# US 11,112,693 B2 · Curable coloring composition, color filter, solid-state imaging device, image display device, and method for producing cured film > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 11,112,693 B2 - Document ID: US11112693B2 - Status: Granted - Kind: B2 - Application number: 16/058,441 - Filed: 2018-08-08 - Published: 2018-12-06 - Granted: 2021-09-07 - Earliest claimed: 2016-02-15 - Assignees: FUJIFILM Corporation - Applicants: FUJIFILM Corporation - Inventors: Yoshinori Taguchi; Naotsugu Muro; Yousuke Murakami; Seongmu Bak; Akiko Yoshii - Web page: https://patentgrep.com/patent/US11112693B2 ## CPC - G03F 7/0007: {Filters, e.g. additive colour filters; Components for display devices} - C08F 2/50: with sensitising agents - C08G 59/3218: {Carbocyclic compounds} - C08G 59/686: {containing nitrogen} - C08K 5/0041: {Optical brightening agents, organic pigments} - C08K 5/0091: {Complexes with metal-heteroatom-bonds} - C08K 5/23: Azo-compounds - C08K 5/3417: condensed with carbocyclic rings - C08K 5/3447: condensed with carbocyclic rings - C08L 101/00: Compositions of unspecified macromolecular compounds - C09B 47/04: Phthalocyanines {abbreviation: Pc} - C09B 69/108: {containing a phthalocyanine dye} - G02B 1/04: made of organic materials, e.g. plastics (G02B1/08 takes precedence) - G02B 5/20: Filters (polarising elements G02B5/30) - G03F 7/027: Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds (G03F7/075 takes precedence) - G03F 7/038: Macromolecular compounds which are rendered insoluble or differentially wettable (G03F7/075 takes precedence; macromolecular azides G03F7/012; macromolecular diazonium compounds G03F7/021) - G03F 7/105: having substances, e.g. indicators, for forming visible images - G03F 7/162: {Coating on a rotating support, e.g. using a whirler or a spinner} - G03F 7/168: {Finishing the coated layer, e.g. drying, baking, soaking} - G03F 7/2004: {characterised by the use of a particular light source, e.g. fluorescent lamps or deep UV light} - G03F 7/2024: {of the already developed image} - G03F 7/322: {Aqueous alkaline compositions} - G03F 7/40: Treatment after imagewise removal, e.g. baking - C08F 220/343: {in the form of urethane links} - C08F 220/387: {and containing nitrogen and oxygen} - G02B 5/223: {containing organic substances, e.g. dyes, inks or pigments} - G02F 1/133514: {Colour filters} - H10K 39/32: Organic image sensors - H10K 59/38: comprising colour filters or colour changing media [CCM] - 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; (phototypographic composing devices B41B; photosensitive materials or processes for photographic purposes G03C; electrophotography, sensitive layers or processes therefor G03G) - C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS - C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS - C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09) - C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06) - C09B: ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES {, e.g. PIGMENTS}; MORDANTS; LAKES (fermentation or enzyme using processes to synthesise a desired chemical compound C12P) - G02B: OPTICAL ELEMENTS, SYSTEMS OR APPARATUS - G02F: OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS - H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES ## Abstract Provided are a curable coloring composition which is suitable for the production of a cured film in cyan color, having good moisture resistance, a color filter, an image sensor, and a method for producing a cured film. The curable coloring composition includes a coloring agent including a phthalocyanine pigment having Al as a central metal, a basic pigment derivative, and a curable compound, in which the coloring agent includes 80% by mass or more of the phthalocyanine pigments, and the content of the phthalocyanine pigment having Al as a central metal among the phthalocyanine pigments is 30% by mass or more. ## Claims ### Claim 1 A curable coloring composition comprising: a coloring agent including a phthalocyanine pigment having Al as a central metal; a basic pigment derivative; and a curable compound, wherein the coloring agent includes 80% by mass or more of the phthalocyanine pigments, the content of the phthalocyanine pigment having Al as a central metal among phthalocyanine pigments is 30% by mass or more, and the phthalocyanine pigment having Al as a central metal has a ligand including a phosphorus atom. ### Claim 2 (depends on 1) The curable coloring composition according to claim 1, wherein the content of the phthalocyanine pigment having Al as a central metal among the phthalocyanine pigments is 50% by mass or more. ### Claim 3 (depends on 1) The curable coloring composition according to claim 1, wherein the ligand including a phosphorus atom has a hydrophobic group. ### Claim 4 (depends on 1) The curable coloring composition according to claim 1, wherein the phthalocyanine pigment having Al as a central metal is represented by Formula (Pc-1), in the formula, L represents a ligand having one or more coordination sites for the Al atom, and n represents the number of coordination sites contained in L. ### Claim 5 (depends on 1) The curable coloring composition according to claim 1, wherein the coloring agent has a content of a yellow coloring agent of 5% by mass or less. ### Claim 6 (depends on 1) The curable coloring composition according to claim 1, wherein the basic pigment derivative has at least one selected from an azo-based skeleton and a benzoimidazolone-based skeleton. ### Claim 7 (depends on 1) The curable coloring composition according to claim 1, wherein the curable compound includes an epoxy compound, and the curable coloring composition further includes a curing aid. ### Claim 8 (depends on 1) The curable coloring composition according to claim 1, wherein the curable compound includes a radically polymerizable compound, and the curable coloring composition further includes a photopolymerization initiator A having a light absorption coefficient at 365 nm of 1.0×103 mL/gcm or more in methanol, and a photopolymerization initiator B having a light absorption coefficient at 365 nm of 1.0×102 mL/gcm or less and a light absorption coefficient at 254 nm of 1.0×103 mL/gcm or more in methanol. ### Claim 9 (depends on 1) The curable coloring composition according to claim 1, used for forming pixels in cyan color. ### Claim 10 (depends on 1) A color filter using the curable coloring composition according to claim 1. ### Claim 11 (depends on 10) A solid-state imaging device comprising the color filter according to claim 10. ### Claim 12 (depends on 11) The solid-state imaging device according to claim 11, further comprising an organic photoelectric conversion film. ### Claim 13 (depends on 10) An image display device comprising the color filter according to claim 10. ### Claim 14 (depends on 1) A method for producing a cured film, comprising: forming a curable coloring composition layer on a substrate, using the curable coloring composition according to claim 1; patternwise exposing the curable coloring composition layer; and removing an unexposed area by development to form a pattern, wherein the method for producing a cured film is carried out at a temperature of 180° C. or lower through all the steps. ### Claim 15 (depends on 14) The method for producing a cured film according to claim 14, further comprising performing exposure after formation of the pattern. ### Claim 16 (depends on 15) The method for producing a cured film according to claim 15, wherein a curable coloring composition including a radically polymerizable compound, a photopolymerization initiator A having a light absorption coefficient at 365 nm of 1.0×103 mL/gcm or more in methanol, and a photopolymerization initiator B having a light absorption coefficient at 365 nm in methanol of 1.0×102 mL/gcm or less and a light absorption coefficient at 254 nm of 1.0×103 mL/gcm or more in methanol is used as the curable coloring composition, and the exposure before formation of the pattern is performed with light at a wavelength of more than 350 nm and 380 nm or less, and the exposure after formation of the pattern is performed with light at a wavelength of 254 to 350 nm. ### Claim 17 (depends on 14) The method for producing a cured film according to claim 14, wherein the substrate is a substrate having an organic photoelectric conversion film. ### Claim 18 (depends on 1) The curable coloring composition according to claim 1, wherein the coloring agent includes, in addition to the aluminum-containing phthalocyanine pigment, at least one other phthalocyanine pigment. ### Claim 19 (depends on 1) The curable coloring composition according to claim 1, wherein the coloring composition includes an acidic resin and/or an amphoteric resin. ### Claim 20 (depends on 1) The curable coloring composition according to claim 1, wherein the coloring agent includes 90% by mass or more of phthalocyanine pigments. ### Claim 21 (depends on 1) The curable coloring composition according to claim 1, wherein the content of yellow coloring agent in the coloring agent is 1% by mass or less. ### Claim 22 (depends on 1) A pixel in cyan color formed from the coloring composition according to claim 1. ### Claim 23 A curable coloring composition comprising: a coloring agent including a phthalocyanine pigment having Al as a central metal; a basic pigment derivative; and a curable compound, wherein the coloring agent includes 80% by mass or more of phthalocyanine pigments, the content of the phthalocyanine pigment having Al as a central metal among phthalocyanine pigments is 30% by mass or more, and the phthalocyanine pigment having Al as a central metal is a compound represented by Formula (Pc): wherein in Formula (Pc), R1 to R16 each independently represents a hydrogen atom or a substituent, L represents a ligand having one or more coordination sites for the Al atom and having a hydrophobic group, and n represents the number of coordination sites contained in L. ### Claim 24 (depends on 23) The curable coloring composition according to claim 23, wherein the coloring agent includes, in addition to the aluminum-containing phthalocyanine pigment, at least one other phthalocyanine pigment.