KR20170023246A - Ultraviolet curable coating composite with excellent ultraviolet resistance and dry paint film using the same - Google Patents
Ultraviolet curable coating composite with excellent ultraviolet resistance and dry paint film using the same Download PDFInfo
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- KR20170023246A KR20170023246A KR1020150116677A KR20150116677A KR20170023246A KR 20170023246 A KR20170023246 A KR 20170023246A KR 1020150116677 A KR1020150116677 A KR 1020150116677A KR 20150116677 A KR20150116677 A KR 20150116677A KR 20170023246 A KR20170023246 A KR 20170023246A
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
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- C09D7/1233—
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Abstract
A UV curable coating composition having excellent ultraviolet rays capable of minimizing changes in the color of a cosmetic container, a cured coating film, and deterioration of contents in a cosmetic container by blocking external deterioration factors of ultraviolet rays, and a method for producing a coating film using the same.
The ultraviolet-curable UV curable coating composition according to the present invention comprises 10 to 30% by weight of a hexafunctional polyurethane acrylate; 1 to 2 functional polyurethane acrylate: 5 to 20% by weight; 1 to 3 functional acrylate monomers: 5 to 25% by weight; 0.5 to 3% by weight of a photopolymerization initiator; A triazine-based ultraviolet absorber having at least two ultraviolet absorbers: 0.01 to 2.0% by weight; And an organic solvent: 30 to 60% by weight.
Description
The present invention relates to a UV curable coating composition and a method for producing a coating film using the UV curable coating composition. More particularly, the present invention relates to a UV curable coating composition which is capable of preventing external deterioration factors of ultraviolet rays to minimize changes in color of a cosmetic container, A UV curable coating composition excellent in ultraviolet ray and a method for producing a coating film using the same.
In general, a coating film is formed by painting paints on building interior and exterior materials and automobile parts formed of materials such as iron, concrete, wood, and cement. Such a coating film is used as a means for protecting the object from external change with aesthetic effect.
Especially, plastic cosmetics containers are mainly used as opaque containers and containers that are concealed with coatings, which are difficult to confirm the inside contents. Recently, however, use of transparent and semi-transparent containers in which the contents of cosmetics containers are confirmed is increasing.
These plastics are coated with a UV curable coating composition to protect the outer surface of plastic cosmetic containers because they can easily be deformed, deformed and broken by the external environment.
However, in the case of conventional UV curable coating compositions, most of the UV curing coating compositions did not take into consideration the problems of the photodegradation region of the plastic by UV wavelength band.
A related prior art is Korean Patent Laid-Open Publication No. 10-2006-0078556 (published on July 5, 2006), which discloses an ultraviolet curable coating composition.
It is an object of the present invention to provide a cosmetic container which safely protects the inside of a cosmetic container from loss, contamination and deformation when the cosmetic is manufactured, transported and stored in a natural environment such as temperature, humidity, light, microorganism, Which is excellent in ultraviolet rays, and a method for producing a coating film using the same.
In order to accomplish the above object, the UV curable coating composition having excellent ultraviolet rays according to an embodiment of the present invention comprises 6 to 10% by weight of a polyfunctional acrylate; 1 to 2 functional polyurethane acrylate: 5 to 20% by weight; 1 to 3 functional acrylate monomers: 5 to 25% by weight; 0.5 to 3% by weight of a photopolymerization initiator; A triazine-based ultraviolet absorber having at least two ultraviolet absorbers: 0.01 to 2.0% by weight; And an organic solvent: 30 to 60% by weight.
In order to accomplish the above object, the present invention provides a method for producing a UV curable coating film having excellent ultraviolet rays, comprising the steps of: 6 to 10 parts by weight of a polyurethane acrylate; 1 to 2 parts by weight of a polyfunctional polyurethane acrylate; By weight of a triazine-based ultraviolet absorber having at least two ultraviolet absorbers; 0.01 to 2.0% by weight of an organic solvent; 30 to 60% by weight of a coating composition; And drying and UV-curing the coating composition to form a hard coat layer.
The composition for a UV curable coating material having excellent ultraviolet rays according to the present invention and the method for producing a coating film using the same can prevent discoloration and deterioration of a plastic cosmetic container by using a resin having excellent ultraviolet rays, It is possible to minimize the deterioration of the contents inside the cosmetic container by blocking the light from penetrating into the inside of the cosmetic container.
Fig. 1 is a photograph showing specimens according to Example 4 and Comparative Example 2 before QUV test and after 24 hours of QUV test. Fig.
2 is a photograph showing the specimen according to Example 4 and Comparative Example 2 before the QUV test and after 48 hours of the QUV test.
3 is a photograph showing the specimen according to Example 4 and Comparative Example 2 before the QUV test and 72 hours after the QUV test.
BRIEF DESCRIPTION OF THE DRAWINGS The advantages and features of the present invention, and how to accomplish them, will become apparent by reference to the embodiments described in detail below with reference to the accompanying drawings. It should be understood, however, that the invention is not limited to the disclosed embodiments, but may be embodied in many different forms and should not be construed as being limited to the embodiments set forth herein. Rather, these embodiments are provided so that this disclosure will be thorough and complete, and will fully convey the scope of the invention to those skilled in the art. Is provided to fully convey the scope of the invention to those skilled in the art, and the invention is only defined by the scope of the claims. Like reference numerals refer to like elements throughout the specification.
BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, a UV curable coating composition having excellent ultraviolet rays according to a preferred embodiment of the present invention and a method for producing a coating film using the same will be described in detail with reference to the accompanying drawings.
UV curing type coating composition excellent in ultraviolet ray
A UV curable coating composition having excellent ultraviolet rays according to an embodiment of the present invention comprises: 6 to 10% by weight of a 6-functional polyurethane acrylate; 1 to 2 functional polyurethane acrylate: 5 to 20% by weight; 1 to 3 functional acrylate monomers: 5 to 25% by weight; 0.5 to 3% by weight of a photopolymerization initiator; A triazine-based ultraviolet absorber having at least two ultraviolet absorbers: 0.01 to 2.0% by weight; And an organic solvent: 30 to 60% by weight.
The hexafunctional polyurethane acrylate is a component added for the purpose of improving the heat resistance and hardness of the coating film. The hexafunctional polyurethane acrylate may be an aliphatic polyurethane acrylate oligomer having 6 or more, more specifically 6 to 15, polymerizable functional groups which are unsaturated groups capable of being polymerized.
When the number of the polymerizable functional groups in one molecule of the polyurethane acrylate is less than 6, the scratch resistance of the coating film after curing is lowered and the appearance of the coating film is deteriorated.
The hexafunctional polyurethane acrylate may be added at a content ratio of 10 to 30% by weight, more preferably 15 to 25% by weight, based on the total weight of the composition for a UV curable coating composition. When the content of the hexafunctional polyurethane acrylate is less than 10% by weight, the curing property and the heat resistance of the coating film are deteriorated. On the other hand, when the content of the hexafunctional polyurethane acrylate exceeds 30% by weight, cracks and sulfur denaturation problems may be caused in the coating film due to excessive curing density.
1 to 2 functional polyurethane acrylate is added for the purpose of improving the adhesion of the coating film. Such 1 to 2 functional polyurethane acrylates are aliphatic polyurethane acrylate oligomers having 1 or 2, more preferably 2, polymerizable functional groups which are unsaturated groups capable of polymerization. At this time, the weight average molecular weight of the 1 to 2 functional polyurethane acrylate is preferably 2000 to 4000.
The 1 to 2 functional polyurethane acrylate may be added in an amount of 5 to 20% by weight, more preferably 10 to 15% by weight, based on the total weight of the composition for a UV curing type paint. If the content of the 1 to 2 functional polyurethane acrylate is less than 5% by weight, the adhesion of the coating film may be weakened. On the other hand, when the content of the 1 to 2 functional polyurethane acrylate is more than 20% by weight, there is a problem in abrasion resistance and curability of the coating film.
The 1-3 functional acrylate monomers are acrylate monomers or oligomers having 1 to 3 polymerizable functional groups which are unsaturated groups capable of polymerization. Examples of such mono- to trifunctional acrylates include monofunctional acrylates containing 2-hydroxyethylmetha acrylate; Bifunctional acrylates including 1,6-hexanediol diacrylate and 1,6-hexanediol dimethacrylate; And trifunctional acrylates including trimethylolpropane triacrylate and pentaerythritol triacrylate. [0034] The term " trifunctional acrylate "
The 1 to 3 functional acrylate monomer may be added in an amount of 5 to 25% by weight, more preferably 10 to 20% by weight, based on the total weight of the composition for a UV curable coating composition. If the content of the monofunctional acrylate monomer is less than 5% by weight, abrasion such as scratch resistance may be affected, and the curing rate may be slowed down. On the other hand, when the content of the monofunctional acrylate monomer is more than 25% by weight, cracking of the coating film and deterioration of adhesion may occur.
The photopolymerization initiator is added for the purpose of curing the film forming component. Such a photopolymerization initiator may be at least one selected from the group consisting of 2-hydroxy-2-methyl-1-phenylpropane-1-phenone, 1- hydroxycyclohexyl phenyl ketone, 2- Phenyl ketone, benzophenone, 1- (4-isopropylphenyl) 2-hydroxy 2-methyl 1-one, 1- [4- (2- hydroxyethoxy) phenyl] -2- Propane-1-one, α, α-diethoxyacetophenone and methyl benzoylformate may be used.
The photopolymerization initiator may be added in an amount of 0.5 to 3% by weight based on the total weight of the UV curable coating composition, more preferably 1 to 2% by weight.
If the content of the photopolymerization initiator is less than 0.5% by weight, deterioration of the curability and unfavorable appearance may result in deterioration of appearance and physical properties. On the contrary, when the content of the photopolymerization initiator is more than 3% by weight, due to the unreacted photopolymerization initiator, the coating film may be deteriorated and the smell may be caused by the low polymerization degree.
In particular, the ultraviolet absorber used in the present invention is a triazine-based ultraviolet absorber having at least two ultraviolet absorbers, more preferably a hindered amine light stabilizer (HALS) or a hydroxyphenyltriazine derivative having at least two ultraviolet absorptive ester groups Or two or more of them may be used.
Such an ultraviolet absorber is preferably used in a long wavelength region and a short wavelength region, specifically in the range of UV-A: 320 to 400 nm, UV-B: 280 to 320 nm and UV-C: 100 to 280 nm, Are added for the purpose of improving the weatherability in the corresponding UV-B and UV-C regions.
Table 1 shows the photodecomposition region of the wavelength of light for each type of plastic.
[Table 1]
As shown in Table 1, there is shown a photodissociation region of the wavelength of light for each type of plastic used as a material for a cosmetic container. At this time, in most plastics, photodegradation is observed in the UV-B and UV-C regions corresponding to a short wavelength region of 300 nm or less.
The ultraviolet absorber may be added in an amount of 0.01 to 2.0% by weight based on the total weight of the UV curable coating composition, more preferably 0.1 to 1.5% by weight. When the content of the ultraviolet absorber is less than 0.01% by weight, the amount of the ultraviolet absorber to be added is insufficient and it is difficult to obtain an effect of improving the weatherability of the coating film. At this time, even if the content of the ultraviolet absorber exceeds 2.0 wt%, the weather resistance is not improved any more, and curing trouble may occur during ultraviolet curing, which is not preferable.
Examples of the organic solvent include inert organic solvents commonly used in coating compositions such as alcohols such as methoxypropanol and isopropyl alcohol, ketones such as acetone, and acetates such as ethyl acetate.
The organic solvent may be added in an amount of 30 to 60% by weight, more preferably 40 to 50% by weight, based on the total weight of the composition for a UV curable coating composition. When the content of the organic solvent is less than 30% by weight, workability and leveling may be lowered. On the other hand, when the content of the organic solvent exceeds 60% by weight, the formation of the coating film tends to be deteriorated.
In addition, in the composition for a UV curable paint excellent in ultraviolet rays according to an embodiment of the present invention, at least one of an acrylic polyol and a silicone additive may be added in addition to the above components.
At this time, the acrylic polyol is added for the purpose of improving the adhesion of the coating film. And, the silicon additive is added for the role of leveling agent. As the silicone additive, a silicone diacrylate-based or silicone polyacrylate-based compound may be used.
A method of manufacturing a UV curable coating film having excellent ultraviolet rays
The method for producing a UV curable coating film having excellent ultraviolet rays according to an embodiment of the present invention includes a coating composition coating step and a hard coating layer forming step. In addition, the UV curable coating method according to an embodiment of the present invention may further include a primer layer forming step performed before the coating composition coating step. At this time, the step of forming the primer layer may be omitted if necessary.
In the step of forming a primer layer, a mixture obtained by mixing a primer composition and a volatile diluting solvent on a substrate is coated with a lacquer to form a primer layer.
The primer composition is not particularly limited. For example, the primer composition may be one containing 50 to 70% by weight of an olefin resin, 1 to 10% by weight of aluminum, 3 to 10% by weight of a coloring agent, 0.1 to 5% by weight of an additive and the remaining solvent.
The olefin resin plays a role of improving the physical properties such as the adhesion of the paint, the corrosion resistance, and the workability. Aluminum is added to improve the visual effect through the increase of gloss of the film. Such aluminum may be included in the primer composition in the form of a paste. The coloring agent is included for imparting the color feeling upon formation of the coating film. As coloring agents, organic pigments, inorganic pigments and the like can be used.
At this time, one or more of an antifoaming agent, a dispersant, a surfactant, an anti-settling agent, a light stabilizer, and a silicone compound may be used as an additive.
As the volatile diluting agent, at least one of thinner, methyl ethyl ketone, cyclohexanone, and ethyl acetate may be used.
In the coating composition coating step, 10 to 30% by weight of 6-functional polyurethane acrylate, 5 to 20% by weight of 1 to 2 functional polyurethane acrylate, 5 to 25% by weight of 1 to 3 functional acrylate monomer, A coating composition comprising 0.5 to 3% by weight of an initiator, 0.01 to 2.0% by weight of a triazine-based ultraviolet absorber having at least two ultraviolet absorbers, and 30 to 60% by weight of an organic solvent.
In the hard coating layer forming step, the coating composition is dried and UV cured to form a hard coating layer. At this time, the drying may be performed at a temperature of about 60 to 90 DEG C for 1 to 30 minutes, and a method such as forced hot air drying (BAKING BOOTH) may be used. And, the UV curing performed after drying can be carried out under UV irradiation conditions of about 800 to 1200 mJ / cm 2 .
As described above, the UV curable coating composition having excellent ultraviolet rays according to the embodiment of the present invention and the method for producing a coating film using the same, prevent discoloration and deterioration of the plastic cosmetic container by using a resin having excellent ultraviolet rays. In addition, it is possible to minimize the deterioration of contents inside the cosmetic container by preventing the light from penetrating into the cosmetic container in advance.
Example
Hereinafter, the configuration and operation of the present invention will be described in more detail with reference to preferred embodiments of the present invention. It is to be understood, however, that the same is by way of illustration and example only and is not to be construed in a limiting sense.
The contents not described here are sufficiently technically inferior to those skilled in the art, and a description thereof will be omitted.
1. Specimen Manufacturing
Example 1
A primer composition composed of 30 wt% of a polyolefin resin, 20 wt% of toluene and 50 wt% of xylene was applied to a top surface of a polycarbonate film having a thickness of 100 mu m through a lacquer to form a 2 mu m-thick primer layer.
Next, on the primer layer, 25% by weight of a hexafunctional polyurethane acrylate, 15% by weight of a bifunctional polyurethane acrylate, 2-hydroxyethylmethacrylate as a monofunctional acrylate monomer, 6% by weight of 1,6-hexanediol diacrylate as a bifunctional acrylate monomer, 0.5% by weight of 1-hydroxycyclohexyl phenyl ketone as a photopolymerization initiator, and 5% by weight of methylbenzoyl peroxide A hard coating composition consisting of 0.5% by weight of methyl benzoylformate, 1.5% by weight of Hindered Amine Light Stabilizer (HALS) and 39.5% by weight of isopropyl alcohol was applied, dried at 65 DEG C for 20 minutes, 2 under UV irradiation to form a 20 탆 thick hard coat layer.
Example 2
22% by weight of a hexafunctional polyurethane acrylate, 17% by weight of a bifunctional polyurethane acrylate, 10% by weight of 2-hydroxyethylmetha acrylate as a monofunctional acrylate monomer, 5% by weight of 1,6-hexanediol diacrylate as an acrylate monomer, 0.5% by weight of 1-hydroxycyclohexyl phenyl ketone as a photopolymerization initiator and 0.5% by weight of methyl benzoylformate , 0.5% by weight of Hindered Amine Light Stabilizer (HALS), and 44.5% by weight of isopropyl alcohol was used in place of the hard coating composition prepared in Example 1.
Example 3
20% by weight of hexafunctional polyurethane acrylate, 15% by weight of bifunctional polyurethane acrylate, 12% by weight of 2-hydroxyethylmetha acrylate as monofunctional acrylate monomer, 9% by weight of 1,6-hexanediol diacrylate as an acrylate monomer, 0.5% by weight of 1-hydroxycyclohexyl phenyl ketone as a photopolymerization initiator and 0.5% by weight of methyl benzoylformate , 1.0% by weight of Hindered Amine Light Stabilizer (HALS), and 42% by weight of isopropyl alcohol was used in place of the hard coating composition prepared in Example 1.
Example 4
After obtaining a 200 μm thick polypropylene cosmetic container having a cylindrical shape, a UV curable coating film specimen was prepared on the outer surface of the cosmetic container in the same manner as in Example 1.
Comparative Example 1
A polycarbonate film having a thickness of 100 mu m was obtained.
Comparative Example 2
A 200 mu m-thick polypropylene cosmetic container having a cylindrical shape was obtained.
2. Property evaluation
Table 2 shows the results of evaluation of physical properties of the specimens according to Examples 1 to 3 and Comparative Example 1, and Table 3 shows the results of QUV test for the specimens according to Examples 1 to 3 and Comparative Example 1.
1) scratch resistance
After the scratch test according to JIS K 6718 was carried out, it was visually judged whether scratches were generated or not.
2) Tear strength
Tear tear strength was measured according to ASTM D 624.
3) QUV test
After irradiating light having a UVB wavelength of 310 nm with a UV lamp for 72 hours, brightness and color coordinate values were measured using a spectrometer at a temperature of 20 ° C.
[Table 2]
[Table 3]
As shown in Table 2, in the case of the specimens according to Examples 1 to 3, scratches were not visually observed, and it was confirmed that the tear strength was higher than Comparative Example 1.
In addition, as shown in Table 3, when the absolute values of the chrominance values are increased, the chroma of the specimens according to Examples 1 to 3 and Comparative Example 1 is increased. Therefore, in Comparative Example 1, 72 hours after the QUV test It can be confirmed that the color change is large.
FIG. 1 is a photograph showing the specimen according to Example 4 and Comparative Example 2 before the QUV test and after the QUV test 24 hours after the test. FIG. 2 shows the specimen according to Example 4 and Comparative Example 2 before the QUV test and the QUV test FIG. 3 is a photograph showing the specimen according to Example 4 and Comparative Example 2 before the QUV test and 72 hours after the QUV test. FIG. At that time, the contents were put into the cosmetic container according to Example 4 and Comparative Example 2, and the UVB wavelength light of 300 nm was irradiated for 24 hours, 48 hours, and 72 hours respectively before irradiation with the UV lamp and using a UV lamp The cosmetic container and its contents were visually examined for discoloration and alteration.
As shown in Figs. 1 to 3, in the case of the specimen according to Example 4, the state before the QUV test was maintained without deterioration and discoloration of the cosmetic container and the contents after 24 hours, 48 hours and 72 hours of QUV test .
On the other hand, in the case of the specimen according to Comparative Example 2, after 24 hours of the QUV test, the color of the cosmetic container slightly changed (yellowing). In the case of the test piece according to the comparative example 2, the discoloration (yellowing) of the cosmetic container occurred after 48 hours and 72 hours of the QUV test, and the contents in the cosmetic container were also degenerated.
Although the preferred embodiments of the present invention have been disclosed for illustrative purposes, those skilled in the art will appreciate that various modifications, additions and substitutions are possible, without departing from the scope and spirit of the invention as disclosed in the accompanying claims. These changes and modifications may be made without departing from the scope of the present invention. Accordingly, the scope of the present invention should be determined by the following claims.
Claims (7)
1 to 2 functional polyurethane acrylate: 5 to 20% by weight;
1 to 3 functional acrylate monomers: 5 to 25% by weight;
0.5 to 3% by weight of a photopolymerization initiator;
A triazine-based ultraviolet absorber having at least two ultraviolet absorbers: 0.01 to 2.0% by weight; And
And an organic solvent: 30 to 60% by weight based on the total weight of the UV curable coating composition.
The 1 to 3 functional acrylate monomer
Monofunctional acrylates comprising 2-hydroxyethylmetha acrylate; Bifunctional acrylates including 1,6-hexanediol diacrylate and 1,6-hexanediol dimethacrylate; And a trifunctional acrylate including trimethylolpropane triacrylate and pentaerythritol triacrylate. The ultraviolet-curable UV-curing type ultraviolet light-curable resin composition according to claim 1, Coating composition.
The photopolymerization initiator
2-hydroxy-2-methyl-1-phenylpropane-1-phenone, 1-hydroxycyclohexyl phenyl ketone, 2-hydroxy- Phenone, 1- (4-isopropylphenyl) 2-hydroxy 2-methyl 1-one, 1- [4- (2- hydroxyethoxy) phenyl] -2- ,?,? - diethoxyacetophenone, and methyl benzoylformate. The UV curable coating composition according to claim 1, wherein the UV curable coating composition further comprises at least one selected from the group consisting of α, α-diethoxyacetophenone and methyl benzoylformate.
The triazine-based ultraviolet absorber
A hindered amine light stabilizer (HALS), and a hydroxyphenyltriazine derivative having at least two ultraviolet absorbing ester groups. The UV curable coating composition according to claim 1,
The coating composition
Acrylic polyol, and silicone additive. The UV curable coating composition according to claim 1,
And drying and UV-curing the coating composition to form a hard coating layer. The method of manufacturing a UV curable coating film having excellent ultraviolet light.
Before the coating composition step,
Further comprising the step of forming a primer layer on the substrate, wherein the primer layer is formed on the substrate.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107083096A (en) * | 2017-06-14 | 2017-08-22 | 浙江理工大学 | A kind of preparation method of ultraviolet curable coating |
| WO2018225978A1 (en) * | 2017-06-08 | 2018-12-13 | 주식회사 케이씨씨 | Uv-curable paint composition |
| KR20190000014A (en) * | 2017-06-21 | 2019-01-02 | 현대자동차주식회사 | Uv curing primer for radio wave penetration type cover of vehicle |
| CN116640348A (en) * | 2023-05-06 | 2023-08-25 | 乐凯华光印刷科技有限公司 | High-barrier film and preparation method thereof |
-
2015
- 2015-08-19 KR KR1020150116677A patent/KR20170023246A/en active Application Filing
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2018225978A1 (en) * | 2017-06-08 | 2018-12-13 | 주식회사 케이씨씨 | Uv-curable paint composition |
| CN107083096A (en) * | 2017-06-14 | 2017-08-22 | 浙江理工大学 | A kind of preparation method of ultraviolet curable coating |
| KR20190000014A (en) * | 2017-06-21 | 2019-01-02 | 현대자동차주식회사 | Uv curing primer for radio wave penetration type cover of vehicle |
| CN116640348A (en) * | 2023-05-06 | 2023-08-25 | 乐凯华光印刷科技有限公司 | High-barrier film and preparation method thereof |
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