JP2003049095A - Uv curable liquid under coating composition for metal deposition on frp, coating method for the same, and reflector for automobile - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a one-pack type UV curable liquid under coating composition for metal deposition on an FRP having a limitless pot-life, excellent in adhesivity, heat resistance and having preferable hardening property in the state of a thin film. SOLUTION: The UV curable liquid under coating composition for metal deposition on the FRP includes 15-80 pts.wt. of a cationically polymerizable monomer and/or oligomer compound, 85-20 pts.wt. of an oil modified alkyd resin and 0.5-15 pts.wt. of a photopolymerization initiator, and if necessary, 1-40 pts.wt. of a compound having a (meth)acryloyl group per 100 pts.wt. of the sum of the cationically polymerizable monomer and/or oligomer compound and the oil modified alkyd resin.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention is a one-pack type FR which has no limitation on pot life and is excellent in adhesion and heat resistance.
TECHNICAL FIELD The present invention relates to an ultraviolet-curable undercoat liquid composition for metal vapor deposition for P, a coating method thereof, and an automobile mirror coated by the coating method.

[0002]

2. Description of the Related Art A fiber reinforced composite material (hereinafter also referred to as "FRP") is a material that is lightweight and has excellent corrosion resistance and impact resistance, and is used in a wide range of applications including the field of automobile reflectors. As such an application, for example, in an automobile reflecting mirror, a molded product is formed using FRP, and a target product is manufactured by vacuum-depositing a metal such as aluminum on the surface thereof. However, in such a case, if a metal such as aluminum is directly vapor-deposited on the FRP molded product, the metallic sensation does not occur and the optical characteristics required for the reflecting mirror cannot be secured. For this reason, prior to metal vapor deposition, an undercoat paint is applied and cured on the FRP surface in advance to improve optical characteristics.

As the undercoat paint used for such purpose, for example, a lacquer made of an acrylic resin and a nitrified cotton resin, a urethane resin paint, an alkyd resin paint,
Various types of UV-curable paints are known. Among these, the ultraviolet-curable coating material is cured in an extremely short time, and therefore has advantages such as improved productivity and space saving, and is suitable as an undercoat coating material for FRP.

As such an ultraviolet curable coating composition, for example, Japanese Patent Application No. 5-168048 has a plurality of (meth) acryloyl groups in the molecule of dipentaerythritol hexaacrylate, dipentaerythritol pentaacrylate and the like. A composition comprising a compound and an isocyanurate type polyisocyanate has been proposed. In addition, a technique of adding a silane coupling agent to other UV-curable coatings to maintain coating film performance has been proposed. However, since all of them are two-pack type, the pot life was inevitably limited. Moreover, the heat resistance was not always sufficient.

Further, as a radical-polymerizable UV-curable coating material, for example, in Republished WO95 / 32250, 15 to 80 parts by weight of a compound having at least two (meth) acryloyl groups in the molecule, oil-modified alkyd resin 85 is disclosed. ~ 2
0 part by weight and 2 to 15 parts by weight of a sensitizer, and if necessary, further comprises an amino resin, a compound having at least two (meth) acryloyl groups in the molecule, and the oil-modified alkyd resin. 5 to 100 parts by weight in total
A composition containing 20 parts by weight has been proposed. However, the radical-polymerizable UV-curable coating material is not always sufficient because the curing failure may occur due to oxygen damage when the film is thin, and the adhesive force may decrease due to the volume shrinkage of the coating film.

[0006]

In view of the above-mentioned situation, the present invention is a one-pack type which has no limitation on pot life, has sufficient adhesiveness and heat resistance, and has good curability even in a thin film. It is an object of the present invention to provide a UV curable undercoat liquid composition for metal deposition for FRP.

[0007]

DISCLOSURE OF THE INVENTION The present invention provides a UV-curable undercoat liquid composition for FRP metal deposition, which comprises 15 to 80 parts by weight of a cationically polymerizable monomer and / or oligomer, 85 to 20 parts by weight of an oil-modified alkyd resin, And a cationic photopolymerization initiator in an amount of 0.5 to 15 parts by weight, and if necessary, a compound having a (meth) acryloyl group is further added to the above cationically polymerizable monomer and / or oligomer and the above oil-modified alkyd resin. 1 to 40 parts by weight is contained with respect to 100 parts by weight, and 0.1 to 4 parts by weight of a radical photopolymerization initiator is further contained.

The present invention also resides in a method for coating the above ultraviolet curable undercoat liquid composition for metal deposition for FRP and an automobile reflector coated by the coating method.

[0009]

BEST MODE FOR CARRYING OUT THE INVENTION The UV curable undercoat liquid composition for metal deposition for FRP of the present invention (hereinafter also referred to as "the composition of the present invention") is a cationically polymerizable monomer and / or oligomer, an oil-modified alkyd resin, Also, a cationic photopolymerization initiator is an essential component.

The first component of the present invention is a cationically polymerizable monomer and / or oligomer, and in the present invention, the above cationically polymerizable monomer and / or oligomer is acted upon by the action of a photocationic polymerization initiator by irradiation of ultraviolet rays. It polymerizes and cures to help form the basecoat.

Examples of the above cationically polymerizable monomer and / or oligomer include, for example, epoxy group-containing compounds, allyl group-containing compounds, vinyl group-containing compounds,
An oxetane compound etc. can be mentioned.

Examples of the epoxy group-containing compound include bisphenol A type epoxy resin, bisphenol F type epoxy resin, hydrogenated bisphenol A type epoxy resin, cresol-novolak type epoxy resin, aliphatic epoxy resin, alicyclic epoxy resin, Examples thereof include modified alicyclic epoxy resins.

Examples of the epoxy group-containing compounds include bisphenol A type epoxy resins such as ADEKA OPTOMER KRM-2540 (manufactured by Asahi Denka Co., Ltd.), ADEKA CAPTOMER KRM-2400 (manufactured by Asahi Denka Co., Ltd.), and ADEKA CAPTOMER KRM. -2405 (manufactured by Asahi Denka Co., Ltd.), Adeka Optomer KRM2410 (manufactured by Asahi Denka Co., Ltd.)
RM-2510 (manufactured by Asahi Denka Co., Ltd.); as a bisphenol F type epoxy resin, ADEKA OPTOMER KRM-2490
(Manufactured by Asahi Denka Co., Ltd.); as a hydrogenated bisphenol A type epoxy resin, ADEKA OPTOMER KRM-2408 (manufactured by Asahi Denka Co., Ltd.); As the aliphatic epoxy resin, ADEKA OPTOMER KRM-
2755 (manufactured by Asahi Denka Co., Ltd.), ADEKA OPTOMER KRM-2
750 (manufactured by Asahi Denka Co., Ltd.), ADEKA OPTOMER KRM-27
22 (manufactured by Asahi Denka Co., Ltd.), ADEKA OPTOMER KRM-272
0 (manufactured by Asahi Denka Co., Ltd.), CAT003 (manufactured by Daicel UCB Co., Ltd.); as an alicyclic epoxy resin, Celoxide 300
0 (manufactured by Daicel UCB), Celoxide 2000 (manufactured by Daicel UCB), Celoxide 2021A (manufactured by Daicel UCB), Celoxide 2021P (Daicel U)
CB); UVA as the modified alicyclic epoxy resin
CURE1531 (manufactured by Daicel UCB), UVACU
RE1534 (manufactured by Daicel UCB), UVACURE
1533 (manufactured by Daicel UCB) and the like.

The allyl group-containing compound is, for example, diallyl phthalate. Examples of the vinyl group-containing compound include 2-ethylhexyl vinyl ether, butanediol-1,4-divinyl ether, cyclohexanedimethanol monovinyl ether, diethylene glycol monovinyl ether, diethylene glycol divinyl ether, dipropylene glycol divinyl ether, dodecyl vinyl ether, ethyl vinyl ether, hexanediol. They are vinyl ether, hydroxybutyl vinyl ether, hydroxyethyl vinyl ether, isobutyl vinyl ether, methyl vinyl ether, octadecyl vinyl ether, propylene carbonate propenyl ether, vinyl-4-hydroxybutyl ether, vinyl propionate, vinyl carbazole and N-vinyl pyrrolidone. The oxetane compound is, for example, 3-ethyl-3-hydroxyethyloxetane, 1,4bis [(3-ethyl-3-oxetanylmethoxy) methyl] benzene.

The composition of the present invention comprises 15 parts of the above-mentioned first component, which is a cationically polymerizable monomer and / or oligomer.
-80 parts by weight is contained. If it is less than 15 parts by weight, the heat resistance will be poor, and if it exceeds 80 parts by weight, the adhesion will be poor, so the content is limited to the above range. Preferably 30-
It is 50 parts by weight.

The second component of the present invention is an oil-modified alkyd resin. The oil-modified alkyd resin imparts adhesion to FRP. The oil-modified alkyd resin is not particularly limited, and examples thereof include those which can be obtained by using a fat or oil or a fat and oil fatty acid as a modifier in addition to a polyhydric alcohol and a polybasic acid or an acid anhydride thereof. Can be mentioned.

The oil or fat or oil fatty acid used is not particularly limited, and may be any of non-drying oil, semi-drying oil and drying oil. Examples of such oils include coconut oil. , Soybean oil, tall oil, safflower oil, linseed oil, tung oil, castor oil, fats and oils of these fats and oils, and the like.

In the present invention, the oil length of the oil-modified alkyd resin is not particularly limited and may be any of short oil, medium oil and long oil. In the present specification, “oil length” means
It is a value in which the content of oil is expressed on the basis of weight percentage. Specific examples of such an oil-modified alkyd resin include, for example, coconut oil-modified alkyd resin such as Beckosol 13
23-60-EL (Dainippon Ink and Chemicals, Inc., oil length 2
8%); as a tall oil-modified alkyd resin, beccosol ET-6502-60 (manufactured by Dainippon Ink and Chemicals, Inc.,
Oil length 65%); as soybean oil-modified alkyd resin, beccozole ES-6505-70 (Dainippon Ink and Chemicals, Inc., oil length 65%), beccozol OD-E-198-5.
0 (Dainippon Ink and Chemicals, Inc., oil length 28%), Beckosol ES-4020-55 (Dainippon Ink and Chemicals, Inc., oil length 40%), Beckosol P-470-70 (Dainippon Ink and Chemicals Co., Ltd.) Beckosol J-557 (manufactured by Dainippon Ink and Chemicals, Inc., oil length 51%); as flaxseed oil modified alkyd resin; beccosol 45-163 (Dainippon Ink) Chemical industry company, oil length 28%), Beckosol E
L-4501-50 (manufactured by Dainippon Ink and Chemicals, Inc., oil length 45%), Beckosol EL-6501-70 (manufactured by Dainippon Ink and Chemicals, Inc., oil length 65%) and the like can be mentioned.

The oil length in the solid content of the composition of the present invention depends on the oil length of the above oil-modified alkyd resin and the mixing ratio of the cationically polymerizable monomer and / or oligomer and the above oil-modified alkyd resin. Determined by factors. The oil length of the oil-modified alkyd resin is determined by the type of oil / fat forming the oil-modified alkyd resin.

The composition of the present invention comprises 85 to 20 parts by weight of the oil-modified alkyd resin as the second component. If it exceeds 85 parts by weight, the heat resistance will decrease, and if it is less than 20 parts by weight, the adhesion will be poor, so it is limited to the above range. It is preferably 80 to 50 parts by weight.

The third component of the present invention is a photocationic polymerization initiator. The cationic photopolymerization initiator is not particularly limited, and examples thereof include CYRACURE 6990 (manufactured by Union Carbide Co.), UVACURE 1590 (Daicel U).
CB, UVACURE1591 (Daicel UCB)
Company), San-Aid SI-110 (manufactured by Sanshin Chemical Co., Ltd.), Sun-Aid SI-110 (manufactured by Sanshin Chemical Co., Ltd.), San-Aid S
I-100L (manufactured by Sanshin Chemical Co., Ltd.), San-Aid SI-80L
(Manufactured by Sanshin Chemical Co., Ltd.), San-Aid SI-60L (manufactured by Sanshin Chemical Co., Ltd.), Adeka Optimer SP-100 (manufactured by Asahi Denka Co., Ltd.), Adeka Optimer SP-150 (manufactured by Asahi Denka Co., Ltd.),
Examples thereof include Adeka Optomer SP-152 (manufactured by Asahi Denka Co., Ltd.), Adeka Optomer SP-170 (manufactured by Asahi Denka Co., Ltd.), and Adeka Optomer SP-172 (manufactured by Asahi Denka Co., Ltd.). In the present invention, these may be used alone or in combination of two or more.

In the composition of the present invention, the photocationic polymerization initiator which is the third component is added in an amount of 0.5 to 15 with respect to a total of 100 parts by weight of the first component and the second component.
It is constituted by including parts by weight. If it is less than 0.5 parts by weight, the adhesion and heat resistance will be poor, and if it exceeds 15 parts by weight, the effect will not change, but it is economically disadvantageous, so it is limited to the above range. Preferably, it is 0.5 to 10 parts by weight.

In the present invention, in addition to the above-mentioned first to third components, as a fourth component, if necessary, (meth)
Compatibility by containing a compound having an acryloyl group,
The curability can be further improved. Examples of the compound having a (meth) acryloyl group include those obtained by reacting a polyol with (meth) acrylic acid, compounds having a terminal isocyanate group in the molecule,
Examples thereof include a urethane acrylate obtained by adding a compound having a hydroxyl group and a (meth) acryloyl group, an epoxy acrylate obtained by reacting a compound having an epoxy group or a glycidyl group with (meth) acrylic acid.

The product obtained by reacting the above polyol with (meth) acrylic acid is an oligoester acrylate. Examples of the polyol include ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, dipropylene glycol, polyethylene glycol, trimethylene glycol, polypropylene glycol, tetramethylene glycol, polytetramethylene glycol, 1,2-butanediol, 1 , 3-butanediol, 1,4-butanediol, 1,5-pentanediol, neopentyl glycol, 1,2-hexylene glycol, 1,6-hexanediol, heptanediol, 1,10-decanediol, Cyclohexanediol, 2-butene-1,4
-Diol, 3-cyclohexene-1,1-dimethanol, tetrahydrofurfuryl alcohol, 2-hydroxypropyl alcohol, phenoxyethyl alcohol,
4-methyl-3-cyclohexene-1,1-dimethanol, 3-methylene-1,5-pentanediol, (2-
Hydroxyethoxy) -1-propanol, 4- (2-
Hydroxyethoxy) -1-butanol, 5- (2-hydroxyethoxy) -pentanol, 3- (2-hydroxypropoxy) -1-butanol, 4- (2-hydroxypropoxy) -1-butanol, 5- (2 -Hydroxypropoxy) -1-pentanol, 1- (2-hydroxyethoxy) -2-butanol, 1- (2-hydroxyethoxy) -2-pentanol, hydrogenated bisphenol A, glycerin, diglycerin, polycaprolactone, 1,2,6-hexanetriol, trimethylolpropane, trimethylolethane, pentanetriol, 3- (2-hydroxyethoxy) -1,2-propanediol, 3- (2-hydroxybrovoxy) -1,
2-propanediol, 6- (2-hydroxyethoxy) -1,2-hexanediol, 1,9-nonanediol, neopentyl glycol hydroxypivalate,
Spiroglycol, 2,2-bis (4-hydroxyethoxyphenyl) propane, 2,2-bis (4-hydroxyproproxyphenyl) propane, pentaerythritol, dipentaerythritol, trimethylolpropane, trishydroxyethyl isocyanurate, di- (2
-Hydroxyethyl) -1-acetoxyethyl isocyanurate, di (2-hydroxyethyl) -2-acetoxyethyl isocyanurate, mannitol, glucose and other polyols can be mentioned, and further, these oxides include ethylene oxide, Alkylene oxide-modified or lactone-modified polyol obtained by addition reaction with propylene oxide, ε-caprolactone, γ-butyrolactone, etc .; terminal obtained by condensation of excess of these polyols with polybasic acid or acid anhydride thereof Mention may also be made of polyester polyols having a hydroxyl group, polyether polyols and the like.

The polybasic acid or its acid anhydride is not particularly limited, and examples thereof include phthalic acid, isophthalic acid, terephthalic acid, trimetic acid, methylcyclohexene tricarboxylic acid, adipic acid, sebacic acid, azelaic acid, tetrahydrophthalic acid. , Hexahydrophthalic acid, hymic acid, succinic acid, dodecynylsuccinic acid, methylglutaric acid, pimelic acid, malonic acid, maleic acid, fumaric acid, chloromaleic acid, dichloromaleic acid, citraconic acid,
Examples thereof include mesaconic acid, itaconic acid, tetrahydrophthalic acid, carbic acid, het acid, aconitic acid, glutaconic acid, and their acid anhydrides.

Examples of the fourth component include NK ester ADP-6 (manufactured by Shin-Nakamura Chemical Co., Ltd.), NK ester ATMM-3L (manufactured by Shin-Nakamura Chemical Co., Ltd.), and NK ester APG-200 (Shin Nakamura Chemical Co., Ltd.). ), KAYARA
DT-1420 (T) (manufactured by Nippon Kayaku Co., Ltd.), KAYAR
AD DPHA (manufactured by Nippon Kayaku Co., Ltd.) and the like can be mentioned. The composition of the present invention contains the compound having a (meth) acryloyl group, which is the fourth component, in an amount of 1 to 40 parts by weight based on 100 parts by weight of the total of the first component and the second component. Preferably. If the amount is less than 1 part by weight, the curability at a low irradiation amount is not sufficiently improved, and if it exceeds 40 parts by weight, the curability at a low irradiation amount does not change, but the adhesiveness decreases. More preferably, it is 3 to 20 parts by weight.

In the present invention, when the fourth component is added, a photoradical polymerization initiator is contained as the fifth component. Examples of the photo-radical polymerization initiator include IRGACURE 651 (manufactured by Ciba Specialty Chemicals), IRGACURE 184 (manufactured by Ciba Specialty Chemicals), IRGACURE 1000 (manufactured by Ciba Specialty Chemicals), and IRGACURE 907 (Ciba Specialty Chemicals). Made), Irgacure 149
(Ciba Specialty Chemicals), Irgacure 261 (Ciba Specialty Chemicals), Irgacure 1800 (Ciba Specialty Chemicals), Kayacure DETX-S (Nippon Kayaku), Kayakyu EPA (Nippon Kayaku) Made), Kayakyu DMBI
(Manufactured by Nippon Kayaku Co., Ltd.), and the like. In the present invention, these may be used alone or in combination of two or more.

In the composition of the present invention, the photoradical polymerization initiator as the fifth component is added in an amount of 0.1 to 100 parts by weight of the compound having a (meth) acryloyl group as the fourth component. Up to 4 parts by weight are contained. 0.1
If it is less than 4 parts by weight, the adhesion and heat resistance will be poor, and if it exceeds 4 parts by weight, the effect will not change, but it is economically disadvantageous.
It is limited to the above range. Preferably, it is 0.5 to 3 parts by weight.

In the present invention, in addition to the first component, the second component and the third component, or in the case of having the fourth component and the fifth component, the first component In addition to the second component, the third component, the fourth component and the fifth component, a solvent, a surface conditioner and the like can be further added.

The above-mentioned solvent has a function of diluting the composition of the present invention to facilitate coating, and the solvent is not particularly limited, but a low surface tension solvent is preferable for improving wettability. As such, for example, alcohol solvents, ketone solvents, and the like, further,
In addition to these, ethyl acetate, butyl acetate, toluene, xylene and the like can be used in combination in view of the evaporation rate and cost. The blending amount of the above solvent can be increased or decreased as necessary.

The surface conditioner is not particularly limited,
For example, a fluorine type additive, a cellulose type additive, etc. can be mentioned. The above-mentioned fluorine-based additive has a function of preventing cissing when applied to the FRP material by lowering the surface tension and increasing the wettability, and specific examples thereof include Megafac F-177 (large Examples include Nihon Ink Chemical Co., Ltd.), Megafac F-117 (Dainippon Ink and Chemicals Co., Ltd.), and the like. The above-mentioned cellulose-based additive has a function of imparting a film-forming property at the time of coating, and has a number average molecular weight of 1,500 in order to reduce fluidity.
A high molecular weight product of 0 or more is preferable, and examples of such a product include cellulose-acetate-butyrate resin.

In the present invention, when the amount of the above-mentioned fluorine-based additive is increased, the adhesion to vapor-deposited aluminum or the top coat is deteriorated, and when the amount of the above-mentioned cellulose-based additive is increased, Since the solid content of the composition is reduced and the coating film is less likely to adhere, it is preferable to use the fluorine-based additive and the cellulose-based additive together.

In the present invention, the amount of the surface preparation agent added is the sum of the three components of the first component, the second component and the third component, or in the case of having the fourth component. ,
The total amount of the fluorine-based additive and the cellulose-based additive is preferably 0.01 to 3.0 parts by weight based on 100 parts by weight of the total of the four components including the fourth component. When the above-mentioned fluorine-based additive is used alone,
01 to 1.0 parts by weight is preferable, and when the above-mentioned cellulose-based additive is used alone, 0.5 to 5.0 parts by weight is preferable.

In manufacturing an automobile reflecting mirror using the composition of the present invention, for example, an FRP molded article is washed with an aqueous detergent and dried, and then the composition of the present invention is applied to the surface of the molded article. Then, ultraviolet irradiation is performed to form a base coat layer.

The above-mentioned coating can be carried out by air spray coating, electrostatic coating, dip coating or the like. In the above coating, the dry film thickness is 5 to 40 μm,
Before the above-mentioned UV irradiation, it is 3 to 30 at 60 to 130 ° C.
The solvent is evaporated by preheating under the condition of minute, preferably 5 to 20 minutes. If the temperature of the preheat is less than 60 ° C, the moisture resistance and heat resistance are poor, and if it exceeds 130 ° C, the performance is not affected, but it is economically disadvantageous.

The above-mentioned ultraviolet irradiation is carried out after the above preheating.
It is performed under the condition of about 400 to 5000 mJ / cm ² . The composition of the present invention can be cured by the ultraviolet irradiation. A fusion lamp, a high-pressure mercury lamp, a metal halide lamp, etc., which are generally used in the relevant field, can be used for the irradiation of the ultraviolet rays.

After the composition of the present invention was applied and cured, a metal such as aluminum was vacuum-deposited on the cured coating film and, if necessary, further vapor-deposited to prevent corrosion. Clear coating on metal, 100-120
Bake at 5 ° C for about 5 to 15 minutes to obtain a dry film thickness of 3 to 2
By forming a top coat layer having a thickness of 0 μm, a target automobile reflector can be obtained.

Examples of the clear coating used for the clear coating include acrylic lacquer coating, acrylic melamine curing clear coating, aluminum chelate curing acrylic coating and the like.

F to which the composition of the present invention can be applied
The RP molded body is not particularly limited, and examples thereof include an eye wheel reflecting mirror such as a head lamp, a tail lamp, and a side lamp. Among them, it is preferably used for a head lamp that requires a relatively large amount of light. You can

The composition of the present invention containing the above-mentioned first to third components and not containing the above-mentioned fourth component is not limited to the above-mentioned automobile reflecting mirror, and further, for example, printing paper subjected to offset printing. And the like, and by providing a cosmetic effect by protecting the printing paper, it is possible to obtain a paper product having excellent adhesion to the offset ink and the paper.

[0041]

EXAMPLES The present invention will be specifically described below with reference to examples, but these examples are merely examples and do not limit the present invention. In addition, in the following examples, the blending amount of each component is expressed in parts by weight.

Examples 1 to 4 and Comparative Examples 1 to 3 The respective components shown in Table 1 were mixed in the parts by weight shown in Table 1 to prepare a UV-curable undercoat liquid for metal deposition for FRP of each Example and Comparative Example. The composition was adjusted. In Comparative Example 3, a compound having a (meth) acryloyl group and a polyisocyanate (Mitsui Chemicals, Inc.) were used in place of the cationically polymerizable compound as the first component of the present invention and the oil-modified alkyd resin as the second component. Company name, product name Orestar 2000),
Irgacure 651 manufactured by Ciba Specialty Chemicals and Kayacure DETX-S manufactured by Nippon Kayaku Co., which are photoradical polymerization initiators, were used in combination.

(Preparation of FRP Car Reflective Mirror) The FRP molded product for a car reflector is washed with IPA and dried, and then the obtained UV-curable undercoat liquid composition for metal deposition for FRP is dried to a dry film thickness. The surface was air-spray coated so as to have a thickness of 10 to 15 μm. After that, the solvent is removed by preheating at 80 ° C. for 10 minutes, and an ozone type diffusion type high pressure mercury lamp of 80 W / cm is used, and 1000 mJ /
The base coat layer was formed on the surface of the FRP molded product by curing it by irradiating it with ultraviolet rays at a dose of cm ² .
Next, after vacuum-depositing aluminum on the surface of the obtained base coat layer, further, from above, Yupica coat 30
20 parts by weight of 02A (manufactured by Japan Yupica) and 3 parts of toluene
5 parts by weight, 40 parts by weight of Solvesso # 100, and 5 parts by weight of n-butanol were used to apply a top coating composition by air spray coating to a dry film thickness of 3 μm, and the conditions were 120 ° C. and 10 minutes. The top coat layer was formed by baking, and an FRP automobile mirror was manufactured.

(Performance Test Evaluation Method) The obtained FRP automobile reflecting mirror was subjected to a performance test for the following items and evaluated. The results are shown in Table 1. 1. Appearance of the coating film Visually observe the appearance to check for defects such as rainbow, whitening, cracks, blisters, etc., those with no defects are marked with ◯, those with slight defects are marked with △, and those with defects are marked with ×. And 2. By visual observation of gloss, those with sufficient gloss were rated as ◯, and those with insufficient gloss were rated as x. 3. The surface of the reflecting mirror was cut into 100 2 mm-width cross-cuts with an adhesive cutter knife, and cellophane sticky tape was pasted on top of this to rapidly peel off, and the number of cross-cuts left without peeling was counted and measured. . 100/100 The remaining one is ◯,
99/100 to 91/100 △, 90/1
What remained after 00 was set as x. 4. Moisture resistance 50 ℃, left in a constant temperature and humidity chamber of 95RH% for 240 hours,
After taking out, the cloth was lightly wiped with a cloth, and the appearance and adhesion were evaluated in the same manner as in the above method. 5. It was left in a hot-air circulation type drying oven having a heat resistance of 180 ° C. for 96 hours, taken out, and allowed to cool to room temperature, and the appearance and adhesion were evaluated in the same manner as the above-mentioned method. 6. The pot life was stored at 40 ° C for 1 month, the storage stability was observed, and the one showing no significant change in viscosity and no gel formation was rated as ◯,
The case where the viscosity change was remarkable or the gel was generated was evaluated as x. 7. Curability (Tackiness) The tackiness of the undercoating film immediately after being cured by ultraviolet irradiation was evaluated by touch with a finger. A sample having no tackiness was evaluated as ◯, a sample having a slight tackiness was evaluated as Δ, and a sample having a clear tackiness was evaluated as x.

[0045]

[Table 1]

Examples 5 to 9 and Comparative Example 4 The respective components shown in Table 2 were mixed in the parts by weight shown in Table 2 to prepare a UV curable undercoat liquid composition for metal deposition for FRP of each Example and Comparative Example. Was adjusted. When manufacturing a FRP automobile reflector, the irradiation amount of ultraviolet rays was 400 mJ /
The same procedure was performed as in Example 1 except that the value was cm ² . Also in the performance test evaluation, the same results as in Example 1 were obtained and the results are shown in Table 2.
It was shown to.

[0047]

[Table 2]

Examples 10 to 13 and Comparative Examples 5 to 6 The components shown in Table 3 were mixed in parts by weight shown in Table 3 to prepare a UV-curable undercoat liquid for FRP metal vapor deposition of each Example and Comparative Example. The composition was adjusted. In the manufacture of the FRP automobile reflecting mirror, except that the dry coating film of the UV-curable undercoat liquid composition for metal deposition for FRP was coated to have the film thickness shown in Table 3. The same as in Example 1. The performance test evaluation was performed in the same manner as in Example 1 and the results are shown in Table 3.

[0049]

[Table 3]

[0050]

The composition of the present invention comprises a cationically polymerizable monomer and / or oligomer compound, an oil-modified alkyd resin, a compound having a (meth) acryloyl group, and a photopolymerization initiator. Since it is a one-component type, there is no limit on pot life, it has an excellent appearance, heat resistance,
Moisture resistance and curability at the time of thin film are also sufficient, and it has excellent adhesiveness, and can be suitably used for UV curing type undercoating applications for metal deposition for FRP, and when used for automotive mirror applications. It is possible to form a metal vapor deposition for FRP which is excellent in metallic luster, adhesion and heat resistance. Furthermore, it can be used in the field of printing to protect printing paper and impart a cosmetic effect.

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Claims (5)

[Claims] 1. A cationically polymerizable monomer and / or oligomer 15 to 80 parts by weight, an oil-modified alkyd resin 85 to 85.
20 parts by weight and 0.5 to 15 photo-cationic polymerization initiator
A UV-curable undercoat liquid composition for metal deposition for FRP, characterized in that it contains 1 part by weight. 2. A cationically polymerizable monomer and / or oligomer 15 to 80 parts by weight, an oil-modified alkyd resin 85 to 85.
20 parts by weight and 0.5 to 15 photo-cationic polymerization initiator
1 to 40 parts by weight of a compound having a (meth) acryloyl group based on 100 parts by weight of the total of the cationically polymerizable monomer and / or oligomer and the oil-modified alkyd resin. A UV curable undercoat liquid composition for metal deposition for FRP, further comprising 0.1 to 4 parts by weight of a radical photopolymerization initiator. 3. The oil-modified alkyd resin is modified with at least one selected from the group consisting of tall oil, coconut oil, soybean oil, safflower oil, linseed oil, tung oil, castor oil, and fatty acids of these oils and fats. The ultraviolet curable undercoat liquid composition for metal vapor deposition for FRP according to claim 1 or 2, which is obtained by the following. 4. The surface of the FRP molded product according to claim 1 or 2.
After applying the UV curable undercoat liquid composition for metal deposition for FRP as described above to a dry film thickness of 5 to 40 μm,
A method for applying a UV-curable undercoat liquid composition for metal deposition for FRP, which comprises preheating at a temperature of 60 to 130 ° C. for 5 to 30 minutes and then irradiating with an ultraviolet ray of 400 to 5000 mJ / cm ² . 5. A coating film of a UV-curable undercoat liquid composition for metal deposition for FRP, which is formed by coating the surface of an FRP molded article for an automobile reflecting mirror by the coating method according to claim 4 and curing it. An automobile reflector, wherein a metal is vacuum-deposited, and a top coat layer having a dry film thickness of 3 to 20 μm is formed on the vacuum-deposited metal.