WO2021106221A1 - Ultraviolet-curable composition for light shielding, light-shielding film, and method for manufacturing an article comprising light-shielding film - Google Patents
Ultraviolet-curable composition for light shielding, light-shielding film, and method for manufacturing an article comprising light-shielding film Download PDFInfo
- Publication number
- WO2021106221A1 WO2021106221A1 PCT/JP2019/046902 JP2019046902W WO2021106221A1 WO 2021106221 A1 WO2021106221 A1 WO 2021106221A1 JP 2019046902 W JP2019046902 W JP 2019046902W WO 2021106221 A1 WO2021106221 A1 WO 2021106221A1
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- WO
- WIPO (PCT)
- Prior art keywords
- light
- curable composition
- shielding
- meth
- ultraviolet
- Prior art date
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Classifications
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/60—Additives non-macromolecular
- C09D7/61—Additives non-macromolecular inorganic
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D3/00—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials
- B05D3/06—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials by exposure to radiation
- B05D3/061—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials by exposure to radiation using U.V.
- B05D3/065—After-treatment
- B05D3/067—Curing or cross-linking the coating
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/34—Silicon-containing compounds
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D133/04—Homopolymers or copolymers of esters
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D201/00—Coating compositions based on unspecified macromolecular compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/66—Additives characterised by particle size
- C09D7/69—Particle size larger than 1000 nm
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
-
- 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
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/20—Filters
- G02B5/22—Absorbing filters
- G02B5/223—Absorbing filters containing organic substances, e.g. dyes, inks or pigments
Definitions
- the present invention relates to a light-shielding UV-curable composition, a light-shielding film, and a method for producing an article having a light-shielding film.
- the light-shielding film provided in various display devices such as a liquid crystal display device may be formed by using a thermosetting type or ultraviolet curable type ink containing a black pigment such as carbon black (for example, Patent Document 1).
- the ultraviolet curable ink is more advantageous than the thermosetting ink in terms of suppressing damage to the peripheral member of the light-shielding film or the printing apparatus, printing accuracy, and the like.
- the light-shielding film containing carbon black has high light-shielding properties, it is difficult for the ultraviolet-curable composition (or ink) containing carbon black to have sufficient ultraviolet curability because carbon black substantially does not transmit ultraviolet rays. ..
- the ultraviolet-curable composition (or ink) containing carbon black By using an organic black pigment that transmits ultraviolet rays to some extent, improvement in ultraviolet curability is expected, but in that case, the light-shielding property of the light-shielding film tends to be insufficient.
- one aspect of the present invention provides a light-shielding UV-curable composition capable of forming a light-shielding film having sufficient UV curability and high light-shielding property.
- One aspect of the present invention provides an ultraviolet curable composition for shading, which comprises a photopolymerizable monoma, an organic black pigment, and a particulate light scattering material.
- Another aspect of the present invention provides a light-shielding film containing a cured product of the above-mentioned UV-curable composition for light-shielding.
- Yet another aspect of the present invention is to form a resin film containing the light-shielding ultraviolet-curable composition on a substrate, and to irradiate the resin film with ultraviolet rays to obtain the light-shielding ultraviolet-curable composition.
- a light-shielding film containing a cured product of an object and to produce an article having the light-shielding film, including.
- a light-shielding UV-curable composition capable of forming a light-shielding film having sufficient UV curability and high light-shielding property.
- (meth) acryloyl means methacryloyl or acryloyl. This also applies to other similar expressions.
- the UV curable composition for shading contains a photopolymerizable monoma, an organic black pigment, and a particulate light scattering material.
- This UV curable composition can be used to form a light-shielding film.
- the ultraviolet curable composition according to the present embodiment can be an ink (for example, an inkjet ink) for forming a light-shielding film by a printing method.
- the photopolymerizable monoma is composed of one or more compounds having one or more photopolymerizable functional groups.
- the photopolymerizable functional group may be an ethylenically unsaturated group.
- the photopolymerizable monoma may be a compound having one or more (meth) acryloyl groups.
- Compounds having a (meth) acryloyl group used as a polymerizable monoma are (meth) acrylic acid alkyl ester, (meth) acrylic acid, (meth) acrylamide, N-alkyl (meth) acrylamide, N, N-dialkyl (meth).
- Acrylamide or a combination of two or more selected from these, may be used, and the alkyl group contained in (meth) acrylic acid alkyl ester, N-alkyl (meth) acrylamide, and N, N-dialkyl (meth) acrylamide may be used.
- the photopolymerizable monoma may be liquid at room temperature (25 ° C.).
- the ultraviolet curable composition containing a liquid photopolymerizable monoma tends to have fluidity suitable for printing even in the absence of a solvent.
- the photopolymerizable monoma may be a monofunctional acrylic monoma having one (meth) acryloyl group, a polyfunctional acrylic monoma having two or more (meth) acryloyl groups, or a combination thereof.
- the monofunctional acrylic monoma is not particularly limited, and specific examples thereof include methyl (meth) acrylate, ethyl (meth) acrylate, n-butyl (meth) acrylate, isobutyl (meth) acrylate, and tert-butyl (meth) acrylate. , N-Pentyl (meth) acrylate, n-hexyl (meth) acrylate, n-octyl (meth) acrylate, isooctyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, dodecyl (meth) acrylate, and stearyl (meth).
- (Meta) acrylate having an alkyl group having 1 to 18 carbon atoms such as acrylate; 2-hydroxyethyl (meth) acrylate, 1-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 3-hydroxypropyl ( Meta) acrylate, 1-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, 3-hydroxybutyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, 1-hydroxybutyl (meth) acrylate, etc.
- (Meta) acrylate having a hydroxyl group glycidyl (meth) acrylate, ⁇ -ethylglycidyl (meth) acrylate, ⁇ -propyl glycidyl (meth) acrylate, ⁇ -butyl glycidyl (meth) acrylate, 2-methylglycidyl (meth) acrylate , 2-Ethylglycidyl (meth) acrylate, 2-propylglycidyl (meth) acrylate, 3,4-epoxybutyl (meth) acrylate, 3,4-epoxyheptyl (meth) acrylate, ⁇ -ethyl-6,7-epoxy (Meta) acrylates having a glycidyl group such as heptyl (meth) acrylate and 3,4-epoxycyclohexylmethyl (meth) acrylate; and cyclopentyl (meth) acryl
- the curable composition may contain a liquid photopolymerizable monoma and a polymer and / or oligoma.
- the polymer and oligoma may have a photopolymerizable group.
- polymers and oligomas having a photopolymerizable group are regarded as photopolymerizable monomas.
- the content of the photopolymerizable monoma may be 10% by mass or more, 20% by mass or more, 30% by mass or more, or 95% by mass or less, based on the mass of the ultraviolet curable composition.
- the content here means the total content of two or more compounds when they are used as photopolymerizable monomas.
- the UV curable composition for shading may further contain a photopolymerization initiator.
- the photopolymerization initiator is a compound that initiates the polymerization reaction of a photopolymerizable monoma by absorbing ultraviolet rays.
- the photopolymerization initiator can be, for example, a photoradical polymerization initiator or a photocationic polymerization initiator, and in particular, a photoradical polymerization initiator.
- the photopolymerization initiator may contain a compound showing a maximum value in the range of 300 to 400 nm in the absorption spectrum.
- a composition containing a photopolymerizable monoma, an organic black pigment, and a particulate light scattering material may be mixed with a photopolymerization initiator to produce a light-shielding ultraviolet curable composition.
- the photoradical polymerization initiator is not particularly limited, but may be, for example, an ⁇ -cleaving type compound or a hydrogen abstraction type compound, or a bimolecular radical polymerization initiator.
- photopolymerization initiators are benzophenone, 4-methylbenzophenone, N, N, N', N'-tetramethyl-4,4'-diaminobenzophenone (Michler ketone), N, N-tetraethyl-4,4'.
- the content of the photopolymerization initiator may be, for example, 0.1 to 10% by mass based on the mass of the ultraviolet curable composition.
- the content here means the total content of two or more compounds when they are used as photopolymerization initiators.
- the organic black pigment is a black particle containing an organic pigment, and can be selected from those usually used as a black pigment.
- the organic black pigment may be, for example, at least one selected from the group consisting of perylene-based pigments (perylene black), lactam-based pigments (lactam black), aniline black, cyanine black, lignin black, and RGB black.
- the average particle size (dispersed particle size) of the organic black pigment dispersed in the ultraviolet curable composition is not particularly limited, but may be, for example, 0.01 to 1.0 ⁇ m.
- the content of the organic black pigment may be 0.5% by mass or more, or 1.0% by mass or more, based on the mass of the ultraviolet curable composition, from the viewpoint of appropriate light-shielding properties of the light-shielding film. It may be 50% by mass or less.
- the content here means the total content of two or more kinds of organic black pigments when they are used.
- the light scattering material is composed of a plurality of particles. Usually, these plurality of particles are dispersed in the UV curable composition.
- the average particle size of the light scattering material may be 0.05 ⁇ m or more, 5.0 ⁇ m or less, 4.0 ⁇ m or less, 3.0 ⁇ m or less, 2.0 ⁇ m or less, or 1.0 ⁇ m or less. From the viewpoint of appropriate light-shielding properties of the light-shielding film, the average particle size of the light scattering material may be 0.1 to 1.0 ⁇ m.
- the average particle size of the light scattering material may be a value obtained from a volume-based particle size distribution obtained by a laser diffraction / scattering method.
- the light scattering material may contain, for example, silicone particles, silica particles, or a combination thereof.
- the light scattering material may include silicone particles and other particles selected from silica particles, alumina particles, and titanium oxide particles. Part or all of the light scattering material may be hollow particles.
- the silicone particles are particles containing silicone having a polysiloxane chain, and the silicone may have a structure in which the polysiloxane chains are crosslinked, or may be polyorganosylsesquioxane.
- the silicone particles may be composite particles having a silicone-containing nuclear particle having a polysiloxane chain and a film containing a polyorganosylsesquioxane formed on the surface of the nuclear particle.
- the content of the light scattering material may be 0.5% by mass or more or 1.0% by mass or more based on the mass of the ultraviolet curable composition, 10% by mass or less, 9.0% by mass or less, 8 It may be 0.0% by mass or less, 7.0% by mass or less, 6.0% by mass or less, 5.0% by mass or less, or 4.0% by mass or less.
- the content here means the total content of two or more kinds of light scattering materials when they are used.
- the UV curable composition may be a solvent-free composition that does not substantially contain a solvent. More specifically, the content of the solvent may be 1.0% by mass or less, or 0% by mass, based on the mass of the ultraviolet curable composition.
- a composition (ink) substantially free of a solvent is advantageous in, for example, preventing damage to members around the light-shielding film, preventing damage to the printing apparatus, and forming a highly accurate light-shielding film.
- the cured film formed by curing the film of the ultraviolet curable composition has high light-shielding properties.
- the OD value (optical density) of the formed cured film may be 1.5 or more, 2.0 or more, or 2.5 or more.
- the OD value here is a value calculated from the average transmittance of a cured film having a thickness of 130 ⁇ m ⁇ 5 ⁇ m with respect to light having a wavelength of 400 to 700 nm.
- Various articles having a light-shielding film can be produced by using the ultraviolet curable composition according to the above-exemplified embodiment.
- One embodiment of the method for producing an article having a light-shielding film is to form a resin film containing an ultraviolet curable composition on a substrate and to irradiate the resin film with ultraviolet rays to form an ultraviolet curable composition. It includes forming a light-shielding film which is a cured product.
- the resin film may be formed by printing using the ultraviolet curable composition as an ink (for example, inkjet printing).
- the wavelength of ultraviolet rays for curing the ultraviolet curable composition forming the resin film may be 300 to 400 nm.
- the thickness of the resin film (light-shielding film) may be, for example, 20 to 1000 ⁇ m.
- Examples of articles having a light-shielding film include an image display device, an optical sensor, and a lens.
- Photopolymerizable monoma 4-hydroxybutyl acrylate (4-HBA) 1-4.
- Photoradical polymerization initiator 1-hydroxycyclohexylphenyl ketone (manufactured by BASF, product name: Irgacure-184) 4-Methylbenzophenone (manufactured by Sort Co., Ltd., product name: SB-PI712)
- UV curable composition (ink)
- Example 1 3.0 parts by mass of the lactam pigment was dispersed in 91.7 parts by mass of 4-hydroxybutyl acrylate to obtain a dispersion having a dispersion particle size of the lactam pigment of 0.17 ⁇ m.
- To this dispersion 2.0 parts by mass of silicone particles (X-52-854), 3.0 parts by mass of 1-hydroxycyclohexylphenyl ketone (Irgacure-184), and 0.3 of 4-methylbenzophenone (SB-PI712).
- a mass portion was added, and the mixed solution was stirred with a self-revolving mixer (Shinky Co., Ltd., product name: ARE-250) at a rotation speed of 2,000 rpm for 5 minutes to obtain an ultraviolet curable composition.
- a self-revolving mixer (Shinky Co., Ltd., product name: ARE-250) at a rotation speed of 2,000 rpm for 5 minutes to obtain an ultraviolet curable composition.
- Examples 2 to 8 and Comparative Examples 1 to 3 An ultraviolet curable composition was prepared in the same manner as in Example 1 except that each material and blending amount were changed as shown in Table 1.
- the resin film is cured by irradiating ultraviolet rays (3,000 mJ / cm 2 ) from the protective film side using an ultraviolet irradiation device (Metal halide lamp manufactured by Eye Graphics Co., Ltd.) to cure the ultraviolet curable resin composition.
- An ultraviolet irradiation device Metal halide lamp manufactured by Eye Graphics Co., Ltd.
- a laminated film having a light-shielding film (thickness of about 130 ⁇ m) was obtained.
- Evaluation 4-1 Reaction rate (ultraviolet curability) About 1 g of each ultraviolet curable composition of Examples and Comparative Examples was dropped onto a glass plate to form a resin film as a measurement sample before UV irradiation. The infrared absorption spectrum of the formed resin film was measured using a Fourier transform infrared spectrophotometer (manufactured by Shimadzu Corporation, product name: IR Spirit (QATR-S unit)) in an environment at room temperature (25 ° C) with a resolution of 2 cm. -1 , integration: Measured by the ATR method under the condition of 64 times.
- a measurement sample having a size of 10 mm ⁇ 10 mm was cut out from the laminated film having a light-shielding film, and the protective film was peeled off from the measurement sample.
- the exposed light-shielding film was attached to a glass plate, and then the support film was peeled off from the light-shielding film.
- the infrared absorption spectrum of the exposed light-shielding film was measured by the same method as described above.
- acryloyl is obtained by the following formula.
- OD value light shielding property
- a haze meter manufactured by Nippon Denshoku Kogyo Co., Ltd., product name: SH7000
- the transmittance of a light-shielding film having a size of 40 mm ⁇ 50 mm is measured at each wavelength of 5 nm from 400 nm to 700 nm. It was measured.
- the OD value was calculated from the average value C of the transmittance at each wavelength by the following formula.
- a large OD value means that the light-shielding film has a high shielding property (light-shielding property) with respect to visible light.
- OD value -Log 10 (C / 100)
- the ultraviolet curable composition of each example was cured by ultraviolet irradiation with good curability and formed a light-shielding film having sufficiently high light-shielding property.
- the light-shielding film formed from the ultraviolet-curable composition of Comparative Example 1 containing an organic black pigment and not a light-scattering material had low light-shielding properties.
- the ultraviolet curable composition of Comparative Example 2 containing carbon black formed a light-shielding film having a high light-shielding property, but was insufficient in terms of curability.
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Abstract
Disclosed is an ultraviolet-curable composition for light shielding that includes a photopolymerizable monomer, an organic black pigment, and a particulate light-scattering material. Through a method that includes forming a resin film that includes an ultraviolet-curable composition for light shielding on a substrate and curing the resin film through irradiation with ultraviolet rays to form a light-shielding film that includes the cured ultraviolet-curable composition for light shielding, an article that comprises a light-shielding film with high light-shielding capability can be manufactured.
Description
本発明は、遮光用紫外線硬化性組成物、遮光膜、及び、遮光膜を有する物品を製造する方法に関する。
The present invention relates to a light-shielding UV-curable composition, a light-shielding film, and a method for producing an article having a light-shielding film.
液晶表示装置等の各種表示装置に設けられる遮光膜は、カーボンブラック等の黒色顔料を含む熱硬化型又は紫外線硬化型のインクを用いて形成されることがある（例えば、特許文献１）。紫外線硬化型のインクは、遮光膜の周辺部材又は印刷装置の損傷抑制、及び、印刷精度等の点で、熱硬化型のインクと比較して有利である。
The light-shielding film provided in various display devices such as a liquid crystal display device may be formed by using a thermosetting type or ultraviolet curable type ink containing a black pigment such as carbon black (for example, Patent Document 1). The ultraviolet curable ink is more advantageous than the thermosetting ink in terms of suppressing damage to the peripheral member of the light-shielding film or the printing apparatus, printing accuracy, and the like.
カーボンブラックを含む遮光膜は高い遮光性を有するものの、カーボンブラックが紫外線を実質的に透過しないことから、カーボンブラックを含む紫外線硬化性組成物（又はインク）は十分な紫外線硬化性を有し難い。紫外線をある程度透過する有機黒色顔料を用いることにより、紫外線硬化性の改善が期待されるが、その場合、遮光膜の遮光性が不足する傾向がある。
Although the light-shielding film containing carbon black has high light-shielding properties, it is difficult for the ultraviolet-curable composition (or ink) containing carbon black to have sufficient ultraviolet curability because carbon black substantially does not transmit ultraviolet rays. .. By using an organic black pigment that transmits ultraviolet rays to some extent, improvement in ultraviolet curability is expected, but in that case, the light-shielding property of the light-shielding film tends to be insufficient.
そこで、本発明の一側面は、十分な紫外線硬化性を有するとともに、高い遮光性を有する遮光膜を形成することができる、遮光用紫外線硬化性組成物を提供する。
Therefore, one aspect of the present invention provides a light-shielding UV-curable composition capable of forming a light-shielding film having sufficient UV curability and high light-shielding property.
本発明の一側面は、光重合性モノマと、有機黒色顔料と、粒子状の光散乱材とを含む、遮光用紫外線硬化性組成物を提供する。
One aspect of the present invention provides an ultraviolet curable composition for shading, which comprises a photopolymerizable monoma, an organic black pigment, and a particulate light scattering material.
本発明の別の一側面は、上記遮光用紫外線硬化性組成物の硬化物を含む、遮光膜を提供する。
Another aspect of the present invention provides a light-shielding film containing a cured product of the above-mentioned UV-curable composition for light-shielding.
本発明の更に別の一側面は、基材上に上記遮光用紫外線硬化性組成物を含む樹脂膜を形成することと、前記樹脂膜に紫外線を照射することによって、上記遮光用紫外線硬化性組成物の硬化物を含む遮光膜を形成することと、を含む、遮光膜を有する物品を製造する方法を提供する。
Yet another aspect of the present invention is to form a resin film containing the light-shielding ultraviolet-curable composition on a substrate, and to irradiate the resin film with ultraviolet rays to obtain the light-shielding ultraviolet-curable composition. Provided is to form a light-shielding film containing a cured product of an object, and to produce an article having the light-shielding film, including.
本発明の一側面によれば、十分な紫外線硬化性を有するとともに、高い遮光性を有する遮光膜を形成することができる、遮光用紫外線硬化性組成物が提供される。
According to one aspect of the present invention, there is provided a light-shielding UV-curable composition capable of forming a light-shielding film having sufficient UV curability and high light-shielding property.
以下、本発明のいくつかの実施形態について詳細に説明する。ただし本発明は、以下の実施形態に限定されるものではない。本明細書において、「（メタ）アクリロイル」はメタクリロイル又はアクリロイルを意味する。これはその他の類似の表現についても同様である。
Hereinafter, some embodiments of the present invention will be described in detail. However, the present invention is not limited to the following embodiments. As used herein, "(meth) acryloyl" means methacryloyl or acryloyl. This also applies to other similar expressions.
一実施形態に係る遮光用紫外線硬化性組成物は、光重合性モノマと、有機黒色顔料と、粒子状の光散乱材とを含む。この紫外線硬化性組成物は、遮光膜を形成するために用いることができる。本実施形態に係る紫外線硬化性組成物は、遮光膜を印刷法によって形成するためのインク（例えばインクジェットインク）であることができる。
The UV curable composition for shading according to one embodiment contains a photopolymerizable monoma, an organic black pigment, and a particulate light scattering material. This UV curable composition can be used to form a light-shielding film. The ultraviolet curable composition according to the present embodiment can be an ink (for example, an inkjet ink) for forming a light-shielding film by a printing method.
光重合性モノマは、光重合性の官能基を１以上有する１種以上の化合物から構成される。光重合性の官能基は、エチレン性不飽和基であってもよい。光重合性モノマは、１以上の（メタ）アクリロイル基を有する化合物であってもよい。重合性モノマとして用いられる（メタ）アクリロイル基を有する化合物は、（メタ）アクリル酸アルキルエステル、（メタ）アクリル酸、（メタ）アクリルアミド、Ｎ－アルキル（メタ）アクリルアミド、Ｎ，Ｎ－ジアルキル（メタ）アクリルアミド、又はこれらから選ばれる２種以上の組み合わせであってもよく、（メタ）アクリル酸アルキルエステル、Ｎ－アルキル（メタ）アクリルアミド、及びＮ，Ｎ－ジアルキル（メタ）アクリルアミドが有するアルキル基は、置換基を有していてもよい。置換基の例としては、アリール基、ヒドロキシ基、カルボキシル基、グリシジル基、及びアミノ基が挙げられる。
The photopolymerizable monoma is composed of one or more compounds having one or more photopolymerizable functional groups. The photopolymerizable functional group may be an ethylenically unsaturated group. The photopolymerizable monoma may be a compound having one or more (meth) acryloyl groups. Compounds having a (meth) acryloyl group used as a polymerizable monoma are (meth) acrylic acid alkyl ester, (meth) acrylic acid, (meth) acrylamide, N-alkyl (meth) acrylamide, N, N-dialkyl (meth). ) Acrylamide, or a combination of two or more selected from these, may be used, and the alkyl group contained in (meth) acrylic acid alkyl ester, N-alkyl (meth) acrylamide, and N, N-dialkyl (meth) acrylamide may be used. , May have a substituent. Examples of the substituent include an aryl group, a hydroxy group, a carboxyl group, a glycidyl group, and an amino group.
光重合性モノマは、室温（２５℃）において液状であってもよい。液状の光重合性モノマを含む紫外線硬化性組成物は、無溶剤であっても、印刷に適した流動性を有し易い。光重合性モノマは、１個の（メタ）アクリロイル基を有する単官能アクリルモノマ、２個以上の（メタ）アクリロイル基を有する多官能アクリルモノマ、又はこれらの組み合わせであってもよい。
The photopolymerizable monoma may be liquid at room temperature (25 ° C.). The ultraviolet curable composition containing a liquid photopolymerizable monoma tends to have fluidity suitable for printing even in the absence of a solvent. The photopolymerizable monoma may be a monofunctional acrylic monoma having one (meth) acryloyl group, a polyfunctional acrylic monoma having two or more (meth) acryloyl groups, or a combination thereof.
単官能アクリルモノマは、特に限定されないが、その具体例としては、メチル（メタ）アクリレート、エチル（メタ）アクリレート、ｎ－ブチル（メタ）アクリレート、イソブチル（メタ）アクリレート、ｔｅｒｔ－ブチル（メタ）アクリレート、ｎ－ペンチル（メタ）アクリレート、ｎ－ヘキシル（メタ）アクリレート、ｎ－オクチル（メタ）アクリレート、イソオクチル（メタ）アクリレート、２－エチルヘキシル（メタ）アクリレート、ドデシル（メタ）アクリレート、及びステアリル（メタ）アクリレート等の炭素数１～１８のアルキル基を有する（メタ）アクリレート；２－ヒドロキシエチル（メタ）アクリレート、１－ヒドロキシエチル（メタ）アクリレート、２－ヒドロキシプロピル（メタ）アクリレート、３－ヒドロキシプロピル（メタ）アクリレート、１－ヒドロキシプロピル（メタ）アクリレート、４－ヒドロキシブチル（メタ）アクリレート、３－ヒドロキシブチル（メタ）アクリレート、２－ヒドロキシブチル（メタ）アクリレート、及び１－ヒドロキシブチル（メタ）アクリレート等の水酸基を有する（メタ）アクリレート；グリシジル（メタ）アクリレート、α－エチルグリシジル（メタ）アクリレート、α－プロピルグリシジル（メタ）アクリレート、α－ブチルグリシジル（メタ）アクリレート、２－メチルグリシジル（メタ）アクリレート、２－エチルグリシジル（メタ）アクリレート、２－プロピルグリシジル（メタ）アクリレート、３，４－エポキシブチル（メタ）アクリレート、３，４－エポキシヘプチル（メタ）アクリレート、α－エチル－６，７－エポキシヘプチル（メタ）アクリレート、及び３，４－エポキシシクロヘキシルメチル（メタ）アクリレート等のグリシジル基を有する（メタ）アクリレート；並びに、シクロペンチル（メタ）アクリレート、シクロヘキシル（メタ）アクリレート、メチルシクロヘキシル（メタ）アクリレート、トリメチルシクロヘキシル（メタ）アクリレート、ノルボルニル（メタ）アクリレート、ノルボルニルメチル（メタ）アクリレート、フェニルノルボルニル（メタ）アクリレート、シアノノルボルニル（メタ）アクリレート、イソボルニル（メタ）アクリレート、ボルニル（メタ）アクリレート、メンチル（メタ）アクリレート、フェンチル（メタ）アクリレート、アダマンチル（メタ）アクリレート、ジメチルアダマンチル（メタ）アクリレート、トリシクロ［５．２．１．０２．６］デカ－８－イル（メタ）アクリレート、トリシクロ［５．２．１．０２．６］デカ－４－メチル（メタ）アクリレート、及びシクロデシル（メタ）アクリレート等の脂環式基を有する（メタ）アクリレートが挙げられる。
The monofunctional acrylic monoma is not particularly limited, and specific examples thereof include methyl (meth) acrylate, ethyl (meth) acrylate, n-butyl (meth) acrylate, isobutyl (meth) acrylate, and tert-butyl (meth) acrylate. , N-Pentyl (meth) acrylate, n-hexyl (meth) acrylate, n-octyl (meth) acrylate, isooctyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, dodecyl (meth) acrylate, and stearyl (meth). (Meta) acrylate having an alkyl group having 1 to 18 carbon atoms such as acrylate; 2-hydroxyethyl (meth) acrylate, 1-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 3-hydroxypropyl ( Meta) acrylate, 1-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, 3-hydroxybutyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, 1-hydroxybutyl (meth) acrylate, etc. (Meta) acrylate having a hydroxyl group; glycidyl (meth) acrylate, α-ethylglycidyl (meth) acrylate, α-propyl glycidyl (meth) acrylate, α-butyl glycidyl (meth) acrylate, 2-methylglycidyl (meth) acrylate , 2-Ethylglycidyl (meth) acrylate, 2-propylglycidyl (meth) acrylate, 3,4-epoxybutyl (meth) acrylate, 3,4-epoxyheptyl (meth) acrylate, α-ethyl-6,7-epoxy (Meta) acrylates having a glycidyl group such as heptyl (meth) acrylate and 3,4-epoxycyclohexylmethyl (meth) acrylate; and cyclopentyl (meth) acrylate, cyclohexyl (meth) acrylate, methylcyclohexyl (meth) acrylate, Trimethylcyclohexyl (meth) acrylate, norbornyl (meth) acrylate, norbornylmethyl (meth) acrylate, phenylnorbornyl (meth) acrylate, cyanonorbornyl (meth) acrylate, isobornyl (meth) acrylate, Bornyl (meth) Acrylate, Menthyl (meth) acrylate, Fentyl (meth) acrylate, Adamanthyl (meth) acrylate, Dimethyl adamantyl (meth) ) Acrylate, tricyclo [5.2.1.0 2.6 ] deca-8-yl (meth) acrylate, tricyclo [5.2.1.0 2.6 ] deca-4-methyl (meth) acrylate, and Examples thereof include (meth) acrylates having an alicyclic group such as cyclodecyl (meth) acrylate.
硬化性組成物が、液状の光重合性モノマと、ポリマ及び／又はオリゴマとを含んでいてもよい。ポリマ及びオリゴマが、光重合性基を有していてもよい。本明細書において、光重合性基を有するポリマ及びオリゴマは、光重合性モノマとみなされる。
The curable composition may contain a liquid photopolymerizable monoma and a polymer and / or oligoma. The polymer and oligoma may have a photopolymerizable group. In the present specification, polymers and oligomas having a photopolymerizable group are regarded as photopolymerizable monomas.
光重合性モノマの含有量は、紫外線硬化性組成物の質量を基準として、１０質量％以上、２０質量％以上、３０質量％以上であってもよく、９５質量％以下であってもよい。ここでの含有量は、２種以上の化合物が光重合性モノマとして用いられる場合、それらの合計の含有量を意味する。
The content of the photopolymerizable monoma may be 10% by mass or more, 20% by mass or more, 30% by mass or more, or 95% by mass or less, based on the mass of the ultraviolet curable composition. The content here means the total content of two or more compounds when they are used as photopolymerizable monomas.
遮光用紫外線硬化性組成物は、光重合開始剤を更に含んでいてもよい。光重合開始剤は、紫外線を吸収することにより、光重合性モノマの重合反応を開始させる化合物である。光重合開始剤は、例えば光ラジカル重合開始剤、又は光カチオン重合開始剤であることができ、特に光ラジカル重合開始剤であってもよい。紫外線硬化性の観点から、光重合開始剤は、吸収スペクトルにおいて３００～４００ｎｍの範囲に極大値を示す化合物を含んでいてもよい。光重合性モノマと、有機黒色顔料と、粒子状の光散乱材とを含む組成物を、光重合開始剤と混合して遮光用紫外線硬化性組成物を製造するために用いてもよい。
The UV curable composition for shading may further contain a photopolymerization initiator. The photopolymerization initiator is a compound that initiates the polymerization reaction of a photopolymerizable monoma by absorbing ultraviolet rays. The photopolymerization initiator can be, for example, a photoradical polymerization initiator or a photocationic polymerization initiator, and in particular, a photoradical polymerization initiator. From the viewpoint of ultraviolet curability, the photopolymerization initiator may contain a compound showing a maximum value in the range of 300 to 400 nm in the absorption spectrum. A composition containing a photopolymerizable monoma, an organic black pigment, and a particulate light scattering material may be mixed with a photopolymerization initiator to produce a light-shielding ultraviolet curable composition.
光ラジカル重合開始剤は、特に制限されないが、例えば、α－開裂型化合物、又は水素引き抜き型化合物であってもよく、２分子系ラジカル重合開始剤であってもよい。光重合開始剤の例としては、ベンゾフェノン、４－メチルベンゾフェノン、Ｎ，Ｎ，Ｎ’，Ｎ’－テトラメチル－４，４’－ジアミノベンゾフェノン（ミヒラーケトン）、Ｎ，Ｎ－テトラエチル－４，４’－ジアミノベンゾフェノン、４－メトキシ－４’－ジメチルアミノベンゾフェノン、α－ヒドロキシイソブチルフェノン、２－エチルアントラキノン、ｔ－ブチルアントラキノン、１，４－ジメチルアントラキノン、１－クロロアントラキノン、２，３－ジクロロアントラキノン、３－クロル－２－メチルアントラキノン、１，２－ベンゾアントラキノン、２－フェニルアントラキノン、１，４－ナフトキノン、９，１０－フェナントラキノン、チオキサントン、２－クロロチオキサントン、１－ヒドロキシシクロヘキシルフェニルケトン、２，２－ジメトキシ－１，２－ジフェニルエタン－１－オン、１－［４－（２－ヒドロキシエトキシ）－フェニル］－２－ヒドロキシ－２－メチル－１－プロパン－１－オン、及び２－ヒドロキシ－２－メチル－１－フェニルプロパン－１－オン等の芳香族ケトン化合物；ベンゾイン、メチルベンゾイン、及びエチルベンゾイン等のベンゾイン化合物；ベンゾインメチルエーテル、ベンゾインエチルエーテル、ベンゾインイソブチルエーテル、及びベンゾインフェニルエーテル等のベンゾインエーテル化合物；ベンジル；２，２－ジエトキシアセトフェノン；ベンジルジメチルケタール；β－（アクリジン－９－イル）（メタ）アクリル酸のエステル化合物；９－フェニルアクリジン、９－ピリジルアクリジン、及び１，７－ジアクリジノヘプタン等のアクリジン化合物；２－（ｏ－クロロフェニル）－４，５－ジフェニルイミダゾール二量体、２－（ｏ－クロロフェニル）－４，５－ジ（ｍ－メトキシフェニル）イミダゾール二量体、２－（ｏ－フルオロフェニル）－４，５－ジフェニルイミダゾール二量体、２－（ｏ－メトキシフェニル）－４，５－ジフェニルイミダゾール二量体、２－（ｐ－メトキシフェニル）－４，５－ジフェニルイミダゾール二量体、２，４－ジ（ｐ－メトキシフェニル）５－フェニルイミダゾール二量体、２－（２，４－ジメトキシフェニル）－４，５－ジフェニルイミダゾール二量体、及び２－（ｐ－メチルメルカプトフェニル）－４，５－ジフェニルイミダゾール二量体等の２，４，５－トリアリールイミダゾール二量体；２－ベンジル－２－ジメチルアミノ－１－（４－モリホリノフェニル）－１－ブタノン；２－メチル－１－［４－（メチルチオ）フェニル］－２－モルホリノ－１－プロパン；ビス（２，４，６－トリメチルベンゾイル）－フェニルフォスフィンオキサイド；並びにオリゴ（２－ヒドロキシ－２－メチル－１－（４－（１－メチルビニル）フェニル）プロパノン）が挙げられる。これらの光重合開始剤は、１種を単独で用いてもよく、２種以上を組み合わせて用いてもよい。
The photoradical polymerization initiator is not particularly limited, but may be, for example, an α-cleaving type compound or a hydrogen abstraction type compound, or a bimolecular radical polymerization initiator. Examples of photopolymerization initiators are benzophenone, 4-methylbenzophenone, N, N, N', N'-tetramethyl-4,4'-diaminobenzophenone (Michler ketone), N, N-tetraethyl-4,4'. -Diaminobenzophenone, 4-methoxy-4'-dimethylaminobenzophenone, α-hydroxyisobutylphenone, 2-ethylanthraquinone, t-butylanthraquinone, 1,4-dimethylanthraquinone, 1-chloroanthraquinone, 2,3-dichloroanthraquinone, 3-Chlor-2-methylanthraquinone, 1,2-benzoanthraquinone, 2-phenylanthraquinone, 1,4-naphthoquinone, 9,10-phenanthraquinone, thioxanthone, 2-chlorothioxanthone, 1-hydroxycyclohexylphenylketone, 2,2-Dimethoxy-1,2-diphenylethane-1-one, 1- [4- (2-hydroxyethoxy) -phenyl] -2-hydroxy-2-methyl-1-propane-1-one, and 2 Aromatic ketone compounds such as -hydroxy-2-methyl-1-phenylpropan-1-one; benzoin compounds such as benzoin, methylbenzoin, and ethylbenzoin; benzoin methyl ether, benzoin ethyl ether, benzoin isobutyl ether, and benzoin phenyl Benzoin ether compounds such as ethers; benzyl; 2,2-diethoxyacetophenone; benzyl dimethyl ketal; β- (acridin-9-yl) (meth) acrylic acid ester compounds; 9-phenylacridin, 9-pyridylacidine, and Acrydin compounds such as 1,7-diacrizinoheptane; 2- (o-chlorophenyl) -4,5-diphenylimidazole dimer, 2- (o-chlorophenyl) -4,5-di (m-methoxyphenyl) Imidazole dimer, 2- (o-fluorophenyl) -4,5-diphenyl imidazole dimer, 2- (o-methoxyphenyl) -4,5-diphenyl imidazole dimer, 2- (p-methoxyphenyl) ) -4,5-Diphenylimidazole dimer, 2,4-di (p-methoxyphenyl) 5-phenylimidazole dimer, 2- (2,4-dimethoxyphenyl) -4,5-diphenylimidazole dimer 2,4,5-Triarylimidazole dimer such as compound and 2- (p-methylmercaptophenyl) -4,5-diphenylimidazole dimer; 2-benzyl-2- Dimethylamino-1- (4-moriphorinophenyl) -1-butanone; 2-methyl-1- [4- (methylthio) phenyl] -2-morpholino-1-propane; bis (2,4,6-trimethyl) Benzoyl) -phenylphosphine oxide; as well as oligo (2-hydroxy-2-methyl-1- (4- (1-methylvinyl) phenyl) propanone). These photopolymerization initiators may be used alone or in combination of two or more.
光重合開始剤の含有量は、紫外線硬化性組成物の質量を基準として、例えば０．１～１０質量％であってもよい。ここでの含有量は、２種以上の化合物が光重合開始剤として用いられる場合、それらの合計の含有量を意味する。
The content of the photopolymerization initiator may be, for example, 0.1 to 10% by mass based on the mass of the ultraviolet curable composition. The content here means the total content of two or more compounds when they are used as photopolymerization initiators.
有機黒色顔料は、有機色素を含む黒色粒子であり、黒色顔料として通常用いられているものから選択することができる。有機黒色顔料は、例えば、ペリレン系顔料（ペリレンブラック）、ラクタム系顔料（ラクタムブラック）、アニリンブラック、シアニンブラック、リグニンブラック、及びＲＧＢブラックからなる群より選ばれる少なくとも１種であってもよい。
The organic black pigment is a black particle containing an organic pigment, and can be selected from those usually used as a black pigment. The organic black pigment may be, for example, at least one selected from the group consisting of perylene-based pigments (perylene black), lactam-based pigments (lactam black), aniline black, cyanine black, lignin black, and RGB black.
紫外線硬化性組成物中に分散している有機黒色顔料の平均粒径（分散粒径）は、特に制限されないが、例えば０．０１～１．０μｍであってもよい。
The average particle size (dispersed particle size) of the organic black pigment dispersed in the ultraviolet curable composition is not particularly limited, but may be, for example, 0.01 to 1.0 μm.
有機黒色顔料の含有量は、遮光膜の適切な遮光性の観点から、紫外線硬化性組成物の質量を基準として、０．５質量％以上、又は１．０質量％以上であってもよく、５０質量％以下であってもよい。ここでの含有量は、２種以上の有機黒色顔料が用いられる場合、それらの合計の含有量を意味する。
The content of the organic black pigment may be 0.5% by mass or more, or 1.0% by mass or more, based on the mass of the ultraviolet curable composition, from the viewpoint of appropriate light-shielding properties of the light-shielding film. It may be 50% by mass or less. The content here means the total content of two or more kinds of organic black pigments when they are used.
光散乱材は、複数の粒子から構成される。通常、これら複数の粒子が紫外線硬化性組成物中に分散している。光散乱材の平均粒径は、０．０５μｍ以上であってもよく、５．０μｍ以下、４．０μｍ以下、３．０μｍ以下、２．０μｍ以下、又は１．０μｍ以下であってもよい。遮光膜の適切な遮光性の観点から、光散乱材の平均粒径が０．１～１．０μｍであってもよい。光散乱材の平均粒径は、レーザ回折・散乱法によって得られる体積基準の粒度分布から得られる値であってもよい。
The light scattering material is composed of a plurality of particles. Usually, these plurality of particles are dispersed in the UV curable composition. The average particle size of the light scattering material may be 0.05 μm or more, 5.0 μm or less, 4.0 μm or less, 3.0 μm or less, 2.0 μm or less, or 1.0 μm or less. From the viewpoint of appropriate light-shielding properties of the light-shielding film, the average particle size of the light scattering material may be 0.1 to 1.0 μm. The average particle size of the light scattering material may be a value obtained from a volume-based particle size distribution obtained by a laser diffraction / scattering method.
光散乱材は、例えば、シリコーン粒子、シリカ粒子又はこれらの組み合わせを含んでいてもよい。光散乱材が、シリコーン粒子と、シリカ粒子、アルミナ粒子、及び酸化チタン粒子から選ばれるその他の粒子とを含んでいてもよい。光散乱材のうち一部又は全部が中空粒子であってもよい。シリコーン粒子はポリシロキサン鎖を有するシリコーンを含む粒子であり、シリコーンは、ポリシロキサン鎖が架橋された構造を有していてもよく、ポリオルガノシルセスキオキサンであってもよい。シリコーン粒子が、ポリシロキサン鎖を有するシリコーンを含む核粒子と、核粒子の表面上に形成された、ポリオルガノシルセスキオキサンを含む膜とを有する複合粒子であってもよい。
The light scattering material may contain, for example, silicone particles, silica particles, or a combination thereof. The light scattering material may include silicone particles and other particles selected from silica particles, alumina particles, and titanium oxide particles. Part or all of the light scattering material may be hollow particles. The silicone particles are particles containing silicone having a polysiloxane chain, and the silicone may have a structure in which the polysiloxane chains are crosslinked, or may be polyorganosylsesquioxane. The silicone particles may be composite particles having a silicone-containing nuclear particle having a polysiloxane chain and a film containing a polyorganosylsesquioxane formed on the surface of the nuclear particle.
光散乱材の含有量は、紫外線硬化性組成物の質量を基準として０．５質量％以上又は１．０質量％以上であってもよく、１０質量％以下、９．０質量％以下、８．０質量％以下、７．０質量％以下、６．０質量％以下、５．０質量％以下、又は４．０質量％以下であってもよい。ここでの含有量は、２種以上の光散乱材が用いられる場合、それらの合計の含有量を意味する。
The content of the light scattering material may be 0.5% by mass or more or 1.0% by mass or more based on the mass of the ultraviolet curable composition, 10% by mass or less, 9.0% by mass or less, 8 It may be 0.0% by mass or less, 7.0% by mass or less, 6.0% by mass or less, 5.0% by mass or less, or 4.0% by mass or less. The content here means the total content of two or more kinds of light scattering materials when they are used.
紫外線硬化性組成物は、溶剤を実質的に含まない無溶剤の組成物であってもよい。より具体的には、溶剤の含有量が、紫外線硬化性組成物の質量を基準として１．０質量％以下であってもよく、０質量％であってもよい。溶剤を実質的に含まない組成物（インク）は、例えば、遮光膜周辺の部材への損傷防止、印刷装置の損傷防止、及び、高精度な遮光膜の形成の点で有利である。
The UV curable composition may be a solvent-free composition that does not substantially contain a solvent. More specifically, the content of the solvent may be 1.0% by mass or less, or 0% by mass, based on the mass of the ultraviolet curable composition. A composition (ink) substantially free of a solvent is advantageous in, for example, preventing damage to members around the light-shielding film, preventing damage to the printing apparatus, and forming a highly accurate light-shielding film.
紫外線硬化性組成物の膜が硬化することにより形成される硬化膜は、高い遮光性を有する。例えば、形成される硬化膜のＯＤ値（光学濃度）が、１．５以上、２．０以上、又は２．５以上であってもよい。ここでのＯＤ値は、厚み１３０μｍ±５μｍの硬化膜の、波長４００～７００ｎｍの光に対する平均透過率から算出される値である。
The cured film formed by curing the film of the ultraviolet curable composition has high light-shielding properties. For example, the OD value (optical density) of the formed cured film may be 1.5 or more, 2.0 or more, or 2.5 or more. The OD value here is a value calculated from the average transmittance of a cured film having a thickness of 130 μm ± 5 μm with respect to light having a wavelength of 400 to 700 nm.
以上例示した実施形態に係る紫外線硬化性組成物を用いて、遮光膜を有する各種の物品を製造することができる。遮光膜を有する物品を製造する方法の一実施形態は、基材上に紫外線硬化性組成物を含む樹脂膜を形成することと、樹脂膜に紫外線を照射することにより、紫外線硬化性組成物の硬化物である遮光膜を形成することとを含む。紫外線硬化性組成物をインクとして用いた印刷（例えばインクジェット印刷）によって、樹脂膜を形成してもよい。樹脂膜を形成している紫外線硬化性組成物を硬化するための紫外線の波長は、３００～４００ｎｍであってもよい。樹脂膜（遮光膜）の厚みは、例えば２０～１０００μｍであってもよい。
Various articles having a light-shielding film can be produced by using the ultraviolet curable composition according to the above-exemplified embodiment. One embodiment of the method for producing an article having a light-shielding film is to form a resin film containing an ultraviolet curable composition on a substrate and to irradiate the resin film with ultraviolet rays to form an ultraviolet curable composition. It includes forming a light-shielding film which is a cured product. The resin film may be formed by printing using the ultraviolet curable composition as an ink (for example, inkjet printing). The wavelength of ultraviolet rays for curing the ultraviolet curable composition forming the resin film may be 300 to 400 nm. The thickness of the resin film (light-shielding film) may be, for example, 20 to 1000 μm.
遮光膜を有する物品の例としては、画像表示装置、光学式センサー、及びレンズが挙げられる。
Examples of articles having a light-shielding film include an image display device, an optical sensor, and a lens.
以下、実施例を挙げて本発明をさらに具体的に説明する。ただし、本発明はこれらの実施例に限定されるものではない。
Hereinafter, the present invention will be described in more detail with reference to examples. However, the present invention is not limited to these examples.
１．原料
１－１．黒色顔料
有機黒色顔料
・ラクタム系顔料（分散粒径：０．１７μｍ）
・ペリレン系顔料（分散粒径：０．１７μｍ）
これらラクタム系顔料及びペリレン系顔料の透過スペクトルは、波長３００～４００ｎｍの範囲において、透過率１０％を超える部分を含む。
その他顔料
・カーボンブラック（分散粒径：０．１５μｍ） 1. 1. Raw materials 1-1. Black pigment Organic black pigment / lactam pigment (dispersed particle size: 0.17 μm)
-Perylene pigment (dispersed particle size: 0.17 μm)
The transmission spectrum of these lactam pigments and perylene pigments includes a portion having a transmittance of more than 10% in the wavelength range of 300 to 400 nm.
Other pigments ・ Carbon black (dispersed particle size: 0.15 μm)
１－１．黒色顔料
有機黒色顔料
・ラクタム系顔料（分散粒径：０．１７μｍ）
・ペリレン系顔料（分散粒径：０．１７μｍ）
これらラクタム系顔料及びペリレン系顔料の透過スペクトルは、波長３００～４００ｎｍの範囲において、透過率１０％を超える部分を含む。
その他顔料
・カーボンブラック（分散粒径：０．１５μｍ） 1. 1. Raw materials 1-1. Black pigment Organic black pigment / lactam pigment (dispersed particle size: 0.17 μm)
-Perylene pigment (dispersed particle size: 0.17 μm)
The transmission spectrum of these lactam pigments and perylene pigments includes a portion having a transmittance of more than 10% in the wavelength range of 300 to 400 nm.
Other pigments ・ Carbon black (dispersed particle size: 0.15 μm)
１－２．光散乱材
・シリコーン粒子（信越化学工業製、製品名：Ｘ－５２－８５４、平均粒径：０．７μｍ）
・シリコーン粒子（信越化学工業製、製品名：ＫＭＰ－７０６、平均粒径：２．０μｍ）
・シリコーン複合粒子（信越化学工業製、製品名：Ｘ－５２－７０３０、平均粒径：０．８μｍ)
・シリカ粒子（アドマテックス製、製品名：Ｓ０－Ｃ１、平均粒径：０．３μｍ)
・シリカ粒子（アドマテックス製、製品名：Ｓ０－Ｃ２、平均粒径：０．５μｍ) 1-2. Light scattering material / silicone particles (manufactured by Shin-Etsu Chemical Co., Ltd., product name: X-52-854, average particle size: 0.7 μm)
-Silicone particles (manufactured by Shin-Etsu Chemical Co., Ltd., product name: KMP-706, average particle size: 2.0 μm)
-Silicone composite particles (manufactured by Shin-Etsu Chemical Co., Ltd., product name: X-52-7030, average particle size: 0.8 μm)
-Silica particles (manufactured by Admatex, product name: S0-C1, average particle size: 0.3 μm)
-Silica particles (manufactured by Admatex, product name: S0-C2, average particle size: 0.5 μm)
・シリコーン粒子（信越化学工業製、製品名：Ｘ－５２－８５４、平均粒径：０．７μｍ）
・シリコーン粒子（信越化学工業製、製品名：ＫＭＰ－７０６、平均粒径：２．０μｍ）
・シリコーン複合粒子（信越化学工業製、製品名：Ｘ－５２－７０３０、平均粒径：０．８μｍ)
・シリカ粒子（アドマテックス製、製品名：Ｓ０－Ｃ１、平均粒径：０．３μｍ)
・シリカ粒子（アドマテックス製、製品名：Ｓ０－Ｃ２、平均粒径：０．５μｍ) 1-2. Light scattering material / silicone particles (manufactured by Shin-Etsu Chemical Co., Ltd., product name: X-52-854, average particle size: 0.7 μm)
-Silicone particles (manufactured by Shin-Etsu Chemical Co., Ltd., product name: KMP-706, average particle size: 2.0 μm)
-Silicone composite particles (manufactured by Shin-Etsu Chemical Co., Ltd., product name: X-52-7030, average particle size: 0.8 μm)
-Silica particles (manufactured by Admatex, product name: S0-C1, average particle size: 0.3 μm)
-Silica particles (manufactured by Admatex, product name: S0-C2, average particle size: 0.5 μm)
１－３．光重合性モノマ
・４－ヒドロキシブチルアクリレート（４－ＨＢＡ）
１－４．光ラジカル重合開始剤
・１－ヒドロキシシクロヘキシルフェニルケトン（ＢＡＳＦ社製、製品名：Ｉｒｇａｃｕｒｅ－１８４）
・４－メチルベンゾフェノン（株式会社ソート製、製品名：ＳＢ－ＰＩ７１２） 1-3. Photopolymerizable monoma 4-hydroxybutyl acrylate (4-HBA)
1-4. Photoradical polymerization initiator 1-hydroxycyclohexylphenyl ketone (manufactured by BASF, product name: Irgacure-184)
4-Methylbenzophenone (manufactured by Sort Co., Ltd., product name: SB-PI712)
・４－ヒドロキシブチルアクリレート（４－ＨＢＡ）
１－４．光ラジカル重合開始剤
・１－ヒドロキシシクロヘキシルフェニルケトン（ＢＡＳＦ社製、製品名：Ｉｒｇａｃｕｒｅ－１８４）
・４－メチルベンゾフェノン（株式会社ソート製、製品名：ＳＢ－ＰＩ７１２） 1-3. Photopolymerizable monoma 4-hydroxybutyl acrylate (4-HBA)
1-4. Photoradical polymerization initiator 1-hydroxycyclohexylphenyl ketone (manufactured by BASF, product name: Irgacure-184)
4-Methylbenzophenone (manufactured by Sort Co., Ltd., product name: SB-PI712)
２．紫外線硬化性組成物（インク）
実施例１
ラクタム系顔料３．０質量部を４－ヒドロキシブチルアクリレート９１．７質量部に分散させて、ラクタム系顔料の分散粒径が０．１７μｍである分散液を得た。この分散液に、シリコーン粒子（Ｘ－５２－８５４）２．０質量部、１－ヒドロキシシクロヘキシルフェニルケトン（Ｉｒｇａｃｕｒｅ－１８４）３．０質量部、及び４－メチルベンゾフェノン（ＳＢ－ＰＩ７１２）０．３質量部を加え、混合液を自公転ミキサ（株式会社シンキー、製品名：ＡＲＥ－２５０）を用いて回転数２，０００ｒｐｍにて５分間攪拌することで、紫外線硬化性組成物を得た。 2. UV curable composition (ink)
Example 1
3.0 parts by mass of the lactam pigment was dispersed in 91.7 parts by mass of 4-hydroxybutyl acrylate to obtain a dispersion having a dispersion particle size of the lactam pigment of 0.17 μm. To this dispersion, 2.0 parts by mass of silicone particles (X-52-854), 3.0 parts by mass of 1-hydroxycyclohexylphenyl ketone (Irgacure-184), and 0.3 of 4-methylbenzophenone (SB-PI712). A mass portion was added, and the mixed solution was stirred with a self-revolving mixer (Shinky Co., Ltd., product name: ARE-250) at a rotation speed of 2,000 rpm for 5 minutes to obtain an ultraviolet curable composition.
実施例１
ラクタム系顔料３．０質量部を４－ヒドロキシブチルアクリレート９１．７質量部に分散させて、ラクタム系顔料の分散粒径が０．１７μｍである分散液を得た。この分散液に、シリコーン粒子（Ｘ－５２－８５４）２．０質量部、１－ヒドロキシシクロヘキシルフェニルケトン（Ｉｒｇａｃｕｒｅ－１８４）３．０質量部、及び４－メチルベンゾフェノン（ＳＢ－ＰＩ７１２）０．３質量部を加え、混合液を自公転ミキサ（株式会社シンキー、製品名：ＡＲＥ－２５０）を用いて回転数２，０００ｒｐｍにて５分間攪拌することで、紫外線硬化性組成物を得た。 2. UV curable composition (ink)
Example 1
3.0 parts by mass of the lactam pigment was dispersed in 91.7 parts by mass of 4-hydroxybutyl acrylate to obtain a dispersion having a dispersion particle size of the lactam pigment of 0.17 μm. To this dispersion, 2.0 parts by mass of silicone particles (X-52-854), 3.0 parts by mass of 1-hydroxycyclohexylphenyl ketone (Irgacure-184), and 0.3 of 4-methylbenzophenone (SB-PI712). A mass portion was added, and the mixed solution was stirred with a self-revolving mixer (Shinky Co., Ltd., product name: ARE-250) at a rotation speed of 2,000 rpm for 5 minutes to obtain an ultraviolet curable composition.
実施例２～８及び比較例１～３
各材料及び配合量を表１に示すとおりに変更したこと以外は実施例１と同様にして、紫外線硬化性組成物を調製した。 Examples 2 to 8 and Comparative Examples 1 to 3
An ultraviolet curable composition was prepared in the same manner as in Example 1 except that each material and blending amount were changed as shown in Table 1.
各材料及び配合量を表１に示すとおりに変更したこと以外は実施例１と同様にして、紫外線硬化性組成物を調製した。 Examples 2 to 8 and Comparative Examples 1 to 3
An ultraviolet curable composition was prepared in the same manner as in Example 1 except that each material and blending amount were changed as shown in Table 1.
３．積層フィルムの作製
実施例及び比較例の各紫外線硬化性組成物を、離型処理された表面を有する厚み７５μｍの支持フィルム（ポリエチレンテレフタラートフィルム、藤森工業製、製品名：７５Ｅ－００１０ＨＴＡ）上に、アプリケーターを用いて塗工した。形成された樹脂膜に、離型処理された厚み５０μｍの保護フィルム（ポリエチレンテレフタラートフィルム、藤森工業製、製品名：５０Ｅ－００１０ＢＤ）を被せた。保護フィルム側から、紫外線照射装置（アイグラフィックス株式会社製、メタルハライドランプ）を用いて紫外線を照射（３，０００ｍＪ／ｃｍ２）することによって樹脂膜を硬化させ、紫外線硬化性樹脂組成物の硬化物である遮光膜（厚み約１３０μｍ）を有する積層フィルムを得た。 3. 3. Preparation of Laminated Film Each UV curable composition of Examples and Comparative Examples is placed on a support film (polyethylene terephthalate film, manufactured by Fujimori Kogyo Co., Ltd., product name: 75E-0010HTA) having a release-treated surface and a thickness of 75 μm. , Painted using an applicator. The formed resin film was covered with a release-treated protective film having a thickness of 50 μm (polyethylene terephthalate film, manufactured by Fujimori Kogyo, product name: 50E-0010BD). The resin film is cured by irradiating ultraviolet rays (3,000 mJ / cm 2 ) from the protective film side using an ultraviolet irradiation device (Metal halide lamp manufactured by Eye Graphics Co., Ltd.) to cure the ultraviolet curable resin composition. A laminated film having a light-shielding film (thickness of about 130 μm) was obtained.
実施例及び比較例の各紫外線硬化性組成物を、離型処理された表面を有する厚み７５μｍの支持フィルム（ポリエチレンテレフタラートフィルム、藤森工業製、製品名：７５Ｅ－００１０ＨＴＡ）上に、アプリケーターを用いて塗工した。形成された樹脂膜に、離型処理された厚み５０μｍの保護フィルム（ポリエチレンテレフタラートフィルム、藤森工業製、製品名：５０Ｅ－００１０ＢＤ）を被せた。保護フィルム側から、紫外線照射装置（アイグラフィックス株式会社製、メタルハライドランプ）を用いて紫外線を照射（３，０００ｍＪ／ｃｍ２）することによって樹脂膜を硬化させ、紫外線硬化性樹脂組成物の硬化物である遮光膜（厚み約１３０μｍ）を有する積層フィルムを得た。 3. 3. Preparation of Laminated Film Each UV curable composition of Examples and Comparative Examples is placed on a support film (polyethylene terephthalate film, manufactured by Fujimori Kogyo Co., Ltd., product name: 75E-0010HTA) having a release-treated surface and a thickness of 75 μm. , Painted using an applicator. The formed resin film was covered with a release-treated protective film having a thickness of 50 μm (polyethylene terephthalate film, manufactured by Fujimori Kogyo, product name: 50E-0010BD). The resin film is cured by irradiating ultraviolet rays (3,000 mJ / cm 2 ) from the protective film side using an ultraviolet irradiation device (Metal halide lamp manufactured by Eye Graphics Co., Ltd.) to cure the ultraviolet curable resin composition. A laminated film having a light-shielding film (thickness of about 130 μm) was obtained.
４．評価
４－１．反応率（紫外線硬化性）
実施例及び比較例の各紫外線硬化性組成物を、ガラス板上に１ｇ程度滴下して、ＵＶ照射前の測定サンプルとしての樹脂膜を形成した。形成された樹脂膜の赤外線吸収スペクトルを、フーリエ変換赤外線分光光度計（島津製作所製、製品名：ＩＲ Ｓｐｉｒｉｔ(ＱＡＴＲ－Ｓユニット)）を用いて、常温(２５℃)の環境下、分解能：２ｃｍ－１、積算：６４回の条件のＡＴＲ法によって測定した。 4. Evaluation 4-1. Reaction rate (ultraviolet curability)
About 1 g of each ultraviolet curable composition of Examples and Comparative Examples was dropped onto a glass plate to form a resin film as a measurement sample before UV irradiation. The infrared absorption spectrum of the formed resin film was measured using a Fourier transform infrared spectrophotometer (manufactured by Shimadzu Corporation, product name: IR Spirit (QATR-S unit)) in an environment at room temperature (25 ° C) with a resolution of 2 cm. -1 , integration: Measured by the ATR method under the condition of 64 times.
４－１．反応率（紫外線硬化性）
実施例及び比較例の各紫外線硬化性組成物を、ガラス板上に１ｇ程度滴下して、ＵＶ照射前の測定サンプルとしての樹脂膜を形成した。形成された樹脂膜の赤外線吸収スペクトルを、フーリエ変換赤外線分光光度計（島津製作所製、製品名：ＩＲ Ｓｐｉｒｉｔ(ＱＡＴＲ－Ｓユニット)）を用いて、常温(２５℃)の環境下、分解能：２ｃｍ－１、積算：６４回の条件のＡＴＲ法によって測定した。 4. Evaluation 4-1. Reaction rate (ultraviolet curability)
About 1 g of each ultraviolet curable composition of Examples and Comparative Examples was dropped onto a glass plate to form a resin film as a measurement sample before UV irradiation. The infrared absorption spectrum of the formed resin film was measured using a Fourier transform infrared spectrophotometer (manufactured by Shimadzu Corporation, product name: IR Spirit (QATR-S unit)) in an environment at room temperature (25 ° C) with a resolution of 2 cm. -1 , integration: Measured by the ATR method under the condition of 64 times.
遮光膜を有する積層フィルムから、１０ｍｍ×１０ｍｍのサイズを有する測定サンプルを切り出し、そこから保護フィルムを剥離した。露出した遮光膜をガラス板に貼合し、次いで、遮光膜から支持フィルムを剥離した。露出した遮光膜（ＵＶ照射後の測定サンプル）の赤外線吸収スペクトルを、上記と同様の方法で測定した。
A measurement sample having a size of 10 mm × 10 mm was cut out from the laminated film having a light-shielding film, and the protective film was peeled off from the measurement sample. The exposed light-shielding film was attached to a glass plate, and then the support film was peeled off from the light-shielding film. The infrared absorption spectrum of the exposed light-shielding film (measurement sample after UV irradiation) was measured by the same method as described above.
得られた各赤外線吸収スペクトルにおいて、８１０ｃｍ－１近傍に極大を示すアクリロイル基に帰属する吸収ピークの強度（Ａ）と、１７２０ｃｍ－１近傍に極大を示すカルボニル基に帰属する吸収ピークの強度（Ｂ）とを求め、下記式により、アクリロイル基吸収ピーク比を算出した。
アクリロイル基吸収ピーク比＝（Ａ）／（Ｂ） In each of the obtained infrared absorption spectrum, the intensity of the absorption peak attributable to the acryloyl group which exhibits maximum in the vicinity of 810 cm -1 (A), the intensity of the absorption peak attributable to carbonyl group showing the maximum in the vicinity of 1720 cm -1 (B ), And the acryloyl group absorption peak ratio was calculated by the following formula.
Acryloyl group absorption peak ratio = (A) / (B)
アクリロイル基吸収ピーク比＝（Ａ）／（Ｂ） In each of the obtained infrared absorption spectrum, the intensity of the absorption peak attributable to the acryloyl group which exhibits maximum in the vicinity of 810 cm -1 (A), the intensity of the absorption peak attributable to carbonyl group showing the maximum in the vicinity of 1720 cm -1 (B ), And the acryloyl group absorption peak ratio was calculated by the following formula.
Acryloyl group absorption peak ratio = (A) / (B)
ＵＶ照射前の測定サンプルの赤外線吸収スペクトルから得られたアクリロイル基吸収ピーク比α、及び、ＵＶ照射後の測定サンプルの赤外線吸収スペクトルから得られたアクリロイル基吸収ピーク比βから、下記式により、アクリロイル基の反応率を算出した。この反応率の値が大きいことは、紫外線照射によって効率的に硬化が進行したことを意味する。
反応率（％）＝（β／α）×１００ From the acryloyl group absorption peak ratio α obtained from the infrared absorption spectrum of the measurement sample before UV irradiation and the acryloyl group absorption peak ratio β obtained from the infrared absorption spectrum of the measurement sample after UV irradiation, acryloyl is obtained by the following formula. The reaction rate of the group was calculated. When the value of this reaction rate is large, it means that the curing proceeded efficiently by the irradiation with ultraviolet rays.
Reaction rate (%) = (β / α) × 100
反応率（％）＝（β／α）×１００ From the acryloyl group absorption peak ratio α obtained from the infrared absorption spectrum of the measurement sample before UV irradiation and the acryloyl group absorption peak ratio β obtained from the infrared absorption spectrum of the measurement sample after UV irradiation, acryloyl is obtained by the following formula. The reaction rate of the group was calculated. When the value of this reaction rate is large, it means that the curing proceeded efficiently by the irradiation with ultraviolet rays.
Reaction rate (%) = (β / α) × 100
４－２．ＯＤ値（遮光性）
４０ｍｍ×５０ｍｍのサイズを有する遮光膜の透過率を、光源としてＤ６５が装着されたヘイズメーター（日本電色工業製、製品名：ＳＨ７０００）を用いて、４００ｎｍから７００ｎｍまで、５ｎｍごとの各波長において測定した。各波長における透過率の平均値Ｃから、下記式によってＯＤ値を算出した。ＯＤ値が大きいことは、遮光膜の可視光に対する遮蔽性（遮光性）が高いことを意味する。
ＯＤ値＝－Ｌｏｇ１０（Ｃ／１００） 4-2. OD value (light shielding property)
Using a haze meter (manufactured by Nippon Denshoku Kogyo Co., Ltd., product name: SH7000) equipped with D65 as a light source, the transmittance of a light-shielding film having a size of 40 mm × 50 mm is measured at each wavelength of 5 nm from 400 nm to 700 nm. It was measured. The OD value was calculated from the average value C of the transmittance at each wavelength by the following formula. A large OD value means that the light-shielding film has a high shielding property (light-shielding property) with respect to visible light.
OD value = -Log 10 (C / 100)
４０ｍｍ×５０ｍｍのサイズを有する遮光膜の透過率を、光源としてＤ６５が装着されたヘイズメーター（日本電色工業製、製品名：ＳＨ７０００）を用いて、４００ｎｍから７００ｎｍまで、５ｎｍごとの各波長において測定した。各波長における透過率の平均値Ｃから、下記式によってＯＤ値を算出した。ＯＤ値が大きいことは、遮光膜の可視光に対する遮蔽性（遮光性）が高いことを意味する。
ＯＤ値＝－Ｌｏｇ１０（Ｃ／１００） 4-2. OD value (light shielding property)
Using a haze meter (manufactured by Nippon Denshoku Kogyo Co., Ltd., product name: SH7000) equipped with D65 as a light source, the transmittance of a light-shielding film having a size of 40 mm × 50 mm is measured at each wavelength of 5 nm from 400 nm to 700 nm. It was measured. The OD value was calculated from the average value C of the transmittance at each wavelength by the following formula. A large OD value means that the light-shielding film has a high shielding property (light-shielding property) with respect to visible light.
OD value = -Log 10 (C / 100)
各実施例の紫外線硬化性組成物は、紫外線照射によって良好な硬化性で硬化するとともに、十分に高い遮光性を有する遮光膜を形成した。有機黒色顔料を含み、光散乱材を含まない比較例１の紫外線硬化性組成物から形成された遮光膜は、遮光性が低かった。カーボンブラックを含む比較例２の紫外線硬化性組成物は、高い遮光性を有する遮光膜を形成したものの、硬化性の点で十分でなかった。
The ultraviolet curable composition of each example was cured by ultraviolet irradiation with good curability and formed a light-shielding film having sufficiently high light-shielding property. The light-shielding film formed from the ultraviolet-curable composition of Comparative Example 1 containing an organic black pigment and not a light-scattering material had low light-shielding properties. The ultraviolet curable composition of Comparative Example 2 containing carbon black formed a light-shielding film having a high light-shielding property, but was insufficient in terms of curability.
Claims (8)
- 光重合性モノマと、
有機黒色顔料と、
粒子状の光散乱材と、
を含む、遮光用紫外線硬化性組成物。 Photopolymerizable monoma and
With organic black pigment
Particulate light scattering material and
UV curable composition for shading, including. - 前記光散乱材の平均粒径が０．１～３．０μｍである、請求項１に記載の遮光用紫外線硬化性組成物。 The ultraviolet curable composition for shading according to claim 1, wherein the light scattering material has an average particle size of 0.1 to 3.0 μm.
- 前記光散乱材が、シリコーン粒子、シリカ粒子、又はこれらの両方を含む、請求項１又は２に記載の遮光用紫外線硬化性組成物。 The ultraviolet curable composition for shading according to claim 1 or 2, wherein the light scattering material contains silicone particles, silica particles, or both.
- 前記光散乱材の含有量が、当該遮光用紫外線硬化性組成物の質量を基準として０．５～１０質量％である、請求項１～３のいずれか一項に記載の遮光用紫外線硬化性組成物。 The UV curable for shading according to any one of claims 1 to 3, wherein the content of the light scattering material is 0.5 to 10% by mass based on the mass of the UV curable composition for shading. Composition.
- 当該遮光用紫外線硬化性組成物の膜が硬化することにより形成される硬化膜のＯＤ値が、１．５以上であり、
前記ＯＤ値が、厚み１３０μｍ±５μｍの前記硬化膜の、波長４００～７００ｎｍの光に対する平均透過率から算出される値である、
請求項１～４のいずれか一項に記載の遮光用紫外線硬化性組成物。 The OD value of the cured film formed by curing the film of the UV curable composition for light shielding is 1.5 or more.
The OD value is a value calculated from the average transmittance of the cured film having a thickness of 130 μm ± 5 μm with respect to light having a wavelength of 400 to 700 nm.
The UV curable composition for shading according to any one of claims 1 to 4. - 光重合開始剤を更に含む、請求項１～５のいずれか一項に記載の遮光用紫外線硬化性組成物。 The UV curable composition for shading according to any one of claims 1 to 5, further comprising a photopolymerization initiator.
- 請求項１～６のいずれか一項に記載の遮光用紫外線硬化性組成物の硬化物を含む、遮光膜。 A light-shielding film containing a cured product of the UV-curable composition for light-shielding according to any one of claims 1 to 6.
- 基材上に請求項１～６のいずれか一項に記載の遮光用紫外線硬化性組成物を含む樹脂膜を形成することと、
前記樹脂膜に紫外線を照射することによって、前記遮光用紫外線硬化性組成物の硬化物を含む遮光膜を形成することと、
を含む、遮光膜を有する物品を製造する方法。 Forming a resin film containing the ultraviolet curable composition for shading according to any one of claims 1 to 6 on a base material, and
By irradiating the resin film with ultraviolet rays, a light-shielding film containing a cured product of the ultraviolet-curable composition for light-shielding is formed.
A method for producing an article having a light-shielding film, including.
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/JP2019/046902 WO2021106221A1 (en) | 2019-11-29 | 2019-11-29 | Ultraviolet-curable composition for light shielding, light-shielding film, and method for manufacturing an article comprising light-shielding film |
| KR1020227020515A KR20220106151A (en) | 2019-11-29 | 2019-11-29 | UV-curable composition for light-shielding, light-shielding film, and method of manufacturing an article having a light-shielding film |
| JP2021561132A JP7414076B2 (en) | 2019-11-29 | 2019-11-29 | Light-shielding ultraviolet curable composition, light-shielding film, and method for producing article having the light-shielding film |
| CN201980102453.6A CN114730027A (en) | 2019-11-29 | 2019-11-29 | Ultraviolet-curable composition for light-shielding, light-shielding film, and method for producing article having light-shielding film |
| TW109141489A TW202124460A (en) | 2019-11-29 | 2020-11-26 | Ultraviolet-curable composition for light shielding, light-shielding film, and method for manufacturing an article comprising light-shielding film |
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|---|---|---|---|
| PCT/JP2019/046902 WO2021106221A1 (en) | 2019-11-29 | 2019-11-29 | Ultraviolet-curable composition for light shielding, light-shielding film, and method for manufacturing an article comprising light-shielding film |
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| JP (1) | JP7414076B2 (en) |
| KR (1) | KR20220106151A (en) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20130021128A (en) * | 2011-08-22 | 2013-03-05 | 성균관대학교산학협력단 | Black photosensitive resin composition and display device having the same |
| WO2015159370A1 (en) * | 2014-04-15 | 2015-10-22 | 三菱化学株式会社 | Substrate with light-blocking material, color filter, liquid crystal display device and coloring resin composition for forming said light-blocking material |
| WO2017110939A1 (en) * | 2015-12-25 | 2017-06-29 | 旭硝子株式会社 | Optical filter and optical device |
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| JP5346509B2 (en) | 2007-07-10 | 2013-11-20 | 新日鉄住金化学株式会社 | Photosensitive resin composition for forming color filter partition walls, light-shielding color filter partition walls and color filters formed using the same |
| JP7396786B2 (en) | 2017-02-24 | 2023-12-12 | 日鉄ケミカル＆マテリアル株式会社 | Photosensitive resin composition for light-shielding film, light-shielding film, liquid crystal display device, method for producing light-shielding film having spacer function, and method for producing liquid crystal display device |
| JP2018155878A (en) | 2017-03-16 | 2018-10-04 | 三菱ケミカル株式会社 | Coloring photosensitive resin composition, cured product, organic electroluminescenct element, image display device, and illumination |
-
2019
- 2019-11-29 KR KR1020227020515A patent/KR20220106151A/en not_active Application Discontinuation
- 2019-11-29 WO PCT/JP2019/046902 patent/WO2021106221A1/en active Application Filing
- 2019-11-29 JP JP2021561132A patent/JP7414076B2/en active Active
- 2019-11-29 CN CN201980102453.6A patent/CN114730027A/en active Pending
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20130021128A (en) * | 2011-08-22 | 2013-03-05 | 성균관대학교산학협력단 | Black photosensitive resin composition and display device having the same |
| WO2015159370A1 (en) * | 2014-04-15 | 2015-10-22 | 三菱化学株式会社 | Substrate with light-blocking material, color filter, liquid crystal display device and coloring resin composition for forming said light-blocking material |
| WO2017110939A1 (en) * | 2015-12-25 | 2017-06-29 | 旭硝子株式会社 | Optical filter and optical device |
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| CN114730027A (en) | 2022-07-08 |
| KR20220106151A (en) | 2022-07-28 |
| JPWO2021106221A1 (en) | 2021-06-03 |
| JP7414076B2 (en) | 2024-01-16 |
| TW202124460A (en) | 2021-07-01 |
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