20 mass parts per 100 mass parts of pigment.
• the lower limit is preferably 0.6 mass% or more, more preferably 1 mass% or more, and even more preferably 2 mass% or more.
• the upper limit is preferably 10 mass% or less, and even more preferably 8 mass% or less. Only one type of polyalkyleneimine may be used, or two or more types may be used. When two or more types are used, the total amount thereof is preferably within the above range.
• Examples of the ethylene glycol monomethyl ether acetate include 3-methoxy-N,N-dimethylpropanamide, 3-butoxy-N,N-dimethylpropanamide, propylene glycol diacetate, 3-methoxybutanol, methyl ethyl ketone, gamma butyrolactone, sulfolane, anisole, 1,4-diacetoxybutane, diethylene glycol monoethyl ether acetate, butane-1,3-diyl diacetate, dipropylene glycol methyl ether acetate, diacetone alcohol (also known as diacetone alcohol and 4-hydroxy-4-methyl-2-pentanone), 2-methoxypropyl acetate, 2-methoxy-1-propanol, and isopropyl alcohol.
• diacetone alcohol also known as diacetone alcohol and 4-hydroxy-4-methyl-2-pentanone
• 2-methoxypropyl acetate 2-methoxy-1-propanol,
• the metal content of the organic solvent is preferably low.
• the metal content of the organic solvent is preferably, for example, 10 parts per billion (ppb) by mass or less. If necessary, organic solvents at the ppt (parts per trillion) by mass level may be used, and such organic solvents are provided, for example, by Toyo Gosei Co., Ltd. (The Chemical Daily, November 13, 2015).
• Methods for removing impurities such as metals from organic solvents include, for example, distillation (molecular distillation, thin-film distillation, etc.) and filtration using a filter.
• the filter used for filtration preferably has a pore size of 10 ⁇ m or less, more preferably 5 ⁇ m or less, and even more preferably 3 ⁇ m or less.
• the filter material is preferably polytetrafluoroethylene, polyethylene, or nylon.
• the content of the solvent in the coloring composition is preferably 10 to 95% by mass, more preferably 20 to 90% by mass, and even more preferably 30 to 90% by mass.
• the content of the polymerization inhibitor in the total solid content of the coloring composition is preferably 0.0001 to 5% by mass.
• the polymerization inhibitor may be one type or two or more types. In the case of two or more types, the total amount is preferably within the above range.
• the silane coupling agent is preferably a compound having an alkoxysilyl group.
• functional groups other than the hydrolyzable group include a vinyl group, a (meth)allyl group, a (meth)acryloyl group, a mercapto group, an epoxy group, an oxetanyl group, an amino group, a ureido group, a sulfide group, an isocyanate group, and a phenyl group, and an amino group, a (meth)acryloyl group, and an epoxy group are preferable.
• Specific examples of the silane coupling agent include the compounds described in paragraph 0177 of International Publication No.
• the coloring composition of the present invention may contain a surfactant.
• a surfactant various surfactants such as a fluorine-based surfactant, a nonionic surfactant, a cationic surfactant, an anionic surfactant, and a silicone-based surfactant may be used.
• the surfactant is preferably a silicone-based surfactant or a fluorine-based surfactant, and more preferably a silicone-based surfactant.
• the content of the surfactant in the total solid content of the coloring composition is preferably 0.001% by mass to 5.0% by mass, and more preferably 0.005% by mass to 3.0% by mass.
• the surfactant may be one type or two or more types. When two or more types are used, it is preferable that the total amount is within the above range.
• antioxidants include, for example, Adeka STAB AO-20, Adeka STAB AO-30, Adeka STAB AO-40, Adeka STAB AO-50, Adeka STAB AO-50F, Adeka STAB AO-60, Adeka STAB AO-60G, Adeka STAB AO-80, and Adeka STAB AO-330 (manufactured by ADEKA Corporation).
• the antioxidant may be a compound described in paragraphs 0023 to 0048 of Japanese Patent No. 6268967, a compound described in International Publication No. WO 2017/006600, a compound described in International Publication No. WO 2017/164024, or a compound described in Korean Patent Publication No. 10-2019-0059371.
• the content of the antioxidant in the total solid content of the coloring composition is preferably 0.01 to 20 mass%, more preferably 0.3 to 15 mass%. Only one type of antioxidant may be used, or two or more types may be used. When two or more types are used, it is preferable that the total amount is in the above range.
• the coloring composition of the present invention may contain, as necessary, a sensitizer, a plasticizer, and other auxiliaries (for example, conductive particles, fillers, defoamers, flame retardants, leveling agents, peeling promoters, fragrances, surface tension regulators, chain transfer agents, etc.).
• auxiliaries for example, conductive particles, fillers, defoamers, flame retardants, leveling agents, peeling promoters, fragrances, surface tension regulators, chain transfer agents, etc.
• the coloring composition of the present invention is substantially free of terephthalic acid esters.
• substantially free means that the content of terephthalic acid esters in the total amount of the coloring composition is 1000 ppb by mass or less, more preferably 100 ppb by mass or less, and particularly preferably zero.
• the coloring composition of the present invention preferably has a melamine content of 10,000 ppm by mass or less.
• the coloring composition of the present invention preferably has a free metal content of 100 ppm or less, more preferably 50 ppm or less.
• the free halogen content is preferably 100 ppm or less, more preferably 50 ppm or less.
• Methods for reducing free metals and halogens in the coloring composition include washing with ion-exchanged water, filtration, ultrafiltration, and purification with ion-exchange resins.
• the coloring composition of the present invention may be substantially free of perfluoroalkylsulfonic acid and its salts, and perfluoroalkylcarboxylic acid and its salts.
• a coloring composition that is substantially free of perfluoroalkylsulfonic acid and its salt, and perfluoroalkylcarboxylic acid and its salt may be selected.
• the water content of the coloring composition of the present invention is usually 3% by mass or less, preferably 0.01 to 1.5% by mass, and more preferably in the range of 0.1 to 1.0% by mass.
• the water content can be measured by the Karl Fischer method.
• the coloring composition of the present invention can be used with its viscosity adjusted for the purpose of adjusting the film surface state (flatness, etc.) and film thickness.
• the viscosity value can be appropriately selected as needed, but for example, it is preferably 0.3 mPa ⁇ s to 50 mPa ⁇ s at 25°C, and more preferably 0.5 mPa ⁇ s to 20 mPa ⁇ s.
• the viscosity can be measured, for example, using a cone-plate type viscometer with the temperature adjusted to 25°C.
• the container for storing the coloring composition is not particularly limited, and a known container can be used.
• the container described in paragraph 0187 of WO 2022/085485 can be used as the container.
• the coloring composition of the present invention can be prepared by mixing the above-mentioned components.
• all the components may be simultaneously dissolved and/or dispersed in a solvent to prepare the coloring composition, or, if necessary, each component may be appropriately prepared as two or more solutions or dispersions, which are mixed at the time of use (at the time of application) to prepare the coloring composition.
• the preparation of the coloring composition includes a process for dispersing the pigment.
• mechanical forces used to disperse the pigment include compression, squeezing, impact, shear, and cavitation.
• Specific examples of these processes include bead mills, sand mills, roll mills, ball mills, paint shakers, microfluidizers, high-speed impellers, sand grinders, flow jet mixers, high-pressure wet atomization, and ultrasonic dispersion.
• a sand mill bead mill
• the process and dispersing machine for dispersing the pigment can be suitably used as described in "Dispersion Technology Encyclopedia, published by Joho Kika Co., Ltd., July 15, 2005” or "Dispersion Technology and Industrial Applications Focused on Suspension (Solid/Liquid Dispersion System) - Comprehensive Data Collection, published by Management Development Center Publishing Department, October 10, 1978", and in paragraph 0022 of JP2015-157893A.
• a salt milling process may be performed to refine the particles.
• the descriptions in, for example, JP2015-194521A and JP2012-046629A can be referred to.
• the coloring composition When preparing the coloring composition, it is preferable to filter the coloring composition with a filter for the purpose of removing foreign matter and reducing defects.
• filters and filtration methods used for filtration include the filters and filtration methods described in paragraphs 0196 to 0199 of WO 2022/085485.
• the film of the present invention is obtained from the coloring composition of the present invention described above.
• the film of the present invention can be used for optical filters such as color filters and infrared transmission filters.
• the thickness of the film of the present invention can be adjusted appropriately depending on the purpose.
• the thickness is preferably 1.3 ⁇ m or less, more preferably 1 ⁇ m or less, and even more preferably 0.8 ⁇ m or less.
• the lower limit of the film thickness is preferably 0.1 ⁇ m or more, more preferably 0.2 ⁇ m or more, and even more preferably 0.3 ⁇ m or more.
• the film of the present invention When the film of the present invention is used as a color filter, the film of the present invention preferably has a transmittance for light with a wavelength of 400 nm in the thickness direction of the film of 45% or more, more preferably 50% or more, and even more preferably 55% or more.
• the transmittance of the film with respect to light having a wavelength of 450 nm is preferably 70% or more, more preferably 75% or more, and even more preferably 80% or more.
• the minimum transmittance of the film for light having a wavelength of 400 to 500 nm is preferably 30% or more, more preferably 35% or more, and even more preferably 40% or more.
• the maximum transmittance of the film for light having a wavelength of 550 to 700 nm is preferably 10% or less, more preferably 5% or less, and even more preferably 3% or less.
• a film having such spectral characteristics can be preferably used as a blue pixel of a color filter.
• the film of the present invention has, for example, any one of the following spectral characteristics (1) to (4).
• a film having such spectral characteristics can block light in the wavelength range of 400 to 640 nm and transmit light with a wavelength of more than 700 nm.
• a film having such spectral characteristics can block light having a wavelength of 400 to 750 nm and transmit light having a wavelength of more than 850 nm.
• a film having such spectral characteristics can block light having a wavelength of 400 to 830 nm and transmit light having a wavelength of more than 940 nm.
• a film having such spectral characteristics can block light having a wavelength of 400 to 950 nm and transmit light having a wavelength of more than 1040 nm.
• the method for manufacturing a pixel preferably includes a step of forming a coloring composition layer on a support using the coloring composition of the present invention, a step of exposing the coloring composition layer in a pattern, and a step of developing and removing the unexposed part of the coloring composition layer to form a pattern (pixel). If necessary, a step of baking the coloring composition layer (pre-baking step) and a step of baking the developed pattern (pixel) (post-baking step) may be provided.
• the coloring composition layer is formed on a support using the coloring composition of the present invention.
• the support is not particularly limited and can be appropriately selected depending on the application.
• a glass substrate, a silicon substrate, etc. can be mentioned, and a silicon substrate is preferable.
• a charge-coupled device (CCD), a complementary metal oxide semiconductor (CMOS), a transparent conductive film, etc. may be formed on the silicon substrate.
• CMOS complementary metal oxide semiconductor
• a black matrix that isolates each pixel may be formed on the silicon substrate.
• a base layer may be provided on the silicon substrate to improve adhesion with the upper layer, prevent diffusion of substances, or flatten the substrate surface.
• the surface contact angle of the base layer is preferably 20 to 70° when measured with diiodomethane. It is also preferable that the surface contact angle is 30 to 80° when measured with water.
• a known method can be used to apply the coloring composition.
• the application method described in paragraph 0207 of WO 2022/085485 can be used.
• the colored composition layer formed on the support may be dried (prebaked).
• prebaking may not be performed.
• the prebaking temperature is preferably 150°C or less, more preferably 120°C or less, and even more preferably 110°C or less.
• the lower limit can be, for example, 50°C or more, and can also be 80°C or more.
• the prebaking time is preferably 10 to 300 seconds, more preferably 40 to 250 seconds, and even more preferably 80 to 220 seconds. Prebaking can be performed using a hot plate, an oven, etc.
• the colored composition layer is exposed to light in a pattern (exposure step).
• the colored composition layer can be exposed to light in a pattern by using a stepper exposure machine or a scanner exposure machine through a mask having a predetermined mask pattern. This allows the exposed parts to be cured.
• Radiation (light) that can be used for exposure includes g-rays and i-rays.
• Light with a wavelength of 300 nm or less (preferably light with a wavelength of 180 to 300 nm) can also be used.
• Examples of light with a wavelength of 300 nm or less include KrF rays (wavelength 248 nm) and ArF rays (wavelength 193 nm), with KrF rays (wavelength 248 nm) being preferred.
• Long-wave light sources of 300 nm or more can also be used.
• As light sources electrodeless ultraviolet lamp systems and hybrid curing of ultraviolet and infrared rays can be used.
• Pulse exposure is an exposure method in which light is applied and paused repeatedly in short cycles (e.g., milliseconds or less).
• the irradiation amount is, for example, preferably 0.03 to 2.5 J/cm 2 , more preferably 0.05 to 1.0 J/cm 2.
• the oxygen concentration during exposure can be appropriately selected, and in addition to being performed under air, for example, exposure may be performed under a low-oxygen atmosphere with an oxygen concentration of 19 volume% or less (e.g., 15 volume%, 5 volume%, or substantially oxygen-free), or exposure may be performed under a high-oxygen atmosphere with an oxygen concentration of more than 21 volume% (e.g., 22 volume%, 30 volume%, or 50 volume%).
• the exposure illuminance can be appropriately set, and can usually be selected from the range of 1000 W/m 2 to 100,000 W/m 2 (e.g., 5,000 W/m 2 , 15,000 W/m 2 , or 35,000 W/m 2 ).
• the oxygen concentration and exposure illuminance may be appropriately combined.
• the oxygen concentration can be 10% by volume and the illuminance can be 10,000 W/m 2
• the oxygen concentration can be 35% by volume and the illuminance can be 20,000 W/m 2 .
• the unexposed parts of the coloring composition layer are developed and removed to form a pattern (pixels).
• the unexposed parts of the coloring composition layer can be developed and removed using a developer.
• the coloring composition layer in the unexposed parts in the exposure step dissolves into the developer, and only the photocured parts remain.
• the temperature of the developer is preferably, for example, 20 to 30°C.
• the development time is preferably 20 to 180 seconds.
• the process of shaking off the developer every 60 seconds and then supplying new developer may be repeated several times.
• the developer may be an organic solvent or an alkaline developer, with an alkaline developer being preferred.
• the developer and the washing (rinsing) method after development may be as described in paragraph 0214 of WO 2022/085485.
• Additional exposure processing and post-baking are curing processing after development to complete curing.
• the heating temperature in post-baking is, for example, preferably 100 to 300°C, more preferably 200 to 270°C.
• Post-baking can be performed continuously or batchwise using a heating means such as a hot plate, a convection oven (hot air circulation dryer), or a high-frequency heater to achieve the above conditions for the developed film.
• a heating means such as a hot plate, a convection oven (hot air circulation dryer), or a high-frequency heater to achieve the above conditions for the developed film.
• the light used for exposure has a wavelength of 400 nm or less.
• additional exposure processing may be performed by the method described in Korean Patent Publication No. 10-2017-0122130.
• the optical filter of the present invention has the above-mentioned film of the present invention.
• the types of optical filters include color filters and infrared transmission filters, and the color filter is preferable.
• the color filter preferably has the film of the present invention as a color pixel of the color filter.
• the optical filter may have a protective layer on the surface of the film of the present invention.
• a protective layer By providing a protective layer, various functions such as oxygen blocking, low reflection, hydrophilicity/hydrophobicity, and shielding of light of a specific wavelength (ultraviolet rays, infrared rays, etc.) can be imparted.
• the thickness of the protective layer is preferably 0.01 to 10 ⁇ m, more preferably 0.1 to 5 ⁇ m.
• Methods for forming the protective layer include a method of forming the protective layer by applying a resin composition dissolved in an organic solvent, a chemical vapor deposition method, and a method of attaching a molded resin with an adhesive.
• the components constituting the protective layer include (meth)acrylic resin, ene-thiol resin, polycarbonate resin, polyether resin, polyarylate resin, polysulfone resin, polyethersulfone resin, polyphenylene resin, polyarylene ether phosphine oxide resin, polyimide resin, polyamideimide resin, polyolefin resin, cyclic olefin resin, polyester resin, styrene resin, polyol resin, polyvinylidene chloride resin, melamine resin, urethane resin, aramid resin, polyamide resin, alkyd resin, epoxy resin, modified silicone resin, fluorine resin, polycarbonate resin, polyacrylonitrile resin, cellulose resin, Si, C, W, Al 2 O 3 , Mo, SiO 2 , Si 2 N 4, etc., and may contain two or more of these components.
• the protective layer in the case of a protective layer intended for blocking oxygen, preferably contains a polyol resin, SiO 2 , and Si 2 N 4 .
• the protective layer in the case of a protective layer intended to reduce reflection, preferably contains a (meth)acrylic resin and a fluorine resin.
• a protective layer by applying a resin composition When forming a protective layer by applying a resin composition, known methods such as spin coating, casting, screen printing, and inkjet can be used as a method for applying the resin composition.
• Known organic solvents e.g., propylene glycol 1-monomethyl ether 2-acetate, cyclopentanone, ethyl lactate, etc.
• known chemical vapor deposition methods thermal chemical vapor deposition, plasma chemical vapor deposition, photochemical vapor deposition
• the protective layer may contain additives such as organic or inorganic fine particles, absorbents for light of specific wavelengths (e.g., ultraviolet light, infrared light, etc.), refractive index adjusters, antioxidants, adhesion agents, and surfactants, as necessary.
• organic or inorganic fine particles include polymer fine particles (e.g., silicone resin fine particles, polystyrene fine particles, melamine resin fine particles), titanium oxide, zinc oxide, zirconium oxide, indium oxide, aluminum oxide, titanium nitride, titanium oxynitride, magnesium fluoride, hollow silica, silica, calcium carbonate, and barium sulfate.
• Known absorbents can be used as absorbents for light of specific wavelengths.
• the content of these additives can be adjusted as appropriate, but is preferably 0.1 to 70% by mass, and more preferably 1 to 60% by mass, based on the total mass of the protective layer.
• the protective layer may be the one described in paragraphs 0073 to 0092 of JP2017-151176A.
• the optical filter may have a structure in which each pixel is embedded in a space partitioned by partitions, for example in a grid pattern.
• the solid-state imaging device of the present invention has the above-mentioned film of the present invention.
• the configuration of the solid-state imaging device is not particularly limited as long as it has the film of the present invention and functions as a solid-state imaging device, and examples thereof include the following configurations.
• the substrate has a plurality of photodiodes constituting the light receiving area of a solid-state imaging element (such as a CCD (charge-coupled device) image sensor or a CMOS (complementary metal-oxide semiconductor) image sensor) and a transfer electrode made of polysilicon or the like, a light-shielding film on the photodiodes and the transfer electrode with only the light receiving portion of the photodiode open, a device protection film made of silicon nitride or the like formed on the light-shielding film so as to cover the entire light-shielding film and the light receiving portion of the photodiode, and a color filter on the device protection film.
• a solid-state imaging element such as a CCD (charge-coupled device) image sensor or a CMOS (complementary metal-oxide semiconductor) image sensor
• a transfer electrode made of polysilicon or the like
• the device protection film may have a light-collecting means (e.g., a microlens, etc.; the same applies below) on the device protection film and below the color filter (the side closer to the substrate), or a light-collecting means on the color filter.
• the color filter may have a structure in which each colored pixel is embedded in a space partitioned by partitions, for example in a lattice shape. In this case, it is preferable that the partitions have a lower refractive index than each colored pixel. Examples of imaging devices having such a structure include those described in JP 2012-227478 A, JP 2014-179577 A, and WO 2018/043654 A.
• an ultraviolet absorbing layer may be provided in the structure of the solid-state imaging element to improve light resistance.
• the imaging device equipped with the solid-state imaging element of the present invention can be used for digital cameras, electronic devices with imaging functions (such as mobile phones), as well as in-vehicle cameras and surveillance cameras.
• the image display device of the present invention has the above-mentioned film of the present invention.
• Examples of the image display device include liquid crystal display devices and organic electroluminescence display devices.
• the definition of the image display device and details of each image display device are described, for example, in "Electronic Display Devices” (written by Akio Sasaki, published by Kogyo Chosakai Co., Ltd. in 1990) and “Display Devices” (written by Junsho Ibuki, published by Sangyo Tosho Co., Ltd. in 1989).
• the liquid crystal display device is described, for example, in “Next Generation Liquid Crystal Display Technology” (edited by Tatsuo Uchida, published by Kogyo Chosakai Co., Ltd. in 1994).
• There is no particular limitation on the liquid crystal display device to which the present invention can be applied and the present invention can be applied to various types of liquid crystal display devices described in the above "Next Generation Liquid Crystal Display Technology".
• Me represents a methyl group
• Et represents an ethyl group
• iPr represents an isopropyl group
• Pc001-Zn to Pc017-Zn and Pc001-Co to Pc017-Co are compounds having the structures shown below.
• M represents a zinc atom (Zn) or a cobalt atom (Co). Therefore, Pc001-Zn to Pc017-Zn are compounds in which M in Pc001-M to Pc017-M shown below is a zinc atom (Zn), and Pc001-Co to Pc017-Co are compounds in which M in Pc001-M to Pc017-M shown below is a cobalt atom (Co).
• Pc001-Zn to Pc017-Zn and Pc001-Co to Pc017-Co are all blue pigments, and when the absorption intensity in the wavelength range of 400 to 700 nm was normalized by the absorption intensity at the maximum absorption wavelength in the wavelength range of 550 to 700 nm, the absorption intensity at a wavelength of 400 nm was less than 0.3.
• the cooled reaction solution was discharged into a mixed liquid of 10,000 parts by mass of methanol and 2,500 parts by mass of water, and the precipitated solid (polymer) was filtered out, and the filtered solid was washed twice with 500 parts by mass of water.
• the solid after washing was blown and dried at 50°C for 18 hours to obtain a resin B-1 having the following structure.
• the resin B-1 obtained by the above procedure was added to propylene glycol monomethyl ether acetate (hereinafter abbreviated as "PGMEA”) to produce a resin solution (B-1) so that the final resin solution had a resin concentration (solids concentration) of 30%.
• PGMEA propylene glycol monomethyl ether acetate
• glycidyl methacrylate 50.9 parts by mass of glycidyl methacrylate, 0.4 parts by mass of 2,2'-methylenebis(4-methyl-6-t-butylphenol) (hereinafter referred to as "MBMTB”), and 0.8 parts by mass of triethylamine (hereinafter referred to as "TEA”) were charged into the reaction vessel, and the reaction was allowed to proceed at 110°C for 3 hours. After confirming the end of the reaction by measuring the acid value of the reaction solution, 155 parts by mass of DMDG was added to the reaction solution and cooled to room temperature.
• MMTB 2,2'-methylenebis(4-methyl-6-t-butylphenol)
• TAA triethylamine
• Resin B-2 having the following structure:
• the resin B-2 obtained by the above procedure was added to PGMEA to produce a resin solution (B-2) with a resin concentration (solids concentration) of 30% in the final resin solution.
• Resin B-3 having the following structure.
• the resin B-3 obtained by the above procedure was added to PGMEA to produce a resin solution (B-3) with a resin concentration (solids concentration) of 30% in the final resin solution.
• the flask was purged with air, and 35.0 parts by mass of 2-methacryloyloxyethyl isocyanate and 0.1 parts by mass of hydroquinone were charged and reacted at 70°C for 4 hours (third step).
• the reaction solution was cooled to obtain resin B-4 having the following structure.
• either *1 or *2 is bonded to *5 or *6 to form a polyester main chain, and the other is bonded to *3 or *4 to form a polyester main chain.
• Either *3 or *4 is bonded to *1 or *2 to form a polyester main chain, and the other is bonded to an OH group to form a carboxylic acid.
• Either *5 or *6 is bonded to *1 or *2 to form a polyester main chain, and the other is bonded to an OH group to form a carboxylic acid.
• Resin B-4 obtained by the above procedure was added to PGMEA to produce a resin solution (B-4) so that the resin concentration (solid content concentration) of the final resin solution was 30%.
• the obtained kneaded composition was put into 3000 parts by mass of warm water, stirred for 1 hour to form a slurry, filtered and washed with water repeatedly to remove sodium chloride and diethylene glycol, and then dried at 80°C for one day and night to obtain a finely divided pigment (PV23M).
• the average primary particle diameter of the finely divided pigment (PV23M) was 20 to 30 nm.
• the average primary particle diameter of the pigment was determined by determining the projected area of the primary particles of the pigment using a transmission electron microscope, calculating the corresponding circle equivalent diameter as the primary particle diameter, and calculating the arithmetic average value of the primary particle diameters of 400 primary particles of the pigment.
• XAN-1 Compound having the following structure (xanthene dye, weight average molecular weight 21,000)
• XAN-2 Compound having the following structure (xanthene dye, weight average molecular weight 11,000)
• XAN-3 Compound having the following structure (xanthene dye)
• PM-1 Compound having the following structure (pyrromethene dye)
• M-1 ARONIX M-305 (manufactured by Toagosei Co., Ltd., a mixture of pentaerythritol triacrylate and pentaerythritol tetraacrylate. The content of pentaerythritol triacrylate is 55% by mass to 63% by mass.)
• M-2 KAYARAD RP-1040 (manufactured by Nippon Kayaku Co., Ltd., ethylene oxide modified pentaerythritol tetraacrylate)
• M-3 Aronix M-510 (manufactured by Toagosei Co., Ltd., polybasic acid modified acrylic oligomer)
• U-1 Uvinul3050 (manufactured by BASF)
• ⁇ Storage stability evaluation> The viscosity of the colored composition obtained above was measured using "RE-85L” manufactured by Toki Sangyo Co., Ltd., and the colored composition was left to stand at 45°C for 3 days, and then the viscosity was measured again.
• the storage stability was evaluated according to the following evaluation criteria from the viscosity difference ( ⁇ Vis) before and after standing. It can be said that the smaller the viscosity difference ( ⁇ Vis) value, the better the storage stability.
• the viscosity of the colored composition was measured in a state where the temperature was adjusted to 25°C.
• the evaluation criteria were as follows, and the evaluation results are shown in the table below.
• ⁇ Vis is 0.5 mPa ⁇ s or less
• the obtained composition layer was exposed to light (KrF line) with a wavelength of 248 nm through a mask having a 0.5 ⁇ m square pattern using a KrF scanner exposure machine, at an illuminance of 35,000 W/m 2 and an exposure dose of 200 mJ/cm 2 .
• the silicon wafer on which the exposed coating film was formed was placed on the horizontal rotating table of a spin-shower developer (DW-30 type, manufactured by Chemitronics Co., Ltd.), and paddle development was performed for 60 seconds at 23°C using a 60% diluted solution of CD-2000 (manufactured by Fujifilm Electronic Materials Co., Ltd.) to form a colored pattern on the silicon wafer.
• the silicon wafer on which the colored pattern was formed was fixed to the horizontal rotating table by a vacuum chuck method, and while rotating the silicon wafer at a rotation speed of 50 rpm by a rotating device, pure water was supplied from a spray nozzle in the form of a shower from above the center of rotation to perform a rinsing treatment, and then spray-dried. Furthermore, a heat treatment (post-bake) was performed for 300 seconds using a hot plate at 200°C to form a colored pattern (pixels). A cross section of the produced pixel was observed with a scanning electron microscope, the angle of the pixel sidewall with respect to the silicon wafer surface was measured, and the rectangularity was evaluated according to the following evaluation criteria.
• AA Pixel sidewall angle is 80° or more and less than 100°.
• A Pixel sidewall angle is 75° or more and less than 80°, or 100° or more and less than 105°.
• B Pixel sidewall angle is 70° or more and less than 75°, or 105° or more and less than 110°.
• C Pixel sidewall angle is less than 70°, or 110° or more.
• Each colored composition was applied onto a glass substrate by spin coating so that the film thickness after post-baking was 0.5 ⁇ m. Then, the substrate was heated at 100° C. for 2 minutes using a hot plate. Next, the obtained composition layer was exposed to light (KrF line) having a wavelength of 248 nm at an illuminance of 35,000 W/m 2 and an exposure dose of 200 mJ/cm 2 using a KrF scanner exposure machine. Next, the substrate was heated (post-baked) for 300 seconds using a hot plate at 200° C. to form a film. The transmittance of the obtained film at wavelengths of 400 to 700 nm was measured using a spectrophotometer (U-4100, manufactured by Hitachi High-Technologies Corporation).
• the examples had good shielding properties for wavelengths between 600 and 700 nm and excellent spectral characteristics.
• films with thicknesses of 0.45 ⁇ m and 0.4 ⁇ m were prepared by adjusting the rotation speed of the spin coater, and the rectangularity and spectral characteristics were evaluated as described above. The evaluation results were similar to those for a film thickness of 0.5 ⁇ m.
• the colored composition of Example 1 was exposed to i-rays at an illuminance of 1000 W/m 2 and an exposure dose of 1000 mJ/cm 2 to evaluate rectangularity. The same evaluation results as those obtained when the colored composition was exposed to KrF radiation were obtained.
• the films formed from the colored compositions of the examples can be suitably used in optical filters, solid-state imaging devices, and image display devices.

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