Classifications

• • 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
  • G03F7/09—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers
  • G03F7/105—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers having substances, e.g. indicators, for forming visible images
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
  • C08F2/00—Processes of polymerisation
  • C08F2/44—Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
  • C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
  • C08F265/00—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
  • C08F265/04—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00 on to polymers of esters
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
  • C08F265/00—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
  • C08F265/04—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00 on to polymers of esters
  • C08F265/06—Polymerisation of acrylate or methacrylate esters on to polymers thereof
• • 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
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
  • C08L51/003—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds
• • 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
  • C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
• • 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
  • G03F7/0005—Production of optical devices or components in so far as characterised by the lithographic processes or materials used therefor
  • G03F7/0007—Filters, e.g. additive colour filters; Components for display devices
• • 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
• • 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
  • G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
• • 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
  • G03F7/038—Macromolecular compounds which are rendered insoluble or differentially wettable
• • G—PHYSICS
  • G09—EDUCATION; CRYPTOGRAPHY; DISPLAY; ADVERTISING; SEALS
  • G09F—DISPLAYING; ADVERTISING; SIGNS; LABELS OR NAME-PLATES; SEALS
  • G09F9/00—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements
• • G—PHYSICS
  • G09—EDUCATION; CRYPTOGRAPHY; DISPLAY; ADVERTISING; SEALS
  • G09F—DISPLAYING; ADVERTISING; SIGNS; LABELS OR NAME-PLATES; SEALS
  • G09F9/00—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements
  • G09F9/30—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements in which the desired character or characters are formed by combining individual elements

Definitions

• the present invention relates to coloring compositions. More particularly, it relates to a coloring composition used for forming pixels of color filters.
• the present invention also relates to films, color filters, display devices and structures using the coloring composition.
• color filters are generally used to color display images.
• C.I. I. A coloring composition comprising Pigment Green 59, a blue colorant, and a yellow colorant is described to produce green pixels of a color filter.
• an object of the present invention is to provide a coloring composition capable of forming a film with excellent moisture resistance.
• Another object of the present invention is to provide a film, structure, color filter and display device using the colored composition.
• the present invention provides the following.
• a coloring composition for green pixels of a color filter containing a coloring agent and a resin The colorant is color index pigment green 36, at least one coloring agent a selected from Color Index Pigment Blue 15:3, Color Index Pigment Blue 15:4, Color Index Pigment Blue 16, an aluminum phthalocyanine compound, and a naphthalocyanine compound; a yellow colorant comprising an isoindoline compound; A colored composition, wherein the content of the isoindoline compound in the yellow colorant is 50% by mass or more.
• ⁇ 3> The colored composition according to ⁇ 1> or ⁇ 2>, wherein the isoindoline compound includes Color Index Pigment Yellow 185.
• ⁇ 4> The coloring composition according to ⁇ 1> or ⁇ 2>, wherein the isoindoline compound includes Color Index Pigment Yellow 185 and Color Index Pigment Yellow 139.
• ⁇ 5> The coloring composition according to any one of ⁇ 1> to ⁇ 4>, wherein the content of the coloring agent in the total solid content of the coloring composition is 30 to 65% by mass.
• the colored composition has a minimum absorbance in the wavelength range of 526 to 545 nm among absorbances for light with a wavelength of 400 to 700 nm, When the absorbance for light with a wavelength of 450 nm is 1, the wavelengths at which the absorbance is 0.20 exist in the ranges of 490 to 525 nm and 550 to 590 nm, respectively, Any one of ⁇ 1> to ⁇ 5>, wherein A 450 /A 650, which is the ratio of the absorbance A 450 for light with a wavelength of 450 nm and the absorbance A 650 for light with a wavelength of 650 nm, is 0.40 to 2.00. 1.
• the resin comprises an alkali-soluble resin.
• the polymerizable monomer contains a compound having an ethylenically unsaturated bond-containing group and an alkyleneoxy group.
• ⁇ 11> A film obtained using the colored composition according to any one of ⁇ 1> to ⁇ 10>.
• ⁇ 12> A green pixel obtained using the coloring composition according to any one of ⁇ 1> to ⁇ 10>; a red pixel; A structure having a blue pixel.
• the red pixel has a maximum transmittance of 5% or less for light with a wavelength of 400 to 550 nm, and a minimum transmittance of 40% or more for light with a wavelength of 600 to 700 nm. > structure described in.
• ⁇ 14> A color filter having the film according to ⁇ 11>.
• ⁇ 15> A display device comprising the film according to ⁇ 11>.
• the present invention it is possible to provide a coloring composition capable of forming a film with excellent moisture resistance.
• the present invention can provide films, structures, color filters, and display devices using the colored composition.
• the notation that does not describe substitution and unsubstituted includes not only a group (atomic group) having no substituent but also a group (atomic group) having a substituent.
• an "alkyl group” includes not only an alkyl group having no substituent (unsubstituted alkyl group) but also an alkyl group having a substituent (substituted alkyl group).
• exposure includes not only exposure using light but also drawing using particle beams such as electron beams and ion beams, unless otherwise specified.
• Light used for exposure generally includes actinic rays or radiation such as emission line spectra of mercury lamps, far ultraviolet rays represented by excimer lasers, extreme ultraviolet rays (EUV light), X-rays, and electron beams.
• a numerical range represented by "to” means a range including the numerical values before and after "to” as lower and upper limits.
• total solid content refers to the total mass of all components of the composition excluding the solvent.
• a pigment means a coloring agent that is difficult to dissolve in a solvent.
• a dye means a colorant that is easily soluble in a solvent.
• (meth)acrylate represents both or either acrylate and methacrylate
• (meth)acryl represents both or either acrylic and methacrylic
• (meth) ) Allyl represents both or either of allyl and methallyl
• (meth)acryloyl represents both or either of acryloyl and methacryloyl.
• process includes not only an independent process, but also when the intended action of the process is achieved even if it cannot be clearly distinguished from other processes. .
• the weight average molecular weight (Mw) and number average molecular weight (Mn) are defined as polystyrene equivalent values measured by gel permeation chromatography (GPC).
• the coloring composition of the present invention is a coloring composition for green pixels of a color filter containing a coloring agent and a resin,
• the colorant is color index pigment green 36, at least one coloring agent a selected from Color Index Pigment Blue 15:3, Color Index Pigment Blue 15:4, Color Index Pigment Blue 16, an aluminum phthalocyanine compound, and a naphthalocyanine compound; a yellow colorant comprising an isoindoline compound;
• the content of the isoindoline compound in the yellow colorant is 50% by mass or more.
• the coloring composition of the present invention a film with excellent moisture resistance can be formed.
• the coloring composition of the present invention contains the above-described predetermined coloring agent, it is presumed that the packing of the coloring agents becomes dense due to interaction between the coloring agents in the film during film formation. Therefore, it is presumed that the hydrophobicity of the resulting film is increased, and that the intrusion of moisture into the film can be suppressed. Therefore, by using the coloring composition of the present invention, a film having excellent moisture resistance can be formed.
• the coloring composition of the present invention is used as a coloring composition for green pixels of a color filter.
• the coloring composition of the present invention can be preferably used as a coloring composition for green pixels of color filters for display devices.
• the type of display device is not particularly limited, but examples thereof include a display device having an organic semiconductor element as a light source, such as an organic electroluminescence display device.
• a green pixel is a pixel having a hue intermediate between blue and yellow. Green pixels are not limited to pure green pixels, but include bluish green pixels and yellowish green pixels.
• the colored composition of the present invention has the minimum absorbance in the wavelength range of 526 to 545 nm among the absorbance for light with a wavelength of 400 to 700 nm,
• the absorbance for light with a wavelength of 450 nm is 1, the wavelengths at which the absorbance is 0.20 exist in the ranges of 490 to 525 nm and 550 to 590 nm, respectively
• a 450 /A 650 which is the ratio of the absorbance A 450 for light with a wavelength of 450 nm to the absorbance A 650 for light with a wavelength of 650 nm , is preferably 0.40 to 2.00.
• the minimum absorbance is preferably in the wavelength range of 528 to 543 nm, more preferably in the wavelength range of 530 to 540 nm.
• the wavelength on the short wavelength side at which the absorbance is 0.20 (hereinafter also referred to as wavelength ⁇ 1) is present in the wavelength range of 495 to 520 nm from the viewpoint of color separation. Preferably, it exists in the wavelength range of 500 to 518 nm, and more preferably in the wavelength range of 505 to 515 nm.
• the wavelength on the long wavelength side at which the absorbance is 0.20 (hereinafter also referred to as wavelength ⁇ 2) is preferably in the wavelength range of 555 to 585 nm from the viewpoint of color separation, and is in the wavelength range of 560 to 580 nm. It is more preferable to exist, and it is even more preferable to exist in the wavelength range of 565 to 575 nm.
• the wavelength difference ( ⁇ 2 ⁇ 1) between the wavelength ⁇ 2 and the wavelength ⁇ 1 is preferably 40 to 80 nm, more preferably 45 to 75 nm, even more preferably 50 to 70 nm from the viewpoint of color separation.
• the A 450 /A 650 value is preferably 0.50 to 1.80, more preferably 0.70 to 1.60, and 0.90 to 1 .40 is more preferred.
• the absorbance value may be the value measured in the state of solution, or the value of the film formed using the coloring composition.
• the coloring composition is applied to the glass substrate by a method such as spin coating, dried using a hot plate or the like at 100 ° C. for 2 minutes, and then using an ultra-high pressure mercury lamp. 20 mW/cm 2 and 100 mJ/cm 2 exposure, then heated on a hot plate at 100° C. for 20 minutes and allowed to cool to room temperature to obtain a 1.5 ⁇ m thick film. It is preferable to measure using Absorbance can be measured using a conventionally known spectrophotometer.
• the maximum transmittance for light with a wavelength of 526 to 545 nm in the thickness direction of the film is 65% or more. is preferred, 70% or more is more preferred, and 75% or more is even more preferred.
• the average transmittance of the film to light with a wavelength of 526 to 545 nm is preferably 60% or more, more preferably 65% or more, and even more preferably 70% or more.
• the transmittance of the film to light having a wavelength of 450 nm is preferably 10% or less, more preferably 5% or less, and even more preferably 2% or less.
• the average transmittance of the film to light with a wavelength of 400 to 450 nm is preferably 10% or less, more preferably 5% or less, and even more preferably 1% or less.
• the transmittance of the film to light having a wavelength of 650 nm is preferably 10% or less, more preferably 5% or less, and even more preferably 2% or less.
• the maximum absorption wavelength of the film preferably exists in the wavelength range of 415 to 450 nm, more preferably in the wavelength range of 420 to 445 nm, and even more preferably in the wavelength range of 425 to 440 nm. .
• the wavelength at which the transmittance of the film is 50% exists in the wavelength range of 505 to 530 nm and the wavelength range of 540 to 575 nm.
• the wavelength on the short wavelength side at which the transmittance is 50% preferably exists in the wavelength range of 510 to 525 nm, more preferably in the wavelength range of 515 to 520 nm.
• the long wavelength at which the transmittance is 50% is preferably in the wavelength range of 545 to 565 nm, more preferably in the wavelength range of 550 to 555 nm.
• CIE international The chromaticity coordinates in the xyz color system of the Lighting Commission
• the chromaticity coordinate x of the film is preferably 0.21 to 0.30, more preferably 0.250 to 0.300.
• the chromaticity coordinate y of the film is preferably 0.650 to 0.800, more preferably 0.700 to 0.800.
• the coloring composition of the present invention be used for forming a film at a temperature of 150°C or less (preferably a temperature of 120°C or less) throughout the entire process.
• forming a film at a temperature of 150° C. or less throughout all steps means performing all the steps of forming a film using a coloring composition at a temperature of 150° C. or less.
• the thickness of the film and pixels formed from the coloring composition of the present invention is preferably 0.5 to 3.0 ⁇ m.
• the lower limit is more preferably 0.8 ⁇ m or more, still more preferably 1.0 ⁇ m or more, and even more preferably 1.1 ⁇ m or more.
• the upper limit is more preferably 2.5 ⁇ m or less, still more preferably 2.0 ⁇ m or less, and even more preferably 1.8 ⁇ m or less.
• the line width (pattern size) of pixels formed by the coloring composition of the present invention is preferably 2.0 to 10.0 ⁇ m.
• the upper limit is more preferably 7.5 ⁇ m or less, even more preferably 5.0 ⁇ m or less, and even more preferably 4.0 ⁇ m or less.
• the lower limit is more preferably 2.25 ⁇ m or more, even more preferably 2.5 ⁇ m or more, and even more preferably 2.75 ⁇ m or more.
• the coloring composition of the present invention will be described in detail below.
• the coloring composition of the present invention contains a coloring agent.
• the coloring agent used in the coloring composition of the present invention is Color Index (C.I.) Pigment Green 36; C. I. Pigment Blue 15:3, C.I. I. Pigment Blue 15:4, C.I. I. Pigment Blue 16, an aluminum phthalocyanine compound, and at least one coloring agent a selected from naphthalocyanine compounds; and a yellow colorant comprising an isoindoline compound.
• C.I. I. Pigment Green 36 the colorant a described above, and the yellow colorant are collectively referred to as a specific colorant.
• the content of the specific coloring agent in the coloring agent is preferably 30% by mass or more, and 40% by mass. It is more preferably at least 50% by mass, even more preferably at least 60% by mass, even more preferably at least 80% by mass, and at least 90% by mass. It is particularly preferred to have The upper limit can be 100% by mass or less. It is also preferred that the coloring agent is substantially only the specific coloring agent. In the present specification, that the colorant is substantially only the specific colorant means that the content of the specific colorant in the colorant is 99% by mass or more, and is 99.9% by mass. It is preferably 100% by mass or more, and more preferably 100% by mass.
• the average primary particle size of the pigment contained in the colorant is preferably 30 to 200 nm, more preferably 30 to 150 nm, even more preferably 30 to 100 nm.
• the primary particle diameter of the pigment can be determined from the image 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 obtained, and the corresponding circle equivalent diameter is calculated as the primary particle diameter of the pigment.
• the average primary particle size in this specification is the arithmetic mean value of the primary particle sizes of 400 primary particles of the pigment. Further, the primary particles of the pigment refer to independent particles without agglomeration.
• the crystallite size obtained from the half-value width of the peak derived from any crystal face in the X-ray diffraction spectrum when CuK ⁇ rays are used as the X-ray source is preferably 0.1 to 100 nm. .5 to 50 nm is more preferred, 1 to 30 nm is even more preferred, and 5 to 25 nm is most preferred.
• the coloring agent used in the coloring composition of the present invention is C.I. I. Pigment Blue 15:3, C.I. I. Pigment Blue 15:4, C.I. I. Pigment Blue 16, aluminum phthalocyanine compounds, and at least one colorant a selected from naphthalocyanine compounds.
• Colorant a is C.I. I. Pigment Blue 15:3, C.I. I. Pigment Blue 15:4, C.I. I. Pigment Blue 16 and aluminum phthalocyanine compounds, preferably at least one selected from C.I. I. Pigment Blue 15:3, C.I. I. Pigment Blue 15:4 and C.I. I. Pigment Blue 16, more preferably at least one selected from C.I. I. Pigment Blue 15:3 and C.I. I. Pigment Blue 15:4 is more preferable.
• the aluminum phthalocyanine compound used as the colorant a may be either a pigment or a dye, but is preferably a pigment. That is, the aluminum phthalocyanine compound is preferably an aluminum phthalocyanine pigment. Examples of the aluminum phthalocyanine compound include compounds represented by formula (AL1) and compounds represented by formula (AL2), and compounds represented by formula (AL1) are preferred.
• X 1 represents a halogen atom
• R a1 and R a2 each independently represent a hydroxy group, an alkyl group, an alkenyl group, an aryl group, a heterocyclic group, an alkoxy group or an aryloxy group, and R a1 and R a2 may combine with each other to form a ring.
• R a3 to R a7 each independently represent a hydrogen atom, a hydroxy group, an alkyl group, an alkenyl group, an aryl group, a heterocyclic group, an alkoxy group or an aryloxy group, and R a5 and R a6 are bonded to each other.
• n1 represents an integer from 0 to 16;
• X 2 and X 3 each independently represent a halogen atom;
• R a11 to R a17 each independently represent a hydrogen atom, a hydroxy group, an alkyl group, an alkenyl group, an aryl group, a heterocyclic group, an alkoxy group or an aryloxy group;
• n2 and n3 each independently represent an integer of 0 to 16;
• the halogen atom represented by X 1 includes a fluorine atom, a chlorine atom, a bromine atom and an iodine atom, preferably a chlorine atom and a bromine atom, more preferably a bromine atom.
• n1 represents an integer of 0-16, preferably an integer of 4-16. n1 may be 0.
• R a1 and R a2 each independently represent a hydroxy group, an alkyl group, an alkenyl group, an aryl group, a heterocyclic group, an alkoxy group or an aryloxy group, and R a1 and R a2 are bonded to each other;
• a ring may be formed, and each of R a3 to R a7 independently represents a hydrogen atom, a hydroxy group, an alkyl group, an alkenyl group, an aryl group, a heterocyclic group, an alkoxy group or an aryloxy group; R a6 may combine with each other to form a ring.
• the number of carbon atoms in the alkyl groups represented by R a1 to R a7 is preferably 1 to 20, more preferably 1 to 15, even more preferably 1 to 6.
• Alkyl groups may be linear, branched or cyclic.
• the alkyl group may have a substituent. Examples of substituents include halogen atoms, alkoxy groups, aryl groups, and nitro groups. Also, there may be a plurality of substituents.
• the alkenyl groups represented by R a1 to R a7 preferably have 2 to 20 carbon atoms, more preferably 2 to 15 carbon atoms, and still more preferably 2 to 6 carbon atoms.
• An alkenyl group may be straight chain or branched.
• the alkenyl group may have a substituent.
• substituents include halogen atoms, alkoxy groups, aryl groups, and nitro groups. Also, there may be a plurality of substituents.
• the aryl group represented by R a1 to R a7 preferably has 6 to 20 carbon atoms, more preferably 6 to 12 carbon atoms.
• the aryl group may have a substituent. Examples of substituents include halogen atoms, alkyl groups, alkoxy groups, and nitro groups. Also, there may be a plurality of substituents.
• the heterocyclic group represented by R a1 to R a7 is preferably a monocyclic or condensed-ring heterocyclic group having 2 to 8 condensed rings, and is a monocyclic or condensed-ring heterocyclic group having 2 to 4 condensed rings. is more preferable.
• the number of heteroatoms constituting the ring of the heterocyclic group is preferably 1-3.
• the heteroatom constituting the ring of the heterocyclic group includes a nitrogen atom, an oxygen atom and a sulfur atom, preferably a nitrogen atom.
• the number of carbon atoms constituting the ring of the heterocyclic group is preferably 3-20, more preferably 3-18, and more preferably 3-12.
• the heterocyclic group is preferably a 5- or 6-membered heterocyclic group.
• the heterocyclic group may have a substituent.
• substituents include halogen atoms such as chlorine, fluorine, and bromine, alkyl groups, alkoxy groups, aryl groups, hydroxy groups, amino groups, and nitro groups.
• the alkoxy groups represented by R a1 to R a7 preferably have 1 to 20 carbon atoms, more preferably 1 to 15 carbon atoms, and still more preferably 1 to 6 carbon atoms.
• Alkoxy groups may be straight or branched.
• the alkoxy group may have a substituent.
• a halogen atom, an aryl group, a nitro group, etc. are mentioned as a substituent.
• the aryloxy group represented by R a1 to R a7 preferably has 6 to 20 carbon atoms, more preferably 6 to 12 carbon atoms.
• the aryloxy group may have a substituent. Examples of substituents include halogen atoms, alkyl groups, alkoxy groups, amino groups, nitro groups, and the like. Also, there may be a plurality of substituents.
• R a1 and R a2 may combine with each other to form a ring.
• the ring formed by combining R a1 and R a2 may be an aromatic ring or a non-aromatic ring.
• R a5 and R a6 may combine with each other to form a ring.
• the ring formed by bonding these groups together may be either an aromatic ring or a non-aromatic ring.
• the halogen atoms represented by X2 and X3 include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom, preferably a chlorine atom and a bromine atom, preferably a bromine atom. more preferred.
• n2 represents an integer of 0 to 16, preferably an integer of 0 to 8, more preferably an integer of 0 to 4, and still more preferably 0.
• n3 represents an integer of 0 to 16, preferably an integer of 0 to 8, more preferably an integer of 0 to 4, and still more preferably 0.
• the alkyl group, alkenyl group, aryl group, heterocyclic group, alkoxy group or aryloxy group represented by R a11 to R a17 includes the groups described in the section of R a1 to R a7 , and the preferred ranges are also the same. .
• R a17 is preferably an alkyl group, an alkenyl group, an aryl group, an alkoxy group or an aryloxy group, more preferably an aryl group.
• the aluminum phthalocyanine compound examples include the aluminum phthalocyanine compound described in the examples below, C.I. I. Pigment Green 62, 63 and the like. Further, specific examples of the aluminum phthalocyanine compound include phthalocyanine pigments PCY-1 to PCY-42 described in paragraph numbers 0151 to 0195 of JP-A-2018-105959, and paragraph numbers 0193 to 0202 of WO 2016/125806. phthalocyanine pigments P-1 to P-35, PC-1 to PC-12, and PCY-1 to PCY-20 described in .
• the naphthalocyanine compound used as the coloring agent a may be either a pigment or a dye, but is preferably a pigment. That is, the naphthalocyanine compound is preferably a naphthalocyanine pigment.
• the naphthalocyanine compound includes a compound represented by formula (nPc1) and a compound represented by formula (nPc2), preferably a compound represented by formula (nPc1).
• R np1 to R np16 each independently represent a hydrogen atom, a cyano group, a nitro group, an alkyl group, an alkenyl group, an aryl group, —OR np101 , —COOR np102 , —CONHR np103 , —NHCOR np104 , — SO 2 NHR np105 or —NR np106 R np107 .
• R np101 to R np107 each independently represent a hydrogen atom, an alkyl group, an alkenyl group, or an aryl group of 6-10.
• M np1 represents a metal atom that may have a ligand, and the metal atom is manganese (Mn), iron (Fe), cobalt (Co), nickel (Ni), copper (Cu), or zinc (Zn).
• the number of carbon atoms in the alkyl group is preferably 1-10, more preferably 1-5.
• Alkyl groups may be linear, branched or cyclic.
• the alkyl group may have a substituent. Examples of substituents include halogen atoms, alkoxy groups, aryl groups, and nitro groups. Also, there may be a plurality of substituents.
• the alkenyl group preferably has 2 to 10 carbon atoms, more preferably 2 to 5 carbon atoms.
• An alkenyl group may be straight chain or branched.
• the alkenyl group may have a substituent.
• substituents include halogen atoms, alkoxy groups, aryl groups, and nitro groups.
• the aryl group preferably has 6 to 20 carbon atoms, more preferably 6 to 10 carbon atoms.
• the aryl group may have a substituent. Examples of substituents include halogen atoms, alkyl groups, alkoxy groups, and nitro groups. Also, there may be a plurality of substituents.
• M np1 in formula (nPc2) is preferably copper (Cu) or zinc (Zn).
• R np1 to R np16 in formula (nPc1) and formula (nPc2) are each independently a hydrogen atom, a nitro group, an alkyl group, —OR np101 , —SO 2 NHR np105 , or —NR np106 R np107 is preferred, and a hydrogen atom is more preferred.
• naphthalocyanine compound examples include the naphthalocyanine compounds described in Examples described later and compounds a-1 to a-55 described in paragraph numbers 0034 to 0038 of JP-A-2021-014547.
• Colorants used in the coloring composition of the present invention include yellow colorants containing isoindoline compounds.
• an isoindoline compound used as a yellow colorant is also referred to as an isoindoline yellow colorant.
• the isoindoline yellow colorant is preferably a pigment. That is, the isoindoline yellow colorant is preferably an isoindoline yellow pigment. Specific examples of isoindoline yellow colorants include C.I. I. Pigment Yellow 150 and C.I. I. Pigment Yellow 185 is mentioned.
• the isoindoline yellow colorant is C.I. I. Pigment Yellow 185 is preferable, and C.I. I. Pigment Yellow 185 and C.I. I. Pigment Yellow 139 is more preferred. Also, C.I. I. Pigment Yellow 185 and C.I. I. Pigment Yellow 139, C.I. I. Pigment Yellow 139 content is C.I. I. It is preferably 10 to 500 parts by mass with respect to 100 parts by mass of Pigment Yellow 185. The upper limit is more preferably 300 parts by mass or less, and even more preferably 200 parts by mass or less. The lower limit is more preferably 50 parts by mass or more, and even more preferably 100 parts by mass or more.
• the yellow coloring agent can contain a yellow coloring agent other than the isoindoline yellow coloring agent (also referred to as other yellow coloring agents).
• yellow colorants include azo compounds, azomethine compounds, pteridine compounds, quinophthalone compounds and perylene compounds.
• the other yellow colorant is preferably a yellow pigment.
• Specific examples of other yellow colorants include C.I. I. Pigment Yellow 1, 2, 3, 4, 5, 6, 10, 11, 12, 13, 14, 15, 16, 17, 18, 20, 24, 31, 32, 34, 35, 35: 1, 36, 36: 1, 37, 37: 1, 40, 42, 43, 53, 55, 60, 61, 62, 63, 65, 73, 74, 77, 81, 83, 86, 93, 94, 95, 97, 98, 100, 101, 104, 106, 108, 113, 114, 115, 116, 117, 118, 119, 120, 123, 125, 126, 127, 128, 129, 137, 138, 147, 148, 150, 151, 152, 153, 154, 155, 156, 161, 162, 164, 166,
• a nickel azobarbiturate complex having the following structure can also be used.
• the content of the isoindoline yellow coloring agent in the yellow coloring agent is 50% by mass or more, preferably 65% by mass or more, and more preferably 80% by mass or more.
• the upper limit can be 100% by mass or less.
• the yellow colorant is substantially only isoindoline yellow colorant.
• the phrase that the yellow coloring agent is substantially only the isoindoline yellow coloring agent means that the content of the isoindoline yellow coloring agent in the yellow coloring agent is 99% by mass or more, It is preferably 99.9% by mass or more, more preferably 100% by mass.
• the coloring agent used in the coloring composition of the present invention can contain coloring agents other than the specific coloring agent described above (also referred to as other coloring agents).
• coloring agents include chromatic coloring agents such as green coloring agents, red coloring agents, purple coloring agents, and orange coloring agents.
• Other colorants may be pigments or dyes.
• the other colorant is a green colorant.
• Green colorants used as other colorants include phthalocyanine compounds and squarylium compounds, with phthalocyanine compounds being preferred. Specific examples of green colorants include C.I. I. Pigment Green 7, 58, 59 and the like.
• red colorants examples include diketopyrrolopyrrole compounds, anthraquinone compounds, azo compounds, naphthol compounds, azomethine compounds, xanthene compounds, quinacridone compounds, perylene compounds, and thioindigo compounds. Specific examples of red colorants include C.I. I.
• a red colorant a diketopyrrolopyrrole compound in which at least one bromine atom is substituted in the structure described in JP-A-2017-201384, a diketopyrrolopyrrole described in paragraphs 0016 to 0022 of Japanese Patent No.
• 10-2019-0140741 anthraquinone compounds described in Korean Patent Publication No. 10-2019-0140744, JP 2020 -Perylene compounds described in JP-A-079396, perylene compounds described in JP-A-2020-083982, xanthene compounds described in JP-A-2018-035345, paragraph numbers 0025 to 0041 of JP-A-2020-066702
• the described diketopyrrolopyrrole compounds and the like can also be used.
• red colorant a compound having a structure in which an aromatic ring group in which a group having an oxygen atom, a sulfur atom or a nitrogen atom is bonded to an aromatic ring is bonded to a diketopyrrolopyrrole skeleton is used.
• C.I. I. Pigment Orange 2 5, 13, 16, 17: 1, 31, 34, 36, 38, 43, 46, 48, 49, 51, 52, 55, 59, 60, 61, 62, 64, 71, 73, etc. of orange pigments.
• C.I. I. Purple pigments such as Pigment Violet 1, 19, 23, 27, 32, 37, 42, 60, 61 are included.
• the content of the other coloring agent in the coloring agent is preferably 80% by mass or less, more preferably 60% by mass or less, still more preferably 40% by mass or less, and 20% by mass or less. It is more preferably 10% by mass or less, and particularly preferably 5% by mass or less.
• the content of the coloring agent in the total solid content of the coloring composition is preferably 30-70% by mass, more preferably 35-70% by mass.
• the upper limit is more preferably 65% by mass or less, and even more preferably 62% by mass or less.
• the lower limit is more preferably 40% by mass or more, still more preferably 45% by mass or more, and even more preferably 50% by mass or more.
• the content of Pigment Green 36 is preferably 10 to 65% by mass.
• the upper limit is more preferably 60% by mass or less, even more preferably 55% by mass or less, and even more preferably 50% by mass or less.
• the lower limit is more preferably 20% by mass or more, still more preferably 30% by mass or more, even more preferably 35% by mass or more, and particularly preferably 40% by mass or more.
• the content of the colorant a in the colorant is preferably 2 to 60% by mass.
• the upper limit is more preferably 50% by mass or less, still more preferably 30% by mass or less, even more preferably 25% by mass or less, and even more preferably 20% by mass or less. % by mass or less is particularly preferred.
• the lower limit is more preferably 5% by mass or more, and even more preferably 10% by mass or more.
• the coloring composition contains C.I. I. 5 parts by mass or more, more preferably 10 parts by mass or more, and even more preferably 20 parts by mass or more of the colorant a is contained with respect to 100 parts by mass of Pigment Green 36 .
• the upper limit is preferably 80 parts by mass or less, more preferably 60 parts by mass or less, even more preferably 40 parts by mass or less, and particularly preferably 35 parts by mass or less.
• the content of the yellow coloring agent in the coloring agent is preferably 15 to 70% by mass.
• the upper limit is more preferably 60% by mass or less, and even more preferably 50% by mass or less.
• the lower limit is more preferably 20% by mass or more, still more preferably 25% by mass or more, even more preferably 30% by mass or more, and particularly preferably 32% by mass or more.
• the coloring composition contains C.I. I. It preferably contains 20 parts by mass or more, more preferably 40 parts by mass or more, still more preferably 60 parts by mass or more, and 65 parts by mass or more of the yellow colorant with respect to 100 parts by mass of Pigment Green 36. is particularly preferred.
• the upper limit is preferably 200 parts by mass or less, more preferably 150 parts by mass or less, and even more preferably 100 parts by mass or less.
• the coloring composition preferably contains 265 parts by mass or more, more preferably 270 parts by mass or more, and further preferably contains 300 parts by mass or more of the yellow colorant with respect to 100 parts by mass of the colorant a. preferable.
• the upper limit is preferably 700 parts by mass or less, more preferably 500 parts by mass or less, and even more preferably 350 parts by mass or less.
• the content of the isoindoline compound (isoindoline yellow colorant) in the coloring agent is preferably 10 to 70% by mass.
• the upper limit is more preferably 60% by mass or less, and even more preferably 50% by mass or less.
• the lower limit is more preferably 20% by mass or more, still more preferably 25% by mass or more, even more preferably 30% by mass or more, and particularly preferably 32% by mass or more.
• the coloring composition contains C.I. I.
• the isoindoline compound (isoindoline yellow colorant) is preferably contained in an amount of 20 parts by mass or more, more preferably 40 parts by mass or more, and even more preferably 60 parts by mass or more, based on 100 parts by mass of Pigment Green 36.
• the upper limit is preferably 200 parts by mass or less, more preferably 150 parts by mass or less, and even more preferably 100 parts by mass or less.
• the coloring composition preferably contains 265 parts by mass or more of an isoindoline compound (isoindoline yellow coloring agent), more preferably 270 parts by mass or more, based on 100 parts by mass of the coloring agent a. It is more preferable to contain at least parts by mass.
• the upper limit is preferably 700 parts by mass or less, more preferably 500 parts by mass or less, and even more preferably 350 parts by mass or less.
• the coloring composition of the present invention contains a resin.
• the resin is blended, for example, for dispersing a pigment in a coloring composition or as a binder.
• a resin mainly used for dispersing a pigment in a coloring composition is also called a dispersant.
• a resin as a dispersing agent can be used during the preparation of the dispersion. However, such uses of the resin are only examples, and the resin can be used for purposes other than such uses.
• the weight average molecular weight (Mw) of the resin is preferably 2,000 to 2,000,000.
• the upper limit is more preferably 1,000,000 or less, and even more preferably 500,000 or less.
• the lower limit is more preferably 3000 or more, still more preferably 4000 or more, and even more preferably 5000 or more.
• resins examples include (meth)acrylic resins, (meth)acrylamide resins, ene-thiol resins, polycarbonate resins, polyether resins, polyarylate resins, polysulfone resins, polyethersulfone resins, polyphenylene resins, and polyarylene ether phosphine oxides. resins, polyimide resins, polyamideimide resins, polyolefin resins, cyclic olefin resins, polyester resins, styrene resins, siloxane resins, and the like.
• a resin having a glass transition temperature of 390° C. or higher can also be used as the resin.
• Examples of commercially available resins having a glass transition temperature of 390° C. or higher include polyimide varnish H520 manufactured by Mitsubishi Gas Chemical Company, Inc. and the like.
• the resin used in the present invention preferably contains an alkali-soluble resin.
• a resin having an acid group is preferable as the alkali-soluble resin.
• Acid groups include phenolic hydroxy groups, carboxyl groups, sulfo groups, phosphoric acid groups, phosphonic acid groups, and the like.
• the acid value of the alkali-soluble resin is preferably 30-500 mgKOH/g.
• the lower limit is more preferably 50 mgKOH/g or more, still more preferably 70 mgKOH/g or more.
• the upper limit is more preferably 400 mgKOH/g or less, still more preferably 250 mgKOH/g or less, even more preferably 220 mgKOH/g or less, and particularly preferably 200 mgKOH/g or less.
• the alkali-soluble resin may have repeating units derived from a maleimide compound.
• Maleimide compounds include N-alkylmaleimides and N-arylmaleimides. Repeating units derived from maleimide compounds include repeating units represented by the formula (C-mi).
• Rmi represents an alkyl group or an aryl group.
• the number of carbon atoms in the alkyl group is preferably 1-20.
• Alkyl groups may be linear, branched or cyclic.
• the number of carbon atoms in the aryl group is preferably 6-20, more preferably 6-15, even more preferably 6-10.
• Rmi is preferably an aryl group.
• the alkali-soluble resin is a compound represented by the following formula (ED1) and/or a compound represented by the following formula (ED2) (hereinafter, these compounds may be referred to as an "ether dimer"). It is also preferable that the resin contains
• R 1 and R 2 each independently represent a hydrogen atom or a hydrocarbon group having 1 to 25 carbon atoms which may have a substituent.
• R represents a hydrogen atom or an organic group having 1 to 30 carbon atoms.
• the description in JP-A-2010-168539 can be referred to, and the contents thereof are incorporated herein.
• Specific examples of the ether dimer can be referred to paragraph number 0317 of JP-A-2013-029760, the content of which is incorporated herein.
• the colored composition of the present invention preferably uses a resin having a polymerizable group (hereinafter also referred to as a polymerizable resin) as the resin.
• the polymerizable resin is an alkali-soluble resin. That is, the alkali-soluble resin is also preferably a resin having a polymerizable group.
• examples of polymerizable groups include ethylenically unsaturated bond-containing groups such as vinyl groups, (meth)allyl groups, and (meth)acryloyl groups.
• the resin used in the present invention also preferably contains a resin b1 containing a repeating unit derived from the compound represented by formula (III).
• a resin b1 containing a repeating unit derived from the compound represented by formula (III) By using the resin b1, it is excellent in curability at low temperatures, and a sufficiently cured film can be formed even by heating at a relatively low temperature. Furthermore, it is easy to form a cured film having excellent spectral characteristics.
• R 1 represents a hydrogen atom or a methyl group
• R 21 and R 22 each independently represent an alkylene group
• n represents an integer of 0-15.
• the number of carbon atoms in the alkylene group represented by R 21 and R 22 is preferably 1 to 10, more preferably 1 to 5, even more preferably 1 to 3, particularly 2 or 3. preferable.
• n represents an integer of 0 to 15, preferably an integer of 0 to 5, more preferably an integer of 0 to 4, and even more preferably an integer of 0 to 3.
• Examples of the compound represented by formula (III) include ethylene oxide- or propylene oxide-modified (meth)acrylate of paracumylphenol.
• Commercially available products include Aronix M-110 (manufactured by Toagosei Co., Ltd.).
• the proportion of repeating units derived from the compound represented by formula (III) in all repeating units of resin b1 is preferably 1 to 99 mol%.
• the lower limit is more preferably 3 mol % or more, more preferably 5 mol % or more.
• the upper limit is more preferably 95 mol% or less, even more preferably 90 mol% or less.
• the resin b1 may further contain repeating units other than the repeating units derived from the compound represented by formula (III).
• resin b1 may contain repeating units derived from (meth)acrylate, and preferably contain repeating units derived from alkyl (meth)acrylate.
• the number of carbon atoms in the alkyl portion of the alkyl (meth)acrylate is preferably 3-10, more preferably 3-8, even more preferably 3-6.
• Preferred specific examples of alkyl (meth)acrylates include n-butyl (meth)acrylate.
• the resin b1 contains a repeating unit having an acid group.
• the resin used in the present invention preferably contains a resin having a repeating unit containing a blocked isocyanate group (hereinafter also referred to as resin BI). According to this aspect, more excellent low-temperature curability can be obtained, and a sufficiently cured film can be formed even by heating at a relatively low temperature.
• resin BI a resin having a repeating unit containing a blocked isocyanate group
• the blocked isocyanate group possessed by the resin BI is preferably a group capable of generating an isocyanate group by heat, more preferably a group capable of generating an isocyanate group by heat of 70 to 150°C. preferable.
• the blocked isocyanate group includes a group having a structure in which the isocyanate group is chemically protected by a blocking agent.
• a blocked isocyanate group is a group having a structure in which the isocyanate group is protected by a compound called a blocking agent. It is a group having a structure in which a blocking agent is eliminated from a blocked isocyanate group to generate an isocyanate group.
• the blocked isocyanate group possessed by the resin BI is more preferably a group capable of generating an isocyanate group by heating at 70 to 150°C. That is, the isocyanate formation temperature of the blocked isocyanate group (the desorption temperature of the blocking agent) is preferably 70 to 150°C. From the viewpoint of storage stability, the lower limit of the isocyanate generation temperature is more preferably 75° C. or higher, and even more preferably 80° C. or higher. From the viewpoint of curability, the upper limit of the isocyanate generation temperature is more preferably 130° C. or less, and still more preferably 120° C. or less.
• Blocking agents for protecting isocyanate groups of blocked isocyanate groups include oxime compounds, lactam compounds, phenol compounds, alcohol compounds, amine compounds, active methylene compounds, pyrazole compounds, mercaptan compounds, imidazole compounds, imide compounds, etc. and easiness of the deprotection reaction, preferred are oxime compounds, lactam compounds, active methylene compounds and pyrazole compounds, more preferred are oxime compounds, active methylene compounds and pyrazole compounds, and still more preferred are oxime compounds.
• the coloring composition of the present invention also preferably contains a resin having a basic group.
• the resin having a basic group is preferably a resin containing a repeating unit having a basic group in its side chain. It is more preferably a polymer, and more preferably a block copolymer having a repeating unit having a basic group on its side chain and a repeating unit containing no basic group. Resins having basic groups can also be used as dispersants.
• the amine value of the resin having basic groups is preferably 5-300 mgKOH/g.
• the lower limit is more preferably 10 mgKOH/g or more, still more preferably 20 mgKOH/g or more.
• the upper limit is more preferably 200 mgKOH/g or less, still more preferably 100 mgKOH/g or less.
• Examples of the basic group contained in the resin having a basic group include groups represented by the following formula (am-1) and groups represented by the following formula (am-2).
• R am1 and R am2 each independently represent a hydrogen atom, an alkyl group or an aryl group, and R am1 and R am2 may combine to form a ring;
• R am11 represents a hydrogen atom, a hydroxy group, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, an acyl group or an oxy radical
• R am12 to R am19 each independently , represents a hydrogen atom, an alkyl group or an aryl group.
• the number of carbon atoms in the alkyl groups represented by R am1 , R am2 and R am11 to R am19 is preferably 1-30, more preferably 1-15, still more preferably 1-8, and particularly preferably 1-5.
• the alkyl group may be linear, branched or cyclic, preferably linear or branched, more preferably linear.
• the alkyl group may have a substituent.
• the aryl group represented by R am1 , R am2 and R am11 to R am19 preferably has 6 to 30 carbon atoms, more preferably 6 to 20 carbon atoms, and still more preferably 6 to 12 carbon atoms.
• the aryl group may have a substituent.
• the number of carbon atoms in the alkoxy group represented by R am11 is preferably 1-30, more preferably 1-15, still more preferably 1-8, and particularly preferably 1-5.
• An alkoxy group may have a substituent.
• the number of carbon atoms in the aryloxy group represented by R am11 is preferably 6-30, more preferably 6-20, even more preferably 6-12.
• the aryloxy group may have a substituent.
• the acyl group represented by R am11 preferably has 2 to 30 carbon atoms, more preferably 2 to 20 carbon atoms, and still more preferably 2 to 12 carbon atoms.
• the acyl group may have a substituent.
• resins having basic groups include DISPERBYK-161, 162, 163, 164, 166, 167, 168, 174, 182, 183, 184, 185, 2000, 2001, 2050, 2150, 2163, 2164, BYK-LPN6919 (manufactured by BYK-Chemie), Solsperse 11200, 13240, 13650, 13940, 24000, 26000, 28000, 32000, 32500, 32550, 32600, 33000, 34750, 35100, 35200, 37500, 38 500, 39000, 53095, 56000, 7100 (manufactured by Nippon Lubrizol), Efka PX 4300, 4330, 4046, 4060, 4080 (manufactured by BASF) and the like.
• resin Ac a resin having an aromatic carboxy group
• the aromatic carboxy group may be contained in the main chain of the repeating unit or may be contained in the side chain of the repeating unit.
• the aromatic carboxy group is preferably contained in the main chain of the repeating unit.
• an aromatic carboxy group is a group having a structure in which one or more carboxy groups are bonded to an aromatic ring.
• the number of carboxy groups bonded to the aromatic ring is preferably 1-4, more preferably 1-2.
• Resin Ac is preferably a resin containing at least one repeating unit selected from repeating units represented by formula (Ac-1) and repeating units represented by formula (Ac-2).
• Ar 1 represents a group containing an aromatic carboxyl group
• L 1 represents -COO- or -CONH-
• L 2 represents a divalent linking group
• Ar 10 represents a group containing an aromatic carboxyl group
• L 11 represents -COO- or -CONH-
• L 12 represents a trivalent linking group
• P 10 represents a polymer represents a chain.
• aromatic carboxy group-containing group represented by Ar 1 in formula (Ac-1) examples include structures derived from aromatic tricarboxylic acid anhydrides, structures derived from aromatic tetracarboxylic acid anhydrides, and the like.
• Aromatic tricarboxylic anhydrides and aromatic tetracarboxylic anhydrides include compounds having the following structures.
• Q 1 is a single bond, -O-, -CO-, -COOCH 2 CH 2 OCO-, -SO 2 -, -C(CF 3 ) 2 -, represented by the following formula (Q-1) or a group represented by the following formula (Q-2).
• the group containing an aromatic carboxyl group represented by Ar 1 may have a polymerizable group.
• the polymerizable group is preferably an ethylenically unsaturated bond-containing group and a cyclic ether group, more preferably an ethylenically unsaturated bond-containing group.
• Specific examples of the group containing an aromatic carboxy group represented by Ar 1 include a group represented by formula (Ar-11), a group represented by formula (Ar-12), and a group represented by formula (Ar-13). and the like.
• n1 represents an integer of 1 to 4, preferably 1 or 2, more preferably 2.
• n2 represents an integer of 1 to 8, preferably an integer of 1 to 4, more preferably 1 or 2, and still more preferably 2.
• n3 and n4 each independently represent an integer of 0 to 4, preferably an integer of 0 to 2, more preferably 1 or 2, preferably 1 More preferred. However, at least one of n3 and n4 is an integer of 1 or more.
• Q 1 is a single bond, -O-, -CO-, -COOCH 2 CH 2 OCO-, -SO 2 -, -C(CF 3 ) 2 -, the above formula (Q- 1) or a group represented by the above formula (Q-2).
• *1 represents the bonding position with L1 .
• L 1 represents -COO- or -CONH-, preferably -COO-.
• the divalent linking group represented by L 2 in formula (Ac-1) includes an alkylene group, an arylene group, -O-, -CO-, -COO-, -OCO-, -NH-, -S- and these A group obtained by combining two or more of The number of carbon atoms in the alkylene group is preferably 1-30, more preferably 1-20, even more preferably 1-15.
• the alkylene group may be linear, branched or cyclic.
• the arylene group preferably has 6 to 30 carbon atoms, more preferably 6 to 20 carbon atoms, and even more preferably 6 to 10 carbon atoms.
• An alkylene group and an arylene group may have a substituent. A hydroxy group etc.
• the divalent linking group represented by L 2 is preferably a group represented by -L 2a -O-.
• L 2a is an alkylene group; an arylene group; a group in which an alkylene group and an arylene group are combined; at least one selected from an alkylene group and an arylene group; Examples include groups in which at least one selected from —NH— and —S— are combined, and alkylene groups are preferred.
• the number of carbon atoms in the alkylene group is preferably 1-30, more preferably 1-20, even more preferably 1-15.
• the alkylene group may be linear, branched or cyclic. An alkylene group and an arylene group may have a substituent. A hydroxy group etc. are mentioned as a substituent.
• the group containing an aromatic carboxyl group represented by Ar 10 in formula (Ac-2) has the same meaning as Ar 1 in formula (Ac-1), and the preferred range is also the same.
• L 11 represents -COO- or -CONH-, preferably -COO-.
• the trivalent linking group represented by L 12 in formula (Ac-2) includes a hydrocarbon group, -O-, -CO-, -COO-, -OCO-, -NH-, -S- and 2 of these Groups in which more than one species are combined are included.
• Hydrocarbon groups include aliphatic hydrocarbon groups and aromatic hydrocarbon groups. The number of carbon atoms in the aliphatic hydrocarbon group is preferably 1-30, more preferably 1-20, even more preferably 1-15.
• the aliphatic hydrocarbon group may be linear, branched or cyclic. The number of carbon atoms in the aromatic hydrocarbon group is preferably 6-30, more preferably 6-20, even more preferably 6-10.
• the hydrocarbon group may have a substituent. A hydroxy group etc. are mentioned as a substituent.
• the trivalent linking group represented by L 12 is preferably a group represented by formula (L12-1), more preferably a group represented by formula (L12-2).
• L 12b represents a trivalent linking group
• X 1 represents S
• *1 represents the bonding position with L 11 of formula (Ac-2)
• *2 represents formula ( The binding position of Ac-2) with P10 is shown.
• the trivalent linking group represented by L 12b includes a hydrocarbon group; and at least one selected from -O-, -CO-, -COO-, -OCO-, -NH- and -S- and the like, and a hydrocarbon group or a group of a combination of a hydrocarbon group and —O— is preferred.
• L 12c represents a trivalent linking group
• X 1 represents S
• *1 represents the bonding position with L 11 of formula (Ac-2)
• *2 represents formula ( The binding position of Ac-2) with P10 is shown.
• the trivalent linking group represented by L 12c includes a hydrocarbon group; and at least one selected from -O-, -CO-, -COO-, -OCO-, -NH- and -S- and the like, preferably a hydrocarbon group.
• P 10 in formula (Ac-2) represents a polymer chain.
• the polymer chain represented by P10 preferably has at least one repeating unit selected from poly(meth)acrylic repeating units, polyether repeating units, polyester repeating units and polyol repeating units.
• the weight average molecular weight of the polymer chain P10 is preferably 500-20,000.
• a lower limit of 1000 or more is more preferable.
• the upper limit is more preferably 10,000 or less, even more preferably 5,000 or less, and even more preferably 3,000 or less. If the weight average molecular weight of P10 is within the above range, the dispersibility of the pigment in the composition is good.
• the resin having an aromatic carboxyl group is a resin having repeating units represented by formula (Ac-2), this resin is preferably used as a dispersant.
• the polymer chain represented by P10 may contain a polymerizable group.
• Polymerizable groups include ethylenically unsaturated bond-containing groups and cyclic ether groups.
• Resins having a phosphoric acid group include resins represented by formula (P-3-1). This resin is preferably used as a dispersant.
• Rp 1 represents an alkylene group
• Rp 2 represents a hydrogen atom or a substituent
• n represents a number of 10-1000
• y represents a number of 1-2.
• the alkylene group represented by Rp 1 preferably has 1 to 10 carbon atoms, more preferably 1 to 5 carbon atoms, and still more preferably 2 or 3 carbon atoms.
• Rp 1 is preferably an ethylene group.
• substituent represented by Rp 2 include an alkyl group, an aryl group, a heteroaryl group and the like, preferably an alkyl group.
• the number of carbon atoms in the alkyl group is preferably 5-30.
• the alkyl group may be linear, branched or cyclic, preferably linear or branched, more preferably branched.
• the weight-average molecular weight of the resin having the structure represented by formula (P-3-1) is preferably 2,000 to 50,000, more preferably 3,000 to 45,000, and even more preferably 4,000 to 40,000.
• the acid value of the resin having the structure represented by formula (P-3-1) is preferably 10-200 mgKOH/g, more preferably 20-150 mgKOH/g, and even more preferably 30-120 mgKOH/g.
• the coloring composition of the present invention can contain a resin as a dispersant.
• Dispersants include acidic dispersants (acidic resins) and basic dispersants (basic resins).
• the acidic dispersant (acidic resin) represents a resin in which the amount of acid groups is greater than the amount of basic groups.
• the acidic dispersant (acidic resin) a resin in which the amount of acid groups accounts for 70 mol% or more when the total amount of the amount of acid groups and the amount of basic groups is 100 mol% is preferable.
• a resin consisting only of acid groups is more preferable.
• the acid group possessed by the acidic dispersant (acidic resin) is preferably a carboxy group.
• the acid value of the acidic dispersant is preferably 10-105 mgKOH/g.
• a basic dispersant represents a resin in which the amount of basic groups is greater than the amount of acid groups.
• a resin containing more than 50 mol % of basic groups is preferable when the total amount of acid groups and basic groups is 100 mol %.
• the basic group possessed by the basic dispersant is preferably an amino group.
• Dispersants include, for example, polymeric dispersants [e.g., polyamidoamine and its salts, polycarboxylic acids and their salts, high molecular weight unsaturated acid esters, modified polyurethanes, modified polyesters, modified poly(meth)acrylates, (meth) acrylic copolymer, formalin condensate of naphthalene sulfonate], polyoxyethylene alkyl phosphate, polyoxyethylene alkylamine, alkanolamine, and the like.
• Polymeric dispersants can be further classified into straight-chain polymers, terminal-modified polymers, graft-type polymers, and block-type polymers according to their structures.
• Polymeric dispersants adsorb to the surfaces of particles such as pigments and act to prevent reaggregation. Therefore, a terminal-modified polymer, a graft-type polymer, and a block-type polymer having an anchor site to the surface of a particle such as a pigment are preferable structures. Dispersants described in paragraphs 0028 to 0124 of JP-A-2011-070156 and dispersants described in JP-A-2007-277514 are also preferably used.
• a graft copolymer can also be used as a dispersant. Details of the graft copolymer can be referred to paragraphs 0131 to 0160 of JP-A-2012-137564, the contents of which are incorporated herein. Further, an oligoimine copolymer containing a nitrogen atom in at least one of the main chain and the side chain can also be used as the dispersant. Regarding the oligoimine copolymer, the description of paragraphs 0102 to 0174 of JP-A-2012-255128 can be referred to, and the contents thereof are incorporated herein. As the dispersant, a resin having a structure in which a plurality of polymer chains are bonded to the core portion can also be used.
• Such resins include, for example, dendrimers (including star polymers). Further, specific examples of dendrimers include polymer compounds C-1 to C-31 described in paragraphs 0196 to 0209 of JP-A-2013-043962.
• the dispersant includes polyethyleneimine having a polyester side chain described in WO 2016/104803, a block copolymer described in WO 2019/125940, and a block copolymer described in JP 2020-066687. A block polymer having an acrylamide structural unit, a block polymer having an acrylamide structural unit described in JP-A-2020-066688, and the like can also be used. Alkali-soluble resin can also be used as a dispersant.
• Dispersants are also available as commercial products, and specific examples thereof include the Disperbyk series manufactured by BYK Chemie (for example, Disperbyk-111, 2001, etc.), BYK series, Sol manufactured by Nippon Lubrizol Co., Ltd. Sparse series (for example, Solsperse 20000, 76500, etc.), Ajinomoto Fine-Techno Co., Inc. Ajisper series, and the like.
• the product described in paragraph number 0129 of JP-A-2012-137564 and the product described in paragraph number 0235 of JP-A-2017-194662 can also be used as a dispersant.
• the resin content in the total solid content of the coloring composition is preferably 5 to 50% by mass.
• the upper limit is more preferably 40% by mass or less, and even more preferably 30% by mass or less.
• the lower limit is more preferably 10% by mass or more, and even more preferably 20% by mass or more.
• the content of the alkali-soluble resin in the total solid content of the coloring composition is preferably 1 to 50% by mass.
• the upper limit is more preferably 30% by mass or less, and even more preferably 15% by mass or less.
• the lower limit is more preferably 2.5% by mass or more, and even more preferably 5% by mass or more.
• the coloring composition of the present invention may contain only one resin, or may contain two or more resins. When two or more resins are included, the total amount thereof is preferably within the above range.
• the coloring composition of the present invention contains a solvent.
• An organic solvent is mentioned as a solvent.
• the solvent is basically not particularly limited as long as it satisfies the solubility of each component and the applicability of the coloring composition.
• Organic solvents include ester-based solvents, ketone-based solvents, alcohol-based solvents, amide-based solvents, ether-based solvents, and hydrocarbon-based solvents. For these details, reference can be made to paragraph 0223 of WO2015/166779, the content of which is incorporated herein. Ester-based solvents substituted with cyclic alkyl groups and ketone-based solvents substituted with cyclic alkyl groups can also be preferably used.
• organic solvents include polyethylene glycol monomethyl ether, dichloromethane, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl cellosolve acetate, ethyl lactate, diethylene glycol dimethyl ether, butyl acetate, methyl 3-methoxypropionate, 2 -heptanone, 3-pentanone, 4-heptanone, cyclohexanone, 2-methylcyclohexanone, 3-methylcyclohexanone, 4-methylcyclohexanone, cycloheptanone, cyclooctanone, cyclohexyl acetate, cyclopentanone, ethylcarbitol acetate, butylcarbylate tall acetate, propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate, 3-methoxy-N,N-dimethylpropanamide, 3-butoxy-N,N-di
• aromatic hydrocarbons (benzene, toluene, xylene, ethylbenzene, etc.) as organic solvents may be better reduced for environmental reasons (e.g., 50 mass ppm (parts per million), 10 ppm by mass or less, or 1 ppm by mass or less).
• an organic solvent with a low metal content it is preferable to use an organic solvent with a low metal content, and the metal content of the organic solvent is preferably, for example, 10 mass ppb (parts per billion) or less. If necessary, a ppt (parts per trillion) level solvent may be used, and such a high-purity solvent is provided by, for example, Toyo Gosei Co., Ltd. (Chemical Daily, November 13, 2015).
• Examples of methods for removing impurities such as metals from organic solvents include distillation (molecular distillation, thin film distillation, etc.) and filtration using a filter.
• the filter pore size of the filter used for filtration is preferably 10 ⁇ m or less, more preferably 5 ⁇ m or less, and even more preferably 3 ⁇ m or less.
• the material of the filter is preferably polytetrafluoroethylene, polyethylene or nylon.
• the organic solvent may contain isomers (compounds with the same number of atoms but different structures). Moreover, only one isomer may be contained, or a plurality of isomers may be contained.
• the content of peroxide in the organic solvent is preferably 0.8 mmol/L or less, and more preferably the organic solvent does not substantially contain peroxide.
• the content of the solvent in the coloring composition is preferably 60-95% by mass.
• the upper limit is more preferably 90% by mass or less, even more preferably 87.5% by mass or less, and even more preferably 85% by mass or less.
• the lower limit is more preferably 65% by mass or more, still more preferably 70% by mass or more, and even more preferably 75% by mass or more.
• Solvents may be used singly or in combination of two or more. When two or more of them are used in combination, it is preferable that the total amount thereof falls within the above range.
• the colored composition of the present invention does not substantially contain environmentally regulated substances.
• substantially free of environmentally regulated substances means that the content of environmentally regulated substances in the colored composition is 50 ppm by mass or less, preferably 30 ppm by mass or less. , is more preferably 10 mass ppm or less, and particularly preferably 1 mass ppm or less.
• Environmental control substances include, for example, benzene; alkylbenzenes such as toluene and xylene; and halogenated benzenes such as chlorobenzene.
• a method for reducing the amount of environmentally regulated substances there is a method in which the system is heated or decompressed to raise the temperature to the boiling point of the environmentally regulated substances or higher, and the environmentally regulated substances are distilled off from the system.
• distilling off a small amount of environmentally regulated substances it is also useful to azeotrope with a solvent having a boiling point equivalent to that of the solvent in order to increase the efficiency.
• a polymerization inhibitor or the like is added and distilled off under reduced pressure in order to suppress the radical polymerization reaction from progressing during the vacuum distillation and the intermolecular cross-linking.
• These distillation methods are the raw material stage, the reaction product of the raw materials (for example, the resin solution or polyfunctional monomer solution after polymerization), or the colored composition stage produced by mixing these compounds. is possible even at the stage of
• the coloring composition of the present invention preferably contains a polymerizable monomer.
• polymerizable monomers include compounds having an ethylenically unsaturated bond-containing group.
• ethylenically unsaturated bond-containing groups include vinyl groups, (meth)allyl groups, and (meth)acryloyl groups.
• the polymerizable monomer used in the present invention is preferably a radically polymerizable monomer.
• the molecular weight of the polymerizable monomer is preferably 100-3000.
• the upper limit is more preferably 2000 or less, and even more preferably 1500 or less.
• the lower limit is more preferably 150 or more, even more preferably 250 or more.
• the lower limit is more preferably 3 mmol/g or more, still more preferably 4 mmol/g or more, and even more preferably 5 mmol/g or more.
• the upper limit is more preferably 12 mmol/g or less, even more preferably 10 mmol/g or less, and even more preferably 8 mmol/g or less.
• the polymerizable monomer is preferably a compound containing 3 or more ethylenically unsaturated bond-containing groups, more preferably a compound containing 4 or more ethylenically unsaturated bond-containing groups. According to this aspect, the curability of the colored composition by exposure is good.
• the upper limit of the ethylenically unsaturated bond-containing groups is preferably 15 or less, more preferably 10 or less, even more preferably 6 or less, from the viewpoint of the stability of the colored composition over time.
• the polymerizable monomer is preferably a trifunctional or higher (meth)acrylate compound, more preferably a tri- to fifteen-functional (meth)acrylate compound, and a tri- to ten-functional (meth)acrylate compound. is more preferred, and tri- to hexa-functional (meth)acrylate compounds are particularly preferred.
• the polymerizable monomer is also preferably a compound containing an ethylenically unsaturated bond-containing group and an alkyleneoxy group (hereinafter also referred to as an AO monomer).
• an AO monomer affinity with a developer such as an alkaline developer can be improved. For this reason, when forming pixels by exposing a coloring composition layer formed using a coloring composition in a pattern and removing the coloring composition layer in the unexposed area using a developer such as an alkaline developer, , the colored composition layer in the unexposed areas can be removed efficiently, and the generation of development residues can be more effectively suppressed.
• the number of alkyleneoxy groups contained in one molecule of the AO monomer is preferably 3 or more, more preferably 4 or more.
• the upper limit is preferably 20 or less from the viewpoint of the stability of the colored composition over time.
• AO monomers examples include compounds represented by the following formula (AO-1).
• a 1 represents an ethylenically unsaturated bond-containing group
• L 1 represents a single bond or a divalent linking group
• R 1 represents an alkylene group
• m represents an integer of 1 to 30
• n represents an integer of 3 or more
• L2 represents an n-valent linking group.
• Examples of the ethylenically unsaturated bond-containing group represented by A 1 include a vinyl group, a (meth)allyl group, and a (meth)acryloyl group, with a (meth)acryloyl group being preferred.
• the divalent linking group represented by L 1 includes an alkylene group, an arylene group, -O-, -CO-, -COO-, -OCO-, -NH-, and groups in which two or more of these are combined. .
• the number of carbon atoms in the alkylene group is preferably 1-30, more preferably 1-20, even more preferably 1-15.
• the alkylene group may be linear, branched or cyclic.
• the arylene group preferably has 6 to 30 carbon atoms, more preferably 6 to 20 carbon atoms, and even more preferably 6 to 10 carbon atoms.
• the number of carbon atoms in the alkylene group represented by R 1 is preferably 1 to 10, more preferably 1 to 5, even more preferably 1 to 3, particularly preferably 2 or 3, and most preferably 2.
• the alkylene group represented by R 1 is preferably linear or branched, more preferably linear. Specific examples of the alkylene group represented by R 1 include an ethylene group and a linear or branched propylene group, with an ethylene group being preferred.
• n represents an integer of 1 to 30, preferably an integer of 1 to 20, more preferably an integer of 1 to 10, and still more preferably 1 to 5.
• n represents an integer of 3 or more, preferably an integer of 4 or more.
• the upper limit of n is preferably an integer of 15 or less, more preferably an integer of 10 or less, and even more preferably an integer of 6 or less.
• the n-valent linking group represented by L 2 includes an aliphatic hydrocarbon group, an aromatic hydrocarbon group, a heterocyclic group, a group consisting of a combination thereof, an aliphatic hydrocarbon group, an aromatic hydrocarbon group and a heterocyclic group.
• a group formed by combining at least one selected from cyclic groups with at least one selected from -O-, -CO-, -COO-, -OCO- and -NH- may be mentioned.
• the number of carbon atoms in the aliphatic hydrocarbon group is preferably 1-30, more preferably 1-20, even more preferably 1-15.
• the aliphatic hydrocarbon group may be linear, branched or cyclic, preferably linear or branched.
• the number of carbon atoms in the aromatic hydrocarbon group is preferably 6-30, more preferably 6-20, even more preferably 6-10.
• the heterocyclic group may be a non-aromatic heterocyclic group or an aromatic heterocyclic group.
• the heterocyclic group is preferably a 5- or 6-membered ring. Types of heteroatoms constituting the heterocyclic group include a nitrogen atom, an oxygen atom, a sulfur atom and the like.
• the number of heteroatoms constituting the heterocyclic group is preferably 1-3.
• the heterocyclic group may be monocyclic or condensed.
• the n-valent linking group represented by L2 is also preferably a group derived from a polyfunctional alcohol.
• AO-2 a compound represented by the following formula (AO-2) is more preferable.
• R 2 represents a hydrogen atom or a methyl group
• R 1 represents an alkylene group
• m represents an integer of 1 to 30
• n represents an integer of 3 or more
• L 2 represents an n-valent linking group.
• R 1 , L 2 , m and n in formula (AO-2) have the same meanings as R 1 , L 2 , m and n in formula (AO-1), and the preferred ranges are also the same.
• AO monomers include KAYARAD T-1420 (T) and RP-1040 (manufactured by Nippon Kayaku Co., Ltd.).
• Polymerizable monomers include dipentaerythritol tri(meth)acrylate (commercially available as KAYARAD D-330; manufactured by Nippon Kayaku Co., Ltd.), dipentaerythritol tetra(meth)acrylate (commercially available as KAYARAD D-320 manufactured by Nippon Kayaku Co., Ltd.), dipentaerythritol penta(meth)acrylate (as a commercial product, KAYARAD D-310; manufactured by Nippon Kayaku Co., Ltd.), dipentaerythritol hexa(meth)acrylate (as a commercial product, KAYARAD DPHA; manufactured by Nippon Kayaku Co., Ltd., NK Ester A-DPH-12E; manufactured by Shin-Nakamura Chemical Co., Ltd.), and their (meth)acryloyl groups via ethylene glycol and/or propylene glycol residues Compounds of conjugated structures (eg SR454,
• diglycerin EO ethylene oxide modified (meth) acrylate
• pentaerythritol tetraacrylate manufactured by Shin-Nakamura Chemical Co., Ltd., NK Ester A -TMMT
• 1,6-hexanediol diacrylate manufactured by Nippon Kayaku Co., Ltd., KAYARAD HDDA
• RP-1040 manufactured by Nippon Kayaku Co., Ltd.
• Aronix M-402 manufactured by Toagosei Co., Ltd., A mixture of dipentaerythritol hexaacrylate and dipentaerythritol pentaacrylate
• Aronix TO-2349 manufactured by Toagosei Co., Ltd.
• NK Oligo UA-7200 manufactured by Shin-N
• polymerizable monomers examples include trimethylolpropane tri(meth)acrylate, trimethylolpropane propylene oxide-modified tri(meth)acrylate, trimethylolpropane ethylene oxide-modified tri(meth)acrylate, isocyanuric acid ethylene oxide-modified tri(meth)acrylate, and pentaerythritol. It is also preferred to use a trifunctional (meth)acrylate compound such as tri(meth)acrylate.
• Commercial products of trifunctional (meth)acrylate compounds include Aronix M-309, M-310, M-321, M-350, M-360, M-313, M-315, M-306 and M-305.
• M-303, M-452, M-450 manufactured by Toagosei Co., Ltd.
• a polymerizable monomer having an acid group can also be used as the polymerizable monomer.
• the acid group includes a carboxy group, a sulfo group, a phosphoric acid group and the like, and a carboxy group is preferred.
• Commercially available polymerizable monomers having an acid group include Aronix M-305, M-510, M-520 and Aronix TO-2349 (manufactured by Toagosei Co., Ltd.).
• the acid value of the polymerizable monomer having an acid group is preferably 0.1-40 mgKOH/g, more preferably 5-30 mgKOH/g.
• the acid value of the polymerizable monomer is 0.1 mgKOH/g or more, the solubility in the developing solution is good, and when it is 40 mgKOH/g or less, it is advantageous in terms of production and handling.
• a polymerizable monomer having a caprolactone structure can also be used as the polymerizable monomer.
• Polymerizable monomers having a caprolactone structure are commercially available from Nippon Kayaku Co., Ltd. under the KAYARAD DPCA series, including DPCA-20, DPCA-30, DPCA-60 and DPCA-120.
• a polymerizable monomer having a fluorene skeleton can also be used as the polymerizable monomer.
• Commercially available polymerizable monomers having a fluorene skeleton include Ogsol EA-0200 and EA-0300 (manufactured by Osaka Gas Chemicals Co., Ltd., (meth)acrylate monomers having a fluorene skeleton).
• the polymerizable monomer it is also preferable to use a compound that does not substantially contain environmentally regulated substances such as toluene.
• environmentally regulated substances such as toluene.
• Commercially available products of such compounds include KAYARAD DPHA LT and KAYARAD DPEA-12 LT (manufactured by Nippon Kayaku Co., Ltd.).
• polymerizable monomers examples include urethane acrylates such as those described in JP-B-48-041708, JP-A-51-037193, JP-B-02-032293, JP-B-02-016765, Urethane compounds having an ethylene oxide skeleton described in JP-B-58-049860, JP-B-56-017654, JP-B-62-039417 and JP-B-62-039418 are also suitable. It is also preferable to use a polymerizable monomer having an amino structure or a sulfide structure in its molecule, which is described in JP-A-63-277653, JP-A-63-260909 and JP-A-01-105238.
• the polymerizable monomers include UA-7200 (manufactured by Shin-Nakamura Chemical Co., Ltd.), DPHA-40H (manufactured by Nippon Kayaku Co., Ltd.), UA-306H, UA-306T, UA-306I, AH-600, Commercially available products such as T-600, AI-600, LINC-202UA (manufactured by Kyoeisha Chemical Co., Ltd.) can also be used.
• the content of the polymerizable monomer in the total solid content of the coloring composition is preferably 5 to 60% by mass.
• the upper limit is more preferably 50% by mass or less, and even more preferably 40% by mass or less.
• the lower limit is more preferably 10% by mass or more, and even more preferably 15% by mass or more.
• the content of the above-described AO monomer in the total solid content of the coloring composition is preferably 5 to 60% by mass.
• the upper limit is more preferably 50% by mass or less, and even more preferably 40% by mass or less.
• the lower limit is more preferably 10% by mass or more, and even more preferably 15% by mass or more.
• the content of the AO monomer in the polymerizable monomer contained in the coloring composition is preferably 20 to 100% by mass, more preferably 40 to 100% by mass, and 60 to 100% by mass. More preferred.
• the coloring composition of the present invention may contain only one polymerizable monomer, or may contain two or more polymerizable monomers. When two or more polymerizable monomers are included, the total amount thereof is preferably within the above range.
• the coloring composition of the present invention preferably contains a photopolymerization initiator.
• the photopolymerization initiator is not particularly limited and can be appropriately selected from known photopolymerization initiators. For example, compounds having photosensitivity to light in the ultraviolet range to the visible range are preferred.
• the photopolymerization initiator is preferably a photoradical polymerization initiator.
• photopolymerization initiators include halogenated hydrocarbon derivatives (e.g., compounds having a triazine skeleton, compounds having an oxadiazole skeleton, etc.), acylphosphine compounds, hexaarylbiimidazole compounds, oxime compounds, organic peroxides, thio compounds, ketone compounds, aromatic onium salts, hydroxyalkylphenone compounds, aminoalkylphenone compounds, phenylglyoxylate compounds, and the like.
• halogenated hydrocarbon derivatives e.g., compounds having a triazine skeleton, compounds having an oxadiazole skeleton, etc.
• acylphosphine compounds e.g., acylphosphine compounds, hexaarylbiimidazole compounds, oxime compounds, organic peroxides, thio compounds, ketone compounds, aromatic onium salts, hydroxyalkylphenone compounds, aminoalkylphen
• the photopolymerization initiator is preferably at least one selected from oxime compounds, hydroxyalkylphenone compounds, aminoalkylphenone compounds, and acylphosphine compounds, and more preferably an oxime compound.
• the photopolymerization initiator compounds described in paragraphs 0065 to 0111 of JP-A-2014-130173, compounds described in Japanese Patent No. 6301489, MATERIAL STAGE 37-60p, vol. 19, No. 3, the peroxide photopolymerization initiator described in 2019, the photopolymerization initiator described in International Publication No. 2018/221177, the photopolymerization initiator described in International Publication No.
• Phenylglyoxylate compounds include phenylglyoxylic acid methyl esters.
• Commercially available products include Omnirad MBF (manufactured by IGM Resins B.V.) and Irgacure MBF (manufactured by BASF).
• Acylphosphine compounds include acylphosphine compounds described in Japanese Patent No. 4225898. Specific examples include bis(2,4,6-trimethylbenzoyl)-phenylphosphine oxide.
• Commercially available acylphosphine compounds include Omnirad 819, Omnirad TPO (manufactured by IGM Resins B.V.), Irgacure 819 and Irgacure TPO (manufactured by BASF).
• aminoalkylphenone compounds examples include aminoalkylphenone compounds described in JP-A-10-291969.
• Commercially available aminoalkylphenone compounds include Omnirad 907, Omnirad 369, Omnirad 369E, Omnirad 379, Omnirad 379EG (manufactured by IGM Resins B.V.), Irgacure 907, Irgacure 369, and Irgacure 36. 9E, Irgacure 379 , and Irgacure 379EG (manufactured by BASF).
• hydroxyalkylphenone compounds include compounds represented by the following formula (V).
• Rv 1 represents a substituent
• Rv 2 and Rv 3 each independently represent a hydrogen atom or a substituent
• Rv 2 and Rv 3 may be bonded to each other to form a ring
• m represents an integer of 0 to 5;
• the substituent represented by Rv 1 includes an alkyl group (preferably an alkyl group having 1 to 10 carbon atoms) and an alkoxy group (preferably an alkoxy group having 1 to 10 carbon atoms). Alkyl groups and alkoxy groups are preferably linear or branched, more preferably linear. The alkyl group and alkoxy group represented by Rv 1 may be unsubstituted or may have a substituent. Examples of substituents include a hydroxy group and a group having a hydroxyalkylphenone structure.
• the group having a hydroxyalkylphenone structure includes a group having a structure obtained by removing one hydrogen atom from the benzene ring to which Rv 1 in formula (V) is bonded or from Rv 1 .
• Rv2 and Rv3 each independently represent a hydrogen atom or a substituent.
• an alkyl group preferably an alkyl group having 1 to 10 carbon atoms
• Rv 2 and Rv 3 may combine with each other to form a ring (preferably a ring having 4 to 8 carbon atoms, more preferably an aliphatic ring having 4 to 8 carbon atoms).
• the alkyl group is preferably linear or branched, more preferably linear.
• hydroxyalkylphenone compounds include Omnirad 184, Omnirad 1173, Omnirad 2959, Omnirad 127 (manufactured by IGM Resins B.V.), Irgacure 184, Irgacure 1173, Irgacure 2959, Irgacure 127 (above, BASF made), etc.
• Examples of oxime compounds include compounds described in JP-A-2001-233842, compounds described in JP-A-2000-080068, compounds described in JP-A-2006-342166, J. Am. C. S. Compounds described in Perkin II (1979, pp.1653-1660); C. S. Compounds described in Perkin II (1979, pp.156-162), compounds described in Journal of Photopolymer Science and Technology (1995, pp.202-232), compounds described in JP-A-2000-066385, Compounds described in JP-A-2004-534797, compounds described in JP-A-2017-019766, compounds described in Patent No.
• oxime compounds include 3-benzoyloxyiminobutane-2-one, 3-acetoxyiminobutane-2-one, 3-propionyloxyiminobutane-2-one, 2-acetoxyiminopentane-3-one, 2-acetoxyimino-1-phenylpropan-1-one, 2-benzoyloxyimino-1-phenylpropan-1-one, 3-(4-toluenesulfonyloxy)iminobutan-2-one, and 2-ethoxycarbonyloxy and imino-1-phenylpropan-1-one.
• An oxime compound having a fluorene ring can also be used as the photopolymerization initiator.
• Specific examples of the oxime compound having a fluorene ring include compounds described in JP-A-2014-137466, compounds described in Japanese Patent No. 6636081, and compounds described in Korean Patent Publication No. 10-2016-0109444. be done.
• an oxime compound having a skeleton in which at least one benzene ring of the carbazole ring is a naphthalene ring can also be used.
• Specific examples of such oxime compounds include compounds described in WO2013/083505.
• An oxime compound having a fluorine atom can also be used as the photopolymerization initiator.
• Specific examples of the oxime compound having a fluorine atom include compounds described in JP-A-2010-262028, compounds 24, 36 to 40 described in JP-A-2014-500852, and JP-A-2013-164471. and the compound (C-3) of.
• An oxime compound having a nitro group can be used as the photopolymerization initiator.
• the oxime compound having a nitro group is also preferably a dimer.
• Specific examples of the oxime compound having a nitro group include the compounds described in paragraph numbers 0031 to 0047 of JP-A-2013-114249 and paragraph numbers 0008-0012 and 0070-0079 of JP-A-2014-137466; Compounds described in paragraphs 0007 to 0025 of Japanese Patent No. 4223071 and ADEKA Arkles NCI-831 (manufactured by ADEKA Corporation) can be mentioned.
• An oxime compound having a benzofuran skeleton can also be used as the photopolymerization initiator.
• Specific examples include OE-01 to OE-75 described in WO 2015/036910.
• an oxime compound in which a substituent having a hydroxyl group is bonded to the carbazole skeleton can also be used.
• Examples of such a photopolymerization initiator include the compounds described in International Publication No. 2019/088055.
• oxime compounds preferably used in the present invention are shown below, but the present invention is not limited to these.
• a photopolymerization initiator A1 having an absorption coefficient in methanol at a wavelength of 365 nm exceeding 1.0 ⁇ 10 2 mL/g cm, and an absorption coefficient in methanol at a wavelength of 365 nm
• a photopolymerization initiator A2 having an absorption coefficient of 1.0 ⁇ 10 2 mL/g ⁇ cm or less and an absorption coefficient of 1.0 ⁇ 10 3 mL/g ⁇ cm or more at a wavelength of 254 nm.
• the flatness is good, In addition, it is possible to form pixels having excellent properties such as light resistance and moisture resistance.
• the photopolymerization initiator A1 and the photopolymerization initiator A2 it is preferable to select and use a compound having the above absorption coefficient from among the above compounds.
• the absorption coefficient of the photopolymerization initiator at the above wavelength is a value measured as follows. That is, it was calculated by dissolving a photopolymerization initiator in methanol to prepare a measurement solution and measuring the absorbance of the above-mentioned measurement solution. Specifically, the measurement solution described above is placed in a glass cell with a width of 1 cm, the absorbance is measured using an Agilent Technologies UV-Vis-NIR spectrometer (Cary 5000), and the following formula is applied to the wavelength 365 nm and the wavelength The extinction coefficient (mL/g ⁇ cm) at 254 nm was calculated. In the above formula, ⁇ is the extinction coefficient (mL/g ⁇ cm), A is the absorbance, c is the concentration of the photopolymerization initiator (g/mL), and l is the optical path length (cm).
• the absorption coefficient of the photopolymerization initiator A1 in methanol at a wavelength of 365 nm is preferably 1.0 ⁇ 10 3 mL/g cm or more, and is 2.0 ⁇ 10 3 mL/g cm or more. is more preferably 3.0 ⁇ 10 3 mL/g ⁇ cm or more, even more preferably 5.0 ⁇ 10 3 mL/g ⁇ cm or more, and 1.0 ⁇ 10 4 mL /g ⁇ cm or more is particularly preferable.
• the absorption coefficient of light having a wavelength of 254 nm in methanol of the photopolymerization initiator A1 is preferably 1.0 ⁇ 10 3 mL/g ⁇ cm or more, more preferably 1.5 ⁇ 10 3 mL/g ⁇ cm. It is more preferably 3.0 ⁇ 10 3 mL/g ⁇ cm or more, and even more preferably 1.0 ⁇ 10 4 mL/g ⁇ cm or more.
• the upper limit is preferably 1.0 ⁇ 10 5 mL/g ⁇ cm or less, more preferably 9.5 ⁇ 10 4 mL/g ⁇ cm or less, and 8.0 ⁇ 10 4 mL/g ⁇ cm or less. cm or less is more preferable.
• the photopolymerization initiator A1 is preferably an oxime compound, an aminoalkylphenone compound or an acylphosphine compound, more preferably an oxime compound or an aminoalkylphenone compound, and still more preferably an oxime compound.
• Specific examples of the photopolymerization initiator A1 include the compound (C-7), the compound (C-8), the compound (C-13), the compound (C-14), and the compound shown in the specific examples of the oxime compound above. (C-15) and the like.
• Commercially available products include, for example, Irgacure OXE01 and Irgacure OXE02 manufactured by BASF, which are oxime compounds, and IGM Resins B., which is an acylphosphine compound.
• the absorption coefficient of light with a wavelength of 365 nm in methanol of the photopolymerization initiator A2 is 1.0 ⁇ 10 2 mL/g ⁇ cm or less, and 10 to 1.0 ⁇ 10 2 mL/g ⁇ cm. is preferred, and 20 to 1.0 ⁇ 10 2 mL/g ⁇ cm is more preferred. Further, the difference between the absorption coefficient of light with a wavelength of 365 nm in methanol of the photopolymerization initiator A1 and the absorption coefficient of light with a wavelength of 365 nm in methanol of the photopolymerization initiator A2 is 0.5 ⁇ 10 2 mL.
• the absorption coefficient of light with a wavelength of 254 nm in methanol of the photopolymerization initiator A2 is 1.0 ⁇ 10 3 mL/g ⁇ cm or more, and is 1.0 ⁇ 10 3 to 1.0 ⁇ 10 6 mL. /g ⁇ cm, more preferably 5.0 ⁇ 10 3 to 1.0 ⁇ 10 5 mL/g ⁇ cm.
• the photopolymerization initiator A2 is preferably a hydroxyalkylphenone compound, a phenylglyoxylate compound or an acylphosphine compound, more preferably a hydroxyalkylphenone compound or a phenylglyoxylate compound, and a hydroxyalkylphenone compound. It is even more preferable to have Moreover, the hydroxyalkylphenone compound is preferably a compound represented by the formula (V) described above. Specific examples of the photopolymerization initiator A2 include compounds having structures shown as specific examples of the compound represented by formula (V) above. In addition, as a commercial product of the photopolymerization initiator IB, IGM Resins B., which is a hydroxyalkylphenone compound, is available. V. Omnirad 184 and Omnirad 2959 manufactured by the company.
• the combination of the photopolymerization initiator A1 and the photopolymerization initiator A2 is preferably a combination in which the photopolymerization initiator A1 is an aminoalkylphenone compound or an oxime compound and the photopolymerization initiator A2 is a hydroxyalkylphenone compound.
• a combination in which the polymerization initiator A1 is an aminoalkylphenone compound or an oxime compound and the photopolymerization initiator A2 is the compound represented by the formula (V) is more preferable.
• the content of the photopolymerization initiator in the total solid content of the coloring composition is preferably 1 to 20% by mass.
• the lower limit is more preferably 3% by mass or more, and even more preferably 5% by mass or more.
• the upper limit is more preferably 15% by mass or less, and even more preferably 12.5% by mass or less.
• the photopolymerization initiator may be used alone or in combination of two or more. When two or more are used in combination, the total amount thereof is preferably within the above range.
• the content of the photopolymerization initiator A1 in the total solid content of the coloring composition is 1 to 15% by mass. is preferred.
• the lower limit is more preferably 3% by mass or more, and even more preferably 5% by mass or more.
• the upper limit is more preferably 12.5% by mass or less, and even more preferably 10% by mass or less.
• the content of the photopolymerization initiator A2 in the total solid content of the coloring composition is 1 to 10% by mass. is preferred.
• the lower limit is more preferably 2% by mass or more, and even more preferably 3% by mass or more.
• the upper limit is more preferably 7.5% by mass or less, and even more preferably 5.0% by mass or less.
• the coloring composition of the present invention when the photopolymerization initiator A1 and the photopolymerization initiator A2 described above are used as photopolymerization initiators, the coloring composition of the present invention contains 100 parts by mass of the photopolymerization initiator A1. On the other hand, it is preferable to contain 20 to 200 parts by mass of the photopolymerization initiator A2.
• the upper limit is more preferably 175 parts by mass or less, and even more preferably 150 parts by mass or less.
• the lower limit is more preferably 25 parts by mass or more, and even more preferably 30 parts by mass or more.
• a cured film having excellent properties such as light resistance can be formed by a low-temperature process (for example, a process at a temperature of 150° C. or lower, preferably 120° C. or lower throughout the entire process).
• the total amount of each preferably satisfies the above requirements.
• the photopolymerization initiator A1 and photopolymerization initiator A2 described above as a photopolymerization initiator
• the photopolymerization initiator A1 and photopolymerization initiation in the total solid content of the coloring composition is preferably 1 to 20% by mass.
• the lower limit is more preferably 3% by mass or more, and even more preferably 5% by mass or more.
• the upper limit is more preferably 15% by mass or less, and even more preferably 12.5% by mass or less.
• the coloring composition of the present invention may contain photopolymerization initiators other than photopolymerization initiator A1 and photopolymerization initiator A2 (hereinafter also referred to as other photopolymerization initiators) as photopolymerization initiators, It is preferred that substantially no other photopolymerization initiator is contained.
• the content of the other photoinitiator is 1 part by mass with respect to the total 100 parts by mass of the photoinitiator A1 and the photoinitiator A2 It is more preferably 0.5 parts by mass or less, still more preferably 0.1 parts by mass or less, and still more preferably does not contain other photopolymerization initiators.
• the coloring composition of the present invention can contain a compound having a cyclic ether group.
• the cyclic ether group includes an epoxy group and an oxetanyl group, preferably an epoxy group.
• Compounds having a cyclic ether group include compounds having 1 to 100 cyclic ether groups in one molecule.
• the upper limit of the number of cyclic ether groups can be, for example, 10 or less, or 5 or less.
• the lower limit of the number of cyclic ether groups is more preferably two or more.
• a compound having a cyclic ether group may be a low-molecular-weight compound (for example, a molecular weight of less than 1000) or a high-molecular-weight compound (macromolecule) (for example, a molecular weight of 1000 or more; in the case of a resin, a weight-average molecular weight of 1000 or more).
• the weight average molecular weight of the cyclic ether group is preferably from 200 to 100,000, more preferably from 500 to 50,000.
• the upper limit of the weight average molecular weight is more preferably 10,000 or less, even more preferably 5,000 or less, and even more preferably 3,000 or less.
• a resin-type compound having a cyclic ether group (a resin having a cyclic ether group) is a component corresponding to a resin.
• Resin-type compounds having a cyclic ether group include resins containing repeating units having a cyclic ether group.
• the content of the compound having a cyclic ether group in the total solid content of the coloring composition is preferably 0.1 to 40% by mass.
• the lower limit is more preferably 1% by mass or more, and even more preferably 2% by mass or more.
• the upper limit is more preferably 30% by mass or less, and even more preferably 20% by mass or less.
• the content of the compound having a cyclic ether group is preferably 1 to 400 parts by mass, more preferably 1 to 100 parts by mass with respect to 100 parts by mass of the polymerizable monomer, and 1 to 50 parts by mass. Part is more preferred.
• the compounds having a cyclic ether group may be used singly or in combination of two or more. When two or more are used in combination, the total amount thereof is preferably within the above range.
• the coloring composition of the present invention can contain a pigment derivative.
• Pigment derivatives include compounds having a structure in which an acid group or a basic group is bonded to a pigment skeleton. Pigment derivatives are used, for example, as dispersing aids.
• a dispersing aid is a material for enhancing dispersibility of a pigment in a coloring composition.
• Dye skeletons constituting pigment derivatives include a quinoline dye skeleton, a benzimidazolone dye skeleton, a benzoisoindole dye skeleton, a benzothiazole dye skeleton, an iminium dye skeleton, a squarylium dye skeleton, a croconium dye skeleton, an oxonol dye skeleton, and a pyrrolopyrrole dye.
• diketopyrrolopyrrole dye skeleton azo dye skeleton, azomethine dye skeleton, phthalocyanine dye skeleton, naphthalocyanine dye skeleton, anthraquinone dye skeleton, quinacridone dye skeleton, dioxazine dye skeleton, perinone dye skeleton, perylene dye skeleton, thioindigo dye skeleton,
• An isoindoline dye skeleton, an isoindolinone dye skeleton, a quinophthalone dye skeleton, an iminium dye skeleton, a dithiol dye skeleton, a triarylmethane dye skeleton, a pyrromethene dye skeleton, and the like are included.
• the acid group includes a carboxy group, a sulfo group, a phosphoric acid group, a boronic acid group, a carboxylic acid amide group, a sulfonic acid amide group, an imidic acid group and salts thereof.
• Atoms or atomic groups constituting the salt include alkali metal ions (Li + , Na + , K + etc.), alkaline earth metal ions (Ca 2+ , Mg 2+ etc.), ammonium ions, imidazolium ions, pyridinium ions, phosphonium ion and the like.
• the carboxylic acid amide group a group represented by —NHCOR X1 is preferable.
• sulfonic acid amide group a group represented by —NHSO 2 R X2 is preferable.
• the imidic acid group is preferably a group represented by —SO 2 NHSO 2 R X3 , —CONHSO 2 R X4 , —CONHCOR X5 or —SO 2 NHCOR X6 , more preferably —SO 2 NHSO 2 R X3 .
• R X1 to R X6 each independently represent an alkyl group or an aryl group.
• the alkyl groups and aryl groups represented by R X1 to R X6 may have substituents.
• the substituent is preferably a halogen atom, more preferably a fluorine atom.
• Basic groups include amino groups, pyridinyl groups and salts thereof, salts of ammonium groups, and phthalimidomethyl groups.
• Atoms or atomic groups constituting salts include hydroxide ions, halogen ions, carboxylate ions, sulfonate ions, and phenoxide ions.
• a pigment derivative having excellent visible transparency (hereinafter also referred to as a transparent pigment derivative) can also be used as the pigment derivative.
• the maximum value ( ⁇ max) of the molar absorption coefficient in the wavelength region of 400 to 700 nm of the transparent pigment derivative is preferably 3000 L ⁇ mol ⁇ 1 ⁇ cm ⁇ 1 or less, and 1000 L ⁇ mol ⁇ 1 ⁇ cm ⁇ 1 or less. is more preferable, and 100 L ⁇ mol ⁇ 1 ⁇ cm ⁇ 1 or less is even more preferable.
• 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 described later, JP-A-56-118462, JP-A-63-264674, JP-A-01-217077, and JP-A-03-009961. , JP-A-03-026767, JP-A-03-153780, JP-A-03-045662, JP-A-04-285669, JP-A-06-145546, JP-A-06-212088, Patent JP-A-06-240158, JP-A-10-030063, JP-A-10-195326, paragraph numbers 0086 to 0098 of WO 2011/024896, paragraph numbers 0063 to 0094 of WO 2012/102399 , Paragraph No.
• the content of the pigment derivative is preferably 0.1 to 30 parts by mass with respect to 100 parts by mass of the pigment.
• the lower limit of this range is more preferably 0.25 parts by mass or more, more preferably 0.5 parts by mass or more, particularly preferably 0.75 parts by mass or more, and 1 part by mass or more. More preferably.
• the upper limit of this range is more preferably 25 parts by mass or less, even more preferably 20 parts by mass or less, and particularly preferably 15 parts by mass or less.
• the storage stability of the coloring composition can be further improved. Only one pigment derivative may be used, or two or more pigment derivatives may be used in combination. When two or more of them are used in combination, it is preferable that the total amount thereof falls within the above range.
• the coloring composition of the present invention can also contain a polyalkyleneimine.
• Polyalkyleneimines are used, for example, as dispersing aids.
• Polyalkyleneimine is a polymer obtained by ring-opening polymerization of alkyleneimine.
• Polyalkyleneimine is preferably a polymer having a branched structure each containing a primary amino group, a secondary amino group, and a tertiary amino group.
• the alkyleneimine preferably has 2 to 6 carbon atoms, more preferably 2 to 4 carbon atoms, still more preferably 2 or 3 carbon atoms, and particularly preferably 2 carbon atoms.
• 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 when the molecular weight can be calculated from the structural formula, 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 value of the number average molecular weight measured by the boiling point elevation method is used.
• the value of the number average molecular weight measured by the viscosity method is used.
• the value of the number average molecular weight in terms of polystyrene measured by the GPC (gel permeation chromatography) 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.
• alkyleneimine examples include ethyleneimine, propyleneimine, 1,2-butyleneimine, 2,3-butyleneimine and the like, preferably ethyleneimine or propyleneimine, more preferably ethyleneimine. preferable. It is particularly preferred that the polyalkyleneimine is polyethyleneimine. In addition, the polyethyleneimine preferably contains 10 mol% or more, more preferably 20 mol% or more, of the primary amino group with respect to the total of the primary amino group, the secondary amino group and the tertiary amino group. , more preferably 30 mol % or more.
• Commercial products of polyethyleneimine include Epomin SP-003, SP-006, SP-012, SP-018, SP-200, P-1000 (manufactured by Nippon Shokubai Co., Ltd.).
• the content of polyalkyleneimine in the total solid content of the coloring composition is preferably 0.1 to 5% by mass.
• the lower limit is more preferably 0.2% by mass or more, still more preferably 0.5% by mass or more, and even more preferably 1% by mass or more.
• the upper limit is more preferably 4.5% by mass or less, even more preferably 4% by mass or less, and even more preferably 3% by mass or less.
• the content of the polyalkyleneimine is preferably 0.5 to 20 parts by mass with respect to 100 parts by mass of the pigment.
• the lower limit is more preferably 0.6 parts by mass or more, still more preferably 1 part by mass or more, and even more preferably 2 parts by mass or more.
• the upper limit is more preferably 10 parts by mass or less, and even more preferably 8 parts by mass or less. Only one kind of polyalkyleneimine may be used, or two or more kinds thereof may be used. When two or more types are used, the total amount thereof is preferably within the above range.
• a curing accelerator may be added to the coloring composition of the present invention for the purpose of accelerating the reaction of the polymerizable monomer or lowering the curing temperature.
• curing accelerators include polyfunctional thiol compounds having two or more mercapto groups in the molecule.
• a polyfunctional thiol compound may be added for the purpose of improving stability, odor, resolution, developability, adhesion and the like.
• curing accelerators include methylol compounds (for example, compounds exemplified as cross-linking agents in paragraph number 0246 of JP-A-2015-034963), amines, phosphonium salts, amidine salts, amide compounds (above, for example Curing agent described in paragraph number 0186 of JP-A-2013-041165), a base generator (e.g., an ionic compound described in JP-A-2014-055114), a cyanate compound (e.g., JP-A-2012-150180 Compounds described in paragraph number 0071 of the publication), alkoxysilane compounds (e.g., alkoxysilane compounds having an epoxy group described in JP-A-2011-253054), onium salt compounds (e.g., JP-A-2015-034963.
• methylol compounds for example, compounds exemplified as cross-linking agents in paragraph number 0246 of JP-A-2015-034963
• amines for example,
• the content of the curing accelerator in the total solid content of the coloring composition is preferably 0.3 to 8.9% by mass, more preferably 0.8 to 6.4% by mass.
• the coloring composition of the present invention can contain a silane coupling agent.
• a silane coupling agent a silane compound having at least two functional groups with different reactivity in one molecule is preferable.
• the silane coupling agent contains at least one group selected from a vinyl group, an epoxy group, a styrene group, a methacrylic group, an amino group, an isocyanurate group, a ureido group, a mercapto group, a sulfide group, and an isocyanate group, and an alkoxy group. is preferred.
• silane coupling agents include N-2-(aminoethyl)-3-aminopropylmethyldimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., KBM-602), N-2-(aminoethyl)-3 -Aminopropyltrimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., KBM-603), 3-aminopropyltrimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., KBM-903), 3-aminopropyltriethoxysilane (Shin-Etsu Chemical Industry Co., Ltd., KBE-903), 3-methacryloxypropyltrimethoxysilane (Shin-Etsu Chemical Co., Ltd., KBM-503), 3-glycidoxypropyltrimethoxysilane (Shin-Etsu Chemical Co., Ltd., K
• the content of the silane coupling agent in the total solid content of the coloring composition is preferably 0.001 to 20% by mass, more preferably 0.01 to 10% by mass, 0.1% by mass to 5% by mass is further preferable.
• the coloring composition of the present invention may contain only one type of silane coupling agent, or may contain two or more types. When two or more kinds are included, it is preferable that the total amount thereof is within the above range.
• the coloring composition of the present invention can contain a polymerization inhibitor.
• Polymerization inhibitors include hydroquinone, p-methoxyphenol, di-t-butyl-p-cresol, pyrogallol, t-butylcatechol, benzoquinone, 4,4′-thiobis(3-methyl-6-t-butylphenol), 2,2′-methylenebis(4-methyl-6-t-butylphenol), N-nitrosophenylhydroxyamine salts (ammonium salts, cerous salts, etc.) and the like.
• the content of the polymerization inhibitor in the total solid content of the coloring composition is preferably 0.0001 to 5% by mass.
• the coloring composition of the present invention may contain only one polymerization inhibitor, or may contain two or more polymerization inhibitors. When two or more kinds are included, it is preferable that the total amount thereof is within the above range.
• the coloring composition of the present invention can contain an ultraviolet absorber.
• a conjugated diene compound, an aminodiene compound, a salicylate compound, a benzophenone compound, a benzotriazole compound, an acrylonitrile compound, a hydroxyphenyltriazine compound, an indole compound, a triazine compound, or the like can be used as the ultraviolet absorber.
• paragraph numbers 0052 to 0072 of JP-A-2012-208374, paragraph numbers 0317-0334 of JP-A-2013-068814, and paragraph numbers 0061-0080 of JP-A-2016-162946 are described.
• UV absorbers examples include UV-503 (manufactured by Daito Chemical Co., Ltd.), Tinuvin series and Uvinul series manufactured by BASF, and Sumisorb series manufactured by Sumika Chemtex Co., Ltd. .
• Benzotriazole compounds include the MYUA series manufactured by Miyoshi Oil (Kagaku Kogyo Nippo, February 1, 2016).
• the ultraviolet absorber is a compound described in paragraph numbers 0049 to 0059 of Japanese Patent No. 6268967, a compound described in paragraph numbers 0059 to 0076 of WO 2016/181987, and WO 2020/137819.
• a thioaryl group-substituted benzotriazole-type ultraviolet absorber described in can also be used.
• the content of the ultraviolet absorber in the total solid content of the coloring composition is preferably 0.1 to 10% by mass, more preferably 0.1 to 5% by mass, and particularly preferably 0.1 to 3% by mass.
• the coloring composition of the present invention may contain only one ultraviolet absorber, or may contain two or more ultraviolet absorbers. When two or more kinds are included, it is preferable that the total amount thereof is within the above range.
• the coloring composition of the present invention can contain a surfactant.
• a surfactant various surfactants such as fluorosurfactants, nonionic surfactants, cationic surfactants, anionic surfactants and silicone surfactants can be used.
• the surfactant is preferably a fluorine-based surfactant or a silicone-based surfactant, more preferably a silicone-based surfactant.
• Surfactants include those described in paragraphs 0238-0245 of WO2015/166779, the contents of which are incorporated herein.
• the fluorine content in the fluorine-based surfactant is preferably 3-40% by mass, more preferably 5-30% by mass, and particularly preferably 7-25% by mass.
• a fluorosurfactant having a fluorine content within this range is effective in terms of uniformity of the thickness of the coating film and saving liquid, and has good solubility in the coloring composition.
• JP 2014-041318 Paragraph Nos. 0060 to 0064 (corresponding International Publication No. 2014/017669 Paragraph Nos. 0060 to 0064) surfactants described in, JP 2011- Examples include surfactants described in paragraphs 0117 to 0132 of JP-A-132503 and surfactants described in JP-A-2020-008634, the contents of which are incorporated herein.
• Commercially available fluorosurfactants include Megafac F-171, F-172, F-173, F-176, F-177, F-141, F-142, F-143, and F-144.
• the fluorosurfactant has a molecular structure with a functional group containing a fluorine atom, and an acrylic compound in which the functional group containing a fluorine atom is cleaved and the fluorine atom volatilizes when heat is applied is also suitable.
• fluorine-based surfactants include Megafac DS series manufactured by DIC Corporation (The Chemical Daily (February 22, 2016), Nikkei Sangyo Shimbun (February 23, 2016)), for example, Megafac and DS-21.
• fluorosurfactant it is also preferable to use a polymer of a fluorine atom-containing vinyl ether compound having a fluorinated alkyl group or a fluorinated alkylene ether group and a hydrophilic vinyl ether compound as the fluorosurfactant.
• fluorosurfactants include fluorosurfactants described in JP-A-2016-216602, the contents of which are incorporated herein.
• a block polymer can also be used as the fluorosurfactant.
• the fluorosurfactant has a repeating unit derived from a (meth)acrylate compound having a fluorine atom and 2 or more (preferably 5 or more) alkyleneoxy groups (preferably ethyleneoxy groups and propyleneoxy groups) (meta)
• a fluorine-containing polymer compound containing a repeating unit derived from an acrylate compound can also be preferably used.
• the fluorine-containing surfactants described in paragraphs 0016 to 0037 of JP-A-2010-032698 and the following compounds are also exemplified as fluorine-based surfactants used in the present invention.
• the weight average molecular weight of the above compound is preferably 3000-50000, for example 14000. In the above compounds, % indicating the ratio of repeating units is mol %.
• a fluorine-containing polymer having an ethylenically unsaturated bond-containing group in the side chain can also be used as the fluorine-based surfactant.
• Specific examples include compounds described in paragraph numbers 0050 to 0090 and paragraph numbers 0289 to 0295 of JP-A-2010-164965, MEGAFACE RS-101, RS-102 and RS-718K manufactured by DIC Corporation, and RS-72-K.
• compounds described in paragraphs 0015 to 0158 of JP-A-2015-117327 can also be used.
• a fluorine-containing imide salt compound represented by formula (fi-1) is a surfactant.
• m represents 1 or 2
• n represents an integer of 1 to 4
• a represents 1 or 2
• X a + is a valent metal ion, primary ammonium ion, Represents secondary ammonium ion, tertiary ammonium ion, quaternary ammonium ion or NH4 + .
• Nonionic surfactants include glycerol, trimethylolpropane, trimethylolethane and their ethoxylates and propoxylates (e.g., glycerol propoxylate, glycerol ethoxylate, etc.), polyoxyethylene lauryl ether, polyoxyethylene stearyl ether, Polyoxyethylene oleyl ether, polyoxyethylene octylphenyl ether, polyoxyethylene nonylphenyl ether, polyethylene glycol dilaurate, polyethylene glycol distearate, sorbitan fatty acid ester, Pluronic L10, L31, L61, L62, 10R5, 17R2, 25R2 (BASF company), Tetronic 304, 701, 704, 901, 904, 150R1 (manufactured by BASF), Solsperse 20000 (manufactured by Nippon Lubrizol Co., Ltd.), NCW-101, NCW-1001, NCW-1002 (Wako Pure
• silicone surfactants include DC3PA, SH7PA, DC11PA, SH21PA, SH28PA, SH29PA, SH30PA, SH8400, SH8400 FLUID, FZ-2122, 67 Additive, 74 Additive, M Additive, SF 8419 OIL (the above, Dow ⁇ Toray Co., Ltd.), TSF-4300, TSF-4445, TSF-4460, TSF-4452 (manufactured by Momentive Performance Materials), KP-341, KF-6000, KF-6001, KF-6002, KF-6003 (manufactured by Shin-Etsu Chemical Co., Ltd.), BYK-307, BYK-322, BYK-323, BYK-330, BYK-333, BYK-3760, BYK-UV3510 (manufactured by BYK-Chemie), etc. are mentioned.
• a compound having the following structure can also be used as the 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, more preferably 0.005% by mass to 3.0% by mass.
• the coloring composition of the present invention may contain only one surfactant, or may contain two or more surfactants. When two or more kinds are included, it is preferable that the total amount thereof is within the above range.
• additives such as fillers, adhesion promoters, antioxidants, anti-aggregation agents and the like can be added to the coloring composition of the present invention, if necessary.
• additives include additives described in paragraphs 0155 to 0156 of JP-A-2004-295116, the contents of which are incorporated herein.
• the antioxidant for example, a phenol compound, a phosphorus compound (for example, the compound described in paragraph number 0042 of JP-A-2011-090147), a thioether compound, and the like can be used.
• Adekastab series manufactured by ADEKA Corporation (AO-20, AO-30, AO-40, AO-50, AO-50F, AO-60, AO-60G, AO-80, AO- 330, etc.).
• antioxidants polyfunctional hindered amine antioxidants described in International Publication No. 2017/006600, antioxidants described in International Publication No. 2017/164024, paragraph numbers 0023 to 0023 of Japanese Patent No. 6268967 0048 may also be used. Only one kind of antioxidant may be used, or two or more kinds thereof may be used.
• the coloring composition of this invention may contain a latent antioxidant as needed.
• the latent antioxidant is a compound in which the site functioning as an antioxidant is protected by a protective group, and is heated at 100 to 250°C, or heated at 80 to 200°C in the presence of an acid/base catalyst.
• a compound that functions as an antioxidant by removing the protective group by the reaction is exemplified.
• Specific examples of the latent antioxidant include compounds described in International Publication No. 2014/021023, International Publication No. 2017/030005, and JP-A-2017-008219.
• Commercially available products include ADEKA Arkles GPA-5001 (manufactured by ADEKA Co., Ltd.).
• the colored composition of the present invention may be included.
• the sensitizer and light stabilizer described in paragraph 0078 of JP-A-2004-295116 the thermal polymerization inhibitor described in paragraph 0081 of the same publication
• JP-A-2018-091940 A storage stabilizer described in paragraph 0242 of the publication may be included.
• perfluoroalkylsulfonic acid and its salts may be regulated.
• perfluoroalkylsulfonic acid especially perfluoroalkylsulfonic acid having 6 to 8 carbon atoms in the perfluoroalkyl group
• fluoroalkylcarboxylic acid especially perfluoroalkylcarboxylic acid having 6 to 8 carbon atoms in the perfluoroalkyl group
• its salt is 0.01ppb to 1,000ppb with respect to the total solid content of the coloring composition.
• the coloring composition of the present invention may be substantially free of perfluoroalkylsulfonic acid and its salts and perfluoroalkylcarboxylic acid and its salts.
• a compound that can substitute for perfluoroalkylsulfonic acid and its salt and a compound that can substitute for perfluoroalkylcarboxylic acid and its salt, perfluoroalkylsulfonic acid and its salt, and perfluoroalkylcarboxylic acid and salts thereof may be selected.
• Compounds that can substitute for regulated compounds include, for example, compounds excluded from regulation due to differences in the number of carbon atoms in perfluoroalkyl groups. However, the above content does not prevent the use of perfluoroalkylsulfonic acid and its salts, and perfluoroalkylcarboxylic acid and its salts.
• the coloring composition of the present invention may contain perfluoroalkylsulfonic acid and its salts and perfluoroalkylcarboxylic acid and its salts within the maximum allowable range.
• the storage container for the coloring composition of the present invention is not particularly limited, and known storage containers can be used.
• a storage container a multi-layer bottle whose inner wall is composed of 6 types and 6 layers of resins and a bottle with a 7-layer structure of 6 types of resins for the purpose of suppressing contamination of raw materials and coloring compositions. It is also preferred to use Examples of such a container include the container described in JP-A-2015-123351.
• the inner wall of the container is preferably made of glass or stainless steel for the purpose of preventing metal elution from the inner wall of the container, enhancing the storage stability of the coloring composition, and suppressing deterioration of components.
• the coloring composition of the present invention can be produced by mixing the aforementioned components.
• all components may be dissolved and / or dispersed in a solvent at the same time to produce a colored composition, and if necessary, each component may be appropriately mixed into two or more solutions or dispersions. , these may be mixed at the time of use (at the time of application) to produce a colored composition.
• a process of dispersing particles such as pigments may be included in the production of the coloring composition.
• mechanical forces used for dispersing pigments include compression, squeezing, impact, shearing, cavitation, and the like.
• 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, ultrasonic dispersion, and the like.
• beads with a small diameter or to increase the filling rate of the beads so as to increase the pulverization efficiency.
• the process and dispersing machine for dispersing pigments are described in "Dispersion Technology Complete Works, Information Organization Co., Ltd., July 15, 2005” and "Dispersion technology centered on suspension (solid / liquid dispersion system) and industrial Practical Application General Documents, Published by Management Development Center Publishing Department, October 10, 1978", the process and dispersing machine described in paragraph number 0022 of JP-A-2015-157893 can be suitably used.
• the particles may be made finer in the salt milling process. Materials, equipment, processing conditions, etc. used in the salt milling process can be referred to, for example, Japanese Patent Application Laid-Open Nos. 2015-194521 and 2012-046629.
• any filter that has been conventionally used for filtration or the like can be used without particular limitation.
• fluororesins such as polytetrafluoroethylene (PTFE) and polyvinylidene fluoride (PVDF)
• polyamide resins such as nylon (eg nylon-6, nylon-6,6)
• polyolefin resins such as polyethylene and polypropylene (PP) (including high-density, ultra-high-molecular-weight polyolefin resin) and other materials.
• PP polypropylene
• nylon including high density polypropylene
• nylon including high density polypropylene
• the pore size of the filter is preferably 0.01-7.0 ⁇ m, more preferably 0.01-3.0 ⁇ m, and even more preferably 0.05-0.5 ⁇ m. If the pore diameter of the filter is within the above range, fine foreign matter can be removed more reliably.
• the pore size value of the filter reference can be made to the filter manufacturer's nominal value.
• Various filters provided by Nippon Pall Co., Ltd. (DFA4201NXEY, DFA4201NAEY, DFA4201J006P, etc.), Advantech Toyo Co., Ltd., Nihon Entegris Co., Ltd. (former Japan Microlith Co., Ltd.), Kitz Micro Filter Co., Ltd., etc. can be used as filters. .
• a fiber-like filter medium As the filter.
• fibrous filter media include polypropylene fibers, nylon fibers, and glass fibers.
• Commercially available products include SBP type series (SBP008, etc.), TPR type series (TPR002, TPR005, etc.), and SHPX type series (SHPX003, etc.) manufactured by Roki Techno.
• filters different filters (eg, a first filter and a second filter, etc.) may be combined. At that time, filtration with each filter may be performed only once, or may be performed twice or more. Also, filters with different pore sizes within the range described above may be combined. Further, the filtration with the first filter may be performed only on the dispersion liquid, and after mixing other components, the filtration with the second filter may be performed.
• the film of the present invention is a film obtained using the coloring composition of the present invention described above.
• the films of the invention are used as green pixels in color filters.
• the film thickness of the film of the present invention can be appropriately adjusted depending on the purpose, but is preferably 0.5 to 3.0 ⁇ m.
• the lower limit is more preferably 0.8 ⁇ m or more, still more preferably 1.0 ⁇ m or more, and even more preferably 1.1 ⁇ m or more.
• the upper limit is more preferably 2.5 ⁇ m or less, even more preferably 2.0 ⁇ m or less, and even more preferably 1.8 ⁇ m or less.
• the maximum transmittance of the film of the present invention to light with a wavelength of 526 to 545 nm is preferably 65% or more, more preferably 70% or more, and even more preferably 75% or more.
• the average transmittance for light with a wavelength of 526 to 545 nm is preferably 60% or more, more preferably 65% or more, and even more preferably 70% or more.
• the transmittance for light with a wavelength of 450 nm is preferably 10% or less, more preferably 5% or less, and even more preferably 2% or less.
• the average transmittance for light with a wavelength of 400 to 450 nm is preferably 10% or less, more preferably 5% or less, and even more preferably 1% or less.
• the transmittance for light with a wavelength of 650 nm is preferably 10% or less, more preferably 5% or less, and even more preferably 2% or less.
• the maximum absorption wavelength preferably exists in the wavelength range of 415 to 450 nm, more preferably in the wavelength range of 420 to 445 nm, and more preferably in the wavelength range of 425 to 440 nm. is more preferred.
• the wavelengths at which the transmittance is 50% are preferably present in the wavelength range of 505 to 530 nm and the wavelength range of 540 to 575 nm.
• the wavelength on the short wavelength side at which the transmittance is 50% preferably exists in the wavelength range of 510 to 525 nm, more preferably in the wavelength range of 515 to 520 nm.
• the long wavelength at which the transmittance is 50% is preferably in the wavelength range of 545 to 565 nm, more preferably in the wavelength range of 550 to 555 nm.
• the chromaticity coordinate x of the film is preferably 0.210 to 0.300, more preferably 0.250 to 0.300.
• the chromaticity coordinate y of the film is preferably 0.650 to 0.800, more preferably 0.700 to 0.800.
• a film with such chromaticity coordinates is preferably used as a green pixel of a color filter.
• the color filter of the invention has the film of the invention described above. Specifically, it has the film of the present invention as a green pixel of a color filter.
• the color filter of the present invention can be used for solid-state imaging devices and display devices.
• the color filter of the present invention preferably has colored pixels of other hues in addition to the pixels of the film of the present invention.
• a preferred embodiment of the color filter of the present invention includes a mode having red pixels, blue pixels, and green pixels composed of the film of the present invention.
• the color filter may have a structure in which each color pixel is embedded in a space partitioned by partition walls, for example, in a grid pattern.
• the partition wall preferably has a lower refractive index than each color pixel.
• the partition may be formed with the configuration described in US Patent Application Publication No. 2018/0040656.
• a red pixel that is preferably used in combination with the pixel of the film of the present invention preferably contains a red colorant.
• the content of the red colorant in the colorant contained in the red pixel is preferably 30% by mass or more, more preferably 40% by mass or more.
• the upper limit of the content of the red colorant in the colorant contained in the red pixel may be 100% by mass, 99% by mass or less, 95% by mass or less, or 90% by mass. % or less.
• the red pixel preferably contains 40% by mass or more of the red colorant, more preferably 50% by mass or more, and even more preferably 60% by mass or more.
• the upper limit of the content of the red colorant is preferably 80% by mass or less, more preferably 70% by mass or less, and even more preferably 60% by mass or less.
• a red coloring agent C.I. I. 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, 83,88,90,105,112,119,122,123,144,146,149,150,155,166,168,169,170,171,172,175,176,177,178,179,184, 185, 187, 188, 190, 200, 202, 206, 207, 208, 209, 210, 216, 220, 224, 226, 242, 246, 254, 255, 264, 269,
• Pigment Red 122, 177, 179, 202, 254, 264, 269 and 272 are preferred, and C.I. I. Pigment Red 177, 179, 202, 254, 264 and 272 are more preferred, and C.I. I. Pigment Red 177, 254, 264 are more preferred.
• the red pixel preferably contains a yellow colorant in addition to the red colorant.
• the content of the yellow colorant is preferably 3 to 60 parts by mass, more preferably 5 to 50 parts by mass, and 10 to 40 parts by mass with respect to 100 parts by mass of the red colorant. More preferred.
• a yellow colorant C.I. I.
• the red pixel preferably has a maximum transmittance of 5% or less, more preferably 3% or less, and even more preferably 1% or less for light with a wavelength of 400 to 550 nm.
• the average transmittance for light with a wavelength of 400 to 550 nm is preferably 3% or less, more preferably 1% or less, and even more preferably 0.5% or less.
• the minimum transmittance for light with a wavelength of 600 to 700 nm is preferably 10% or more, more preferably 25% or more, and even more preferably 40% or more.
• the average transmittance for light with a wavelength of 600 to 700 nm is preferably 80% or more, more preferably 90% or more, and even more preferably 95% or more.
• the chromaticity coordinate x of the red pixel is preferably 0.650 to 0.700, more preferably 0.660 to 0.690.
• the y of the chromaticity coordinate of the red pixel is preferably 0.300 to 0.325, more preferably 0.310 to 0.320.
• a blue pixel that is preferably used in combination with the pixel of the film of the present invention preferably contains a blue colorant.
• the content of the blue colorant in the colorant contained in the blue pixel is preferably 40% by mass or more, more preferably 60% by mass or more.
• the blue pixel preferably contains 20% by mass or more of the blue colorant, more preferably 25% by mass or more, and even more preferably 30% by mass or more.
• the upper limit of the content of the blue colorant is preferably 80% by mass or less, more preferably 70% by mass or less, and even more preferably 60% by mass or less.
• C.I. I. Pigment Blue 1 2, 15, 15:1, 15:2, 15:3, 15:4, 15:6, 16, 22, 29, 60, 64, 66, 79, 80, 87, 88, etc. pigments, C.I. I. Pigment Blue 15:6 is preferred.
• the blue pixel more preferably contains at least one selected from a purple colorant and a red colorant in addition to the blue colorant.
• the content of the purple colorant is preferably 10 to 90 parts by mass, more preferably 20 to 75 parts by mass, and 30 to 60 parts by mass with respect to 100 parts by mass of the blue colorant. More preferred.
• Purple and red colorants include C.I. I. Purple pigments such as Pigment Violet 1, 19, 23, 27, 32, 37, 42, 60, and 61, and xanthene compounds.
• Examples of the xanthene compound include salt-forming compounds obtained by reacting a resin having a cationic group in a side chain with a xanthene-based acid dye described in paragraphs 0025 to 0077 of JP-A-2016-180834. .
• the blue pixel preferably has a maximum transmittance of 50% or more, more preferably 60% or more, and even more preferably 70% or more for light with a wavelength of 400 to 500 nm.
• the average transmittance for light with a wavelength of 400 to 500 nm is preferably 40% or more, more preferably 50% or more, and even more preferably 60% or more.
• the minimum transmittance for light with a wavelength of 550 to 700 nm is preferably 30% or less, more preferably 20% or less, and even more preferably 10% or less.
• the average transmittance for light with a wavelength of 550 to 700 nm is preferably 25% or less, more preferably 10% or less, and even more preferably 5% or less.
• the chromaticity coordinate x of the blue pixel is preferably 0.135 to 0.155, more preferably 0.140 to 0.150.
• the y of the chromaticity coordinates of the blue pixels is preferably 0.040 to 0.075, more preferably 0.045 to 0.070.
• the structure of the present invention has green pixels, red pixels, and blue pixels obtained using the coloring composition of the present invention described above.
• the green pixels preferably have the spectral characteristics described above in the film of the present invention section.
• the red pixel and the blue pixel have the spectral characteristics described in the section of the color filter described above.
• a method for forming pixels includes a step of applying a coloring composition onto a support to form a coloring composition layer, a step of exposing the coloring composition layer in a pattern, and developing the coloring composition layer after exposure. and a step of performing.
• performing at a temperature of 150°C or lower throughout the entire process means that all steps of forming pixels using the coloring composition are performed at a temperature of 150°C or lower.
• a step of heating is further provided after developing the colored composition layer after exposure, it means that this heating step is also performed at a temperature of 150° C. or less.
• the colored composition layer is formed by applying the colored composition onto the support.
• the support include glass substrates, polycarbonate substrates, polyester substrates, aromatic polyamide substrates, polyamideimide substrates, polyimide substrates, and the like.
• An organic light-emitting layer may be formed on these substrates.
• an undercoat layer may be provided on the substrate for improving the adhesion with the upper layer, preventing the diffusion of substances, or flattening the surface.
• the undercoat layer can also be formed using, for example, a composition obtained by removing the coloring agent from the coloring composition of the present invention described above.
• the surface contact angle of the undercoat layer is preferably 20 to 70° when measured with diiodomethane. Further, it is preferably 30 to 80° when measured with water.
• a known method can be used as a method for applying the coloring composition.
• drop method drop cast
• slit coating method spray method
• roll coating method spin coating
• methods described in publications inkjet (e.g., on-demand method, piezo method, thermal method), ejection system printing such as nozzle jet, flexographic printing, screen printing, gravure printing, reverse offset printing, metal mask printing, etc. a printing method; a transfer method using a mold or the like; a nanoimprint method, and the like.
• inkjet e.g., on-demand method, piezo method, thermal method
• ejection system printing such as nozzle jet, flexographic printing, screen printing, gravure printing, reverse offset printing, metal mask printing, etc.
• a printing method a transfer method using a mold or the like
• nanoimprint method and the like.
• the application method for inkjet is not particularly limited.
• the colored composition layer formed on the support may be dried (pre-baked).
• the pre-baking temperature is preferably 80° C. or lower, more preferably 70° C. or lower, still more preferably 60° C. or lower, and particularly preferably 50° C. or lower.
• the lower limit can be, for example, 40° C. or higher.
• the prebake time is preferably 10 to 3600 seconds. Pre-baking can be performed using a hot plate, an oven, or the like.
• the colored composition layer is exposed in a pattern (exposure step).
• the colored composition layer can be exposed in a pattern by exposing through a mask having a predetermined mask pattern using a stepper exposure machine, a scanner exposure machine, or the like. Thereby, the exposed portion can be cured.
• Radiation (light) that can be used for exposure includes g-line, i-line, and the like.
• Light with a wavelength of 300 nm or less (preferably light with a wavelength of 180 to 300 nm) can also be used.
• Light having a wavelength of 300 nm or less includes KrF rays (wavelength: 248 nm), ArF rays (wavelength: 193 nm), etc., and KrF rays (wavelength: 248 nm) are preferred.
• a long-wave light source of 300 nm or more can also be used.
• the exposure may be performed by continuously irradiating the light, or by pulsing the light (pulse exposure).
• the pulse exposure is an exposure method in which light irradiation and pause are repeated in a cycle of short time (for example, less than millisecond level).
• the pulse width is preferably 100 nanoseconds (ns) or less, more preferably 50 nanoseconds or less, and even more preferably 30 nanoseconds or less.
• the lower limit of the pulse width is not particularly limited, but may be 1 femtosecond (fs) or more, and may be 10 femtoseconds or more.
• the frequency is preferably 1 kHz or higher, more preferably 2 kHz or higher, and even more preferably 4 kHz or higher.
• the upper limit of the frequency is preferably 50 kHz or less, more preferably 20 kHz or less, and even more preferably 10 kHz or less.
• the maximum instantaneous illuminance is preferably 50000000 W/ m2 or more, more preferably 100000000 W/ m2 or more, and even more preferably 200000000 W/ m2 or more.
• the upper limit of the maximum instantaneous illuminance is preferably 1000000000 W/m 2 or less, more preferably 800000000 W/m 2 or less, and even more preferably 500000000 W/m 2 or less.
• the pulse width is the time during which the light is applied in the pulse period.
• the frequency is the number of pulse cycles per second.
• the maximum instantaneous illuminance is the average illuminance within the time during which the light is irradiated in the pulse period.
• the pulse cycle is a cycle in which light irradiation and rest in pulse exposure are set as one cycle.
• the irradiation amount (exposure amount) is preferably 0.03 to 2.5 J/cm 2 , for example.
• the lower limit is more preferably 0.05 J/cm 2 or more, still more preferably 0.2 J/cm 2 or more, even more preferably 0.5 J/cm 2 or more, and 0.8 J/cm It is more preferably 1.0 J/cm 2 or more, and even more preferably 1.0 J/cm 2 or more.
• the upper limit is more preferably 2.0 J/cm 2 or less, and even more preferably 1.5 J/cm 2 or less.
• the exposure illuminance can be set as appropriate, and is preferably, for example, 50 mW/cm 2 to 10 W/cm 2 .
• the lower limit of exposure illuminance is more preferably 500 mW/cm 2 or more, still more preferably 800 mW/cm 2 or more, and even more preferably 1000 mW/cm 2 or more.
• the upper limit of exposure illuminance is preferably 10 W/cm 2 or less, more preferably 7 W/cm 2 or less, and even more preferably 5 W/cm 2 or less.
• the oxygen concentration at the time of exposure can be selected as appropriate, and in addition to exposure in the atmosphere, for example, in a low oxygen atmosphere with an oxygen concentration of 19% by volume or less (e.g., 15% by volume, 5% by volume, or substantially oxygen-free) or in a high-oxygen atmosphere with an oxygen concentration exceeding 21% by volume (for example, 22% by volume, 30% by volume, or 50% by volume).
• the oxygen concentration and exposure illuminance may be appropriately combined. For example, an illuminance of 1 W/cm 2 at an oxygen concentration of 10% by volume and an illuminance of 2 W/cm 2 at an oxygen concentration of 35% by volume.
• the colored composition layer can be sufficiently cured, and a pixel having more excellent light resistance can be produced.
• the colored composition layer after exposure is developed. That is, the unexposed portion of the colored composition layer is removed by development to form a pattern (pixels).
• the development and removal of the unexposed portion of the colored composition layer can be performed using a developer. As a result, the unexposed portion of the colored composition layer in the exposure step is eluted into the developer, leaving only the photocured portion.
• the temperature of the developer is preferably 20 to 30° C., for example.
• the development time is preferably 20 to 180 seconds. Further, in order to improve the residue removability, the step of shaking off the developer every 60 seconds and then supplying new developer may be repeated several times.
• Examples of the developer include organic solvents and alkaline developers, and alkaline developers are preferred.
• alkaline developer an alkaline aqueous solution (alkali developer) obtained by diluting an alkaline agent with pure water is preferable.
• alkaline agents include ammonia, ethylamine, diethylamine, dimethylethanolamine, diglycolamine, diethanolamine, hydroxylamine, ethylenediamine, tetramethylammonium hydroxide, tetraethylammonium hydroxide, tetrapropylammonium hydroxide, and tetrabutylammonium hydroxide.
• ethyltrimethylammonium hydroxide ethyltrimethylammonium hydroxide
• benzyltrimethylammonium hydroxide dimethylbis(2-hydroxyethyl)ammonium hydroxide
• choline pyrrole
• piperidine 1,8-diazabicyclo-[5.4.0]-7-undecene
• examples include organic alkaline compounds and inorganic alkaline compounds such as sodium hydroxide, potassium hydroxide, sodium carbonate, sodium hydrogen carbonate, sodium silicate and sodium metasilicate.
• a compound having a large molecular weight is preferable for the alkaline agent from the standpoint of environment and safety.
• the concentration of the alkaline agent in the alkaline aqueous solution is preferably 0.001 to 10% by mass, more preferably 0.01 to 1% by mass.
• the developer may further contain a surfactant.
• the surfactant include the surfactants described above, and nonionic surfactants are preferred.
• the developer may be produced once as a concentrated solution and then diluted to the required concentration when used.
• the dilution ratio is not particularly limited, it can be set, for example, in the range of 1.5 to 100 times. It is also preferable to wash (rinse) with pure water after development.
• Rinsing is preferably carried out by supplying a rinsing solution to the developed colored composition layer while rotating the support on which the developed colored composition layer is formed. It is also preferable to move the nozzle for discharging the rinsing liquid from the central portion of the support to the peripheral portion of the support. At this time, when moving the nozzle from the center of the support to the periphery, the moving speed of the nozzle may be gradually decreased. By performing rinsing in this manner, in-plane variations in rinsing can be suppressed. A similar effect can be obtained by gradually decreasing the rotation speed of the support while moving the nozzle from the center of the support to the periphery.
• Additional exposure processing and heat processing are post-development curing treatments for complete curing.
• the heating temperature is preferably 150°C or less.
• the upper limit of the heating temperature is more preferably 120°C or lower, and even more preferably 100°C or lower.
• the lower limit of the heating temperature is not particularly limited as long as it can accelerate the curing of the film, but is preferably 50°C or higher, more preferably 75°C or higher.
• the heating time is preferably 1 minute or longer, more preferably 5 minutes or longer, and even more preferably 10 minutes or longer.
• the upper limit is not particularly limited, it is preferably 20 minutes or less from the viewpoint of productivity.
• Post-baking is also preferably performed in an inert gas atmosphere. According to this aspect, thermal polymerization can proceed very efficiently without being inhibited by oxygen.
• the inert gas include nitrogen gas, argon gas, helium gas, etc. Nitrogen gas is preferred.
• the oxygen concentration during post-baking is preferably 100 ppm or less.
• the additional exposure process it is preferable to irradiate light with a wavelength of 254 to 350 nm for exposure.
• the step of exposing the colored composition layer in a pattern is performed with respect to the colored composition layer with light having a wavelength of more than 350 nm and 380 nm or less (preferably light with a wavelength of 355 to 370 nm, More preferably i-line) is irradiated and exposed, and the additional exposure treatment (exposure after development) is performed on the colored composition layer after development with light having a wavelength of 254 to 350 nm (preferably light having a wavelength of 254 nm). ) is preferably used for exposure.
• the coloring composition layer can be moderately cured in the first exposure (exposure before development), and the entire coloring composition layer is almost completely cured in the next exposure (exposure after development).
• the colored composition layer can be sufficiently cured to form pixels having excellent properties such as light resistance, adhesion and rectangularity.
• the colored composition contains, as a photopolymerization initiator, a photopolymerization initiator A1 having an absorption coefficient of 1.0 ⁇ 10 3 mL/g cm or more at a wavelength of 365 nm in methanol.
• the absorption coefficient at a wavelength of 365 nm in methanol is 1.0 ⁇ 10 2 mL / g cm or less, and the absorption coefficient at a wavelength of 254 nm is 1.0 ⁇ 10 3 mL / g cm or more. It is preferable to use one containing agent A2.
• Exposure after development can be performed using, for example, an ultraviolet photoresist curing device.
• an ultraviolet photoresist curing device for example, light with a wavelength of 254 to 350 nm and light other than this (for example, i-line) may be emitted.
• the exposure source spectrum in the case of performing the additional exposure treatment is preferably a continuous spectrum, and from the viewpoint of improving the light resistance of the resulting film and the adhesion to the substrate, it should have a spectral distribution different from that of the exposure before development.
• the radiation of (b) or (c) is preferable in that the light resistance of the obtained film and the improvement of the adhesion to the substrate can be achieved at a higher level.
• the colorant contains a dye
• the dye generally absorbs ultraviolet light or short-wavelength visible light and may undergo photodecomposition. Therefore, the radiation of (c), which has less high-intensity components on the short-wavelength side, is preferred.
• the upper limit of the peak intensity at a wavelength of 313 nm is not particularly limited, it is preferably smaller than the peak intensity at a wavelength of 365 nm, more preferably 3/4 or less.
• the intensity is 1/4 or less, preferably 1/10 or less, more preferably 1/20 of the smaller peak intensity of the peak intensity at a wavelength of 405 nm (h-line) and the peak intensity at a wavelength of 436 nm (g-line). radiation.
• the lower limit of the peak intensity at the wavelength of 313 nm (j-line) and the wavelength of 365 nm (i-line) is not particularly limited.
• the exposure before development is radiation containing a wavelength of 365 nm (i-line), a wavelength of 405 nm (h-line) and a wavelength of 436 nm (g-line), and the peak intensity at a wavelength of 313 nm (j-line) is a wavelength of 365 nm ( Radiation that is less than 1 ⁇ 6 of the peak intensity in i-line) is preferred.
• Radiation that exhibits such spectral characteristics can be obtained, for example, by using a light source that exhibits the spectral characteristics described above, or by passing radiation emitted from a high-pressure mercury lamp through an ultraviolet cut filter or bandpass filter.
• the irradiation dose (exposure dose) in exposure after development is preferably 0.03 to 4.0 J/cm 2 , more preferably 0.05 to 3.5 J/cm 2 .
• the difference between the wavelength of light used for exposure before development and the wavelength of light used for exposure after development is preferably 200 nm or less, more preferably 100 to 150 nm.
• the display device of the present invention has the film of the present invention as described above.
• Examples of display devices include liquid crystal display devices and organic electroluminescence display devices.
• Display device written by Junsho Ibuki, Sangyo Tosho Co., Ltd.) Published in 1989
• Liquid crystal display devices are described, for example, in “Next Generation Liquid Crystal Display Technology (edited by Tatsuo Uchida, published by Kogyo Choukai Co., Ltd., 1994)”. There is no particular limitation on the liquid crystal display device to which the present invention can be applied.
• the organic electroluminescent display device may be a microdisplay.
• the diagonal length of the display surface of the microdisplay can be, for example, 4 inches or less, 2 inches or less, 1 inch or less, or 0.2 inches or less.
• Applications of microdisplays include, but are not limited to, electronic viewfinders, smart glasses, head-mounted displays, and the like.
• the organic electroluminescence display device may have a light source composed of a white organic electroluminescence element.
• a tandem structure is preferable for the white organic electroluminescence element.
• the spectrum of white light emitted by the organic EL element preferably has strong maximum emission peaks in the blue region (430 nm-485 nm), green region (530 nm-580 nm) and yellow region (580 nm-620 nm). In addition to these emission peaks, those having a maximum emission peak in the red region (650 nm to 700 nm) are more preferred.
• the organic electroluminescence display device may have a color filter.
• the color filter may be provided on the underlying layer.
• transparent pixels may be provided and white light may be used as it is for light emission. By doing so, the brightness of the display device can also be increased.
• the organic electroluminescence display device may have a lens on the color filter.
• the shape of the lens can take various shapes derived from the design of the optical system, and examples thereof include a convex shape and a concave shape. For example, a concave shape (concave lens) can easily improve the light condensing property.
• the lens may be in direct contact with the color filter, or another layer such as an adhesion layer or a planarization layer may be provided between the lens and the color filter. Also, the lens can be used by arranging it in the manner described in WO2018/135189.
• the coloring composition and film of the present invention can also be used in solid-state imaging devices.
• the configuration of the solid-state imaging device is not particularly limited as long as it functions as a solid-state imaging device.
• a plurality of photodiodes and transfer electrodes made of polysilicon or the like are provided on the substrate, forming the light-receiving area of a solid-state imaging device (CCD (charge-coupled device) image sensor, CMOS (complementary metal-oxide semiconductor) image sensor, etc.). and a device protective film made of silicon nitride or the like formed on the light shielding film so as to cover the entire surface of the light shielding film and the photodiode light receiving portion. and a color filter on the device protective film.
• CCD charge-coupled device
• CMOS complementary metal-oxide semiconductor
• a configuration having a condensing means for example, a microlens or the like; the same shall apply hereinafter
• the pixels of the color filter may be embedded in a space partitioned by partition walls, for example, in a grid pattern.
• the partition walls preferably have a lower refractive index than the pixels. Examples of imaging devices having such a structure are described in JP-A-2012-227478, JP-A-2014-179577, International Publication No. 2018/043654, and US Patent Application Publication No. 2018/0040656. device. Imaging devices equipped with solid-state imaging devices can be used not only for digital cameras and electronic devices (mobile phones, etc.) having an imaging function, but also for vehicle-mounted cameras and surveillance cameras.
• Pigment dispersions P-G1 to P-G8, P1-G10 to P-G13, P-G18 to P-G21, P-Gr1, P-Gr2) A mixture of pigments 1 to 6 listed in the table below, 2.5 parts by mass of dispersant 1, 2.5 parts by mass of dispersant 2, and 80 parts by mass of propylene glycol monomethyl ether acetate (PGMEA) was prepared. , using a bead mill (zirconia beads 0.3 mm diameter) for 3 hours to prepare a pigment dispersion.
• Pigments 1 to 4 listed in the table below 2.5 parts by mass of dispersant 1, 2.5 parts by mass of dispersant 2, 0.01 parts by mass of compound A, and propylene glycol monomethyl ether acetate (PGMEA)
• PMEA propylene glycol monomethyl ether acetate
• a mixture of 80 parts by mass was mixed and dispersed for 3 hours using a bead mill (zirconia beads with a diameter of 0.3 mm) to prepare a pigment dispersion. Thereafter, dispersion treatment was further performed using a high-pressure disperser with a pressure reduction mechanism (NANO-3000-10, manufactured by Nippon BEE Co., Ltd.) under a pressure of 2000 kg/cm 2 and a flow rate of 500 g/min. This dispersion treatment was repeated 10 times to produce each pigment dispersion.
• NANO-3000-10 a pressure reduction mechanism
• Pigments 1 to 4 listed in the table below 1.0 parts by mass of derivative 1, 2.0 parts by mass of dispersant 1, 2.0 parts by mass of dispersant 2, and propylene glycol monomethyl ether acetate (PGMEA ) was mixed and dispersed for 3 hours using a bead mill (zirconia beads with a diameter of 0.3 mm) to prepare a pigment dispersion. Thereafter, dispersion treatment was further performed using a high-pressure disperser with a pressure reduction mechanism (NANO-3000-10, manufactured by Nippon BEE Co., Ltd.) under a pressure of 2000 kg/cm 2 and a flow rate of 500 g/min. This dispersion treatment was repeated 10 times to produce a pigment dispersion liquid P-G22.
• a high-pressure disperser with a pressure reduction mechanism (NANO-3000-10, manufactured by Nippon BEE Co., Ltd.) under a pressure of 2000 kg/cm 2 and a flow rate of 500 g/min.
• Pigments 1 to 4 listed in the table below 1.0 parts by mass of derivative 2, 2.0 parts by mass of dispersant 1, 2.0 parts by mass of dispersant 2, and propylene glycol monomethyl ether acetate (PGMEA ) was mixed and dispersed for 3 hours using a bead mill (zirconia beads with a diameter of 0.3 mm) to prepare a pigment dispersion. After that, using a high-pressure disperser (NANO-3000-10, manufactured by Nippon BEE Co., Ltd.) with a decompression mechanism, dispersion treatment was carried out under a pressure of 2000 kg/cm 2 and a flow rate of 500 g/min. This dispersion treatment was repeated 10 times to produce a pigment dispersion P-G23.
• a high-pressure disperser NANO-3000-10, manufactured by Nippon BEE Co., Ltd.
• Pigments 1 to 4 listed in the table below 2.0 parts by mass of dispersant 1, 2.0 parts by mass of dispersant 2, 1.0 part by mass of dispersant 3, and propylene glycol monomethyl ether acetate ( PGMEA) was mixed and dispersed for 3 hours using a bead mill (zirconia beads with a diameter of 0.3 mm) to prepare a pigment dispersion. Thereafter, dispersion treatment was further performed using a high-pressure disperser with a pressure reduction mechanism (NANO-3000-10, manufactured by Nippon BEE Co., Ltd.) under a pressure of 2000 kg/cm 2 and a flow rate of 500 g/min. This dispersion treatment was repeated 10 times to prepare a pigment dispersion liquid P-G24.
• NANO-3000-10 a pressure reduction mechanism
• Dispersant 1 Resin having the following structure (basic resin. Block copolymer with poly(meth)acrylic structure. Values attached to main chain are mass ratios. Amine value: 71 mgKOH/g, weight average molecular weight: 9900)
• Dispersant 2 Resin having the following structure (resin having an aromatic carboxyl group, acid value 43 mgKOH/g, weight average molecular weight 9000)
• Dispersant 3 Resin synthesized by the following method (resin having a phosphoric acid group, acid value 166 mgKOH/g) 186 g of lauryl alcohol, 571 g of ⁇ -caprolactone monomer, and 0.6 g of tetrabutyl titanate were charged into a reaction vessel equipped with a nitrogen gas introduction tube, a condenser, and a stirrer, and after purging with nitrogen gas, the mixture was heated and stirred at 120° C.
• Derivative 1 a compound having the following structure
• Derivative 2 a compound having the following structure
• PB15:3 Color Index Pigment Blue 15:3 (copper phthalocyanine compound)
• PB15:4 Color Index Pigment Blue 15:4 (copper phthalocyanine compound)
• PB16 Color Index Pigment Blue 16 (copper phthalocyanine compound)
• PG7 Color Index Pigment Green 7 (copper phthalocyanine compound)
• PG36 Color Index Pigment Green 36 (copper phthalocyanine compound)
• PG62 Color Index Pigment Green 62 (aluminum phthalocyanine compound)
• PG63 Color Index Pigment Green 63 (aluminum phthalocyanine compound)
• PY138 Color Index Pigment Yellow 138 (quinophthalone compound, yellow pigment)
• PY139 Color Index Pigment Yellow 139 (isoindoline compound, yellow pigment)
• PY150 Color Index Pigment Yellow 150 (azo nickel complex, yellow pigment)
• PY185 Color Index Pigment Yellow 185 (isoindoline compound, yellow pigment)
• AlPc1 compound
• the content of the isoindoline compound with respect to a total of 100 parts by mass of PB15:3, PB15:4, the aluminum phthalocyanine compound, and the naphthalocyanine compound is described in the column of "content 1", and the isoindoline in the yellow coloring agent
• the content of the compound is described in the column of "content 2”
• the content of the coloring agent in the total solid content of each coloring composition is described in the column of "coloring agent content”.
• I1 Irgacure OXE04 (manufactured by BASF)
• I2 Irgacure 2959 (manufactured by BASF)
• I3 Irgacure OXE01 (manufactured by BASF)
• I4 Irgacure OXE02 (manufactured by BASF)
• I5 Irgacure OXE03 (manufactured by BASF)
• I6 NCI-831 (manufactured by ADEKA Co., Ltd.)
• I7 KAYACURE DETX-S (manufactured by Nippon Kayaku Co., Ltd.)
• I8 a compound having the following structure
• (resin) B1 Resin having the following structure (weight average molecular weight: 13,000, the numerical value attached to the main chain is the molar ratio of repeating units)
• B2 Resin synthesized by the following method 196 parts by mass of cyclohexanone was charged into a separable four-necked flask equipped with a thermometer, a cooling tube, a nitrogen gas inlet tube, a dropping tube and a stirrer, and the temperature was raised to 80°C.
• M4 a compound having the following structure
• M5 a compound having the following structure
• G1 Silicone surfactant (BYK-330, manufactured by BYK Co., Ltd.)
• G2 Silicone surfactant (FZ-2122, manufactured by Dow Toray Industries, Inc.)
• G3 fluorine-based surfactant (Megafac F-551, manufactured by DIC Corporation)
• the coloring composition produced above was applied onto a glass substrate using a spin coater so that the finished film thickness after drying was 1.2 ⁇ m, and dried on a hot plate at 100° C. for 2 minutes. Thereafter, i-line exposure was performed using an ultra-high pressure mercury lamp under the conditions of an exposure illuminance of 20 mW/cm 2 and an exposure amount of 1 J/cm 2 . Then, it was heated on a hot plate at 100° C. for 20 minutes and allowed to cool to form a film. A high-temperature and high-humidity test was performed by exposing the obtained film to conditions of 85° C. and 85% relative humidity for 1000 hours.
• the transmittance in the wavelength range of 400 to 1100 nm was measured before and after the high temperature and high humidity test, the transmittance change rate was calculated for each measured wavelength, and the maximum value of the transmittance change rate was obtained. evaluated.
• the transmittance measurement was performed 5 times for each sample, and the average value of the results of 3 times excluding the maximum and minimum values was adopted.
• the maximum value of the amount of change in transmittance means the amount of change at the wavelength where the amount of change in transmittance in the wavelength range of 400 to 1100 nm of the film before and after the high-temperature and high-humidity test is the largest.
• the evaluation results are shown in the table below.
• the maximum value of change in transmittance is 1% or less 4: The maximum value of change in transmittance is greater than 1% and 2% or less 3: The maximum value of change in transmittance is greater than 2% and 3% or less 2: The maximum value of change in transmittance is greater than 3% and 4% or less 1: The maximum value of change in transmittance is greater than 4%
• the colored compositions of Examples 1 to 40 have the minimum absorbance in the wavelength range of 526 to 545 nm among the absorbance for light with a wavelength of 400 to 700 nm, and the absorbance for light with a wavelength of 450 nm is 1.
• the wavelengths at which the absorbance is 0.20 exist in the range of 490 to 525 nm and the range of 550 to 590 nm, respectively, and the absorbance A 450 for light with a wavelength of 450 nm and the absorbance A 650 for light with a wavelength of 650 nm.
• the ratio A 450 /A 650 was between 0.40 and 2.00.
• the coloring composition for forming a green pixel was applied by spin coating so that the film thickness after forming the film would be 1.2 ⁇ m. Then, using a hot plate, it was heated at 100° C. for 120 seconds. Then, using an i-line stepper exposure apparatus FPA-3000i5+ (manufactured by Canon Inc.), the film was exposed through a patterned mask at an exposure amount of 200 mJ/cm 2 . Then, puddle development was performed at 23° C. for 60 seconds using a 0.3 mass % aqueous solution of tetramethylammonium hydroxide.
• the red pixel-forming coloring composition and the blue pixel-forming coloring composition are sequentially patterned to form a red coloring pattern (red pixels) and a blue coloring pattern (blue pixels), respectively, to produce a color filter. bottom.
• the coloring compositions of Examples 1 to 40 were used as the coloring compositions for forming green pixels.
• the red pixel-forming coloring composition the following red pixel-forming coloring composition 1 was used.
• the blue pixel-forming coloring composition the following blue pixel-forming coloring composition 1 or blue pixel-forming coloring composition 2 was used.
• the obtained color filter was incorporated into an organic electroluminescence display according to a known method. This organic electroluminescence display device had a suitable image recognition ability.
• Red pixel-forming coloring composition 1 After mixing and stirring the following components, the mixture was filtered through a nylon filter (manufactured by Nippon Pall Co., Ltd.) having a pore size of 0.45 ⁇ m to prepare a coloring composition 1 for forming red pixels.
• Polymerizable monomer 1 0.83 parts by mass
• Polymerizable monomer 2 0.83 parts by mass
• Surfactant 1 0.004 parts by mass Propylene glycol monomethyl ether acetate (PGMEA): 16.68 parts by mass Part cyclopentanone ... 16.68 parts by mass
• Blue pixel-forming coloring composition 1 After mixing and stirring the following components, the mixture was filtered through a nylon filter (manufactured by Nippon Pall Co., Ltd.) having a pore size of 0.45 ⁇ m to prepare a blue pixel-forming coloring composition 1.
• Blue pigment dispersion 1 ...56.7 parts by mass Purple dye solution 1...16.28 parts by mass Photoinitiator 3...1.19 parts by mass Photoinitiator 2...0.64 parts by mass Parts Resin 1...0.93 parts by mass Polymerizable monomer 3...2.97 parts by mass Epoxy compound 1...1.40 parts by mass Surfactant 1...0.006 parts by mass Cyclohexanone... 19.89 parts by mass
• Blue pixel-forming coloring composition 2 After mixing and stirring the following components, the mixture was filtered through a nylon filter (manufactured by Nippon Pall Co., Ltd.) having a pore size of 0.45 ⁇ m to prepare a blue pixel-forming coloring composition 1.
• Blue pigment dispersion 2 ...53.8 parts by mass Photoinitiator 3...1.20 parts by mass Photoinitiator 4...0.80 parts by mass Resin 1...3.60 parts by mass Polymerization Polymerizable monomer 1...1.56 parts by mass Polymerizable monomer 2...3.64 parts by mass Surfactant 1...0.006 parts by mass PGMEA...35.4 parts by mass
• the materials used for each pixel-forming coloring composition are as follows.
• Red Pigment Dispersion 1 Red Pigment Dispersion 1 prepared by the following method C. I. 10.68 parts by weight of Pigment Red 264, C.I. I. Pigment Yellow 139 (2.82 parts by mass), Pigment Derivative 1 (1.50 parts by mass), Dispersant 1 (5.25 parts by mass), and PGMEA (80.00 parts by mass) were mixed in a bead mill (0.3 mm zirconia beads). A pigment dispersion was prepared by mixing and dispersing for 3 hours.
• dispersion treatment was further performed using a high-pressure disperser NANO-3000-10 (manufactured by Nippon BEE Co., Ltd.) with a decompression mechanism under a pressure of 2000 kg/cm 2 and a flow rate of 500 g/min.
• This dispersion treatment was repeated 10 times to obtain a red pigment dispersion liquid 1.
• Pigment derivative 1 compound having the following structure
• Dispersant 1 Resin having the following structure (the parenthesized numbers in the main chain represent the molar ratio of each repeating unit, and the parenthesized numbers in the side chains represent the number of repeating units. The weight average molecular weight is 20000.)
• Blue pigment dispersion 1 Blue pigment dispersion 1 prepared by the following method C. I. A mixture of 10.00 parts by mass of Pigment Blue 15:6, 3.50 parts by mass of Dispersant 2, and 86.50 parts by mass of PGMEA was mixed and dispersed for 3 hours using a bead mill (zirconia beads with a diameter of 0.3 mm). Then, a pigment dispersion was prepared. Thereafter, dispersion treatment was further performed using a high-pressure disperser NANO-3000-10 (manufactured by Nippon BEE Co., Ltd.) with a decompression mechanism under a pressure of 2000 kg/cm 2 and a flow rate of 500 g/min.
• NANO-3000-10 manufactured by Nippon BEE Co., Ltd.
• Dispersant 2 Resin having the following structure (The numbers in parentheses on the main chain represent the molar ratio of each repeating unit. The weight average molecular weight is 11,000.)
• Blue pigment dispersion 2 Blue pigment dispersion 2 prepared by the following method C. I. Pigment Blue 15:6 8.27 parts by weight, C.I. I. A mixture of 6.23 parts by mass of Pigment Violet 23, 5.50 parts by mass of Dispersant 1, and 80.00 parts by mass of PGMEA was mixed and dispersed by a bead mill (0.3 mm diameter zirconia beads) for 3 hours. , to prepare a pigment dispersion. Thereafter, dispersion treatment was further performed using a high-pressure disperser NANO-3000-10 (manufactured by Nippon BEE Co., Ltd.) with a decompression mechanism under a pressure of 2000 kg/cm 2 and a flow rate of 500 g/min. This dispersion treatment was repeated 10 times to obtain a blue pigment dispersion liquid 2.
• a high-pressure disperser NANO-3000-10 manufactured by Nippon BEE Co., Ltd.
• Purple dye solution 1 20 wt% cyclohexanone solution of a dye having the following structure (in the structural formula shown below, iPr is an isopropyl group)
• Photoinitiator 1 Irgacure OXE03 (manufactured by BASF)
• Photoinitiator 2 Omnirad 2959 (manufactured by IGM Resins B.V.)
• Photoinitiator 3 a compound having the following structure Resin 1: A 40% by mass PGMEA solution of a resin having the following structure (weight average molecular weight: 11000, numerical values attached to the main chain are molar ratios)
• Polymerizable monomer 1 compound having the following structure
• Polymerizable monomer 2 compound having the following structure
• Polymerizable monomer 3 compound having the following structure
• Epoxy compound 1 EHPE3150 (manufactured by Daicel Corporation)
• Surfactant 1 KF-6001 (manufactured by Shin-Etsu Chemical Co., Ltd., silicone surfactant))

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