WO2017145720A1 - 着色樹脂組成物 - Google Patents

着色樹脂組成物 Download PDF

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Publication number
WO2017145720A1
WO2017145720A1 PCT/JP2017/004164 JP2017004164W WO2017145720A1 WO 2017145720 A1 WO2017145720 A1 WO 2017145720A1 JP 2017004164 W JP2017004164 W JP 2017004164W WO 2017145720 A1 WO2017145720 A1 WO 2017145720A1
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WIPO (PCT)
Prior art keywords
resin composition
colored resin
surfactant
colored
examples
Prior art date
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PCT/JP2017/004164
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English (en)
French (fr)
Japanese (ja)
Inventor
井上欣彦
南部和樹
相原涼介
Original Assignee
東レ株式会社
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Application filed by 東レ株式会社 filed Critical 東レ株式会社
Priority to KR1020187008659A priority Critical patent/KR102548098B1/ko
Priority to JP2017507035A priority patent/JP6226104B1/ja
Priority to CN201780005460.5A priority patent/CN108431648B/zh
Publication of WO2017145720A1 publication Critical patent/WO2017145720A1/ja

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Classifications

    • 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
    • C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
    • C08F290/08—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated side groups
    • C08F290/12—Polymers provided for in subclasses C08C or C08F
    • 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
    • C08F2/00—Processes of polymerisation
    • C08F2/46—Polymerisation initiated by wave energy or particle radiation
    • C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/02—Elements
    • C08K3/04—Carbon
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/28—Nitrogen-containing compounds
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/20—Filters
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/20—Filters
    • G02B5/22—Absorbing filters
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
    • 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
    • G06—COMPUTING; CALCULATING OR COUNTING
    • G06F—ELECTRIC DIGITAL DATA PROCESSING
    • G06F3/00—Input arrangements for transferring data to be processed into a form capable of being handled by the computer; Output arrangements for transferring data from processing unit to output unit, e.g. interface arrangements
    • G06F3/01—Input arrangements or combined input and output arrangements for interaction between user and computer
    • G06F3/03—Arrangements for converting the position or the displacement of a member into a coded form
    • G06F3/041—Digitisers, e.g. for touch screens or touch pads, characterised by the transducing means

Definitions

  • the present invention relates to a colored resin composition containing at least a coloring material, a binder resin, an organic solvent, and two or more surfactants, a colored film using the same, and a decorative substrate for a touch panel.
  • a touch panel device is generally mounted on the front surface of a display panel such as a liquid crystal display device, and a cover glass on which a light-shielding film is formed by printing a black ink composition is attached to the front surface of the touch panel.
  • a display panel such as a liquid crystal display device
  • a cover glass on which a light-shielding film is formed by printing a black ink composition is attached to the front surface of the touch panel.
  • the configuration was common.
  • such an external touch panel configuration has a problem of increasing thickness and weight.
  • a cover glass-integrated touch panel in which a conductive glass and a sensor are directly formed on a cover glass, and which serves as both the cover glass and the touch sensor, has been proposed. ing.
  • a cover glass integrated touch panel a light shielding layer is formed on the glass, and further, a wiring such as a conductive film or ITO is formed on the light shielding layer.
  • a method for manufacturing a cover glass integrated touch panel for example, a step of forming a light shielding material on a glass substrate by a screen printing method and polishing, a step of applying an overcoat layer on the glass substrate, and an overcoat layer
  • a method including a process of forming a touch panel sensor and a process of cutting a glass substrate for each touch panel sensor has been proposed (see, for example, Patent Document 1).
  • a black composition suitable for decorating such a touch panel a black composition containing at least two or more kinds of organic pigments, a binder resin, a silane coupling agent, and a photopolymerizable monomer has been proposed. (For example, refer to Patent Document 2).
  • JP 2012-155644 A Japanese Patent Laid-Open No. 2015-200775 US Patent Application Publication No. 2013/29045 JP 2013-87207 A
  • Patent Documents 3 to 4 have not been sufficiently studied from the viewpoint of forming a coating film on a glass substrate. When these are applied to a glass substrate, the coating liquid is not formed on the substrate. There were problems in appearance such as poor applicability such as repelling, unevenness when the coating film was dried, and uneven film thickness.
  • the present invention was devised in view of the problems of the prior art, and provides a colored resin composition capable of forming a colored film having a good appearance while suppressing repelling and unevenness even when applied by spraying or inkjet.
  • the purpose is to do.
  • a colored resin composition containing at least (A) a colorant, (B) a binder resin, (C) an organic solvent, and two or more kinds of (D) surfactants, wherein (D1) polyether is used as the surfactant Coloring which contains a modified siloxane-based surfactant and (D2) a silicon-modified acrylic surfactant, and the total content of the surfactants (D1) and (D2) is 200 ppm to 1500 ppm in the colored resin composition Resin composition.
  • substrate for touch panels with a favorable external appearance can be obtained by using the colored resin composition of this invention.
  • the colorant resin composition of the present invention contains at least (A) a colorant, (B) a binder resin, (C) an organic solvent, and two or more (D) surfactants, and (D1) as a surfactant.
  • a polyether-modified siloxane surfactant and (D2) a silicon-modified acrylic surfactant are contained, and the total content of the surfactants (D1) and (D2) is 200 ppm to 1500 ppm in the colored resin composition. It is characterized by being.
  • a colorant has the effect
  • (B) Binder resin has the effect
  • the organic solvent has the function of uniformly dissolving or dispersing the colorant (A) in the colored resin composition
  • the organic solvent is uneven due to volatilization during drying of the coating film when forming a colored film from the colored resin composition. Tend to occur. Therefore, in the present invention, by containing a specific amount of the above-mentioned specific surfactant, even when the colored resin composition is applied on a substrate by spraying or ink-jetting, poor applicability such as repelling or drying of the coating film It is possible to suppress unevenness such as a Benard cell and to form a colored coating film having a good appearance.
  • the polyether-modified siloxane-based surfactant has an action of reducing the interfacial tension of the colored resin composition on the substrate. For this reason, (D1) by containing a polyether-modified siloxane-based surfactant, even when the colored resin composition is applied on the substrate by spraying or ink jetting, the applied droplets spread out on the substrate. Application defects such as repellency can be suppressed. However, in the organic solvent-based colored resin composition, since the effect of reducing the surface tension of the polyether-modified siloxane-based surfactant is reduced, there is a problem that unevenness such as Benard cell is likely to occur when the coating film is dried.
  • the silicon-based surfactant and the fluorine-based surfactant have an action of reducing the surface tension of the colored resin composition, and can suppress unevenness when the coating film is dried.
  • the contact angle of the colored resin composition on the substrate becomes large, there has been a problem that repelling tends to occur when the colored resin composition is applied on the substrate by spraying or inkjet.
  • Examples of the polyether-modified siloxane surfactant include compounds having a structure represented by the following general formula (1).
  • R 1 represents a hydrogen atom or a methyl group.
  • a represents an integer of 2 to 18
  • m represents an integer of -1 to 50
  • n represents an integer of 1 to 8.
  • the general formula (1) is expressed by the following general formula (2).
  • the polyether chain is long.
  • a is preferably 5 or more, and more preferably 10 or more.
  • a is preferably 18 or less from the viewpoint of compatibility with other resins.
  • m is preferably 1 or more.
  • m is preferably 10 or less, more preferably 5 or less, and even more preferably 3 or less.
  • (D1) As the polyether-modified siloxane surfactant, a commercially available one may be used.
  • the compound having a structure represented by the general formula (1) for example, “BYK” (registered trademark) -345, “BYK” -346, “BYK” -347, “BYK” -348, “BYK” -349 (all manufactured by Big Chemie), “Silface” (registered trademark) SAG002, “Sillface” SAG005, “Silface” SAG0503A, “Silface” SAG008 (all manufactured by Nissin Chemical Industry Co., Ltd.) and the like can be mentioned. Two or more of these may be contained. Among these, “BYK” -347, “BYK” -348, “BYK” -349, etc., in which a in the general formula (1) is 5 or more are preferable.
  • Examples of the silicon-modified acrylic surfactant include compounds having a structure represented by the following general formula (2).
  • R 2 to R 4 each independently represents a hydrogen atom or a methyl group.
  • b represents an integer of 1 to 18, p represents an integer of 0 to 50, and q represents an integer of 1 to 8.
  • b is preferably an integer of 2 to 18.
  • (D2) As the silicon-modified acrylic surfactant, a commercially available one may be used. Examples of the compound having the structure represented by the general formula (2) include “BYK” -3550 and “BYK”. "-SILXLEAN3700 (all manufactured by Big Chemie). Two or more of these may be contained.
  • the total content of (D1) polyether-modified siloxane surfactant and (D2) silicon-modified acrylic surfactant in the colored resin composition of the present invention is 200 ppm or more and 1500 ppm or less in the colored resin composition. If the total content is less than 200 ppm, the interfacial tension of the colored resin composition is increased and the contact angle is increased, so that coating properties such as repelling are likely to occur, and the surface tension of the colored resin composition is increased. Therefore, unevenness such as Benard cell is likely to occur when the coating film is dried.
  • Their total content is preferably 300 ppm or more, more preferably 400 ppm or more.
  • the total content exceeds 1500 ppm, the surface tension of the coating liquid is excessively lowered, resulting in uneven drying. Further, the surfactant bleeds out on the surface of the coating film, and the applicability and adhesion on the colored resin film are reduced.
  • Their total content is preferably 800 ppm or less.
  • the content of the (D1) polyether-modified siloxane surfactant in the colored resin composition of the present invention is preferably 150 ppm or more and 1000 ppm or less in the colored resin composition, and the contact angle can be easily adjusted to a preferred range described later. it can.
  • the content of (D2) silicon-modified acrylic surfactant in the colored resin composition of the present invention is preferably 200 ppm or more and 500 ppm or less in the colored resin composition.
  • the surface tension is It can be easily adjusted to a preferred range described later.
  • the content ratio (D2) / (D1) of (D2) silicon-modified acrylic surfactant to the content of (D1) polyether-modified siloxane surfactant is from the viewpoint of further suppressing unevenness during drying of the coating film. 0.25 or more is preferable, and 0.50 or more is more preferable. On the other hand, (D2) / (D1) is preferably 4.0 or less, more preferably 2.0 or less, from the viewpoint of further suppressing repelling on the substrate.
  • colorant examples include organic pigments, inorganic pigments, dyes, and the like. Two or more of these may be contained.
  • organic pigments include diketopyrrolopyrrole pigments; azo pigments such as azo, disazo and polyazo; phthalocyanine pigments such as copper phthalocyanine, halogenated copper phthalocyanine and metal-free phthalocyanine; aminoanthraquinone, diaminodianthraquinone and anthra Anthraquinone pigments such as pyrimidine, flavantron, anthanthrone, indanthrone, pyranthrone, violanthrone; quinacridone pigment; dioxazine pigment; perinone pigment; perylene pigment; thioindigo pigment; isoindolinone pigment; Quinophthalone pigments, selenium pigments, metal complex pigments, and the like.
  • diketopyrrolopyrrole pigments such as azo, disazo and polyazo
  • phthalocyanine pigments such as copper phthalocyanine, halogenated copper phthalocyanine and metal
  • inorganic pigments include titanium oxide, zinc white, zinc sulfide, white lead, calcium carbonate, precipitated barium sulfate, white carbon, alumina white, kaolin clay, talc, bentonite, black iron oxide, cadmium red, red rose, and molybdenum. Red, molybdate orange, chrome vermilion, yellow lead, cadmium yellow, yellow iron oxide, titanium yellow, chromium oxide, viridian, titanium cobalt green, cobalt green, cobalt chrome green, Victoria green, ultramarine, bitumen, cobalt blue, cerulean Examples include blue, cobalt silica blue, cobalt zinc silica blue, manganese violet, and cobalt violet.
  • the dye examples include azo dyes, anthraquinone dyes, condensed polycyclic aromatic carbonyl dyes, indigoid dyes, carbonium dyes, phthalocyanine dyes, methine, and polymethine dyes.
  • CI color index
  • red pigments examples include Pigment Red (hereinafter abbreviated as PR) 9, PR48, PR97, PR122, PR123, PR144, PR149, PR166, PR168, PR177, PR179, PR180, PR192, PR209, PR215, PR216, PR217, PR220. , PR223, PR224, PR226, PR227, PR228, PR240, PR254, and the like.
  • PR Pigment Red
  • orange pigments examples include pigment orange (hereinafter abbreviated as PO) 13, PO36, PO38, PO43, PO51, PO55, PO59, PO61, PO64, PO65, PO71, and the like.
  • yellow pigments examples include pigment yellow (hereinafter abbreviated as PY) PY12, PY13, PY17, PY20, PY24, PY83, PY86, PY93, PY95, PY109, PY110, PY117, PY125, PY129, PY137, PY138, PY139, PY147. , PY148, PY150, PY153, PY154, PY166, PY168, PY185, and the like.
  • PY pigment yellow
  • purple pigments examples include pigment violet (hereinafter abbreviated as PV) 19, PV23, PV29, PV30, PV32, PV37, PV40, and PV50.
  • pigment blue (hereinafter abbreviated as PB) 15, PB15: 3, PB15: 4, PB15: 6, PB22, PB60, PB64, and the like are used.
  • green pigment examples include pigment green (hereinafter abbreviated as PG) 7, PG10, PG36, PG58, and the like.
  • black pigments include black organic pigments, mixed color organic pigments, and inorganic pigments.
  • black organic pigment include carbon black, perylene black, and aniline black.
  • mixed color organic pigment include those obtained by pseudo-blackening a combination of two or more pigments of red, blue, green, purple, yellow, magenta, and cyan.
  • inorganic pigments include graphite, fine particles of metals such as titanium, copper, iron, manganese, cobalt, chromium, nickel, zinc, calcium, and silver, and oxides, composite oxides, sulfides, and nitrides of these metals. And oxynitrides.
  • carbon black and titanium nitride are preferable because they have high light shielding properties.
  • white pigments include titanium dioxide, barium carbonate, zirconium oxide, calcium carbonate, barium sulfate, alumina white, and silicon dioxide.
  • dyes include C.I. I. Direct Red 2, 4, 9, 23, 26, 28, 31, 39, 62, 63, 72, 75, 76, 79, 80, 81, 83, 84, 89, 92, 95, 111, 173, 184 207, 211, 212, 214, 218, 221, 223, 224, 225, 226, 227, 232, 233, 240, 241, 242, 243, 247, C.I. I.
  • binder resin (B) examples include an epoxy resin, an acrylic resin, a siloxane resin, and a polyimide resin. Two or more of these may be contained. Among these, acrylic resins and polyimide resins are preferable, and the heat resistance of the coating film, the storage stability of the colored resin composition, and the like can be improved. In forming a pattern such as a black matrix, an alkali-soluble resin is preferably used from the viewpoint of forming the pattern more easily.
  • the alkali-soluble resin refers to a resin having one or more alkali-soluble groups.
  • the alkali-soluble group include a carboxyl group, a phenolic hydroxyl group, a sulfonic acid group, and a thiol group.
  • the alkali-soluble resin preferably has a carboxyl group, more preferably a copolymer of an unsaturated carboxylic acid and an ethylenically unsaturated compound, or an acrylic resin having an ethylenically unsaturated group in the side chain.
  • the unsaturated carboxylic acid examples include monocarboxylic acids such as acrylic acid, methacrylic acid, crotonic acid and vinyl acetic acid, dicarboxylic acids such as itaconic acid, maleic acid and fumaric acid, and acid anhydrides thereof, and phthalic acid mono (2- And polycarboxylic acid monoesters such as (meth) acryloyloxyethyl). Two or more of these may be used. Among these, acrylic acid and methacrylic acid are preferable from the viewpoint of sensitivity during exposure and development.
  • Examples of the ethylenically unsaturated compound include methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, n-propyl acrylate, isopropyl acrylate, n-propyl methacrylate, isopropyl methacrylate, and n-acrylate.
  • acrylic resin having an ethylenically unsaturated group in the side chain examples include a copolymer described in Japanese Patent No. 3120476 and JP-A-8-262221, and a photocurable resin which is a commercially available acrylic resin.
  • the weight average molecular weight (Mw) of the alkali-soluble resin is preferably 5,000 or more, more preferably 8,000 or more, from the viewpoint of improving the photosensitive properties.
  • the Mw of the alkali-soluble resin is preferably 40,000 or less from the viewpoint of improving the solubility in an ester solvent or an alkali developer and suppressing the residue.
  • the weight average molecular weight of the alkali-soluble resin refers to a value measured by gel permeation chromatography using tetrahydrofuran as a carrier and converted using a standard polystyrene calibration curve.
  • the acid value of the alkali-soluble resin is preferably 60 to 150 (mgKOH / g).
  • the content ratio (A) / (B) (mass ratio) of (A) the coloring material and (B) the binder resin is the coloring power of the colored film obtained from the colored resin composition. From the viewpoint, 20/80 or more is preferable, and 40/60 or more is more preferable. On the other hand, the content ratio (A) / (B) (mass ratio) of (A) the colorant and (B) the binder resin is preferably 90/10 or less from the viewpoint of the dispersion stability of the (A) colorant.
  • organic solvent examples include aliphatic hydrocarbons, carboxylic acid esters, ketones, ethers, alcohols, and the like. Two or more of these may be contained. Among these, carboxylic acid ester, ketone, and ether are preferable.
  • carboxylic acid ester examples include benzyl acetate, ethyl benzoate, ⁇ -butyrolactone, methyl benzoate, diethyl malonate, 2-ethylhexyl acetate, 2-butoxyethyl acetate, 3-methoxy-3-methyl-butyl acetate, diethyl oxalate , Ethyl acetoacetate, cyclohexyl acetate, 3-methoxy-butyl acetate, methyl acetoacetate, ethyl-3-ethoxypropionate, 2-ethylbutylacetate, isopentylpropionate, propylene glycol monomethyl ether propionate, propylene glycol Examples thereof include monoethyl ether acetate, pentyl acetate, and propylene glycol monomethyl ether acetate.
  • ketones examples include cyclopentanone and cyclohexanone.
  • ethers include aliphatic ethers such as propylene glycol derivatives such as propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol tertiary butyl ether, and dipropylene glycol monomethyl ether.
  • propylene glycol derivatives such as propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol tertiary butyl ether, and dipropylene glycol monomethyl ether.
  • alcohols examples include aliphatic alcohols such as butanol, 3-methyl-2-butanol, and 3-methyl-3-methoxybutanol.
  • esters of saturated aliphatic carboxylic acids and saturated alcohols are preferred, such as 3-methoxy-3-methyl-butyl acetate, propylene glycol monoethyl ether acetate, 3-methoxy-butyl acetate, propylene glycol monomethyl. More preferred are acetates such as ether acetate; propionic acids such as propylene glycol monomethyl ether propionate.
  • organic solvents other than the above include aliphatic esters such as ethyl acetate, butyl acetate, and isopentyl acetate, xylene, ethylbenzene, and solvent naphtha.
  • the colored resin composition of the present invention When applying the colored resin composition of the present invention to a curved substrate by spraying or ink jetting, it is preferable to contain two or more organic solvents (C) in order to appropriately adjust volatility and drying characteristics. Specifically, it is preferable to contain an organic solvent having a boiling point of 150 ° C. or higher and 230 ° C. or lower under atmospheric pressure and an organic solvent having a boiling point of lower than 150 ° C. under atmospheric pressure. From the viewpoint of suppressing aggregation of the colorant (A) due to drying of the coating liquid in the nozzle, (C) an organic solvent having a boiling point of 150 ° C. or higher and 230 ° C. or lower under atmospheric pressure with respect to 100 parts by mass of the organic solvent.
  • the boiling point under atmospheric pressure is 150 ° C. or higher and 230 ° C. or lower with respect to 100 parts by mass of the total organic solvent (C).
  • the organic solvent is preferably contained in an amount of 75 parts by mass or less.
  • the boiling point of the organic solvent having a boiling point of 150 ° C. or higher and 230 ° C. or lower under atmospheric pressure is more preferably 150 ° C. or higher and 200 ° C. or lower.
  • the colored resin composition of the present invention preferably has photosensitivity from the viewpoint of forming a pattern more easily, and contains a reactive monomer and a radical photopolymerization initiator. Is preferred.
  • reactive monomers examples include monofunctional or polyfunctional acrylic monomers and acrylic oligomers. Two or more of these may be contained. Among these, polyfunctional acrylic monomers are preferable.
  • polyfunctional acrylic monomers include bisphenol A diglycidyl ether (meth) acrylate, poly (meth) acrylate carbamate, modified bisphenol A epoxy (meth) acrylate, adipic acid 1,6-hexanediol (meth) acrylic acid ester, Phthalic anhydride propylene oxide (meth) acrylic acid ester, trimellitic acid diethylene glycol (meth) acrylic acid ester, rosin modified epoxy di (meth) acrylate, alkyd modified (meth) acrylate, tripropylene glycol di (meth) acrylate, 1,6 -Hexanediol di (meth) acrylate, bisphenol A diglycidyl ether di (meth) acrylate, trimethylolpropane tri (meth) acrylate, pentaerythri Tritri (meth) acrylate, triacryl formal, pentaerythritol tetra (meth) acrylate and its acid-mod
  • the sensitivity and processability of the colored resin composition can be adjusted by selecting and combining these polyfunctional monomers and oligomers.
  • a polyfunctional acrylic monomer having 3 or more, more preferably 5 or more functional groups is preferable. Dipentaerythritol hexa (meth) acrylate, dipentaerythritol penta (meth) acrylate or its acid modification
  • the body is preferred. From the viewpoint of developability and processability, an unsaturated group obtained by reacting a reaction product of an epoxy compound having two glycidyl ether groups with methacrylic acid with a polybasic carboxylic acid or an acid anhydride thereof. The contained alkali-soluble monomer is preferably used. Further, from the viewpoint of the pattern shape at the time of development, (meth) acrylate having a fluorene ring having a lot of aromatic rings in the molecule and high water repellency is preferable.
  • the content of the reactive monomer in the colored resin composition of the present invention is preferably 10 to 90 parts by mass with respect to 100 parts by mass of the total content of (B) binder resin and reactive monomer.
  • photo radical polymerization initiator examples include alkyl phenone photo radical polymerization initiators and oxime ester photo radical polymerization initiators. Two or more of these may be contained.
  • alkylphenone photoradical polymerization initiator examples include, for example, ⁇ -aminoalkylphenone photoradical polymerization initiator, ⁇ -hydroxyalkylphenone photoradical polymerization initiator, benzophenone photoradical polymerization initiator, and oxanthone photoradical polymerization.
  • Initiator Imidazole photo radical polymerization initiator, Benzothiazole photo radical polymerization initiator, Benzoxazole photo radical polymerization initiator, Carbazole photo radical polymerization initiator, Triazine photo radical polymerization initiator, Phosphorous photo radical polymerization
  • examples thereof include an inorganic radical photopolymerization initiator such as an initiator and titanate.
  • an ⁇ -aminoalkylphenone photoradical polymerization initiator is preferable.
  • the alkylphenone photoradical polymerization initiator include 2,2-diethoxyacetophenone, 2-methyl-1- (4-methylthiophenyl) -2-morpholinopropan-1-one, “Irgacure” manufactured by BASF (Registered trademark) 369 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) -butanone, “Irgacure” 379 2- (dimethylamino) -2-[(4- Methylphenyl) methyl] -1- [4- (4-morpholinyl) phenyl] -1-butanone, 1-hydroxycyclohexyl phenyl ketone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, etc. .
  • oxime ester photo radical polymerization initiator examples include “Irgacure” OXE01 manufactured by BASF, 1,2-octanedione, 1- [4- (phenylthio) -2- (O-benzoyloxime)], BASF “Irgacure” OXE02 manufactured by Etanone, 1- [9-ethyl-6- (2-methylbenzoyl) -9H-carbazol-3-yl]-, 1- (0-acetyloxime), manufactured by ADEKA Corporation Adeka "(registered trademark) Optomer N-1818, N-1919, Adeka Cruz NCI-831 and the like.
  • Benzophenone photoradical polymerization initiator oxanthone photoradical polymerization initiator, imidazole photoradical polymerization initiator, benzothiazole photoradical polymerization initiator, benzoxazole photoradical polymerization initiator, carbazole photoradical polymerization initiator
  • inorganic radical photopolymerization initiators such as triazine radical photopolymerization initiators, phosphorus radical radical polymerization initiators, and titanates
  • benzophenone N, N′-tetraethyl-4,4′-diaminobenzophenone, 4 -Methoxy-4'-dimethylaminobenzophenone, benzoin, benzoin methyl ether, benzoin isobutyl ether, benzyldimethyl ketal, ⁇ -hydroxyisobutylphenone, thioxanthone, 2-chlorothioxanthone, t-butylanthra
  • 1-ch 1-
  • the content of the radical photopolymerization initiator in the colored resin composition of the present invention is preferably 1 to 20 parts by mass with respect to 100 parts by mass of the total content of (B) binder resin and reactive monomer.
  • the colored resin composition of the present invention preferably contains a polymer dispersant, and (A) the colorant can be more uniformly and stably dispersed in the colored resin composition.
  • the polymer dispersant include a polyester polymer dispersant, an acrylic polymer dispersant, a polyurethane polymer dispersant, a polyallylamine polymer dispersant, a carbodiimide dispersant, and the like. Two or more of these may be contained.
  • the polymer dispersant can be appropriately selected according to the type of the colorant (A).
  • dispersants such as a dispersant having only an amine value, a dispersant having only an acid value, a dispersant having an amine value and an acid value, and a dispersant having neither an amine value nor an acid value
  • a dispersant having an amine value it is preferable to use a dispersant having an amine value, and a polymer dispersant having only an amine value is preferable.
  • the amine value of the polymer dispersant is preferably 10 or more and 100 or less, and more preferably 10 or more and 60 or less.
  • Dispersant having only an amine value examples include Dispersic 102, Dispersic 160, Dispersic 161, Dispersic 162, Dispersic 2163, Dispersic 2164, Dispersic 166, Dispersic 167, Dispersic 168, Disperse Big 2000, Dispersic 2050, Dispersic 2150, Dispersic 2155, Dispersic LPN6919, Dispersic LPN21116, Dispersic LPN21234, Dispersic 9075, Dispersic 9077 (above, manufactured by BYK Chemie); EFKA 4015, EFKA 4020, EFKA4046 , EFKA 4047, EFKA 4050, EFKA 4055 EFKA 4060, EFKA 4080, EFKA 4300, EFKA 4330, EFKA 4340, EFKA 4400, EFKA 4401, EFKA 4402, EFKA 4403, EFKA 4800 (above, manufactured by BASF); Can be mentioned.
  • a dispersant having at least a tertiary amino group is more preferable, and specific examples thereof include Dispersic LPN6919 and Dispersic LPN21116.
  • polymer dispersant having an amine value and an acid value examples include Dispersic 142, Dispersic 145, Dispersic 2001, Dispersic 2010, Dispersic 2020, Dispersic 2025, Dispersic 9076, Anti-Terra-205. (Above, manufactured by Big Chemie); Solsperse 24000 (manufactured by Lubrizol Corp.); Azisper PB821, Azisper PB880, Azisper PB881 (above, Ajinomoto Fine Techno Co., Ltd.)
  • the content of the polymer dispersant in the colored resin composition of the present invention is 1 part by mass or more with respect to 100 parts by mass of the (A) colorant content from the viewpoint of more stably dispersing the (A) colorant. Preferably, 3 parts by mass or more is more preferable.
  • the content of the polymer dispersant is 50 parts by mass or less with respect to 100 parts by mass of the colorant (A) from the viewpoint of photosensitive characteristics. Is preferable, and 30 parts by mass or less is more preferable.
  • the colored resin composition of the present invention may contain a surfactant (D) other than the above (D1) and (D2), further suppress unevenness during drying, and improve the flatness of the colored coating.
  • a surfactant (D) other than the above (D1) and (D2) include anionic surfactants such as ammonium lauryl sulfate and polyoxyethylene alkyl ether sulfate triethanolamine; stearylamine acetate, lauryltrimethylammonium chloride, and the like.
  • Cationic surfactants amphoteric surfactants such as lauryldimethylamine oxide and laurylcarboxymethylhydroxyethylimidazolium betaine; nonionic surfactants such as polyoxyethylene lauryl ether, polyoxyethylene stearyl ether and sorbitan monostearate Silicone-based surfactants having a main skeleton of polydimethylsiloxane, fluorine-based surfactants, acrylic surfactants, and the like.
  • amphoteric surfactants such as lauryldimethylamine oxide and laurylcarboxymethylhydroxyethylimidazolium betaine
  • nonionic surfactants such as polyoxyethylene lauryl ether, polyoxyethylene stearyl ether and sorbitan monostearate Silicone-based surfactants having a main skeleton of polydimethylsiloxane, fluorine-based surfactants, acrylic surfactants, and the like.
  • (D) surfactant other than (D1) and (D2) is contained, the content thereof is preferably in a range not inhibiting the effects of (D1) and (D2).
  • a colored resin composition Among them, 1000 ppm or less is preferable, and 500 ppm or less is more preferable.
  • the photosensitive colored resin composition of the present invention preferably contains an adhesion improving agent such as a silane coupling agent, and can improve the adhesion between the coating film and the underlying substrate.
  • an adhesion improving agent such as a silane coupling agent
  • the silane coupling agent include silane coupling agents having a functional group such as a vinyl group, an epoxy group, a styryl group, a methacryloxy group, an acryloxy group, and an amino group.
  • the content of the adhesion improving agent in the colored resin composition of the present invention is from the viewpoint of further improving the adhesiveness, in the solid content of the colored resin composition, that is, (A) the coloring material, (B) the binder resin and the additive. 1 mass% or more is preferable in a total of 100 mass%, and 2 mass% or more is more preferable.
  • the content of the adhesion improving agent is preferably 15% by mass or less in the solid content of the colored resin composition, 10 mass% or less is more preferable.
  • the solid content concentration in the colored resin composition of the present invention is preferably 2% by mass or more, more preferably 5% by mass or more from the viewpoint of productivity.
  • the solid content concentration of the colored resin composition is preferably 60% by mass or less, and more preferably 30% by mass or less, from the viewpoint of dispersion stability.
  • the surface tension at 25 ° C. of the colored resin composition of the present invention is preferably 24 mN / m or more, more preferably 25 mN / m or more, from the viewpoint of further suppressing the thinning of the edge of the coating film after drying.
  • the surface tension at 25 ° C. of the colored resin composition of the present invention is preferably 28 mN / m or less and more preferably 27.5 mN / m or less from the viewpoint of further suppressing drying unevenness.
  • the surface tension is a value measured at 25 ° C. using a platinum plate by the Wilhelmy method (plate method, vertical plate method).
  • the surface tension at 25 ° C. of the colored resin composition of the present invention can be adjusted by, for example, the content of (D2) silicon-modified acrylic surfactant. (D2) The method of making content of a silicon modified acrylic surfactant into the above-mentioned preferable range is mentioned.
  • the contact angle on the alkali-free glass of the colored resin composition of the present invention is preferably 1 ° or more from the viewpoint of making the film thickness at the edge of the substrate more uniform.
  • the contact angle on the alkali-free glass of the colored resin composition of the present invention is preferably 13 ° or less, more preferably 12 ° or less, and more preferably 11 ° or less.
  • the contact angle is a value measured using a portable contact angle meter by dropping the colored resin composition on alkali-free glass (# 1737, Corning) washed with an alkaline detergent.
  • the contact angle on the alkali-free glass of the colored resin composition of the present invention can be adjusted by, for example, the content of the (D1) polyether-modified siloxane surfactant.
  • a method of setting the content of the (D1) polyether-modified siloxane surfactant in the above-described preferable range can be mentioned.
  • the viscosity at 25 ° C. of the colored resin composition of the present invention is such that when the colored resin composition is applied onto a substrate having an inclination, the flow of the coating liquid is suppressed to make the film thickness more uniform. 2 mPa ⁇ s or more is preferable, and 3 mPa ⁇ s or more is more preferable.
  • the viscosity at 25 ° C. of the colored resin composition of the present invention is such that when the colored resin composition of the present invention is applied on a substrate by spraying or ink jetting, the landing droplets are bound by the flow of the droplets.
  • the viscosity is a value at 100 rpm measured with a cone-plate viscometer set to 25.0 ⁇ 0.2 ° C.
  • a method for producing the colored resin composition of the present invention will be described.
  • a disperser (A) a colorant is dispersed in a resin solution containing (B) a binder resin and (C) an organic solvent, and (D) a surfactant and, if necessary, dispersed in the resulting dispersion.
  • a method of adding other components is common. From the viewpoint of dispersion stability, 5 to 50 parts by weight of (B) binder resin is preferably blended with 100 parts by weight of (A) colorant, and more preferably 7 to 40 parts by weight.
  • Examples of the disperser include a ball mill, a sand grinder, a three roll mill, and a high speed impact mill.
  • a bead mill is preferable from the viewpoint of dispersion efficiency and fine dispersion.
  • Examples of the bead mill include a coball mill, a basket mill, a pin mill, and a dyno mill.
  • ⁇ Bead mill beads include titania beads, zirconia beads, and zircon beads.
  • the bead diameter is preferably 0.01 mm or greater and 5.0 mm or less, and more preferably 0.03 mm or greater and 1.0 mm or less.
  • fine dispersed beads having a bead diameter of 0.03 mm or more and 0.10 mm or less may be used. preferable. In this case, it is preferable to disperse using a bead mill having a centrifugal separator capable of separating fine dispersion beads and dispersion.
  • the colored coating of the present invention can be obtained by curing the colored resin composition of the present invention.
  • a method for forming a colored film from a colored resin composition will be described by taking a colored resin composition having negative photosensitivity as an example.
  • a photosensitive colored resin composition is applied on a substrate to obtain a coating film.
  • the substrate include transparent substrates such as soda glass, non-alkali glass, and quartz glass, silicon wafers, ceramic substrates, and gallium arsenide substrates.
  • the coating method include spin coating using a spinner, spray coating, inkjet coating, die coating, and roll coating. In the present invention, spray coating and inkjet coating are preferable.
  • the film thickness of the coating film can be appropriately selected depending on the coating method and the like. Generally, the film thickness after drying is 1 to 150 ⁇ m.
  • the dried coating film is dried to obtain a dry film.
  • the drying method include heat drying, air drying, reduced pressure drying, infrared irradiation, and the like.
  • Examples of the heat drying apparatus include an oven and a hot plate.
  • the drying temperature is preferably 50 to 150 ° C., and the drying time is preferably 1 minute to several hours.
  • the obtained dried film is irradiated with actinic radiation through a mask having a desired pattern to obtain an exposed film.
  • actinic radiation to be irradiated include ultraviolet rays, visible rays, electron beams, and X-rays.
  • the colored resin composition of the present invention is preferably irradiated with i-line (365 nm), h-line (405 nm), and g-line (436 nm) from a mercury lamp.
  • the resulting exposed film is developed using an alkaline developer or the like to remove unexposed portions and obtain a pattern.
  • alkaline compound used in the alkaline developer examples include inorganic alkalis such as sodium hydroxide, potassium hydroxide, sodium carbonate, potassium carbonate, sodium silicate, sodium metasilicate, and aqueous ammonia; ethylamine, n-propylamine, etc.
  • Secondary amines such as diethylamine and di-n-propylamine; tertiary amines such as triethylamine and methyldiethylamine; tetraalkylammonium hydroxides such as tetramethylammonium hydroxide (TMAH), choline Quaternary ammonium salts such as; ethanolamines such as triethanolamine, diethanolamine, monoethanolamine, dimethylaminoethanol, diethylaminoethanol; pyrrole, piperidine, 1,8-diazabicyclo 5,4,0] -7-undecene, 1,5-diazabicyclo [4,3,0] -5-nonane, organic alkalis cyclic amines such as morpholine.
  • ethanolamines such as triethanolamine, diethanolamine, monoethanolamine, dimethylaminoethanol, diethylaminoethanol
  • pyrrole piperidine, 1,8-diazabicyclo 5,4,0] -7-und
  • the concentration of the alkaline compound in the alkaline developer is generally from 0.01 to 50% by mass, preferably from 0.02 to 1% by mass.
  • a surfactant such as a nonionic surfactant may be added in an amount of 0.1 to 5% by mass.
  • a water-soluble organic solvent such as ethanol, ⁇ -butyrolactone, dimethylformamide, N-methyl-2-pyrrolidone may be added to the developer.
  • Examples of the developing method include an immersion method, a spray method, and a paddle method.
  • the obtained pattern may be rinsed with pure water or the like.
  • a patterned colored film can be obtained by heat-treating (post-baking) the obtained pattern.
  • the heat treatment may be performed in air, in a nitrogen atmosphere, or in a vacuum state.
  • the heating temperature is preferably 150 to 300 ° C., and the heating time is preferably 0.25 to 5 hours.
  • the heating temperature may be changed continuously or may be changed stepwise.
  • the colored resin composition of the present invention contains a black colorant (A)
  • the colored resin composition includes a light-shielded image such as a black matrix of a color filter provided in a liquid crystal display device, a colored partition inside an organic EL display, It can utilize suitably for formation of the colored film of the decoration board
  • the decorative substrate for touch panel of the present invention preferably has the above-described colored coating, transparent electrode, transparent insulating film and protective film on the transparent substrate.
  • Each film can be formed by, for example, the method described in JP-A-2009-301767.
  • Contact angle Photosensitive black resin composition obtained by each of Examples and Comparative Examples on alkali-free glass (# 1737, Corning) washed with an alkaline detergent (Hemosol HEM026-058 (manufactured by Wakken Pharmaceutical Co., Ltd.)) The contact angle was measured using a portable contact angle meter PCA-1 (manufactured by Kyowa Interface Science Co., Ltd.).
  • viscosity About the photosensitive black resin composition obtained by each Example and Comparative Example, using a viscometer (RE105L manufactured by Toki Sangyo Co., Ltd.) whose temperature was set to 25.0 ⁇ 0.2 ° C., at 100 rpm The viscosity was measured.
  • Coating repellent The pre-baked film obtained in each example and comparative example was visually observed under a halogen condensing light with an illuminance of 50,000 lm / m 2, and the presence or absence of application repelling was evaluated according to the following criteria. From the viewpoint of industrial use, A and B were considered acceptable. A: No light leakage is observed when the light is turned on from under the substrate. B: There is no uncoated area on the substrate, but light leakage is observed in a state where the light is turned on from under the substrate. C: There is an uncoated region on the substrate.
  • Dry unevenness The pre-baked films obtained in each Example and Comparative Example were visually observed under a fluorescent lamp and a Na lamp, and the presence or absence of drying unevenness was evaluated according to the following criteria. From the viewpoint of industrial use, A and B were considered acceptable. A: Unevenness is not confirmed in coating film observation under a fluorescent lamp and a Na lamp. B: Unevenness is not confirmed in coating film observation under a fluorescent lamp, but unevenness is confirmed in coating film observation under a Na lamp. C: Unevenness is confirmed in coating film observation under a fluorescent lamp.
  • this black dispersion liquid 1, 185.17 g of a propylene glycol monoethyl ether acetate 35 wt% solution of acrylic polymer (P-1), 407.79 g of propylene glycol monoethyl ether acetate, 3-methoxy-3- 40.00 g of methylbutanol (MMB), 3.91 g of “ADEKA” (registered trademark) Optomer NCI-831 (manufactured by ADEKA), and 6.52 g of “Irgacure” (registered trademark) 379 (manufactured by BASF) , 45.67 g of dipentaerythritol hexaacrylate (DHPA manufactured by Nippon Kayaku Co., Ltd.), 3.00 g of 3-acryloxypropyltrimethoxysilane, and propylene of polyether-modified siloxane surfactant BYK348 (manufactured by BYK Chemie) Gly
  • the photosensitive black resin composition Bk-1 had a surface tension of 26.8 mN / m, a contact angle of 9.8 °, and a viscosity of 5.6 mPa ⁇ s.
  • the obtained photosensitive black resin composition Bk-1 is sprayed on a non-alkali glass (Corning “1737” material) substrate using a spray coater (Asahi Sunac Co., Ltd., rotary atomizing nozzle).
  • the coating was performed under the conditions of 50 mm, spray air pressure 0.1 MPa, discharge rate 10 g / min, nozzle speed 30 m / min, coating pitch 10 mm, and then prebaked in a hot air oven at 90 ° C. for 10 minutes. When this prebaked film was evaluated by the above-described method, it was found that there was no coating repellency or drying unevenness and a film having a good appearance was obtained.
  • Example 2 4.00 g of a propylene glycol monoethyl ether acetate 10% by weight solution of a polyether-modified siloxane surfactant BYK348 (manufactured by BYK Chemie) and propylene glycol mono of a silicon-modified acrylic surfactant BYK3550 (manufactured by BYK Chemie)
  • a photosensitive black resin composition Bk-2 was prepared in the same manner as in Example 1 except that the addition amount of the 10% by weight ethyl ether acetate solution was changed to 2.00 g.
  • the photosensitive black resin composition Bk-2 had a surface tension of 27.2 mN / m, a contact angle of 9.2 °, and a viscosity of 5.6 mPa ⁇ s.
  • Example 3 1.50 g of a propylene glycol monoethyl ether acetate 10% by weight solution of a polyether-modified siloxane surfactant BYK348 (manufactured by Big Chemie) and propylene glycol mono of a silicone-modified acrylic surfactant BYK3550 (manufactured by BYK Chemie)
  • a photosensitive black resin composition Bk-3 was prepared in the same manner as in Example 1 except that the addition amount of the 10% by weight ethyl ether acetate solution was 1.50 g.
  • the photosensitive black resin composition Bk-3 had a surface tension of 27.6 mN / m, a contact angle of 11.7 °, and a viscosity of 5.6 mPa ⁇ s.
  • Example 4 6.00 g of a propylene glycol monoethyl ether acetate 10% by weight solution of a polyether-modified siloxane-based surfactant BYK348 (manufactured by BYK Chemie) and propylene glycol mono of a silicon-modified acrylic surfactant BYK3550 (manufactured by BYK Chemie)
  • a photosensitive black resin composition Bk-4 was prepared in the same manner as in Example 1 except that the addition amount of the 10% by weight ethyl ether acetate solution was changed to 6.00 g.
  • the photosensitive black resin composition Bk-4 had a surface tension of 24.8 mN / m, a contact angle of 8.2 °, and a viscosity of 5.6 mPa ⁇ s.
  • Example 5 4.00 g of a propylene glycol monoethyl ether acetate 10% by weight solution of a polyether-modified siloxane surfactant BYK348 (manufactured by BYK Chemie) and propylene glycol mono of a silicon-modified acrylic surfactant BYK3550 (manufactured by BYK Chemie)
  • Example 1 except that the addition amount of a 10% by weight ethyl ether acetate solution was 2.00 g and 1.00 g of a 10% by weight propylene glycol monoethyl ether acetate solution of silicon surfactant BYK333 (manufactured by Big Chemie) was added.
  • a photosensitive black resin composition Bk-5 was prepared in the same manner as described above.
  • the photosensitive black resin composition Bk-5 had a surface tension of 26.8 mN / m, a contact angle of 11.5 °, and a viscosity of 5.6 mPa ⁇ s.
  • Example 6 5.00 g of a 10% by weight solution of a propylene glycol monoethyl ether acetate in a polyether-modified siloxane surfactant BYK348 (manufactured by Big Chemie) and a propylene glycol in a silicon-modified acrylic surfactant BYK3550 (manufactured by BYK Chemie)
  • a photosensitive black resin composition Bk-6 was prepared in the same manner as in Example 1 except that the addition amount of the 10% by weight monoethyl ether acetate solution was changed to 1.00 g.
  • the photosensitive black resin composition Bk-6 had a surface tension of 27.8 mN / m, a contact angle of 8.6 °, and a viscosity of 5.6 mPa ⁇ s.
  • Example 7 Addition amount of 10% by weight propylene glycol monoethyl ether acetate solution of polyether-modified siloxane surfactant BYK348 (by Big Chemie) and propylene glycol of silicone-modified acrylic surfactant BYK3550 (by Big Chemie)
  • a photosensitive black resin composition Bk-7 was prepared in the same manner as in Example 1 except that the addition amount of the 10% by weight monoethyl ether acetate solution was changed to 5.00 g.
  • the photosensitive black resin composition Bk-7 had a surface tension of 25.7 mN / m, a contact angle of 12.1 °, and a viscosity of 5.6 mPa ⁇ s.
  • Example 8 Photosensitive black resin composition Bk- in the same manner as in Example 2 except that instead of BYK348, a 10% by weight propylene glycol monoethyl ether acetate solution of BYK347 (manufactured by BYK Chemie) was used as the polyether-modified siloxane surfactant. 8 was prepared.
  • the photosensitive black resin composition Bk-8 had a surface tension of 27.0 mN / m, a contact angle of 10.2 °, and a viscosity of 5.6 mPa ⁇ s.
  • Example 9 Photosensitive black resin composition Bk- in the same manner as in Example 2 except that 10% by weight of a propylene glycol monoethyl ether acetate solution of BYK349 (manufactured by BYK Chemie) was used in place of BYK348 as a polyether-modified siloxane surfactant. 9 was prepared.
  • the photosensitive black resin composition Bk-9 had a surface tension of 27.4 mN / m, a contact angle of 9.6 °, and a viscosity of 5.6 mPa ⁇ s.
  • Example 10 Photosensitive in the same manner as in Example 2, except that a 10% by weight propylene glycol monoethyl ether acetate solution of Silface SAG503A (manufactured by Nissin Chemical Industry Co., Ltd.) was used instead of BYK348 as a polyether-modified siloxane surfactant.
  • Black resin composition Bk-10 was prepared.
  • the photosensitive black resin composition Bk-10 had a surface tension of 27.0 mN / m, a contact angle of 8.8 °, and a viscosity of 5.6 mPa ⁇ s.
  • a photosensitive black resin composition Bk-11 was prepared in the same manner as in Example 1 except that 3.00 g of a 10 wt% solution was added.
  • the photosensitive black resin composition Bk-11 had a surface tension of 26.0 mN / m, a contact angle of 14.2 °, and a viscosity of 5.6 mPa ⁇ s.
  • [Comparative Example 6] 6.00 g of a 10% by weight solution of a propylene glycol monoethyl ether acetate in a polyether-modified siloxane surfactant BYK348 (by Big Chemie) and a propylene glycol in a silicone-modified acrylic surfactant BYK3550 (by Big Chemie)
  • a photosensitive black resin composition Bk-16 was prepared in the same manner as in Example 1 except that the addition amount of the 10% by weight monoethyl ether acetate solution was changed to 12.00 g.
  • the photosensitive black resin composition Bk-16 had a surface tension of 23.7 mN / m, a contact angle of 7.6 °, and a viscosity of 5.6 mPa ⁇ s.
  • the photosensitive black resin composition produced in the examples has a good appearance with suppressed repelling and unevenness when a dry film is formed on the glass substrate by spray coating.
  • the colored resin composition of the present invention can suppress repelling and unevenness even when applied on a substrate by spraying or inkjet, and can easily provide a colored coating film having a good appearance. Therefore, a high-performance colored pattern that can be used for a color filter substrate for a liquid crystal display device, a decorative substrate, a decorative substrate for a touch panel, a colored partition wall for an organic EL display, a decorative film substrate, and the like is formed with high production efficiency. It becomes possible.

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JP2021086003A (ja) * 2019-11-28 2021-06-03 東洋インキＳｃホールディングス株式会社 カラーフィルタ用感光性着色組成物、カラーフィルタおよび液晶表示装置
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