JP2019085437A - Coating composition, coating film and coated article - Google Patents

Abstract

PROBLEM TO BE SOLVED: To have excellent plasticizer migration prevention property regardless of the SP value of a plasticizer contained in a plasticizer-containing resin, and to have weather resistance and thermal / cold repeatability at the same time without using a dedicated reverse primer. To provide a satisfactory plasticizer transfer prevention paint composition, coating film and coated article. SOLUTION: The plasticizer migration preventing coating composition containing an alkoxysilyl group-containing (meth) acrylic resin (A) having a glass transition temperature of a coating film of 30 to 100 ° C., and the plasticizer migration preventing coating composition. A coating film formed from, and a painted article on which the coating film is formed. Further, the coating film for preventing the migration of the plasticizer, the coating film formed from the coating composition for preventing the migration of the plasticizer, and the coating film having a solubility parameter value of the component (A) of 9.6 or more are The formed painted article. [Selection diagram] None

Description

  The present invention relates to a coating composition for preventing plasticizer migration, a coating film and a coated article, and can be used in various industrial product fields in a wide range of industrial fields such as construction and civil engineering, electric parts, and automobiles. It is preferably usable in the construction and civil engineering fields and belongs to these technical fields.

  Resin-based materials are used in a wide range of industrial fields such as construction and civil engineering, electrical parts, and automobiles. The said material may have as a main component resin (Hereafter, it is called "plasticizer containing resin.") With which the plasticizer was mix | blended in order to provide a softness | flexibility and processability. For this reason, for example, when a general-purpose paint or the like is directly coated on a material containing a plasticizer-containing resin as a main component, the plasticizer component migrates in a coating film formed of the paint. As a result, the surface of the coating film may become sticky, contaminants may adhere, or the coating film may be deformed like wrinkles.

  In the construction and civil engineering fields, sealing materials are used as plasticizer-containing resins. Sealing materials are filled in expansion / contraction joints and induction joints of concrete, and in sheet joints of molding materials, etc., mainly for the purpose of line waterproofing, in outer walls of buildings and the like. Furthermore, by applying a paint, a finish paint, a waterproof material, etc. to the surface of a sealing material, protection of a joint part can be aimed at, the overall designability can be unified, and the aesthetics can be improved. However, when the plasticizer contained in the sealing material migrates to the coating film formed on the sealing material, contaminants in the air adhere to the coating film or the coating film deforms like wrinkles. There was a problem of losing the appearance.

  In addition, the roof of the building is waterproofed using a waterproofing sheet (hereinafter referred to as "vinyl chloride-based waterproofing material") whose main component is vinyl chloride resin, which is a plasticizer-containing resin. However, as with the case of the sealing material, the plasticizer contained in the vinyl chloride-based waterproofing material is formed on the vinyl chloride-based waterproofing material. By transferring to the coated film, contaminants in the air adhere to the coated film, or the adhesion of the waterproofing of the coating film is reduced to cause swelling, resulting in a problem of impairing the appearance.

  Furthermore, also in interiors of buildings, wallpaper, flooring, etc. (hereinafter referred to as "vinyl chloride-based interior materials") mainly containing vinyl chloride resin, which is a plasticizer-containing resin, are often used. If the resin has deteriorated over time, a method of replacing the old vinyl chloride-based interior material with a new one is generally used, but from the viewpoint of avoiding the generation of dioxins associated with waste treatment, painting is used as an alternative method. However, when paint or the like is directly applied to the surface of such a vinyl chloride-based interior material, the vinyl chloride-based interior is the same as in the case of the sealing material and the vinyl chloride-based waterproof material. When the plasticizer contained in the material transfers to the coating formed on the vinyl chloride-based interior material, contaminants in the air adhere to the coating or the coating deforms like wrinkles. Benefit it is, there is a problem that detract from the appearance.

  For this reason, when a paint, a finish paint, a waterproofing material, etc. are applied on a sealing material which is a plasticizer-containing resin, a vinyl chloride-based waterproofing material and a vinyl chloride-based interior material, the migration of the plasticizer is prevented Apply a primer, called reverse primer, onto the plasticizer-containing resin in order to improve the adhesion with paints, finish paints, waterproof materials, etc., then apply paint, finish paints, waterproof materials, etc. There is. As the reverse primer, it is necessary to use different dedicated ones depending on the kind of sealing material, vinyl chloride waterproof material and vinyl chloride interior material. However, when a sealing material, a vinyl chloride-based waterproofing material and a vinyl chloride-based interior material are applied and repair is performed using a paint, a finish-coating material, a waterproofing material, etc. after a long period of time, the sealing material and the vinyl chloride-based waterproofing material It is very difficult to identify the type of vinyl chloride interior material. For this reason, it is not possible to use a dedicated reverse primer, and there is a problem that the plasticizer is transferred to a paint, a finish paint, a waterproof material, etc. to cause contamination, or the coating film is deformed into wrinkles. is there. In addition, since the main component of the reverse primer is urethane resin and / or epoxy resin, discoloration due to deterioration due to ultraviolet light and heat is remarkable, and when the transparent paint is applied on the reverse primer, the discoloration is noticeable There is a problem of losing. Furthermore, since the reverse primer forms a coating film of high hardness, it is difficult to follow the movement of the sealing material due to repeated heating and cooling, and there are problems such as generation of cracks in the coating film.

  Under such background, paint composition intended to prevent the contamination of paint, finish paint, waterproof material, etc. by plasticizers contained in sealing material, vinyl chloride waterproof material, vinyl chloride interior material, etc. A method has been proposed in which a paint (hereinafter referred to as "plasticizer migration preventing coating composition") is applied in advance, and then a paint, a finish coating material, a waterproof material, and the like are applied.

  Patent Documents 1 and 2 disclose a method of coating a sealing material with a coating composition containing an alkoxysilyl group-containing (meth) acrylic resin as a method of preventing the contamination of the sealing material.

  In Patent Document 3, as a method for preventing the contamination of a sealing material and a vinyl chloride-based interior material, a sealing material or a vinyl chloride is prepared using a paint composition containing a hygroscopic powder containing a hydrophilic group and having a specific moisture absorption rate and a synthetic resin. A method of coating a system interior material is disclosed.

  Patent Document 4 discloses a method for covering a sealing material with a coating composition containing an epoxy resin as a method for preventing the contamination of the sealing material.

JP-A-9-262539 JP, 2006-341224, A JP, 2004-143431, A Unexamined-Japanese-Patent No. 11-92711 gazette

  However, the coating composition for plasticizer transfer prevention described in Patent Documents 1 to 4 is an initial adhesion property of a sealing material, a vinyl chloride-based waterproof material, a vinyl chloride-based interior material, a paint, a finish coating material, a waterproof material, etc. Is good, and contamination with plasticizers with relatively low SP values such as dioctyl phthalate (hereinafter referred to as “DOP”, solubility parameter value (hereinafter referred to as “SP value”) 8.9) can be prevented However, it has not been possible to prevent the contamination with a plasticizer having a relatively high SP value such as butyl benzyl phthalate (hereinafter referred to as "BBP", SP value 9.9). Therefore, in the plasticizer-containing resin containing a plasticizer having a relatively high SP value, the plasticizer is used as a paint, finish paint, waterproofing material, etc. despite the use of a paint composition intended to prevent contamination. There is a problem that contamination is seen by migrating. In addition, there is also a problem that wrinkle-like deformation or the like occurs in a paint, a finish paint, a waterproof material, etc. due to the transfer of a plasticizer.

  Moreover, since the coating composition for plasticizer transfer prevention described in Patent Document 4 contains an epoxy resin as a main component, the discoloration or cracking due to ultraviolet light is remarkable, and when the clear paint is applied thereon, the discoloration is noticeable Therefore, there is a problem that the paint to be applied thereon is limited to the colored paint.

As described above, in addition to the fact that the paint, finish paint, waterproof material, etc. applied to the plasticizer-containing resin do not adhere to contaminants in the air over time (hereinafter referred to as "contamination resistance"), wrinkles and There is no deformation such as blister (hereinafter referred to as "deformation resistant"), no peeling (hereinafter referred to as "adhesive"), and no discoloration (hereinafter referred to as "color transformed prevention") It was also difficult to satisfy all of these with existing paint compositions.
Here, the above-mentioned stain resistance, deformation prevention, adhesion and discoloration prevention are collectively referred to as "plasticizer migration prevention".

  Furthermore, in the paint compositions described in Patent Documents 1 to 4, there is no discoloration or cracking of the coating film of the paint composition for preventing plasticizer transfer due to the effect of the plasticizer transfer prevention and the influence of ultraviolet light (hereinafter referred to as No cracking of the coating film of the plasticizer transfer prevention coating composition by following the movement of the plasticizer-containing resin even by repeated heat and cold cycles (hereinafter referred to as “temperature resistance”) It is difficult to simultaneously satisfy cold repeatability.

  The present invention has been made in view of the above circumstances, and an object thereof is a sealing material comprising a plasticizer-containing resin, a vinyl chloride waterproof material and a vinyl chloride interior material without using a dedicated reverse primer. Provided is a plasticizer composition for preventing migration of a plasticizer, a coating film and a coated article, which are excellent in plasticizer migration prevention regardless of the SP value of the plasticizer contained in the composition and which simultaneously satisfy the weather resistance and heat-cold repeatability. It is to be.

  MEANS TO SOLVE THE PROBLEM As a result of earnestly examining in order to solve the said subject, the present inventors are plasticizer transfer prevention containing the alkoxy silyl group containing (meth) acrylic resin (A) whose glass transition temperature of a coating film is a specific value. The paint composition was found and the present invention was completed.

The present invention is as follows.
[1] A plasticizer composition for transfer prevention containing a alkoxysilyl group-containing (meth) acrylic resin (A), wherein the glass transition temperature of the coating film is 30 to 100 ° C.
[2] The coating composition for plasticizer transfer prevention as described in [1] whose solubility parameter value of the said (A) component is 9.6 or more.
[3] For the plasticizer migration prevention according to [1] or [2], containing 1 to 50% by mass of a polyoxyalkylene group-containing ethylenic unsaturated monomer as a constituent monomer unit of the component (A) Paint composition.
[4] The plasticizer migration prevention according to any one of [1] to [3], which comprises 1 to 25% by mass of a hydroxyl group-containing ethylenic unsaturated monomer as a constituent monomer unit of the component (A). Paint composition.
[5] The plasticizer migration preventing paint according to any one of [1] to [4], wherein the number average molecular weight of the component (A) is 4,000 to 30,000 as a value converted to polymethyl methacrylate. Composition.
[6] The coating composition for plasticizer transfer prevention as described in any one of [1] to [5], which is applied to any one of a sealing material, a vinyl chloride-based waterproof material and a vinyl chloride-based interior material.
The coating film formed from the coating material composition for plasticizer transfer prevention as described in any one of [7] [1]-[6].
[8] A coated article in which the coating film according to [7] is formed on a plasticizer-containing resin.

  According to the coating composition for preventing plasticizer migration, the coating film and the coated article of the present invention, regardless of the SP value of the plasticizer contained in the plasticizer-containing resin, the plasticizer migration preventing property, the weather resistance and the heat-cold repeatability Sex can be satisfied at the same time.

It is a base material for test bodies in the example of the present invention.

  Hereinafter, various embodiments of the technology disclosed in the present specification will be described in detail. In the present specification, acrylic resin and / or methacrylic resin is referred to as (meth) acrylic resin, acryloyl group and / or methacryloyl group is referred to as (meth) acryloyl group, and acryloxy and / or methacryloxy is (meth) acryloxy. And acrylate and / or methacrylate as (meth) acrylate and acrylic acid and / or methacrylic acid as (meth) acrylic acid.

  The present invention relates to a coating composition for plasticizer transfer prevention, which comprises an alkoxysilyl group-containing (meth) acrylic resin (A), wherein the glass transition temperature (hereinafter referred to as "Tg") of the coating is 30 to 100 ° C. .

  The plasticizer-containing resin to which the coating composition for plasticizer transfer prevention of the present invention is applied is not particularly limited, and examples thereof include a sealing material, a vinyl chloride-based waterproofing material and a vinyl chloride-based interior material. Particularly preferred.

  Examples of the sealing material include one-component or two-component silicones, polyisobutylenes, modified silicones, polysulfides, modified polysulfides, acrylics, polyurethanes, acrylic urethanes and butyl rubbers. .

  Specific examples of the plasticizer include phthalic acid esters such as DOP, BBP, dibutyl phthalate, diisononyl phthalate, diisodecyl phthalate and dibutoxyethyl phthalate, benzoic acid esters such as diethylene glycol dibenzoate, dibutyl adipate, bis (2- Aliphatic dibasic acid esters such as ethylhexyl) adipate, dibutyl sebacate and bis (2-ethylhexyl) sebacate, aliphatic esters such as butyl oleate and methyl acetyl ricinoleate, tricresyl phosphate, tri (2- (2-ethylhexyl)) Examples thereof include phosphoric acid esters such as ethylhexyl) phosphate and tributoxyethyl phosphate, and epoxy plasticizers such as chlorinated paraffins and epoxidized soybean oil.

The paint, finish paint, waterproof material, etc. are not particularly limited, and conventionally known acrylic rubbers, acrylic resins, acrylic urethane resins, which are applied for the purpose of protection of plasticizer-containing resin, waterproofing and aesthetic appearance, etc. Acrylic silicone resin, epoxy resin, fluorine resin, ethylene vinyl acetate resin, urethane rubber, chloroprene rubber, rubber asphalt, polyester resin,
Examples thereof include paints containing vinyl ester resins, polyolefin resins, silicone resins, polyurethane resins, phenol resins and alkyd resins.

  Hereinafter, the method for producing the coating composition for preventing migration of the plasticizer, the component (A), the other components, the method of use, and the use will be described.

1. Component (A) The component (A) is an alkoxysilyl group-containing (meth) acrylic resin.

  In the coating composition for plasticizer transfer prevention containing the component (A) of the present invention, the alkoxysilyl group in the component (A) is moisture cured when the Tg of the coating film measured by dynamic viscoelasticity measurement is 30 to 100 ° C. By crosslinking and crosslinking, it is possible to obtain a coating film excellent in plasticizer migration prevention, weather resistance, and heat-cold repeatability.

  The Tg of the coating film of the plasticizer migration preventing coating composition containing the component (A) is preferably 40 ° C. or more, more preferably 50 ° C. or more, from the viewpoint of improving the plasticizer migration preventing property and the weather resistance. In addition, 95 ° C. or less is preferable, and 85 ° C. or less is more preferable in that the plasticizer migration prevention property, the weather resistance, and the heat-cold repeatability can be simultaneously satisfied.

  The SP value of the component (A) is preferably 9.6 or more, more preferably 9.8 or more, in that the plasticizer migration preventing property can be improved regardless of the SP value of the plasticizer contained in the plasticizer-containing resin. Preferably, it is particularly preferably 10.0 or more. In addition, from the viewpoint of solubility with a wide variety of solvents and additives, it is preferably 11.0 or less.

  In the present invention, the SP value of the component (A) can be measured by a cloud point titration method which is a simple measurement method.

The SP value by the turbidity point titration method is obtained by dropping the poor solvent into the polymer solution, and determining the titration amount of the poor solvent required until the clouding occurs, and the following K.V. W. SUH, J.L. M. It is a value calculated according to the CORBETT equation (see the description of Journal of Applied Polymer Science, 12, 2359, 1968).
At this time, as a poor solvent, a poor solvent with a low SP value (for example, isooctane and the like) and a poor solvent with a high SP value (for example, water and the like) are used.

Equation (1) SP value ^{_{= (V ml 1/2 · δ ml}} + V mh 1/2 · δ mh) / (V ml 1/2 + V mh 1/2)
Here, each symbol in the above-mentioned formula means the following.
V _ml = v ₁ x v ₂ / ((1-V _L ) x v ₂ + V _L x v ₁ )
V _mh = v ₁ × v ₃ / ((1−V _H ) × v ₃ + V _H × v ₁ )
T: Amount of solvent required to dissolve the polymer (ml)
L: Titrate of poor solvent with low SP value (ml)
H: Titrate of poor solvent with high SP value (ml)
V _L = L / (T + L)
V _H = H / (T + H)
v ₁ : molar molecular volume (cm ³ / mol) of the solvent used to dissolve the polymer
v ₂ : molar molecular volume (cm ³ / mol) of poor solvent with low SP value
v ₃ : molar molecular volume (cm ³ / mol) of poor solvent with high SP value

δ _ml = δ _T × T / (T + L) + δ _L × L / (T + L)
δ _mh = δ _T × T / (T + H) + δ _H × H / (T + H)
δ _T : SP value of the solvent used to dissolve the polymer δ _L : SP value of the poor solvent with low SP value δ _H : SP value of the poor solvent with high SP value

In the cloud point titration of the present invention, isooctane is added to 10 g of tetrahydrofuran (hereinafter referred to as "THF") in which 0.03 g of the component (A) is dissolved, and the titer L (ml) at the cloud point is read. Similarly, read the titer H (ml) at the cloud point when deionized water is added to the THF solution, and use the V _ml , V _mh , δ _ml and δ _mh obtained by the following formula to obtain the above formula The SP value of the component (A) was calculated by (1).
The molar molecular volume (cm ³ / mol) of each solvent is THF: 81.1, isooctane: 165.6, deionized water: 18, and the SP value of each solvent is THF: 9.1, isooctane : 6.9, deionized water: 23.4.

V _ml = 81.1 × 165.6 / ((1- _VL ) × 165.6 + _VL × 81.1)
V _mh = 81.1 × 18 / ((1−V _H ) × 18 + V _H × 81.1)
V _L = L / (10 + L)
V _H = H / (10 + H)
δ _ml = 9.1 × 10 / (10 + L) + 6.9 × L / (10 + L)
δ _mh = 9.1 × 10 / (10 + H) + 23.4 × H / (10 + H)

  As the component (A), a polymer obtained by polymerizing an ethylenically unsaturated monomer having one or more alkoxysilyl groups (hereinafter referred to as “alkoxysilyl group-containing ethylenically unsaturated monomer”) is Preferably, a copolymer of an alkoxysilyl group-containing monomer and a copolymerizable ethylenically unsaturated monomer (hereinafter referred to as "copolymerizable unsaturated monomer") is more preferable.

  The alkoxysilyl group-containing ethylenically unsaturated monomer is an ethylenically unsaturated monomer having one or more alkoxysilyl groups.

  Examples of the ethylenically unsaturated group of the alkoxysilyl group-containing ethylenically unsaturated monomer include a (meth) acryloyl group, a vinyl group and a (meth) allyl group. Among these, the availability and reaction of the raw material From the viewpoint of properties, a (meth) acryloyl group and a vinyl group are preferred.

Specific examples of the alkoxysilyl group-containing ethylenically unsaturated monomer include γ- (meth) acryloxypropyltrimethoxysilane, γ- (meth) acryloxypropyltriethoxysilane, and γ- (meth) acryloxypropyltri Propoxysilane, γ- (meth) acryloxypropyltributoxysilane, γ- (meth) acryloxypropylmethyldimethoxysilane, γ- (meth) acryloxypropylmethyldiethoxysilane, γ- (meth) acryloxypropylmethyldi Propoxysilane, γ- (meth) acryloxypropylmethyldibutoxysilane, γ- (meth) acryloxypropylmethyldimethoxysilane, γ- (meth) acryloxypropylmethyldiethoxysilane, γ- (meth) acryloxypropylmethyl Dipropoxysilane, γ- ( TA) Acryloxypropylmethyldibutoxysilane γ- (meth) acryloxypropyldimethylethoxysilane, γ- (meth) acryloxypropyldimethylmethoxysilane, γ- (meth) acryloxypropyldimethylpropoxysilane and γ- (meth) Monomers having a (meth) acryloyl group such as acryloxypropyldimethylbutoxysilane, vinyltrimethoxysilane, vinyltriethoxysilane, vinylmethyldimethoxysilane, vinylmethyldiethoxysilane, vinylmethyldimethoxysilane, vinylmethyldiethoxysilane And monomers having a vinyl group such as vinyldimethylmethoxysilane and vinyldimethylethoxysilane.
The above alkoxysilyl group-containing ethylenically unsaturated monomers may be used alone or in combination of two or more.

  Examples of the ethylenically unsaturated group of the copolymerizable unsaturated monomer include a (meth) acryloyl group, a vinyl group, a (meth) acrylamide group and a (meth) allyl group. Among these, the raw materials can be obtained From the viewpoint of ease and reactivity, (meth) acryloyl group and vinyl group are preferable.

  As a copolymerizable unsaturated monomer, a hydrocarbon group-containing ethylenic unsaturated monomer, a polyoxyalkylene group-containing ethylenic unsaturated monomer, a hydroxyl group-containing ethylenic unsaturated monomer, a carboxyl group-containing ethylene And unsaturated vinyl monomers, unsaturated imide compounds, macromonomers having a mono (meth) acryloyl group at the end, and other ethylenically unsaturated monomers.

Specific examples of the hydrocarbon group-containing ethylenically unsaturated monomer include methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, isopropyl (meth) acrylate and n-butyl (meth) acrylate Alkyl (meth) acrylates such as isobutyl (meth) acrylate, sec-butyl (meth) acrylate and t-butyl (meth) acrylate; cyclohexyl (meth) acrylate, isobornyl (meth) acrylate and tricyclo [5.2.1. Alicyclic (meth) acrylates such as cycloalkyl (meth) acrylates such as [ ^2,6 ] decane-8-yl (meth) acrylate.

  Specific examples of the hydroxyl group-containing ethylenic unsaturated monomer include 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 3-hydroxypropyl (meth) acrylate and hydroxybutyl (meth) acrylate Hydroxyalkyl (meth) acrylate; hydroxyl terminated polyalkylene glycol mono such as polyethylene glycol mono (meth) acrylate, polypropylene glycol mono (meth) acrylate, polybutylene glycol mono (meth) acrylate and polyethylene glycol-polypropylene glycol mono (meth) acrylate (Meth) acrylate; 2-hydroxy-3-phenoxypropyl (meth) acrylate; glycerol mono (meth) acrylate and the like.

  It is preferable to contain 1 to 25% by mass of a hydroxyl group-containing ethylenic unsaturated monomer as a constituent monomer unit of the component (A). In the point which can improve plasticizer transfer prevention property, 1 mass% or more is preferable, and 3 mass% or more is more preferable. Moreover, in the point which does not impair storage stability, 25 mass% or less is preferable, and 20 mass% or less is more preferable.

  Specific examples of the polyoxyalkylene group-containing ethylenically unsaturated monomer include methoxypolyethylene glycol mono (meth) acrylate, octoxy polyethylene glycol polypropylene glycol mono (meth) in addition to the hydroxyl group-terminated polyalkylene glycol mono (meth) acrylate. ) Acrylate, lauroxy polyethylene glycol mono (meth) acrylate, stearoxy polyethylene glycol mono (meth) acrylate, stearoxy polyethylene glycol-polypropylene glycol mono (meth) acrylate, allyloxy polyethylene glycol-polypropylene glycol mono (meth) acrylate, nonyl Phenoxy polyethylene glycol mono (meth) acrylate, nonyl phenoxy polyethylene glycol-polypropylene Alkyl group-terminated polyalkylene glycol mono (meth) acrylates such as propylene glycol mono (meth) acrylate.

  The number of carbon atoms of the alkylene moiety of the repeating unit of the oxyalkylene group of the polyoxyalkylene group-containing ethylenically unsaturated monomer is preferably 2 to 4 from the viewpoint of exhibiting plasticizer migration preventing property and weather resistance, and 2 to 3 is preferable. More preferable. The average repetition number of the oxyalkylene group is preferably 2 to 20, and more preferably 2 to 15 in that the plasticizer migration preventing property, the weather resistance and the heat-cold repeatability can simultaneously be satisfied.

  It is preferable that 1-50 mass% of polyoxyalkylene chain | strand containing ethylenic unsaturated monomers are included as a constituent monomer unit of (A) component. In the point which can improve plasticizer transfer prevention, 1 mass% or more is preferable, and 10 mass% or more is more preferable. Moreover, in the point which does not impair the physical property of a coating film, 50 mass% or less is preferable, and 45 mass% or less is more preferable.

  Specific examples of the carboxyl group-containing ethylenically unsaturated monomer include unsaturated monocarboxylic acids such as (meth) acrylic acid, crotonic acid, α-chloroacrylic acid and cinnamic acid, or anhydrides thereof; maleic acid, Unsaturated dicarboxylic acids such as maleic anhydride, fumaric acid, itaconic acid, itaconic acid, citraconic acid, citraconic acid, citraconic anhydride and mesaconic acid or anhydrides thereof; Trivalent or more unsaturated polyvalent carboxylic acids or anhydrides thereof Mono [(meth) acryloyloxyalkyls of divalent or higher polyvalent carboxylic acids such as succinic acid mono (2- (meth) acryloyloxyethyl) and phthalic acid mono (2- (meth) acryloyloxyethyl) Monoesters of polymers having a carboxy group and a hydroxyl group at both ends, such as esters; and ω-carboxypolycaprolactone mono (meth) acrylate (Meth) acrylates and the like can be mentioned. Among these carboxyl group-containing ethylenic unsaturated monomers, succinic acid mono (2-acryloyloxyethyl) and phthalic acid mono (2-acryloyloxyethyl) are Alonix M-5300 and M-5400 [ It is marketed under the trade name of Toagosei Co., Ltd.].

  Specific examples of the aromatic vinyl monomer include styrene, α-methylstyrene, o-vinyltoluene, m-vinyltoluene, p-vinyltoluene, p-chlorostyrene, o-methoxystyrene, m-methoxystyrene, p -Methoxy styrene, 2-vinyl benzyl methyl ether, 3-vinyl benzyl methyl ether, 4-vinyl benzyl methyl ether, 2-vinyl benzyl glycidyl ether, 3-vinyl benzyl glycidyl ether, 4-vinyl benzyl glycidyl ether, etc. are mentioned.

  Specific examples of the unsaturated imide compound include N-phenyl maleimide and N-cyclohexyl maleimide.

  Specific examples of macromonomers having a mono (meth) acryloyl group at an end include those having a polymer chain such as polystyrene, polymethyl (meth) acrylate, poly-n-butyl (meth) acrylate and polysiloxane, etc. be able to.

Specific examples of other ethylenically unsaturated monomers include alkoxyalkyl (meth) acrylates such as 2-methoxyethyl (meth) acrylate; benzyl (meth) acrylate, phenyl (meth) acrylate, 2-phenoxyethyl (meth) Aromatic (meth) acrylates such as acrylates; imides (meth) such as 2- (3,4,5,6-tetrahydrophthalimido) ethyl (meth) acrylates and 2- (2,3-dimethylmaleimide) ethyl (meth) acrylates ) Acrylate; 2-aminoethyl (meth) acrylate, 2-dimethylaminoethyl (meth) acrylate, 2-aminopropyl (meth) acrylate, 2-dimethylaminopropyl acrylate, 3-aminopropyl (meth) acrylate and 3-dimethyl Aminopropyl (Meta Aminoalkyl (meth) acrylates such as acrylates; (meth) acrylamides such as (meth) acrylamides and N- (2-hydroxyethyl) (meth) acrylamides and derivatives thereof; glycidyl (meth) acrylates; allyl (meth) acrylates etc. It can be mentioned.
The copolymerizable unsaturated monomers may be used alone or in combination of two or more.

  The number average molecular weight (hereinafter referred to as "Mn") of the component (A) is preferably 4,000 to 30,000 as a value converted to polymethyl methacrylate. 4,000 or more are preferable and 6,000 or more are more preferable at the point which is excellent in all, plasticizer transfer prevention property, weather resistance, and heat-cold repeatability. Moreover, 30,000 or less is preferable and 25,000 or less is more preferable from the point which does not impair storage stability and workability.

  In component (A) of the present invention, Mn is referred to as gel permeation chromatography (hereinafter "GPC"). It is the value which converted the molecular weight measured by 1.) into polymethyl methacrylate.

In addition, the molecular weight measured by GPC in this invention means the value measured on condition of the following.
Device: GPC HLC-8020 manufactured by Tosoh Corporation
-Detector: RI detector-Column: Tosoh TSKgel SuperMultipore HZ-M 4 pieces
・ Column temperature: 40 ° C
Eluent composition: THF (containing 0.03% of sulfur as internal standard), flow rate 0.60 mL / min Molecular weight standard substance: polymethyl methacrylate

  As a copolymerization form of (A) component, any of a random copolymer, a block copolymer, or a graft copolymer may be sufficient.

  As the coating composition for plasticizer migration prevention of the present invention, the component (A) may be used alone or in combination of two or more.

  The content of the component (A) is 50 to 100% by mass, based on 100% by mass of the solid content of the coating composition, from the viewpoint of being excellent in all of plasticizer migration preventing property, weather resistance and hot-cold repeatability. Is more preferably 60 to 100% by mass, and particularly preferably 70 to 100% by mass.

There is no restriction | limiting in particular as a manufacturing method of (A) component, Using well-known methods, such as solution polymerization, block polymerization, suspension polymerization, and emulsion polymerization, using the above-mentioned ethylenically unsaturated monomer it can.
Among these, the solution polymerization method is preferable in that the polymer production is easy and it does not contain unnecessary impurities such as an emulsifier.

  When manufacturing by a solution polymerization method, the ethylenic unsaturated monomer to be used is melt | dissolved in the organic solvent, a thermal polymerization initiator is added, and it is obtained by heat-stirring. When it synthesize | combines by radical polymerization by solution polymerization method, the ethylenic unsaturated monomer to be used is melt | dissolved in the organic solvent, a thermal radical polymerization initiator is added, and it is obtained by heating and stirring. Also, if desired, chain transfer agents can be used to control the molecular weight of the polymer.

  Specific examples of the organic solvent used in the solution polymerization method include ketones such as acetone, methyl ethyl ketone and methyl isobutyl ketone; esters such as ethyl acetate and butyl acetate; ethers such as propylene glycol monomethyl ether; and toluene and xylene Aromatic hydrocarbons; and aliphatic hydrocarbons such as hexane, heptane and mineral spirits.

Specific examples of the thermal polymerization initiator include azo-based initiators such as azobisisobutyronitrile, azobisisovaleronitrile, azobiscyclohexanecarbonitrile and azobiscyanovaleric acid; t-butyl peroxypivalate, organic peroxides such as t-hexylperoxypivalate, dilauroylperoxide, di (2-ethylhexyl) peroxydicarbonate, dit-butylperoxide and dicumylperoxide; and hydrogen peroxide-iron (II Salts, peroxodisulfate-sodium bisulfite, cumene hydroperoxide-iron (II) salts and the like.
The use ratio of the thermal polymerization initiator may be appropriately set according to the target molecular weight. The use ratio of the thermal polymerization initiator is preferably 0.1 to 10 parts by mass with respect to 100 parts by mass in total of all the ethylenically unsaturated monomers to be used.

2. Other Components The coating composition for preventing plasticizer migration of the present invention contains the component (A), but various components can be blended depending on the purpose.

  As other components, specifically, resins other than the component (A), curing catalysts, dehydrating agents, pigments, coalescent agents, thickening agents, antifoaming agents, dispersing agents, polyisocyanate curing agents, antioxidants , Light stabilizers, UV absorbers, antistatic agents, flame retardants, adhesion imparting agents, leveling agents, dyes, preservatives, anti-algal agents, anti-settling agents, matting agents, plasticizers, inorganic powders, organic solvents, etc. Can be mentioned.

Hereinafter, these components will be described.
In addition, the other component mentioned later may use only 1 type of the illustrated compound, and may use 2 or more types together. Among the other components described later, any liquid may be used as long as it is compatible with the plasticizer migration preventing coating composition, but the SP value may be largely changed by the other components. In some cases, the SP value is preferably 8.5 to 11.0.

2-1. Curing Catalyst The curing catalyst can be blended for the purpose of improving the moisture curing property of the plasticizer migration preventing coating composition.

  Specific examples of the curing catalyst include organic tin compounds such as dibutyltin dilaurate, dibutyltin dimaleate, dioctyltin dilaurate, dioctyltin dimaleate and tin octylate; diisopropoxytitanium bis (acetylacetonate), titanium tetra (acetylacetonate) And organic titanium compounds such as dioctanoxytitanium dioctanate and diisopropoxytitanium bis (ethylacetoacetate), and organic tin compounds are preferable in terms of high catalytic effect.

  The content ratio of the curing catalyst is preferably 0.01 to 20 parts by mass with respect to 100 parts by mass of the total solid content including the component (A). By setting the ratio of the curing catalyst to 0.01 parts by mass or more, the catalytic effect is easily obtained sufficiently, and by setting the ratio of the curing catalyst to 20 parts by mass or less, the storage stability of the coating composition for plasticizer migration prevention is Can be secured.

2-2. Dehydrating Agent A dehydrating agent can be blended for the purpose of improving the storage stability of the plasticizer migration preventing coating composition.

  Specific examples of the dehydrating agent include inorganic solids such as phosphorus pentoxide, sodium hydrogen carbonate, sodium sulfate (sodium sulfate) and molecular sieves, methyl orthoformate, ethyl orthoformate, methyl orthoacetate, ethyl orthoacetate, methyltrimethoxysilane And hydrolyzable ester compounds such as γ-methacryloxypropyltrimethoxysilane and vinyltrimethoxysilane.

  The content ratio of the dehydrating agent is preferably 0.1 to 20 parts by mass with respect to 100 parts by mass of the total solid content including the component (A). The storage stability of the coating composition for plasticizer transfer prevention can be improved by setting the ratio of the dehydrating agent to 0.1 parts by mass or more, and the physical properties of the coating film are maintained by setting the ratio of the dehydrating agent to 20 parts by mass or less. it can.

3. The manufacturing method of the coating material composition for plasticizer transfer prevention TECHNICAL FIELD This invention relates to the coating material composition for plasticizer transfer prevention containing the said (A) component.
The coating composition for preventing plasticizer migration of the present invention may be produced according to a conventional method, and the component (A) and, if necessary, other components may be further stirred and mixed according to the conventional method. can do. In this case, heating can be performed as needed.

4. Method of Use The method of using the paint composition for preventing plasticizer migration of the present invention may be in accordance with a conventional method. The plasticizer transfer preventing coating composition of the present invention may be coated directly on the plasticizer-containing resin, or on the coating film such as a primer layer formed on the plasticizer-containing resin. The coating composition for preventing migration of a plasticizer according to the invention may be coated, and after coating, the coating composition and the coated article of the present invention can be obtained by naturally drying or heating and drying.

  Coating on the plasticizer-containing resin may be carried out according to a conventionally known method, for example, a general method such as coating with a brush, roller, trowel or spatula, or spraying with a spray gun. It can be constructed by

  The coating thickness of the coating composition for preventing migration of a plasticizer according to the present invention is 20 to 500 μm, and may be selected according to the plasticizer-containing resin and application, but is preferably 20 to 200 μm, more preferably Is 40 to 150 μm.

  The coating composition for preventing migration of a plasticizer according to the present invention is colorless and transparent when it does not contain a color pigment, and the coating film is excellent in weatherability and does not have discoloration such as yellowing over time, so it is paint and finish Not only colored paints but also clear paints can be used as the coating material, the waterproof material and the like.

5. Applications The plasticizer migration preventing coating composition, coating film and coated article of the present invention can be used in various industrial product fields in a wide range of industrial fields such as construction and civil engineering, electrical parts, and automobiles.

  Specific examples of applications in the construction and civil engineering fields include sealing materials, vinyl chloride waterproofing materials and vinyl chloride based interior materials.

  Examples of applications in the field of electrical components include wire cords and cables.

  Specific examples of applications in the automotive field include interior parts such as steering wheels and seats.

  Among these, the plasticizer transfer preventing coating composition, the coating film and the coated article of the present invention can be preferably used in the fields of construction and civil engineering, and as the plasticizer-containing resin, sealing materials, vinyl chlorides The waterproof material and the vinyl chloride-based interior material are more preferable, and the sealing material is particularly preferable. In addition, the coating material composition for plasticizer transfer prevention of this invention can be coated also to concrete, a tile, metal etc. which contact plasticizer containing resin, such as a sealing material.

  Hereinafter, the present invention will be described more specifically by showing Examples and Comparative Examples.

1. Production example
1) Production Example 1 [ Production of (A) Component]
First, 43 parts by mass of methyl methacrylate (Mitsubishi Gas Chemical Co., Ltd. MMA (methyl methacrylate), hereinafter referred to as "MMA"), methoxypolyethylene glycol monomethacrylate (n44) (Neosil Co., Ltd. Blenmar PME) -200, hereinafter referred to as "PME 200" 42 parts by mass, 3- (methyldimethoxysilyl) propyl methacrylate (Shin-Etsu Chemical Co., Ltd. KBM-502, hereinafter referred to as "SiPMA") 10 parts by mass, 2- 5.0 parts by mass of hydroxypropyl methacrylate (light ester HOP (N) manufactured by Kyoeisha Chemical Co., Ltd., hereinafter referred to as "2 HPA") and 193 parts by mass of a monomer mixture consisting of 93 parts by mass of xylene as a solvent were prepared .
Next, 57.9 parts by mass corresponding to 30% by mass of the monomer mixture is charged in a 2-liter four-necked flask, the mixture is sufficiently degassed by bubbling nitrogen gas, and The internal temperature was raised to 85 ° C. Next, 0.2 parts by mass of 2,2′-azobis (2,4-dimethylvaleronitrile) (V-65 manufactured by Wako Pure Chemical Industries, Ltd., hereinafter referred to as “V65”) as a polymerization initiator and a solvent As a polymerization initiator solution consisting of 6.0 parts by mass of xylene was added to initiate polymerization. While adding 135.1 parts by mass corresponding to 70% by mass of the monomer mixture from the dropping funnel into the flask over 1.5 hours, a polymerization initiator for continuous addition comprising 0.8 parts by mass of V65 and 24 parts of xylene The polymerization was carried out by dropping the solution from another dropping funnel into the flask over 4 hours. After completion of the dropwise addition, the mixture was heated and aged for 2 hours to obtain a xylene solution (solid content 45%) containing an alkoxysilyl group-containing (meth) acrylic resin (hereinafter referred to as "component A1").

2) Production Examples 2 to 7 [Production of (A) Component], Comparative Production Examples 1 and 2
The polymerization is carried out according to the same method as in Production Example 1 except that the constituent monomers and the polymerization initiator are in the number of parts described in Table 1, and “A2 to A7 component” is produced as a comparison in Production Examples 2 to 7. The xylene solution (45% of solid content) containing "A'1-A 'two components" in Examples 1-2 was obtained.

The numbers in Table 1 mean the number of copies.
The abbreviations in Table 1 mean the following.
・ IBMA: isobutyl methacrylate (Keieisha Chemical Co., Ltd. light ester IB)

3) Evaluation Method of Alkoxysilyl Group-Containing (Meth) Acrylic Resin The components A1 to A7, the component A′1 and the component A′2 obtained in Production Examples 1 to 7 and Comparative Production Examples 1 and 2 will be described later. According to the method, the Tg, the SP value and the Mn of the coating were measured. The results are shown in Table 1.

◆ Tg of coating film
A xylene solution containing an alkoxysilyl group-containing (meth) acrylic resin is poured into a mold made of release paper, aged at 23 ° C. for 1 day, and further cured at 80 ° C. for 3 days. Dynamic viscoelasticity measurement was performed at a measurement temperature of 0 to 150 ° C. and a frequency of 1 Hz, and a temperature at which the loss elastic modulus was a maximum value was taken as Tg.

SP value: Measured by the above-mentioned turbidity titration method using isooctane as a low polarity poor solvent and deionized water as a high polarity poor solvent.
The sample was obtained by placing 1 g of a xylene solution containing an alkoxysilyl group-containing (meth) acrylic resin in a 200 ml poly cup and vacuum drying at 60 ° C. and 1.0 Torr for 3 hours.
In a 110-ml glass sample bottle, 0.03 g of the sample was dissolved in 10 ml of THF, then iso-octane was added, and the titration point L (ml) at that point was read, with the solution becoming a cloudy point visually .
Similarly, read the titration amount H (ml) of deionized water at the cloud point when deionized water is added to the THF solution of the sample, and calculate V _ml , V _mh , δ _ml and δ _{mh according} to the following formula. Calculated.

V _ml = 81.1 × 165.6 / ((1- _VL ) × 165.6 + _VL × 81.1)
V _mh = 81.1 × 18 / ((1−V _H ) × 18 + V _H × 81.1)
V _L = L / (10 + L)
V _H = H / (10 + H)
δ _ml = 9.1 × 10 / (10 + L) + 6.9 × L / (10 + L)
δ _mh = 9.1 × 10 / (10 + H) + 23.4 × H / (10 + H)

Then, _V ml obtained _above, using a _{V mh,} [delta] _ml and [delta] _mh, the following equation was calculated SP value of alkoxysilyl-containing (meth) acrylic resin.
SP value = (V _ml ^1/2 · δ _ml + V _mh ^1/2 · δ _mh ) / (V _ml ^1/2 + V _mh ^1/2 )

◆ Mn (GPC measurement conditions) .
Device: GPC HLC-8020 manufactured by Tosoh Corporation
-Detector: RI detector-Column: Tosoh Corp. TSKgel SuperMultipore HZ-M 4 pieces
・ Column temperature: 40 ° C
Eluent composition: THF (containing 0.03% of sulfur as internal standard), flow rate 0.60 mL / min Molecular weight standard substance: polymethyl methacrylate

2. Examples 1 to 7 and Comparative Examples 1 and 2
Preparation of Coating Composition The compounds shown in Table 2 below were stirred and mixed in the proportions shown in Table 2 to prepare a coating composition.
The paint compositions of Table 2 obtained were used and evaluated as described later. The results are shown in Table 2.
Here, as a result of measuring the Tg of the coating film of the coating composition described in Table 2 by the same method as described above, it is the same as the Tg of the coating film of the corresponding alkoxysilyl group-containing (meth) acrylic resin described in Table 1 there were.
The numbers in Table 2 mean parts by mass.
The abbreviations in Table 2 mean the following.
-DBTDL: dibutyl tin dilaurate (ADEKA Stub BT-11 manufactured by ADEKA Co., Ltd.)

Evaluation of paint composition
1) Preparation of test body In this evaluation, 13% by mass of DOP or BBP as a plasticizer is added to "Penguin Seal MS2500 type NB White" (Sanstar Giken Co., Ltd. product sealing material, plasticizer not included) as a sealing material Used.
First, brush “UM-2” (manufactured by Sun Star Giken Co., Ltd.) as a primer for sealing material on the joint portion of the base material for test body (aluminum mold of joint width 20 mm, see FIG. 1) and air temperature It was aged at 23 ° C. and 50% humidity for 2 hours. Thereafter, the sealing material was filled in the joint portion, and a sealing material layer was formed by curing for 3 days at a temperature of 23 ° C. and a humidity of 50%.
Next, the surface of the sealing material was brushed so that the coating amount of the coating composition described in Table 2 was 80 g / m ² as a coating film, and dried at a temperature of 23 ° C. and a humidity of 50% for one day. .
Subsequently, "Clear Wall CP-100" (manufactured by Toagosei Co., Ltd.), which is a weak solvent-based acrylic urethane resin primer, was brush-coated at 0.12 kg / m ² . Thereafter, it was cured for one day at a temperature of 23 ° C. and a humidity of 50%.
Furthermore, "Clear Wall CS-200" (made by Toagosei Co., Ltd.), which is a weak solvent-based acrylic urethane resin coating material, is brushed to 0.24 kg / m ² at a temperature of 23 ° C and a humidity of 50%. Dried for 1 day. Finally, "Clear Wall CT-300" (manufactured by Toagosei Co., Ltd.), which is a weak solvent acrylic silicone resin topcoat material, was brush-coated at 0.12 kg / m ² . Thereafter, the specimen was obtained by curing for one day at a temperature of 23 ° C. and a humidity of 50%. The appearance of the coating was colorless and transparent.

2) Plasticizer Migration Prevention Test (1) Evaluation of Deformation Prevention 3.1 The test body obtained in 3.1) was allowed to stand in a drier (80 ° C.) and heated for 14 days. The appearance of the coated film after heating was visually observed and evaluated on the following four levels. The results are shown in Table 2.
◎: No deformation such as wrinkles or blisters occurred at all.
○: Very slight deformation such as wrinkles or blisters occurred.
Δ: Slight deformation such as wrinkles or blisters occurred.
X: Significant deformation such as wrinkles or blisters occurred.

(2) Evaluation of contamination resistance The test body obtained in 3.1) was allowed to stand in a drier (80 ° C.) and heated for 14 days. The test sample after heating was placed horizontally and sprayed with No. 8 black silica sand, and then the test sample was stood vertically to naturally drop the silica sand. At this time, the degree of the adhered No. 8 black silica sand (the ratio of the adhesion area to the area sprinkled) was visually checked, and the evaluation was made on the following four levels. The results are shown in Table 2.
:: adhesion area less than 10% ○: adhesion area 10% to less than 20% Δ: adhesion area 20% to less than 50% ×: adhesion area 50% or more

(3) Evaluation of adhesion The test body obtained in 3.1) was allowed to stand in a drier (80 ° C.) and heated for 14 days. The adhesion of the coating film after heating was evaluated according to JIS K 5600-5-6 (adhesion (cross-cut method)), and evaluation was made on the following four levels. The results are shown in Table 2.
:: no peeling at all ○: peeling less than 5% of total area △: peeling at least 5% to less than 35% of total area ×: peeling at least 35% of total area Test sample immediately after preparation is Example 1 The evaluation results of 〜7 and Comparative Examples 1 and 2 were also ◎.

(4) Evaluation of discoloration prevention property The test body obtained by 3.1) was left still in the dryer (80 degreeC), and was heated for 14 days. The appearance of the coated film after heating was visually observed and evaluated on the following four levels. The results are shown in Table 2.
◎: no discoloration was observed
○: Very slight discoloration was observed.
Δ: Slight discoloration was observed.
X: significant discoloration was observed.

3) Accelerated weathering test
(1) Evaluation of weather resistance The test body obtained in 3.1) was installed in a sunshine super long life weather meter (manufactured by Suga Test Instruments Co., Ltd.), and in accordance with the WS-A method defined in JIS A14154. An accelerated weathering test of 3000 hours was conducted.
The appearance of the coating after the accelerated weathering test was visually observed and evaluated on the following four levels. The results are shown in Table 2.
Under the same test conditions, it has been found that no discoloration or cracking of the primer "Clear Wall CP-100", the inner coating "Clear Wall CS-200" and the top coating "Clear Wall CT-300" is observed at all. Therefore, this evaluation is an evaluation for observing the presence or absence of discoloration and cracking of the coating of the alkoxysilyl group-containing (meth) acrylic resin.
◎: no discoloration was observed and no cracking was observed.
○: Very slight discoloration was observed, but no cracks were observed.
Δ: Slight discoloration, but no cracking.
X: Remarkable discoloration was observed, and cracks were also observed.

4) Thermal cycle test
(1) Evaluation of heat and cold repeatability 3.1) The test sample obtained in water immersion (23 ° C), 18 hours → low temperature incubator (-20 ° C), 3 hours → dryer (60 ° C), A total of 10 cycles of thermal cycle tests with one cycle of 3 hours were performed.
The appearance of the coated film after the heating and cooling test was visually observed and evaluated on the following two levels. The results are shown in Table 2.
Under the same test conditions, it was found that no cracks were observed at all for the base coat material "Clear Wall CP-100", the middle coat material "Clear Wall CS-200" and the top coat material "Clear Wall CT-300", This evaluation is an observation for observing the presence or absence of a crack in the coating of the alkoxysilyl group-containing (meth) acrylic resin.
◎: no cracks were observed
X: Cracking was observed.

5) Evaluation results As is clear from the results of Examples 1 to 7, the paint composition for preventing plasticizer migration of the present invention is not dependent on the SP value of the plasticizer, and the plasticizer migration preventing property, the weather resistance and the temperature resistance It was excellent in any of cold repeatability.
On the other hand, when the SP value of the plasticizer is relatively high, the paint composition of Comparative Example 1 is inferior in the plasticizer migration preventing property, and the paint composition of Comparative Example 2 is excellent in heat and cold repeatability. It was inferior.

  The present invention relates to coating compositions for preventing plasticizer migration, coatings and coated articles, and can be used in various industrial product fields in a wide range of industrial fields such as construction and civil engineering, electrical parts, and automobiles. It is preferably usable in the construction and civil engineering fields, and among the fields, it is more preferable to be applied to any of a sealing material, a vinyl chloride-based waterproofing material or a vinyl chloride-based interior material, and a sealing material is particularly preferable.

Claims (8)

  The plasticizer transfer prevention coating composition containing the alkoxy silyl group containing (meth) acrylic resin (A) whose glass transition temperature of a coating film is 30-100 degreeC.   The plasticizer transfer prevention coating composition according to claim 1, wherein the solubility parameter value of the component (A) is 9.6 or more.   The coating composition for plasticizer transfer prevention according to claim 1 or 2 which contains 1-50 mass% of polyoxyalkylene group content ethylenic unsaturated monomer as a constituent monomer unit of said (A) component. .   The plasticizer transfer preventing paint according to any one of claims 1 to 3, containing 1 to 25% by mass of a hydroxyl group-containing ethylenic unsaturated monomer as a constituent monomer unit of the component (A). Composition.   The plasticizer composition according to any one of claims 1 to 4, wherein the number average molecular weight of the component (A) is 4,000 to 30,000 as a value converted to polymethyl methacrylate. .   The coating composition for plasticizer transfer prevention according to any one of claims 1 to 5, which is applied to any one of a sealing material, a vinyl chloride-based waterproof material, and a vinyl chloride-based interior material.   The coating film formed from the coating material composition for plasticizer transfer prevention of any one of Claims 1-6.   The coated article by which the coating film of Claim 7 was formed on plasticizer containing resin.

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