TWI635127B - Uv-curable donor film composition comprising fluorine-based resin and uv-curable donor film using the same - Google Patents

Abstract

The invention provides a UV-curable donor film composition and a UV-curable donor film using the composition, comprising: (a) a urethane acrylate resin, (b) an acrylic resin, and (c) a fluorinated An acrylate oligomer, (d) a photoinitiator, and (e) a solvent; the (c) fluorinated acrylate oligomer has a hydrophilic functional group and a lipophilic functional group.

Description

UV-curable donor film composition containing fluorine-based resin and UV-curing using the same Donor membrane

The present invention provides an ultraviolet-curable donor film composition containing a fluorine-based resin and an ultraviolet-curable donor film using the composition.

Recently, the development trend of the technology of the display device is necessitating the development of technologies that save energy and make visibility outstanding. Therefore, the development of a display device using an organic light emitting display device (OLED), which is generally recognized as having less energy consumption, is being performed in a competitive manner compared with the conventional light emitting method.

In order to realize a full color of a display device using such an organic light-emitting display device, a method of patterning colors in a light-emitting element is extremely important. As a result, the organic light-emitting display device that determines the color of the light-emitting element is formed based on The organic film method produces a difference in the effect achieved. Methods of forming an organic film layer on an organic light emitting display device include a vapor deposition method, an inkjet method, a laser thermal transfer method (LITI), and the like.

In the case where a donor film composition containing an additive or an active agent is applied to a substrate having a relatively small surface energy in order to form an organic film layer in an organic light-emitting display device, the coating property is reduced due to poor wettability. problem. And in order to shape the organic light emitting display device, When an organic film layer is formed and the donor film composition is cured by a conventional thermal curing method, the organic film layer can be thermally damaged, and the organic film layer has a problem of retardation due to subsequent curing.

An object of the present invention is to provide a UV-curable donor film composition. The UV-curable donor film composition includes: (a) a urethane acrylate resin, (b) an acrylic resin, and (c) a fluorinated acrylic acid. An ester oligomer, (d) a photoinitiator, and (e) a solvent; the (c) fluorinated acrylate oligomer has a hydrophilic functional group and a lipophilic functional group.

However, the technical problems to be solved by the present invention are not limited to the above-mentioned problems, and those skilled in the art to which the present invention pertains can clearly understand other problems not mentioned from the following description.

The present invention provides a UV-curable donor film composition. The UV-curable donor film composition includes: (a) a urethane acrylate resin, (b) an acrylic resin, and (c) a fluorinated acrylate. An oligomer, (d) a photoinitiator, and (e) a solvent; the (c) fluorinated acrylate oligomer has a hydrophilic functional group and a lipophilic functional group.

The (a) urethane acrylate resin may be a difunctional to hexafunctional urethane acrylate resin.

The (c) fluorinated acrylate oligomer may be a fluorinated epoxy acrylate or a fluorinated vinyl acrylate.

The fluorinated acrylate oligomer (c) may be contained in an amount of 0.1 to 5 parts by weight based on 100 parts by weight of the (a) urethane acrylate resin and (b) the acrylic resin.

The content of the (a) urethane acrylate resin is 20 to 70 weight percent, and the content of the (b) acrylic resin is 30 to 80 weight percent.

The above (d) photoinitiator may be selected from the group consisting mainly of hydroxycyclohexylphenylketone (Irgacure # 184), α, α-methoxy-α-hydroxyacetophenone (α, α-methoxy-α- hydroxyacetophenone; Irgacure # 651), 2-methyl-1 [4- (methylthio) phenyl] -2-morpholinyl-propane-1-one (2-methyl-1 [4- (methythio) phenyl] -2-morpholino-propan-1-on; Irgacure # 907), 2-hydroxy-2-methyl-1-phenyl-propane-1-one (2-hydroxy-2-methyl-1-phenyl-propan- 1-one; Irgacure # 1173) and one or more of the group consisting of oxime-esters.

The (e) solvent may be selected from the group consisting mainly of propylene glycol methyl ether acetate (PGMEA, Propylene Glycol Monomethyl Ether Acetate), toluene, methyl ethyl ketone, ethyl acetate, Butyl acetate, acetone, methanol, butyl carbitol, butyl carbitol acetate, butyl cellosolve One or more of the group consisting of ethylene glycol butyl cellosolve acetate and terpineol.

As an embodiment of the present invention, the present invention provides a UV-curable donor film including a base film, a light-heat conversion layer, an intermediate layer, and a transfer layer. The UV-curable donor film is characterized in that the intermediate layer is The said ultraviolet-curable donor film composition is apply | coated and it hardens | cures by ultraviolet-ray.

The substrate film may be polyethylene terephthalate (PET), polyethylene naphthalate (PEN), or polyethylene naphthalate. Polycarbonate (PC, Polycarbonate), cyclic olefin polymer or copolymer (Cyclic olefin polymer or copolymer) or diphenylmethane diisocyanate (MDI, MDI).

The present invention may further include a primer layer formed on the substrate film.

The thickness of the intermediate layer may be 0.5 μm to 5 μm.

The surface energy of the intermediate layer may be 11 mN / m to 20 mN / m.

Since the ultraviolet-curable donor film composition of the present invention contains a fluorinated acrylate oligomer as an additive in the fluorine-based resin, the ultraviolet-curable donor film using the ultraviolet-curable donor film composition has an Hydrophobic surface energy can be applied to various substrate films. In addition, by reducing the surface energy of the intermediate layer of the ultraviolet-curable donor film, it is possible to reduce the energy required when the organic substance of the transfer layer is transferred, thereby having the effect of enhancing the transfer performance.

10‧‧‧ substrate film

20‧‧‧light-heat conversion layer

30‧‧‧ middle layer

40‧‧‧ transfer layer

FIG. 1 is a schematic diagram of a laminated structure of an ultraviolet-curable donor film according to an embodiment of the present invention.

In the course of researching the super-hydrophobic ultraviolet-curable donor film composition, the present inventors confirmed that it is possible to prepare an ultraviolet-curable donor film having a low surface energy by including a fluorine-based resin, and completed the present invention .

Hereinafter, the present invention will be described in detail.

The present invention provides a UV-curable donor film composition. The UV-curable donor film composition includes: (a) a urethane acrylate resin, (b) an acrylic resin, and (c) a fluorinated acrylate oligomer. Compounds, (d) photoinitiators, and (e) solvents; (c) above The fluorinated acrylate oligomer has a hydrophilic functional group and a lipophilic functional group.

The (a) urethane acrylate resin may be a urethane acrylate oligomer.

In addition, the (a) urethane acrylate resin is preferably a polyfunctional urethane acrylate resin, and more preferably a urethane having a difunctional group to a hexafunctional group (having 2 to 6 acrylic groups). The ester acrylate resin is not limited thereto. When the (a) urethane acrylate resin is a monofunctional group, it cannot have a cured structure. When the (a) urethane acrylate resin has more than six functional groups, a part of the Degradation of transfer performance such as transfer.

In the present invention, a tetrafunctional urethane acrylate resin (Mw = 4000) is used as (a) a urethane acrylate resin.

At this time, the (a) urethane acrylate resin is a general term for a compound having a urethane bond and an acrylic group as a compound having an ultraviolet (UV) curing type as the urethane resin. It is designed according to the blending ratio of the types of raw materials according to the application, and is used as a component of the ultraviolet curable resin composition in various fields.

And, specifically, the (a) urethane acrylate oligomer includes a urethane bond formed by a reaction between an isocyanate compound and a hydroxyalkyl (meth) acrylate compound, and can be formed at about 500 It is polymerized by weight average molecular weight of about 20,000.

Specific examples of the isocyanate-based compound include aliphatic isocyanate-based compounds such as hexamethylene diisocyanate (HMDI, Hexamethylene diisocyanate), isophorone diisocyanate (IPDI), or toluene diisocyanate. Isocyanate (TDI, Toluene diisocyanate), diphenylmethane diisocyanate (MDI, Aromatic isocyanate compounds such as methylene diphenyl diisocyanate) can be used alone or in combination of two or more.

Specific examples of the hydroxyalkyl (meth) acrylate compounds include 2-hydroxyethyl (meth) acrylate and 2-hydroxypropyl (meth) acrylate. (2-hydroxypropyl (meth) acrylate), 4-hydroxybutyl (meth) acrylate, 6-hydroxyhexyl (meth) acrylate ), 8-hydroxy octyl (meth) acrylate, 2-hydroxy ethylene glycol (meth) acrylate, or 2-hydroxy ethylene glycol (meth) acrylate Hydroxypropylene glycol (meth) acrylate and the like can be used alone or in combination of two or more.

The (b) acrylic resin may be an acrylate monomer.

In addition, the (b) acrylic resin is preferably a polyfunctional acrylic resin, and more preferably, an acrylic resin having a difunctional group (having two or more acrylic functional groups) or more, but is not limited thereto. In the case where the (a) urethane acrylate resin is a difunctional group, the curing speed is fast, and a cured network structure is formed to form a stable coating layer.

In the present invention, a difunctional acrylic resin (Mw = 300) is used as the (b) acrylic resin.

In this case, various acrylic monomers that can be photocured can be used as the above (b) acrylic resin. For example, 1,2-ethylene glycol diacrylate, 1 1,12-dodecanediol acrylate, 1,4-butanediol di (meth) acrylate, 1,6- Hexylene glycol di (meth) acrylate, neopentyl glycol di (meth) acrylate (Meth) acrylate (Neopentyl glycol di (meth) acrylate), polyethylene glycol di (meth) acrylate, neoopentylglycol adipate di (meth) acrylate Di (meth) acrylate, hydroxyl puivalic acid, neopentyl glycol di (meth) acrylate, dicyclopentanyl di (meth) acrylate, Caprolactone-modified dicyclopentenyl di (meth) acrylate, Ethylene oxide-modified di (meth) acrylate), di (meth) acryloxy ethyl Isocyanurate, allylated cyclohexyl di ( meth) acrylate), Tricyclodecane dimethanol (meth) acrylate, Dimethylol dicyclopentadiene pentane di (meth) acrylate , Ethylene oxide modified hexahydrophthalic acid di (meth) acrylate (Ethylene oxide-modified hexahydrophthalic acid di (meth) acrylate), tricyclodecane dimethanol (meth) acrylate, neopentyl glycol modified trimethylpropane di (meth) acrylate ( Neopentyl glycol-modified trimethylol propane di (meth) acrylate), adamantane di (meth) acrylate, or 9,9-bis [4- (2-propenyloxyethoxy) phenyl] fluoro ( 9,9-bis [4- (2-Acryloyloxy ethoxy) phenyl] fluorine) and other difunctional acrylates, trimethylolpropane tri (meth) acrylate, dipentaerythritol tri (Meth) acrylate (Dipentaerythritol tri (meth) acrylate), Propionic acid-modified dipentaerythritol tri (meth) acrylate, pentaerythritol tri (meth) acrylate (Pentaerythritol tri (meth) acrylate), Propylene oxide-modified trimethylolpropane tri (meth) acrylate, Trifunctional urethane (methyl ) Trifunctional acrylates such as Urethane (meth) acrylate or Tris (meth) acrylate is hydroxyethyl isocyanurate, and diglycerin diglycerin Tetrafunctional acrylates such as tetra (meth) acrylate) or pentaerythritol tetra (meth) acrylate, propionic acid-modified dipentaerythritol penta (meth) acrylate (Propionic acid- Pentafunctional acrylates such as modified dipentaerythritol penta (meth) acrylate, and dipentaerythritol hexa (meth) acrylate, and caprolactone-modified dipentaerythritol hexa (meth) acrylate (Caprolactone-modified dipentaerythritol hexa (meth) acrylate) or urethane (meth) acrylate (e.g., isocyanate monomer and trimethylolpropa ne tri (meth) acrylate), but not limited thereto.

The (c) fluorinated acrylate oligomer is a substance having both a hydrophilic functional group and a lipophilic functional group, and refers to one or more fluorinated substances in the terminal group of the acrylate oligomer. (c) A fluorinated acrylate oligomer is used as an additive.

The above (c) fluorinated acrylate oligomer is a kind of fluorine-based resin. Based on the -CF ₃ group in the fluorine-based resin, the UV-curable hard coating film has superhydrophobic surface energy, and can be applied to various substrates Wood film. The hydrophilic group may be selected from the group consisting of -SO ₃ H, -COOH, -NH ₂ , -SO ₃ , -NH ₄ , -OH, -OSO ₃ H, and -OPO ₃ H ₂ . One or more types of lipophilic groups may be one or more types selected from the group consisting of RCOO-, RO-, aromatic hydrocarbon groups, halogen alkyl groups, and chain-shaped hydrocarbon groups. Specifically, R is an alkyl group, a fluorenyl group, an aralkyl group, or a cycloalkyl group having 1 to 20 carbon atoms.

At this time, the (c) fluorinated acrylate oligomer has both a hydrophilic functional group and a lipophilic functional group, and thus has improved compatibility with (a) a urethane acrylate resin and (b) an acrylic resin. It has the advantages of performance, and can improve the compatibility with various solvents.

Preferably, the (c) fluorinated acrylate oligomer is a fluorinated epoxy acrylate or a fluorinated vinyl acrylate, but it is not limited thereto. The molecular memory of fluorinated epoxy acrylate oligomer or fluorinated vinyl acrylate is epoxy or vinyl, so it can increase the heat resistance of the surface and maximize the antifouling and water resistance. advantage.

At this time, the intermediate structure of the molecule of the fluorinated epoxy acrylate oligomer includes 2-bromobenzenehydroquinone, resorcinol, catechol, bisphenol A, bisphenol F, bisphenol AD, Structures of bisphenols such as bisphenol S, epoxy groups such as 4,4'-dihydroxybiphenyl, bis (4-hydroxyphenyl) ether, phenol group, cresol group, cresol aldehyde, and propenyl group It has a hydrophilic functional group and a lipophilic functional group. In addition, the intermediate structure of the molecule of the vinyl acrylate oligomer includes a structure of a vinyl group and has a hydrophilic functional group and a lipophilic functional group together.

Preferably, the (a) urethane acrylate resin and (b) 100 parts by weight of the acrylic resin contain 0.1 to 5 parts by weight of the (c) fluorinated acrylate oligomer, but It is not limited to this. At this time, when (c) the fluorinated acrylate oligomer is less than 0.1 part by weight, the function of reducing the surface energy of the intermediate layer of the ultraviolet-curable donor film may not be performed. When the ester oligomer is more than 5 parts by weight, the fluorinated terminal functional group is present in the entire intermediate layer. In this case, the compatibility between the fluorinated terminal group and the acrylic group is poor, resulting in a decrease in coating properties. .

Therefore, it is preferable that the (c) fluorinated acrylate oligomer is contained in an amount of 0.1 to 5 parts by weight based on 100 parts by weight of the (a) urethane acrylate resin and (b) acrylic resin. Therefore, the fluorinated fluorinated terminal functional group exists only on the surface of the intermediate layer, thereby reducing the surface energy of the intermediate layer.

Preferably, the content of the (a) urethane acrylate resin is 20 to 70 weight percent, and the content of the (b) acrylic resin is 30 to 80 weight percent, but it is not limited thereto. At this time, in the case where the content of (a) the urethane acrylate resin is less than 20, the acrylate monomer center has a short curing structure, and therefore has a problem of reducing the transfer performance. When the content of the acrylate resin is more than 70% by weight, there is a problem that the curing speed becomes slow.

Preferably, the photoinitiator is selected from the group consisting mainly of hydroxycyclohexylphenyl ketone, α, α-methoxy-α-hydroxyacetophenone, and 2-methyl-1 [4- (methylthio) benzene One] or more of the group consisting of 2-morpholinyl-propane-1-one, 2-hydroxy-2-methyl-1-phenyl-propane-1-one, and oxime esters, preferably The above-mentioned photoinitiator is a hydroxycyclohexylphenyl ketone having a fast reaction rate, but it is not limited thereto.

Preferably, the solvent is selected from the group consisting mainly of propylene glycol methyl ether acetate, toluene, ethyl acetate, butyl acetate, acetone, methanol, butylcarbitol, diethylene glycol butyl ether acetate, and ethylene glycol butyl ether. One or more of the group consisting of ethylene glycol butyl ether acetate and terpineol, but is not limited thereto.

In addition, the present invention provides a UV-curable donor film including a base film, a light-heat conversion layer, an intermediate layer, and a transfer layer. The ultraviolet-curable donor film is characterized in that the intermediate layer is coated with the UV-curable donor film. The body film composition is subjected to ultraviolet curing.

FIG. 1 schematically illustrates layers of an ultraviolet-curable donor film according to an embodiment of the present invention. Fold structure.

As shown in FIG. 1, the ultraviolet-curable donor film of the present invention includes a base film 10, a light-to-heat conversion layer 20, an intermediate layer 30, and a transfer layer 40.

The substrate film may be a glass, a transparent film, or a polymer film such as polyester, polycarbonate, polyolefin, or polyethylene resin. In terms of processability, thermal stability, and transparency, the substrate film is preferably polyethylene terephthalate, polyethylene naphthalate, polycarbonate, cycloolefin polymer or copolymer, or Material of benzyl diisocyanate. In addition, the surface of the substrate film can be modified by surface treatments known to those skilled in the art to which the present invention pertains, for example, surface treatment methods such as corona and plasma, to adjust the adhesion and surface during subsequent processes. Tension etc.

The present invention may further include a primer layer formed on the substrate film. The primer layer is used to control the temperature transfer between the substrate film and the adjacent layer, improve the adhesion between the substrate film and the adjacent layer, and control the light-to-heat conversion layer of image formation radiation. In the case where the primer layer is not formed, the phenomenon that the substrate and the light-heat conversion layer are separated in the transfer process using laser can occur. As a material suitable for such a primer layer, one or more selected from the group consisting mainly of an acrylic resin, a urethane resin, and a polyester resin can be used. If the heat-resistant adhesion between the primer layer and the substrate film or between the primer layer and the light-to-heat conversion layer is poor, the substrate film and the light-to-heat conversion layer can be used in a transfer process using laser. Separation.

The light-heat conversion layer is a layer that converts a part of the light into heat by absorbing light in the infrared-visible light region, and is composed of a resin composition containing a thermosetting resin and a light-heat conversion material.

The intermediate layer is applied by applying the ultraviolet-curable donor film composition UV curing, when the transfer layer is transferred by the heat generated in the light-heat conversion layer, the intermediate layer is used to prevent the light-heat conversion substance existing inside the light-heat conversion layer from being transferred together, and Prevents the transfer layer from being burnt due to the heat generated in the light-to-heat conversion layer being transferred to the transfer layer.

Preferably, the thickness of the intermediate layer is 0.5 μm to 5 μm, but it is not limited thereto. At this time, when the thickness of the intermediate layer is less than 0.5 μm, there is a problem that heat generated by the light-to-heat conversion layer can damage organic substances of the transfer layer. When the thickness of the intermediate layer is more than 5 μm, the swelling is insufficient. However, there is a problem that the transfer performance is reduced.

In addition, the surface energy of the intermediate layer is preferably 11 mN / m to 20 mN / m, but is not limited thereto. As described above, since the intermediate layer of the ultraviolet-curable donor film has superhydrophobic surface energy, it can be applied to various substrate films.

The transfer layer includes one or more layers that are generally used for transferring to a receptor. For example, organic, inorganic, organometallic, and other materials including an electroluminescent material or an electrically active material can be used. For example, poly (phenylenevinylene), poly-para-phenylene, polyfluorene, polydialkyl fluorene, polythiophene, polythiophene, Poly (9-vinylcarbazole), Poly (N-vinylcarbazole-vinyl alcohol) copolymer, Triarylamine, Triarylamine, Poly-norbornene, Polyaniline, Poly aryl polyamine, Triphenylamine-polyether ketone, and the like.

In addition, the transfer layer may further include one or more substances selected from conventional light-emitting substances, pore-transporting organic substances, and electron-transporting organic substances, and may further include non-light-emitting low-molecular substances, and high non-light-emitting charge transfer. Molecular substances and curable organic binder substances At least one of the compounds is used to be consistent with the characteristics of the organic light-emitting element to be prepared.

Therefore, the ultraviolet-curable donor film composition of the present invention contains a fluorinated acrylate oligomer as an additive in a fluororesin, and the ultraviolet-curable donor film using the ultraviolet-curable donor film composition has super hydrophobicity. The surface energy can be applied to various substrate films. In addition, by reducing the surface energy of the intermediate layer of the ultraviolet-curable donor film, the energy required when the organic substance of the transfer layer is transferred is reduced, and thus the transfer performance is enhanced.

In the following, in order to help the understanding of the present invention, a preferred embodiment is proposed. However, the following examples are provided only for easier understanding of the present invention, and the content of the present invention is not limited to the following examples.

Example 1

(1) Preparation of UV-curable donor film composition

4 g of tetrafunctional urethane acrylate resin (Mw = 4000), 6 g of difunctional acrylic resin (Mw = 300), and fluorinated epoxy acrylate having both a hydrophilic group -COOH and a lipophilic group RCOO- Oligomer (OPTOOL DAC-HP, Mw = 1400 by Daikin America Corporation) 0.03 g. Here, 0.3 g of hydroxycyclohexylphenyl ketone was added as a photoinitiator, and 30 g of propylene glycol methyl ether acetate was added as a solvent, and then the mixture was sufficiently stirred to prepare a UV-curable donor film composition.

(2) Preparation of intermediate layer of UV-curable donor film

A base film obtained from a double-sided acrylic primer-treated polyethylene terephthalate material was prepared, and a light-heat conversion layer composition containing a light-heat conversion material of carbon black was prepared. After the light-heat conversion layer composition was applied on the upper portion of the acrylic primer layer by a roll coating method, and then dried, a light-heat conversion layer having a thickness of 3 μm was formed. Light-to-heat transfer The upper part of the changed layer was coated with the ultraviolet-curable donor film composition prepared in (1), followed by drying and ultraviolet curing, thereby forming an intermediate layer of a UV-curable donor film with a thickness of 3 μm.

Example 2

8 g of tetrafunctional urethane acrylate resin (Mw = 4000), 4 g of difunctional acrylic resin (Mw = 300), and fluorinated epoxy acrylate having both a hydrophilic group -COOH and a lipophilic group RCOO- 0.04 g of oligomer (OPTOOL DAC-HP, Mw = 1400 by Daikin USA). Among them, except that 0.35 g of hydroxycyclohexylphenyl ketone was added as a photoinitiator, 30 g of propylene glycol methyl ether acetate was added as a solvent, and the mixture was sufficiently stirred to prepare a UV-curable donor film composition. An intermediate layer of an ultraviolet-curable donor film was prepared in the same manner as in Example 1.

Example 3

5 g of tetrafunctional urethane acrylate resin (Mw = 4000), 5 g of difunctional acrylic resin (Mw = 300), and fluorinated epoxy acrylate having a hydrophilic group -COOH and a lipophilic group RCOO- Oligomer (OPTOOL DAC-HP, Mw = 1400 by Daikin USA) 0.08 g. Among them, except that 0.3 g of hydroxycyclohexyl phenyl ketone was added as a photoinitiator, 30 g of propylene glycol methyl ether acetate was added as a solvent, and the mixture was sufficiently stirred to prepare an ultraviolet-curable donor film composition. An intermediate layer of an ultraviolet-curable donor film was prepared in the same manner as in Example 1.

Example 4

7 g of tetrafunctional urethane acrylate resin (Mw = 4000), 2.5 g of difunctional acrylic resin (Mw = 300), and both have a hydrophilic group -COOH and a lipophilic group RCOO- 0.06 g of fluorinated epoxy acrylate oligomer (DIC Corporation MEGAFACE RS-75, Mw = 5000). Among them, except that 0.4 g of hydroxycyclohexyl phenyl ketone was added as a photoinitiator, 30 g of propylene glycol methyl ether acetate was added as a solvent, and the mixture was sufficiently stirred to prepare an ultraviolet-curable donor film composition. An intermediate layer of an ultraviolet-curable donor film was prepared in the same manner as in Example 1.

Example 5

3 g of a tetrafunctional urethane acrylate resin (Mw = 4000), 8 g of a difunctional acrylic resin (Mw = 300), and a fluorinated epoxy acrylate having a hydrophilic group -COOH and a lipophilic group RCOO- 0.15 g of oligomer (OPTOOL DAC-HP, Mw = 1400 by Daikin USA). Among them, except that 0.4 g of hydroxycyclohexyl phenyl ketone was added as a photoinitiator, 30 g of propylene glycol methyl ether acetate was added as a solvent, and the mixture was sufficiently stirred to prepare an ultraviolet-curable donor film composition. In the same manner as in Example 1, a UV-curable donor film intermediate layer was prepared.

Example 6

6 g of tetrafunctional urethane acrylate resin (Mw = 4000), 5 g of difunctional acrylic resin (Mw = 300), and fluorinated acrylic acrylate having both a hydrophilic group -OH and a lipophilic group CH ₃ COO- Ester oligomer (Mw = 4500) 0.1 g. Among them, except that 0.4 g of hydroxycyclohexyl phenyl ketone was added as a photoinitiator, 30 g of propylene glycol methyl ether acetate was added as a solvent, and the mixture was sufficiently stirred to prepare an ultraviolet-curable donor film composition. An intermediate layer of an ultraviolet-curable donor film was prepared in the same manner as in Example 1.

Comparative Example 1

Except using 0.1g of fluorinated acrylate oligomer (Mw = 5000) instead Except for a fluorinated epoxy acrylate oligomer (OPTOOL DAC-HP, Mw = 1400 by Daikin America Co., Ltd.) having both a hydrophilic group -COOH and a lipophilic group RCOO-, the same method was used as in Example 4. An intermediate layer of an ultraviolet-curable donor film was prepared.

Experimental example

(1) Measurement of surface energy

In order to measure the surface energy of the intermediate layer of the ultraviolet-curable donor film prepared in Examples 1 to 6 and Comparative Example 1, the intermediate layer of the ultraviolet-curable donor film was placed on the upper part of the stage, and then dripped. 1 μl of water injected into a syringe. At this time, the average value was obtained by repeatedly measuring the contact angle between the water droplet surface and the intermediate layer of the UV-curable donor film 5 times using a photo taken with a contact angle measuring instrument (DCA300 from Cahn). By the same method, the contact angle between the diiodomethane surface and the intermediate layer of the UV-curable donor film was repeatedly measured five times to obtain an average value. In addition, the surface energy was calculated from the contact angle between the water drop surface and the diiodomethane surface obtained using the OWEK method (Owen, Wendt, Rabel, Kaeble method).

(2) Confirmation of curing degree

In order to measure the curing degree of the intermediate layer of the ultraviolet-curable donor film prepared in Examples 1 to 6 and Comparative Example 1, 1 ml of methyl ethyl was dripped on the surface of the intermediate layer of the ultraviolet-curable donor film. MEK was left for 60 seconds, and then the MEK rubbing test method was used to measure whether or not a surface material with an intermediate layer was rubbed during rubbing with abrasive cloth to confirm the degree of curing.

Table 1 below summarizes and describes the results of surface energy measurement and curing degree confirmation as described above.

As shown in Table 1 above, the ultraviolet-curable donor film compositions of Examples 1 to 6 include a fluorinated resin containing a fluorinated epoxy acrylate oligomer having both a hydrophilic functional group and a lipophilic functional group. As an additive, it was confirmed that the intermediate layer of the ultraviolet-curable donor film of Examples 1 to 6 had a superhydrophobic surface energy (12.81 mN / m to 18.10 mN / m).

On the other hand, in the case of the ultraviolet-curable donor film composition of Comparative Example 1, when a fluorinated acrylate oligomer is included as an additive in the fluorine-based resin, it can be confirmed that there is no UV-cured problem.

The embodiments of the present invention described above are merely examples, and those skilled in the art to which the present invention pertains can understand that the present invention can be easily deformed into other specific forms without changing the technical idea or necessary features of the present invention. Therefore, it should be understood that the above-mentioned embodiments are illustrative and not restrictive in all aspects.

Claims (9)

An ultraviolet curable donor film composition includes: (a) a urethane acrylate resin having 4 to 6 functional groups, (b) an acrylic resin, and (c) a fluorinated acrylate Oligomer, (d) photoinitiator, and (e) solvent; the above (c) fluorinated acrylate oligomer has both a hydrophilic functional group and a lipophilic functional group, and has 4 with respect to (a) Functional group to 6 functional group of urethane acrylate resin and (b) 100 parts by weight of acrylic resin, containing 0.1 to 5 parts by weight of the above (c) fluorinated acrylate oligomer, and using the above ( a) Based on the total amount of the urethane acrylate resin having 4 to 6 functional groups and (b) the acrylic resin, the above (a) of the urethane acrylate resin having 4 to 6 functional groups The content is 20 to 70 weight percent, and the content of the (b) acrylic resin is 30 to 80 weight percent. The ultraviolet-curable donor film composition according to item 1 of the scope of the patent application, wherein (c) the fluorinated acrylate oligomer is a fluorinated epoxy acrylate or a fluorinated vinyl acrylate (vinyl acrylate). The ultraviolet-curable donor film composition according to item 1 of the scope of application patent, wherein the (d) photoinitiator is selected from the group consisting mainly of hydroxycyclohexylphenylketone (Irgacure # 184), α, α -Methoxy-α-hydroxyacetophenone (α, α-methoxy-α-hydroxyacetophenone; Irgacure # 651), 2-methyl-1 [4- (methylthio) phenyl] -2-morpholinyl -Propane-1-one (2-methyl-1 [4- (methythio) phenyl] -2-morpholino-propan-1-on; Irgacure # 907), 2-hydroxy-2-methyl-1-phenyl- One or more of the group consisting of propane-1-one (2-hydroxy-2-methyl-1-phenyl-propan-1-one; Irgacure # 1173) and oxime esters (oxime-esters). The ultraviolet-curable donor film composition according to item 1 of the scope of the patent application, wherein the (e) solvent is selected from the group consisting mainly of propylene glycol methyl ether acetate (PGMEA, Propylene Glycol Monomethyl Ether Acetate), and toluene , Methyl ethyl ketone, ethyl acetate, butyl acetate, acetone, methanol, butyl carbitol, diethylene glycol One or more of the group consisting of butyl carbitol acetate, butyl cellosolve, butyl cellosolve acetate, and terpineol. An ultraviolet-curable donor film includes a base film, a light-heat conversion layer, an intermediate layer, and a transfer layer. The ultraviolet-curable donor film is characterized in that the above-mentioned intermediate layer is applied in the first patent application UV curing type donor film composition and UV curing. The ultraviolet-curable donor film according to item 5 of the scope of the patent application, wherein the substrate film is polyethylene terephthalate (PET, Polyethylene terephthalate), polyethylene naphthalate (PEN, Polyethylene naphthalate, Polycarbonate (PC, Polycarbonate), Cyclic olefin polymer or copolymer (Cyclic olefin polymer or copolymer) or Diphenylmethane diisocyanate (MDI) materials. The ultraviolet-curable donor film according to item 5 of the scope of the patent application, further comprising a primer layer, wherein the primer layer is formed on the base film. The ultraviolet-curable donor film according to item 5 of the patent application scope, wherein a thickness of the intermediate layer is 0.5 μm to 5 μm. The ultraviolet-curable donor film according to item 5 of the scope of the patent application, wherein the surface energy of the intermediate layer is 11 mN / m to 20 mN / m.