# US 12,180,372 B2 · Resin composition, optical filter, image display device, solid-state imaging element, and colorant mixture > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 12,180,372 B2 - Document ID: US12180372B2 - Status: Granted - Kind: B2 - Application number: 17/318,240 - Filed: 2021-05-12 - Published: 2021-09-09 - Granted: 2024-12-31 - Earliest claimed: 2018-12-07 - Assignees: FUJIFILM Corporation - Applicants: FUJIFILM Corporation - Inventors: Daisuke Sasaki - Web page: https://patentgrep.com/patent/US12180372B2 ## CPC - C09B 57/007: {Squaraine dyes} - C08K 5/3445: Five-membered rings - C08L 101/00: Compositions of unspecified macromolecular compounds - C09B 67/0034: {Mixtures of two or more pigments or dyes of the same type} - C09B 67/009: {polymeric dispersing agent} - G02B 1/04: made of organic materials, e.g. plastics (G02B1/08 takes precedence) - G02B 5/20: Filters (polarising elements G02B5/30) - G02B 5/223: {containing organic substances, e.g. dyes, inks or pigments} - G02B 5/3008: {comprising dielectric particles, e.g. birefringent crystals embedded in a matrix} - 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) - 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) - G02B: OPTICAL ELEMENTS, SYSTEMS OR APPARATUS ## Abstract Provided are a resin composition including a colorant and a resin, in which the colorant contains two or more squarylium colorants represented by Formula (1) below, at least one of the squarylium colorants is a squarylium colorant having a hydrogen-bonding group, which is represented by Formula (2) below, and a colorant mixture consisting of the two or more squarylium colorants, which is included in the resin composition, has a maximum absorption wavelength in a wavelength range of 400 nm to 700 nm; an optical filter; a liquid crystal display device; a solid-state imaging element; and a colorant mixture. ## Claims ### Claim 1 A resin composition comprising: a colorant; and a resin, wherein the colorant contains two or more squarylium colorants represented by Formula (1), wherein at least one of the squarylium colorants is a squarylium colorant represented by Formula (2), wherein a colorant mixture consisting of the two or more squarylium colorants, which is included in the resin composition, has a maximum absorption wavelength in a wavelength range of 400 nm to 700 nm, in Formula (1), A and B represent an aryl group, a heterocyclic group, or —CH=G, where G represents a heterocyclic group, and in Formula (2), A1 represents a heterocyclic group having a hydrogen-bonding group which forms an intramolecular hydrogen bond, B represents an aryl group, a heterocyclic group, or —CH=G, where G represents a heterocyclic group, and a structure of the heterocyclic group of B and a structure of the heterocyclic group of A1 are different from each other, and wherein the content proportion of the squarylium colorant represented by Formula (2) in the total squarylium colorants represented by Formula (1) is 70% to 99.5% by mass. ### Claim 2 (depends on 1) The resin composition according to claim 1, wherein, in Formulae (1) and (2), the heterocyclic group of A and B and the heterocyclic group of A1 and G are groups consisting of any one of a furan ring, a thiophene ring, an imidazole ring, a pyrazole ring, a thiazole ring, an oxazole ring, a triazole ring, an indolenine ring, an indoline ring, a pyridine ring, a pyrimidine ring, a quinoline ring, a benzothiazole ring, a benzoxazole ring, or a pyrazolotriazole ring. ### Claim 3 (depends on 1) The resin composition according to claim 1, wherein at least one of the squarylium colorants represented by Formula (2) is a squarylium colorant represented by Formula (3), in Formula (3), B has the same meaning as B in Formula (1), R3 and R4 represent a hydrogen atom or a substituent, and a structure of the heterocyclic group of B is different from a structure of a pyrazole ring group. ### Claim 4 (depends on 1) The resin composition according to claim 1, wherein the resin is at least one resin of a cellulose acylate resin, a polystyrene resin, an acrylic resin, or a cycloolefin resin. ### Claim 5 (depends on 1) The resin composition according to claim 1, wherein any one of A or B in a squarylium colorant represented by Formula (1) has the same conjugated structure as any one of A or B in another squarylium colorant represented by Formula (1). ### Claim 6 (depends on 1) The resin composition according to claim 1, wherein, in Formula (1), A represents a heterocyclic group, or —CH=G, where G represents a heterocyclic group, and B represents an aryl group, a heterocyclic group, or —CH=G, where G represents a heterocyclic group. ### Claim 7 (depends on 1) An optical filter comprising: the resin composition according to claim 1. ### Claim 8 (depends on 7) A The optical filter according to claim 7, wherein the optical filter has a film form. ### Claim 9 (depends on 7) An image display device comprising: the optical filter according to claim 7. ### Claim 10 (depends on 7) A solid-state imaging element comprising: the optical filter according to claim 7. ### Claim 11 A colorant mixture comprising: two or more squarylium colorants represented by Formula (1), wherein at least one of the squarylium colorants is a squarylium colorant represented by Formula (2), wherein the colorant mixture has a maximum absorption wavelength in a wavelength range of 400 nm to 700 nm, in Formula (1), A and B represent an aryl group, a heterocyclic group, or —CH=G, where G represents a heterocyclic group, and in Formula (2), A1 represents a heterocyclic group having a hydrogen-bonding group which forms an intramolecular hydrogen bond, B represents an aryl group, a heterocyclic group, or —CH=G, where G represents a heterocyclic group, and a structure of the heterocyclic group of B and a structure of the heterocyclic group of A1 are different from each other, and wherein the content proportion of the squarylium colorant represented by Formula (2) in the total squarylium colorants represented by Formula (1) is 70% to 99.5% by mass. ### Claim 12 (depends on 11) The colorant mixture according to claim 11, wherein, in Formulae (1) and (2), the heterocyclic group of A and B and the heterocyclic group of A1 and G are groups consisting of any one of a furan ring, a thiophene ring, an imidazole ring, a pyrazole ring, a thiazole ring, an oxazole ring, a triazole ring, an indolenine ring, an indoline ring, a pyridine ring, a pyrimidine ring, a quinoline ring, a benzothiazole ring, a benzoxazole ring, or a pyrazolotriazole ring. ### Claim 13 (depends on 11) The colorant mixture according to claim 11, wherein at least one of the squarylium colorants represented by Formula (2) is a squarylium colorant represented by Formula (3), in Formula (3), B has the same meaning as B in Formula (1), R3 and R4 represent a hydrogen atom or a substituent, and a structure of the heterocyclic group of B is different from a structure of a pyrazole ring group. ### Claim 14 (depends on 11) The colorant mixture according to claim 11, wherein any one of A or B in a squarylium colorant represented by Formula (1) has the same conjugated structure as any one of A or B in another squarylium colorant represented by Formula (1). ### Claim 15 (depends on 11) The colorant mixture according to claim 11, wherein, in Formula (1), A represents a heterocyclic group, or —CH=G, where G represents a heterocyclic group, and B represents an aryl group, a heterocyclic group, or —CH=G, where G represents a heterocyclic group.