Anti-fogging composition, translucent member, optical unit, and methods for producing them

Abstract

To provide an anti-fogging composition having excellent anti-fogging properties, a translucent member, and an optical unit, and methods for producing them.SOLUTION: An active energy ray-curable anti-fogging composition includes a radically reactive material including a hydrophilic group, a reactive betaine compound, and N-vinyl-2-pyrrolidone, and has a viscosity of 3 mPa s to 70 mPa s.SELECTED DRAWING: Figure 2

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 excellent in transparency, moldability, and mechanical properties, and thus are used in many fields such as covers for lamps of automobiles and motorcycles, lenses for glasses, covers for optical sensors, and various liquid crystal panels. However, on the surface of members such as synthetic resins, when the surface temperature becomes equal to or lower than the dew point temperature, moisture in the atmosphere condenses into fine water droplets and fogging occurs. Therefore, there is a problem of reducing the light transmittance, causing poor visibility and malfunction of sensors and the like. To prevent such problems, a composition is applied to the surface of the member, and a hydrophilic cured film obtained by curing the composition is formed on the surface of the member to ensure transparency.

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

Prior Art Documents

Patent Documents

[0004]

Patent Document 1

Summary of the Invention

Problems to be Solved by the Invention

[0005] However, even when such an active energy ray-curable anti-fogging composition is used, there is a concern that the anti-fogging property may be insufficient and fogging of the member may occur.

[0006] The object of the present invention has been made in view of the above points, and an object thereof is to provide an anti-fogging composition, a light-transmitting 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 contains 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

Figure 2

Figure 3

Figure 4

Figure 5

Modes for Carrying Out the Invention

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

[0010] The anti-fogging composition 10 is a solvent-free type. Here, "solvent-free type" means that the anti-fogging 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-fogging composition 10 is subjected to gas chromatography analysis at 200°C, the total value of the components detected with a structure not containing a vinyl group or an acryloyl group is less than 1% by mass.

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

[0012] The radical-reactive material contains a hydrophilic group. As shown in FIG. 1, when the anti-fog composition 10 is applied to the surface of the hydrophobic transparent member 20 (for example, a polycarbonate resin), at least a part of the hydrophilic group is arranged in the surface layer of the anti-fog composition 10. Then, by curing the anti-fog composition 10 by a radical reaction, a cured film having a hydrophilic group can be formed on the surface of the transparent member 20.

[0013] Since the hydrophilic group is arranged 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 of the surface of the anti-fog composition 10 with water can be reduced. Thus, by the diffusion of moisture on the surface of the anti-fog composition 10, a water film is formed, and the anti-fog property of the light-transmissive member 20 can be ensured.

[0014] The radical-reactive material is a radical-reactive material composed of a resin component such as a monomer or an oligomer. By including the radical-reactive material in the anti-fog composition 10, the viscosity of the anti-fog composition 10 can be adjusted. Therefore, the anti-fog composition 10 can be used for coating without being diluted with an organic solvent. Thus, in the step of curing the anti-fog composition 10 on the surface of the light-transmissive member 20, a heat drying step becomes unnecessary, and the power consumption during manufacturing can be reduced.

[0015] The content rate of the radical-reactive material is preferably 70% by mass or more and 90% by mass or less with respect to the total amount of the active energy ray-curable anti-fog composition 10. By setting the content rate of the radical-reactive material having a low viscosity to 70% by mass or more with respect to the total amount of the anti-fog composition 10, the anti-fog composition 10 can be adjusted to a viscosity suitable for spray coating without dilution with an organic solvent. The viscosity suitable for spray coating is, for example, 3 to 70 mPa·s / 25°C.

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

[0017] As the 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, polytetramethylene glycol diacrylate, urethane acrylate, etc. can be used. Further, these radical-reactive materials may be used alone or in combination of any two or more.

[0018] The betaine compound refers to a compound having a positive charge and a negative charge at non-adjacent positions within the same molecule, and a dissociable hydrogen atom is not bonded to the atom having the positive charge, and the molecule as a whole has no charge. 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] Since the betaine structure exhibits high hydrophilicity, the hydrophilicity of the anti-fog composition 10 can be further improved by incorporating a reactive betaine into the anti-fog composition 10. When the hydrophilicity of the anti-fog composition 10 is improved, when water droplets adhere to the cured film obtained by curing the anti-fog composition 10, the water droplets are likely to spread and wet on the cured film. Therefore, the anti-fog effect of the cured film can be improved, and the water drip marks generated by the water droplets can be reduced.

[0020] The content of the reactive betaine compound is preferably 0.1% by mass or more and 10% by mass or less based on the total amount of the anti-fog composition 10. When the content 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 of the reactive betaine compound exceeds 10% by mass, it causes cloudiness 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 general formulas (I) to (VII) can be used.

[0022]

Chemical formula

[0023] [Chemistry]

[0024] Also, for example, as the carboxybetaine type monomer, 2-[[2(methacryloyloxy)ethyl]-dimethylammonio]acetate, 3-[(3-acrylamidopropyl)-dimethylammonio]propionate, 3-[(3-acrylamidopropyl)dimethylammonio]propanoate, etc. shown in the following general formulas (VIII) to (X) can be used.

[0025] [Chemistry]

[0026] Also, for example, as the phosphobetaine type monomer, 2-methacryloyloxyethyl phosphoryl chloride, etc. shown in the following general formula (XI) can be used.

[0027] [Chemistry] N-vinyl-2-pyrrolidone is represented by the following general formula (XII).

[0028] [Chemistry]

[0029] By including N-vinyl-2-pyrrolidone with high solubility in the antifogging composition 10, the content rate of the reactive betaine compound in the antifogging composition 10 can be increased. The content ratio of the reactive betaine compound and N-vinyl-2-pyrrolidone is preferably 1:5 to 1:3.

[0030] 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 anti-fogging 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 anti-fogging property of the cured film.

[0031] The initiator is 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 and the like. This reaction product further reacts with another resin component to cause the reaction to proceed chainwise. Then, the crosslinking reaction proceeds, the molecular weight increases, the radical-reactive material is cured, and a cured film is formed.

[0032] 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 anti-fogging composition 10. When the content rate of the initiator is less than 0.1% by mass, the curing of the anti-fogging composition becomes insufficient and curing failure occurs. On the other hand, when the content rate of the initiator exceeds 8% by mass, the molecular weight does not increase, resulting in insufficient strength of the cured film.

[0033] Examples of initiators include ketone-based compounds such as 1-hydroxycyclohexyl phenyl ketone, 2-hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone, benzophenone, benzoin methyl ether, benzoin propyl ether, and diethoxyacetophenone; azo-based compounds such as 2,2'-azobisisobutyronitrile, azobis-2-methylbutyronitrile, and azobisdivaleronitrile; organic peroxide-based compounds such as t-butyl peroxyisobutyrate, t-butyl peroxy-2-ethylhexanoate, t-amyl peroxy 3,5,5-trimethylhexanoate, t-butyl peroxyisopropyl carbonate, 2,2-bis(4,4-di-t-butylperoxycyclohexyl)propane, di-t-butyl peroxide, and di-t-amyl peroxide; and acylphosphine-based compounds such as 2,6-dimethylbenzoyl diphenylphosphine oxide and 2,4,6-trimethylbenzoyl diphenylphosphine oxide. Among these, radical cleavage-type initiators such as 1-hydroxycyclohexyl phenyl ketone and 2,4,6-trimethylbenzoyl diphenylphosphine oxide are preferred. These initiators may be used alone or in combination of two or more.

[0034] In addition to the initiator, the anti-fogging composition 10 may contain various additives such as antibacterial agents, antifungal agents, defoaming agents, antioxidants, antistatic agents, and polymerization inhibitors.

[0035] As antibacterial agents, for example, captan, carbendazim, quinomethionate, chlorothalonil, chlorozolinate, cyprodinil, epoxyconazole, famoxadone, fenarimol, fenbuconazole, fenfluram, fenpiclonil, azoxystrobin, benalaxyl, benomyl, bitertanol, fluazinam, fluazinil, fluoroimide, fluquinconazole, flusulfamide, flutolanil, folpet, hexachlorobenzene, hexaconazole, ipoconazole, iprodione, kresoxim-methyl, manzeb, mancozeb, mepanipyrim, mepronil, metconazole, methiram, phthalide, procymidone, propineb, quintozene, tecnazene, difenoconazole, thiophanate-methyl, thiram, tolclofos-methyl, tolylfluanid, triadimefon, triadimenol, triazoxide, triforine, etc. can be used. Further, as inorganic antibacterial agents, for example, silver, copper, zinc, tin, lead, gold, etc. can also be used. Furthermore, as antibacterial agents of compounds, for example, polyhexamethylene biguanide, hydrochloride, benzethonium chloride, alkyl polyaminoethyl glycine, benzisothiazolin, etc. can be used.

[0036] As antifungal agents, for example, sodium dehydroacetate, sodium benzoate, sodium pyridine thione-1-oxide, ethyl p-hydroxybenzoate, 1,2-benzisothiazolin-3-one and its salts, etc. can be used.

[0037] As antifoaming agents, 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, alkyl allyl sulfonates, polyoxyethylene alkyl ethers, polyoxyethylene alkyl phenol ethers, polyoxyethylene alkyl esters, sorbitan alkyl esters, polyoxyethylene sorbitan alkyl esters, acrylic polymers, vinyl polymers, organopolysiloxanes, etc. can be used.

[0038] As antioxidants, 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, tri(monononylphenyl) phosphite, etc. can be used. As sulfur antioxidants, for example, dilauryl-3,3’-thiodipropionate, pentaerythritol tetrakis(3-laurylthiopropionate), etc. can be used.

[0039] As antistatic agents, for example, various cationic antistatic agents having cationic groups such as primary to tertiary amino groups, quaternary ammonium salts, pyridinium salts, anionic antistatic agents having anionic groups such as sulfonate groups, sulfate ester groups, phosphate ester groups, phosphonate groups, amphoteric antistatic agents such as amino acid-based and amino sulfate ester-based, nonionic antistatic agents such as amino alcohol-based, glycerin-based, polyethylene glycol-based, and polymer-type antistatic agents obtained by polymerizing the aforementioned antistatic agents can be used.

[0040] A polymerization inhibitor may be added so that the double bond does not react. As polymerization inhibitors, for example, hydroquinone (HQ), hydroquinone monomethyl ether (MEHQ), 2,6-di-t-butyl-4-methylphenol (BHT), t-butylcatechol (TBC), and phenol or naphthol derivatives such as 4-methoxy-1-naphthol, phenothiazine derivatives, and nitrosoamine salts can be used.

[0041] FIG. 2 shows an optical unit 50 having a light transmissive member 20 with a part of its surface covered by a cured film 11 formed by curing an anti-fog composition 10. The optical unit 50 includes a light transmissive 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 transmissive member 20 and the housing 30.

[0042] In the present embodiment, the optical unit 50 is a vehicle headlight unit. By appropriately changing the light transmissive member 20 and the optical device 40 included in the optical unit 50, the optical unit 50 may be used, for example, as a vehicle backlight unit, a vehicle turn signal light unit, an optical sensor unit, a camera, a street lamp, or the like.

[0043] In the present embodiment, the light transmissive member 20 is a polycarbonate resin (PC). 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, or the like may be used as the light transmissive member 20.

[0044] In the present embodiment, the optical device 40 is an LED light source. Depending on the use of the optical unit 50, the optical device 40 may be a lighting device such as a fluorescent lamp or an incandescent bulb, 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. Further, the optical unit may be configured by an optical unit including a light source of an optical sensor and a light receiving device that detects reflected light of the light emitted from the light source of the optical sensor.

[0045] Using FIG. 3, a method for manufacturing a light-transmissive member 20 having a part of its surface covered with a cured film 11 formed by curing an anti-fog composition 10 will be described. First, the anti-fog composition 10 was filled into a coating gun (S1). Then, the light-transmissive member 20 to be coated was fixed to a coating jig (S2). The anti-fog composition 10 was applied to the surface of the light-transmissive member 20 with a coating gun so as to have a uniform film thickness of less than 10 μm (S3). The anti-fog composition 10 was irradiated with ultraviolet rays (active energy) (S4). The anti-fog composition 10 was cured on the surface of the light-transmissive member 20 to form a cured film 11 (S5). As described above, it is possible to manufacture the light-transmissive member 20 having a part of its surface covered with the cured film 11 formed by curing the anti-fog composition 10.

[0046] Also, with the direction in which the cured film 11 is formed in the light-transmissive member 20 being the inner side, an internal space 50A defined by the light-transmissive member 20 and the housing 30 is formed, and by disposing the optical device 40 in the internal space 50A, an optical unit 50 can be manufactured.

[0047] When applying the anti-fog composition 10 to the surface of the light-transmissive member 20, it may be applied to a part of the surface of the light-transmissive member 20 or may be applied to the entire surface of the light-transmissive member 20. Further, the method of applying 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.

[0048] [Modification Example 1] A modification example 1 of the anti-fog composition 10 of the present embodiment will be described. Note that the description of the same configuration as that of the anti-fog composition 10 according to the above embodiment of the present invention will be omitted as appropriate. The modification example 1 of the anti-fog composition 10 is an active energy curable anti-fog 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 embodiment in that a thiol material is contained.

[0049] A thiol material is a compound containing a polyfunctional thiol group. That is, it is a compound containing a thiol group with two or more functional groups. By containing a thiol material in the anti-fogging composition 10, oxygen inhibition can be suppressed by the thiol-ene reaction.

[0050] The reaction mechanism of the thiol-ene reaction is shown below. First, ultraviolet light is irradiated and the initiator undergoes cleavage or energy transfer (initiation reaction). Then, the initiator extracts an electron from the thiol material to generate a thiyl radical. The thiyl radical attacks the double bond of the monomer of the radical-reactive material to form a thioether bridge and a radical-reactive material having a radical. This further extracts hydrogen from the thiol material to generate a thiyl radical. And the generated thiyl radical attacks the double bond of the monomer of another radical-reactive material (growth reaction). In this way, the reaction proceeds chainwise, and the anti-fogging composition 10 can be efficiently cured.

[0051]

Chemical formula

[0052] 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 to generate a thiyl radical. And the growth reaction described above is followed by the thiyl radical. Therefore, the anti-fogging composition can be cured even in an oxygen atmosphere.

[0053]

Chemical formula

[0054] By containing a thiol material in the anti-fog composition 10, a thioether cross-linked structure can be formed, and the flexibility of the cured film can be enhanced. Therefore, the occurrence of cracks under a low-temperature environment can be suppressed, and the durability can be further improved. Here, the ability to enhance the flexibility of the cured film means that in the thioether cross-linked structure, the sulfur atom can move such as by rotation.

[0055] By containing a thiol material in the anti-fog composition 10, the curing shrinkage can be suppressed. The curing shrinkage occurs when the double bonds of the radically reactive material polymerize by radical polymerization and change into a high-molecular-weight compound connected by single bonds, resulting in a shortening of the molecular bond distance. However, by containing a thiol material, the shortening of the molecular bond distance can be suppressed by forming a thioether cross-link with the double bond of the radically reactive material. Therefore, the curing shrinkage is suppressed, and the occurrence of defects such as cracks and warping in the cured film can be suppressed.

[0056] The content of the thiol material is preferably 2% by mass or more and 10% by mass or less based on the total amount of the anti-fog composition 10.

Examples

[0057] Hereinafter, the present invention will be described in more detail with reference to Examples and Comparative Examples. Note that the present invention is not limited to these Examples. FIG. 4 collectively shows the compositions of the Examples and Comparative Examples of the anti-fog composition of the present invention.

[0058] 〔Example 1〕 To a 300 mL separable flask equipped with a stirring blade, 89 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel Ornex Co., Ltd.) as a 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, and 5 parts by mass of N-vinyl-2-pyrrolidone (product code: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation) were added. Next, 5 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. By stirring this at room temperature for 30 minutes, 100 parts by mass of the anti-fog composition of Example 1 was obtained.

[0059] [Example 2] To a 300 mL separable flask equipped with a stirring blade, 84 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel Ornex Co., Ltd.) as a 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 code: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 5 parts by mass of pentaerythritol tetrakis(3-mercaptobutyrate) (product name: Karenz MT(R) PE1, manufactured by Resonac Co., Ltd.) as a thiol material were added. Next, 5 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. By stirring this at room temperature for 30 minutes, 100 parts by mass of the anti-fog composition of Example 2 was obtained.

[0060] [Example 3] Into a 300 mL separable flask equipped with a stirring blade, 65 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel Ornex Co., Ltd.) and 10 parts by mass of pentaerythritol triacrylate (product name: Light Acrylate PE-3A, manufactured by Kyoeisha Chemical Co., Ltd.) as 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 code: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 10 parts by mass of pentaerythritol tetrakis(3-mercaptobutyrate) (product name: Karenz MT(R) PE1, manufactured by Resonac Co., Ltd.) as a thiol material were added. Next, 7 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. By stirring this at room temperature for 30 minutes, 100 parts by mass of the anti-fogging composition of Example 3 was obtained.

[0061] [Example 4] In a 300 mL separable flask equipped with a stirring blade, 63 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel Ornex 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.) as 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) as a reactive betaine compound, 9 parts by mass of N-vinyl-2-pyrrolidone (product code: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 10 parts by mass of pentaerythritol tetrakis(3-mercaptobutyrate) (product name: Karenz MT(R) PE1, manufactured by Resonac Co., Ltd.) as a thiol material were added. Next, 5 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. By stirring this at room temperature for 30 minutes, 100 parts by mass of the anti-fogging composition of Example 4 was obtained.

[0062] [Example 5] In a 300 mL separable flask equipped with a stirring blade, 62 parts by mass of PEG600 diacrylate (product name: EBECRYL 11, manufactured by Daicel Ornex 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.) as 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) as a reactive betaine compound, 15 parts by mass of N-vinyl-2-pyrrolidone (product code: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 7 parts by mass of pentaerythritol tetrakis(3-mercaptobutyrate) (product name: Karenz MT(R) PE1, manufactured by Resonac Co., Ltd.) as a thiol material were added. Next, 4 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. By stirring this at room temperature for 30 minutes, 100 parts by mass of the anti-fogging composition of Example 5 was obtained.

[0063] [Example 6] Into a 300 mL separable flask equipped with a stirring blade, 63 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel Ornex 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.) as 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) as a reactive betaine compound, 9 parts by mass of N-vinyl-2-pyrrolidone (product code: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 10 parts by mass of trimethylolpropane tris(3-mercaptobutyrate) (product name: Karenz MT(R) TPMB, manufactured by Resonac Co., Ltd.) as a thiol material were added. Next, 5 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. By stirring this at room temperature for 30 minutes, 100 parts by mass of the anti-fogging composition of Example 6 was obtained.

[0064] [Example 7] In a 300 mL separable flask equipped with a stirring blade, 65 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel Ornex Co., Ltd.) and 10 parts by mass of 1,3-diallyloxy-2-propanol (product code: D2146, manufactured by Tokyo Chemical Industry Co., Ltd.) as 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 code: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 10 parts by mass of pentaerythritol tetrakis(3-mercaptobutyrate) (product name: Karenz MT(R) PE1, manufactured by Resonac Co., Ltd.) as a thiol material were added. Next, 7 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. By stirring this at room temperature for 30 minutes, 100 parts by mass of the anti-fogging composition of Example 7 was obtained.

[0065] [Example 8] Into a 300 mL separable flask equipped with a stirring blade, 63 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel Ornex 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.) as 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) as a reactive betaine compound, 9 parts by mass of N-vinyl-2-pyrrolidone (product code: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 10 parts by mass of pentaerythritol tetrakis(3-mercaptobutyrate) (product name: Karenz MT(R) PE1, manufactured by Resonac Co., Ltd.) as a thiol material were added. Next, 5 parts by mass of 2-hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone (product code: H1361, manufactured by Tokyo Chemical Industry Co., Ltd.) was added as an initiator. By stirring this at room temperature for 30 minutes, 100 parts by mass of the anti-fogging composition of Example 8 was obtained.

[0066] [Example 9] In a 300 mL separable flask equipped with a stirring blade, 63 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel Ornex 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.) as 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) as a reactive betaine compound, 9 parts by mass of N-vinyl-2-pyrrolidone (product code: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 10 parts by mass of pentaerythritol tetrakis(3-mercaptobutyrate) (product name: Karenz MT(R) PE1, manufactured by Resonac Co., Ltd.) as a thiol material were added. Next, 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 code: H1361, manufactured by Tokyo Chemical Industry Co., Ltd.) were added as initiators. By stirring this at room temperature for 30 minutes, 100 parts by mass of the anti-fogging composition of Example 9 was obtained.

[0067] [Example 10] In a 300 mL separable flask equipped with a stirring blade, 53 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel Ornex 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.) as radical reactive materials, 10 parts by mass of [3-(methacryloylamino)propyl]dimethyl(3-sulfopropyl)ammonium hydroxide inner salt (product name: FOM-03010, manufactured by Tokyo Chemical Industry Co., Ltd.) as a reactive betaine compound, 15 parts by mass of N-vinyl-2-pyrrolidone (product code: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 3 parts by mass of trimethylolpropane tris(3-mercaptobutyrate) (product name: Karenz MT(R) TPMB, manufactured by Resonac Co., Ltd.) as a thiol material were added. Next, 2 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad184, manufactured by Sanyo Trading Co., Ltd.) was used as an initiator, and by stirring this at room temperature for 30 minutes, 100 parts by mass of the anti-fogging composition of Example 10 was obtained.

[0068] [Example 11] In a 300 mL separable flask equipped with a stirring blade, 70 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel Ornex 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.) as radical-reactive materials, 0.1 part by mass of [3-(methacryloylamino)propyl]dimethyl(3-sulfopropyl)ammonium hydroxide inner salt (product name: FOM-03010, manufactured by Tokyo Chemical Industry Co., Ltd.) as a reactive betaine compound, 6.9 parts by mass of N-vinyl-2-pyrrolidone (product code: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 2 parts by mass of trimethylolpropane tris(3-mercaptobutyrate) (product name: Karenz MT(R) TPMB, manufactured by Resonaas Co., Ltd.) as a thiol material were added. Next, 5 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. By stirring this at room temperature for 30 minutes, 100 parts by mass of the anti-fogging composition of Example 11 was obtained.

[0069] [Example 12] In a 300 mL separable flask equipped with a stirring blade, 87 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel Ornex Co., Ltd.) as a radical-reactive material, 0.5 part by mass of [3-(methacryloylamino)propyl]dimethyl(3-sulfopropyl)ammonium hydroxide inner salt (product name: FOM-03010, manufactured by Tokyo Chemical Industry Co., Ltd.) as a reactive betaine compound, 1 part by mass of N-vinyl-2-pyrrolidone (product code: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 6.5 parts by mass of pentaerythritol tetrakis(3-mercaptobutyrate) (product name: Karenz MT(R) PE1, manufactured by Resonaas Co., Ltd.) as a thiol material were added. Next, 5 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. By stirring this at room temperature for 30 minutes, 100 parts by mass of the anti-fogging composition of Example 12 was obtained.

[0070] [Example 13] Into a 300 mL separable flask equipped with a stirring blade, 63 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel Ornex 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.) as radical reactive materials, 3 parts by mass of 2-methacryloyloxyethyl phosphoryl chloride (product name: M2005, manufactured by Tokyo Chemical Industry Co., Ltd.) as a reactive betaine compound, 9 parts by mass of N-vinyl-2-pyrrolidone (product code: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 10 parts by mass of trimethylolpropane tris(3-mercaptobutyrate) (product name: Karenz MT(R) TPMB, manufactured by Resonac Co., Ltd.) as a thiol material were added. Next, 5 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. By stirring this at room temperature for 30 minutes, 100 parts by mass of the anti-fog composition of Example 13 was obtained.

[0071] [Example 14] In a 300 mL separable flask equipped with a stirring blade, 63 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel Ornex 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.) as 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.) as a reactive betaine compound, 9 parts by mass of N-vinyl-2-pyrrolidone (product code: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 10 parts by mass of trimethylolpropane tris(3-mercaptobutyrate) (product name: Karenz MT(R) TPMB, manufactured by Resonac Co., Ltd.) as a thiol material were added. Next, 5 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. By stirring this at room temperature for 30 minutes, 100 parts by mass of the anti-fog composition of Example 14 was obtained.

[0072] [Example 15] In a 300 mL separable flask equipped with a stirring blade, 63 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel Ornex 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.) as radical-reactive materials, 3 parts by mass of 2-[[2(methacryloyloxy)ethyl]-dimethylammonio]acetate (product name: M3185, manufactured by Tokyo Chemical Industry Co., Ltd.) as a reactive betaine compound, 9 parts by mass of N-vinyl-2-pyrrolidone (product code: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 10 parts by mass of trimethylolpropane tris(3-mercaptobutyrate) (product name: Karenz MT(R) TPMB, manufactured by Resonac Co., Ltd.) as a thiol material were added. Next, 5 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. By stirring this at room temperature for 30 minutes, 100 parts by mass of the anti-fogging composition of Example 15 was obtained.

[0073] [Example 16] Into a 300 mL separable flask equipped with a stirring blade, 63 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel Ornex Co., Ltd.) as a radical-reactive material, 10 parts by mass of 2-hydroxy-3-acryloyloxypropyl methacrylate (product name: Light Ester G-201P, manufactured by Kyoeisha Chemical Co., Ltd.), 3 parts by mass of 3-[(3-acrylamidopropyl)-dimethylammonio]propanoate (product name: A3279, manufactured by Tokyo Chemical Industry Co., Ltd.) as a reactive betaine compound, 9 parts by mass of N-vinyl-2-pyrrolidone (product code: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 10 parts by mass of trimethylolpropane tris(3-mercaptobutyrate) (product name: Karenz MT(R) TPMB, manufactured by Resonac Co., Ltd.) as a thiol material were added. Next, 5 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. By stirring this at room temperature for 30 minutes, 100 parts by mass of the anti-fogging composition of Example 16 was obtained.

[0074] [Example 17] To a 300 mL separable flask equipped with a stirring blade, 63 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel Ornex 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.) as 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.) as a reactive betaine compound, 9 parts by mass of N-vinyl-2-pyrrolidone (product code: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 10 parts by mass of trimethylolpropane tris(3-mercaptobutyrate) (product name: Karenz MT(R) TPMB, manufactured by Resonac Co., Ltd.) as a thiol material were added. Next, 5 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. By stirring this at room temperature for 30 minutes, 100 parts by mass of the anti-fogging composition of Example 17 was obtained.

[0075] [Example 18] To a 300 mL separable flask equipped with a stirring blade, 63 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel Ornex 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.) as 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.) as a reactive betaine compound, 9 parts by mass of N-vinyl-2-pyrrolidone (product code: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 10 parts by mass of trimethylolpropane tris(3-mercaptobutyrate) (product name: Karenz MT(R) TPMB, manufactured by Resonac Co., Ltd.) as a thiol material were added. Next, 5 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. By stirring this at room temperature for 30 minutes, 100 parts by mass of the anti-fogging composition of Example 18 was obtained.

[0076] [Comparative Example 1] To a 300 mL separable flask equipped with a stirring blade, 90 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel Ornex Co., Ltd.) was added as a radical reactive material. Next, 10 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. By stirring this at room temperature for 30 minutes, 100 parts by mass of the anti-fogging composition of Comparative Example 1 was obtained. That is, the anti-fogging composition of Comparative Example 1 is an anti-fogging composition that does not contain a reactive betaine compound and N-vinyl-2-pyrrolidone.

[0077] [Comparative Example 2] Into a 300 mL separable flask equipped with a stirring blade, 64 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel Ornex 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.) as radical reactive materials, 10 parts by mass of [3-(methacryloylamino)propyl]dimethyl(3-sulfopropyl)ammonium hydroxide inner salt (product name: FOM-03010, manufactured by Tokyo Chemical Industry Co., Ltd.) as a reactive betaine compound, and 3 parts by mass of trimethylolpropane tris(3-mercaptobutyrate) (product name: Karenz MT(R) TPMB, manufactured by Resonance Co., Ltd.) as a thiol material were added. Next, 6 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. By stirring this at room temperature for 30 minutes, 100 parts by mass of the anti-fogging composition of Comparative Example 2 was obtained. That is, the anti-fogging composition of Comparative Example 2 is an anti-fogging composition that does not contain N-vinyl-2-pyrrolidone.

[0078] [Comparative Example 3] Into a 300 mL separable flask equipped with a stirring blade, 63 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel Ornex 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.) as radical reactive materials, 9 parts by mass of N-vinyl-2-pyrrolidone (product code: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 3 parts by mass of trimethylolpropane tris(3-mercaptobutyrate) (product name: Karenz MT(R) TPMB, manufactured by Resonance Co., Ltd.) as a thiol material were added. Next, 5 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. By stirring this at room temperature for 30 minutes, 100 parts by mass of the anti-fogging composition of Comparative Example 3 was obtained. That is, the anti-fogging composition of Comparative Example 3 is an anti-fogging composition that does not contain a reactive betaine compound.

[0079] [Comparative Example 4] Into a 300 mL separable flask equipped with a stirring blade, 53 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel Ornex 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.) as 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 code: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 3 parts by mass of trimethylolpropane tris(3-mercaptobutyrate) (product name: Karenz MT(R) TPMB, manufactured by Resonac Co., Ltd.) as a thiol material were added. Next, 5 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. By stirring this at room temperature for 30 minutes, 100 parts by mass of the anti-fogging composition of Comparative Example 4 was obtained. That is, the anti-fogging composition of Comparative Example 4 is an anti-fogging composition containing a radical reactive material, a non-reactive betaine compound, N-vinyl-2-pyrrolidone, and a thiol material.

[0080] [Comparative Example 5] In a 300 mL separable flask equipped with a stirring blade, 57 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel Ornex 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.) as radical-reactive materials, 12 parts by mass of 3-[(3-acrylamidopropyl)-dimethylammonio]propanoate (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 code: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 4 parts by mass of trimethylolpropane tris(3-mercaptobutyrate) (product name: Karenz MT(R) TPMB, manufactured by Resonac Co., Ltd.) as a thiol material were added. Next, 4 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. By stirring this at room temperature for 30 minutes, 100 parts by mass of the anti-fogging composition of Comparative Example 5 was obtained. That is, the anti-fogging composition of Comparative Example 5 is an anti-fogging composition in which the content of the reactive betaine compound with respect to the anti-fogging composition exceeds 10%.

[0081] 〔Comparative Example 6〕 Into a 300 mL separable flask equipped with a stirring blade, 76.92 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel Ornex 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.) as radical reactive materials, 0.08 parts by mass of 3-[(3-acrylamidopropyl)-dimethylammonio]propanoate (product name: A3279, manufactured by Tokyo Chemical Industry Co., Ltd.) as a reactive betaine compound, 3 parts by mass of N-vinyl-2-pyrrolidone (product code: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 4 parts by mass of trimethylolpropane tris(3-mercaptobutyrate) (product name: Karenz MT(R) TPMB, manufactured by Resonac Co., Ltd.) as a thiol material were added. Next, 4 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. By stirring this at room temperature for 30 minutes, 100 parts by mass of the anti-fogging composition of Comparative Example 6 was obtained. That is, the anti-fogging composition of Comparative Example 6 is an anti-fogging composition in which the content of the reactive betaine compound with respect to the anti-fogging composition is less than 0.1%.

[0082] 〔Comparative Example 7〕 In a 300 mL separable flask equipped with a stirring blade, 60 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel Ornex 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.) as radical-reactive materials, 3 parts by mass of 3-[(3-acrylamidopropyl)-dimethylammonio]propanoate (product name: A3279, manufactured by Tokyo Chemical Industry Co., Ltd.) as a reactive betaine compound, 17 parts by mass of N-vinyl-2-pyrrolidone (product code: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 5 parts by mass of trimethylolpropane tris(3-mercaptobutyrate) (product name: Karenz MT(R) TPMB, manufactured by Resonac Co., Ltd.) as a thiol material were added. Next, 5 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. By stirring this at room temperature for 30 minutes, 100 parts by mass of the anti-fogging composition of Comparative Example 7 was obtained. That is, the anti-fogging composition of Comparative Example 7 is an anti-fogging composition in which the content of N-vinyl-2-pyrrolidone with respect to the anti-fogging composition exceeds 15%.

[0083] [Comparative Example 8] Into a 300 mL separable flask equipped with a stirring blade, 76.2 parts by mass of PEG200 diacrylate (product name: PEG200DA, manufactured by Daicel Ornex 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.) as radical reactive materials, 6 parts by mass of 3-[(3-acrylamidopropyl)-dimethylammonio]propanoate (product name: A3279, manufactured by Tokyo Chemical Industry Co., Ltd.) as a reactive betaine compound, 0.8 parts by mass of N-vinyl-2-pyrrolidone (product code: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 5 parts by mass of trimethylolpropane tris(3-mercaptobutyrate) (product name: Karenz MT(R) TPMB, manufactured by Resonac Co., Ltd.) as a thiol material were added. Next, 5 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. By stirring this at room temperature for 30 minutes, 100 parts by mass of the anti-fogging composition of Comparative Example 8 was obtained. That is, the anti-fogging composition of Comparative Example 8 is an anti-fogging composition in which the content of N-vinyl-2-pyrrolidone with respect to the anti-fogging composition is less than 1%.

[0084] 〔Comparative Example 9〕 In a 300 mL separable flask equipped with a stirring blade, 69 parts by mass of PEG600 diacrylate (product name: EBECRYL 11, manufactured by Daicel Ornex Co., Ltd.) as a radical-reactive material, 6 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, 10 parts by mass of N-vinyl-2-pyrrolidone (product code: 224-01282, manufactured by Fujifilm Wako Pure Chemical Corporation), and 10 parts by mass of pentaerythritol tetrakis(3-mercaptobutyrate) (product name: Karenz MT(R) PE1, manufactured by Resonac Co., Ltd.) as a thiol material were added. Next, 5 parts by mass of 1-hydroxycyclohexyl phenyl ketone (product name: Omnirad184, manufactured by Sanyo Trading Co., Ltd.) was added as an initiator. By stirring this at room temperature for 30 minutes, 100 parts by mass of the anti-fogging composition of Comparative Example 9 was obtained.

[0085] (Evaluation of elution property) Each test piece with the anti-fogging composition of Examples 1 to 18 or Comparative Examples 1 to 9 cured on the 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, after evaporating the pure water, the elution property was evaluated in five grades from A to E by visually confirming the dropping mark visible after evaporation. The evaluation was rated as A when no trace of the eluted component was visible, B when a part of the trace of the eluted component was visible, C when the trace of the eluted component was thinly spreading, D when the trace of the eluted component was clearly visible, and E when light was not transmitted due to the eluted component. Figure 5 summarizes the evaluation results of the elution property of Examples 1 to 18 and Comparative Examples 1 to 9.

[0086] (Evaluation of anti-fogging property) Each test piece with the anti-fogging composition of Examples 1 to 18 or the anti-fogging composition of 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 air was blown onto the test piece at normal temperature. The anti-fogging property was evaluated in five grades from A to E by visually checking the surface area of the test piece where fogging occurred. The evaluation was set as A when no fogging occurred on the test piece, B when about 10% of the surface area of the test piece was fogged, C when about 50% of the surface area of the test piece was fogged, D when about 80% of the surface area of the test piece was fogged, and E when the entire surface area of the test piece was fogged. In Fig. 5, the evaluation results of the anti-fogging properties of Examples 1 to 18 and Comparative Examples 1 to 9 are collectively shown.

[0087] (State evaluation under low-temperature environment) Each test piece with the anti-fogging composition of Examples 1 to 18 or the anti-fogging composition of Comparative Examples 1 to 9 cured on its surface was left in a freezer at -40 °C for 240 hours. Then, it was returned to room temperature, and the state of the cured film was visually checked to evaluate the state under a low-temperature environment in five grades from A to E. The evaluation was set as A when there were no cracks or fissures in the cured film, B when there were no cracks in the cured film but slight fissures were visible, C when there were no cracks in the cured film but fissures were visible, D when cracks and fissures were visible in a part of the cured film, and E when large cracks were visible in the cured film. In Fig. 5, the evaluation results of the states of Examples 1 to 18 and Comparative Examples 1 to 9 under a low-temperature environment are collectively shown.

[0088] (Evaluation of content of non-reactive volatile organic solvent) Each of the anti-fogging compositions of Examples 1 to 18 or the anti-fogging compositions of Comparative Examples 1 to 9 was subjected to gas chromatography analysis at 200 °C, and the total value of the components detected with a structure not containing a vinyl group or an acryloyl group was determined. The evaluation was set as A when the total value was less than 1% by mass, B when the total value was 1% by mass or more and less than 10% by mass, C when the total value was 10% by mass or more and less than 30% by mass, D when the total value was 30% by mass or more and less than 50% by mass, and E when the total value was 50% by mass or more. In Fig. 5, the evaluation results of the contents of non-reactive volatile organic solvents of Examples 1 to 18 and Comparative Examples 1 to 9 are collectively shown.

[0089] (Evaluation of spoutability) The viscosities of the anti-fogging compositions of Examples 1 to 18 or the anti-fogging compositions of Comparative Examples 1 to 9 were evaluated by measuring them respectively. The viscosity was measured in accordance with JIS K2283 using an E-type viscometer (product name: TVE-22L, manufactured by Toki Sangyo Co., Ltd.). The evaluation was as follows: when the viscosity was 3 mPa·s or more and less than 30 mPa·s, it was rated as A; when the viscosity was 30 mPa·s or more and less than 40 mPa·s, it was rated as B; when the viscosity was 40 mPa·s or more and less than 60 mPa·s, it was rated as C; when the viscosity was 60 mPa·s or more and less than 80 mPa·s, it was rated as D; and when the viscosity was 80 mPa·s or more, it was rated as E. Fig. 5 shows the summarized evaluation results of the spoutability of Examples 1 to 18 and Comparative Examples 1 to 9.

[0090] As is clear from Fig. 5, according to Examples 1 to 18 which are anti-fogging compositions containing a radical-reactive material, a reactive betaine compound, and N-vinyl-2-pyrrolidone, it is clear that excellent elution property and anti-fogging property can be ensured, and the generation of cracks in the cured film under a low-temperature environment can be suppressed. That is, a cured film excellent in anti-fogging property and durability can be formed. In the present specification, "excellent elution property" means that the components contained in the anti-fogging composition are difficult to elute.

[0091] From the results of Examples 2 to 18, when a thiol material was contained, in the state evaluation under a low-temperature environment, since there were no cracks in the cured film or, if any, they were minor cracks, it was clear that the generation of cracks under a low-temperature environment could be further suppressed.

[0092] On the other hand, according to Comparative Example 1, which is an anti-fogging composition comprising a radical-reactive material and an initiator, in the evaluation of elution properties, sufficient elution performance is not ensured because light is not transmitted by the eluted components. Further, in the evaluation of anti-fogging properties, since the entire surface area of the test piece was fogged, sufficient anti-fogging properties were not ensured. Furthermore, in the state evaluation under a low-temperature environment, since large cracks were observed in the cured film, it is clear that sufficient durability under a low-temperature environment was not ensured.

[0093] As described above, according to the anti-fogging composition of the present invention, and the translucent member and the optical unit using the anti-fogging composition, excellent anti-fogging properties and durability can be ensured.

Explanation of reference numerals

[0094] 10 Anti-fogging composition 11 Cured film 20 Translucent member 30 Housing 40 Optical device 50 Optical unit

Claims

1. An active energy ray-curable anti-fog composition comprising a radical-reactive material containing a hydrophilic group, a reactive betaine compound, and N-vinyl-2-pyrrolidone, and having a viscosity of 3 mPa·s to 70 mPa·s.

2. The anti-fog composition according to claim 1, wherein 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. Comprising a thiol material, wherein the content of the thiol material is 2 to 10%, The anti-fog composition according to claim 1, wherein 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-transmissive member at least partially coated with a cured film formed by curing the anti-fog composition according to any one of claims 1 to 3.

5. An optical unit having the light-transmissive member according to claim 4, a housing, and an optical device disposed in an internal space defined by the light-transmissive member and the housing.

6. The optical unit according to claim 5, which is a vehicle headlight unit having a light-emitting device as the optical device.

7. A method for manufacturing a light-transmissive member having a cured film, The method for manufacturing a light-transmissive member includes a step of forming the cured film by curing the anti-fog composition according to claim 1 on the inner surface of the light-transmissive member using active energy.

8. A method for manufacturing an optical unit having a light-transmissive member having a cured film, a housing, and an optical device disposed in an internal space defined by the light-transmissive member and the housing, The method for manufacturing a light source unit includes a step of forming the cured film by curing the anti-fog composition according to claim 1 on the inner surface of the light-transmissive member using active energy.

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