Anti-fogging composition, light-transmitting member, optical unit, and method for producing same

Abstract

The purpose of the present invention is to provide: an antifogging composition having excellent antifogging properties; a light-transmitting member; an optical unit; and methods for producing the antifogging composition, the light-transmitting member and the optical unit. The active energy ray-curable antifogging composition comprises a radical reactive material containing a hydrophilic group, a reactive betaine compound, and N-vinyl-2-pyrrolidone, and has a viscosity of 3 to 70 mPa * s.

Description

[Technical Field]

[0001] The present invention relates to an anti-fogging composition, a light-transmissive member, an optical unit, and methods for manufacturing them. [Background Art]

[0002] Transparent synthetic resins such as polycarbonate resin (PC) and polymethyl methacrylate resin (PMMA) are used in various fields such as the outer covers of lamps for automobiles and motorcycles, spectacle lenses, the outer covers of optical sensors, and various liquid crystal panels due to their excellent transparency, moldability, and mechanical properties. However, on the surface of components such as synthetic resins, when the temperature of the surface becomes below the dew point temperature, moisture in the atmosphere condenses into minute water droplets and fogs up. Therefore, there are problems such as a reduction in light transmittance, poor visibility, and malfunction of sensors. To prevent such problems, a composition is coated on the surface of the component, and a hydrophilic cured film formed by curing the composition is formed on the surface of the component to ensure transparency.

[0003] For example, Patent Document 1 discloses an active energy ray-curable anti-fogging composition characterized by containing a hydroxy group-containing (meth)acrylate compound (A), a nonionic anti-fogging agent (B), a mixed accelerator (C) containing a water-containing unsaturated group, and a hydrophilic resin (D). [Prior Art Documents] Patent Documents

[0004] Patent Document 1: Japanese Patent No. 7102957 [Summary of the Invention] Problems to be Solved by the Invention

[0005] However, even when using such an active energy ray-curable anti-fogging composition, there may be insufficient anti-fogging properties and fogging of the component may occur.

[0006] The present invention has been made in view of the above problems, and an object thereof is to provide an anti-fogging composition, a light-transmissive member, an optical unit, and methods for manufacturing them, which have more excellent anti-fogging properties. Means for Solving the Problems

[0007] The anti-fogging composition of the present invention, comprises a radical-reactive material containing a hydrophilic group, a reactive betaine compound, and N-vinyl-2-pyrrolidone. [Brief Description of the Drawings]

[0008] Figure 1 is a conceptual diagram showing the anti-fogging composition and the light-transmissive member of the present invention. Figure 2 is a conceptual diagram showing the optical unit of the present invention. Figure 3 It is a diagram showing a manufacturing process of a light-transmitting member having a cured film formed by curing the anti-fog composition of the present invention. Figure 4 It is a table summarizing the compositions of the examples and comparative examples of the anti-fog composition of the present invention. Figure 5 It is a table summarizing the comparison results of the examples and comparative examples of the anti-fog composition of the present invention. [Detailed Description]

[0009] Embodiments of the present invention will be described. The anti-fog composition 10 of the present invention is a cationic energy-curable anti-fog composition containing a radical-reactive material, a reactive betaine compound, N-vinyl-2-pyrrolidone, and an initiator.

[0010] The anti-fog composition 10 is solvent-free. Herein, "solvent-free" means that the anti-fog composition 10 does not contain a non-reactive volatile organic solvent or substantially does not contain a non-reactive volatile organic solvent. "Substantially does not contain a non-reactive volatile organic solvent" means that when the anti-fog composition 10 is subjected to gas chromatography analysis at 200 °C, the total value of the components detected in the structure without vinyl or acryloyl groups is less than 1% by mass.

[0011] Since the anti-fog composition 10 is solvent-free, when the anti-fog composition 10 is cured, most of it becomes a cured film as an active ingredient. Therefore, the total amount of the anti-fog composition 10 required when coated on the surface of the light-transmitting member 20 can be reduced.

[0012] The radical-reactive material contains a hydrophilic group. As Figure 1 shown, when the anti-fog composition 10 is coated on the surface of the hydrophobic light-transmitting member 20 (e.g., polycarbonate resin), at least a part of the hydrophilic group is disposed on the surface layer of the anti-fog composition 10. Then, the anti-fog composition 10 is cured by a radical reaction, thereby enabling the formation of a cured film having a hydrophilic group on the surface of the light-transmitting member 20.

[0013] Since the hydrophilic group is disposed on the surface of the anti-fog composition 10, the surface of the anti-fog composition 10 has a hydrophilic function. Therefore, the contact angle between the surface of the anti-fog composition 10 and water can be reduced. Therefore, moisture diffuses on the surface of the anti-fog composition 10 to form a water film, and the anti-fog property of the light-transmitting member 20 can be ensured.

[0014] The free-radical reactive material is a free-radical reactive material composed of resin components such as monomers or oligomers. By making the antifogging composition 10 contain the free-radical reactive material, the viscosity of the antifogging composition 10 can be adjusted. Therefore, the antifogging composition 10 can be used for coating without being diluted with an organic solvent. Therefore, in the process of curing the antifogging composition 10 on the surface of the light-transmissive member 20, a heat drying process is not required, and the power consumption during manufacturing can be reduced.

[0015] The content rate of the free-radical reactive material is preferably 70% by mass or more and 90% by mass or less with respect to the total amount of the energy ray-curable antifogging composition 10. By making the content rate of the low-viscosity free-radical reactive material 70% by mass or more with respect to the total amount of the antifogging composition 10, the antifogging composition 10 can be adjusted to a viscosity suitable for spraying even without being diluted with an organic solvent. The viscosity suitable for spraying is, for example, 3 to 70 mPa·s / 25°C.

[0016] In addition, when the content rate of the free-radical reactive material is less than 70% by mass with respect to the total amount of the antifogging composition 10, a sufficient hydrophilic function cannot be ensured on the surface of the cured film, and the light-transmissive member cannot be prevented from fogging. On the other hand, when the content rate of the free-radical reactive material exceeds 90% by mass, sufficient adhesion to the hydrophobic light-transmissive member 20 cannot be ensured.

[0017] As the free-radical reactive material, PEG200 diacrylate, PEG600 diacrylate, pentaerythritol triacrylate, 2-hydroxy-3-acryloyloxypropyl methacrylate, 1,3-diallyloxy-2-propanol, polyethylene glycol diacrylate, triethylene glycol diacrylate, polypropylene glycol diacrylate, polybutylene glycol diacrylate, polyurethane acrylate, etc. can be used. In addition, these free-radical reactive materials can be used alone or in combination of any two or more.

[0018] The betaine compound refers to the following compounds: having a positive charge and a negative charge at non-adjacent positions within the same molecule, not having a dissociable hydrogen atom bonded to the atom having the positive charge, and being electrically neutral as a whole molecule. Among them, the reactive betaine compound refers to a compound containing either a (meth)acryloyl group or a (meth)acrylamide group as a reactive group and containing a carboxybetaine structure or a phosphobetaine structure or a sulfobetaine structure as a betaine structure.

[0019] The betaine structure exhibits high hydrophilicity. Therefore, by including a reactive betaine in the anti-fog composition 10, the hydrophilicity of the anti-fog composition 10 can be further enhanced. By increasing the hydrophilicity of the anti-fog composition 10, when water droplets adhere to the cured film formed by curing the anti-fog composition 10, these water droplets are prone to wetting and spreading on the cured film. Consequently, the anti-fog effect of the cured film can be improved, and the dripping marks caused by water droplets can be reduced.

[0020] The content rate of the reactive betaine compound is preferably 0.1% by mass or more and 10% by mass or less relative to the total amount of the anti-fog composition 10. When the content rate of the reactive betaine compound is less than 0.1% by mass, the hydrophilicity of the anti-fog composition 10 cannot be further improved. On the other hand, when the content rate of the reactive betaine compound exceeds 10% by mass, it causes turbidity of the cured film due to a decrease in solubility.

[0021] As the reactive betaine compound, for example, compounds represented by the following general formulas (I) to (XI) can be used. Specifically, for example, as sulfobetaine monomers, [3-(methacryloylamino)propyl]dimethyl(3-sulfopropyl)ammonium hydroxide inner salt, 3-[[2-(methacryloyloxy)ethyl]-dimethylammonio]propane-1-sulfonate, [4-[[2-(methacryloyloxy)ethyl]dimethylammonio]butane-1-sulfonate, 3-[[2-(acryloyloxy)ethyl]-dimethylammonio]propane-1-sulfonate, bis[2-(methacryloyloxy)ethyl](methyl)ammonio]propane-1-sulfonate, 4-[(3-methacrylamidopropyl)dimethylammonio]butane-1-sulfonate, 3-[(3-acrylamidopropyl)-dimethylammonio]propane-1-sulfonate, etc. represented by the general formulas (I) to (VII) can be used.

[0022] [Chemical formula 1]

[0023] [Chemical formula 2]

[0024] In addition, for example, as carboxybetaine-type monomers, 2-[[2(methacryloyloxy)ethyl]-dimethylammonio]acetate, 3-[(3-acrylamidopropyl)-dimethylammonio]propionate, 3-[(3-acrylamidopropyl)dimethylammonio]propionate, etc. represented by the following general formulas (VIII) to (X) can be used.

[0025] [Chemical formula 3]

[0026] Further, for example, as the phosphobetaine type monomer, 2-methacryloyloxyethyl phosphorylcholine represented by the following general formula (XI) can be used.

[0027] [Chemical Formula 4]

[0028] N-vinyl-2-pyrrolidone is represented by the following general formula (XII).

[0029] [Chemical Formula 5]

[0030] By making the antifogging composition 10 contain N-vinyl-2-pyrrolidone with high solubility, the content rate of the reactive betaine compound in the antifogging composition 10 can be increased. The content ratio of the reactive betaine compound to N-vinyl-2-pyrrolidone is preferably 1:5 to 1:3.

[0031] The content rate of N-vinyl-2-pyrrolidone is preferably 1% by mass or more and 15% by mass or less with respect to the total amount of the antifogging composition 10. When the content rate of N-vinyl-2-pyrrolidone is less than 1% by mass, the solubility of the reactive betaine compound is low, which causes turbidity in the cured film. On the other hand, when the content rate of N-vinyl-2-pyrrolidone exceeds 15% by mass, polyvinylpyrrolidone separates, which causes a decrease in the antifogging property of the cured film.

[0032] The initiator refers to a radical generator that generates highly active radicals by irradiation with ultraviolet rays. These radical species react with resin components such as monomers and / or oligomers through decomposition, etc. The reaction products further react with other resin components, and the reaction proceeds in a chain. Then, the crosslinking reaction proceeds and the molecular weight increases, curing the free radical reactive material to form a cured film.

[0033] The content rate of the initiator is preferably 0.1% by mass or more and 8% by mass or less with respect to the total amount of the antifogging composition 10. When the content rate of the initiator is less than 0.1% by mass, the curing of the antifogging composition is insufficient, resulting in poor curing. On the other hand, when the content rate of the initiator exceeds 8% by mass, the molecular weight does not increase and the strength of the cured film is insufficient.

[0034] As initiators, known compounds such as 1-hydroxycyclohexyl phenyl ketone, 2-hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone, benzophenone, benzoin methyl ether, benzoin propyl ether, diethoxyacetophenone and other ketone-based initiators, 2,2'-azobisisobutyronitrile, azodi-2-methylbutyronitrile, azodidipentanenitrile and other azo-based initiators, tert-butyl peroxyisobutyrate, tert-butyl peroxy-2-ethylhexanoate, tert-amyl peroxy-3,5,5-trimethylhexanoate, tert-butyl peroxyisopropyl carbonate, 2,2-bis(4,4-di-tert-butylperoxycyclohexyl)propane, di-tert-butyl peroxide, di-tert-amyl peroxide and other organic peroxide-based initiators, 2,6-dimethylbenzoyl diphenylphosphine oxide, 2,4,6-trimethylbenzoyl diphenylphosphine oxide and other acylphosphine-based initiators can be used. Among them, radical cleavage initiators such as 1-hydroxycyclohexyl phenyl ketone and 2,4,6-trimethylbenzoyl diphenylphosphine oxide are preferred. In addition, these initiators can be used alone or in combination of two or more.

[0035] In the antifogging composition 10, various additives such as antibacterial agents, antifungal agents, defoaming agents, antioxidants, antistatic agents, and polymerization inhibitors can be contained in addition to the initiator.

[0036] As antibacterial agents, for example, captan, carbendazim, chinomethionat, chlorothalonil, ethirimol, cyprodinil, epoxiconazole, oxfendazole, fenarimol, myclobutanil, furmecyclox, fludioxonil, flumetover, fluquinconazole, sulfametoxazole, flutolanil, chlorothalonil, hexachlorobenzene, hexaconazole, isoconazole, iprodione, kresoxim-methyl, mancozeb, maneb, cymoxanil, mepronil, metconazole, metiram, phthalide, procymidone, propineb, quintozene, tecnazene, thifluzamide, thiophanate-methyl, thiram, tolclofos-methyl, thiabendazole, triadimefon, triadimenol, imazalil, tridemorph can be used. In addition, as inorganic antibacterial agents, for example, silver, copper, zinc, tin, lead, gold, etc. can also be used. In addition, as antibacterial agents of synthetic compounds, for example, polyhexamethylene biguanide, hydrochloride, benzethonium chloride, alkyl polyaminoethyl glycine, benzisothiazolinone, etc. can be used.

[0037] As antifungal agents, for example, sodium dehydroacetate, sodium benzoate, sodium pyrithione-1-oxide, ethyl p-hydroxybenzoate, 1,2-benzisothiazolin-3-one and its salts can be used.

[0038] As an antifoaming agent, for example, fatty acid salts, liquid fatty oil sulfates, higher alcohol sulfates, aliphatic alcohol phosphates, fatty acid amide sulfonates, sulfonates of dibasic fatty acid esters, alkylaryl sulfonates, polyoxyethylene alkyl ethers, polyoxyethylene alkylphenol ethers, polyoxyethylene alkyl esters, sorbitan alkyl esters, polyoxyethylene sorbitan alkyl esters, acrylic polymers, vinyl polymers, organopolysiloxanes, etc. can be used.

[0039] As an antioxidant, for example, phenolic antioxidants, phosphorus antioxidants, sulfur antioxidants, etc. can be used. As phenolic antioxidants, for example, 2,6-di-tert-butyl-p-cresol, stearyl β-(3’,5’-di-tert-butyl-4-hydroxyphenyl) propionate, 1,3,5-trimethyl-2,4,6-tris(3’,5’-di-tert-butyl-4-hydroxybenzyl) benzene, etc. can be used. As phosphorus antioxidants, for example, tris(2,4-di-tert-butylphenyl) phosphite, diphenylmono(2-ethylhexyl) phosphite, 2,2’-methylenebis(4,6-di-tert-butylphenyl)-2-ethylhexyl phosphite, distearyl pentaerythritol diphosphite, tris(monononylphenyl) phosphite, etc. can be used. As sulfur antioxidants, for example, dilauryl 3,3'-thiodipropionate, pentaerythritol tetrakis(3-laurylthiopropionate), etc. can be used.

[0040] As an antistatic agent, for example, various cationic antistatic agents having cationic groups such as primary amino to tertiary amino, quaternary ammonium salts, pyridinium salts, etc.; anionic antistatic agents having anionic groups such as sulfonate groups, sulfate ester groups, phosphate ester groups, phosphonate groups, etc.; amphoteric antistatic agents such as amino acid-based and amino sulfate-based ones; nonionic antistatic agents such as amino alcohol-based, glycerol-based, and polyethylene glycol-based ones; and polymeric antistatic agents obtained by polymerizing the above antistatic agents, etc. can be used.

[0041] A polymerization inhibitor can be added to prevent the double bond reaction. As the polymerization inhibitor, for example, phenol or naphthol derivatives such as hydroquinone (HQ), methyl hydroquinone (MEHQ), 2,6-di-tert-butyl-4-methylphenol (BHT), p-tert-butylcatechol (TBC), 4-methoxy-1-naphthol, etc., phenothiazine derivatives, nitrite salts, etc. can be used.

[0042] Figure 2 An optical unit 50 showing a light-transmitting member 20 having a cured film 11 formed by curing a part of the surface with an antifogging composition 10 is shown. The optical unit 50 has a light-transmitting member 20, a housing 30, and an optical device 40. The optical device 40 is disposed in an internal space 50A defined by the light-transmitting member 20 and the housing 30.

[0043] In the present embodiment, the optical unit 50 is a vehicle headlight unit. In addition, by appropriately changing the light-transmissive member 20 and the optical device 40 included in the optical unit 50, the optical unit 50 can also be used for, for example, a vehicle reverse light unit, a vehicle turn signal unit, an optical sensor unit, a camera, a street lamp, etc.

[0044] In the present embodiment, the light-transmissive member 20 is polycarbonate resin (PC). In addition, depending on the use of the optical unit 50, a hydrophobic synthetic resin such as polymethyl methacrylate resin (PMMA), a hydrophobic material such as glass, etc. can also be used as the light-transmissive member 20.

[0045] In the present embodiment, the optical device 40 is an LED light source. It should be noted that depending on the use of the optical unit 50, the optical device 40 can also be a lighting device such as a fluorescent lamp or an incandescent lamp, a light source of an optical sensor that emits visible light, infrared light, ultraviolet light, or electromagnetic waves, or a light receiving device that detects visible light, infrared light, ultraviolet light, or electromagnetic waves. In addition, the optical device 40 can also be constituted by an optical unit including a light source of an optical sensor and a light receiving device that detects reflected light of light emitted from the light source of the optical sensor.

[0046] Use Figure 3 , the manufacturing method of the light-transmissive member 20 whose surface is partially covered with the cured film 11 formed by curing the anti-fog composition 10 will be described. First, the anti-fog composition 10 is filled into a coating gun (S1). Then, the light-transmissive member 20 to be covered is fixed to a coating jig (S2). The anti-fog composition 10 is coated on the surface of the light-transmissive member 20 so as to have a film thickness of less than 10 μm and be uniform (S3). Ultraviolet rays (activation energy) are irradiated to the anti-fog composition 10 (S4). The anti-fog composition 10 is cured on the surface of the light-transmissive member 20 to form the cured film 11 (S5). As described above, it is possible to manufacture the light-transmissive member 20 whose surface is partially covered with the cured film 11 formed by curing the anti-fog composition 10.

[0047] In addition, with the direction in which the cured film 11 is formed on the light-transmissive member 20 as the inner side, an internal space 50A defined by the light-transmissive member 20 and the housing 30 is formed, and the optical device 40 is arranged in the internal space 50A, whereby the optical unit 50 can be manufactured.

[0048] It should be noted that when the anti-fog composition 10 is coated on the surface of the light-transmissive member 20, it can be coated on a part of the surface of the light-transmissive member 20 or on the entire surface of the light-transmissive member 20. In addition, the method of coating the anti-fog composition 10 is not limited to a coating gun, and a coating method using an inkjet or a dispenser can also be adopted.

[0049] [Modification Example 1] A modification example 1 of the anti-fogging composition 10 of the present embodiment will be described. In addition, for the same structures as those of the anti-fogging composition 10 of the above-described embodiment of the present invention, the description will be appropriately omitted. Modification example 1 of the anti-fogging composition 10 is an energy-curable anti-fogging composition containing a radical-reactive material, a reactive betaine compound, N-vinyl-2-pyrrolidone, an initiator, and a thiol material. That is, it is different from the above-described embodiment in that it contains a thiol material.

[0050] The thiol material refers to a compound containing a polyfunctional thiol group. That is, it is a compound containing a thiol group of bifunctional or higher. By containing a thiol material in the anti-fogging composition 10, oxygen inhibition can be suppressed by a thiol-ene reaction.

[0051] The reaction mechanism of the thiol-ene reaction is shown below. First, ultraviolet rays are irradiated, and the initiator cleaves or undergoes energy transfer (initiation reaction). Then, the initiator extracts an electron from the thiol material and generates a sulfur radical. The sulfur radical attacks the double bond of the monomer of the radical-reactive material to form a radical-reactive material having a thioether crosslink and a radical. This further extracts hydrogen from the thiol material and generates a sulfur radical. Then, the generated sulfur radical attacks the double bond of the monomer of other radical-reactive materials (growth reaction). In this way, the reaction proceeds in a chain, and the anti-fogging composition 10 can be efficiently cured.

[0052] [Chemical Formula 6] Initiation reaction Initiator → I· Growth reaction I· + R-S-H → I-H + R-S·

[0053] By containing a thiol material in the anti-fogging composition 10, curing can be promoted by a dark reaction even in the atmosphere (oxygen atmosphere). The reaction mechanism in an oxygen atmosphere is shown below. First, oxygen reacts with the monomer to generate a peroxy radical. Then, the peroxy radical extracts hydrogen from the thiol, thereby generating a sulfur radical. Next, the above-described growth reaction proceeds through the sulfur radical. Therefore, the anti-fogging composition can be cured even in an oxygen atmosphere.

[0054] [Chemical Formula 7] M· + O2 → M-O-O· M-O-O· + R-S-H → M-O-O-M + R-S·

[0055] By containing a thiol material in the anti-fog composition 10, a thioether crosslinked structure can be formed, improving the flexibility of the cured film. Therefore, the generation of cracks in a low-temperature environment can be suppressed, and the durability can be further improved. Among them, the reason for the improvement of the flexibility of the cured film is that in the thioether crosslinked structure, sulfur atoms can perform movements such as rotation.

[0056] By containing a thiol material in the anti-fog composition 10, curing shrinkage can be suppressed. The reason for the generation of curing shrinkage is that the double bonds of the free radical reactive material are polymerized through free radical polymerization and change into a high molecular weight product connected by single bonds, and the molecular bonding distance becomes shorter. However, by containing a thiol material, the double bonds of the free radical reactive material and thioether crosslinking are formed, thereby suppressing the shortening of the molecular bonding distance. Therefore, the curing shrinkage is suppressed, and the generation of defects such as cracks and warping in the cured film can be suppressed.

[0057] The content rate of the thiol material is preferably 2% by mass or more and 10% by mass or less with respect to the total amount of the anti-fog composition 10. [Examples]

[0058] Hereinafter, the present invention will be further described in detail with reference to Examples and Comparative Examples. It should be noted that the present invention is not limited to these Examples. Figure 4 The compositions of Examples and Comparative Examples of the anti-fog composition of the present invention are summarized and described.

[0059] [Example 1] In a 300 mL separable flask equipped with a stirring paddle, 89 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel-Allnex Co., Ltd.) as a free radical reactive material, 1 part by mass of [3-(methacrylamido)propyl]dimethyl(3-sulfopropyl)ammonium hydroxide inner salt (product name: FOM-03010, manufactured by Fujifilm Wako Pure Chemical Corporation) as a reactive betaine compound, and 5 parts by mass of N-vinyl-2-pyrrolidone (product number: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation) were added. Then, 5 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. It was stirred at room temperature for 30 minutes to obtain 100 parts by mass of the anti-fog composition of Example 1.

[0060] [Example 2] In a 300 mL separable flask equipped with a stirring paddle, 84 parts by mass of PEG200 diacrylate (product name: PEG200DA Daicel-Allne x[Manufactured by [Company Name]] As a free radical reactive material, 1 part by mass of [3-(methacryloylamino)propyl]dimethyl(3-sulfopropyl)ammonium hydroxide inner salt (Product name: FOM-03010, manufactured by Fujifilm Wako Pure Chemical Corporation) as a reactive betaine compound, 5 parts by mass of N-vinyl-2-pyrrolidone (Product number: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), 5 parts by mass of pentaerythritol tetra(3-mercaptobutyrate) (Product name: Karenz Manufactured by Resonac Co., Ltd. as a thiol material. Then, 5 parts by mass of 1-hydroxycyclohexyl phenyl ketone (Product name: Omnirad 184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. It was stirred at room temperature for 30 minutes to obtain 100 parts by mass of the anti-fog composition of Example 2.

[0061] [Example 3] In a 300 mL separable flask equipped with a stirring paddle, 65 parts by mass of PEG200 diacrylate (Product name: PEG200DA, manufactured by Daicel-Allnex Co., Ltd.) and 10 parts by mass of pentaerythritol triacrylate (Product name: Light Acrylate PE-3A, manufactured by Kyoeisha Chemical Co., Ltd.) were added as free radical reactive materials, 2 parts by mass of [3-(methacryloylamino)propyl]dimethyl(3-sulfopropyl)ammonium hydroxide inner salt (Product name: FOM-03010, manufactured by Fujifilm Wako Pure Chemical Corporation) as a reactive betaine compound, 6 parts by mass of N-vinyl-2-pyrrolidone (Product number: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), 10 parts by mass of pentaerythritol tetra(3-mercaptobutyrate) (Product name: Karenz Manufactured by Resonac Co., Ltd. as a thiol material. Then, 7 parts by mass of 1-hydroxycyclohexyl phenyl ketone (Product name: Omnirad 184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. It was stirred at room temperature for 30 minutes to obtain 100 parts by mass of the anti-fog composition of Example 3.

[0062] [Example 4] In a 300 mL separable flask equipped with a stirring paddle, 63 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel-Allnex Co., Ltd.) and 10 parts by mass of 2-hydroxy-3-acryloyloxypropyl methacrylate (product name: Light Ester G-201P, manufactured by Kyoeisha Chemical Co., Ltd.) were added as free-radical reactive materials, 3 parts by mass of [3-(methacryloylamino)propyl]dimethyl(3-sulfopropyl)ammonium hydroxide inner salt (product name: FOM-03010, manufactured by Fujifilm Wako Pure Chemical Corporation) was added as a reactive betaine compound, 9 parts by mass of N-vinyl-2-pyrrolidone (product number: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 10 parts by mass of pentaerythritol tetra(3-mercaptobutyrate) (product name: Karenz manufactured by Resonac Co., Ltd., PE1) was added as a thiol material. Then, 5 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad 184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. It was stirred at room temperature for 30 minutes to obtain 100 parts by mass of the anti-fogging composition of Example 4.

[0063] [Example 5] In a 300 mL separable flask equipped with a stirring paddle, 62 parts by mass of PEG600 diacrylate (product name: EBECRYL 11, manufactured by Daicel-Allnex Co., Ltd.) and 8 parts by mass of 2-hydroxy-3-acryloyloxypropyl methacrylate (product name: Light Ester G-201P, manufactured by Kyoeisha Chemical Co., Ltd.) were added as free-radical reactive materials, 4 parts by mass of [3-(methacryloylamino)propyl]dimethyl(3-sulfopropyl)ammonium hydroxide inner salt (product name: FOM-03010, manufactured by Fujifilm Wako Pure Chemical Corporation) was added as a reactive betaine compound, 15 parts by mass of N-vinyl-2-pyrrolidone (product number: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 7 parts by mass of pentaerythritol tetra(3-mercaptobutyrate) (product name: Karenz manufactured by Resonac Co., Ltd., PE1) was added as a thiol material. Then, 4 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad 184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. It was stirred at room temperature for 30 minutes to obtain 100 parts by mass of the anti-fogging composition of Example 5.

[0064] [Example 6] In a 300 mL separable flask equipped with a stirring paddle, 63 parts by mass of PEG200 diacrylate (product name: PEG200DA manufactured by Daicel-Allnex Co., Ltd.) and 10 parts by mass of 2-hydroxy-3-acryloyloxypropyl methacrylate (product name: Light Ester G-201P manufactured by Kyoeisha Chemical Co., Ltd.) are added as free-radical reactive materials, 3 parts by mass of [3-(methacryloylamino)propyl]dimethyl(3-sulfopropyl)ammonium hydroxide inner salt (product name: FOM-03010 manufactured by Fujifilm Wako Pure Chemical Corporation) is added as a reactive betaine compound, 9 parts by mass of N-vinyl-2-pyrrolidone (product number: 224-01282 manufactured by Fujifilm Wako Pure Chemical Corporation), and 10 parts by mass of trimethylolpropane tris(3-mercaptobutyrate) (product name: Karenz manufactured by TPMB Co., Ltd., Resonac) is added as a thiol material. Then, 5 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad184 manufactured by Sanyo Trading Co., Ltd.) is added as an initiator. It is stirred at room temperature for 30 minutes to obtain 100 parts by mass of the anti-fog composition of Example 6.

[0065] [Example 7] In a 300 mL separable flask equipped with a stirring paddle, 65 parts by mass of PEG200 diacrylate (product name: PEG200DA manufactured by Daicel-Allnex Co., Ltd.) and 10 parts by mass of 1,3-diallyloxy-2-propanol (product number: D2146 manufactured by Tokyo Chemical Industry Co., Ltd.) are added as free-radical reactive materials, 2 parts by mass of [3-(methacryloylamino)propyl]dimethyl(3-sulfopropyl)ammonium hydroxide inner salt (product name: FOM-03010 manufactured by Fujifilm Wako Pure Chemical Corporation) is added as a reactive betaine compound, 6 parts by mass of N-vinyl-2-pyrrolidone (product number: 224-01282 manufactured by Fujifilm Wako Pure Chemical Corporation), and 10 parts by mass of pentaerythritol tetra(3-mercaptobutyrate) (product name: Karenz manufactured by PE1 Co., Ltd., Resonac) is added as a thiol material. Then, 7 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad184 manufactured by Sanyo Trading Co., Ltd.) is added as an initiator. It is stirred at room temperature for 30 minutes to obtain 100 parts by mass of the anti-fog composition of Example 7.

[0066] [Example 8] In a 300 mL separable flask equipped with a stirrer, 63 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel-Allnex Co., Ltd.) and 10 parts by mass of 2-hydroxy-3-acryloyloxypropyl methacrylate (product name: Light Ester G-201P, manufactured by Kyoeisha Chemical Co., Ltd.) were added as free-radical reactive materials, 3 parts by mass of [3-(methacryloylamino)propyl]dimethyl(3-sulfopropyl)ammonium hydroxide inner salt (product name: FOM-03010, manufactured by Fujifilm Wako Pure Chemical Corporation) was added as a reactive betaine compound, 9 parts by mass of N-vinyl-2-pyrrolidone (product number: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 10 parts by mass of pentaerythritol tetra(3-mercaptobutyrate) (product name: Karenz manufactured by Resonac Co., Ltd., PE1) was added as a thiol material. Then, 5 parts by mass of 2-hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone (product number: H1361, manufactured by Tokyo Chemical Industry Co., Ltd.) was added as an initiator. It was stirred at room temperature for 30 minutes to obtain 100 parts by mass of the anti-fogging composition of Example 8.

[0067] [Example 9] In a 300 mL separable flask equipped with a stirrer, 63 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel-Allnex Co., Ltd.) and 10 parts by mass of 2-hydroxy-3-acryloyloxypropyl methacrylate (product name: Light Ester G-201P, manufactured by Kyoeisha Chemical Co., Ltd.) were added as free-radical reactive materials, 3 parts by mass of [3-(methacryloylamino)propyl]dimethyl(3-sulfopropyl)ammonium hydroxide inner salt (product name: FOM-03010, manufactured by Fujifilm Wako Pure Chemical Corporation) was added as a reactive betaine compound, 9 parts by mass of N-vinyl-2-pyrrolidone (product number: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 10 parts by mass of pentaerythritol tetra(3-mercaptobutyrate) (product name: Karenz manufactured by Resonac Co., Ltd., PE1) was added as a thiol material. Then, 3 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad184, manufactured by Sanyo Trading Co., Ltd.) and 2 parts by mass of 2-hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone (product number: H1361, manufactured by Tokyo Chemical Industry Co., Ltd.) were added as initiators. It was stirred at room temperature for 30 minutes to obtain 100 parts by mass of the anti-fogging composition of Example 9.

[0068] [Example 10] In a 300 mL separable flask equipped with a stirrer, 53 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel-Allnex Co., Ltd.) and 17 parts by mass of 2-hydroxy-3-acryloyloxypropyl methacrylate (product name: Light Ester G-201P, manufactured by Kyoeisha Chemical Co., Ltd.) are added as free-radical reactive materials, 10 parts by mass of [3-(methacrylamino)propyl]dimethyl(3-sulfopropyl)ammonium hydroxide inner salt (product name: FOM-03010, manufactured by Tokyo Chemical Industry Co., Ltd.) is added as a reactive betaine compound, 15 parts by mass of N-vinyl-2-pyrrolidone (product number: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 3 parts by mass of trimethylolpropane tris(3-mercaptobutyrate) (product name: Karenz TPMB Co., Ltd., manufactured by Resonac) is added as a thiol material. Then, 2 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad 184, manufactured by Sanyo Trading Co., Ltd.) is added as an initiator. It is stirred at room temperature for 30 minutes to obtain 100 parts by mass of the anti-fog composition of Example 10.

[0069] [Example 11] In a 300 mL separable flask equipped with a stirrer, 70 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel-Allnex Co., Ltd.) and 16 parts by mass of 2-hydroxy-3-acryloyloxypropyl methacrylate (product name: Light Ester G-201P, manufactured by Kyoeisha Chemical Co., Ltd.) are added as free-radical reactive materials, 0.1 parts by mass of [3-(methacrylamino)propyl]dimethyl(3-sulfopropyl)ammonium hydroxide inner salt (product name: FOM-03010, manufactured by Tokyo Chemical Industry Co., Ltd.) is added as a reactive betaine compound, 6.9 parts by mass of N-vinyl-2-pyrrolidone (product number: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 2 parts by mass of trimethylolpropane tris(3-mercaptobutyrate) (product name: Karenz TPMB Co., Ltd., manufactured by Resonac) is added as a thiol material. Then, 5 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad 184, manufactured by Sanyo Trading Co., Ltd.) is added as an initiator. It is stirred at room temperature for 30 minutes to obtain 100 parts by mass of the anti-fog composition of Example 11.

[0070] [Example 12] In a 300 mL separable flask equipped with a stirring paddle, 87 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel-Allnex Co., Ltd.) was added as a free-radical reactive material, 0.5 part by mass of [3-(methacrylamido)propyl]dimethyl(3-sulfopropyl)ammonium hydroxide inner salt (product name: FOM-03010, manufactured by Tokyo Chemical Industry Co., Ltd.) was added as a reactive betaine compound, 1 part by mass of N-vinyl-2-pyrrolidone (product number: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 6.5 parts by mass of pentaerythritol tetra(3-mercaptobutyrate) (product name: Karenz manufactured by Resonac Co., Ltd., PE1) was added as a thiol material. Then, 5 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad 184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. It was stirred at room temperature for 30 minutes to obtain 100 parts by mass of the anti-fog composition of Example 12.

[0071] [Example 13] In a 300 mL separable flask equipped with a stirring paddle, 63 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel-Allnex Co., Ltd.) and 10 parts by mass of 2-hydroxy-3-acryloyloxypropyl methacrylate (product name: Light Ester G-201P, manufactured by Kyoeisha Chemical Co., Ltd.) were added as free-radical reactive materials, 3 parts by mass of 2-methacryloyloxyethyl phosphorylcholine (product name: M2005, manufactured by Tokyo Chemical Industry Co., Ltd.) was added as a reactive betaine compound, 9 parts by mass of N-vinyl-2-pyrrolidone (product number: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 10 parts by mass of trimethylolpropane tris(3-mercaptobutyrate) (product name: Karenz manufactured by Resonac Co., Ltd., TPMB) was added as a thiol material. Then, 5 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad 184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. It was stirred at room temperature for 30 minutes to obtain 100 parts by mass of the anti-fog composition of Example 13.

[0072] [Example 14] In a 300 mL separable flask equipped with a stirring paddle, 63 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel-Allnex Co., Ltd.) and 10 parts by mass of 2-hydroxy-3-acryloyloxypropyl methacrylate (product name: Light Ester G-201P, manufactured by Kyoeisha Chemical Co., Ltd.) were added as free-radical reactive materials, 3 parts by mass of 3-[[2-(methacryloyloxy)ethyl]-dimethylammonio]propane-1-sulfonate (product name: M1971, manufactured by Tokyo Chemical Industry Co., Ltd.) was added as a reactive betaine compound, 9 parts by mass of N-vinyl-2-pyrrolidone (product number: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 10 parts by mass of trimethylolpropane tris(3-mercaptobutyrate) (product name: Karenz manufactured by TPMB Co., Ltd., Resonac) was added as a thiol material. Then, 5 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad 184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. It was stirred at room temperature for 30 minutes to obtain 100 parts by mass of the anti-fog composition of Example 14.

[0073] [Example 15] In a 300 mL separable flask equipped with a stirring paddle, 63 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel-Allnex Co., Ltd.) and 10 parts by mass of 2-hydroxy-3-acryloyloxypropyl methacrylate (product name: Light Ester G-201P, manufactured by Kyoeisha Chemical Co., Ltd.) were added as free-radical reactive materials, 3 parts by mass of 2-[[2(methacryloyloxy)ethyl]-dimethylammonio]acetate (product name: M3185, manufactured by Tokyo Chemical Industry Co., Ltd.) was added as a reactive betaine compound, 9 parts by mass of N-vinyl-2-pyrrolidone (product number: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 10 parts by mass of trimethylolpropane tris(3-mercaptobutyrate) (product name: Karenz manufactured by TPMB Co., Ltd., Resonac) was added as a thiol material. Then, 5 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad 184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. It was stirred at room temperature for 30 minutes to obtain 100 parts by mass of the anti-fog composition of Example 15.

[0074] [Example 16] In a 300 mL separable flask equipped with a stirring paddle, 63 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel-Allnex Co., Ltd.) and 10 parts by mass of 2-hydroxy-3-acryloyloxypropyl methacrylate (product name: Light Ester G-201P, manufactured by Kyoeisha Chemical Co., Ltd.) are added as free-radical reactive materials, 3 parts by mass of 3-[(3-acrylamidopropyl)-dimethylammonium] propionate (product name: A3279, manufactured by Tokyo Chemical Industry Co., Ltd.) is added as a reactive betaine compound, 9 parts by mass of N-vinyl-2-pyrrolidone (product number: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 10 parts by mass of trimethylolpropane tris(3-mercaptobutyrate) (product name: Karenz manufactured by TPMB Co., Ltd., Resonac) is added as a thiol material. Then, 5 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad184, manufactured by Sanyo Trading Co., Ltd.) is added as an initiator. It is stirred at room temperature for 30 minutes to obtain 100 parts by mass of the anti-fog composition of Example 16.

[0075] [Example 17] In a 300 mL separable flask equipped with a stirring paddle, 63 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel-Allnex Co., Ltd.) and 10 parts by mass of 2-hydroxy-3-acryloyloxypropyl methacrylate (product name: Light Ester G-201P, manufactured by Kyoeisha Chemical Co., Ltd.) are added as free-radical reactive materials, 3 parts by mass of 3-[[2-(acryloyloxy)ethyl]-dimethylammonio] propane-1-sulfonate (product name: A3367, manufactured by Tokyo Chemical Industry Co., Ltd.) is added as a reactive betaine compound, 9 parts by mass of N-vinyl-2-pyrrolidone (product number: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 10 parts by mass of trimethylolpropane tris(3-mercaptobutyrate) (product name: Karenz manufactured by TPMB Co., Ltd., Resonac) is added as a thiol material. Then, 5 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad184, manufactured by Sanyo Trading Co., Ltd.) is added as an initiator. It is stirred at room temperature for 30 minutes to obtain 100 parts by mass of the anti-fog composition of Example 17.

[0076] [Example 18] In a 300 mL separable flask equipped with a stirring paddle, 63 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel-Allnex Co., Ltd.) and 10 parts by mass of 2-hydroxy-3-acryloyloxypropyl methacrylate (product name: Light Ester G-201P, manufactured by Kyoeisha Chemical Co., Ltd.) were added as free-radical reactive materials, 3 parts by mass of 3-[(3-acrylamidopropyl)-dimethylammonio]propane-1-sulfonate (product name: A3361, manufactured by Tokyo Chemical Industry Co., Ltd.) was added as a reactive betaine compound, 9 parts by mass of N-vinyl-2-pyrrolidone (product number: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 10 parts by mass of trimethylolpropane tris(3-mercaptobutyrate) (product name: Karenz TPMB, manufactured by Resonac Co., Ltd.) was added as a thiol material. Then, 5 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad 184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. It was stirred at room temperature for 30 minutes to obtain 100 parts by mass of the anti-fog composition of Example 18.

[0077] [Comparative Example 1] In a 300 mL separable flask equipped with a stirring paddle, 90 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel-Allnex Co., Ltd.) was added as a free-radical reactive material. Then, 10 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad 184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. It was stirred at room temperature for 30 minutes to obtain 100 parts by mass of the anti-fog composition of Comparative Example 1. That is, the anti-fog composition of Comparative Example 1 is an anti-fog composition that does not contain a reactive betaine compound and N-vinyl-2-pyrrolidone.

[0078] [Comparative Example 2] In a 300 mL separable flask equipped with a stirring paddle, 64 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel-Allnex Co., Ltd.) and 17 parts by mass of 2-hydroxy-3-acryloyloxypropyl methacrylate (product name: Light Ester G-201P, manufactured by Kyoeisha Chemical Co., Ltd.) were added as free-radical reactive materials, 10 parts by mass of [3-(methacrylamido)propyl]dimethyl(3-sulfopropyl)ammonium hydroxide inner salt (product name: FOM-03010, manufactured by Tokyo Chemical Industry Co., Ltd.) was added as a reactive betaine compound, 3 parts by mass of trimethylolpropane tris(3-mercaptobutyrate) (product name: Karenz TPMB Co., Ltd. (manufactured by Resonac) was used as the thiol material. Then, 6 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad 184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. It was stirred at room temperature for 30 minutes, thereby obtaining 100 parts by mass of the anti-fog composition of Comparative Example 2. That is, the anti-fog composition of Comparative Example 2 is an anti-fog composition that does not contain N-vinyl-2-pyrrolidone.

[0079] [Comparative Example 3] In a 300 mL separable flask equipped with a stirring paddle, 63 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel-Allnex Co., Ltd.) and 20 parts by mass of 2-hydroxy-3-acryloyloxypropyl methacrylate (product name: Light Ester G-201P, manufactured by Kyoeisha Chemical Co., Ltd.) were added as free-radical reactive materials, 9 parts by mass of N-vinyl-2-pyrrolidone (product number: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), 3 parts by mass of trimethylolpropane tris(3-mercaptobutyrate) (product name: Karenz TPMB Co., Ltd. (manufactured by Resonac) was used as the thiol material. Then, 5 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad 184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. It was stirred at room temperature for 30 minutes, thereby obtaining 100 parts by mass of the anti-fog composition of Comparative Example 3. That is, the anti-fog composition of Comparative Example 3 is an anti-fog composition that does not contain a reactive betaine compound.

[0080] [Comparative Example 4] In a 300 mL separable flask equipped with a stirring paddle, 53 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel-Allnex Co., Ltd.) and 20 parts by mass of 2-hydroxy-3-acryloyloxypropyl methacrylate (product name: Light Ester G-201P, manufactured by Kyoeisha Chemical Co., Ltd.) were added as free-radical reactive materials, 10 parts by mass of a non-reactive betaine compound (CAS registration number: 107-43-7, manufactured by Fujifilm Wako Pure Chemical Corporation), 9 parts by mass of N-vinyl-2-pyrrolidone (product number: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), 3 parts by mass of trimethylolpropane tris(3-mercaptobutyrate) (product name: Karenz TPMB Co., Ltd. (manufactured by Resonac) as the thiol material. Then, 5 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad 184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. It was stirred at room temperature for 30 minutes to obtain 100 parts by mass of the anti-fog composition of Comparative Example 4. That is, the anti-fog composition of Comparative Example 4 is an anti-fog composition containing a free-radical reactive material, a non-reactive betaine compound, N-vinyl-2-pyrrolidone, and a thiol material.

[0081] [Comparative Example 5] In a 300 mL separable flask equipped with a stirring paddle, 57 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel-Allnex Co., Ltd.) and 10 parts by mass of 2-hydroxy-3-acryloyloxypropyl methacrylate (product name: Light Ester G-201P, manufactured by Kyoeisha Chemical Co., Ltd.) were added as free-radical reactive materials, 12 parts by mass of 3-[(3-acrylamidopropyl)-dimethylammonium] propionate (product name: A3279, manufactured by Tokyo Chemical Industry Co., Ltd.) as a reactive betaine compound, 13 parts by mass of N-vinyl-2-pyrrolidone (product number: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), 4 parts by mass of trimethylolpropane tris(3-mercaptobutyrate) (product name: Karenz TPMB Co., Ltd. (manufactured by Resonac) as the thiol material. Then, 4 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad 184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. It was stirred at room temperature for 30 minutes to obtain 100 parts by mass of the anti-fog composition of Comparative Example 5. That is, the anti-fog composition of Comparative Example 5 is an anti-fog composition in which the content rate of the reactive betaine compound relative to the anti-fog composition exceeds 10%.

[0082] [Comparative Example 6] In a 300 mL separable flask equipped with a stirring paddle, 76.92 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel-Allnex Co., Ltd.) and 12 parts by mass of 2-hydroxy-3-acryloyloxypropyl methacrylate (product name: Light Ester G-201P, manufactured by Kyoeisha Chemical Co., Ltd.) are added as free-radical reactive materials, 0.08 parts by mass of 3-[(3-acrylamidopropyl)-dimethylammonium] propionate (product name: A3279, manufactured by Tokyo Chemical Industry Co., Ltd.) is added as a reactive betaine compound, 3 parts by mass of N-vinyl-2-pyrrolidone (product number: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 4 parts by mass of trimethylolpropane tris(3-mercaptobutyrate) (product name: Karenz manufactured by TPMB Co., Ltd., Resonac) is added as a thiol material. Then, 4 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad 184, manufactured by Sanyo Trading Co., Ltd.) is added as an initiator. It is stirred at room temperature for 30 minutes to obtain 100 parts by mass of the anti-fog composition of Comparative Example 6. That is, the anti-fog composition of Comparative Example 6 is an anti-fog composition in which the content rate of the reactive betaine compound relative to the anti-fog composition is less than 0.1%.

[0083] [Comparative Example 7] In a 300 mL separable flask equipped with a stirring paddle, 60 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel-Allnex Co., Ltd.) and 10 parts by mass of 2-hydroxy-3-acryloyloxypropyl methacrylate (product name: Light Ester G-201P, manufactured by Kyoeisha Chemical Co., Ltd.) are added as free-radical reactive materials, 3 parts by mass of 3-[(3-acrylamidopropyl)-dimethylammonium] propionate (product name: A3279, manufactured by Tokyo Chemical Industry Co., Ltd.) is added as a reactive betaine compound, 17 parts by mass of N-vinyl-2-pyrrolidone (product number: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 5 parts by mass of trimethylolpropane tris(3-mercaptobutyrate) (product name: Karenz manufactured by TPMB Co., Ltd., Resonac) is added as a thiol material. Then, 5 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad 184, manufactured by Sanyo Trading Co., Ltd.) is added as an initiator. It is stirred at room temperature for 30 minutes to obtain 100 parts by mass of the anti-fog composition of Comparative Example 7. That is, the anti-fog composition of Comparative Example 7 is an anti-fog composition in which the content rate of N-vinyl-2-pyrrolidone relative to the anti-fog composition exceeds 15%.

[0084] [Comparative Example 8] In a 300 mL separable flask equipped with a stirring paddle, 76.2 parts by mass of PEG200 diacrylate (product name: PEG200DA manufactured by Daicel-Allnex Co., Ltd.) and 7 parts by mass of 2-hydroxy-3-acryloyloxypropyl methacrylate (product name: Light Ester G-201P manufactured by Kyoeisha Chemical Co., Ltd.) were added as free-radical reactive materials, 6 parts by mass of 3-[(3-acrylamidopropyl)-dimethylammonium] propionate (product name: A3279 manufactured by Tokyo Chemical Industry Co., Ltd.) was added as a reactive betaine compound, 0.8 parts by mass of N-vinyl-2-pyrrolidone (product number: 224-01282 manufactured by Fujifilm Wako Pure Chemical Corporation), and 5 parts by mass of trimethylolpropane tris(3-mercaptobutyrate) (product name: Karenz TPMB manufactured by Resonac Co., Ltd.) was added as a thiol material. Then, 5 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad184 manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. It was stirred at room temperature for 30 minutes to obtain 100 parts by mass of the anti-fog composition of Comparative Example 8. That is, the anti-fog composition of Comparative Example 8 is an anti-fog composition in which the content rate of N-vinyl-2-pyrrolidone relative to the anti-fog composition is less than 1%.

[0085] [Comparative Example 9] In a 300 mL separable flask equipped with a stirring paddle, 69 parts by mass of PEG600 diacrylate (product name: EBECRYL 11 manufactured by Daicel-Allnex Co., Ltd.) was added as a free-radical reactive material, 6 parts by mass of [3-(methacrylamido)propyl] dimethyl(3-sulfopropyl) ammonium hydroxide inner salt (product name: FOM-03010 manufactured by Fujifilm Wako Pure Chemical Corporation) was added as a reactive betaine compound, 10 parts by mass of N-vinyl-2-pyrrolidone (product number: 224-01282 manufactured by Fujifilm Wako Pure Chemical Corporation), and 10 parts by mass of pentaerythritol tetra(3-mercaptobutyrate) (product name: Karenz PE1 manufactured by Resonac Co., Ltd.) was added as a thiol material. Then, 5 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad184 manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. It was stirred at room temperature for 30 minutes to obtain 100 parts by mass of the anti-fog composition of Comparative Example 9.

[0086] (Evaluation of Dissolution) Each test piece with the anti-fog composition of Examples 1 to 18 or Comparative Examples 1 to 9 cured on its surface was placed on a hot plate heated to 90°C, and 20 μL of pure water heated to 50°C was dropped onto the test piece. Then, the drop marks seen after the pure water evaporated were visually confirmed, and the dissolution property was evaluated in five grades from A to E. It was evaluated as A when no trace of the dissolved component was seen, as B when a part of the trace of the dissolved component was seen, as C when the trace of the dissolved component spread thinly, as D when the trace of the dissolved component was clearly seen, and as E when light could not pass through due to the dissolved component. Figure 5 The evaluation results of the dissolution properties of Examples 1 to 18 and Comparative Examples 1 to 9 are collectively shown.

[0087] (Evaluation of anti-fog property) Each test piece with the anti-fog composition of Examples 1 to 18 or Comparative Examples 1 to 9 cured on its surface was immersed in warm water at 40°C for 240 hours. Then, it was dried at room temperature, and exhaled breath was blown onto the test piece at normal temperature. The surface area of the test piece where fogging occurred was visually confirmed, and the anti-fog property was evaluated in five grades from A to E. It was evaluated as A when no fogging occurred on the test piece, as B when fogging occurred on about 10% of the surface area of the test piece, as C when fogging occurred on about 50% of the surface area of the test piece, as D when fogging occurred on about 80% of the surface area of the test piece, and as E when fogging occurred on the entire surface area of the test piece. Figure 5 The evaluation results of the anti-fog properties of Examples 1 to 18 and Comparative Examples 1 to 9 are collectively shown.

[0088] (Evaluation of the state in a low-temperature environment) Each test piece with the anti-fog composition of Examples 1 to 18 or Comparative Examples 1 to 9 cured on its surface was placed in a freezer at -40°C for 240 hours. Then, it was restored to room temperature, and the state of the cured film was visually confirmed, and the state in a low-temperature environment was evaluated in five grades from A to E. It was evaluated as A when there were neither cracks nor fissures in the cured film, as B when there were no cracks in the cured film but slight fissures were observed, as C when there were no cracks in the cured film but fissures were observed, as D when cracks and fissures were observed on a part of the cured film, and as E when large cracks were observed in the cured film. Figure 5 The evaluation results of the states of Examples 1 to 18 and Comparative Examples 1 to 9 in a low-temperature environment are collectively shown.

[0089] (Evaluation of the content rate of non-reactive volatile organic solvents) The gas chromatography analysis at 200 °C was performed on the anti-fogging compositions of Examples 1 to 18 or the anti-fogging compositions of Comparative Examples 1 to 9, and the total value of the components detected in the structure without vinyl or acryloyl groups was determined. When the total value was less than 1% by mass, it was evaluated as A; when the total value was 1% by mass or more and less than 10% by mass, it was evaluated as B; when the total value was 10% by mass or more and less than 30% by mass, it was evaluated as C; when the total value was 30% by mass or more and less than 50% by mass, it was evaluated as D; when the total value was 50% by mass or more, it was evaluated as E. Figure 5 The evaluation results of the contents of the non-reactive volatile organic solvents of Examples 1 to 18 and Comparative Examples 1 to 9 are summarized.

[0090] (Evaluation of ejectability) The evaluation was carried out by measuring the viscosities of the anti-fogging compositions of Examples 1 to 18 or the anti-fogging compositions of Comparative Examples 1 to 9, respectively. The viscosity was measured using an E-type viscometer (product name: TVE-22L manufactured by Toki Sangyo Co., Ltd.) and measured according to JIS K2283. When the viscosity was 3 mPa·s or more and less than 30 mPa·s, it was evaluated as A; when the viscosity was 30 mPa·s or more and less than 40 mPa·s, it was evaluated as B; when the viscosity was 40 mPa·s or more and less than 60 mPa·s, it was evaluated as C; when the viscosity was 60 mPa·s or more and less than 80 mPa·s, it was evaluated as D; when the viscosity was 80 mPa·s or more, it was evaluated as E. Figure 5 The evaluation results of the ejectability of Examples 1 to 18 and Comparative Examples 1 to 9 are summarized.

[0091] From Figure 5 it can be seen that according to Examples 1 to 18 of the anti-fogging composition containing a free radical reactive material, a reactive betaine compound, and N-vinyl-2-pyrrolidone, excellent solubility and anti-fogging properties can be ensured, and the generation of cracks in the cured film under low-temperature environments can be suppressed. That is, a cured film with excellent anti-fogging and durability can be formed. In addition, in this specification, "excellent solubility" means that the components contained in the anti-fogging composition are not easily dissolved.

[0092] According to the results of Examples 2 to 18, in the case of containing a thiol material, in the state evaluation under a low-temperature environment, there are no cracks on the cured film, or even if there are, they are slight cracks. From this, it can be seen that the generation of cracks under a low-temperature environment can be further suppressed.

[0093] In contrast, according to Comparative Example 1 of the anti-fog composition containing a free radical-reactive material and an initiator, in the evaluation of the elution property, light could not pass through due to the eluted components, so sufficient elution performance could not be ensured. In addition, in the evaluation of the anti-fog property, the entire surface area of the test piece fogged up, so sufficient anti-fog property could not be ensured. Moreover, it was found that in the state evaluation under a low-temperature environment, large cracks were observed on the cured film, so sufficient durability under a low-temperature environment could not be ensured.

[0094] As described above, the anti-fog composition according to the present invention, as well as the light-transmissive member and the optical unit using the anti-fog composition, can ensure excellent anti-fog property and durability. [Symbol description]

[0095] 10: Anti-fog composition; 11: Cured film; 20: Light-transmissive member; 30: Housing; 40: Optical device; 50: Optical unit.

Claims

1. An active energy ray-curable anti-fog composition, characterized in that: The invention comprises a free radical reactive material containing a hydrophilic group, a reactive betaine compound and N-vinyl-2-pyrrolidone, and has a viscosity of 3 mPa·s to 70 mPa·s.

2. The anti-fog composition according to claim 1, characterized in that The content of the radical reactive material is 70 to 90%, the content of the reactive betaine compound is 0.1 to 10%, the content of the N-vinyl-2-pyrrolidone is 1 to 15%, and the total content of the radical reactive material, the reactive betaine compound and the N-vinyl-2-pyrrolidone is 92 to 100%.

3. The anti-fog composition according to claim 1, characterized in that Contains a thiol material, wherein the content of the thiol material is 2 to 10%, The total content of the radical reactive material, the reactive betaine compound, the N-vinyl-2-pyrrolidone, and the thiol material is 92 to 100%.

4. A light-transmitting component, characterized in that: At least a part of the surface is covered with a cured film formed by curing the anti-fogging composition according to any one of claims 1 to 3.

5. An optical unit, characterized in that: have: The light-transmitting component according to claim 4; a housing; and An optical device is arranged in an internal space defined by the light-transmitting member and the casing.

6. The optical unit according to claim 5, characterized in that The optical unit is a vehicle headlamp unit having a light emitting device as the optical equipment.

7. A method for producing a light-transmitting member having a cured film, characterized in that: The manufacturing method comprises the following steps: The anti-fog composition according to claim 1 is cured on the inner surface of the light-transmitting member using active energy to form the cured film.

8. A method for manufacturing an optical unit, the optical unit comprising: a light-transmitting member having a cured film; a housing; and An optical device is arranged in an internal space defined by the light-transmitting component and the housing, wherein: The manufacturing method is characterized in that it comprises the following steps: The anti-fog composition according to claim 1 is cured on the inner surface of the light-transmitting member using active energy to form the cured film.

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