WO2025116027A1 - 組成物、成形体及びデバイス - Google Patents

組成物、成形体及びデバイス Download PDF

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Publication number
WO2025116027A1
WO2025116027A1 PCT/JP2024/042394 JP2024042394W WO2025116027A1 WO 2025116027 A1 WO2025116027 A1 WO 2025116027A1 JP 2024042394 W JP2024042394 W JP 2024042394W WO 2025116027 A1 WO2025116027 A1 WO 2025116027A1
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Prior art keywords
group
pigment
substituent
resin
composition
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PCT/JP2024/042394
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English (en)
French (fr)
Japanese (ja)
Inventor
悠葵 鳥羽田
太郎 森光
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DIC Corp
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DIC Corp
Dainippon Ink and Chemicals Co Ltd
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Priority to JP2025529722A priority Critical patent/JPWO2025116027A1/ja
Publication of WO2025116027A1 publication Critical patent/WO2025116027A1/ja
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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L101/00—Compositions of unspecified macromolecular compounds
    • 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
    • C09B45/00—Complex metal compounds of azo dyes
    • C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
    • C09B45/14—Monoazo compounds
    • 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
    • C09B45/00—Complex metal compounds of azo dyes
    • C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
    • C09B45/14—Monoazo compounds
    • C09B45/22—Monoazo compounds containing other metals
    • 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
    • C09B47/06—Preparation from carboxylic acids or derivatives thereof, e.g. anhydrides, amides, mononitriles, phthalimide, o-cyanobenzamide
    • C09B47/067—Preparation from carboxylic acids or derivatives thereof, e.g. anhydrides, amides, mononitriles, phthalimide, o-cyanobenzamide from phthalodinitriles naphthalenedinitriles, aromatic dinitriles prepared in situ, hydrogenated phthalodinitrile
    • 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
    • C09B48/00—Quinacridones
    • 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
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K3/00—Materials not provided for elsewhere
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/20—Filters
    • G02B5/22—Absorbing filters

Definitions

  • the present invention relates to a composition, a molded body, and a device.
  • This application claims priority based on Japanese Patent Application No. 2023-204103, filed on December 1, 2023, the contents of which are incorporated herein by reference.
  • infrared cameras and infrared sensors have been used to visualize the infrared light emitted from an object as a change in the amount of infrared light caused by changes in the object's temperature, and are more stable in operation in dark places than when detecting with visible light, etc.
  • Infrared cameras and infrared sensors are widely used in diagnosis in the medical field, non-destructive testing to detect deterioration in buildings and electrical equipment, night vision cameras in the security field, and personal authentication such as biometric cameras in bank ATMs and airports.
  • LiDAR Light Detection and Ranging
  • NIR near-infrared
  • LiDAR Light Detection and Ranging
  • ADAS advanced driving systems
  • AD autonomous driving
  • Optical glass or optical resin is used as the material for the optical components of the above cameras, sensors, etc.
  • thermoplastic resin composition containing a high refractive index material, and an optical lens using the resin composition, as a material that blocks visible light and has infrared light transmittance.
  • Patent Document 1 proposes a thermoplastic resin composition containing a thermoplastic resin and a coloring material, in which the refractive index at a wavelength of 894 nm is 1.60 or more and the thermoplastic resin composition has a thickness of 1 mm, the maximum transmittance at wavelengths of 380 nm to 630 nm is more than 0% and 1.00% or less, and the average transmittance at wavelengths of 840 nm to 940 nm is 80% or more.
  • copper phthalocyanine has been the main blue pigment used, but it has a problem of low infrared transmittance. Because the central metal of most phthalocyanine pigments on the market is copper, it is difficult to ensure high infrared transmittance when mixing with other colors, and there is a demand for blue pigments with high infrared transmittance for color mixing. Similarly, there is also a demand for red and yellow pigments with high infrared transmittance.
  • the present invention aims to provide a composition, molded body, and device that combines excellent infrared transmission with good heat resistance, and can achieve improved sensing accuracy and excellent sensing stability.
  • a pigment, A composition comprising:
  • the pigment comprises a nickel azo complex pigment, a quinacridone pigment, and a pigment represented by the following general formula (Pc)
  • Pc represents X Pc -Al (trivalent aluminum), X Pc -Co (trivalent cobalt), Sn (divalent tin) or Fe (divalent iron);
  • R 1 and R 2 each independently represent a hydrogen atom, 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 aryl
  • PET polyethylene terephthalate
  • PC polycarbonate
  • AS acrylonitrile styrene
  • PMMA polymethyl methacrylate
  • ABS acrylonitrile/butadiene/styrene
  • PA polyamide
  • composition according to any one of [1] to [3] above, wherein the composition is a composition for a molded body or a composition for a coating material.
  • a device comprising the molded article described in [5] or [6] above.
  • the present invention provides a composition, molded body, and device that combine excellent infrared transmission with good heat resistance, and can achieve improved sensing accuracy and excellent sensing stability.
  • FIG. 1 is an a * b* color space chromaticity diagram in which a * and b* in the CIE-L * a * b * color system of the molded products obtained in the Examples and Comparative Examples are measured and the results are plotted.
  • FIG. 1 is a schematic diagram showing an example of a device including a molded body obtained by molding the composition for molded body of the present invention.
  • composition is a composition containing a pigment and a resin, and the pigment contains one or more pigments selected from the group consisting of a nickel azo complex pigment, a quinacridone pigment, and a phthalocyanine pigment represented by the following general formula (Pc) or a dimer of the phthalocyanine pigment:
  • the nickel azo complex pigment is not particularly limited, but for example, contains a compound represented by the following formula (1).
  • the nickel azo complex pigment may contain a compound represented by the following formula (1), or may consist of a compound represented by the following formula (1).
  • the nickel azo complex pigment of this embodiment is typically contained in the composition as a yellow pigment.
  • the content of the nickel azo complex pigment is not particularly limited, but is preferably 10 to 100% by mass, and more preferably 30 to 60% by mass, relative to 100% by mass of the total amount of the pigment.
  • the quinacridone pigment is not particularly limited, but contains, for example, at least one of the compounds represented by the following formulas (2) to (7).
  • the quinacridone pigment of the present embodiment is typically contained in the composition as a red pigment.
  • the amount of the quinacridone pigment is not particularly limited, but is preferably 10 to 100% by mass, and more preferably 30 to 60% by mass, relative to 100% by mass of the total amount of the pigment.
  • the quinacridone pigment may be composed of at least two selected from the three specific types of isomers (R209) represented by the above formulas (2) to (4), or may be composed of the above three specific types.
  • the phthalocyanine pigment contains one or more compounds represented by the following general formula (Pc) or dimers of the compounds.
  • Pc general formula
  • the "phthalocyanine pigment represented by the general formula (Pc) or the dimer of the phthalocyanine pigment” will also be simply referred to as the phthalocyanine pigment.
  • M Pc represents X Pc -Al (trivalent aluminum), X Pc -Co (trivalent cobalt), Sn (divalent tin) or Fe (divalent iron);
  • R 1 and R 2 each independently represent a hydrogen atom, 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 1 and R 2 may be bonded to each other to form a ring;
  • R3 represents a hydrogen atom, an alkyl group which may have a substituent,
  • aryl groups such as a phen
  • an aryl group or an aryl group substituted with one chlorine atom, bromine atom or nitro group is preferred, an aryl group is more preferred, a tolyl group or a phenyl group is further preferred, and a phenyl group is particularly preferred.
  • aryloxy groups such as a phenoxy group, a p-methylphenoxy group, a naphthyloxy group, and anthryloxy group
  • aryloxy groups which have a substituent such as a p-nitrophenoxy group, a p-methoxyphenoxy group, a 2,4-dichlorophenoxy group, a pentafluorophenoxy group, and a 2-methyl-4-chlorophenoxy group.
  • an aryloxy group or an aryloxy group substituted with one chlorine atom, bromine atom or nitro group is preferred, an aryloxy group is more preferred, a p-methylphenoxy group or a phenoxy group is further preferred, and a phenoxy group is particularly preferred.
  • Cycloalkyl groups which may have a substituent include cyclopentyl, cyclohexyl, and adamantyl groups, as well as cycloalkyl groups having a substituent such as 2,5-dimethylcyclopentyl and 4-tert-butylcyclohexyl groups.
  • heterocyclic group examples include heterocyclic groups such as a pyridyl group, an N-oxopyridyl group, a pyrazyl group, a piperidino group, a pyranyl group, a morpholino group, and an acridinyl group, and heterocyclic groups having a substituent such as a 3-methylpyridyl group, an N-methylpiperidyl group, and an N-methylpyrrolyl group. Of these, a pyridyl group or an N-oxopyridyl group is preferred.
  • the phthalocyanine pigment is not particularly limited as long as it is a compound represented by the above general formula (Pc) or a dimer of the compound.
  • M Pc in the above formula is X Pc -Al (trivalent aluminum), X Pc -Co (trivalent cobalt), Sn (divalent tin) or Fe (divalent iron)
  • the phthalocyanine pigment is represented by the following structural formulas: (Al-Cl/Pc), (Al-F/Pc), (Al-Br/Pc), (Al-I/Pc), (Co-Cl/Pc), (Co-F/Pc), (Co-Br/Pc), (Co-I/Pc), (Sn/Pc), (Fe/Pc), (Al-OH/Pc), (Pc/Al-O-Al/Pc), (Co-OH/Pc) or (Pc/Co-O-Co/Pc), respectively.
  • the average particle diameter of the pigment is not particularly limited, and may be 1 nm or more, 3 nm or more, 5 nm or more, 10 nm or more, or 15 nm or more.
  • the average particle diameter of the pigment may be 100 nm or less, 75 nm or less, 45 nm or less, or 35 nm or less.
  • the average particle diameter refers to the crystallite diameter calculated from the half-width measured by powder X-ray diffraction.
  • the amount of the phthalocyanine pigment is not particularly limited, but is preferably 10 to 100% by mass, and more preferably 30 to 60% by mass, relative to 100% by mass of the total amount of the pigment.
  • the pigment preferably contains two kinds selected from the group consisting of nickel azo complex pigments, quinacridone pigments, and phthalocyanine pigments represented by the above general formula (Pc) or dimers of the phthalocyanine pigments.
  • Pc general formula
  • the pigment preferably contains two kinds selected from the group consisting of nickel azo complex pigments, quinacridone pigments, and phthalocyanine pigments represented by the above general formula (Pc) or dimers of the phthalocyanine pigments.
  • the content of the nickel azo complex pigment is preferably 30 to 70 mass %, more preferably 40 to 60 mass %, based on 100 mass % of the total amount of the pigment, from the viewpoint of the above-mentioned action and effect.
  • the content of the quinacridone pigment is preferably 30 to 70 mass %, more preferably 40 to 70 mass %, based on 100 mass % of the total amount of the pigment.
  • the content of the quinacridone pigment is preferably 30 to 70 mass %, more preferably 40 to 60 mass %, based on 100 mass % of the total amount of the pigments, from the viewpoint of the above-mentioned action and effect.
  • the content of the phthalocyanine pigment is preferably 30 to 70 mass %, more preferably 40 to 60 mass %, based on 100 mass % of the total amount of the pigments.
  • the content of the phthalocyanine pigment is preferably 30 to 70 mass%, more preferably 40 to 60 mass%, based on 100 mass% of the total amount of the pigment.
  • the content of the nickel azo complex pigment is preferably 30 to 70 mass%, more preferably 40 to 60 mass%, based on 100 mass% of the total amount of the pigment.
  • the pigment may also contain three types selected from the group consisting of nickel azo complex pigments, quinacridone pigments, and phthalocyanine pigments represented by the general formula (Pc) or dimers of the phthalocyanine pigments. In this case as well, high infrared transmittance can be ensured during color matching.
  • the pigment of the present embodiment may contain one or more pigments different from the specific pigment, provided that the pigment contains the specific pigment.
  • the other pigments include phthalocyanine pigments other than the phthalocyanine pigment represented by the general formula (Pc) or the dimer of the phthalocyanine pigment.
  • the other phthalocyanine pigments include compounds represented by the following formula (8).
  • the average particle size of the other pigments is not particularly limited, but may be 1 nm or more, 3 nm or more, 5 nm or more, 10 nm or more, or 15 nm or more.
  • the average particle size of the above pigments may be 100 nm or less, 75 nm or less, 45 nm or less, or 35 nm or less.
  • the average particle size in this embodiment refers to the crystallite size calculated from the half-width measured by powder X-ray diffraction.
  • the resin is not particularly limited, but is preferably one or more selected from the group consisting of polyethylene terephthalate (PET) resin, polycarbonate (PC) resin, acrylonitrile styrene (AS) resin, polymethyl methacrylate (PMMA) resin, acrylonitrile/butadiene/styrene (ABS) copolymer resin, polyamide (PA) resin, and aminoalkyd resin.
  • PET polyethylene terephthalate
  • PC polycarbonate
  • AS acrylonitrile styrene
  • PMMA polymethyl methacrylate
  • ABS acrylonitrile/butadiene/styrene
  • PA polyamide
  • aminoalkyd resin aminoalkyd resin
  • the melting point of the resin is preferably 150 to 350°C, and more preferably 200 to 300°C.
  • the melting point of the resin in this embodiment is measured by placing about 5 mg of resin in an AL (aluminum) pan, placing it on the sample stage of a thermogravimetric differential thermal analyzer (TG-DTA, manufactured by Hitachi High-Tech Science Corporation), and gradually increasing the temperature from 30°C to 400°C.
  • the melting point is measured from the temperature at which the sample begins to melt until it is completely melted.
  • the use of the composition of the present embodiment is not particularly limited, but examples thereof include a composition for moldings and a composition for coatings.
  • the content of the resin in the composition can be appropriately determined depending on the application of the composition.
  • the amount is preferably 5,000 to 50,000 parts by mass, and more preferably 5,000 to 15,000 parts by mass, per 10 parts by mass of the total amount of the pigment.
  • the amount is preferably 50 to 500 parts by mass, more preferably 50 to 100 parts by mass, per 10 parts by mass of the total amount of the pigment.
  • the "total amount of pigment” refers to the mass of the pigment itself, even if the purity of the pigment is, for example, 90%, and does not take into account the mass of the pigment in terms of purity.
  • a dispersing aid such as a dye derivative, a surfactant, etc.
  • a dispersing aid By using a dispersing aid, the chroma of the molded product can be further increased and the hue can be expanded.
  • the dye derivative is not particularly limited, but examples thereof include compounds in which a basic substituent, an acidic substituent, or a phthalimidomethyl group which may have a substituent has been introduced into an organic pigment, an anthraquinone, an acridone, or a triazine.
  • the surfactant is not particularly limited, but examples thereof include anionic surfactants such as sodium lauryl sulfate, polyoxyethylene alkyl ether sulfate, sodium dodecylbenzene sulfonate, alkali salts of styrene-acrylic acid copolymers, sodium stearate, sodium alkyl naphthalene sulfonate, sodium alkyl diphenyl ether disulfonate, monoethanolamine lauryl sulfate, triethanolamine lauryl sulfate, ammonium lauryl sulfate, monoethanolamine stearate, monoethanolamine of styrene-acrylic acid copolymers, and polyoxyethylene alkyl ether phosphates; nonionic surfactants such as polyoxyethylene oleyl ether, polyoxyethylene lauryl ether, polyoxyethylene nonylphenyl ether, polyoxyethylene alkyl ether phosphates, polyoxyethylene sorb
  • the composition of the present embodiment may contain an antioxidant and a mold release agent as additives.
  • antioxidants include triethylene glycol-bis[3-(3-tert-butyl-5-methyl-4-hydroxyphenyl)propionate], 1,6-hexanediol-bis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate], pentaerythritol-tetrakis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate], octadecyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate, 1,3,5-trimethyl-2,4,6-tris(3,5-di-tert-butyl-4-hydroxyphenyl)propionate, butyl-4-hydroxybenzyl)benzene, N,N-hexamethylenebis(3,5-di-tert-butyl-4-
  • the release agent is preferably one that is composed of 90% by mass or more of an ester of alcohol and fatty acid.
  • Specific examples of the ester of alcohol and fatty acid include ester of monohydric alcohol and fatty acid, and partial or full ester of polyhydric alcohol and fatty acid.
  • the ester of monohydric alcohol and fatty acid is preferably an ester of monohydric alcohol having 1 to 20 carbon atoms and saturated fatty acid having 10 to 30 carbon atoms.
  • the partial or full ester of polyhydric alcohol and fatty acid is preferably a partial or full ester of polyhydric alcohol having 1 to 25 carbon atoms and saturated fatty acid having 10 to 30 carbon atoms.
  • esters of monohydric alcohols and saturated fatty acids include stearyl stearate, palmityl palmitate, butyl stearate, methyl laurate, and isopropyl palmitate.
  • partial or full esters of polyhydric alcohols and saturated fatty acids include full or partial esters of dipentaerythritol, such as stearic acid monoglyceride, stearic acid monoglyceride, stearic acid diglyceride, stearic acid triglyceride, stearic acid monosorbitate, behenic acid monoglyceride, capric acid monoglyceride, lauric acid monoglyceride, pentaerythritol monostearate, pentaerythritol tetrastearate, pentaerythritol tetrapelargonate, propylene glycol monostearate, biphenyl biphenate, sorbitan monostearate, 2-ethyl
  • composition of this embodiment may contain other additives such as processing stabilizers, UV absorbers, flow modifiers, crystal nucleating agents, reinforcing agents, dyes, antistatic agents, bluing agents, and antibacterial agents.
  • the method for producing the composition according to this embodiment includes mixing a nickel azo complex pigment, a quinacridone pigment, a phthalocyanine pigment containing one or more of the compounds represented by the general formula (Pc) or dimers of the compounds, and a resin.
  • the method for producing the composition is not limited to the above, and may include, for example, a step of mixing a nickel azo complex pigment, a quinacridone pigment, and a phthalocyanine pigment containing a compound represented by the above general formula (Pc) or one or more dimers of the compound to obtain a pigment mixture, and a step of mixing the pigment mixture with a resin to obtain a composition.
  • other steps may be included before the step of obtaining the pigment mixture, between the step of obtaining the pigment mixture and the step of obtaining the composition, and/or after the step of obtaining the composition, within the scope of the present invention.
  • the molded body according to the present embodiment is obtained by molding the above-mentioned composition for molded body.
  • the molding method is not particularly limited, and it is possible to use injection molding, extrusion molding, blow molding, compression molding, vacuum molding, etc.
  • an injection molding method can be used, and if a plate-shaped product is to be manufactured, a flat press method can be used in addition to an extrusion molding method.
  • a solution casting method can be used in addition to a melt extrusion method, and if a melt molding method is used, inflation film molding, cast molding, extrusion lamination molding, calendar molding, sheet molding, fiber molding, blow molding, injection molding, rotational molding, coating molding, etc. can be mentioned.
  • a resin that is cured by active energy rays a cured product can be manufactured using various curing methods using active energy rays.
  • a thermosetting resin is used as the main component of the matrix resin
  • a molding method in which the molding material is made into a prepreg and pressurized and heated by a press or an autoclave can be mentioned.
  • other examples include RTM (Resin Transfer Molding) molding, Vacuum Assist Resin Transfer Molding (VaRTM) molding, laminate molding, hand lay-up molding, and the like.
  • the infrared transmittance at a wavelength of 900 nm of the molded body according to this embodiment is not particularly limited, but is preferably 60% or more, more preferably 70% or more, and even more preferably 80% or more. More specifically, it is preferably 60 to 90%, and preferably 80 to 90%.
  • the infrared transmittance at a wavelength of 900 nm of the molded body be 60% or more, infrared rays can be transmitted more effectively, and the sensing accuracy can be further improved.
  • the color difference ⁇ E * ab value calculated from the following formula (A) using L * , a * , and b * in the CIE-L * a * b * color system is preferably less than 3, more preferably 0.05 to 2.5, and even more preferably 0.075 to 1.5.
  • the color difference ⁇ E * ab value is less than 3
  • color change due to light irradiation in the wavelength range from ultraviolet to infrared rays is small, heat stability is high, and good heat resistance can be realized.
  • ⁇ E * ab [( ⁇ L * ) 2 +( ⁇ a * ) 2 +( ⁇ b * ) 2 ] 1/2 ...(A)
  • ⁇ L * L 1 * -L 0 *
  • ⁇ a * a 1 * -a 0 *
  • ⁇ b * b 1 * -b 0 *
  • L 0 * , a 0 * , and b 0 * represent the color coordinates of the molded body before irradiation with the xenon lamp
  • L 1 * , a 1 * , and b 1 * represent the color coordinates of the molded body after irradiation with the xenon lamp.
  • the device according to the present embodiment may include the above-mentioned molded body, and is not particularly limited, but is typically a sensor.
  • the use of the sensor is also not particularly limited, and is, for example, a remote sensing method such as LiDAR.
  • An example of a remote sensing sensor is a near-infrared (NIR) sensor used in ADAS/AD of a vehicle.
  • NIR near-infrared
  • a device 10 includes a reflector 11 formed from a molded body obtained by molding the above-mentioned composition for molded body, and an optical sensor 12 .
  • the reflector 11 transmits light rays of a specific wavelength among the light rays L irradiated from the light source LS.
  • the reflector 11 blocks visible light L1 and transmits infrared light L2 among the light rays L irradiated from the light source LS. This can improve the sensing accuracy of the optical sensor 12 and provide excellent sensing stability, thereby improving the reliability of the device 10.
  • Example 1 [Preparation of composition for molded body]
  • a pigment mixture was prepared by mixing a phthalocyanine pigment, a nickel azo complex pigment, and a quinacridone pigment in the molar ratio shown in Table 1.
  • 10,000 parts by mass of a resin was added to 10 parts by mass of the pigment mixture and mixed to obtain a composition for a molded body.
  • the nickel azo complex pigment, quinacridone pigment, phthalocyanine pigment, and resin used in each example are shown below. The purity of each pigment and resin is approximately 100%.
  • Ni-AC-1 Average particle diameter: 20 nm, molecular weight: 338.85
  • n an integer other than 0.
  • n an integer other than 0.
  • n an integer other than 0.
  • Molded body 1 Molding temperature: 280°C Residence time: 0 minutes Dimensions: length 5 cm, width 4 cm, height 2 mm
  • Molded body 2 Molding temperature: 280°C Residence time: 10 minutes Dimensions: length 5 cm, width 4 cm, height 2 mm
  • Comparative Example 1 A composition for molding and a molded body were obtained in the same manner as in Example 1, except that the copper phthalocyanine pigment shown below was used instead of the aluminum phthalocyanine pigment.
  • Copper phthalocyanine pigment Average particle size: 22 nm, M: Cu, molecular weight: 576.08
  • the molded bodies obtained in the above examples and comparative examples were measured and evaluated using the following methods.
  • Comparative Example 1 the pigment consisted only of copper phthalocyanine pigment, and the infrared transmittance at a wavelength of 900 nm was 55%, which was poor.

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PCT/JP2024/042394 2023-12-01 2024-11-29 組成物、成形体及びデバイス Pending WO2025116027A1 (ja)

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JP2025529722A JPWO2025116027A1 (https=) 2023-12-01 2024-11-29

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JP2012073336A (ja) * 2010-09-28 2012-04-12 Dainippon Printing Co Ltd カラーフィルタ形成用樹脂組成物
JP2023003551A (ja) * 2021-06-24 2023-01-17 株式会社日本触媒 着色感光性樹脂組成物及びその用途
WO2023136028A1 (ja) * 2022-01-17 2023-07-20 富士フイルム株式会社 着色組成物、膜、構造体、カラーフィルタおよび表示装置

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TWI904296B (zh) * 2020-12-10 2025-11-11 日商三菱化學股份有限公司 感光性樹脂組合物、硬化物、黑色矩陣及圖像顯示裝置

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JP2003161821A (ja) * 2000-12-22 2003-06-06 Mitsubishi Chemicals Corp カラーフィルター用組成物及びカラーフィルター
JP2012073336A (ja) * 2010-09-28 2012-04-12 Dainippon Printing Co Ltd カラーフィルタ形成用樹脂組成物
JP2023003551A (ja) * 2021-06-24 2023-01-17 株式会社日本触媒 着色感光性樹脂組成物及びその用途
WO2023136028A1 (ja) * 2022-01-17 2023-07-20 富士フイルム株式会社 着色組成物、膜、構造体、カラーフィルタおよび表示装置

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