KR100872526B1 - Curable resin for surfacer and uv-curable surfacer composition using the same - Google Patents

Abstract

A curing resin for a surfacer, and a UV curing surfacer composition containing the resin are provided to improve the adhesion with a material, polishing property, workability and curing property. A curing resin for a surfacer comprises 31.25~85 wt% of a urethane (meta)acrylate prepolymer which is formed by copolymerizing 20~30 wt% of a diisocyanate compound, 15~25 wt% of a multifunctional compound, 30~50 wt% of a polyol, and 10~20 wt% of a (meth)acrylate containing a hydroxyl group; and 15~68.75 wt% of a (meth)acrylate monomer. Preferably the urethane (meta)acrylate prepolymer has a weight average molecular weight of 2,500-7,000 and an average urethane bond per a molecule of 7-19.

Description

Curable resin for surfacer and UV-curable surfacer composition using the same {Curable resin for surfacer and UV-Curable surfacer composition using the same}

TECHNICAL FIELD The present invention relates to a curable resin for a surfacer and an ultraviolet curable surfacer composition using the same, and more particularly, to a surfacer composition used for surface improvement in automobile repair and industrial coating.

In general, surfacers in paints are used to smooth the paint surface by suppressing the suction of the putty surface to fill the shallow flaws. These surfacers are mainly used for automobile repair and industrial applications. At this time, important properties include adhesion to materials, abrasive properties, surface leveling properties, riseability, workability, and fast curing properties. .

At present, as a surfer, one-component naturally-drying acrylic type and two-component heat-drying acrylic urethane type are mainly used. However, the one-component naturally-drying acrylic type and the two-component heat-drying acrylic urethane type have the following problems.

First, the one-component naturally-drying acrylic type is a solvent evaporation drying type, there is a problem that the strength of the coating film is weak because the drying time is too long, the workability and productivity is lowered and the crosslinking type is not. On the other hand, since the two-component heat-drying acrylic urethane type is a crosslinking type, the strength of the coating film is good, but since it is a two-component type, a worker has to mix and mix two liquids at a time. When the time elapses, it becomes hardened and cannot be recycled. In order to harden after coating, a small part has to be provided.

SUMMARY OF THE INVENTION The present invention has been made to solve the above problems, and improves adhesion, abrasiveness, workability, riseability, and hardenability with materials, which are important properties required for surfacers used in automobile repair and industrial undercoat. An object thereof is to provide a curable resin for a surfacer and an ultraviolet curable surfacer composition using the same.

Curable resin for a surfacer according to the present invention for achieving the above object is a urethane (meth) acrylate prepolymer which is a copolymer of at least one or more diisocyanate compounds, at least one or more polyfunctional compounds, polyols, hydroxyl-containing (meth) acrylates; And (meth) acrylate monomers.

Here, the urethane (meth) acrylate prepolymer has a weight average molecular weight of 2500 to 7000, characterized in that the average urethane bond per molecule is 7 to 19.

In addition, the multifunctional compound is characterized in that the weight average molecular weight of 200 to 650.

In addition, the polyol is characterized in that the weight average molecular weight is 1000 to 4000.

In addition, the ultraviolet curable surface composition according to the present invention, a urethane (meth) acrylate prepolymer which is a copolymer of at least one or more diisocyanate compounds, at least one or more polyfunctional compounds, polyols, hydroxyl-containing (meth) acrylates; (Meth) acrylate monomers; Photoinitiators; And at least one selected from talc, calcium carbonate and titanium dioxide.

Here, the urethane (meth) acrylate prepolymer has a weight average molecular weight of 2500 to 7000, characterized in that the average urethane bond per molecule is 7 to 19.

In addition, the multifunctional compound is characterized in that the weight average molecular weight of 200 to 650.

In addition, the polyol is characterized in that the weight average molecular weight is 1000 to 4000.

Here, the composition of the ultraviolet curable surface composition according to the present invention is based on the total weight of the ultraviolet curable surface composition. 10 to 40% by weight of the urethane (meth) acrylate prepolymer; 7 to 22% by weight of the (meth) acrylate monomer; 3.5 to 8.5 wt% of the photoinitiator; And 20 to 40% by weight of the talc.

In addition, based on the total weight of the ultraviolet curable surface composition. 10 to 40% by weight of the urethane (meth) acrylate prepolymer; 7 to 22% by weight of the (meth) acrylate monomer; 3.5 to 8.5 wt% of the photoinitiator; And 10 to 30% by weight of the calcium carbonate.

Moreover, based on the ultraviolet curable surface composition composition total weight. 10 to 40% by weight of the urethane (meth) acrylate prepolymer; 7 to 22% by weight of the (meth) acrylate monomer; 3.5 to 8.5 wt% of the photoinitiator; And 2 to 8% by weight of the titanium dioxide.

In addition, based on the total weight of the ultraviolet curable surface composition. 10 to 40% by weight of the urethane (meth) acrylate prepolymer; 7 to 22% by weight of the (meth) acrylate monomer; 3.5 to 8.5 wt% of the photoinitiator; 20 to 40% by weight of the talc; 10-30% by weight of the calcium carbonate; And 2 to 8% by weight of the titanium dioxide.

Referring to the present invention in more detail as follows.

The present invention is a curable resin for a surfacer comprising a urethane (meth) acrylate prepolymer and a (meth) acrylate monomer, which is a copolymer of at least one or more diisocyanate compounds, at least one or more polyfunctional compounds, polyols, or hydroxyl group-containing (meth) acrylates. The present invention relates to an ultraviolet curable surface composition prepared by adding at least one or more of a photoinitiator, talc, calcium carbonate and titanium dioxide. Here, the curable resin for the surfacer includes a urethane (meth) acrylate prepolymer and a (meth) acrylate monomer, wherein the urethane (meth) acrylate prepolymer used has a weight average molecular weight of 2500 to 7000 and an average urethane bond per molecule. 7 to 19 are used.

Here, the urethane (meth) acrylate prepolymer is a copolymer of at least one or more diisocyanate compounds, at least one or more polyfunctional compounds, polyols, hydroxyl group-containing (meth) acrylates, and the polyfunctional compound used herein has a weight average molecular weight of 200 To 650, and polyols are used which are 1000 to 4000. By using such a urethane (meth) acrylate prepolymer, surface-curable curable resin excellent in adhesiveness with a raw material and strength can be manufactured.

Next will be described in more detail with respect to each composition component contained in the surface composition according to the present invention.

The ultraviolet curable surfacer composition according to the present invention comprises a urethane (meth) acrylate prepolymer and a (meth) acrylate monomer which are copolymers of at least one or more diisocyanate compounds, at least one or more polyfunctional compounds, polyols, and hydroxyl group-containing (meth) acrylates. It includes at least one selected from the photoinitiator and talc, calcium carbonate, titanium dioxide in order to cure the curable resin containing ultraviolet rays.

The curable resin used in the surfacer composition includes a urethane (meth) acrylate prepolymer and a (meth) acrylate, wherein the urethane (meth) acrylate prepolymer has a weight average molecular weight of 2500 to 7000 and an average urethane bond per molecule of 7 It is preferable to use from 19 to 19. If the weight average molecular weight is less than 2500, the tensile strength and hardness of the cured coating film becomes too high and the elongation is low, resulting in poor adhesion and abrasiveness. Therefore, use within the above range.

The urethane (meth) acrylate prepolymer is a copolymer of at least one diisocyanate compound, at least one or more polyfunctional compounds, polyols, hydroxyl group-containing (meth) acrylates, and a urethane prepolymer substituted with diisocyanate. Although there are various methods of introducing a double bond to both terminals of), it is preferable to use a prepolymer method in which 2 moles of hydroxyl group-containing (meth) acrylate is reacted with 1 mole of urethane prepolymer. The hydroxyl group-containing (meth) acrylate used at this time has 2 to 6 carbons in the alkyl group, and 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 2-hydroxybutyl ( Methacrylate may be selected from one or a mixture thereof.

Here, as the diisocyanate compound used above, all aliphatic, cycloaliphatic and aromatic diisocyanate compounds may be used, and among them, isophorone diisocyanate, 2,4-toluene diisocyanate and isomers thereof, 1,6-hexamethylene Diisocyanate, lysine diisocyanate, trimethylhexamethylene diisocyanate, 2,2-bis-4'-propane isocyanate, 6-isopropyl-1,3-phenyldiisocyanate, bis (2-isocyanate ethyl) -fumarate, 1 , 6-hexane diisocyanate, 4,4'-biphenylene diisocyanate, 3,3'-dimethylphenylene diisocyanate, 3,3'-dimethyl-4,4'- diphenylmethane diisocyanate, p-phenylenedi isocyanate , m-phenylene diisocyanate, 1,5-naphthalene diisocyanate, 1,4-xylene diisocyanate, 1,3-xylene diisocyanate, or Or a mixture thereof is preferable, and among them, it is preferable to select one from 2,4-toluene diisocyanate and isomers thereof, 1,6-hexamethylene diisocyanate, isophorone diisocyanate, or to use a mixture thereof. Even more preferred.

In addition, it is preferable to use a multifunctional compound having a weight average molecular weight of 200 to 650, but if the weight average molecular weight is less than 200, the hardness of the coating film becomes too high, and the adhesion is poor, and if it exceeds 650, the coating film is too soft. So use within the above range. Accordingly, as the multifunctional compound, tricyclodecanediol or a mixture thereof or a compound having three or more hydroxyl groups in the molecule, ie glycerol, trimethylolethane, trimethylolpropane, pentaerithritol, sorbose ), Sorbitol, and a hard polyol may be mixed and used. It is preferable to use glycerol, trimethylolpropane, sorbitol or polyols synthesized from them.

In addition, it is preferable to use a polyol used in the above weight average molecular weight of 1000 to 4000, if the weight average molecular weight is less than 1000, the hardness of the coating film is too high, the adhesion is poor, if it exceeds 4000, the coating film is too soft Use within the same range as Accordingly, polyether polyol, polyester polyol, polycarbonate polyol or polycaprolactone polyol may be used as the polyol. As the polyether polyol, copolymerization forms of polyethylene glycol, 1,2-polypropylene glycol, polytetramethylene glycol, 1,2-polybutylene glycol, and the like may be used, and as polyester polyol, ethylene glycol, polyethylene Glycol, propylene glycol, polypropylene glycol, polytetramethylene glycol, 1,3-butanediol, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, neopentylglycol, 1,4-cyclohexane Polyols in which diols such as dimethanol and 3-methyl-1,8-octanediol react with acids such as phthalic acid, isophthalic acid, terephthalic acid, maleic acid, fumaric acid, adipic acid, sebacic acid, and azelic acid Ester polyols or copolymers thereof can be used. In addition, 1,6-hexane polycarbonate may be used as the polycarbonate polyol, and polycaprolactone polyol may be ε-caprolactone and ethylene glycol, polyethylene glycol, propylene glycol, polypropylene glycol, 1,3-butanediol, 1, Forms in which diols such as 4-butanediol, polytetramethylene glycol, 1,2-polybutylene glycol, 1,6-hexanediol, neopentyl glycol, and 1,4-cyclohexanedimethanol have been reacted can be used.

A urethane (meth) acrylate prepolymer synthesized by copolymerizing a hydroxyl group-containing (meth) acrylate with a mixture of the above-described diisocyanate compound, a polyfunctional compound having a weight average molecular weight of 200 to 650, and a polyol having a weight average molecular weight of 1000 to 4000 By using the curable resin containing in the surfacer composition, the adhesion is excellent and the strength is excellent, resulting in the effect of excellent protection against external pressure or impact. Such urethane (meth) acrylate prepolymer is used in an amount of 10 to 40% by weight based on the total weight of the ultraviolet curable surface composition, but when used in an amount of less than 10% by weight, the coating film is too strong, causing cracks and poor adhesion. If it is included in an amount exceeding% by weight, the coating film becomes too soft and the polishing property is deteriorated. Therefore, it is included in the above range (preferably 13 to 30% by weight) to be used.

A monofunctional monomer and a polyfunctional monomer can be used for the (meth) acrylate monomer diluted in Hanfun and urethane (meth) acrylate prepolymer. Examples of monofunctional monomers include diethylaminoethyl (meth) acrylate, dimethylaminoethyl (meth) acrylate, t-octyl (meth) acrylate, N, N-dimethyl (meth) acrylate, N-vinyl caprolactam, and N. Vinylpyrrolidone, isobutoxy (meth) acrylamide, diacetone (meth) acrylamide, carbonyl (meth) acrylate, isobornyl (meth) acrylate, tricyclodecanyl (meth) acrylate, dicyclopentanyl (Meth) acrylate, dicyclopentadiene (meth) acrylate, methoxy polypropylene glycol (meth) acrylate, methoxy polyethylene glycol (meth) acrylate, ethoxyethoxyethyl (meth) acrylate, methoxy Ethylene glycol (meth) acrylate, polypropylene glycol mono (meth) acrylate, polyethylene glycol mono (meth) acrylate, phenoxyethyl (meth) acrylate, cyclohexyl (meth Ta) acrylate, benzyl (meth) acrylate, epoxydiethylene glycol (meth) acrylate, butoxyethyl (meth) acrylate, tetrahydrofurfuryl (meth) acrylate, styryl (meth) acrylate, octa Decyl (meth) acrylate, lauryl (meth) acrylate, dodecyl (meth) acrylate, isodecyl (meth) acrylate, nonyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, isoamyl (Meth) acrylate, t-butyl (meth) acrylate, isobutyl (meth) acrylate, butyl (meth) acrylate, isopropyl (meth) acrylate, propyl (meth) acrylate, ethyl (meth) acrylic Either one of acrylate and methyl (meth) acrylate or a mixture thereof can be used, and examples of the polyfunctional monomer include trimethylolpropane tri (meth) acrylate and pentaerythritol tri (meth) arc. Relate, ethylene glycol di (meth) acrylate, dipropylene glycol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, tripropylene glycol di (meth) acrylate, trimethylolpropane tree One of oxyethyl (meth) acrylate, tricyclodecane dimethanol di (meth) acrylate, or a mixture thereof can be used. Such a (meth) acrylate monomer is used in an amount of 7 to 22% by weight based on the total weight of the ultraviolet curable surface composition, but when used in an amount less than 7% by weight, the viscosity of the composition is too high to be applied, and 22% by weight is used. If included in excess, the adhesion is reduced. Therefore, it is included in the above range (preferably 10 to 20% by weight) to be used.

The surface composition of the present invention is to increase the curing speed by curing with ultraviolet rays, and includes a photoinitiator for ultraviolet curing. Photoinitiators include 1-hydroxycyclohexylphenyl ketone, 2,2-dimethoxy-2-phenyl-acetophenone, benzaldehyde, anthraquinone, 3-methylacetophenone, 4-chlorobenzophenone, 4,4'-dimethoxy Benzophenone, benzoin propylether, benzoin ethyl ether, 1- (4-isopropyl-phenol) -2-hydroxy-2-methylpropan-1-one, thioxanthone, benzophenone, 2,4,6- At least one or more of trimethylbenzoyl-diphenylphosphine may be mixed and used. In addition, commercially available photoinitiators include Irgacure184, 651,500,819,907,1800 (Shibagai Corporation) and Darocure 1116,1173 (Merck), Lucirine LR8728 (BASF), Micure HP-8, TPO, CP-4, BK- 6 (Miwon Corporation) etc. can be used. Such photoinitiators are used in an amount of 3.5 to 8.5% by weight based on the total weight of the ultraviolet curable surface composition, but when included in an amount less than 3.5% by weight, UV curability is lowered. do. Therefore, it is used within the range as described above (preferably 4 ~ 7.5% by weight).

In addition, the surface composition of the present invention is to include at least one or more selected from talc, calcium carbonate, titanium dioxide, talc, calcium carbonate, titanium dioxide in order to further improve adhesion, abrasiveness, salinity, etc. It is preferable to include all.

Commercial products that can be used as talc include Micro Talc AT Extra, Micro Talc AT 1, Micro Talc IT Extra (Norwegian Talc AS) ISA-325, TC-A, KG-325, KA-400, NA-200,325,400 (Busan) Talc firm) and the like, and may be used by mixing at least one or more. Such talc is used in an amount of 20 to 40% by weight based on the total weight of the ultraviolet curable surface composition, but when included in less than 20% by weight, adhesion is reduced, and when included in excess of 40% by weight, the abrasiveness is deteriorated. Therefore, it is included in the above range (preferably 25 to 35% by weight) to be used.

Commercial products that can be used as calcium carbonate include SW100, SW150, SW100S, SW150S, CaCO ₃ K, CaCO ₃ (hard coal), CaCO ₃ (heavy charcoal) and the like, and may be used by mixing at least one or more. Such calcium carbonate is used in an amount of 10 to 30% by weight based on the total weight of the UV-curable surface composition, which is less than 10% by weight is less abrasive, when included in more than 30% by weight is less adhesive. Therefore, it is included in the above range (preferably 13 to 25% by weight) to be used.

Commercial products that can be used as titanium dioxide include Tronox CR-828, 888 (Kerr-McGee Chemical), Tiona 568, 696, 595, RCL-4, 628, 666, and 575 (Millennium inorganic chemical). At least one or more may be mixed and used. Such titanium dioxide is used in an amount of 2 to 8% by weight based on the total weight of the ultraviolet curable surface composition, but when included in less than 2% by weight, the salinity is decreased, and when included in excess of 8% by weight, the adhesion is inferior. . Therefore, it is included in the above range (preferably 3 to 7% by weight) to be used.

On the other hand, to the ultraviolet curable surface composition of the present invention, an antioxidant, a light stabilizer, a silane coupling agent, a thermal polymerization inhibitor, an organic pigment, a leveling agent, a dispersant, a phosphate adhesion promoter, an antifoaming agent, and the like may be further added.

As described in detail above, the ultraviolet curable surface composition according to the present invention has the following effects.

First, by using the curable resin of the present invention in the surfacer composition, it is excellent in adhesiveness and polishing property, and excellent in tensile strength, impact resistance and uplifting property.

Second, by curing with ultraviolet light, the curing speed is fast and excellent in the hardenability and workability, it is economical because it is not possible to be cured without receiving ultraviolet light.

Third, it has excellent adhesiveness, abrasiveness, rising property, and workability with materials that are required for use in automobile repair and industrial coatings, and it is easy to harden without the need for a small part for curing after painting. You can.

Hereinafter, preferred embodiments of the present invention will be described. However, the following examples are only preferred embodiments of the present invention, and the present invention is not limited to the following examples.

Production Example 1 Preparation of Urethane (meth) acrylate Prepolymer (I).

In order to suppress initial rapid exothermic reaction in a 5 liter round bottom flask equipped with a stirrer, 1276.4 g of dipropylene glycol in a reactive diluent was added and 800 g (0.4 mol) of polyester polyol having a weight average molecular weight of 2000 and 435.5 g of toluene diisocyanate (TDI) (2.5 mol), 379.2 g (0.8 mol) of trifunctional polyols and 0.1 g of dibutyltindilaurylate

(dibutyltindilaurylate) was added. After maintaining the reaction temperature at 60 ~ 70 ℃ and reacted until the NCO concentration of the reactant reaches the theoretical NCO concentration, the reaction temperature was lowered to 50 ℃ and 0.3g hydroquinone and 0.3g phenoxy as polymerization inhibitor Orin was added, and 234 g (1.8 mol) of 2-hydroxypropyl acrylate was added thereto to proceed with the reaction. After the completion of the input, the reaction temperature was maintained at 70-80 ℃ for 8-9 hours and the reaction was completed by infrared spectroscopy (FT-IR) until the -NCO peak disappeared completely.The reaction was completed at 25 ℃ and the viscosity of 8,750cps. The urethane (meth) acrylate prepolymer (I) having a weight average molecular weight of 3697 was obtained.

Production Example 2 Preparation of Urethane (meth) acrylate Prepolymer (II).

In order to suppress the initial rapid exothermic reaction in a 5 liter round bottom flask equipped with a stirrer, 1276.4 g of dipropylene glycol in a reactive diluent was added and 700 g (0.35 mol) of polyester polyol having a weight average molecular weight of 2000 and 522.6 g of toluene diisocyanate (TDI) (3 mol), 379.2 g (0.8 mol) of trifunctional polyols and 0.1 g of dibutyltin dilaurylate were added thereto. After maintaining the reaction temperature at 60 ~ 70 ℃ and reacted until the NCO concentration of the reactant reaches the theoretical NCO concentration, the reaction temperature was lowered to 50 ℃ and 0.3g hydroquinone and 0.3g phenoxy as polymerization inhibitor Orin was added, and 377 g (2.9 mol) of 2-hydroxypropyl acrylate was added to proceed with the reaction. After the completion of the input, the reaction temperature was maintained at 70-80 ℃ for 8-9 hours until the -NCO peak was completely disappeared by infrared spectroscopy (FT-IR) .The reaction was completed.The viscosity of 9,290cps at 25 ℃ was completed. A urethane (meth) acrylate prepolymer (II) having a weight average molecular weight of 1885 was obtained.

Example 1 Preparation of an ultraviolet curable surface composition.

21.6% by weight of the urethane (meth) acrylate prepolymer (I) prepared in Preparation Example 1, 8% by weight of isobornyl (meth) acrylate, 6.5% by weight of dipropylene glycol di (meth) acrylate in a reactor equipped with a stirrer, 25% by weight of talc, 15% by weight of calcium carbonate, 6% by weight of titanium dioxide, 0.2% by weight of organic pigment, 7% by weight of photoinitiator, 1.5% by weight of phosphate adhesion promoter, 1.2% by weight of dispersant and antifoaming agent, 8% by weight of solvent The surfacer composition was prepared through a dispersion process.

Example 2 Preparation of an ultraviolet curable surface composition.

21.6% by weight of the urethane (meth) acrylate prepolymer (I) prepared in Preparation Example 1, 8% by weight of trimethylolpropane tri (meth) acrylate, and 6.5% by weight of dipropylene glycol di (meth) acrylate in a reactor equipped with a stirrer. %, 25% by weight talc, 15% by weight calcium carbonate, 6% by weight titanium dioxide, 0.2% by weight organic pigment, 7% by weight photoinitiator, 1.5% by weight phosphate adhesion promoter, 1.2% by weight dispersant and antifoaming agent, 8% by weight solvent The mixture was mixed to prepare a surfacer composition.

Example 3 Preparation of an ultraviolet curable surface composition.

21.6% by weight of the urethane (meth) acrylate prepolymer (I) prepared in Preparation Example 1, 7% by weight of isobornyl (meth) acrylate, 7.5% by weight of dipropylene glycol di (meth) acrylate in a reactor equipped with a stirrer, 25% by weight of talc, 15% by weight of calcium carbonate, 6% by weight of titanium dioxide, 0.2% by weight of organic pigment, 7% by weight of photoinitiator, 1.5% by weight of phosphate adhesion promoter, 1.2% by weight of dispersant and antifoaming agent, 8% by weight of solvent The surfacer composition was prepared through a dispersion process.

Example 4 Preparation of an ultraviolet curable surface composition.

21.6 wt% of urethane (meth) acrylate prepolymer (I) prepared in Preparation Example 1, 8 wt% of 1,6-hexanedioldi (meth) acrylate, and dipropylene glycol di (meth) in a reactor equipped with a stirrer. 6.5 wt% acrylate, 25 wt% talc, 15 wt% calcium carbonate, 6 wt% titanium dioxide, 0.2 wt% organic pigment, 7 wt% photoinitiator, 1.5 wt% phosphate adhesion promoter, 1.2 wt% dispersant and antifoaming agent, solvent 8 weight% was mixed to prepare a surfacer composition through a dispersion process.

Comparative Example 1 Preparation of an ultraviolet curable surface composition.

21.6% by weight of the urethane (meth) acrylate prepolymer (I) prepared in Preparation Example 1, 8% by weight of isobornyl (meth) acrylate, 6.5% by weight of dipropylene glycol di (meth) acrylate in a reactor equipped with a stirrer, 40% by weight of talc, 6% by weight of titanium dioxide, 0.2% by weight of organic pigment, 7% by weight of photoinitiator, 1.5% by weight of phosphate adhesion promoter, 1.2% by weight of dispersant and antifoaming agent, 8% by weight of solvent, and then the surface composition Was prepared.

Comparative Example 2 Preparation of an ultraviolet curable surface composition.

21.6% by weight of the urethane (meth) acrylate prepolymer (I) prepared in Preparation Example 1, 8% by weight of isobornyl (meth) acrylate, 6.5% by weight of dipropylene glycol di (meth) acrylate in a reactor equipped with a stirrer, 40% by weight of calcium carbonate, 6% by weight of titanium dioxide, 0.2% by weight of organic pigment, 7% by weight of photoinitiator, 1.5% by weight of phosphate adhesion promoter, 1.2% by weight of dispersant and antifoaming agent, 8% by weight of solvent The composition was prepared.

Comparative Example 3 Preparation of an ultraviolet curable surface composition.

23.6% by weight of the urethane (meth) acrylate prepolymer (I) prepared in Preparation Example 1, 9% by weight of isobornyl (meth) acrylate, 7.5% by weight of dipropylene glycol di (meth) acrylate in a reactor with a stirrer, Surfactant composition by mixing 26% by weight of talc, 16% by weight of calcium carbonate, 0.2% by weight of organic pigment, 7% by weight of photoinitiator, 1.5% by weight of phosphate adhesion promoter, 1.2% by weight of dispersant and antifoaming agent, and 8% by weight of solvent. Was prepared.

Comparative Example 4 Preparation of an ultraviolet curable surface composition.

 22.6% by weight of the urethane (meth) acrylate prepolymer (I) prepared in Preparation Example 1, 9% by weight of isobornyl (meth) acrylate, 7.5% by weight of dipropylene glycol di (meth) acrylate in a reactor with a stirrer, 25% by weight of talc, 15% by weight of calcium carbonate, 3% by weight of titanium dioxide, 0.2% by weight of organic pigment, 7% by weight of photoinitiator, 1.5% by weight of phosphate adhesion promoter, 1.2% by weight of dispersant and antifoaming agent, 8% by weight of solvent The surfacer composition was prepared through a dispersion process.

Comparative Example 5 Preparation of an ultraviolet curable surface composition.

21.6% by weight of the urethane (meth) acrylate prepolymer (II) prepared in Preparation Example 2, 8% by weight of isobornyl (meth) acrylate, 6.5% by weight of dipropyleneglycoldi (meth) acrylate in a reactor equipped with a stirrer, 25% by weight of talc, 15% by weight of calcium carbonate, 6% by weight of titanium dioxide, 0.2% by weight of organic pigment, 7% by weight of photoinitiator, 1.5% by weight of phosphate adhesion promoter, 1.2% by weight of dispersant and antifoaming agent, 8% by weight of solvent The surfacer composition was prepared through a dispersion process.

Comparative Example 6 Preparation of an ultraviolet curable surface composition.

21.6% by weight of the urethane (meth) acrylate prepolymer (I) prepared in Preparation Example 1, 9% by weight of isobornyl (meth) acrylate, 7% by weight of dipropylene glycol di (meth) acrylate, in a reactor equipped with a stirrer. 25% by weight of talc, 15% by weight of calcium carbonate, 6% by weight of titanium dioxide, 0.2% by weight of organic pigment, 7% by weight of photoinitiator, 1.2% by weight of dispersant and antifoaming agent, and 8% by weight of solvent to prepare a surfacer composition. It was.

Comparative Example 7 Preparation of an ultraviolet curable surface composition.

11.6% by weight of the urethane (meth) acrylate prepolymer prepared in Preparation Example 1, 11% by weight of isobonyl (meth) acrylate, 9.5% by weight of dipropylene glycol di (meth) acrylate, and 27% of talc in a reactor equipped with a stirrer. %, 17 wt% calcium carbonate, 6 wt% titanium dioxide, 0.2 wt% organic pigment, 7 wt% photoinitiator, 1.5 wt% phosphate adhesion promoter, 1.2 wt% dispersant and antifoaming agent, 8 wt% solvent The surfacer composition was prepared through.

The physical property of the obtained ultraviolet curable surface composition was measured by the following method.

Experimental Method

① Adhesiveness: After coating the UV curable surface composition of Example and Comparative Example with thickness of 0.1mm by using an applicator on the galvanized plate, and curing it by irradiation at 1,500mJ / cm² by hand UV curing machine, ASTM D 3359 It measured by the method of -87.

② Abrasiveness: The UV curable surface composition of the Examples and Comparative Examples was coated with a thickness of 0.1mm, and then cured by irradiation at 1,500mJ / cm² in a hand UV curing machine, and measured by the feeling and visual judgment of the actual polishing.

③ Freshness: The ultraviolet curable surface composition of the Example and the comparative example was apply | coated, and it measured by the feeling and the visual judgment after coating work.

Experimental Example 1

The adhesion of the ultraviolet curable surfacing composition prepared in Examples (1 to 4) and Comparative Example 5 was measured by the above experimental method, and the results are shown in Table 1 below.

Example 1 Example 2 Example 3 Example 4 Comparative Example 5 Adhesion 100/100 95/100 98/100 97/100 60/100

As shown in the experimental results of Table 1, it can be seen that a significant difference in adhesion is revealed by the molecular weight difference of the urethane (meth) acrylate prepolymer.

Experimental Example 2

The adhesion and abrasiveness of the ultraviolet curable surfacing composition prepared in Examples (1 to 4) and Comparative Example 7 were measured by the above experimental method, and the results are shown in Table 2 below.

Example 1 Example 2 Example 3 Example 4 Comparative Example 7 Adhesion 100/100 95/100 98/100 97/100 75/100 Abrasiveness 5 4 5 4 5 Abrasiveness: 5 Very good. 4 Good. 3 usually. 2 bad. 1 very bad.

As shown in the experimental results of Table 2, since the adhesion properties are affected by the type of the (meth) acrylate monomer, an appropriate combination of the (meth) acrylate monomer is required, and the adhesion is also determined by the content of the urethane (meth) acrylate prepolymer. It can be seen that it affects the properties and the abrasiveness.

Experimental Example 3

The adhesion, the abrasiveness and the upliftability of the ultraviolet curable surfacing composition prepared in Example 1 and Comparative Examples (1 to 4) were measured by the above experimental method, and the results are shown in Table 3 below.

Example 1 Comparative Example 1 Comparative Example 2 Comparative Example 3 Comparative Example 4 Adhesion 100/100 100/100 93/100 100/100 100/100 Abrasiveness 5 4 5 5 5 Salinity 5 5 5 One 3 Abrasive, Rising: 5 Very good. 4 Good. 3 usually. 2 bad. 1 very bad.

As shown in the experimental results of Table 3, there is a difference in adhesion and abrasiveness depending on whether talc and calcium carbonate are included, and it can be seen that the addition and content of titanium dioxide affect the salinity.

Experimental Example 4

The adhesion of the ultraviolet curable surfacing composition prepared in Example 1 and Comparative Examples (3, 4 and 6) was measured by the above experimental method, and the results are shown in Table 4 below.

Example 1 Comparative Example 3 Comparative Example 4 Comparative Example 6 Adhesion 100/100 100/100 100/100 90/100

As shown in the experimental results of Table 4, it can be seen that it affects the adhesion depending on the inclusion of the phosphate adhesion promoter.

Claims (12)

Urethane (meth) acrylate prepolymer copolymerized 20-30 weight% of diisocyanate compounds, 15-25 weight% of polyfunctional compounds, 30-50 weight% of polyols, and 10-20 weight% of hydroxyl-containing (meth) acrylates 31.25-85 weight%; And 15-68.75 weight% of (meth) acrylate monomers; Curable resin for a surfacer comprising a. The method of claim 1, The urethane (meth) acrylate prepolymer has a weight average molecular weight of 2500 to 7000, the curable resin for a surfacer, characterized in that the average urethane bonds per molecule is 7 to 19. The method of claim 1, The polyfunctional compound is a curable resin for a surfacer, characterized in that the weight average molecular weight is 200 to 650. The method of claim 1, The polyol has a weight average molecular weight of 1000 to 4000, the curable resin for a surfacer. 20-40 weight% of diisocyanate compounds, 15-25 weight% of polyfunctional compounds, 30-50 weight% of polyols, 10-20 weight% of hydroxyl-containing (meth) acrylates 10-40 weight of urethane (meth) acrylate prepolymers copolymerized weight%; 7-22 weight% of (meth) acrylate monomers; 1-hydroxycyclohexylphenyl ketone, 2,2-dimethoxy-2-phenyl-acetophenone, benzaldehyde, anthraquinone, 3-methylacetophenone, 4-chlorobenzophenone, 4,4'-dimethoxybenzophenone, Benzoinpropyl ether, benzoin ethyl ether, 1- (4-isopropyl-phenol) -2-hydroxy-2-methylpropan-1-one, thioxanthone, benzophenone, 2,4,6-trimethylbenzoyl- 3.5 to 8.5 wt% of at least one photoinitiator selected from the group consisting of diphenylphosphine; And An ultraviolet curable surface composition comprising at least one selected from 20 to 40% by weight of talc, 10 to 30% by weight of calcium carbonate, and 2 to 8% by weight of titanium dioxide. The method of claim 5, The urethane (meth) acrylate prepolymer has a weight average molecular weight of 2500 to 7000, the ultraviolet curable surface composition, characterized in that the average urethane bonds per molecule is 7 to 19. The method of claim 5, The polyfunctional compound is a UV curable surface composition, characterized in that the weight average molecular weight of 200 to 650. The method of claim 5, The polyol has an ultraviolet curable surface composition, characterized in that the weight average molecular weight of 1000 to 4000. delete delete delete delete