WO2013168871A1 - 감촉 특성이 우수한 코팅 조성물, 그 제조방법 및 이를 이용한 전사시트 - Google Patents
감촉 특성이 우수한 코팅 조성물, 그 제조방법 및 이를 이용한 전사시트 Download PDFInfo
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- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
- C08F220/32—Esters containing oxygen in addition to the carboxy oxygen containing epoxy radicals
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- C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
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- C09D151/00—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers
- C09D151/08—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers grafted on to macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
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- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
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- C08F299/00—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers
- C08F299/02—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates
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- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
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- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
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- C08G18/633—Block or graft polymers obtained by polymerising compounds having carbon-to-carbon double bonds on to polymers onto polymers of compounds having carbon-to-carbon double bonds
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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
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- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/13—Phenols; Phenolates
- C08K5/134—Phenols containing ester groups
- C08K5/1345—Carboxylic esters of phenolcarboxylic acids
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- C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D133/04—Homopolymers or copolymers of esters
- C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
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- C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D133/04—Homopolymers or copolymers of esters
- C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09D133/062—Copolymers with monomers not covered by C09D133/06
- C09D133/068—Copolymers with monomers not covered by C09D133/06 containing glycidyl groups
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- C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
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- C09D133/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
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- C09D143/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing boron, silicon, phosphorus, selenium, tellurium, or a metal; Coating compositions based on derivatives of such polymers
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- C09D155/005—Homopolymers or copolymers obtained by polymerisation of macromolecular compounds terminated by a carbon-to-carbon double bond
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- 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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- 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
- C09D4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09D159/00 - C09D187/00
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- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M7/00—After-treatment of prints, e.g. heating, irradiating, setting of the ink, protection of the printed stock
- B41M7/0045—After-treatment of prints, e.g. heating, irradiating, setting of the ink, protection of the printed stock using protective coatings or film forming compositions cured by mechanical wave energy, e.g. ultrasonics, cured by electromagnetic radiation or waves, e.g. ultraviolet radiation, electron beams, or cured by magnetic or electric fields, e.g. electric discharge, plasma
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- C08F230/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
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- Y10T428/00—Stock material or miscellaneous articles
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
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- Y10T428/00—Stock material or miscellaneous articles
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- Y10T428/2839—Web or sheet containing structurally defined element or component and having an adhesive outermost layer with release or antistick coating
Definitions
- the present invention relates to a decorative transfer sheet of a molded article, and more particularly, to a coating composition excellent in EB curing and UV curing, a manufacturing method thereof, and a transfer sheet using the same.
- Korean Patent Laid-Open Publication No. 10-2010-0026012 also provides a hard coating film that is easy to be molded and has excellent film strength such as scratch resistance and abrasion resistance, but a coating composition having excellent touch characteristics is disclosed. There was still no difficulty in solving the above problem.
- An object of the present invention is to provide a coating composition that can achieve abrasion resistance and a soft touch by providing a silicone macro monomer and solve the problems of blocking phenomenon, additive interface transition, adhesion failure at the same time.
- Another object of the present invention is to provide a method for preparing the coating composition.
- Still another object of the present invention is to provide a transfer sheet using the coating composition.
- Coating composition according to an embodiment of the present invention for achieving the above object comprises a UV-curable resin, an isocyanate compound, a photoinitiator, an antioxidant and a solvent containing acryloyl functional group, and comprises the acryloyl functional group
- the UV curable resin is characterized by being prepared by copolymerizing an acrylate monomer and a silicone macromonomer containing an epoxy functional group, followed by an addition reaction of the acrylic acid monomer.
- Transfer sheet for achieving the above another object is a base film; And a UV curable resin formed on one surface of the base film and including an acryloyl functional group, an isocyanate compound, a photoinitiator, an antioxidant, and a solvent.
- the UV curable resin including the acryloyl functional group is an epoxy functional group.
- the coating composition according to the present invention may improve the blocking phenomenon by introducing a silicone-based macromonomer into the UV-curable resin, while achieving a soft touch and minimizing wear resistance and minimizing stickiness.
- the transfer film according to the present invention may improve solvent resistance and prevent printing characteristics and solvent erosion without using excessive curing agents.
- FIG. 1 schematically shows a transfer sheet according to an embodiment of the present invention.
- Figure 2 schematically shows a transfer sheet according to another embodiment of the present invention, shows a transfer sheet of a release type.
- the coating composition according to the present invention comprises a UV curable resin, an isocyanate compound, a photoinitiator, an antioxidant and a solvent containing acryloyl functional groups.
- UV-curable resin containing acryloyl functional group in the present invention is characterized in that it is prepared by copolymerizing an acrylate monomer and a silicone macro monomer containing an epoxy functional group, the addition of the acrylic acid monomer.
- an acrylic-silicon macromonomer copolymer may be prepared by copolymerizing an acrylate monomer and a silicone macromonomer including an epoxy functional group, wherein the glass transition temperature (Tg) of the acrylic-silicon macromonomer copolymers In order to control the (meth) acrylic acid ester monomer or vinyl monomer may be added.
- Tg glass transition temperature
- Examples of the (meth) acrylic acid ester monomers include methyl (meth) acrylate, ethyl (meth) acrylate, iso-propyl (meth) acrylate, n-butyl (meth) acrylate, and iso-butyl (meth) acrylate, and (meth) acrylate.
- (Meth) acrylic acid alkyl esters such as t-butyl acrylate, 2-ethylhexyl (meth) acrylate, lauryl (meth) acrylate, stearyl (meth) acrylate and the like, provided that alkyl is an alkyl group having 1 to 8 carbon atoms, in particular Alkyl groups having 1 to 6 carbon atoms are preferred); Acrylic aryl esters such as (meth) acrylic acid phenyl and the like, provided that aryl is an aryl group having 6 to 20 carbon atoms; (Meth) acrylic acid cyclic alkyl esters such as (meth) acrylic acid cyclohexyl and the like, provided that cyclic alkyl is a cyclic alkyl group having 3 to 12 carbon atoms; (Meth) acrylic acid esters such as (meth) acrylic acid polyalkylene glycol esters such as polyethylene glycol mono (meth) acrylate and the like; and (meth) acrylic acid
- vinyl monomers examples include styrene, vinyl acetate, vinyl propionate, vinyl benzoate, and vinyl toluene.
- the acrylate monomer containing the epoxy functional group is glycidyl acrylate, glycidyl methacrylate, glycidyl methacrylate, glycidyl-alpha-ethyl acrylate, glycidyl-alpha-ene-propyl Acrylate, glycidyl-alpha-butyl acrylate, 3,4-epoxybutyl methacrylate, 3,4-epoxybutyl acrylate, 6,7-epoxypeptyl methacrylate, 6,7-epoxyheptyl acrylate , 6,7-epoxyheptyl-alpha-ethyl acrylate, characterized in that any one selected from the group consisting of.
- glycidyl methacrylate is the cheapest among commercially available acrylate monomers having epoxy functional groups, but similar to the radical reaction with methyl methacrylate added to control the glass transition temperature of the acrylic-silicone macro monomer copolymers. Most preferred as monomer having reactivity.
- silicone macromonomer used by this invention is represented by following General formula (1).
- R 1 and R 2 are independently of each other an alkyl group having 1 to 12 carbon atoms
- R3 and R4 are independently of each other hydrogen or an alkyl group having 1 to 12 carbon atoms
- Y is hydrogen or an alkyl group having 1 to 12 carbon atoms
- n is It is an integer from 60 to 300.
- the weight average molecular weight of the silicone macromonomer is in the range of 500 to 22,000. By limiting the weight average molecular weight of the silicone macromonomer as described above, it is excellent in wear resistance and can realize a soft feel characteristic. More specifically, when the weight average molecular weight of the silicone macromonomer is less than 500 outside the above range, the soft tactile properties to be realized are insignificant, and when the silicone macromonomer exceeds 22,000 outside the above range, there is a problem of compatibility with the monomer to be copolymerized. It is difficult to produce a homogeneous polymer, and the article also has a problem in that the transparency is significantly worse.
- the macro monomer is an abbreviation of Macromolecular Monomer, a polymer and an oligomer having a polymerizable functional group only at the terminal of the molecule, and a precursor of a block or graft polymer.
- Macromolecular Monomer a polymer and an oligomer having a polymerizable functional group only at the terminal of the molecule
- a precursor of a block or graft polymer By copolymerizing with the other polymer using the macro monomer, it is possible to easily synthesize a block and graft polymer having a clear structure.
- the silicon macromonomer has a low surface energy of the silicon ring, the synthesized block and graft polymers have segregated and concentrated properties on the resin surface when blended with the resin.
- a silicone macromonomer into the acrylate monomer containing the epoxy functional group can implement a soft touch, it can be maintained excellent wear resistance. In addition, it is possible to prevent the blocking phenomenon even when the film is wound over a predetermined length in the transfer sheet state by minimizing stickiness, and to prevent the printing characteristics and solvent erosion phenomenon by improving the solvent resistance.
- the acrylic acid monomer may be acrylic acid, methacrylic acid, carboxyethyl acrylate, carboxy ethyl methacrylate, carboxy propyl acrylate, carboxy propyl methacrylate, carboxy butyl methacrylate and the like.
- an acrylic acid monomer or a methacrylic acid monomer having the highest glass transition temperature of the copolymer and in particular, an acrylic acid monomer having the best curing at the time of UV irradiation is used.
- a UV-curable resin containing an acryloyl functional group having a molecular weight of 10,000 to 140,000 can be produced.
- the silicone macromonomer may be 0.1 to 5 parts by weight based on 100 parts by weight of the acrylate monomer including the epoxy functional group. If it is less than 0.1 part by weight based on 100 parts by weight of the acrylate monomer, it is difficult to exhibit a soft touch to be realized, and when it exceeds 5 parts by weight, there is a problem in that coating of an additional layer becomes impossible.
- UV curable resin containing the acryloyl functional group of the molecular weight 10,000-140,000 can be manufactured.
- additives may be added to the above UV curable resins.
- the additives include isocyanate compounds, photoinitiators, antioxidants and solvents.
- a process of mixing with an isocyanate compound which is a heat curing agent, is performed immediately before use.
- the isocyanate compound reacts with a secondary hydroxy functional group naturally occurring by the addition reaction of a carboxyl group and an epoxy functional group of acrylic acid when forming a UV-curable resin including an acryloyl functional group to form a crosslink with a urethane bond.
- Isocyanate compounds include, for example, aliphatic isocyanate compounds such as hexamethylene diisocyanate (HMDI), isophorone diisocyanate (IPDI) and / or aromatic isocyanate compounds such as toluene diisocyanate (TDI).
- HMDI hexamethylene diisocyanate
- IPDI isophorone diisocyanate
- TDI toluene diisocyanate
- HMDI yellowing denatured curing agent
- HMDI hexamethylene diisocyanate
- the content of the isocyanate compound is controlled to be an appropriate mixing ratio of the equivalent of the isocyanate group in the compound and the naturally occurring secondary hydroxy functional group by the addition reaction of the carboxyl functional group and the epoxy functional group of acrylic acid. It is preferable that it is 1-15 weight part, especially 5-12 weight part with respect to 100 weight part of UV curable resins containing a functional group.
- the content of the isocyanate compound is less than 1 part by weight, a blocking defect may occur during winding and the coating film strength may be low, causing cloudiness or bursting of the bent part during injection molding, and when the content exceeds 15 parts by weight, the film becomes too hard. It is not preferable because cracks are generated during injection molding or excessively miscellaneous powder is generated during slitting.
- the photoinitiator is not particularly limited, and those known in the art may be used.
- examples of the photoinitiator include Irgacure 250 (Bayer), Uvacure 1590 (SK Cytec), and the radical photoinitiators include Irgacure 184, Irgacure 819, Irgacure 907, Irgacure 127, and Vicure 30 (BASF).
- the photoinitiator content is preferably 1 to 15 parts by weight, particularly 5 to 13 parts by weight based on 100 parts by weight of the UV-curable resin containing the acryloyl functional group. If the photoinitiator content is less than 1 part by weight, the hardness decreases after injection molding. In addition, when it exceeds 15 parts by weight, there is a problem that causes odor or human harmful components remain on the surface due to the remaining components after curing.
- the antioxidant may be a phenolic antioxidant, phosphorus antioxidant, chelate antioxidant and the like.
- the trade names Irganox 1010, 1035, 1076 and 1222 (Ciba Specialty Chemicals Company Limited) and the like can be used commercially. It is preferable that the said antioxidant is 0.1-2 weight part, especially 0.1-1 weight part with respect to 100 weight part of UV-curable resins containing the said acryloyl functional group. If the content of the antioxidant is less than 0.1 parts by weight, yellowing is likely to occur in the coating composition. In addition, if the content of the antioxidant exceeds 2 parts by weight, the antioxidant effect is saturated, while other physical properties required in the coating composition may be lowered.
- the components constituting the coating composition are used in addition to the solvent, it is effective to use an organic solvent excellent in compatibility with the binder resin, latent curing agent and other additives.
- a solvent used for the above purpose ethyl acetate, butyl acetate, methyl methoxy propionate, ethyl ethoxy propionate (EEP), ethyl lactate, propylene glycol methyl ether acetate (PGMEA), methyl cellosolve Acetate, ethyl cellosolve acetate, acetone, methyl isobutyl ketone, cyclohexanone, dimethyl formumamide (DMF), N, N-dimethylacetamide (DMAc), N-methyl-2-pyrrolidone (NMP), Solvents selected from gamma-butylolactone, diethyl ether, ethylene glycol dimethyl ether, diglyme, tetrahydrofuran (THF), tol
- the content of the solvent is preferably 200 to 700 parts by weight, in particular 300 to 400 parts by weight based on 100 parts by weight of the UV curable resin containing the acryloyl functional group. If the content of the solvent is less than 200 parts by weight, the viscosity of the curing agent is high, the workability is poor, and if it exceeds 700 parts by weight, the solid content is low, it is not preferable to control the coating film thickness.
- a leveling agent, an antifoaming agent, etc. which are commonly used in the coating liquid composition may be added.
- compatible additives such as surfactants, storage stabilizers, sensitizers, and anti-stressing agents may be further added. can do.
- it may include a silica sol, the silica sol is a colloidal solution of the base component SiO 2 , the colloidal particles are spherical, the particle size is 6-50nm relatively small particles Strong penetration, excellent adhesion, and transparent, suitable for forming coating compositions
- the present invention comprises the steps of preparing a UV curable resin comprising acryloyl functional group; It provides a coating composition manufacturing method comprising the step of mixing the UV curable resin and the isocyanate compound, photoinitiator, antioxidant and solvent.
- the UV curable resin including the acryloyl functional group may be prepared by copolymerizing a monomer containing an epoxy functional group and a silicone macromonomer followed by addition reaction of an acrylic acid monomer.
- the copolymerization of the monomer and the silicone macromonomer containing an epoxy functional group may be applied in various ways such as solution polymerization, photopolymerization, bulk polymerization.
- additives such as UV initiator and thermosetting agent may be further included, and a solvent such as methyl isobutyl ketone (MIBK) may be added to adjust viscosity or improve dispersibility.
- MIBK methyl isobutyl ketone
- FIG. 1 schematically shows a transfer sheet according to an embodiment of the present invention.
- the illustrated transfer sheet is a film capable of forming a molded decorative coating having excellent texture, and includes a base film 110 and a coating layer 120.
- the base film 110 is made of polypropylene resin, polyethylene resin, polyamide resin, polyester resin, polyacrylic resin, polyvinyl chloride resin, acrylic resin, polycarbonate resin, vinyl chloride resin, urethane
- a material such as resin may be used, but is not limited thereto, and one formed of various materials may be used.
- the thickness of the base film 10 may be 0.02 ⁇ 0.1mm, more preferably 0.03 ⁇ 0.08mm. If the thickness is less than 0.02mm, the breakage of the fabric easily occurs during molding, and if the thickness exceeds 0.1mm, the handleability and processability of the film may be degraded, or the physical properties such as adhesion may be reduced, and in terms of economical cost. There are disadvantages.
- the coating layer 120 includes a UV curable resin of the coating composition according to the present invention.
- the coating composition including the UV-curable resin may be formed by treating the coating composition at a temperature of about 50 to 170 ° C. for about 30 seconds to 2 minutes.
- the coating composition of the coating layer 120 formed on one surface of the base film 110 can easily form a printing layer, a deposition layer, etc. on the transfer sheet by inhibiting the adhesiveness, and improves sheet handling.
- the coating composition of the present invention can be implemented by providing a silicone layer monomer to the UV-curable resin to maintain a soft touch by implementing a coating layer excellent in touch characteristics.
- the coating layer 120 may be formed to a thickness of about 3 ⁇ 10 ⁇ m. If the coating layer is less than 3 ⁇ m there is a fear that the proper hardness can not be obtained, if it exceeds 10 ⁇ m UV penetration is difficult to the lower end of the film at the time of UV curing, there is also a fear of hardness decrease.
- Figure 2 schematically shows a transfer sheet according to another embodiment of the present invention, shows a transfer sheet of a release type.
- the illustrated transfer film includes a base film 110, a coating layer 120, a release layer 115, and an adhesive layer 130.
- the coating layer 120 is formed on one surface of the base film 110, and contains a UV curable resin of the coating composition according to the present invention.
- the release layer 115 is formed between the base film 110 and the coating layer 120, and is formed for release of the base film 110 after attaching the transfer sheet to the molded article.
- a release agent such as epoxy, epoxy-melamine, aminoalkyd, acrylic, melamine, silicone, fluorine, cellulose, urea resin, polyolefin, paraffin, etc. may be used. It is not limited.
- the thickness of the release layer as described above is not particularly limited, and may be appropriately controlled in consideration of the object of the present invention.
- the adhesive layer 130 is formed on the coating layer 120 to attach the transfer sheet to the molded article.
- a polyacrylic resin, a polystyrene resin, a polyamide resin, a chlorinated polyolefin resin, a chlorinated ethylene-vinyl acetate copolymer resin, a rubber resin, or the like may be used.
- a transfer sheet (not shown) may be attached on the adhesive layer 130.
- the coating of the molded article surface is made of a UV curable resin having a (meth) acryloyloxy functional group contained in the coating composition according to the present invention. Depending on curing, it provides scratch resistance, chemical resistance, wear resistance, high surface hardness, and the like.
- one or more layers of a printing layer or a deposition layer may be further formed between the coating layer 120 and the adhesive layer 130.
- the print layer (not shown) may be formed by a gravure coating method.
- the print layer may have the same or different patterns so that portraits, patterns, various colors, and various patterns may be freely implemented in a desired form.
- the transfer sheet of the present invention may further include a deposition layer (not shown) formed between the printing layer (not shown) and the adhesive layer 130.
- the deposition layer may be formed by a vacuum deposition method, the material is aluminum (Al), copper (Cu), silver (Ag), platinum (Pt), tin (Sn), chromium (Cr), nickel (Ni ) May be used.
- the deposition layer (not shown) is preferably formed to a thickness of 10 ⁇ 100nm. If the thickness of the deposition layer is less than 10 nm, the gloss effect may be insufficient due to surface reflection, and on the contrary, if the thickness of the deposition layer exceeds 100 nm, cracking and adhesion may be deteriorated. .
- MMA methyl methacrylate
- GMA glycol methacrylate
- silicone macromonomer having a molecular weight of 10,000 were copolymerized to 40% solids using PGMEA (propylene glycol monomethyl ether acetate) solvent to obtain a weight average molecular weight of 30,000.
- PGMEA propylene glycol monomethyl ether acetate
- Acryl-silicon macromonomer copolymer was obtained.
- n is 130 to 140 in the following [Formula 1].
- Content of the said silicone macromonomer shall be 5 weight part with respect to 100 weight part of GMA. Thereafter, 50 parts by weight of an acrylic acid monomer per 100 parts by weight of the acrylate including the epoxy functional group is added to the prepared acrylic-silicone macromonomer copolymer and reacted at a temperature of 120 ° C. for 10 hours to produce acryloyl having a molecular weight of 50,000. UV-curable resin containing a functional group was prepared.
- a photocuring agent Irgacure 184
- 8 parts by weight of hexaethylene diisocyanate trimer as a thermosetting agent 100 parts by weight of silica sol (particle size 12 nm), antioxidant (irganox 1010) ) 1 part by weight, 600 parts by weight of a solvent (MEK) were mixed to prepare a coating composition.
- silica sol particle size 12 nm
- antioxidant irganox 1010
- the melamine-based release agent was coated on the surface of the PET substrate film having a thickness of 50 ⁇ m with a thickness of about 1 ⁇ m, and then heated at 150 ° C. for 30 seconds to form a release layer.
- the coating composition prepared on the release layer was applied to a thickness of about 6 ⁇ m by a microcoating method.
- the applied coating liquid was heated at 150 ° C. for 30 seconds to form a coating layer containing the coating composition, thereby preparing a transfer sheet.
- the transfer sheet was manufactured by forming a printing layer having a thickness of 3 ⁇ m with a gravure coating, and then forming an adhesive layer having a thickness of 1.5 ⁇ m.
- UV curable resin was prepared by adding 300 g of acrylic acid and 2 g of triethylamine to the acrylic copolymer including the epoxy functional group prepared above, and then adjusting the reaction temperature to 120 ° C.
- the coating composition was prepared by adding 50 g of the UV curable resin, 85 g of pentaerythritol tetraacrylate, 184.3 g of UV initiator Irgacure, and 250.3 g of Irgacure.
- a transfer sheet was prepared in the same manner as in Example 1.
- the produced transfer sheet was wound up to 3000m, and left for 3 days. Then, the rewinding & blocking phenomenon was identified.
- the antiblocking properties were evaluated as high, medium, and low based on the ASTM-1893 standard. At this time, the blocking phenomenon refers to a phenomenon in which the transfer sheets are bonded to each other.
- the produced transfer sheet was injection molded with PC / ABS resin, and then the molded injection molded product was UV cured to produce an injection sample for evaluation of final wear resistance, and a hardness of 1 kg was applied to a pencil hardness tester.
- the produced transfer sheet is injection molded with PC / ABS resin, and then UV-cured the molded injection molded product to prepare an injection sample for evaluation of wear resistance, and a load of 1 kg is applied to the RCA tester to evaluate the minimum number of scratches.
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Abstract
Description
항 블록킹성 | 경도 | 내마모성 | 감촉특성 | |
실시예 | ○ | 2H | 200회 이상 | ○ |
비교예 | △ | H | 100회 | X |
Claims (11)
- 아크릴로일 관능기를 포함하는 UV 경화형 수지, 이소시아네이트계 화합물, 광개시제, 산화방지제 및 용제를 포함하고,상기 아크릴로일 관능기를 포함하는 UV 경화형 수지는에폭시 관능기를 포함하는 아크릴레이트 모노머 및 실리콘 매크로 모노머를 공중합 한 후, 아크릴산 모노머를 부가반응시켜 제조된 것을 특징으로 하는 코팅 조성물.
- 제 1항에 있어서,상기 에폭시 관능기를 포함하는 아크릴레이트계 모노머는 글리시딜아크릴레이트, 글리시딜메타아크릴레이트, 글리시딜메타크릴 레이트, 글리시딜-알파-에틸 아크릴레이트, 글리시딜-알파-엔-프로필아크릴레이트, 글리시딜-알파-부틸아크릴레이트, 3,4-에폭시부틸메타아크릴레이트, 3,4-에폭시부틸 아크릴레이트, 6,7-에폭시펩틸메타아크릴레이트, 6,7-에폭시헵틸아크릴레이트, 6,7-에폭시헵틸-알파-에틸아크릴레이트로 이루어진 군으로부터 선택된 어느 하나인 것을 특징으로 하는 코팅 조성물.
- 제 1항에 있어서,상기 실리콘 매크로 모노머는 중량평균 분자량이 500~22,000인 것을 특징으로 하는 코팅 조성물.
- 제 1항에 있어서,상기 실리콘 매크로 모노머는 상기 에폭시 관능기를 포함하는 아크릴레이트 모노머 100중량부에 대하여, 0.1~5중량부인 것을 특징으로 하는 코팅 조성물.
- 제 1항에 있어서,상기 코팅 조성물은상기 아크릴로일 관능기를 포함하는 UV 경화형 수지 100중량부에 대하여, 1~15중량부의 이소시아네이트계 화합물, 1~15중량부의 광개시제, 0.1~2중량부의 산화방지제 및 200~700중량부의 용제를 포함하는 것을 특징으로 하는 코팅 조성물.
- 아크릴로일 관능기를 포함하는 UV 경화형 수지를 마련하는 단계; 및상기 UV 경화형 수지와 이소시아네이트계 화합물, 광개시제, 산화방지제 및 용제를 혼합하는 단계를 포함하는 것을 특징으로 하는 코팅 조성물 제조방법.
- 제 7항에 있어서,상기 아크릴로일 관능기를 포함하는 UV 경화형 수지는에폭시 관능기를 포함하는 아크릴레이트 모노머 및 실리콘 매크로 모노머를 공중합 한 후, 아크릴산 모노머를 부가반응시켜 제조된 것을 특징으로 하는 코팅 조성물 제조방법.
- 기재필름; 및상기 기재필름의 일면에 형성되며, 제 1항 내지 제 5항 중 어느 하나의 항에 기재된 코팅 조성물을 함유하는 코팅층을 포함하는 것을 특징으로 하는 전사시트.
- 제 9항에 있어서,상기 코팅층과 상기 기재필름 사이에 형성되는 이형층과,상기 코팅층 상에 형성되는 접착층을 더 포함하는 것을 특징으로 하는 전사시트.
- 제 10항에 있어서,상기 코팅층과 접착층 사이에, 인쇄층 또는 증착층 중 하나 이상의 층이 더 형성되어 있는 것을 특징으로 하는 전사시트.
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US14/396,588 US9267055B2 (en) | 2012-05-08 | 2012-12-11 | Coating composition with excellent tactile characteristics, preparation method thereof, and transfer sheet using same |
EP12876199.6A EP2848663B1 (en) | 2012-05-08 | 2012-12-11 | Coating composition with excellent tactile characteristics, preparation method thereof, and transfer sheet using same |
JP2015511336A JP6118402B2 (ja) | 2012-05-08 | 2012-12-11 | 感触特性に優れたコーティング組成物、その製造方法およびそれを用いた転写シート |
CN201280072957.6A CN104334659B (zh) | 2012-05-08 | 2012-12-11 | 触感特性优异的涂敷组合物、其制备方法以及利用该涂敷组合物的转印薄片 |
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KR20120048644A KR101447775B1 (ko) | 2012-05-08 | 2012-05-08 | 감촉 특성이 우수한 코팅 조성물, 그 제조방법 및 이를 이용한 전사시트 |
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JP5142075B2 (ja) * | 2008-01-30 | 2013-02-13 | 荒川化学工業株式会社 | 活性エネルギー線硬化型樹脂、活性エネルギー線硬化型樹脂組成物およびこれらを用いて得られるハードコート層を有する物品 |
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2012
- 2012-05-08 KR KR20120048644A patent/KR101447775B1/ko active IP Right Grant
- 2012-12-11 US US14/396,588 patent/US9267055B2/en not_active Expired - Fee Related
- 2012-12-11 WO PCT/KR2012/010751 patent/WO2013168871A1/ko active Application Filing
- 2012-12-11 EP EP12876199.6A patent/EP2848663B1/en not_active Not-in-force
- 2012-12-11 JP JP2015511336A patent/JP6118402B2/ja active Active
- 2012-12-11 CN CN201280072957.6A patent/CN104334659B/zh not_active Expired - Fee Related
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2013
- 2013-05-08 TW TW102116424A patent/TWI475081B/zh not_active IP Right Cessation
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Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN114261223A (zh) * | 2021-12-24 | 2022-04-01 | 湖南鼎一致远科技发展有限公司 | 一种耐溶剂和耐磨标签打印的树脂碳带及其制备方法 |
CN114261223B (zh) * | 2021-12-24 | 2023-03-28 | 湖南鼎一致远科技发展有限公司 | 一种耐溶剂和耐磨标签打印的树脂碳带及其制备方法 |
Also Published As
Publication number | Publication date |
---|---|
CN104334659B (zh) | 2017-03-01 |
JP2015523423A (ja) | 2015-08-13 |
TWI475081B (zh) | 2015-03-01 |
US9267055B2 (en) | 2016-02-23 |
TW201345979A (zh) | 2013-11-16 |
US20150118454A1 (en) | 2015-04-30 |
EP2848663A1 (en) | 2015-03-18 |
JP6118402B2 (ja) | 2017-04-19 |
KR101447775B1 (ko) | 2014-10-06 |
EP2848663A4 (en) | 2015-05-06 |
CN104334659A (zh) | 2015-02-04 |
EP2848663B1 (en) | 2016-11-09 |
KR20130125129A (ko) | 2013-11-18 |
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