JP2000160067A - Smoothing agent for low stain type coating material - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a composition exhibiting an excellent rain stripe stain- preventing property by constituting it of a copolymer having a specific mol.wt. obtained by the copolymerization of a monomer bearing an alkoxysilyl group and a polymerizable double bond with an alkyl acrylate and/or a silicone monomer containing an acryloyloxy group. SOLUTION: This smoothing agent comprises a copolymer having a number average mol.wt. of 2,000-60,000 obtained by copolymerizing (A) 5-50 wt.% of a monomer bearing an alkoxysilyl group of formula I and a polymerizable double bond; (B) 0-95 wt.% of a monomer of formula II and/or a monomer of the formula: H2C=CH-OR5; (C) 0-30 wt.% of a silicon monomer of formula III, provided that at least one of B and C is indispensable; and optionally 0-90 wt.% of a monomer of formula IV. In the formulae, R7 is a 1-10C alkyl; R8 is a 1-4C alkyl; R1 is R7 or phenyl; R2 is H, R7, an aryl or an aralkyl; R3, R6 and R9 are each H or CH3; R4 and R5 are each a 2-9C alkyl; R10 is H or R8; (a) is 0-2; (b) is 2-10; and (n) is 5-100.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION The present invention is intended to impart a smoothness at the time of painting by adding a small amount to a paint,
The present invention relates to a paint leveling agent that can be used as a composition for a low-contamination type paint that prevents contamination by dust in the air.

[0002]

2. Description of the Related Art Generally, silicates such as methyl silicate and ethyl silicate are blended in a low-contamination type paint in order to make the coating film surface hydrophilic. However, silicates are generally difficult to orient uniformly on the surface of the coating when formed into a coating (because of a sea-island-like structure), and water-based coatings such as emulsion-type coatings that have recently been used frequently Among them, there were defects such as thickening, which hindered smoothness at the time of coating, and when used in combination with a general smoothing agent, the added smoothing agent was oriented on the surface of the coating, and sufficient hydrophilicity could not be obtained.

[0003]

In recent years, the air in urban areas contains a large amount of fine particulate hydrophobic substances due to exhaust gas from automobiles, soot from factories, and the like. This hydrophobic substance accumulates on the horizontal surface of the building, becomes polluted water during rainfall, flows down to the vertical surface, adheres to the hydrophobic coating surface, and generates rain streak-like dirt. As a method to prevent rain streaks, silicates such as methyl silicate and ethyl silicate are blended into paint to make the coating film surface hydrophilic (reduce the contact angle of water).
Paints and acrylic silicone paints in which an alkoxysilyl group is incorporated in an acrylic resin skeleton are on the market.

Among these, low-contamination type paints using silicates, when blended with a smoothing agent in order to improve smoothness at the time of coating, the surface tension of the smoothing agent is generally higher than that of the coating resin composition. Due to the low content, the composition tends to be oriented on the surface of the coating film and prevent the low-contamination type paint from becoming hydrophilic, and as a result, the function of the low-contamination type is impaired. In addition, since the silicate itself has a sea-island structure with the coating resin in the coating film at the time of coating, it is necessary to add the silicate to the coating material considerably in order to obtain sufficient hydrophilicity. Further, in water-based paints such as emulsion-type paints containing a reduced amount of organic solvent, which are often used recently, there are problems such as gelation and thickening of the paints over time due to hydrolysis.

Accordingly, an object of the present invention is to provide a leveling agent (leveling agent) which can be blended in a low-contamination type paint instead of silicates.

[0006]

Means for Solving the Problems The present inventors have made various studies and found that (A) the general formula

[0007]

Embedded image [In the formula, R ₁ is an alkyl group having 1 to 10 carbon atoms or a phenyl group, R ₂ is a hydrogen atom or a monovalent carbon atom selected from the group consisting of an alkyl group having 1 to 10 carbon atoms, an aryl group and an aralkyl group. The hydrogen group, a represents 0, 1 or 2. 5 to 50% by weight of a monomer having a polymerizable double bond and containing an alkoxysilyl group represented by the formula (B):

[0008]

Embedded image [Wherein, R ₃ represents a hydrogen atom or a methyl group, and R ₄ represents an alkyl group having 2 to 9 carbon atoms. An alkyl acrylate or alkyl methacrylate monomer having an alkyl group having 2 to 9 carbon atoms and / or a general formula H ₂ C ＝ CH—O—R _{5 wherein} R ₅ is a carbon atom And represents 2 to 9 alkyl groups. 0 to 95% by weight of an alkyl vinyl ether monomer having 2 to 9 carbon atoms in the alkyl group represented by the formula (C):
General formula

[0009]

Embedded image[Wherein, R₆Is a hydrogen atom or a methyl group, R₇Is 1 carbon
10 alkyl groups, R ₈Is an alkyl having 1 to 4 carbon atoms
And n represents an integer of 5 to 100, respectively. ]
Acryloyloxy group or methacryloyloxy group
0-30% by weight of a silicone monomer having a group, and
(D) General formula

[0010]

Embedded image Wherein R ₉ is a hydrogen atom or a methyl group, R ₁₀ is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, b is 2 to 10
Represents an integer. Is 2 to 2
Obtained by copolymerizing 0 to 90% by weight of an acrylate or methacrylate monomer having 10 polyoxyethylene groups, wherein at least one of the monomer (B) and the monomer (C) is an essential monomer; By blending a copolymer having a number average molecular weight of 2,000 to 60,000 into a coating, a so-called low-coating coating is provided, which imparts smoothness (leveling property) at the time of coating and prevents the coating film after coating from being stained due to contaminants. It has been found that a pollution effect can be obtained. The present inventors have further found that the monomer (A), the monomer (B) and / or the monomer (C) and, if necessary, the monomer (D) in the above-mentioned ratio in a proportion of 50% by weight or more, It has been discovered that a copolymer having a number average molecular weight of 2,000 to 60,000, which is obtained by copolymerizing a monomer having a vinyl group with 50% by weight or less, can provide the same effect.

When the weight% of the monomer (A) is less than 5%, the effect of the leveling agent itself to exhibit a sufficiently low staining property is not recognized. On the other hand, when the content is more than 50% by weight, it is difficult to obtain the effect of imparting smoothness.

The reason for copolymerizing the monomer (B), that is, an acrylate or methacrylate ester having 2 to 9 carbon atoms or an alkyl vinyl ether monomer in an amount of 0 to 95% by weight is to obtain an effect of obtaining good smoothness. In addition, a monomer having a carbon number other than 2 to 9 cannot provide sufficient smoothness. In addition, monomer (B)
When is used, the monomer (C) must be preferably used in an amount of 5% by weight or more in order to obtain good smoothness.

Copolymerizing the reactive silicone oil of the monomer (C) with 0 to 30% by weight not only has an effect of obtaining good smoothness, but also has an effect of uniformly aligning the smoothing agent on the surface of the coating film. To get Monomer (C)
If more than 30% by weight is blended, the effect that the leveling agent exhibits hydrophilicity is not recognized. In addition, monomer (C)
If is not used, the monomer (B) must be made preferably at least 20% by weight in order to obtain good smoothness.

The reason for blending the monomer (D), that is, the acrylate or methacrylate having a polyoxyethylene group in an amount of 0 to 90% by weight is to impart hydrophilicity to the leveling agent itself. %, It is difficult to obtain the effect of imparting smoothness. When the number of moles of the polyoxyethylene added to the monomer (D) is more than 10 moles, it is difficult to obtain smoothness and, at the same time, there is a concern about adverse effects on physical properties such as impairing the water resistance of the coating film.

At least 50% by weight of a monomer mixture containing the monomer (A), the monomer (B) and / or the monomer (C) and, if necessary, the monomer (D) in the proportions shown above, and a polymerizable double bond. Similarly, a copolymer obtained by copolymerizing the other monomer with 50% by weight or less has an effect of imparting good smoothness and imparting hydrophilicity to the coating film.

The number average molecular weight of the synthesized copolymer is 20
If it is less than 00 or more than 60,000, the polymer blended in the coating cannot have sufficient smoothness due to insufficient ability to orient on the surface of the coating at the time of coating.

The alkoxysilyl group-containing monomer is not particularly limited except that it has a polymerizable double bond group.

[0018]

Embedded image And the like.

Examples of the acrylate having 2 to 9 carbon atoms include ethyl acrylate, normal propyl acrylate, isopropyl acrylate, normal butyl acrylate, isobutyl acrylate and tertiary butyl acrylate. And normal octyl acrylate, 2-ethylhexyl acrylate, isononyl acrylate, and the like.

Examples of the methacrylate having 2 to 9 carbon atoms include ethyl methacrylate, normal propyl methacrylate, isopropyl methacrylate, normal butyl methacrylate, isobutyl methacrylate, and tert-butyl methacrylate. And normal octyl methacrylate, 2-ethylhexyl methacrylate, isononyl methacrylate and the like.

Examples of the vinyl ether having 2 to 9 carbon atoms include ethyl vinyl ether, normal propyl vinyl ether, isopropyl vinyl ether, normal butyl vinyl ether, isobutyl vinyl ether, tertiary butyl vinyl ether, normal octyl vinyl ether and 2-ethylhexyl vinyl ether.

Examples of silicone oils having an acryloyloxy group or a methacryloyloxy group include reactive silicones having a methacryloyloxy group (Silablan FM-0 commercially available from Chisso Corporation).
711, FM-0721, FM-0725, and AK-5, AK-30 commercially available from Toagosei Co., Ltd., and the like.

Examples of the polyoxyethylene monomer having a polyoxyethylene group having an addition mole number of 2 to 10 include polyethylene glycol methacrylate commercially available from NOF Corporation, PE-90 (addition mole number 2), PE -200 (number of added moles 4 to 5), PE-3
50 (additional mole number 7 to 9), PME-100 which is methoxypolyethylene glycol methacrylate (additional mole number 2), PME-200 (additional mole number 4), PME-4
00 (additional mole number: 9), AE-350 which is polyethylene glycol acrylate (additional mole number: 6 to 8), Biscoat # commercially available from Osaka Organic Chemical Industry Co., Ltd.
190 (ethyl carbitol acrylate) and the like.

In the polymer, the main chain may contain a segment composed of a component other than the above, or a segment derived from a monomer other than the (meth) acrylic acid derivative, as long as it does not exceed 50%. Is also good. The monomer is not limited, and examples thereof include styrene, α-
Aromatic hydrocarbon vinyl compounds such as methylstyrene, chlorostyrene and vinyltoluene; vinyl esters and allyl compounds such as vinyl acetate, vinyl propionate and diallyl phthalate; 2-hydroxyethyl vinyl ether, methyl vinyl ether, cyclohexyl vinyl ether and vinyl chloride And other vinyl compounds such as vinylidene chloride, chloroprene, propylene, butadiene, isoprene, and fluoroolefin maleimide.

The method of synthesizing the copolymer used in the present invention includes an emulsion polymerization method, a suspension polymerization method, a solution polymerization method, a bulk polymerization method and the like. An azo polymerization initiator or a peroxide is used. Since the present invention is an invention relating to the function of the copolymer, it is not limited at all by the synthesis method.

The paint suitable for the leveling agent for the low-contamination type paint obtained in the present invention is a coating prepared for the purpose of the low-contamination type coating. For example, instead of silicates, it is added to a room temperature drying type paint such as a fluororesin paint, an acrylic urethane paint or a polyester urethane paint, or a baking type paint such as an acrylic melamine paint or a polyester melamine paint, or an emulsion type paint. As a result, excellent rain streak prevention and smoothness can be obtained.

The time of adding the low-staining type paint smoothing agent according to the present invention to the paint is arbitrary, and can be added during the kneading of the pigment or after the paint is manufactured.

The amount of the smoothing agent for low-contamination type paints varies depending on the kind of the resin of the paint and the composition of the pigment, but is usually 0.1 to 10% by weight, preferably in terms of solids, based on the paint vehicle. , 0.5 to 5% by weight.

If the addition amount is less than 0.1% by weight, low contamination cannot be imparted, and sufficient smoothness cannot be imparted. Addition of more than 10% by weight is not preferable because it may adversely affect the properties of the coating film, such as insufficient hardness of the coating and poor water resistance.

[0030]

According to the present invention, the leveling agent for a low-contamination type paint can impart a rain streak preventing function without adding, for example, silicates and the like, and can also impart smoothness at the time of coating.

[0031]

Next, the present invention will be described in more detail with reference to examples. In the following, "part" and "%"
"Parts by weight" and "% by weight" are indicated.

Production Example 1 150 parts of butyl acetate was charged into a 1000 ml reaction vessel equipped with a stirrer, a reflux condenser, a dropping funnel, a thermometer, and a nitrogen gas injection port.
After the temperature was raised to 26 ° C, a dropping solution (a-1) shown below was dropped at a constant speed over 2 hours using a dropping funnel.

Dropping solution (a-1) Ethyl methacrylate 130 parts Silaprene FM-0711 Note 1) 30 parts γ-methacryloyloxypropyltrimethoxysilane 40 parts butyl acetate 120 parts t-butyl peroxy-2-ethylhexano Eight 4 parts * 1) Methacryloyloxy group-containing silicone macromonomer (average molecular weight: 1000): 1 hour after completion of the dropping solution (a-1) manufactured by Chisso Corporation, t-butyl peroxy-2-ethylhexanoate Two parts were added, and the mixture was further reacted for 2 hours while keeping the temperature at 126 ° C. After completion of the reaction, the solid content was adjusted to 30% with butyl acetate to obtain an additive [A-1]. The number average molecular weight of the synthesized acrylic copolymer was 8,500.

Production Example 2 An additive [A-A] was prepared in the same manner as in Example 1 except that the following drop solution (a-2) was used instead of the drop solution (a-1) of Production Example 1. 2] was obtained.

Dropping solution (a-2) Blenmer PME-200 Note 2) 100 parts Ethyl acrylate 50 parts γ-methacryloyloxypropyltrimethoxysilane 50 parts Butyl acetate 120 parts t-butyl peroxy-2-ethylhexanoate 4 parts Note 2) Methoxy polyethylene glycol methacrylate (number of moles added: 4): manufactured by NOF CORPORATION The number average molecular weight of the synthesized acrylic copolymer is 600.
It was 0.

Production Example 3 The same procedure as in Example 1 was repeated except that the following dropping solution (a-3) was used instead of the dropping solution (a-1) of Production Example 1, and the additive [A- 3] was obtained.

Dropping solution (a-3) Blenmer PME-200 120 parts Isobutyl vinyl ether 30 parts γ-methacryloyloxypropyltrimethoxysilane 60 parts Butyl acetate 120 parts t-butyl peroxy-2-ethylhexanoate 10 parts The number average molecular weight of the acrylic / vinyl ether copolymer was 3,500.

Production Example 4 The procedure of Example 1 was repeated, except that the following dropping solution (a-4) was used in place of the dropping solution (a-1) of Production Example 1, and the additive [A- 4] was obtained.

Dropping solution (a-4) Blenmer PME-200 110 parts 2-ethylhexyl acrylate 25 parts Silaprene FM-0711 15 parts γ-methacryloyloxypropyltrimethoxysilane 50 parts butyl acetate 120 parts t-butylperoxy- 4-ethylhexanoate 4 parts The number average molecular weight of the synthesized acrylic polymer is 7500
Met.

Production Example 5 The procedure of Example 1 was repeated, except that the following dropping solution (a-5) was used in place of the dropping solution (a-1) of Production Example 1, and the additive [A- 5].

Dropping solution (a-5) Blenmer PME-200 115 parts Ethyl methacrylate 20 parts γ-methacryloyloxypropylmethyldimethoxysilane 35 parts Styrene 30 parts Butyl acetate 120 parts t-butylperoxy-2-ethylhexanoate 1 part The number average molecular weight of the synthesized vinyl copolymer is 1600
It was 0.

Production Comparative Example 1 The procedure of Example 1 was repeated, except that the following dropping solution (n-1) was used instead of the dropping solution (a-1). 1] was obtained.

Dropping solution (n-1) 160 parts of ethyl methacrylate 40 parts of Silaplane FM-0711 40 parts 120 parts of butyl acetate 4 parts of t-butylperoxy-2-ethylhexanoate 4 parts Number average molecular weight of the synthesized acrylic copolymer Is 600
It was 0.

Production Comparative Example 2 In the same manner as in Production Example 1 except that the following dropwise addition solution (n-2) was used instead of the dropwise addition solution (a-1), the additive [N- 2] was obtained.

Dropping solution (n-2) 125 parts of Blemmer PME-200 75 parts of ethyl acrylate 120 parts of butyl acetate 4 parts of t-butyl peroxy-2-ethylhexanoate 4 parts The number average molecular weight of the synthesized acrylic copolymer is as follows: 700
It was 0.

Production Comparative Example 3 The procedure of Example 1 was repeated, except that the following dropping solution (n-3) was used instead of the dropping solution (a-1) of Production Example 1, and the additive [N- 3] was obtained.

Drop Solution (n-3) Blenmer PME-200 150 parts Isobutyl vinyl ether 50 parts butyl acetate 120 parts t-butyl peroxy-2-ethylhexanoate 10 parts The number average molecular weight of the synthesized acrylic / vinyl ether copolymer is 4000.

Production Comparative Example 4 The procedure of Example 1 was repeated, except that the following dropping solution (n-4) was used instead of the dropping solution (a-1) of Production Example 1, and the additive [N- 4] was obtained.

Dropping solution (n-4) 125 parts of Blenmer PME-200 125 parts of 2-ethylhexyl acrylate 35 parts of Silaplane FM-0711 20 parts of styrene 120 parts of butyl acetate 120 parts of t-butyl peroxy-2-ethylhexanoate 2 Part The number average molecular weight of the synthesized vinyl polymer is 12000
Met.

Production Comparative Example 5 As a silicate generally used as a hydrophilicity imparting agent in a low-contamination type paint, methyl silicate (MS56) is used.
S: manufactured by Mitsubishi Chemical Corporation) and L-1984-50 (Kusumoto Kasei Co., Ltd.) as a leveling agent for acrylic polymer.
Was used. These were designated as additive [N-5].

[0051]

[Table 1]

[0052]

[Table 2] Example 1 (Testing with Fluororesin / Urethane Room-Temperature Drying Paint) For a fluororesin / urethane curable paint composition in which a polyol was blended with a fluororesin having the composition shown in Table 3, a smoothing agent for a low-contamination paint was used. A performance test was performed. A fluororesin (LF-400) solution and titanium white (CR-93) were tested in a batch type sand mill (Igarashi Seisakusho) for 1750 hours.
The dispersion was performed at rpm × 40 ° C. × 30 minutes to prepare a mill base. The samples shown in Tables 1 and 2 and an antifoaming agent (Disparon OX-880) were added to the mill base, and the mixture was dispersed with a lab disper at 2000 rpm for 1 minute. Immediately before painting, add a polyisocyanate resin (DN-950), stir well, and place on a glass plate for contact angle measurement.
It was applied using a 0 μm applicator. In order to test the smoothness and the resistance to carbon contamination, the paint was further diluted with a diluting solvent so that the viscosity of the paint was 18 seconds with a Ford cup # 4, and then dried using an air spray. Was coated so as to be 40 μm. The coating film was dried at room temperature for 24 hours and then forcibly dried at 80 ° C. for 30 minutes. After drying, the coated plate was immersed in water at 30 ° C. for 96 hours to sufficiently hydrophilize the surface of the coating film.

The test evaluation of the coating film was performed as follows.
The carbon contamination resistance was evaluated by the above-mentioned procedure for hydrophilization (30).
(Soaked in water at 96 ° C. for 96 hours) in a carbon dispersion, and then lightly rinsed with running water to visually check the degree of carbon contamination remaining on the coating surface from “best” (5) to “worst” (1). ) Was evaluated in five steps. The contact angle on the surface of the coating film was measured 10 seconds after placing a small droplet of water on the surface of the coating film. In addition, the evaluation of smoothness was carried out by preparing five standard plates from the best to the worst in the same manner as described above, and visually evaluating them. Table 4 shows the results of the above tests.

[0054]

[Table 3]

[0055]

[Table 4] Example 2 (Test on polyester melamine baking type paint) A baking type polyester melamine resin paint composition having the composition shown in Table 5 was subjected to a performance test of a low-staining type paint smoothing agent. Polyester resin (M-6805-4
0) The solution and titanium white (CR-93) were tested in a batch type sand mill (Igarashi Seisakusho) at 1750 rpm × 40.
C. for 30 minutes to prepare a mill base. Melamine resin (J-820-60 and L-105-60)
Was added, and the mixture was sufficiently stirred with a laboratory disper to prepare a paint. The samples shown in Tables 1 and 2 and an antifoaming agent (Disparon OX-881) were added to the paint, and the mixture was dispersed with a lab disper at 2000 rpm for 1 minute. After the dispersion, the viscosity of the paint was adjusted to 80 KU (20 ° C.) using a diluting solvent with a Stomer viscometer. This is used to measure the contact angle.
Apply it to a glass plate using a 150 μm applicator, and test for smoothness and carbon contamination resistance.
The composition was applied to a tin plate using a bar coater # 42. The coating was set for 30 seconds after the application, and then baked in an oven at 250 ° C. for 2 minutes. After cooling to room temperature, the coated plate was immersed in water at 30 ° C. for 96 hours to sufficiently hydrophilize the surface of the coating film.

Evaluation after coating was performed in the same manner as in Example 1. Table 6 shows the results.

[0057]

[Table 5]

[0058]

[Table 6] Example 3 (Test with Emulsion-Type Paint) With respect to the emulsion-type water-based urethane resin paint composition having the composition shown in Table 8, a performance test of a low-staining type paint smoothing agent was performed. (Adjustment of kneading pigment) The raw materials of the kneading pigment shown in Table 7 were sequentially mixed with a disper stirrer, and 2500 r.
The mixture was stirred at pm for 10 minutes to prepare a kneaded pigment. (Letdown) While stirring the kneaded pigment with a disper stirrer at 1000 rpm, raw materials other than the kneaded pigment shown in Table 8 were sequentially mixed into the kneaded pigment, followed by stirring at 2,000 rpm for 10 minutes. Urethane paint was created.

The samples shown in Tables 1 and 2 were added to the paint and dispersed by a lab disper at 2000 rpm for 2 minutes. After the dispersion, the viscosity of the paint was adjusted to 80 KU (20 ° C.) using water for dilution with a Stomer viscometer. This was applied to a glass plate using a 150 μm applicator to measure the contact angle, and to a tin plate using a bar coder # 42 for a test of smoothness and carbon contamination resistance. After drying this coating film at room temperature for 24 hours,
It was forcibly dried for 30 minutes in an open at 60 ° C. After drying, 3
The coated plate was immersed in water at 0 ° C. for 96 hours to sufficiently hydrophilize the surface of the coating film.

Evaluation after coating was performed in the same manner as in Example 1. Table 9 shows the results.

[0061]

[Table 7]

[0062]

[Table 8]

[0063]

[Table 9]

────────────────────────────────────────────────── ───

[Procedure amendment]

[Submission date] January 6, 1999 (1999.1.6)

[Procedure amendment 1]

[Document name to be amended] Statement

[Correction target item name] 0022

[Correction method] Change

[Correction contents]

The acryloyloxy group, or methacryloyloxy Examples of the silicone oil having acryloyloxy group, methacryloyloxy reactive silicone having an oxy group (SILAPLANE plain FM-0, which is commercially available from Chisso Corporation
711, FM-0721, FM-0725, and AK-5, AK-30 commercially available from Toagosei Co., Ltd., and the like.

[Procedure amendment 2]

[Document name to be amended] Statement

[Correction target item name] 0050

[Correction method] Change

[Correction contents]

[0050] As Comparative Production Example 5 low polluting paints silicates that are commonly used as hydrophilic agent in, Mechirushirike Doo (MS56
S: manufactured by Mitsubishi Chemical Corporation) and L-1984-50 (Kusumoto Kasei Co., Ltd.) as a leveling agent for acrylic polymer.
Was used. These were designated as additive [N-5].

[Procedure amendment 3]

[Document name to be amended] Statement

[Correction target item name] 0059

[Correction method] Change

[Correction contents]

The samples shown in Tables 1 and 2 were added to the paint and dispersed by a lab disper at 2000 rpm for 2 minutes. After the dispersion, the viscosity of the paint was adjusted to 80 KU (20 ° C.) using water for dilution with a Stomer viscometer. For this contact angle measurement, was coated using an applicator of 150μm on the glass plate, also because of the smoothness and resistance to carbon contamination of the test, blanking re using barcode te # 42
It was applied to a board. After drying this coating film at room temperature for 24 hours,
It was forcibly dried for 30 minutes in an open at 60 ° C. After drying, 3
The coated plate was immersed in water at 0 ° C. for 96 hours to sufficiently hydrophilize the surface of the coating film.

──────────────────────────────────────────────────の Continued on the front page (51) Int.Cl. ⁷ Identification symbol FI Theme coat ゛ (Reference) C08F 290/06 C08F 290/06 (72) Inventor Shigehiro Kawato 445-7 Kinmeicho, Soka-shi, Saitama F-term (Reference) 4J027 AB10 AF05 AJ08 BA02 BA04 BA05 BA07 CD08 4J038 CG142 CH142 CL002 CR062 DL132 GA02 GA06 GA15 KA07 NA05 4J100 AE02Q AE03Q AE04Q AL03Q AL04Q AL08P AL08Q AL08R AP16P BA08R BA15P BA17P BA77CA

Claims (2)

[Claims] (A) General formula (1)[Wherein, R₁Is an alkyl group having 1 to 10 carbon atoms or phenyl.
R group, R_TwoIs a hydrogen atom or an alkyl having 1 to 10 carbon atoms
Group, an aryl group and an aralkyl group
A represents 0, 1 or 2; ]
Containing a polymerizable double bond
5 to 50% by weight of a monomer represented by the formula (B):[Wherein, R_ThreeIs a hydrogen atom or a methyl group, R_FourIs the number of carbon atoms
Represents 2 to 9 alkyl groups. ] Of the alkyl group represented by
Alkyl acrylates having 2 to 9 carbon atoms or
Is a methacrylic acid alkyl ester monomer and / or
General formula H_TwoC = CH-OR_Five [Wherein, R_FiveRepresents an alkyl group having 2 to 9 carbon atoms.
You. Wherein the alkyl group represented by the above has 2 to 9 carbon atoms.
0 to 95% by weight of a kill vinyl ether monomer, (C)
General formula[Wherein, R₆Is a hydrogen atom or a methyl group, R₇Is 1 carbon
10 alkyl groups, R ₈Is an alkyl having 1 to 4 carbon atoms
And n represents an integer of 5 to 100, respectively. ]
Acryloyloxy group or methacryloyloxy group
0 to 30% by weight of a silicone monomer having: and (D)
General formula[Wherein, R₉Is a hydrogen atom or a methyl group, R_TenIs a hydrogen atom
Or an alkyl group having 1 to 4 carbon atoms, b is 2 to 10
Represents an integer. Is 2 to 2
Acrylic ester having 10 polyoxyethylene groups
Or 0 to 90% by weight of a methacrylate monomer,
And at least one of the monomers (B) and (C)
One is an essential monomer, obtained by copolymerizing
Copolymer having a number average molecular weight of 2,000 to 60,000
A low-contamination type paint smoothing agent comprising a body. 2. A monomer (A) and a monomer (B) and / or
Alternatively, 50% by weight or more of a monomer mixture containing the monomer (C) and, if necessary, the monomer (D) in the ratio shown in claim 1, and 50% by weight or less of another monomer having a polymerizable double bond are copolymerized. A smoothing agent for a low-contamination type paint, characterized by comprising a copolymer having a number average molecular weight of 2,000 to 60,000.