JPH0439378A - Scratch-resistant curing type anti-fogging agent and scratch-resistant and anti-fogging plastic film and plastic board using the same agent - Google Patents

Abstract

PURPOSE:To obtain the title curing type anti-fogging agent capable of simultaneously providing excellent anti-fogging properties and scratch resistance to the substrate surface of a plastic, etc., by blending a polymerizable monomer or prepolymer with a specific polymerizable polyhydric amine compound. CONSTITUTION:The aimed curing type anti-fogging agent obtained by blending (A) 100pts.wt. polymerizable monomer and/or prepolymer with (B) 10-150pts.wt reaction product of polymerizable polyvalent amine compound such as polyamine (e.g. tetraethylene pentamine) having an acryloyl group or methacryloyl group and >=2 primary and/or secondary amino groups in one molecule and (meth) acryloyloxyethyl isocyanate. The anti-fogging agent is applied to a plastic board to form a cured layer.

Description

DETAILED DESCRIPTION OF THE INVENTION [Industrial Application Field] The present invention relates to a novel scratch-resistant curable antifogging agent, and scratch-resistant and antifogging plastic films and plastic boards using the same. More specifically, the present invention provides a curable antifogging agent that can simultaneously impart excellent antifogging properties and scratch resistance to the surface of a substrate such as plastic, and a curable antifogging agent that can be obtained by applying this agent to the surface and curing it. The present invention relates to plastic films and plastic boards that have excellent scratch resistance and antifogging properties.

[Prior Art] Plastic films and boards usually have hydrophobic surfaces, so water that is adsorbed or aggregates depending on conditions such as temperature and humidity becomes fine water droplets that cover the surface.
This causes various inconveniences due to clouding. For example, when plastic film is used for agricultural greenhouses or tunnel cultivation, moisture that evaporates from the ground surface or crops condenses on the inner surface of the film as minute water droplets, creating a cloudy appearance, resulting in poor sunlight penetration. At the same time, water droplets may fall on the crops, affecting the growth of the crops, resulting in undesirable situations.

In addition, wrap films for food packaging are used for foods with a high moisture content,
For example, when packaging meat, vegetables, fruits, etc., the cloudiness caused by water droplets reduces transparency, making it impossible for consumers to see through the contents, or lowering the quality of the food and reducing its product value. Problems such as inviting

Generally speaking, two methods are used to solve these problems: one is to mix and knead an antifogging agent when molding a plastic product, and the other is to apply an antifogging agent to the surface of the molded product. ing.

The antifogging agents used in these methods include, for example, sorbitan higher fatty acid ester (Japanese Patent Publication No. 31748/1983) and its ethylene oxide adduct (Japanese Patent Publication No. 55-9/1989).
No. 431), glycerin fatty acid ester (Japanese Patent Application Laid-open No. 1983
5-55044), polyglycerin fatty acid ester (Japanese Patent Publication No. 43-8805), polyoxyethylene alkylamine (Japanese Patent Publication No. 44-15184) and their higher fatty acid esters (Japanese Patent Publication No. 62-33256)
(Japanese Patent Application Publication No. 2003-100002), hydrophilic resins, etc. are known.

However, although products made by kneading these antifogging agents into molds have good antifogging performance initially, they suffer from significant bleed-out and the antifogging agents are washed away by water droplets, resulting in a lack of long-term sustainability of performance. have. Furthermore, products whose surfaces are coated with the above-mentioned antifogging agent have the disadvantages of not having sufficient durability and being inferior in scratch resistance, as in the case described above.

Excellent scratch resistance is extremely important for films and boards in terms of their commercial value, and as a method for creating antifogging films with scratch resistance, it is possible to use compositions containing organosilane compounds. Although this method has been proposed, the antifogging performance inevitably deteriorates.

Furthermore, various coating agents capable of imparting scratch resistance have been conventionally known, and this coating agent and the aforementioned coating agent capable of imparting antifogging properties can be combined to coat the surface of a plastic film or board. too,
It is not possible to obtain a material that satisfactorily satisfies both scratch resistance and antifogging properties.

Thus, the reality is that no coating agent has been found that can provide both scratch resistance and antifogging properties at the same time.

[Problem to be solved by the invention]

Under these circumstances, the present invention provides a material that can simultaneously impart excellent antifogging properties and scratch resistance to the surfaces of substrates such as plastics and glass, as well as plastic films and plastics that have excellent scratch resistance and antifogging properties. It was created for the purpose of providing boards.

[Means for Solving the Problems] As a result of intensive research to achieve the above object, the present inventors have developed a method for blending a specific polymerizable polyvalent amine compound into a polymerizable monomer or prepolymer at a predetermined ratio. The inventors have discovered that the objective can be achieved by using a hardening type antifogging agent formed by the above method, and a plastic film and a plastic board having a hardened layer of the antifogging agent on the surface thereof.Based on this knowledge, the present invention was completed. It's arrived.

That is, the present invention provides (B) having an acryloyl group or methacryloyl group and two or more primary and/or secondary amino groups in the molecule, based on 100 parts by weight of (A) a polymerizable monomer and/or prepolymer. A scratch-resistant hardening type antifogging agent containing 10 to 150 parts by weight of a polymerizable polyvalent amine compound, and a hardening antifogging agent comprising a hardened layer of the antifogging agent on the surface of a plastic film and a plastic board, respectively. The present invention provides an anti-fog plastic film and a plastic board.

The present invention will be explained in detail below.

In the antifogging agent of the present invention, a polymerizable monomer and/or a prepolymer is used as component (A). Examples of the polymerizable monomer include esters of unsaturated carboxylic acids such as (meth)acrylic acid, such as alkyl (meth)acrylates, cycloalkyl (meth)acrylates, halogenated alkyl (meth)acrylates, and alkoxyalkyl (meth)acrylates. , hydroxyalkyl (meth)acrylate, aminoalkyl (meth)acrylate, tetrahydrofurfuryl (meth)acrylate, allyl (
meth)acrylate, glycidyl(meth)acrylate, benzyl(meth)acrylate, phenoxy(meth)acrylate
Acrylate, alkylene glycol di(meth)acrylate, polyoxyalkylene glycol di(meth)acrylate, polyoxyalkylene glycol (meth)
acrylate, alkyl polyol poly(meth)acrylate, etc. More preferable examples include diethylene glycol di(meth)acrylate, tetraethylene glycol di(meth)acrylate, trimethylolpropane tri(meth)acrylate, and glycerin tri(meth)acrylate. meth)acrylate, pentaerythritol tetra(meth)acrylate, 2-(meth)acryloyloxyethyl-2-hydroxyethyl phthalate), 2-(
Meta)acroyloxyethyl-2-hydroxyalkylphthale-1-11-(meth)acroyloxy-2-
Hydroxy-3-7 enoxypropane, phenoxyethyl (meth)acrylate, phenoxytetraethylene glycol (meth)acrylate, ethoxylated bisphenol A di(meth)acrylate, bis(meth)acrylate
These include acroyloxyethyl hydroxyethyl isocyanurate, tris-metaacryloyloxyethyl isocyanurate, and the like.

Other (meth)acrylamides or derivatives thereof, such as N-substituted or N-substituted with alkyl or hydroxyalkyl groups,
N'-substituted (meth)acrylamide, diacetone (
meth)acrylamide, N,N'-alkylene bis(meth)acrylamide, etc., allyl compounds such as allyl alcohol, triallyl isocyanate, etc., esters of maleic acid, fumaric acid, such as alkyl, alkyl alkyl, alkoxyalkyl, etc. Other examples include mono- or diesters of , styrene, vinyltoluene, divinylbenzene, N-vinylcarbazole, and N-vinylpyrrolidone.

As a polymerizable prepolymer, polyesterfiy is used.

Ethylenically unsaturated groups are introduced into polyurethane, polyether, epoxy resin, acrylic resin, etc. using an ethylenically unsaturated compound having a reactive group such as a carboxyl group, a hydroxyl group, or an incyanate group.

Specific examples of such prepolymers include unsaturated polyesters such as unsaturated dibasic acids such as maleic acid, fumaric acid, and itaconic acid, or their acid anhydrides, ethylene glycol, propylene glycol, 1.4 - Polyesters with polyhydric alcohols such as butanediol, 1,6-hexanediol, diethylene glycol, triethylene glycol, glycerin, trimethylolpropane, pentaerythritol, and some of the above acid components such as succinic acid, adipic acid, and phthalate. Examples include polyesters substituted with saturated polybasic acids such as isophthalic acid, phthalic anhydride, and trimellitic acid, and polyesters modified with drying oil fatty acids or semi-drying oil fatty acids. Examples include oligoester (meth)acrylates which have a molecular weight of 500 or more by co-condensing (meth)acrylic acid in the ester reaction system of a alcohol and adjusting the molar ratio of each.

Examples of unsaturated polyurethanes include tolylene diisonanate, diphenylmethane-4,4'-diisocyanate, hexamethylene diisocyanate, naphthylene-1,
5-diisocyanate, xylylene diisonanate,
Polyisocyanates such as o-toluylene diiso/anate, inphorone diisocyanate, polymethylene polyphenylisocyanate and ethylenically unsaturated compounds having hydroxyl groups, such as alkylene glycol mono(meth)
Acrylate, polyoxyalkylene glycol nanino
(Meth)acrylate, allyl alcohol, etc., or those in which an ethylenically unsaturated group is introduced using the terminal incyanate group or hydroxyl group of a polyurethane compound derived from a polyol and a polyisocyanate, such as those mentioned above. polyhydric alcohols, polyester polyols such as polycaprolactone diol, polyvalerolactone diol, polyethylene adipate diol, polypropylene adipate diol, polyoxyethylene glycol, polyoxypropylene glycol-L,
Polyether polyols such as polyquine ethylene oxypropylene glycol and polyoxytetramethylene glycol, 1,4-polybutadiene with a terminal hydroxyl group, hydrogenated or non-hydrogenated 1,2-polybutadiene, butadiene-styrene copolymer, butadiene-acrylonitrile An ethylenically unsaturated compound having active hydrogen such as a hydroxyl group or an amino group, such as an alkylene glycol monomer, is added to a polyurethane compound having a terminal incyanate group, which is obtained by reacting a polymer polyol such as a copolymer with a polyisocyanate with an excess of incyanate groups. (meth)acrylate, polyoxydialkylene dalicol 7-(meth)acrylate, allyl alcohol, aminoalkyl (meth)
An ethylenically unsaturated compound having an incyanate group, such as allyl isocyanate or incyanatoethyl (meth)acrylate, is reacted with a polyurethane compound having a terminal hydroxyl group, which has been reacted with an acrylate, or with an excess of hydroxyl groups. In addition, examples include compounds in which the aforementioned unsaturated polyesters are linked with polyisocyanate.

Examples of unsaturated polyethers include esters of (meth)acrylic acid and polyether glycols such as polyoxyethylene glycol, polyoxypropylene glycol, polyoxyethylene oxypropylene glycol, and polyoxytetramethylene glycol.

Examples of unsaturated epoxy resins include bisphenol-type epoxy compounds, phenol or talesol novolac-type epoxy compounds, halogenated bisphenol-type epoxy compounds, resorcinol-type epoxy compounds, alicyclic epoxy compounds, ethylenically unsaturated compounds having a carboxyl group, For example, those reacted with (meth)acrylic acid may be mentioned.

The unsaturated acrylic resin is made by reacting an acrylic resin copolymerized with a heptamer having carboxyl groups, hydroxyl groups, glycidyl groups, etc. with an ethylenically unsaturated compound having a functional group that can react with those functional groups. Products with unsaturated groups introduced, such as those with glycidyl (meth)acrylate added to copolymers of (meth)acrylic acid and various (meth)acrylates, styrene, vinyl acetate, etc., and vice versa. Examples include copolymers containing glycidyl (meth)acrylate and the like to which (meth)acrylic acid and the like are added.

One type of these polymerizable monomers and prepolymers may be used, or two or more types may be used in combination.

In the antifogging agent of the present invention, a polymerizable polyamine compound having an acryloyl group or methacryloyl group and two or more primary and/or secondary amino groups in the molecule is used as component (B).

This polymerizable polyvalent amine compound can be obtained by reacting a compound having an acryloyl group or a methacryloyl group with a polyamine. Preferred examples include reaction products of acryloyloxyethyl isocyanate and methacryloyloxyethyl isocyanate with polyamines.

The polyamine may be any of aliphatic amine, alicyclic amine, aromatic amine, saturated or unsaturated amine, linear or branched amine, but from the viewpoint of performance, carbon Linear polyamines having several liters or less, particularly linear polyamines having three or more -class and/or secondary amino groups, are preferred. If a monoamine is used instead of such a polyamine, an excellent antifogging effect cannot be obtained, and the object of the present invention cannot be achieved.

Specific examples of the polyamine include ethylene diamine, diethylene triamine, dipropylene triamine, triethylene tetramine, tetraethylene pentamine, and pentaethylene hexamine. It is preferred from the viewpoint of excellent fogging agent performance.

In the present invention, as the polymerizable polyvalent amine compound of the component (B), a product obtained by reacting the above polyamines alone or in a mixture of two or more with an acryloyl group- or methacryloyl group-containing compound is used. It may be used as it is without isolation.

In the reaction between the polyamine and the acryloyl group- or methacryloyl group-containing compound, the acryloyl group- or methacryloyl group-containing compound is usually used in a ratio of 0.5 to 2 moles per 1 mole of the polyamine.

One kind of the polymerizable polyvalent amine compound may be used, or two kinds of polymerizable polyvalent amine compounds may be used.
You may use combinations of more than one species.

In the antifogging agent of the present invention, the polymerizable polyamine compound as component (B) is blended in a ratio of 10 to 150 parts by weight to 100 parts by weight of the polymerizable monomer and/or prepolymer as component (A). is necessary. If the amount of component (B) exceeds the above range, an antifogging agent with excellent scratch resistance and antifogging properties cannot be obtained.

The curable antifogging agent of the present invention is applied to the surface of a substrate and cured, thereby imparting scratch resistance and antifogging properties to the substrate. As a curing method, either a method of photopolymerization by irradiation with light or a method of thermal polymerization by heating can be used, but from the viewpoint of ease of operation, irradiation with active light such as ultraviolet rays and photopolymerization can be used. Advantageously, it is hardened. In this case, the antifogging agent usually contains a photopolymerization initiator. Although various known photopolymerization initiators can be used, various organic carbonyl compounds, particularly aromatic carbonyl compounds, are suitable. Specific examples of such compounds include (a) benzoins represented by the general formula % (in which R1 is a hydrogen atom or an alkyl group such as methyl, ethyl, isopropyl, or imbutyl); ) General formula (R2, R3, R4 in the formula
and R6 are each a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, a hydroxyl group, a phenyl group, an alkylthio group, a morpholino group, etc., and they may be the same or different from each other) The phenyl ketones shown, (c) general formula (in the formula R
'' and R7 are each a hydrogen atom, an alkyl group, an alkoxy group, a carboxyl group, an alkoxycarbonyl group, an alkylthio group, an amino group, etc., and they may be the same or different from each other) and (d) other aromatic carbonyl compounds.

Examples of the benzoins represented by the general formula CI) include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin propyl ether,
Examples of the phenylketones represented by the general formula (II) include benzoin-n-butyl ether, benzoin isobutyl ether, and dimethoxyphenylacetophenone, diethquinphenylacetophenone,
2-hydroxyacetophenone, 2-hydroxyacetophenone, 2-hydroxyacetophenone,
Methylpropiophenone, 4'-isopropyl-2-hydroxy-2-methylpropiophenone, 2,2-dichloro-4'-phenoxyacetophenone, 1-hydroxycyclohexylphenylketone, 4'-methylthio-
2-morpholino-2-methylpropiophenone, 4'
Examples include dodecyl-2-hydroxy-2-methylpropiophenone.

Examples of the benzophenones represented by the general formula (III) include benzophenone, benzoylbenzoic acid, methyl benzoylbenzoate, ethyl benzoylbenzoate, isopropyl benzoylbenzoate, 3.3''-dimethyl-4-methoxybenzophenone, 4-benzoyl-4'-methyldiphenyl sulfide, 4.4'-bisdimethylaminobenzophenone, 4.4'-bisdiethylaminobenzophenone, etc., and other aromatic carbonyl compounds include, for example, benzyl, 4.
4'-dimethoxybenzyl, methyl phenylglyoxylate, anthraquinone, 2-ethylanthraquinone, 2
-Anthraquinones such as chloroanthraquinone, thioxanthone such as thioxanthone, 2,4-dimethylthioxanthone, isopropylthioxanthone, 1-7
Oxime esters such as enyl-1,2-propanedione-2-(o-ethoxycarbonyl)oxime, 1-7znyl-1,2-propanedione-2-o-benzoyloxime, benzoyljethoxyphosphine oxide, 2, 4. Acylphosphine oxides such as 6-trimedylbenzoyldiphenylphosphine oxide, N,
Examples include amine benzoic acids such as ethyl N'-dimethylaminobenzoate and isopropyl N,N'-dimethylbenzoate.

Furthermore, camphor-7-quinone, acetoin, etc. can also be used as other organic carbonyl compounds,
In addition to carbonyl compounds, imidazole dimers,
For example, 2,4,5-triphenylbisimidazole, 2
-(o-chlorophenyl)-4,5-dimethoxyphenylbisimidazole and the like can also be used.

These photopolymerization initiators may be used alone or in combination of two or more, and the amount used is usually the same as that of component (A), component (B), and photopolymerization initiator. It is selected in the range of 0.1 to 101i weight % based on the total weight of.

The antifogging agent of the present invention is preferably used in the form of a solution by dissolving component (A), component (B), and an optional photopolymerization initiator in a suitable solvent.

There are no particular restrictions on the material of the substrate to which the curable antifogging agent of the present invention is applied; for example, polyester, polyamide,
Examples include plastics such as polyethylene, polypropylene, and polyvinyl chloride, and glass.

Furthermore, there are no particular restrictions on the method of applying the antifogging agent to the surface of these substrates, and any method may be used, such as brushing, padding, spraying, roller coating, flow coating, and dip coating. I can do it.

An object of the present invention is to provide the above-mentioned curable antifogging agent, and also to provide a scratch-resistant and anti-fogging plastic film and a plastic board, the surfaces of which are provided with a cured layer of the antifogging agent.

Next, we will explain one example of a suitable manufacturing method for this scratch-resistant and anti-fogging plastic film and plastic board. First, a polyamine dissolved in an appropriate solvent, for example, a tetraethylene pentamine solution, A compound containing an acryloyl group or a methacryloyl group, for example, a solution of methacryloyloxyethyl isonanate, is added dropwise at a predetermined ratio to cause a reaction to produce a polymerizable polyvalent amine compound.
A curable antifogging agent solution is obtained by adding a polymerizable prepolymer and a photopolymerization initiator used as desired in predetermined proportions, and if necessary, diluting with an appropriate solvent to adjust the concentration. Suitable solvents used in this case include aromatic hydrocarbons such as benzene, toluene, and xylene, ketones such as acetone, methyl ethyl ketone, and methyl isobutyl ketone, and ethyl alcohol, isobutyl alcohol, n-butyl alcohol, and isobutyl alcohol. Examples include alcohols, aliphatic and alicyclic hydrocarbons such as n-hexane and cyclohexane, ethers such as tetrahydrofuran and dioxane, and glycol ethers such as ethylene glycol monomethyl ether and ethylene glycol dimethyl ether.

Next, the above-mentioned curable antifogging agent solution is applied to the surface of a desired plastic film or plastic board by an appropriate means, and then the solvent is dried and removed, and then, for example, by curing using an ultraviolet irradiation device, The scratch-resistant and anti-fogging film or board of the present invention is obtained.

When curing by irradiating ultraviolet rays, the illuminance is usually 50 to 3
50 mW/cm”, light intensity is 50-350 mJ/cm2
selected within the range. Furthermore, the plastic film or board may be treated with a primer or the like before applying the antifogging agent.

[Example] Next, the present invention will be explained in more detail with reference to Examples.
The present invention is not limited in any way by these examples.

The trade names and abbreviations of the components used in the preparation of the antifogging agent have the following meanings.

(1) Aronix M-315 manufactured by Toagosei Co., Ltd., trade name, tris (acryloxyethyl) isocyanurate (2) PEG-4,0ODA manufactured by Nippon Kakei Co., Ltd., trade name, polyethylene glycol diacrylate, molecule j1400 (3) DPHA Manufactured by Nippon Kakei Co., Ltd., product name R10CH2-C-CHI-0-CH2-C-CH,O
R1CH20R3'cozoR+ Mixture of R1-R5-acryloyl group, Rs-hydroxyl group, and R1-R1-acryloyl group (4) LIA-306H manufactured by Kyoeisha Yushi Co., Ltd., trade name, pentaerythritol triacrylate hexa Methylene diisocyanate (5) U-L IGHTL 71 manufactured by Kyoeisha Yushi Co., Ltd., trade name, photocurable acrylate antifogging agent (6) IEM: methacryloyloxyethyl iso/i-t (7) TEPA: tetraethylene penta Min (8) TE
TA: Triethylenetetramine (9) PEHA: Pentaethylenehexamine (1G) DPTA: Cyclopyrenetriamine Example 1 The following antifogging agent composition was prepared and applied to the surface of a polyethylene terephthalate (PET) film. After that, the solvent was removed by heating and dried, and then the i-Graphics Co., Ltd.
Power supply device for ultraviolet curing (model UBO42-5AMW)
120W x 1 time (belt speed + 5m/mi)
The coating film was cured under the following conditions: n, irradiation distance: 100 wrn). Table 1 shows the evaluation results of the antifogging properties and scratch resistance of the coated PET film. Further, when the change in antifogging effect over time was determined by indoor exposure, there was no change for at least 10 months. Furthermore, an antifogging test was conducted using temperature differences. The results are shown in Table 2.

Antifog composition Aronix M-315 100 parts by weight PEG-400DA 284 parts by weight DPHA
76 parts by weight LJ-LIGHT
I 71 90 Ii parts TEPAI moles and IE
The reaction product with MI mole was 15,011 parts by weight (Ii parts by weight solid content), and benzophenone was used as a photopolymerization initiator. The same applies below.

Example 2 A coating treatment was carried out in the same manner as in Example 1, except that the following composition was used, and the evaluation results of -vf=ovjfh properties and scratch resistance are shown in Table 1.

Antifogging agent composition UA-306 100 parts by weight Reaction product of mol TEPAI and mol IEMI 100 parts by weight Example 3 A coating treatment was carried out in the same manner as in Example 1 except that the following composition was used. Table 1 shows the evaluation results of antifogging properties and scratch resistance.

Antifogging agent composition DPIA 100 parts by weight TEPA
150 parts by weight of reaction product between Imol and IEMImol Comparative Example 1 The PET film used as the substrate used in Example 1 was examined for antifogging properties and scratch resistance without being coated. The results are shown in Table 1.

Example 4 A coating treatment was carried out in the same manner as in Example 1, except that the following composition was used. Table 1 shows the evaluation results of antifogging properties and scratch resistance.

Antifogging agent composition DPHA 100 parts by weight TETA
150 parts by weight of reaction product between 1 mole and IEMI mole Example 5 A coating treatment was carried out in the same manner as in Example 1 except that the following composition was used. Table 1 shows the evaluation results of antifogging properties and scratch resistance.

Antifogging agent composition Aronix M-3151001i parts PEG-40O
DA 284 parts by weight DPHA
76 parts by weight Reaction product of PEHAI mol and IEMI mol 150 parts by weight Example 6 A coating treatment was carried out in the same manner as in Example 1 except that the following composition was used. Table 1 shows the evaluation results of antifogging properties and scratch resistance.

Antifogging agent composition Aronix M-315 100 parts by weight PEG-400DA 284 parts by weight DPHA
7611i parts Reaction product of 1 mol DPTA and 1 mol IEMI 150111 parts Example 7 Example 1 except that a glass plate was used as the substrate to be treated.
Coating treatment was performed in the same manner as above. Table 1 shows the evaluation results of antifogging properties and scratch resistance.

Comparative Example 2 A coating treatment was performed in the same manner as in Example 1, except that the following composition was used. Table 1 shows the evaluation results of antifogging properties and scratch resistance, and Table 2 shows the results of antifogging tests based on temperature differences.

Antifogging agent composition DPHA 100 parts by weight Reaction product of 1 mol of n-hexylamine and mol of IEMI Comparative Example 3 A coating treatment was carried out in the same manner as in Example 1 except that the following composition was used. Table 1 shows the evaluation results of antifogging properties and scratch resistance.

Antifogging agent composition DPIA 100 parts by weight TEPA
200 parts by weight of reaction product between I mole and IBMI mole Comparative example 4 Coating treatment was carried out in the same manner as in Example 1 except that the following composition was used. Table 1 shows the evaluation results of antifogging properties and scratch resistance.

Antifogging agent composition Aronix M-315 100 parts by weight PEG-400DA 284 parts by weight DPHA
76 parts by weight Reaction product of TEPAI mole and TEMI mole 30 parts by weight (the following margins) 15 omt part Table [Note] Antifogging test method: Set up in a constant temperature and humidity chamber (temperature 23 ° C., humidity 65%) Place the sample in a constant temperature tester for 30 minutes. After that, it is taken out and the degree of cloudiness is determined as follows: O: Not cloudy Δ: Slightly cloudy Substrates coated with IEM have much better antifogging properties than those coated with monoamines as reaction products with IEM. In other words, a substrate coated with a curable antifogging agent composition using a reaction product of polyamine and IEM [polyvalent amine having a (meth)acryloyl group] has both scratch resistance and high antifogging properties. It is recognized that it can be granted.

From Table 2, tetraethylenepentamine (polyamine)
The L-form coated with a composition containing a reaction product between It can be seen that these have almost no anti-fog properties.

Furthermore, the film treated with the coating agent according to the present invention is
Compared with the commercially available anti-fog film A and film B coated with an anti-fog agent, it has excellent water resistance, that is, durability of the anti-fog effect.

Table 3 shows the results of changes in antifogging performance over time due to water immersion.

Table 3 shows that the film coated with the scratch-resistant curable antifogging agent of the present invention not only has high antifogging properties and scratch resistance, but also has excellent durability of the antifogging effect. I understand.

(Margins below) Table [Note] Antifogging test method: 300IllQ of 40°C hot water was placed in a beaker made by 300 companies, a film was placed on top, and the presence or absence of fogging was determined as follows.

O: Not cloudy Regardless of the material of the substrate, it is possible to impart excellent anti-fogging properties and scratch resistance to the surface, and it also has excellent durability. (3) Good adhesion between the substrate and the thin film; (4)
The thin film provided on the substrate has excellent characteristics such as being easily adjustable by adjusting the amount of diluting solvent.

Moreover, the plastic film and plastic board of the present invention, which have a hardened layer of the antifogging agent on their surfaces, have excellent scratch resistance and antifogging properties, and have extremely high commercial value.

Patent applicant Lintic Co., Ltd.

Claims (1)

[Claims] 1(A) Polymerizable monomer and/or prepolymer 100
A scratch-resistant product containing 10 to 150 parts by weight of (B) a polymerizable polyvalent amine compound having an acryloyl group or a methacryloyl group and two or more primary and/or secondary amino groups in the molecule, based on parts by weight. A hardening type anti-fog agent. 2. The scratch-resistant curable antifogging agent according to claim 1, wherein the polymerizable polyvalent amine compound is obtained by reacting a polyamine with acryloyloxyethyl isocyanate or methacryloyloxyethyl isocyanate. 3. The scratch-resistant curable antifogging agent according to claim 2, wherein the polyamine is tetraethylenepentamine. 4. Claims 1 to 3 on the surface of the plastic film.
A scratch-resistant and anti-fog plastic film comprising a cured layer of the scratch-resistant curable antifogging agent according to any one of the above. 5. A scratch-resistant and anti-fog plastic board comprising a hardened layer of the hardened scratch-resistant antifogging agent according to any one of claims 1 to 3 on the surface of the plastic board.