WO2011007650A1 - 樹脂成形体およびディスプレイ用保護板 - Google Patents
樹脂成形体およびディスプレイ用保護板 Download PDFInfo
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- WO2011007650A1 WO2011007650A1 PCT/JP2010/060734 JP2010060734W WO2011007650A1 WO 2011007650 A1 WO2011007650 A1 WO 2011007650A1 JP 2010060734 W JP2010060734 W JP 2010060734W WO 2011007650 A1 WO2011007650 A1 WO 2011007650A1
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/04—Homopolymers or copolymers of esters
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0058—Biocides
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/10—Esters
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- 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
- C08F222/00—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 a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
- C08F222/10—Esters
- C08F222/1006—Esters of polyhydric alcohols or polyhydric phenols
- C08F222/102—Esters of polyhydric alcohols or polyhydric phenols of dialcohols, e.g. ethylene glycol di(meth)acrylate or 1,4-butanediol dimethacrylate
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/20—Compounding polymers with additives, e.g. colouring
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
Definitions
- the present invention relates to a resin molded article having antibacterial and / or antifungal properties, and in particular, a transparent film or sheet-shaped resin molding having a thickness of 0.1 to 5 mm obtained by curing a photocurable composition. More specifically, it is a resin molding that is excellent in transparency, light resistance, surface hardness, rigidity, antibacterial properties, and antifungal properties, and is particularly useful as a protective plate for displays. It is about the body.
- a protective plate made of glass, plastic or the like is used on the front surface of the display in order to protect display devices such as liquid crystal and PDP inside.
- a protective plate on the forefront of a portable display device, an outdoor display device, or the like uses a plastic sheet such as polymethyl methacrylate or polycarbonate because mechanical strength such as impact resistance is required.
- plastic sheets are required to have not only optical properties such as transparency and light resistance, but also mechanical properties such as surface hardness and rigidity, heat resistance, chemical resistance and solvent resistance. Therefore, the mainstream is a plastic sheet having a hard coat film formed on the surface, a multilayered or thick plastic sheet to ensure rigidity, and the like.
- the protective plate is a plate on the outermost surface of the display, a sheet also serving as a detection function such as a touch panel, an outermost layer film of a card incorporating a display device, and a cover sheet for waterproofing and antifouling. Etc., and is used by being installed on the top of the display device or pasted on the display device.
- the protective plate is also required to be clean.
- a protective plate that ensures cleanliness.
- displays at medical sites, schools, stations, banks, convenience stores, various public facilities, food factories, clothing factories, etc. have antibacterial and antifungal properties, as well as antiviral and antiallergenic functions.
- a protective plate having When a plastic sheet is used as the protective plate, for example, when wrinkles occur, the wrinkles penetrate into the plastic sheet, optical properties such as transparency and hue of the plastic sheet, bending strength, bending elastic modulus, impact strength, Performances such as mechanical properties such as surface hardness are deteriorated, and the display performance of the display is deteriorated as a foreign matter, and further, malfunction of the display device is caused. Nutrient sources such as dust, dirt, food residue, sweat, and oil are likely to adhere to the protective plate, which sometimes leads to explosive growth of the cocoon. In addition, when moisture adheres to the surface of the protective plate due to condensation or the like, bacteria are also likely to propagate.
- Patent Document 1 a protective sheet in which a thermosetting resin layer having a surface hardness of 2H or more containing fine particles of an inorganic antibacterial agent is formed on a polyester film has been proposed (see, for example, Patent Document 1). ). Moreover, in order to maintain the cleanliness of the touch panel, an input device including an antibacterial-coated protective sheet has been proposed (for example, see Patent Document 2).
- the protective sheet disclosed in Patent Document 1 requires secondary processing such as coating, and surface hardness. Also, rigidity, chemical resistance and solvent resistance are insufficient. Moreover, since the protective sheet disclosed in Patent Document 2 requires a special transfer function, it must be expensive and is inferior in practicality. Furthermore, in these disclosed technologies, the antiviral and antiallergenic functions are not mentioned, and further improvements are desired.
- the photocurable composition [I] containing an antibacterial agent and / or an antifungal agent is cured in a transparent resin molded product.
- a resin molded article that is further excellent in antibacterial and antifungal properties and in addition to its long-term durability.
- the present invention has been completed.
- the gist of the present invention is a transparent resin molded body having a thickness of 0.1 to 5 mm, which is obtained by curing a photocurable composition [I] containing an antibacterial agent and / or an antifungal agent. It is related with the resin molding characterized by these. Moreover, in this invention, the protective plate for displays which consists of the said resin molding is also provided.
- fungus means bacteria
- sputum means fungi.
- antibacterial and antifungal properties in industrial products is not clear, and the level of requirements may vary depending on the application, but it shall conform to the guidelines of the Japan Household Appliances Fair Trade Council. That is, the antibacterial and antifungal properties in the present invention have a function of preventing the growth of microorganisms such as bacteria or spiders that have a direct or indirect adverse effect on the human body and adhere to the surface of the protective plate. I will say.
- the antibacterial and antifungal functions of the protective plate are not temporary and must last for a certain period of time. For example, when an antibacterial component or the like is blended in the protective plate, a sustained release property of the antibacterial component is required. It should be noted that functions such as antibacterial and antifungal properties do not need to be increased unnecessarily, and excessively high functions should be avoided in view of safety to the human body and environmental load.
- a display having excellent optical properties and thermomechanical properties, particularly excellent surface hardness and rigidity, excellent antibacterial and / or antifungal functions, and excellent long-term sustainability. It is possible to easily manufacture a resin molded body suitable for a protective plate for use.
- (meth) acrylate is a general term for acrylate and methacrylate.
- the resin molded body of the present invention is a transparent resin molded body having a thickness of 0.1 to 5 mm, and is obtained by curing a photocurable composition [I] containing an antibacterial agent and / or an antifungal agent. It is what
- the resin molded body of the present invention is plate-shaped, and its thickness directly affects the rigidity when used as a protective plate, and it is important that the thickness is 0.1 to 5 mm. If the thickness is less than the lower limit, it is easy to deform, it is difficult to maintain the shape of the protective plate, and it is difficult to protect the display device. Conversely, if the upper limit is exceeded, it will be difficult to reduce the weight and thickness of the display device.
- a preferable range of the thickness is 0.2 to 4 mm, more preferably 0.3 to 3 mm, still more preferably 0.4 to 2 mm, and particularly preferably 0.5 to 1.5 mm.
- the photocurable composition [I] contains an antibacterial and / or antifungal agent in order to impart an antibacterial and / or antifungal function to the resin molding. .
- the reason for using a resin molded product obtained by curing the photocurable composition [I] is that it is easy to obtain characteristics such as surface hardness, rigidity, solvent resistance / chemical resistance as a protective plate, and antibacterial properties over a long period of time. This is because the property and / or the antifungal property can be maintained. That is, the photocurable composition [I], which is usually liquid at about room temperature, easily dissolves or disperses the antibacterial agent and / or antifungal agent uniformly, and immediately after curing in the photocurable resin. The confined antibacterial agent and / or antifungal agent moves to the surface of the protective plate over time, and exhibits antibacterial and / or antifungal functions over a long period of time. Furthermore, since the photo-curing resin is generally insoluble in water, the antibacterial agent and / or the antifungal agent is not wasted even if used as a protective plate under high humidity.
- Examples of the photocurable composition [I] include compositions containing an epoxy compound or a (meth) acrylate compound. Among these, a photocurability containing a polyfunctional (meth) acrylate compound and a photopolymerization initiator in addition to an antibacterial agent and / or an antifungal agent because a relatively thick resin molded product can be produced with high productivity. Compositions are preferred.
- antibacterial agents and / or antifungal agents are unstable when heated for a long time, for example, deteriorate during high temperature melt molding of a thermoplastic resin, or yellow during thermosetting of a thermosetting composition. There is a tendency to do. Antibacterial agents and / or antifungal agents often vaporize during heating, particularly when the molecular weight is small.
- the antibacterial agent and / or the antifungal agent is reduced without reducing the heating temperature and the heating time, and without causing the blended antibacterial agent and / or the antifungal agent to evaporate or deteriorate.
- An incorporated resin molded body can be obtained.
- polyfunctional (meth) acrylate compound examples include polyfunctional (meth) acrylate compounds having two or more (meth) acryloyl groups in the molecule.
- bifunctional (meth) acrylate compound examples include ethylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, triethylene glycol di (meth) acrylate, tetraethylene glycol di (meth) acrylate, polyethylene glycol di ( (Meth) acrylate, propylene glycol di (meth) acrylate, dipropylene glycol di (meth) acrylate, polypropylene glycol di (meth) acrylate, butylene glycol di (meth) acrylate, neopentyl glycol di (meth) acrylate, 1,6- Hexanediol di (meth) acrylate, glycerin di (meth) acrylate, pentaerythritol di (meth) acrylate, ethylene glycol diglycidyl ether Di (meth) acrylate, diethylene glycol aliphatic di (meth) acrylate compounds such as diglycidyl
- Alicyclic di (meth) acrylate compounds 2,2-bis [4- (meth) acryloyloxyphenyl] propane, ethylene oxide modified bisphenol A type di (meth) acrylate, propylene oxide modified bisphenol A type di (meta Aromatic di (meth) a such as acrylate Relate-based compounds, and the like.
- Examples of the trifunctional or higher functional (meth) acrylate compound include trimethylolpropane tri (meth) acrylate, pentaerythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol penta (meth) acrylate, and di Pentaerythritol hexa (meth) acrylate, tri (meth) acryloyloxyethoxytrimethylolpropane, glycerin polyglycidyl ether poly (meth) acrylate, ethylene oxide modified dipentaerythritol penta (meth) acrylate, ethylene oxide modified dipentaerythritol hexa (meth) ) Acrylate, ethylene oxide modified pentaerythritol tri (meth) acrylate, ethylene oxide modified pentaerythritol Aliphatic polyfunctional (meth)
- polyfunctional (meth) acrylate compounds such as epoxy (meth) acrylate, urethane (meth) acrylate, polyester (meth) acrylate, polyether (meth) acrylate, and the like can be mentioned.
- the said polyfunctional (meth) acrylate type compound can also be used together 1 type, or 2 or more types. Furthermore, you may use together the said polyfunctional (meth) acrylate type compound and a monofunctional (meth) acrylate type compound.
- the photopolymerization initiator include acetophenone-based initiators such as 1-phenyl-2-hydroxy-2-methylpropan-1-one, 1-hydroxycyclohexyl phenyl ketone, 4-diphenoxydichloroacetophenone, benzophenone Benzophenone initiators such as methyl benzoylbenzoate, 4-phenylbenzophenone and hydro-benzobenzophenone, 2,6-dimethylbenzoyldiphenylphosphine oxide, 2,4,6-trimethylbenzoyldiphenylphosphine oxide, bis (2,4,6 -Phosphine oxide initiators such as trimethylbenzoyl) phenylphosphine oxide and the like can be used together.
- acetophenone-based initiators such as 1-phenyl-2-hydroxy-2-methylpropan-1-one, 1-hydroxycyclohexyl phenyl ketone, 4-diphenoxydichloroacetophenone, benzophenone Benzophenone initi
- photopolymerization initiators are polyfunctional (meth) acrylate compounds (the total of polyfunctional (meth) acrylate compounds and monofunctional (meth) acrylate compounds when using monofunctional (meth) acrylate compounds) It is preferably used in a proportion of usually 0.1 to 10 parts by weight with respect to 100 parts by weight, more preferably 0.2 to 5 parts by weight, and particularly preferably 0.3 to 2 parts by weight. If the amount of the photopolymerization initiator is too small, curing tends not to proceed sufficiently. If the amount is too large, the light transmittance of the resulting resin molded product tends to decrease.
- antibacterial agent and antifungal agent used in the present invention known antibacterial compounds and antifungal compounds can be used.
- metals including ions
- metal oxides such as zinc oxide, magnesium oxide, and titanium oxide
- sodium percarbonate sodium hypochlorite, silver phosphate, etc.
- boric acid compounds such as orthoboric acid, metaboric acid, borax, thiosulfato silver salt, 2- (4-thiazolyl) benzimidazole silver salt, 2-pyridinethiol-1-oxide sodium salt, bis (2-pyridine) Thiol-1-oxide) zinc salts and other complex compounds, and inorganic compounds such as zeolite-supported materials, ceramic-supported materials, silica-gel-supported materials, montmorillonite-supported materials, quaternary ammonium salt-based compounds, monocyclic carbonization Hydrogen compounds, phenol compounds, pyridine compounds, alcohol compounds, phosphonium salt compounds, allyl compounds , Haloallylsulfone compounds, iodopropargyl compounds, N-haloalkylthio compounds, nitrile compounds, 8-oxyquinoline compounds, benzoithiazole compounds, isothiazoline compounds, organotin compounds, triazine compounds , Thiadiazine compounds, anilide compounds, a
- organic compounds are preferred from the viewpoint of compatibility as the photocurable composition [I]. More preferably, an organic compound having a molecular weight of 100 or more, particularly 120 to 1000, and more preferably 140 to 900 is preferable in that it does not evaporate wastefully during the production process of the resin molded body or during use as a protective plate.
- the organic compound referred to here is a compound mainly composed of carbon and hydrogen, which may contain oxygen, nitrogen, sulfur, phosphorus, silicon, and / or halogen, and contains a small amount of metal ions. Also good.
- the acute oral toxicity LD 50 of the antibacterial agent and / or antifungal agent is preferably 1 g / kg or more in order to avoid adverse effects on the human body. More preferably, it is 1.5 g / kg or more, and particularly preferably 2 g / kg or more. The upper limit is usually 100 g / kg.
- organic antibacterial agent used in the present invention examples include 3- (trimethoxysilyl) propyldimethyloctadecylammonium chloride, tetradecyldimethylbenzylammonium chloride, 1-hexadecylpyridinium chloride, hexadecyltrimethylammonium bromide.
- quaternary ammonium salt compounds and pyridine compounds are preferable in terms of light resistance.
- Particularly preferred are 3- (trimethoxysilyl) propyldimethyloctadecylammonium chloride, tetradecyldimethylbenzylammonium chloride and the like because of their low cost.
- Examples of the bacterium in the present invention include Staphylococcus aureus, MRSA (methicillin-resistant Staphylococcus aureus), Escherichia coli, Pseudomonas aeruginosa, Micrococcus sp., Pediococcus sp., Proteus vulgaris, Pseudomonas rugaeruginosa alcaligenes, Pseudomonas Pseudoalcaligenes, Pseudomonas cepacia, Alcaligenes defnitrificans, Alcaligenes faecalis, Bacillus subtils, Bacillus cerens, Acinetobacter calcoaceticus, Alcaligenes faecalis, Peptococcus sp., Neisseria sp., Salmonella typhimurium, Vibrio parahaemolyticus, Enterobacter cloacea, Citro
- organic antifungal agents used in the present invention include haloallylsulfone compounds such as 1-[(diiodomethyl) sulfonyl] -4-methylbenzene, 3-iodo-2-propargyl, and the like.
- Iodopropargyl compounds such as butyl carbamate, N, N-dimethyl-N ′-(fluorodimethylthio) -N′-phenylsulfanide, N, N-dimethyl-N ′-(fluorodichloromethylthio) -N ′ N-haloalkylthio compounds such as phenylsulfamide, nitrile compounds such as 2,3,5,6-tetrachloroisophthalonitrile, 2,4,5,6-tetrachloroisophthalonitrile, 2,3 , 5,6-tetrachloro-4- (methylsulfonyl) pyridine and the like pyridine compounds, 2- (thiocyanomethylthio) benzothiazole and the like Isothiazolines such as 2-n-octyl-4-isothiazolin-3-one, 2-methyl-4-isothiazolin-3-one, 5-chloro-2-methyl-4-isothiazolin
- phthalimide compounds and isothiazoline compounds are preferable in terms of light resistance. Particularly preferred are phthalimide compounds in terms of compatibility as the photocurable composition [I].
- cocoons in the present invention include Candida albicnas, Aspergillus niger, Aspergillus terrus, Penicillium citrinum, Aspergillus penicilloides, Penicillium funiculosum, Penicillium digitatum, Aureobasidium pullulans, Phomasporium sporium, Aspergillus fumigatus, Aspergillus terreus, Geotrichum sp., Alternaria sp., Alternaria Alternata, Fusarium solani, Nigrospora Oryzae, Pestalotia adusta, Trichoderma T-1, Trichoderma zoRustroglo And fungi belonging to the genus Curvularia, Eurochiumu, Nocardia, Streptomyces, Deccrosphaera, Cochliobolus, Acremonium and the like.
- antibacterial compounds having antifungal properties there are many antibacterial compounds having antifungal properties, and many antifungal agents have antibacterial properties. In the present invention, the two are described separately for convenience, but it should be noted that it is difficult to strictly separate them. In addition, antibacterial and antifungal properties often exhibit deodorant and antiseptic properties as a result, and can be added as an effect of the present invention. In addition, antibacterial agents and antifungal agents are sometimes referred to as day keeping improvers and preservatives.
- the resin molded article of the present invention preferably further contains an antiviral agent or an antiallergen agent.
- the photocurable composition [I] further contains an antiviral agent or an antiallergen agent, and the photocurable composition [I] is cured to form a resin molded body. .
- antiviral agent examples include thiosulfato silver salt, hydroxytyrosol, glutaral, hexachlorophene, chlorohexidine and the like.
- hydroxytyrosol is preferable in terms of compatibility as the photocurable composition [I].
- filmless viruses such as film viruses, such as an AIDS virus, a measles virus, a herpes simplex virus, an influenza virus, and a poliovirus, etc. are mention
- anti-allergen examples include polyphenol compounds such as polyphenol, polycresol, polymethoxyphenol, polyvinylphenol compounds, polybisphenol A compounds, lignophenol compounds, tannic acid, polytyrosine, and the like. Of these, polyphenol compounds and polyvinyl phenol compounds are preferred in terms of the effect of inactivating allergens. Particularly preferred is a polyvinylphenol compound in terms of compatibility as the photocurable composition [I].
- the allergen in the present invention is not particularly limited as long as it causes allergic diseases such as atopic dermatitis, bronchial asthma, and allergic rhinitis, and is generated from mite allergen, cedar pollen allergen, and these allergens. Examples include allergenic substances.
- the content of the antibacterial agent, antifungal agent, antiviral agent, and / or antiallergen agent is 0.01 to 5% by weight when the total amount of the photocurable composition [I] is 100% by weight. It is preferable. More preferred is 0.05 to 3% by weight, and particularly preferred is 0.1 to 1% by weight. If the content of the antibacterial agent, antifungal agent, antiviral agent, and / or antiallergen agent is too small, the antibacterial, antifungal, antiviral, and / or antiallergenic functions of the resin molding are sufficient. On the other hand, if the amount is too large, there is a tendency for the environment and the human body to be adversely affected.
- the photocurable composition [I] used in the present invention is appropriately supplemented with a surfactant or the like for the purpose of uniform dispersion of the antibacterial agent, antifungal agent, antiviral agent, and / or antiallergen agent. It may contain components.
- the photocurable composition [I] used in the present invention may contain a small amount of auxiliary components as long as the object of the present invention is not impaired.
- auxiliary components for example, thermoplastic resins, polymerization inhibitors, thermal polymerization initiators, chain transfer agents, antioxidants, yellowing inhibitors, ultraviolet absorbers, bluing agents, dyes and pigments, antifoaming agents, leveling agents, thixotropic agents , Flame retardants, thickeners, various fillers and the like.
- a resin molded product is obtained by using the photocurable composition [I] thus obtained, but the resin molded product of the present invention is obtained by placing the photocurable composition [I] on a flat mold, Alternatively, it is manufactured by providing between two flat molds and irradiating with light to cure. Light irradiation may be performed in several stages. In order to accelerate or complete the curing, it is also preferable to heat the resin molded body at the time of light irradiation or after irradiation.
- the material of the mold is not particularly limited as long as at least one of the molds transmits light, and glass, metal, or resin can be used. Among these, a glass or transparent resin mold is preferable in terms of light translucency. When an opaque mold is used, a mold made of a transparent material is used for the mold on the opposite surface, and light is irradiated from the opposite surface side.
- light such as far ultraviolet light, ultraviolet light, near ultraviolet light, and infrared light can be used.
- curing by ultraviolet irradiation is advantageous from the viewpoint of curing speed, availability of an irradiation device, price, and the like.
- a light source in ultraviolet irradiation a chemical lamp, a xenon lamp, a low-pressure mercury lamp, a high-pressure mercury lamp, a metal halide lamp, or the like is usually used.
- Irradiation energy is usually about 0.1 to 10 J / cm 2 . Excessive irradiation tends to cause inactivation of antibacterial agents, antifungal agents, antiviral agents, and / or antiallergen agents.
- fine irregularities on the surface of the resin molding it is also possible to form fine irregularities on the surface of the resin molding to provide antiglare and water repellent functions and fine irregularities (called anti-Newton ring functions) to avoid interference fringes. It is.
- imparting a water-repellent function with fine irregularities is also preferable from the viewpoint of reducing the adhesion of bacteria and sputum.
- a mold having fine irregularities on the surface may be used for at least one mold, and fine irregularities can be formed on the surface of the resin molded body itself.
- the resin molded body of the present invention preferably has a light transmittance of 80% or more from the viewpoint of transparency when used as a protective plate.
- the light transmittance of the resin molded body is more preferably 85% or more, and particularly preferably 90% or more. In general, the upper limit of the light transmittance is 99%.
- a method for improving the light transmittance a method for specifying the component and content of the photocurable composition [I] (for example, using a monomer that does not contain an aromatic ring as a polyfunctional (meth) acrylate, or starting photopolymerization) Adjusting the amount of the agent, etc.), a method for identifying the antibacterial, antifungal, antiviral, and / or antiallergen components and content, a method of blending an antioxidant as an auxiliary component, Examples include a method of controlling the curing conditions (for example, not excessively increasing the amount of light or irradiating with inert gas).
- the resin molded body of the present invention preferably has a pencil hardness of 2H or more from the viewpoint of surface hardness when used as a protective plate, and has a bending elastic modulus of 3 GPa or higher when used as a protective plate. It is preferable in terms of rigidity.
- the pencil hardness of the resin molded body is more preferably 3H or more, particularly preferably 4H or more.
- a method of appropriately controlling the kind of the above-described photocurable composition [I] and the blending amount of the components can be used.
- a polyfunctional (meth) acrylate a method using a polyfunctional urethane (meth) acrylate compound or a trifunctional or higher functional compound can be used.
- the upper limit of the pencil hardness of the resin molded body is 8H.
- the flexural modulus of the resin molded body is more preferably 3.5 GPa or more, particularly preferably 4 GPa or more.
- a method of appropriately controlling the kind of the above-described photocurable composition [I] and the blending amount of the components can be mentioned.
- the upper limit of the bending elastic modulus of the resin molded body is 10 GPa.
- the resin molded product of the present invention thus obtained has excellent transparency and mechanical strength, and also has excellent antibacterial and antifungal properties, as well as antiviral and antiallergenic properties, and protection for various displays. Very useful as a board.
- Antibacterial properties Tests were conducted in accordance with JIS Z 2801 on resin moldings 1 day and 2 months after production, and Staphylococcus aureus (E. aureus) and Escherichia coli (E. coli) were evaluated as follows. .
- the film of Comparative Example 1 containing no antibacterial agent, antifungal agent, antiviral agent, or antiallergen agent was used as the reference unprocessed film.
- ⁇ Antibacterial activity value of 2 or more for any fungus
- ⁇ Antibacterial activity value of 2 or more for any fungus
- ⁇ Antibacterial activity value of 2 or more for any fungus ⁇ Less than antibacterial activity value of 2 for any fungus
- Antiallergenicity Dust dust containing mite allergens (Der1 and Der2) is applied to the resin molding, left at 25 ° C. and 75% RH for 24 hours, and “Daniscan” manufactured by Asahi Breweries is used. The presence or absence of color development was observed. ⁇ ... No color development (no antiallergenicity) ⁇ ... Color development (anti-allergenic)
- Pencil hardness The pencil hardness of the resin molded product was measured according to JIS K 5600-5-4.
- Example 1 98 parts of bis (hydroxymethyl) tricyclo [5.2.1.0 2,6 ] decane diacrylate (manufactured by Shin-Nakamura Chemical Co., Ltd., “A-DCP”), 4 which is a quaternary ammonium salt compound as an antibacterial agent , 4 ′-(tetramethylenedicarbonyldiamino) bis (1-decylpyridinium bromide) (molecular weight 740.70, LD 50 (rat) 2000 mg / kg or more) 1 part, 1-hydroxycyclohexyl phenyl ketone as photopolymerization initiator ( One part of “Irgacure 184” manufactured by Ciba Geigy Co., Ltd.) was stirred at 60 ° C.
- composition [I] was poured into a mold composed of two glass plates facing each other with a silicon plate having a thickness of 1.0 mm as a spacer (23 ° C.), and an illuminance of 100 mW / cm using a metal halide lamp. 2. After irradiating with ultraviolet rays at a light quantity of 5 J / cm 2 , the mold was removed to obtain a resin molded body (A) of 30 cm width ⁇ 30 cm length ⁇ 1.0 mm thickness.
- the obtained resin molding (A) had a light transmittance of 92%, a pencil hardness of 3H, a flexural modulus of 4 GPa, good solvent resistance, and good performance as a protective plate.
- Antibacterial, antifungal and antiallergenic properties are as shown in Table 2.
- a resin molded product (B) having a width of 30 cm, a length of 30 cm and a thickness of 1.0 mm was obtained in the same manner as in Example 1 except that 1 part of “Irgacure 184” manufactured by the company was used.
- the obtained resin molding (B) had a light transmittance of 92%, a pencil hardness of 3H, a flexural modulus of 4 GPa, good solvent resistance, and good performance as a protective plate.
- Antibacterial, antifungal and antiallergenic properties are as shown in Table 2.
- Example 3 97 parts of bis (hydroxymethyl) tricyclo [5.2.1.0 2,6 ] decane diacrylate (manufactured by Shin-Nakamura Chemical Co., Ltd., “A-DCP”), a quaternary ammonium salt compound as an antibacterial agent 1 part of decyldimethylbenzylammonium chloride, 1 part of N- (fluorodichloromethylthio) phthalimide (Sanaisol 300 manufactured by Sanai Oil Co., Ltd.), a phthalimide compound as an antifungal agent, and 1-hydroxycyclohexyl phenyl ketone as a photopolymerization initiator (Ciba Geigy Co., Ltd., "Irgacure 184”) Except having used 1 part, it carried out similarly to Example 1, and obtained the resin molding (C) of width 30cm x length 30cm x thickness 1.0mm.
- A-DCP quaternary ammonium salt compound as an antibacterial agent 1
- the obtained resin molding (C) had a light transmittance of 91%, a pencil hardness of 3H, a flexural modulus of 4 GPa, good solvent resistance, and good performance as a protective plate.
- Antibacterial, antifungal and antiallergenic properties are as shown in Table 2.
- Example 4 98.8 parts of bis (hydroxymethyl) tricyclo [5.2.1.0 2,6 ] decane diacrylate (manufactured by Shin-Nakamura Chemical Co., “A-DCP”), a quaternary ammonium salt compound as an antibacterial agent 0.1 part of certain tetradecyldimethylbenzylammonium chloride, 0.1 part of N- (fluorodichloromethylthio) phthalimide (Sanaisol 300, Sanai Oil Co., Ltd.), a phthalimide compound as an antifungal agent, and a photopolymerization initiator 1 part of 1-hydroxycyclohexyl phenyl ketone (“Irgacure 184”, manufactured by Ciba Geigy Co., Ltd.) was stirred at 60 ° C.
- This composition [I] was poured into a mold composed of two glass plates facing each other with a silicon plate having a thickness of 0.5 mm as a spacer (23 ° C.), and an illuminance of 100 mW / cm using a metal halide lamp. 2. After irradiating with ultraviolet rays at a light amount of 5 J / cm 2 , the mold was removed to obtain a resin molded body (D) having a width of 30 cm ⁇ length of 30 cm ⁇ thickness of 0.5 mm.
- the obtained resin molded product (D) had a light transmittance of 91%, a pencil hardness of 3H, a flexural modulus of 4 GPa, good solvent resistance, and good performance as a protective plate.
- Antibacterial, antifungal and antiallergenic properties are as shown in Table 2.
- Example 6 96 parts of bis (hydroxymethyl) tricyclo [5.2.1.0 2,6 ] decane diacrylate (“A-DCP”, manufactured by Shin-Nakamura Chemical Co., Ltd.) 1 part of decyldimethylbenzylammonium chloride, 1 part of N- (fluorodichloromethylthio) phthalimide (Sanai Oil Co., Ltd., “San-Isol 300”), a phthalimide compound as an antifungal agent, 1 part of hydroxytyrosol as an antiviral agent
- a resin having a width of 30 cm, a length of 30 cm and a thickness of 1.0 mm was obtained in the same manner as in Example 1 except that 1 part of 1-hydroxycyclohexyl phenyl ketone (manufactured by Ciba Geigy Co., Ltd., “Irgacure 184”) was used as a photopolymerization initiator.
- A-DCP bis (hydroxymethyl) tricyclo [
- a molded body (F) was obtained.
- the obtained resin molded product (F) had a light transmittance of 91%, a pencil hardness of 3H, a flexural modulus of 4 GPa, good solvent resistance, and good performance as a protective plate.
- Antibacterial, antifungal and antiallergenic properties are as shown in Table 2.
- Example 7 94 parts of bis (hydroxymethyl) tricyclo [5.2.1.0 2,6 ] decane diacrylate (manufactured by Shin-Nakamura Chemical Co., Ltd., “A-DCP”), a quaternary ammonium salt compound as an antibacterial agent 1 part decyldimethylbenzylammonium chloride, 1 part N- (fluorodichloromethylthio) phthalimide (manufactured by Sanai Oil Co., Ltd., “San-Isol 300”) as an antifungal agent, and poly (4-vinylphenol) as an antiallergenic agent ) 3 parts, 1 part of 1-hydroxycyclohexyl phenyl ketone (manufactured by Ciba Geigy Co., Ltd., “Irgacure 184”) as a photopolymerization initiator in the same manner as in Example 1, 30 cm wide ⁇ 30 cm long ⁇ 1.
- a 0 mm resin molded body (G) was obtained.
- the obtained resin molded product (G) had a light transmittance of 90%, a pencil hardness of 2H, a flexural modulus of 4 GPa, good solvent resistance, and good performance as a protective plate.
- Antibacterial, antifungal and antiallergenic properties are as shown in Table 2.
- the obtained resin molding (H) had a light transmittance of 92%, a pencil hardness of 3H, a flexural modulus of 4 GPa, good solvent resistance, and good performance as a protective plate.
- the antifungal and antiallergenic properties are as shown in Table 2.
- the resin moldings obtained by curing the photocurable composition containing an antibacterial agent, an antifungal agent, an antiviral agent, and an antiallergen agent have antibacterial and antifungal properties, respectively.
- it since it is excellent in antiallergenicity and the like and is made of a photocurable resin, its performance has been maintained for a long period of time.
- the resin molded body of the present invention can be advantageously used for various optical materials and electronic materials.
- liquid crystal substrates, organic / inorganic EL substrates, PDP substrates, electronic paper substrates, light guide plates, retardation plates, touch panels, optical filters, etc. various display members, storage / recording applications including optical disk substrates, It can be used for energy applications such as thin-film battery substrates and solar cell substrates, optical communication applications such as optical waveguides, functional films and sheets, and various optical films and sheets.
- it can also be used for, for example, automotive materials, building materials, medical materials, stationery, and the like.
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Abstract
Description
また、本発明では、前記樹脂成形体からなるディスプレイ用保護板も提供するものである。
また、工業製品における抗菌性や防黴性の定義は、明確では無く、また用途により要求レベルも異なると思われるが、(社)全国家庭電気製品公正取引協議会の指針に準じるものとする。即ち、本発明における抗菌性や防黴性とは、人体に直接的あるいは間接的に悪影響を及ぼす菌、黴等の微生物が、保護板の表面に付着した場合に、その発育を阻止する機能をいうこととする。
なお、本発明において、「(メタ)アクリレート」は、アクリレートとメタクリレートの総称である。
さらに、上記多官能性(メタ)アクリレート系化合物と単官能(メタ)アクリレート系化合物を併用してもよい。
また、抗菌性や防黴性は、結果的に防臭性や防腐性をも発現することが多く、本発明の効果として付け加えることができる。
また、抗菌剤や防黴剤は、時として、日保ち向上剤や保存料と称されることもある。
具体的には、光硬化性組成物[I]が、さらに、抗ウィルス剤や抗アレルゲン剤を含有してなり、かかる光硬化性組成物[I]が硬化されて樹脂成形体となるのである。
なお、本発明におけるウィルスとしては、通常、エイズウィルス、麻疹ウィルス、単純ヘルペスウィルス、インフルエンザウィルス等の有膜ウィルス、ポリオウィルス等の無膜ウィルス等があげられる。
なお、本発明におけるアレルゲンは、アトピー性皮膚炎、気管支ぜんそく、アレルギー性鼻炎等のアレルギー疾患の原因となるものであれば特に限定されず、ダニアレルゲン、スギ花粉アレルゲン、およびこれらのアレルゲンから発生するアレルゲン性物質があげられる。
尚、例中「部」、「%」とあるのは、断りのない限り重量基準を意味する。
以下の通り各評価を行った。
製造1日後と2ヶ月後の樹脂成形体に関して、JIS Z 2801に準拠して試験を行い、Staphylococcus aureus(黄色ブドウ球菌)、およびEscherichia coli(大腸菌)に関して、以下の通り評価した。なおリファレンスとなる無加工フィルムとしては、抗菌剤、防黴剤、抗ウィルス剤、および抗アレルゲン剤を含有しない比較例1のフィルムを用いた。
○・・・いずれの菌に関しても抗菌活性値2以上
△・・・いずれかの菌に関して抗菌活性値2以上
×・・・いずれの菌に関しても抗菌活性値2未満
Aspergillus niger、Penicillium citrinum、Aureobasidium pullulans、Phoma sp.、およびCladosporium cladosporioidesの5種類の黴をそれぞれポテトデキストロース(PDA)に接種し、25℃で10日間培養後、100倍に希釈したGulcose Peptone broth(GP)を用いて、5種類の黴の胞子数がそれぞれ1.0×106cfu/mlである混合胞子液を作製した。この混合胞子液を、製造1日後と2ヶ月後の樹脂成形体の表面に噴霧し、29℃、90%RHで4週間培養して、黴の発育を肉眼および顕微鏡で観察することにより、以下の通り防黴性を評価した。
○・・・黴の菌糸の発育は認められない。
△・・・黴の菌糸の発育が、肉眼では認められないが、顕微鏡で確認できる。
×・・・黴の菌糸の発育が肉眼で認められる。
樹脂成形体に、ダニアレルゲン(Der1とDer2)を含んだ塵ゴミを塗りつけ、25℃、75%RHで24時間放置し、アサヒビール薬品社製「ダニスキャン」を用いて、発色の有無を観察した。
○・・・発色しない(抗アレルゲン性無し)
×・・・発色する(抗アレルゲン性有り)
日本電色社ヘイズメーター「NDH-2000」を用いて、樹脂成形体の全光線透過率(%)を測定した。
JIS K 5600-5-4に準じて、樹脂成形体の鉛筆硬度を測定した。
長さ25(mm)×幅10(mm)の樹脂成形体の試験片を用いて、島津製作所社製オートグラフ「AG-5kNE」(支点間距離20mm、0.5mm/分)にて、25℃で曲げ弾性率(GPa)を測定した。
樹脂成形体を、イソプロピルアルコールに25℃、1時間浸漬し、以下の評価基準にて評価した。
○・・・外観に変化がない。
×・・・外観に変化があった。
ビス(ヒドロキシメチル)トリシクロ[5.2.1.02,6]デカン=ジアクリレート(新中村化学社製、「A-DCP」)98部、抗菌剤として4級アンモニウム塩系化合物である4,4'-(テトラメチレンジカルボニルジアミノ)ビス(1-デシルピリジニウムブロミド)(分子量740.70、LD50(ラット)2000mg/kg以上)1部、光重合開始剤として1-ヒドロキシシクロヘキシルフェニルケトン(チバガイギー株式会社製、「Irgacure184」)1部を、60℃にて均一になるまで撹拌して、光硬化性組成物[I]を得た。この組成物[I]を、厚さ1.0mmのシリコン板をスペーサーとして、対向した2枚のガラス板よりなる成形型に注液し(23℃)、メタルハライドランプを用いて、照度100mW/cm2、光量5J/cm2で紫外線を照射した後、脱型して、幅30cm×長さ30cm×厚さ1.0mmの樹脂成形体(A)を得た。
得られた樹脂成形体(A)の光線透過率は92%、鉛筆硬度は3H、曲げ弾性率は4GPa、耐溶剤性は良好であり、保護板として良好な性能を有していた。抗菌性、防黴性、および抗アレルゲン性は、表2に示されるとおりである。
ビス(ヒドロキシメチル)トリシクロ[5.2.1.02,6]デカン=ジアクリレート(新中村化学社製、「A-DCP」)98部、防黴剤としてフタルイミド系化合物であるN-(フルオロジクロロメチルチオ)フタルイミド(分子量280.10、LD50(ラット)=2900mg/kg)(三愛石油社製、「サンアイゾール300」)1部、光重合開始剤として1-ヒドロキシシクロヘキシルフェニルケトン(チバガイギー株式会社製、「Irgacure184」)1部を用いる以外は実施例1と同様にして、幅30cm×長さ30cm×厚さ1.0mmの樹脂成形体(B)を得た。
得られた樹脂成形体(B)の光線透過率は92%、鉛筆硬度は3H、曲げ弾性率は4GPa、耐溶剤性は良好であり、保護板として良好な性能を有していた。抗菌性、防黴性、および抗アレルゲン性は、表2に示されるとおりである。
ビス(ヒドロキシメチル)トリシクロ[5.2.1.02,6]デカン=ジアクリレート(新中村化学社製、「A-DCP」)97部、抗菌剤として4級アンモニウム塩系化合物であるテトラデシルジメチルベンジルアンモニウムクロリドを1部、防黴剤としてフタルイミド系化合物であるN-(フルオロジクロロメチルチオ)フタルイミド(三愛石油社製サンアイゾール300)を1部、光重合開始剤として1-ヒドロキシシクロヘキシルフェニルケトン(チバガイギー株式会社製、「Irgacure184」)1部を用いる以外は実施例1と同様にして、幅30cm×長さ30cm×厚さ1.0mmの樹脂成形体(C)を得た。
得られた樹脂成形体(C)の光線透過率は91%、鉛筆硬度は3H、曲げ弾性率は4GPa、耐溶剤性は良好であり、保護板として良好な性能を有していた。抗菌性、防黴性、および抗アレルゲン性は、表2に示されるとおりである。
ビス(ヒドロキシメチル)トリシクロ[5.2.1.02,6]デカン=ジアクリレート(新中村化学社製、「A-DCP」)98.8部、抗菌剤として4級アンモニウム塩系化合物であるテトラデシルジメチルベンジルアンモニウムクロリドを0.1部、防黴剤としてフタルイミド系化合物であるN-(フルオロジクロロメチルチオ)フタルイミド(三愛石油社製サンアイゾール300)を0.1部、光重合開始剤として1-ヒドロキシシクロヘキシルフェニルケトン(チバガイギー株式会社製、「Irgacure184」)1部を、60℃にて均一になるまで撹拌して、光硬化性組成物[I]を得た。この組成物[I]を、厚さ0.5mmのシリコン板をスペーサーとして、対向した2枚のガラス板よりなる成形型に注液し(23℃)、メタルハライドランプを用いて、照度100mW/cm2、光量5J/cm2で紫外線を照射した後、脱型して、幅30cm×長さ30cm×厚さ0.5mmの樹脂成形体(D)を得た。
得られた樹脂成形体(D)の光線透過率は91%、鉛筆硬度は3H、曲げ弾性率は4GPa、耐溶剤性は良好であり、保護板として良好な性能を有していた。抗菌性、防黴性、および抗アレルゲン性は、表2に示されるとおりである。
ビス(ヒドロキシメチル)トリシクロ[5.2.1.02,6]デカン=ジアクリレート(新中村化学社製、「A-DCP」)97部に変えて、ビス(ヒドロキシメチル)トリシクロ[5.2.1.02,6]デカン=ジアクリレート(新中村化学社製、「A-DCP」)60部と6官能の脂環族系ウレタンアクリレート(日本合成化学工業株式会社製、「UV7600B」)37部を用いる以外は実施例3と同様にして、幅30cm×長さ30cm×厚さ1.0mmの樹脂成形体(E)を得た。
得られた樹脂成形体(E)の光線透過率は91%、鉛筆硬度は5H、曲げ弾性率は5GPa、耐溶剤性は良好であり、保護板として良好な性能を有していた。抗菌性、防黴性、および抗アレルゲン性は、表2に示されるとおりである。
ビス(ヒドロキシメチル)トリシクロ[5.2.1.02,6]デカン=ジアクリレート(新中村化学社製、「A-DCP」)96部、抗菌剤として4級アンモニウム塩系化合物であるテトラデシルジメチルベンジルアンモニウムクロリドを1部、防黴剤としてフタルイミド系化合物であるN-(フルオロジクロロメチルチオ)フタルイミド(三愛石油社製、「サンアイゾール300」)1部、抗ウィルス剤としてヒドロキシチロソール1部、光重合開始剤として1-ヒドロキシシクロヘキシルフェニルケトン(チバガイギー株式会社製、「Irgacure184」)1部を用いる以外は実施例1と同様にして、幅30cm×長さ30cm×厚さ1.0mmの樹脂成形体(F)を得た。
得られた樹脂成形体(F)の光線透過率は91%、鉛筆硬度は3H、曲げ弾性率は4GPa、耐溶剤性は良好であり、保護板として良好な性能を有していた。抗菌性、防黴性、および抗アレルゲン性は、表2に示されるとおりである。
ビス(ヒドロキシメチル)トリシクロ[5.2.1.02,6]デカン=ジアクリレート(新中村化学社製、「A-DCP」)94部、抗菌剤として4級アンモニウム塩系化合物であるテトラデシルジメチルベンジルアンモニウムクロリド1部、防黴剤としてフタルイミド系化合物であるN-(フルオロジクロロメチルチオ)フタルイミド(三愛石油社製、「サンアイゾール300」)1部、抗アレルゲン剤としてポリ(4-ビニルフェノール)3部、光重合開始剤として1-ヒドロキシシクロヘキシルフェニルケトン(チバガイギー株式会社製、「Irgacure184」)1部を用いる以外は実施例1と同様にして、幅30cm×長さ30cm×厚さ1.0mmの樹脂成形体(G)を得た。
得られた樹脂成形体(G)の光線透過率は90%、鉛筆硬度は2H、曲げ弾性率は4GPa、耐溶剤性は良好であり、保護板として良好な性能を有していた。抗菌性、防黴性、および抗アレルゲン性は、表2に示されるとおりである。
ビス(ヒドロキシメチル)トリシクロ[5.2.1.02,6]デカン=ジアクリレート(新中村化学社製、「A-DCP」)99部、光重合開始剤として1-ヒドロキシシクロヘキシルフェニルケトン(チバガイギー株式会社製、「Irgacure184」)1部を、60℃にて均一になるまで撹拌して、光硬化性組成物を得た。この組成物を用いる以外は実施例1と同様にして、幅30cm×長さ30cm×厚さ1.0mmの樹脂成形体(H)を得た。
得られた樹脂成形体(H)の光線透過率は92%、鉛筆硬度は3H、曲げ弾性率は4GPa、耐溶剤性は良好であり、保護板として良好な性能を有していた。防黴、および抗アレルゲン性は、表2に示されるとおりである。
Claims (12)
- 厚さ0.1~5mmの透明な樹脂成形体であって、抗菌剤および/または防黴剤を含有する光硬化性組成物[I]を硬化してなることを特徴とする樹脂成形体。
- 光硬化性組成物[I]が、多官能(メタ)アクリレート系化合物および光重合開始剤を含有してなることを特徴とする請求項1記載の樹脂成形体。
- 多官能(メタ)アクリレート系化合物が、脂環骨格を有する化合物であることを特徴とする請求項2記載の樹脂成形体。
- 抗菌剤および/または防黴剤が、分子量100以上の有機系化合物であることを特徴とする請求項1~3のいずれか一項に記載の樹脂成形体。
- 抗菌剤および/または防黴剤の急性経口毒性LD50が1g/kg以上であることを特徴とする請求項1~4のいずれか一項に記載の樹脂成形体。
- 抗菌剤および/または防黴剤が、4級アンモニウム系化合物、フタルイミド系化合物、イソチアゾリン系化合物より選ばれる少なくとも1種以上の化合物であることを特徴とする請求項1~5のいずれか一項に記載の樹脂成形体。
- 光硬化性組成物[I]が、さらに抗ウィルス剤を含有してなることを特徴とする請求項1~6のいずれか一項に記載の樹脂成形体。
- 光硬化性組成物[I]が、さらに抗アレルゲン剤を含有してなることを特徴とする請求項1~7のいずれか一項に記載の樹脂成形体。
- 光線透過率が80%以上であることを特徴とする請求項1~8のいずれか一項に記載の樹脂成形体。
- 鉛筆硬度が2H以上であり、かつ曲げ弾性率が3GPa以上であることを特徴とする請求項1~9のいずれか一項に記載の樹脂成形体。
- ディスプレイ用の保護板として用いることを特徴とする請求項1~10のいずれか一項に記載の樹脂成形体。
- 請求項1~11のいずれか一項に記載の樹脂成形体からなることを特徴とするディスプレイ用保護板。
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WO2015064700A1 (ja) | 2013-10-30 | 2015-05-07 | 東洋製罐グループホールディングス株式会社 | 抗菌性金属超微粒子含有分散液及びその製造方法 |
WO2015076385A1 (ja) | 2013-11-22 | 2015-05-28 | 東洋製罐グループホールディングス株式会社 | 抗菌性を有する硬化性樹脂組成物 |
WO2018116980A1 (ja) | 2016-12-20 | 2018-06-28 | 東洋製罐グループホールディングス株式会社 | 金属微粒子、金属微粒子含有分散液及びその製造方法 |
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JP5882815B2 (ja) * | 2011-04-13 | 2016-03-09 | 日本合成化学工業株式会社 | 樹脂成形体、及びそれを用いてなる積層体 |
EP3229046B1 (en) | 2014-12-05 | 2020-04-29 | Showa Denko K.K. | Light control panel and optical imaging device |
JP2017143035A (ja) * | 2016-02-12 | 2017-08-17 | Jsr株式会社 | 導光板用組成物及び導光板 |
KR102147297B1 (ko) * | 2019-09-30 | 2020-08-24 | 에스케이이노베이션 주식회사 | 윈도우 커버 필름 및 이를 포함하는 플렉서블 디스플레이 패널 |
CN114656762B (zh) * | 2022-04-15 | 2023-08-22 | 佛山市顺德区美的洗涤电器制造有限公司 | 抗菌透明材料及其制备方法、储水容器和洗碗机 |
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Cited By (9)
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WO2015064700A1 (ja) | 2013-10-30 | 2015-05-07 | 東洋製罐グループホールディングス株式会社 | 抗菌性金属超微粒子含有分散液及びその製造方法 |
KR20160075634A (ko) | 2013-10-30 | 2016-06-29 | 도요세이칸 그룹 홀딩스 가부시키가이샤 | 항균성 금속 초미립자 함유 분산액 및 그 제조 방법 |
US10681912B2 (en) | 2013-10-30 | 2020-06-16 | Toyo Seikan Group Holdings, Ltd. | Dispersion solution containing antibacterial ultrafine metal particles and method of producing the same |
WO2015076385A1 (ja) | 2013-11-22 | 2015-05-28 | 東洋製罐グループホールディングス株式会社 | 抗菌性を有する硬化性樹脂組成物 |
KR20160087858A (ko) | 2013-11-22 | 2016-07-22 | 도요세이칸 그룹 홀딩스 가부시키가이샤 | 항균성을 갖는 경화성 수지 조성물 |
US10174208B2 (en) | 2013-11-22 | 2019-01-08 | Toyo Seikan Group Holdings, Ltd. | Curable resin composition having antibacterial power |
WO2018116980A1 (ja) | 2016-12-20 | 2018-06-28 | 東洋製罐グループホールディングス株式会社 | 金属微粒子、金属微粒子含有分散液及びその製造方法 |
KR20190098186A (ko) | 2016-12-20 | 2019-08-21 | 도요세이칸 그룹 홀딩스 가부시키가이샤 | 금속 미립자, 금속 미립자 함유 분산액 및 그 제조 방법 |
US11219947B2 (en) | 2016-12-20 | 2022-01-11 | Toyo Seikan Group Holdings, Ltd. | Fine metal particles, dispersion solution containing fine metal particles, and process for the production thereof |
Also Published As
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CN102449063A (zh) | 2012-05-09 |
KR20120038932A (ko) | 2012-04-24 |
JP2011038081A (ja) | 2011-02-24 |
JP5523948B2 (ja) | 2014-06-18 |
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