JP3004897B2 - Method of forming matte surface - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

TECHNICAL FIELD The present invention relates to a resin composition for forming a matte surface and a method for forming a matte surface.
Used for the purpose of improving light diffusion effect, design and aesthetics by forming fine wrinkles in various surface treatment processes such as for building materials, interior of vehicles etc., glass decoration, housing of electric and electronic equipment, etc. Is what is done.

[0002]

2. Description of the Related Art Conventionally, for the purpose of improving the design and aesthetic appearance of a molded product, the surface of an object to be coated has been matted by a light diffusion effect using various surface treatment agents. . As these conventional methods, a matting pigment or the like is mixed in a paint or ink, or a blast treatment of a coated surface or a surface is performed.

However, the method of mixing a matting pigment into a coating resin, ink or the like has a disadvantage that the light transmittance of a cured coating film is reduced and the coating film is necessarily opaque. In addition, the blasting process is complicated and has a problem in productivity.

[0004] When an ultraviolet-curable resin having excellent curability and productivity is used, a method is known in which ultraviolet irradiation is performed in a nitrogen atmosphere to form wrinkles on the surface, thereby performing matting. However, ultraviolet curing in a nitrogen atmosphere has problems that it is difficult to form uniform and reproducible wrinkles in addition to the cost of nitrogen.

Recently, Japanese Unexamined Patent Application Publication No. 6-313495 discloses a method of generating wrinkles by ultraviolet rays of 300 nm or less. However, there is a problem that wrinkles may not be formed by simply irradiating ultraviolet rays with a low wavelength, and even if formed, uniform wrinkles may not be formed.

[0006]

The problem to be solved by the present invention is to provide a matte surface having excellent design properties,
In addition, in the case of a painted product, it is an object of the present invention to provide a matte surface forming method with sufficient reproducibility using a matte surface forming resin composition which has a sufficient adhesion to the material surface.

[0007]

Means for Solving the Problems In order to obtain uniform and good reproducibility of wrinkles on the surface of a cured product due to curing shrinkage in a curing reaction by ultraviolet rays, the present inventors have proposed a type of ultraviolet curable resin, In addition, the selection of the photoinitiator to be used is considered to be particularly important, and as a result of intensive studies, a specific resin composition, that is, a specific urethane acrylate, a reactive diluent, and a molar extinction coefficient for light having a wavelength of 400 nm or more have been found. 100
The present invention has been completed by using a resin composition comprising a photoinitiator having an absorption characteristic not exceeding (l · mol ⁻¹ · cm ⁻¹ ).

[0008] In addition, 3
It has the maximum emission intensity for light with a wavelength of 00 nm or less and 30
A method of forming a matte surface that generates fine wrinkles on the surface of a cured resin by irradiating and curing an ultraviolet light having a relative intensity of 20% or less with light having a wavelength of 0 nm to 800 nm and curing the surface of the cured resin was found. Further, the present inventors have found a method of forming a matte surface that sufficiently cures the interior of the resin by irradiating ultraviolet rays with an ultraviolet irradiation lamp having a maximum emission intensity at a wavelength of 300 nm or more.

[0009]

DESCRIPTION OF THE PREFERRED EMBODIMENTS The matte surface forming resin composition of the present invention comprises (a) an alicyclic isocyanate compound and (b)
(A) urethane acrylate, (B) acrylate-based reactive diluent, and (C) molar absorbance with respect to light having a wavelength of 400 nm or more, wherein the ester-based polyol and (c) an acrylate compound having a hydroxyl group are essential components. It is a matte surface forming resin composition containing a photoinitiator having an absorption characteristic whose coefficient does not exceed 100 (l · mol ⁻¹ · cm ⁻¹ ).

The matte surface-forming resin composition of the present invention comprises:
Desirably, (b) the ester polyol uses a polycaprolactone having a functionality of 3 or more as a hydroxyl group,
(B) The acrylate-based reactive diluent has a tetrahydrofurfuryl group.

Further, the method for forming a matte surface according to the present invention comprises:
These matte surface-forming resin compositions of the present invention have 300
It has a maximum emission intensity at a wavelength of nm or less, and 300 nm to 8
By irradiating and curing ultraviolet rays using an ultraviolet irradiation lamp having a relative intensity of 20% or less of light having a wavelength of 00 nm or less, fine wrinkles are generated on the cured resin surface to form a matte surface. Is what you do.

Further, the method for forming a matte surface according to the present invention further comprises adding 300 g to the resin composition for forming a matte surface according to the present invention.
It has a maximum emission intensity at a wavelength of nm or less, and 300 nm to 8
The light having a wavelength of 00 nm is irradiated with light using an ultraviolet irradiation lamp having a relative intensity of 20% or less and cured to generate fine wrinkles on the surface of the cured resin.
It is characterized by irradiating and curing an ultraviolet ray with an ultraviolet irradiation lamp having a maximum emission intensity at a wavelength of nm or more.

Hereinafter, the present invention will be described in detail. As the alicyclic isocyanate compound (a) of the matte surface forming resin composition of the present invention, isophorone diisocyanate, hydrogenated xylene diisocyanate, dicyclohexylmethane diisocyanate, or the like is used. Further, such an isocyanurate of an alicyclic isocyanate compound, a buret compound, and the like, further, an aromatic isocyanate compound,
A combined use with an aliphatic isocyanate compound or a coisocyanurate compound can be used. Further, the ester-based polyol (b) of the present invention includes an esterified product of a polyol compound and a polycarboxylic acid compound. Further, those synthesized by a ring opening reaction between a cyclic ester compound and a polyol can also be used.

Representative examples of such polyol compounds include ethylene glycol, 1,3-propylene glycol, 1,2-propylene glycol, diethylene glycol, dipropylene glycol, neopentyl glycol, 1,3-butanediol, and 1,4. -Butanediol,
1,6-hexanediol, 1,9-nonanediol,
1,10-decanediol, 2,2,4-trimethyl-1,
3-pentanediol, 3-methyl-1,5-pentanediol, dichloroneopentyl glycol, dibromoneopentyl glycol, neopentyl glycol hydroxypivalate, cyclohexane dimethylol, 1,4-cyclohexanediol, spiroglycol, tricyclo Decanemethylol, hydrogenated bisphenol A, ethylene oxide-added bisphenol A, propylene oxide-added bisphenol A, trimethylolethane, trimethylolpropane, glycerin, 3-
Methylpentane-1,3,5-triol, pentaerythritol, dipentaerythritol, tripentaerythritol, glucose and the like.

Examples of the carboxylic acid-containing compound include various commonly used carboxylic acids or their anhydrides,
And esterified products of these carboxylic acid compounds and lower alkyl alcohols can be used. Of those, maleic acid, fumaric acid, itaconic acid, citraconic acid, tetrahydrophthalic acid can be used if only typical ones are exemplified. , Hetetic acid, hymic acid, chlorendic acid, dimer acid, adipic acid, succinic acid, alkenylsuccinic acid, sebacic acid, azelaic acid, 2,2,4-trimethyladipic acid, 1,4-cyclohexanedicarboxylic acid, terephthalic acid Acid, 2-sodium sulfoterephthalic acid, 2-potassium sulfoterephthalic acid, isophthalic acid,
Di-lower alkyl esters of 5-sodium-sulfoisophthalic acid, such as 5-sodium sulfoisophthalic acid, 5-potassium sulfoisophthalic acid, or dimethyl or diethyl ester, or orthophthalic acid, 4-sulfophthalic acid, 10-decamethylene dicarboxylic acid, muconic acid, oxalic acid, malonic acid, glutanic acid, trimellitic acid, hexahydrophthalic acid, tetrabromophthalic acid, methylcyclohexentricarboxylic acid or pyromellitic acid, or anhydrides thereof, or And alcohol ester compounds of these, such as methanol and ethanol.

Further, as the cyclic ester compound, γ-
Butyrolactone, γ-valerolactone, δ-valerolactone, ε-caprolactone, substituted ε-caprolactone,
D-glucono-1,4-lactone, 1,10-phenanthrenecarboractone, 4-pentene-5-olide, 12
And lactones such as dodecanolide.

The term "substituted ε-caprolactone" as used herein refers to various ε-monoalkylcaprolactones in which the alkyl group has 1 to 12 carbon atoms, such as ε-methylcaprolactone, ε-ethylcaprolactone, From monosubstituted alkyl lactones such as ε-propylcaprolactone and ε-dodecylcaprolactone, those having 2 to 3 alkyl substitutions can be used.

Generation of uniform wrinkles, adhesion to various materials,
Among the polyester polyols synthesized from such raw materials, polycaprolactone-based polyols are particularly preferably used in view of the physical properties of the coating film and the like. The molecular weight is preferably from 300 to 5,000, and the number of functional groups is preferably three or more from the viewpoint of curability and stabilization of wrinkling.

As the acrylate compound having a hydroxyl group (c) used in the present invention, known and commonly used acrylate compounds can be used. Among them, only typical ones are exemplified by 2-hydroxy. Ethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, 3-
Hydroxybutyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, polyethylene glycol mono (meth) acrylate, polypropylene glycol mono (meth) acrylate, pentaerythritol tri (meth) acrylate or glycidyl methacrylate- (meth) acrylic acid adduct And ring-opening reaction products of (meth) acrylate compounds having various hydroxyl groups with ε-caprolactone and modified products thereof.

The urethane acrylate (A) used in the present invention comprises: (a) an alicyclic isocyanate compound;
It can be easily synthesized by subjecting (b) an ester-based polyol and (c) an acrylate compound having a hydroxyl group to a urethanization reaction at 50 to 120 ° C., if necessary, in the presence of a urethanization catalyst.

[0021] Even if the urethanization reaction is a reaction in which all components are charged at once, a polyol component and an isocyanate component are once synthesized in a prepolymer with an excess of isocyanate groups, and the remaining isocyanate groups are replaced with hydroxyl-containing acrylates. It can also be synthesized by reacting with a compound.

It is also possible to synthesize a prepolymer of an acrylate compound containing a hydroxyl group and an isocyanate compound once in excess of an isocyanate group, and then react the remaining isocyanate group with the polyester polyol. The molecular weight of urethane acrylate synthesized by such a reaction is preferably in the range of 700 to 20,000.

In the present invention, it is preferable to add (B) an acrylate-based reactive diluent in order to obtain proper coating and printability and to improve various physical properties. Examples of the (B) acrylate-based reactive diluent include methoxyethylene glycol (meth) acrylate, methoxypolyethylene glycol (meth) acrylate, β
-(Meth) acryloyloxyethyl hydrogen phthalate, β- (meth) acryloyloxyethyl hydrogen succinate, nonylphenoxyethyl (meth)
Acrylate, 3-chloro-2-hydroxypropyl (meth) acrylate, phenoxyethyl (meth) acrylate, phenoxypolyethylene glycol (meth)
Acrylate, methoxypolyethylene glycol (meth) acrylate, β- (meth) acryloyloxypropyl hydrogen phthalate, β- (meth) acryloyloxypropyl hydrogen succinate,

Butoxy polyethylene glycol (meth)
Acrylate, alkyl (meth) acrylate, cyclohexyl (meth) acrylate, tetrahydrofurfuryl (meth) acrylate, isobornyl (meth) acrylate, benzyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) Acrylate, 2-hydroxy-3-phenoxypropyl (meth) acrylate, 2- (meth) acryloyloxyethyl-2-hydroxyethylphthalic acid, 3-acryloyloxyglycerin mono (meth) acrylate, 2-hydroxybutyl (meth) acrylate , 2-hydroxy-1- (meth) acryloxy-3-
(Meth) acryloxypropane, polypropylene glycol mono (meth) acrylate, polyethylene glycol mono (meth) acrylate, polyε-caprolactone mono (meth) acrylate, dialkylaminoethyl (meth) acrylate, glycidyl (meth) acrylate, mono [2 -(Meth) acryloyloxyethyl] acid phosphate, trifluoroethyl (meth) acrylate, 2,2,3,3-tetrafluoropropyl (meth)
Acrylate,

2,2,3,4,4,4-hexafluorobutyl (meth) acrylate, perfluorooctylethyl (meth) acrylate, dicyclopentenyloxyalkyl (meth) acrylate, dicyclopentenyl (meth) acrylate, Monofunctional polymerizable diluents such as tricyclodecanyl (meth) acrylate, tricyclodecanyloxyethyl (meth) acrylate, and isobornyloxyethyl (meth) acrylate;

Similarly, for example, di (meth) acrylate, ethylene glycol di (meth) acrylate, polyethylene glycol di (meth) acrylate of 2,2-dimethyl-3-hydroxypropyl-2,2-dimethyl-3-hydroxypropionate ) Acrylate, propylene glycol di (meth) acrylate, polypropylene glycol di (meth) acrylate, 1,4-butanediol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, glycerin di (meth) acrylate, Neopentyl glycol di (meth) acrylate,
Di (meth) acrylate of neopentyl glycol hydroxypivalate, di (meth) acrylate of ethylene oxide adduct of bisphenol A, bisphenol A
Di (meth) acrylate of a propylene oxide adduct of 2,2'-di (hydroxypropoxyphenyl) propane di (meth) acrylate;

Di (meth) acrylate of 2,2'-di (hydroxyethoxyphenyl) propane, di (meth) acrylate of tricyclodecanedimethylol, 2,2 '
-(Meth) of di (glycidyloxyphenyl) propane
Bifunctional polymerizable diluents such as acrylic acid adducts, as well as, for example, trimethylolpropane tri (meth) acrylate, pentaerythritol tri (meth) acrylate,
Pentaerythritol tetra (meth) acrylate, dipentaerythritol hexa (meth) acrylate, tetramethylolmethanetri (meth) acrylate, tetramethylolmethanetetra (meth) acrylate, tris (2-hydroxyethyl) isocyanurate tri (meth) acrylate , Tris (hydroxypropyl)
Examples include tri (meth) acrylate of isocyanurate and tri (meth) acrylate of trimellitic acid, and polyfunctional polymerizable diluents such as triallyl trimellitic acid and triallyl isocyanurate.

Further, from the viewpoints of wrinkle reproducibility, curability, adhesion and the like, acrylate compounds having a tetrahydrofurfuryl group are particularly preferred. Examples of the acrylate compound include tetrahydrofurfuryl acrylate, lactone-modified tetrahydrofurfuryl acrylate, dimer acrylate-modified tetrahydrofurfuryl acrylate, and dimer acrylate-modified lactone-modified tetrahydrofurfuryl acrylate.

The matte surface forming resin composition of the present invention comprises:
When curing by ultraviolet irradiation, it is preferable to use a photopolymerizable initiator and a photosensitizer. As the photopolymerization initiator to be used, a known and commonly used polymerizable photoinitiator can be used. In particular, the molar extinction coefficient for light having a wavelength of 400 nm or more does not exceed 100 (l · mol ⁻¹ · cm ⁻¹ ). By selecting a photoinitiator (C) having absorption characteristics, uniform and reproducible wrinkles can be obtained.

As the photoinitiator (C), specifically, 2-hydroxy-2-methylpropiophenone,
-Hydroxycyclohexyl phenyl ketone, 2,2-
Examples include dimethoxy-2-phenylacetophenone, 2,2-diethoxy-2-phenylacetophenone, alkoxyacetophenone, benzophenone, and benzophenone derivatives.

(C) The amount of the photoinitiator used is in the range of 0.2 to 30 parts by weight, preferably 2 to 20 parts by weight, based on 100 parts by weight of the acrylate resin component. Such a photopolymerization initiator can be used in combination with one or more known and commonly used photopolymerization accelerators.

Further, various solvents such as esters, ethers, ketones, alcohols, aromatics and aliphatics can be added for adjusting the viscosity of the matte surface forming resin composition of the present invention. Further, if necessary, other components can be added to the curable composition of the present invention within a range that does not hinder ultraviolet curing. These other components include known and commonly used polymerization inhibitors, antioxidants, dispersants, surfactants, inorganic fillers, inorganic pigments, or organic pigments, organic dyes, other light stabilizers, light absorbers, leveling agents. , An antifoaming agent, an additive such as a rust inhibitor and the like.

The matte surface-forming resin composition of the present invention comprises:
There are no particular restrictions on the object to be coated, such as films, sheets,
It can be applied to various shapes such as molded articles, plastics such as polycarbonate, PVC, acrylic and polyester, wood, metal and paper. Further, the coating method is not particularly limited, and known and commonly used screen printing, roll coating, curtain coating, spray coating, spin coating and the like can be used. The thickness of the coating film is about 10 μm to 1 mm, preferably 20 μm, from the viewpoint of the reproducibility of wrinkle generation.
m to about 500 μm.

As the ultraviolet irradiation device used in the present invention,
As the first ultraviolet lamp, an ultraviolet irradiation lamp having a maximum emission intensity of 300 nm or less and a relative intensity of light of 300 nm to 800 nm of 20% or less is used. As such an ultraviolet lamp, a so-called low-pressure mercury lamp is preferable.

When a high-pressure mercury lamp is used as the first ultraviolet lamp, light having a wavelength of at least 300 nm is selectively selected by a monochromator or a filter is used to cut off light having a wavelength of 300 nm or more.
0% or less. In the case of irradiating ultraviolet rays of such a wavelength, the unevenness of the light absorbing ability between the surface and the inside of the applied resin causes the hardening of the surface and the inside, and the unevenness of the curing shrinkage. Wrinkles are formed. For this reason, the shape of the wrinkles varies depending on the irradiation conditions, and the selection of the wavelength of the irradiation ultraviolet rays is an important factor in the formation of wrinkles.

After a wrinkle was formed on the resin surface by irradiation with the first ultraviolet lamp, coating was performed by irradiating ultraviolet rays using a second ultraviolet lamp having a maximum emission intensity at a wavelength of 300 nm or more. Fully cure the inside of the resin (coating) to ensure that the coating adheres to the substrate or
It is possible to improve the durability.

In the method for forming a matte surface using the resin composition for forming a matte surface of the present invention, it is needless to say that ultraviolet irradiation may be performed in an atmosphere of an inert gas such as nitrogen. However, it is usually performed by ultraviolet irradiation in the atmosphere. After the wrinkles are formed on the resin surface of the applied matte surface forming resin composition by the first ultraviolet lamp, a post-curing treatment is performed by heating to sufficiently cure the inside of the applied resin (coating). It is also possible to do it.

[0038]

Next, the present invention will be described in more detail with reference to examples, comparative examples, test results, and the like, but the present invention is not limited to these examples. In the following, all parts and percentages are by weight unless otherwise specified.

(Synthesis Example 1) (Synthesis example of polyurethane acrylate) In a flask equipped with a thermometer, a stirrer and a condenser, 666 parts of isophorone diisocyanate, 440 parts of tetrahydrofurfuryl acrylate and polyethylene glycol diacrylate (molecular weight of about 300 ) 300 parts were added, and the temperature was raised to 70 ° C.

Next, a ring-opening reaction product of trimethylolpropane and epsilon caprolactone (having a hydroxyl value of 140 KOH)
(-Mg / g, molecular weight: about 1200) in 1 hour with stirring. The reaction was carried out at 70 ° C. for 7 hours. After confirming that the isocyanate group in the system had reached 4.9%, 350 parts of 2-hydroxyethyl acrylate was charged. After reacting at 70 ° C. for 7 hours, it was confirmed by infrared absorption spectrum that the remaining isocyanate groups had disappeared.

Example 1 A paint was prepared with the following composition. This paint was applied on polycarbonate in a thickness of 50 μm. Then, a low-pressure mercury lamp (1w / cm) 2
Line speed 6m / min from 15mm height with light
Irradiation was performed. Then, irradiation was performed with a high-pressure mercury lamp (80 w / cm) from a height of 15 cm at a line speed of 6 m / min. Table 1 shows the evaluation results.

(Coating Formulation) Urethane acrylate (Synthesis Example 1) 97 parts 2-hydroxy-2-methyl-1-phenylpropan-1-one 3 parts １００ 100 copies in total

Incidentally, 2-hydroxy-2-methyl-1-phenylpropan-1-one has a molar extinction coefficient of 20 l · mol ⁻¹ · cm ⁻¹ or less with respect to light of 400 nm or more.

Example 2 A paint was prepared with the following composition. This paint was applied to a thickness of 50 μm on polycarbonate. Then, a low-pressure mercury lamp (1w / cm) 2
Line speed 6m / min from 15mm height with light
Irradiation was performed. Next, irradiation was performed with a high-pressure mercury lamp (80 w / cm) at a line speed of 6 m / min from a height of 15 cm. Table 1 shows the evaluation results.

(Coating composition) Urethane acrylate (Synthesis Example 1) 97 parts 1-hydroxycyclohexyl phenyl ketone 3 parts １００ 100 copies in total

1-hydroxycyclohexyl phenyl ketone has a molar extinction coefficient of 20 l · mol ⁻¹ · cm ⁻¹ or less with respect to light of 400 nm or more.

Comparative Example 1 A paint was prepared with the following composition. This paint was applied on polycarbonate in a thickness of 50 μm. Irradiation was performed with a high-pressure mercury lamp (80 w / cm) at a line speed of 6 m / min from a height of 15 cm.
Table 1 shows the evaluation results.

(Coating compound) Urethane acrylate (Synthesis Example 1) 97 parts 2-hydroxy-2-methyl-1-phenylpropan-1-one 3 parts １００ 100 copies in total

Comparative Example 2 A paint was prepared with the following composition. This paint was applied on polycarbonate in a thickness of 50 μm. Thereafter, irradiation was performed with two low-pressure mercury lamps (1 w / cm) at a line speed of 6 m / min from a height of 15 mm. Then, with a high pressure mercury lamp (80 w / cm),
Irradiation was performed at a line speed of 6 m / min from a height of cm. Table 1 shows the evaluation results.

(Coating composition) Urethane acrylate (Synthesis Example 1) 97 parts 2,4,6-trimethylbenzoyldiphenylphosphine oxide 3 parts １００ 100 copies in total

2,4,6-Trimethylbenzoyldiphenylphosphine oxide has light absorption characteristics for light of 400 nm or more, and has a molar extinction coefficient of about 20.
0 (l · mol ⁻¹ · cm ⁻¹ ).

Comparative Example 3 A paint was prepared with the following composition. This paint was applied on polycarbonate in a thickness of 50 μm. Thereafter, irradiation was performed with two low-pressure mercury lamps (1 w / cm) at a line speed of 6 m / min from a height of 15 mm. Then, with a high pressure mercury lamp (80 w / cm),
Irradiation was performed at a line speed of 6 m / min from a height of cm. Table 1 shows the evaluation results.

(Coating composition) Bisphenol A epoxy acrylate 70 parts Hexamethylene diacrylate 27 parts Darocure 1173 3 parts １００ 100 copies in total

[0054]

[Table 1]

(Evaluation method) Wrinkle condition: Determined visually in the following stages. ◎: uniform wrinkles were generated △: wrinkles were partially generated ×: no wrinkles were generated

(Reproducibility) The prepared paint was applied to 100 polycarbonate plates, similarly cured by ultraviolet rays, and the state of wrinkles on their surfaces was visually compared and judged, and the test piece 100 prepared by coating and curing was applied. Judgment was made according to the following ranks from the viewpoint of uniformity and reproducibility of the matte state of the sheets. ：: All 100 test pieces have a uniform and similar surface matting state. Δ: matte state, but depending on test piece,
Some have different matte states. ×: A matte state was not obtained, or even if it was obtained, the state was varied depending on the test piece or reproducibility was not obtained.

(Gloss) Gloss was measured at 60 degrees according to the gloss measurement method of JIS K-5400. The lower the measured gloss value, the better the matte of the coating film. (Adhesiveness) 100 crosscuts of 1 mm were formed on the coating film and evaluated on the cellophane peeling residual mesh. The larger the number of residuals, the better the adhesion.

[0058]

The present invention uses a matte surface-forming resin composition having a matte surface having excellent design properties and, in the case of a painted product, having sufficient adhesion to the material surface. A matte surface forming method with good reproducibility can be provided.

──────────────────────────────────────────────────続 き Continuing from the front page (72) Inventor Eiju Ichinose 4-4 Tatsumidai, Ichihara-shi, Chiba (72) Inventor Hidenori Ishikawa 6-5-4, Wakamiya, Ichihara-shi, Chiba (72) Inventor Hirojun Kurusu, Ichikawa, Chiba 3-20-6 Ichisoya Ikusu Electric Works Co., Ltd. (72) Inventor Kuniharu Miyazono 2-17-11 Nakamachi, Toda City, Saitama Pref.Toyosei Sangyo Co., Ltd. Seiko Advance Inc. (72) Inventor Katsuhiro Ogawa 1575 Negin Nihongi, Hasuda City, Saitama Prefecture Seiko Advance Inc. (56) References JP-A-6-206956 (JP, A) JP-A-56-24469 (JP, A) JP-A-4-270608 (JP, A) JP-A-63-270708 (JP, A) JP-A-63-273609 (JP, A) JP-A-50-116535 (JP, A) UV Of advances in technology ", General Technology Center, 1993 July 31, 2008 issue, p. 386-387 (58) investigated the field (Int.Cl. ^7, DB name) C09D 4/02 C08F 290/06 CA (STN) CAOLD (STN) REGISTRY (STN)

Claims (4)

(57) [Claims] (1) (a) an alicyclic isocyanate compound,
(A) urethane acrylate and (B) an acrylate-based reactive diluent produced by using (b) an ester-based polyol and (c) an acrylate compound having a hydroxyl group as essential components; and (C) light having a wavelength of 400 nm or more. A resin composition containing a photoinitiator having an absorption characteristic whose molar extinction coefficient does not exceed 100 (l · mol ⁻¹ · cm ⁻¹ ) has a maximum emission intensity at a wavelength of 300 nm or less and 300
with a relative intensity of less than 20%
UV irradiation and curing using a certain UV irradiation lamp
By generating fine wrinkles on the cured resin surface,
Forming a matte surface characterized by forming a matte surface
Method. 2. (a) an alicyclic isocyanate compound;
(A) urethane acrylate, (B) acrylate-based reactive diluent, and (C) light having a wavelength of 400 nm or more, which are produced by using (b) an ester-based polyol and (c) an acrylate compound having a hydroxyl group as essential components. A resin composition containing a photoinitiator having an absorption characteristic whose molar extinction coefficient does not exceed 100 (l · mol ⁻¹ · cm ⁻¹ ) has a maximum emission intensity at a wavelength of 300 nm or less, and
with a relative intensity of less than 20%
Light irradiation and curing using a certain UV irradiation lamp
With this, a fine wrinkle is generated on the cured resin surface, and then
UV irradiation with maximum emission intensity at wavelengths above 300 nm
Irradiated with a lamp and cured
Method for forming a matte surface. 3. The method for forming a matte surface according to claim 1, wherein (b) the ester polyol is a polycaprolactone having three or more functional groups as hydroxyl groups. 4. The acrylate-based reactive diluent (B),
4. The method for forming a matte surface according to claim 1, wherein the matte surface has a tetrahydrofurfuryl group.