JPH06128502A - Covering material composition - Google Patents

Abstract

PURPOSE:To obtain a composition improved in abrasion resistance, surface smoothness, heat resistance, chemical resistance, durability, weatherability, etc., by mixing three specified compounds, i.e., an ultraviolet absorber, a hindered amine light stabilizer and a photopolymerization initiator. CONSTITUTION:The composition is obtained by mixing, 10-70 pts.wt. mono- or polypentaerythritol poly(meth)acrylate monomer of formula I, 5-50 pts.wt. urethane poly(meth)acrylate compound having at least two radical-polymerizable double bonds in the molecule, 5-50 pts.wt. poly[(meth)acryloyloxyalkyl] (iso) cyanurate of formula II or III, 2-30 pts.wt. benzotriazole ultraviolet absorber having maximum absorption at a wavelength of 24-380nm, a hindered amine light stabilizer, and 0.1-10 pts.wt. photopolymerization initiator in a total amount of 100 pts.wt.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention, when exposed to active energy rays, imparts wear resistance, surface smoothness, heat resistance,
The present invention relates to a coating material composition capable of forming a crosslinked cured coating having excellent chemical resistance, durability, weather resistance and adhesion to a substrate.

[0002]

2. Description of the Related Art Synthetic resin moldings made of polymethylmethacrylate resin, polymethacrylimide resin, polycarbonate resin, polystyrene resin, AS resin, etc. are lightweight and have excellent impact resistance. Not only is it excellent in transparency, but in recent years, it has come to be widely used as a plastic material for automobiles in headlamps, glazing, covers for measuring instruments and the like. On the other hand, however, these synthetic resin molded products lack sufficient wear resistance on the surface, and are easily damaged by contact with other hard objects, friction, scratching, etc. There is a strong demand for improving the wear resistance of the surface because it significantly reduces the commercial value and renders the product unusable in a short period of time. Further, when used as the above-mentioned automobile material, its weather resistance is also an important performance.

Various methods have been studied so far for improving the drawbacks of such synthetic resin molded products.
For example, silicon-based, a coating material composed of a melamine-based resin composition is applied to the surface of a synthetic resin molded product, and heat-condensed to form a cross-linked coating, and a method for improving abrasion resistance, or from radically polymerizable monomers A method of forming a crosslinked coating by irradiating an active energy ray after coating the resin composition of JP-A No. 56-122840 is proposed.

However, although the abrasion resistance of the surface of the synthetic resin molded article is improved to some extent by these methods, the former method is insufficient in durability against heat shock, hot water and the like and the chemical resistance, and the latter method is insufficient. Although the method (1) was excellent in durability and chemical resistance, it was not satisfactory in weather resistance. In particular, in the case where the synthetic resin molded article of the substrate has essentially poor weather resistance, for example, a polycarbonate resin or the like, even though the weather resistance of the surface-hardened coating itself is good, it passed through the coating. The base material itself is deteriorated by active energy rays such as ultraviolet rays contained in sunlight, the molded product is remarkably yellowed, a cured film on the surface is cracked, or the film is peeled off.

[0005]

SUMMARY OF THE INVENTION The present invention has been made in the background described above, and its purpose is to provide a substrate surface with abrasion resistance, surface slipperiness, heat resistance, chemical resistance, and durability. It is intended to provide a coating material composition capable of forming a crosslinked cured coating having excellent properties, weather resistance, and adhesion to a substrate.

[0006]

Means for Solving the Problems As a result of intensive investigations by the present inventors, polypentaerythritol having a (meth) acryloyl group and urethane poly (meth) acryle having a radically polymerizable unsaturated double bond. A coating composition containing a compound, a cyanurate having a (meth) acryloyl group, an ultraviolet absorber, a hindered amine light stabilizer and a photopolymerization initiator in a specific ratio is applied to a synthetic resin molded article. The present invention has been completed by finding that a synthetic resin molded article having excellent wear resistance and weather resistance can be obtained by curing by irradiation with active energy rays.

That is, the present invention comprises: (A) at least one monomer selected from poly (meth) acrylates of the following general formula (I): mono- or polypentaerythritol, 10 ~ 70 parts by weight,

[0008]

[Chemical 4]

(Wherein X ₁₁ , X ₁₂ , X ₁₃ , X ₂₂ , X ₂₃ ,
... At least three of X _n2 , X _n3 , and X ₁₄ are CH
₂ = CR-COO- group, the rest is -OH group. Also,
n is an integer of 1 to 5 and R represents hydrogen or a methyl group. (B) at least one urethane poly (meth) acrylate compound having at least two radically polymerizable unsaturated double bonds in one molecule, 5 to 50 parts by weight, (C) general formula (II) or Poly [(meth) acryloyloxyalkyl] (iso) cyanure represented by (III)
5 to 50 parts by weight

[0010]

[Chemical 5]

[0011]

[Chemical 6]

(Wherein X ₁ , X ₂ and X ₃ represent an acryloyl group, a methacryloyl group, a hydrogen atom or an alkyl group, at least two of which are (meth) acryloyl groups, and R ₁ and R ₂ and R ₃ represent an oxyalkylene group having 1 to 4 carbon atoms.) (D) UV absorber, 2 to 30 parts by weight, (E) Hindered amine light stabilizer, 0.1 to 5 parts by weight ( F) a photopolymerization initiator, 0.1 to 10 parts by weight (provided that the total amount of A, B, C, D, E and F is 100 parts by weight). Is.

This coating material composition is applied to the surface of a synthetic resin molded article and irradiated with active energy rays to obtain a wear resistance, heat resistance and chemical resistance having a crosslinked cured coating with a film thickness of 1 to 30 μm. A synthetic resin molded product having excellent durability and weather resistance can be obtained. The present invention will be described in detail. First, each component of the coating material composition of the present invention will be described.

Regarding the component (A). The poly (meth) acrylate of component (A), mono- or polypentaerythritol, exhibits good polymerization activity upon irradiation with active energy rays and has a high degree of crosslinking density and excellent abrasion resistance. To form a polymer. Therefore, it is possible to form a cured coating having excellent wear resistance on the surface of the base material.

Specific examples of the component (A) include pentaerythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol tri (meth) acrylate, Dipentaerythritol tetra (meth) acrylate, dipentaerythritol penta (meth) acrylate, dipentaerythritol hexa (meth) acrylate, tripentaerythritol tetra (meth) acrylate , Tripentaerythritol penta (meth) acrylate, tripentaerythritol hexa (meth) acrylate, tripentaerythritol heptah (meth) acrylate, tripentaerythritol octa (meth) acrylate Examples include acrylate.

The proportion of the component (A) used is (A) to (F).
The total amount of components is 10 to 70 parts by weight, more preferably 25 to 50 parts by weight, based on 100 parts by weight. The amount of component (A) is 1
At 0 parts by weight, a cured coating having sufficient abrasion resistance cannot be obtained. When it exceeds 70 parts by weight, cracks are likely to occur in the cured coating, and the cured coating after the durability test or the weather resistance test has Cracks occur. In addition, the heat resistance of the cured coating is also reduced.

Regarding the component (B). Component (B), a urethane poly (meth) having at least two radically polymerizable unsaturated double bonds in one molecule
The acrylate compound has a toughness, flexibility, and
A component which improves heat resistance and weather resistance, and is a urethanization reaction product of a (meth) acrylate containing a hydroxyl group and an isocyanate compound having two or more isocyanate groups in the molecule, and , A polyol having an isocyanate having two or more isocyanate groups in the molecule,
An example is a urethanation reaction product obtained by reacting a polyester or polyamide-based diol to synthesize an adduct, and then adding a (meth) acrylate containing a hydroxyl group to the remaining isocyanate group. . The latter urethane poly (meth) acrylate is preferable because it can further improve the toughness and flexibility of the cured film. Further, those having a molecular weight of 1,000 to 5,000 are more preferable in that the adhesion of the cured coating to the substrate is improved.

Specific examples of the polyisocyanate compound include tolylene diisocyanate, ethylene diisocyanate, 1,2-diisocyanatopropane, 1,3-diisocyanatopropane and 4,4'-. Diphenylmethane diisocyanate, xylylene diisocyanate, tetramethyl xylylene diisocyanate, hexamethylene diisocyanate, lysine isocyanate, 4,4'-methylenebis (cyclohexyl) isocyanate, Methylcyclohexane-2,4-diisocyanate, methylcyclohexane-2,6-diisocyanate, 1,3-bis (isocyanatomethyl) cyclohexane, isophorone diisocyanate, trimethylhexamethylene diisocyanate, Tetramethylene diisocyanate, dimer acid diisocyanate, - isocyanatoethyl-2,6
Examples thereof include polyisocyanate monomers such as diisocyanatohexanoate, burettes and trimers thereof, and adducts thereof with various polyols.

The polyol used for the synthesis of the adduct is not particularly limited, and specific examples thereof include ethylene glycol.
, Propylene glycol, butylene glycol, neopentyl glycol, trimethylol propane, pentaerythritol, sorbitol, mannitol, glycerin and other alkylpolyols and these polyetherpolyols And polyester polyols such as polyester polyols and polycaprolactone polyols synthesized from polyhydric alcohols and polybasic acids.

Specific examples of the (meth) acrylate containing a hydroxyl group include 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate and 2-hydroxybutyl (meth) acrylate. −
Addition reaction of (meth) acrylic acid with monoepoxy compounds such as butyl glycidyl ether, 2-ethylhexyl glycidyl ether, glycidyl methacrylate, etc. Objects, polyethylene glycol, polypropylene glycol
And mono (meth) acrylic acid ester of polycaprolactone diol.

The reaction of polyisocyanate with various diols and a (meth) acrylate containing a hydroxyl group is carried out in the presence of a tin catalyst such as n-butyltin dilaurate.
It is heated at 60 to 70 ° C. for several hours by using the isocyanate group and the hydroxyl group so that they have almost the same amount. Since the reaction product generally has a high viscosity, it is preferable to dilute the reaction product with an organic solvent or another diluting monomer during or after the reaction.

The proportion of the component (B) used is (A) to (F).
The total amount of the components is 5 to 50 parts by weight, more preferably 15 to 35 parts by weight, based on 100 parts by weight. When the amount of the component (B) is less than 5 parts by weight, a cured coating having sufficient toughness and weather resistance cannot be obtained, and the curability in an air atmosphere deteriorates.
If it exceeds 50 parts by weight, the wear resistance is reduced.

Regarding the component (C). The poly [(meth) acryloyloxyalkyl] (iso) cyanurate represented by the general formula (II) or (III), which is the component (C), exhibits good polymerization activity upon irradiation with active energy rays, Further, it is a component that can improve the toughness and heat resistance of the cured film without impairing the high wear resistance. Specific examples of the component (C) include di (2-acroyloxyethyl) isocyanurate and tris (2
-Acryloyloxyethyl) isocyanurate, di (2-acryloyloxypropyl) isocyanurate,
Tris (2-acryloyloxypropyl) isocyanurate, di (2-acryloyloxyethyl) cyanurate
Tris (2-acryloyloxyethyl) cyanurate, di (2-acryloyloxypropyl) cyanurate
And tris (2-acryloyloxypropyl) cyanurate and the like. The proportion of component (C) used is
The total amount of the components (A) to (F) is 5 to 50 parts by weight, more preferably 10 to 40 parts by weight, based on 100 parts by weight.
When the amount of the component (C) is less than 5 parts by weight, a cured coating having sufficient toughness and heat resistance cannot be obtained, and when it exceeds 50 parts by weight, the wear resistance is reduced.

Regarding the component (D). The ultraviolet absorber which is the component (D) is not particularly limited, and it can be used as long as it is uniformly dissolved in the composition and has good weather resistance, but it has good solubility and weather resistance in the composition. From the viewpoint of improving effect, benzophenone-based, benzotriazol-based, phenyl salicylate-based, compounds derived from phenyl benzoate, ultraviolet absorbers having a maximum absorption wavelength in the range of 240 ~ 380 nm are preferable, and particularly, A benzophenone-based UV absorber can be contained in a large amount in the composition, and a benzotriazole-based UV absorber can be used because it can prevent yellowing of a substrate such as polycarbonate. Absorbents are preferred. Most preferably, the above two types are used in combination.

Specific examples of the component (D) include 2-hydroxybenzophenone, 5-chloro-2-hydroxybenzophenone, 2,4-dihydroxybenzophenone and 2
-Hydroxy-4-methoxybenzophenone, 2-hydroxy-4-octyloxybenzophenone, 4-dodecyloxy-2-hydroxybenzophenone, 2-hydroxy-4-octadecyloxybenzophenone, 2,2'-
Dihydroxy-4-methoxybenzophenone, 2,2 '
-Dihydroxy-4,4'-dimethoxybenzophenone, phenyl salicylate, p-tert-butylphenyl salicylate, p- (1,1,3,3-tetramethylbutyl) phenyl salicylate, 3-hydroxyphenylbenzo Eat, phenylene-1,3-dibenzoe-
2- (2-hydroxy-5'-methylphenyl) benzotriazole, 2- (2-hydroxy-5-ter
t-butylphenyl) -5-chlorobenzotriazo-
2- (2-hydroxy-3,5-di-tert-butylphenyl) benzotriazole, 2- (2-hydroxy-5-tert-butylphenyl) benzotriazole, 2- (2-hydroxy-4) -Octylphenyl)
Examples thereof include benzotriazole, and among these,
Benzophenone-based 2-hydroxy-4-octoxybenzophenone and 2,4-dihydroxybenzophenone, benzotriazole-based 2- (2-hydroxy-5)
-Tert-Butylphenyl) benzotriazole is particularly preferable, and it is more preferable to use a combination of two or more thereof.

The proportion of component (D) used is from (A) to (F).
The total amount of the components is 2 to 30 parts by weight, preferably 5 to 15 parts by weight, based on 100 parts by weight. When the amount of the component (D) is less than 2 parts by weight, the weather resistance of the cured coating and the protection of the base material from ultraviolet rays are not sufficient, and when the amount exceeds 30 parts by weight, the curing of the coating itself becomes insufficient, and the cured coating becomes Toughness, heat resistance, and wear resistance decrease.

Regarding the component (E). Examples of the hindered amine light stabilizer as the component (E) include bis (1,2,2,6,6-pentamethyl-4-piperidyl) sebacate and bis (2,2,6,6-tetra). Methyl-4-piperidyl) sebacate, 2- (3,5-
Di-tert-butyl-4-hydroxybenzyl) -2
Bis (1,2,2,6,6-pentamethyl-4-piperidyl) -n-butylmalonate, dimethyl-1-succinate
(2-hydroxyethyl) -4-hydroxy-2,2
6,6-Tetramethylpiperidine polycondensate, 1- [2-
[3- (3,5-Di-tert-butyl-4-hydroxyphenyl) propionyloxy] ethyl] -4- [3
-(3,5-Di-tert-butyl-4-hydroxyphenyl) propionyloxy] -2,2,6,6-tetramethylpiperidine, (mixed 1,2,2,6,6
-Pentamethyl-4-piperidyl / tridecyl) -1,
2,3,4-Butane tetracarboxylate, mixed [1,2,2,6,6-pentamethyl-4-piperidyl / β, β, β ′, β′-tetramethyl-3,9-
[2,4,8,10-Tetraoxaspiro (5,5) undecane] diethyl] -1,2,3,4-butanetetracarboxylate, tetrakis (2,2,6,6-tetramethyl- 4-piperidyl) -1,2,3,4-butanetetracarboxylate and the like can be mentioned. Among these, bis (1,2,2,6,6-pentamethyl-4-piperidyl) sebacate, Bis (2,2,6,6-tetramethyl-4-piperidyl) sebacate is particularly preferred.
The proportion of the component (E) used is 0.1 to 5 parts by weight, more preferably 0.1 part by weight, based on 100 parts by weight of the total amount of the components (A) to (F).
5 to 2 parts by weight. If the amount of the component (E) is less than 0.1 part by weight, the weather resistance and durability of the cured coating will be insufficient, and 5
If it exceeds the weight part, the curing of the coating itself becomes insufficient, and the toughness, heat resistance, and abrasion resistance of the cured coating deteriorate.

Regarding the component (F). As the photopolymerization initiator which is the component (F), benzoin,
Benzoin monomethyl ether, benzoin isopropyl ether, acetoin, benzyl, benzophenone,
p-Methoxybenzophenone, diethoxyacetophenone, benzyldimethylketanol, 2,2-diethoxyacetophenone, 1-hydroxycyclohexylphenyl ketone, methylphenylglyoxylate, ethylphenylglyoxylate, 2-hydroxy- 2-methyl-
Carbonyl compounds such as 1-phenylpropan-1-one, sulfur compounds such as tetramethylthiuram monosulfide and tetramethylthiuram disulfide, 2,4,6
Examples thereof include acylphosphine oxide such as trimethylbenzoyldiphenylphosphine oxide. These are used in one kind or a mixture of two or more kinds. Among these, benzophenone, benzoin isopropyl ether, methylphenylglyoxylease
And benzyl dimethyl ketal are more preferable. (F)
The ratio of the components used is 100, the total amount of the components (A) to (F).
The amount is 0.1 to 10 parts by weight, and more preferably 1 to 5 parts by weight. When the amount of the component (F) is less than 0.1 parts by weight,
The curability becomes insufficient, and if it exceeds 10 parts by weight, the cured coating is colored, and the weather resistance also deteriorates.

The coating material composition of the present invention comprises the above (A),
Each of the components (B), (C), (D), (E) and (F) is used, and if necessary, an organic solvent, an antioxidant, an anti-yellowing agent, a blowing agent, a pigment, Various additives such as a leveling agent, a defoaming agent, a thickening agent, an anti-settling agent, an antistatic agent and an antifogging agent may be contained. The organic solvent is preferably selected and used according to the type of base material. That is, when using polycarbonate as a base material, isobutano-
It is preferable to use a combination of three kinds of alcohol solvents such as alcohol, ester solvents such as n-butyl acetate and diethylene glycol acetate, and cellosolve solvents such as ethyl cellosolve. The amount of the solvent used is preferably 20 to 800 parts by weight with respect to 100 parts by weight of the coating material composition.

To apply the coating material composition of the present invention to a substrate, a brush coating method, a spray coating method, a dip coating method, a spin coating method, a curtain coating method and the like are used.
From the viewpoints of coating workability of the coating material composition, smoothness and uniformity of coating, and improvement of adhesion of the cured coating to the substrate, it is preferable to add and coat an appropriate organic solvent. The coating material composition of the present invention is crosslinked to form a cured coating by irradiation with active energy rays after being applied to a substrate. At the time of curing by irradiation with active energy rays, the coating material composition is applied on a substrate so as to have a film thickness of 1 to 50 μm, preferably 3 to 20 μm, and a high pressure mercury lamp, a metal halide lamp or the like is used. , 100 to 400 nm ultraviolet light 1000 to 50
Irradiation is performed so as to be 00 mJ / cm ² . The atmosphere for irradiation may be air or an inert gas such as nitrogen or argon.

The coating material composition of the present invention can be used for modifying the surface of various synthetic resin molded articles as a base material, but this synthetic resin molded article has conventionally been improved in abrasion resistance and weather resistance. Various types of thermoplastic resins and thermosetting resins that have been requested are included. Specifically, polymethylmethacryl resin, polycarbonate resin, polyester resin, poly (polyester) carbonate resin, polystyrene resin, ABS resin, AS resin, polyamide resin, polyarylate resin,
Examples thereof include polymethacrylimide resin and polyallyldiglycol carbonate resin. Above all, polymethylmethacryl resin, polycarbonate resin, polystyrene resin, polymethacrylimide resin are excellent in transparency and strong demand for improvement of abrasion resistance, therefore, it is particularly preferable to apply the coating material composition of the present invention. It is valid. Further, the synthetic resin molded product is a sheet-shaped molded product, a film-shaped molded product, various injection-molded products and the like made of these resins.

[0032]

EXAMPLES The present invention will be described in more detail below with reference to Examples and Comparative Examples. In addition, all "parts" in Examples mean "parts by weight". The measurement and evaluation in the examples were carried out by the following methods. (1) Appearance of cured film The appearance of the composition after coating and curing was visually evaluated. The case where the surface was smooth and transparent was marked with ◯, the case where there was some cloud was marked with Δ, and the case where whitening or cloud was observed was marked with x. (2) Abrasion resistance A # 000 steel wheel was attached to the tip of a cylinder with a diameter of 25 mm, and brought into contact with a horizontally placed sample surface to achieve 1 kg.
After being reciprocally worn 50 times under a load of 1, the diffuse transmittance (haze value) was measured and the wear resistance was determined. The criteria for wear resistance are as follows. A: Increased haze value = 0 to 0.5: Almost no scratch. B: Increased haze value = 0.5 to 3.0: Slightly scratched. X ... Increased haze value = 3.0 or more: severely scratched.

(3) Adhesion: A cross-cut reaching the base material at 1 mm intervals was put in the cured film to make 100 1 mm ² square grids, and then a sero tape was adhered on top of it, and was rapidly peeled and peeled off. I counted my eyes. If there is no peeling, the number is 1 to 50.
The number of peeled pieces was Δ, and the number of peeled pieces was 51 to 100. (4) Heat resistance The coated plate sample was placed in a hot air dryer at 120 ° C for 24 hours,
The appearance change of the cured film was visually observed. The sample with no change was marked with ◯, the sample with small cracks was marked with Δ, and the sample with cracks on the entire surface was marked with x. (5) Weather resistance A sunshine carbon bomb weather maker (manufactured by Suga Test Instruments, WEL-SUN-HC-B type) weathering tester was used, and a black panel temperature of 63 ± 3 ° C., rainfall of 12 minutes, irradiation of 48 minutes was cycled. Tested in. 2000 hours, 25
The change in the cured film after exposure for 00 hours was observed and the adhesion was tested. (A) Regarding the discoloration of the appearance, those having no discoloration were rated as ◯, those having a slight yellowing were rated as Δ, and those having a large degree of yellowing were rated as x. (B) Regarding the occurrence of cracks and the peeling of the film, those that did not exist were marked with ◯, and those that existed were marked with x.

Examples 1 to 5 and Comparative Examples 1 to 5 The coating material compositions were prepared with the compounding ratios shown in Tables 1 and 2, and a polycarbonate resin plate having a thickness of 3 mm (manufactured by GE, trade name:
Lexan LS-II) was spray-coated so that the cured coating film had a thickness of 8 μm. After volatilizing the organic solvent by heating, use a high pressure mercury lamp in air to measure 340n wavelength.
The cured coating film was obtained by irradiating with energy having an integrated light amount of m to 380 nm of 3000 mJ / cm ² . The evaluation results of the obtained coating film are shown in Tables 1 and 2.

Example 6, Comparative Example 6 A coating material composition was prepared at the compounding ratios shown in Tables 1 and 2, and a polymethylmethacrylate resin plate having a thickness of 3 mm (trade name: Acrypet, manufactured by Mitsubishi Rayon Co., Ltd.) was used. VH) was spray-coated so that the cured coating film had a thickness of 8 μm. After the organic solvent component is volatilized by heating, a high pressure mercury lamp is used in the air, and an integrated light amount of wavelength 340 nm to 380 nm is 3000.
Irradiation with energy of mJ / cm ^{2 provided} a cured coating film.
The evaluation results of the obtained coating film are shown in Tables 1 and 2.

Example 7, Comparative Example 7 A coating material composition was prepared at the compounding ratios shown in Tables 1 and 2, and cured on a polymethacrylimide resin plate (produced by Mitsubishi Rayon Co., Ltd., trade name: PMI) having a thickness of 3 mm. Spray coating was applied so that the subsequent coating film had a thickness of 8 μm. After volatilizing the organic solvent by heating, use a high-pressure mercury lamp in air to measure the wavelength of 340
The cured coating film was obtained by irradiating with energy having an integrated light amount of nm to 380 nm of 3000 mJ / cm ² . The evaluation results of the obtained coating film are shown in Tables 1 and 2.

[0037]

[Table 1]

[0038]

[Table 2]

The symbols of the compounds in Table 1 are as follows. DPHA: dipentaerythritol rupenta acrylate
TO TAIC: Tris (2-acryloyloxyethyl)
Isocyanurate UA1: Urethane acrylate having a molecular weight of 2500 synthesized from 2 mol of dicyclohexylmethane diisocyanate, 1 mol of nonabutylene glycol and 2 mol of 2-hydroxyethyl acrylate. TMPTA: trimethylolpropane triacrylate BPN: benzophenone MPG: methylphenylglyoxylate HBPB: 2- (2-hydroxy-5-tert-butylphenyl) benzotriazol DHBP: 2,4-dihydroxybenzophenone BPMS: Bis (1,2,2,6,6-pentamethyl-4-piperidyl) sebacate BTMS: Bis (2,2,6,6-tetramethyl-4)
-Piperidyl) sebacate

[0040]

The coating material composition of the present invention is applied to various synthetic resin molded articles as a base material and irradiated with active energy such as general ultraviolet rays to deteriorate the base material. It is possible to obtain a synthetic resin-coated molded article which is crosslinked without any treatment and is excellent in abrasion resistance, heat resistance, weather resistance, durability, and chemical resistance.

Claims (1)

[Claims] 1. A poly (meth) acrylate of (A) mono- or polypentaerythritol represented by the following general formula (I):
10 to 70 parts by weight of at least one monomer selected from (In the formula, X ₁₁ , X ₁₂ , X ₁₃ , X ₂₂ , X ₂₃ , ... X _n2 , X
_n3, and X _14, at least three of CH ₂ = CR-
COO- groups and the rest are -OH groups. Also, n is 1 to
It is an integer of 5, and R represents hydrogen or a methyl group. (B) at least one urethane poly (meth) acrylate compound having at least two radically polymerizable unsaturated double bonds in one molecule, 5 to 50 parts by weight, (C) general formula (II) or Poly [(meth) acryloyloxyalkyl] (iso) cyanure represented by (III)
5 to 50 parts by weight [Chemical 3] (In the formula, X ₁ , X ₂ and X ₃ represent an acryloyl group, a methacryloyl group, a hydrogen atom or an alkyl group, at least two of which are (meth) acryloyl groups, and R ₁ , R ₂ and R ₃ represents an oxyalkylene group having 1 to 4 carbon atoms.) (D) UV absorber, 2 to 30 parts by weight, (E) Hindered amine light stabilizer, 0.1 to 5 parts by weight (F) A photopolymerization initiator, 0.1 to 10 parts by weight (however, the total amount of A, B, C, D, E and F is 100 parts by weight).