WO2009153853A1 - Coating composition - Google Patents

Coating composition Download PDF

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Publication number
WO2009153853A1
WO2009153853A1 PCT/JP2008/060996 JP2008060996W WO2009153853A1 WO 2009153853 A1 WO2009153853 A1 WO 2009153853A1 JP 2008060996 W JP2008060996 W JP 2008060996W WO 2009153853 A1 WO2009153853 A1 WO 2009153853A1
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Prior art keywords
weight
parts
composition
solvents
component
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PCT/JP2008/060996
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French (fr)
Japanese (ja)
Inventor
健 平田
儀明 佐藤
正志 新川
洋平 遠藤
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シーシーアイ株式会社
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Priority to PCT/JP2008/060996 priority Critical patent/WO2009153853A1/en
Publication of WO2009153853A1 publication Critical patent/WO2009153853A1/en

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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K3/00—Materials not provided for elsewhere
    • C09K3/18—Materials not provided for elsewhere for application to surfaces to minimize adherence of ice, mist or water thereto; Thawing or antifreeze materials for application to surfaces
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/16—Antifouling paints; Underwater paints
    • C09D5/1606—Antifouling paints; Underwater paints characterised by the anti-fouling agent
    • C09D5/1637—Macromolecular compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/16—Antifouling paints; Underwater paints
    • C09D5/1656—Antifouling paints; Underwater paints characterised by the film-forming substance
    • C09D5/1662—Synthetic film-forming substance

Definitions

  • the present invention relates to a coating composition applied to, for example, an automobile painted surface. Specifically, the present invention relates to a coating composition that imparts water repellency and antifouling properties to a painted surface and has a short curing completion (curing) time.
  • a coating composition for forming a protective film on a painted surface of an automatic person a coating component composed of a wax and a resin that protects the surface, a silicone oil component that provides a polishing effect, a dispersion of a surfactant and water Those containing components and those containing components that are cured by moisture in the air are known (see, for example, Patent Document 1 and Patent Document 2).
  • the silicone oil that is a polishing component in the composition of Patent Document 1 has poor fixability, and it has been difficult to maintain aesthetics such as gloss over a long period of time.
  • the wax contained as a film component in the composition is easily contaminated with smoke, exhaust gas, and the like, which are the main components of water red, which significantly impairs the appearance, and once adhered, it is difficult to remove the dirt.
  • the composition of patent document 2 can maintain an aesthetics over a long period of time, when a construction surface rains or falls on the construction surface before curing and the construction surface gets wet with water, a complete protective film cannot be formed. There was a problem. For this reason, at the construction site, after the coating composition is applied, it must be left indoors for several hours, and the waiting time until the next work is long, leading to deterioration in work efficiency.
  • the present invention responds to the market need to maintain or restore the aesthetics of the painted surface with simpler maintenance. It can be efficiently applied to the painted surface and maintains water repellency and antifouling properties over a long period of time. It is an object of the present invention to provide a coating composition that can be applied.
  • the present invention is based on one or more organic solvents selected from aliphatic hydrocarbon solvents, petroleum solvents, aromatic solvents, alcohols and fluorine solvents,
  • a moisture curable silicone resin In the base, (A) a moisture curable silicone resin; (B) a reaction accelerator; (C) a reactive silicone oil having at least one silanol group in the molecule;
  • the gist of the present invention is a coating composition characterized by containing
  • the coating composition of the present invention contains (a) a moisture curable silicone resin, (b) a reaction accelerator, and (c) a silicone oil having at least one silanol group at the molecular end. Efficiently water-repellent and antifouling properties can be created on the painted surface, and a beautiful glossy painted surface can be created. Even if water stains adhere, it can be removed by simple operations such as washing with water.
  • the coating composition of the present invention (hereinafter simply referred to as the composition) will be described in more detail.
  • the composition of the present invention is applied, for example, to a painted surface of an automobile, and as a base for dissolving or dispersing the components in the composition to form a uniform coating film, an aliphatic hydrocarbon solvent, One or more organic solvents selected from petroleum solvents, aromatic solvents, alcohols and fluorine solvents are used.
  • organic solvents examples include aliphatic hydrocarbon solvents such as hexane, heptane, nonane, decane, and undecane, petroleum solvents such as mineral spirit, aromatic solvents such as benzene, toluene, and xylene, 1,1 , 2,2,3,3,4-heptafluorocyclopentane, HFE, ethyl nonafluoroisobutyl ether, ethyl nonafluorobutyl ether, methyl nonafluoroisobutyl ether, methyl nonafluoroisobutyl ether and the like. These solvents may be used alone or in combination of two or more.
  • composition of the present invention comprises a reactive silicon cone having (a) a moisture curable silicone resin, (b) a reaction accelerator, and (c) at least one silanol group at the molecular end in the base comprising the organic solvent. It is characterized by containing oil.
  • the moisture curable silicone resin constituting the component (a) is, for example, a silicone alkoxy oligomer having a relatively low molecular weight blocked with an alkoxysilyl group represented by Si—OR at the molecular end, which will be described later (b).
  • a reaction accelerator as a component, a trialkoxysilyl group is hydrolyzed by moisture in the air to form a silanol group (Si—OH), and the silanol groups are condensed to form a siloxane bond (Si—O—).
  • Si—OH silanol group
  • Si—O— siloxane bond
  • the moisture curable silicone resin having such properties is shown by the following average composition formula.
  • R is one or more groups selected from a substituted or unsubstituted alkyl group and an aryl group
  • R ′ is an alkyl having a hydrogen atom and an ether bond having 1 to 4 carbon atoms.
  • One or more groups selected from the group, and m and n are numbers satisfying the following relational expression.
  • the addition amount of the moisture curable silicone resin is 0.1 to 30 parts by weight, preferably 1 to 15 parts by weight, with respect to 100 parts by weight of the composition of the present invention. If the amount is less than 0.1 weight, a uniform coating film cannot be obtained, and if it exceeds 30 parts by weight, the wiping operation may be adversely affected.
  • Moisture curable silicone resins are commercially available, for example, KR-500 (trade name) (manufactured by Shin-Etsu Chemical Co., Ltd.), KR-510 (trade name) (manufactured by Shin-Etsu Chemical Co., Ltd.), X- 40-3327 (trade name) (manufactured by Shin-Etsu Chemical Co., Ltd.), X-40-9225 (trade name) (manufactured by Shin-Etsu Chemical Co., Ltd.), etc. These water-curable silicone resins can be used alone. In addition, two or more types may be used in combination.
  • the reaction accelerator as the component (b) is an alkoxysilyl group represented by Si—OR ′ contained in the moisture curable silicone resin as the component (a) (wherein R ′ represents a hydrogen atom and a carbon atom number).
  • R ′ represents a hydrogen atom and a carbon atom number.
  • One or two or more groups selected from alkyl groups having 1 to 4 ether bonds are components that promote the hydrolysis and condensation reaction with moisture in the air, and the component (b) By containing, the crosslinking density of the said (a) component increases, hardening progresses and a hard film can be obtained.
  • Examples of the component (b) having such effects include organometallic compounds including aluminum, titanium and tin, inorganic acids such as sulfuric acid, hydrochloric acid, acetic acid and phosphoric acid, potassium hydroxide and sodium hydroxide.
  • organometallic compounds including aluminum, titanium and tin
  • inorganic acids such as sulfuric acid, hydrochloric acid, acetic acid and phosphoric acid
  • potassium hydroxide and sodium hydroxide potassium hydroxide and sodium hydroxide.
  • An amine compound such as alkali, ammonia, diethanolamine, and triethanolamine can be used.
  • the component (b) can be obtained as a commercial product.
  • D-20 trade name
  • DX-9740 trade name
  • X-40-2309A trade name
  • the amount of component (b) added is preferably 0.01 to 30 parts by weight, more preferably 0.05 to 10 parts by weight with respect to 100 parts by weight of the composition. If the amount is less than 0.01 parts by weight, the reaction rate is slow, and thus the curability is low. If the amount exceeds 30 parts by weight, the antifouling property and the hardness of the coating film may be adversely affected.
  • the reactive silicone oil having a silanol group represented by Si—OH at the molecular end as the component (c) is an effective component for improving wiping workability due to a lubricating effect, antifouling property, and water repellency. . Further, since the hydrolysis reaction in the condensation reaction process is not required, the condensation reaction is shortened, and as a result, it is effective for shortening the curing time.
  • the component (c) can be obtained as a commercial product, and examples thereof include FK-9701 (manufactured by Shin-Etsu Chemical Co., Ltd.) and XC96-723 (manufactured by GE Toshiba Silicone Co., Ltd.).
  • the amount of component (c) added is preferably 0.1 to 20 parts by weight, more preferably 0.5 to 10 parts by weight with respect to 100 parts by weight of the composition. This is because if it is less than 0.1 part by weight, water repellency and antifouling properties cannot be expressed, and if it exceeds 30 parts by weight, the antifouling property and the hardness of the coating film may be adversely affected.
  • the composition of the present invention can take a form containing fine powder for the purpose of forming a uniform coating film and improving workability such as application and wiping.
  • the fine powder applied to the composition of the present invention preferably has an average particle size of 0.1 to 50 ⁇ m, more preferably 2 to 30 ⁇ m.
  • the average particle size of the fine powder to be added is less than 0.1 ⁇ m, there is a risk of difficulty in wiping work during construction, and when it is 50 ⁇ m or more, there is a risk of scratching the coating surface during wiping.
  • the fine powder can be obtained as a commercial product, for example, techpolymer (manufactured by Sekisui Plastics Co., Ltd., PMMA fine powder), flow beads CL2080 (manufactured by Sumitomo Seika Co., Ltd., low density polyethylene resin powder), MSP3000 (manufactured by Nikko Jamaica Co., Ltd., silicone resin powder) and Eposter S (manufactured by Nippon Shokubai Co., Ltd., melamine / formaldehyde resin powder).
  • techpolymer manufactured by Sekisui Plastics Co., Ltd., PMMA fine powder
  • flow beads CL2080 manufactured by Sumitomo Seika Co., Ltd., low density polyethylene resin powder
  • MSP3000 manufactured by Nikko Jamaica Co., Ltd., silicone resin powder
  • Eposter S manufactured by Nippon Shokubai Co., Ltd., melamine / formaldehyde resin powder.
  • a fine powder to which a pigment is added can be suitably used in order to distinguish between a part that has been applied and a part that has not been applied, or to prevent wiping from being left behind.
  • Examples of commercially available products include tuftic beads AR650 series (manufactured by Toyobo Co., Ltd., cross-linked acrylic resin powder), Art Pearl C-200, C-300, C-400, C-800 (manufactured by Negami Kogyo Co., Ltd.) Cross-linked urethane fine powder).
  • the amount of fine powder added is preferably 0.1 to 20 parts by weight with respect to 100 parts by weight of the composition. If the amount is less than 0.1 parts by weight, the effect of improving the wiping operation cannot be exhibited. If the amount exceeds 20 parts by weight, a uniform film may not be formed.
  • the composition of the present invention can also take a form containing an organophilic layered clay mineral for the purpose of improving antifouling properties and decreasing the sedimentation rate of the fine powder in the composition.
  • organophilic layered clay mineral applied to the composition of the present invention include montmorillonite, mica and talc.
  • organophilic treatment method for the organophilic layered clay mineral examples include layer surface modification, end surface modification, or composite treatment thereof.
  • organic treatment material examples include quaternary ammonium ions, anionic polymers, alkyltrialkoxysilanes, carboxyvinyl polymers, and highly polar organic solvents.
  • the addition amount of the organophilic layered clay mineral is preferably 0.01 to 10 parts by weight, more preferably 0.5 to 5 parts by weight with respect to 100 parts by weight of the composition.
  • the amount of the organophilic layered clay mineral is 0.01 parts by weight or less, the effect of improving the antifouling property and the effect of preventing sedimentation is low, and when it exceeds 10 parts by weight, the wiping workability may be adversely affected. is there.
  • additives such as an ultraviolet absorber, a fragrance, and a surfactant can be blended within a range that does not adversely affect the antifouling effect.
  • composition of the present invention When the composition of the present invention is applied to the painted surface of an automobile, a method such as impregnating the composition with a sponge or cloth and rubbing the painted surface can be used.
  • the application method can be selected according to the purpose and application, such as brush painting and coating with aerosol spray.
  • composition applied to the paint surface in this way is cured on the paint surface as the solvent in the base evaporates and the moisture in the air accelerates the reaction of component (a) (moisture curable silicone resin). A film is formed. Furthermore, the reactive silicone oil of component (c) is chemically bonded to the coating to give gloss and gloss to the coating surface, and even if water stains adhere, it can be removed by simple operations such as washing with water. It is.
  • compositions of the compositions according to Examples 1 to 3 and Comparative Examples 1 to 4 shown in Table 1 below are shown, and the antifouling properties of the compositions according to Examples 1 to 3 and Comparative Examples 1 to 4 are shown.
  • the water repellency was evaluated and the results were shown.
  • a coating composition is uniformly applied with a urethane sponge to a white test piece defined in JIS K2396 (a polish coating agent for automobiles).
  • a test piece is obtained by wiping the surface with a clean cloth after the surface has dried. After further drying for one day, the whiteness of each test piece is measured with a color tester HC-1 (manufactured by Suga Test Instruments Co., Ltd.), and the value is taken as the initial whiteness.
  • carbon black FW-200 manufactured by Holbein Kogyo Co., Ltd., particle size: 0.002 to 0.028 ⁇ m
  • air spray air pressure 0.4 to 0.5 MPa
  • the evaluation criteria for dirt removal are as follows. ⁇ : 0 ⁇ stain removal ⁇ 1.0 ⁇ : 1.0 ⁇ dirt removal ⁇ 3.0 ⁇ : 3.0 ⁇ Dirt removal property ⁇ 5.0 ⁇ : 5.0 ⁇ Dirt removal
  • a coating composition is uniformly applied with a urethane sponge to a white test piece defined in JIS K2396 (a polish coating agent for automobiles) in an atmosphere of 10 ° C.
  • a test piece is obtained by wiping the surface with a clean cloth after the surface has dried. Further, after curing at 10 ° C. for 30 minutes, water the test piece. Then, after leaving a test piece for 72 hours, water repellency is evaluated. The water repellency was evaluated according to the following criteria.
  • compositions of Comparative Examples 1 to 4 were ⁇ , ⁇ , or ⁇ in terms of stain removability, stain removability durability and water repellency durability, but Examples 1 to In each composition of 3, there is no ⁇ or ⁇ for each evaluation item, both are ⁇ or mouth evaluation, excellent in dirt removal and water repellency, and further, the curing time is short, Expected to improve efficiency.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Combustion & Propulsion (AREA)
  • Paints Or Removers (AREA)

Abstract

[PROBLEMS] To provide a coating composition which meets a desire in the market to maintain or recover the beauty of a coating surface through a simpler maintenance operation, and which can be efficiently applied to a coating surface and can retain water repellency and unsusceptibility to fouling over long periods of time. [MEANS FOR SOLVING PROBLEMS] The composition is characterized by comprising one or more organic solvents, as a base, selected among aliphatic hydrocarbon solvents, petroleum solvents, aromatic solvents, alcohols, and fluorinated solvents and further containing, incorporated in the base, (a) a water-curable silicone resin, (b) a reaction accelerator, and (c) a reactive silicone oil having at least one silanol group per molecule.

Description

コーティング組成物Coating composition
　本発明は、例えば自動車塗装面などに適用されるコーティング組成物に関する。詳細には塗装面に撥水性と防汚性を付与し、硬化完了（養生）時間が短いコーティング組成物に関する。 The present invention relates to a coating composition applied to, for example, an automobile painted surface. Specifically, the present invention relates to a coating composition that imparts water repellency and antifouling properties to a painted surface and has a short curing completion (curing) time.
　従来、例えば自動者塗装面に保護皮膜を形成するコーティング組成物としては、表面を保護するワックスおよび樹脂から成る被膜成分と、艶出し効果をもたらすシリコーンオイル成分と、界面活性剤および水などの分散成分を含有するものや、空気中の水分により硬化する成分を含有するものが知られている(例えば特許文献１、及び特許文献２を参照)。
特開平２－１８５５７９号公報 特開２００６－４５５０７号公報 Conventionally, for example, as a coating composition for forming a protective film on a painted surface of an automatic person, a coating component composed of a wax and a resin that protects the surface, a silicone oil component that provides a polishing effect, a dispersion of a surfactant and water Those containing components and those containing components that are cured by moisture in the air are known (see, for example, Patent Document 1 and Patent Document 2).
Japanese Patent Laid-Open No. 2-185579 JP 2006-45507 A
　しかし、特許文献１の組成物における艶出し成分であるシリコーンオイルは定着性に乏しく、長期にわたって光沢などの美観を維持することが困難であった。また、該組成物において被膜成分として含まれるワックスには、美観を著しく損なう水アカの主成分である煤煙、排気ガスなどの汚れが付着しやすく、また一旦付着した汚れは落とし難く、このため、美観維持のために定期的なクリーナーワックスまたは水アカ落としクリーナなどによる煩雑なクリーニング作業が必要であった。一方、特許文献２の組成物は、長期にわたって美観を維持できるものの、硬化前に施工面に雨や雪などが降りかかって施工面が水で濡れると、完全な保護被膜を形成することができないという問題があった。このため、施工現場においては、コーティング組成物を施工後、数時間屋内で放置しなければならず、次の作業までの待ち時間が長く、作業効率の悪化を招いていた。 However, the silicone oil that is a polishing component in the composition of Patent Document 1 has poor fixability, and it has been difficult to maintain aesthetics such as gloss over a long period of time. In addition, the wax contained as a film component in the composition is easily contaminated with smoke, exhaust gas, and the like, which are the main components of water red, which significantly impairs the appearance, and once adhered, it is difficult to remove the dirt. In order to maintain the aesthetic appearance, it was necessary to carry out complicated cleaning work with a regular cleaner wax or a water scrub cleaner. On the other hand, although the composition of patent document 2 can maintain an aesthetics over a long period of time, when a construction surface rains or falls on the construction surface before curing and the construction surface gets wet with water, a complete protective film cannot be formed. There was a problem. For this reason, at the construction site, after the coating composition is applied, it must be left indoors for several hours, and the waiting time until the next work is long, leading to deterioration in work efficiency.
　本発明は、塗装表面の美観をより簡単なメンテナンスで維持もしくは回復したいという市場ニーズに対応するものであり、効率よく塗装面に施工することができ、しかも長期にわたって撥水性および防汚性を維持することができるコーティング組成物を提供することを目的とするものである。 The present invention responds to the market need to maintain or restore the aesthetics of the painted surface with simpler maintenance. It can be efficiently applied to the painted surface and maintains water repellency and antifouling properties over a long period of time. It is an object of the present invention to provide a coating composition that can be applied.
　上記目的を達成するため、本発明は、脂肪族炭化水素系溶剤、石油系溶剤、芳香族系容剤、アルコール及びフッ素系溶剤から選択された１種あるいは２種以上の有機溶剤をベースとし、前記ベース中に、
　（ａ）水分硬化性シリコーン樹脂と、
　（ｂ）反応促進剤と、
　（ｃ）少なくとも分子中に１つ以上のシラノール基を有する反応性シリコーンオイルと、
を含有することを特徴とするコーティング組成物をその要旨とした。 To achieve the above object, the present invention is based on one or more organic solvents selected from aliphatic hydrocarbon solvents, petroleum solvents, aromatic solvents, alcohols and fluorine solvents, In the base,
(A) a moisture curable silicone resin;
(B) a reaction accelerator;
(C) a reactive silicone oil having at least one silanol group in the molecule;
The gist of the present invention is a coating composition characterized by containing
　本発明のコーティング組成物にあっては、（ａ）水分硬化性シリコーン樹脂と、（ｂ）反応促進剤と、（ｃ）分子末端に少なくとも１つのシラノール基を有するシリコーンオイルを含有することから、効率よく塗装面に撥水性および防汚性に優れ、かつ艶のある美しい塗装面を造りだすことができ、水アカが付着しても、水洗いなどの簡単な作業で除去することができる。 In the coating composition of the present invention, it contains (a) a moisture curable silicone resin, (b) a reaction accelerator, and (c) a silicone oil having at least one silanol group at the molecular end. Efficiently water-repellent and antifouling properties can be created on the painted surface, and a beautiful glossy painted surface can be created. Even if water stains adhere, it can be removed by simple operations such as washing with water.
　以下、本発明のコーティング組成物(以下、単に組成物という)を更に詳しく説明する。本発明の組成物は、例えば自動車の塗装面などに適用されるものであり、該組成物中の成分を溶解または分散させて均一なコーティング皮膜を形成させるベースとして、脂肪族炭化水素系溶剤、石油系溶剤、芳香族系容剤、アルコール及びフッ素系溶剤から選択された１種あるいは２種以上の有機溶剤を使用している。 Hereinafter, the coating composition of the present invention (hereinafter simply referred to as the composition) will be described in more detail. The composition of the present invention is applied, for example, to a painted surface of an automobile, and as a base for dissolving or dispersing the components in the composition to form a uniform coating film, an aliphatic hydrocarbon solvent, One or more organic solvents selected from petroleum solvents, aromatic solvents, alcohols and fluorine solvents are used.
　このような有機溶剤として、たとえば、ヘキサン、ヘプタン、ノナン、デカン、ウンデカンなどの脂肪族炭化水素系溶剤、ミネラルスピリットなどの石油系溶剤、ベンゼン、トルエン、キシレンなどの芳香族系溶剤、１，１，２，２，３，３，４－ヘプタフルオロシクロペンタン、ＨＦＥ、エチルノナフルオロイソブチルエーテル、エチルノナフルオロブチルエーテル、メチルノナフルオロイソブチルエーテル、メチルノナフルオロイソブチルエーテルなどのフッ素系溶剤が挙げられる。これら溶剤は単独で用いてもよく、また２種以上併用してもよい。 Examples of such organic solvents include aliphatic hydrocarbon solvents such as hexane, heptane, nonane, decane, and undecane, petroleum solvents such as mineral spirit, aromatic solvents such as benzene, toluene, and xylene, 1,1 , 2,2,3,3,4-heptafluorocyclopentane, HFE, ethyl nonafluoroisobutyl ether, ethyl nonafluorobutyl ether, methyl nonafluoroisobutyl ether, methyl nonafluoroisobutyl ether and the like. These solvents may be used alone or in combination of two or more.
　本発明の組成物は、上記有機溶剤からなるベース中に、（ａ）水分硬化性シリコーン樹脂と（ｂ）反応促進剤と（ｃ）分子末端に少なくとも１つのシラノール基を有する反応性シりコーンオイルとを含有することで特徴づけられたものである。 The composition of the present invention comprises a reactive silicon cone having (a) a moisture curable silicone resin, (b) a reaction accelerator, and (c) at least one silanol group at the molecular end in the base comprising the organic solvent. It is characterized by containing oil.
　（ａ）成分をなす水分硬化性シリコーン樹脂としては、例えぱ分子末端がＳｉ－ＯＲで表されるアルコキシシリル基で封鎖された、比較的分子量の低いシリコーンアルコキシオリゴマーであり、後述する（ｂ）成分である反応促進剤の存在下で、空気中の水分によリアルコキシシリル基が加水分解によりシラノール基（Ｓｉ－ＯＨ）を生じ、そのシラノール基同士が縮合してシロキサン結合（Ｓｉ－Ｏ－Ｓｉ）を形成するものを性質を持つものを好ましいものとして挙げることができる。 The moisture curable silicone resin constituting the component (a) is, for example, a silicone alkoxy oligomer having a relatively low molecular weight blocked with an alkoxysilyl group represented by Si—OR at the molecular end, which will be described later (b). In the presence of a reaction accelerator as a component, a trialkoxysilyl group is hydrolyzed by moisture in the air to form a silanol group (Si—OH), and the silanol groups are condensed to form a siloxane bond (Si—O—). What has the property which forms Si) can be mentioned as a preferable thing.
　このような性質を特つ水分硬化性シリコーン樹脂は、具休的には、下記平均組成式で示される。 The moisture curable silicone resin having such properties is shown by the following average composition formula.
　　　　　　　　　　ＲｍＳｉ（ＯＲ’）ｎＯ（４－ｍ－ｎ）／２
　上記式中、Ｒは、置換もしくは非置換のアルキル基およびアリール基から選択された１種あるいは２種以上の基であり、Ｒ’は水素原子および炭素原子数１～４のエーテル結合を有するアルキル基から選択された１種あるいは２種以上の基であり、ｍおよびｎは下記関係式を満たす数である。 R m Si (OR ′) n O (4-mn) / 2
In the above formula, R is one or more groups selected from a substituted or unsubstituted alkyl group and an aryl group, and R ′ is an alkyl having a hydrogen atom and an ether bond having 1 to 4 carbon atoms. One or more groups selected from the group, and m and n are numbers satisfying the following relational expression.
　　０．５≦ｍ≦１．８、
　　０．０１≦ｎ≦２．５および１≦ｍ＋ｎ≦３
　水分硬化型シリコーン樹脂の添加量は、本発明の組成物１００重量部に対して、０．１～３０重量部、好ましくは１～１５重量部である。０．１重量未満では、均一なコーティング皮膜を得ることができず、３０重量部を超えると拭取り作業に悪影響を及ぼす恐れがあるからである。 0.5 ≦ m ≦ 1.8,
0.01 ≦ n ≦ 2.5 and 1 ≦ m + n ≦ 3
The addition amount of the moisture curable silicone resin is 0.1 to 30 parts by weight, preferably 1 to 15 parts by weight, with respect to 100 parts by weight of the composition of the present invention. If the amount is less than 0.1 weight, a uniform coating film cannot be obtained, and if it exceeds 30 parts by weight, the wiping operation may be adversely affected.
　水分硬化性シリコーン樹脂は、市販品として入手可能であり、例えばＫＲ－５００（商品名）(信越化学工業株式会社製)、ＫＲ－５１０(商品名)(信越化学工業株式会社製)、Ｘ－４０－２３２７(商品名)(信越化学工業株式会社製)、Ｘ－４０－９２２５（商品名)(信越化学工業株式会社製〉などが挙げられる。これら水分硬化性シリコーン樹脂は単独で用いてもよく、また、２種類以上を併用してもよい。 Moisture curable silicone resins are commercially available, for example, KR-500 (trade name) (manufactured by Shin-Etsu Chemical Co., Ltd.), KR-510 (trade name) (manufactured by Shin-Etsu Chemical Co., Ltd.), X- 40-3327 (trade name) (manufactured by Shin-Etsu Chemical Co., Ltd.), X-40-9225 (trade name) (manufactured by Shin-Etsu Chemical Co., Ltd.), etc. These water-curable silicone resins can be used alone. In addition, two or more types may be used in combination.
　（ｂ）成分である反応促進剤は、上記（ａ）成分である水分硬化性シリコーン樹脂に含まれるＳｉ－ＯＲ’で表されるアルコキシシリル基(式中Ｒ’は、水素原子および炭素原子数１～４のエーテル結合を有するアルキル基から選択された１種あるいは２種以上の基である)が空気中の水分で加水分解、縮合する反応を促進させる成分であり、該（ｂ）成分を含有することにより、上記（ａ）成分の架橋密度が高まり、硬化が進んで硬質皮膜を得ることが出来る。 The reaction accelerator as the component (b) is an alkoxysilyl group represented by Si—OR ′ contained in the moisture curable silicone resin as the component (a) (wherein R ′ represents a hydrogen atom and a carbon atom number). (One or two or more groups selected from alkyl groups having 1 to 4 ether bonds) are components that promote the hydrolysis and condensation reaction with moisture in the air, and the component (b) By containing, the crosslinking density of the said (a) component increases, hardening progresses and a hard film can be obtained.
　このような作用効果を奏する（ｂ）成分には、例えばアルミ、チタン、スズなどを含む有機金属化合物、硫酸、塩酸、酢酸、リン酸のような無機酸、水酸化カリウム、水酸化ナトリウムのようなアルカリ、アンモニア、ジエタノールアミン、トリエタノールアミンのようなアミン化合物などを用いることができる。 Examples of the component (b) having such effects include organometallic compounds including aluminum, titanium and tin, inorganic acids such as sulfuric acid, hydrochloric acid, acetic acid and phosphoric acid, potassium hydroxide and sodium hydroxide. An amine compound such as alkali, ammonia, diethanolamine, and triethanolamine can be used.
　（ｂ）成分は市販品として入手することが可能であり、例えばＤ－２０(商品名)(信越化学工業株式会社製、チタン系金属含有)、ＤＸ－９７４０(商品名)(信越化学工業株式会社製、アルミ系金属含有)、Ｘ－４０－２３０９Ａ(商品名)(信越化学工業株式会社製、リン酸含有)などが挙げられる。 The component (b) can be obtained as a commercial product. For example, D-20 (trade name) (manufactured by Shin-Etsu Chemical Co., Ltd., containing titanium-based metal), DX-9740 (trade name) (Shin-Etsu Chemical Co., Ltd.) And X-40-2309A (trade name) (manufactured by Shin-Etsu Chemical Co., Ltd., containing phosphoric acid).
　（ｂ）成分の添加量としては、該組成物１００重量部に対して、０．０１～３０重量部が好ましく、より好ましくは０．０５～１０重量部である。０．０１重量部未満では反応速度が遅いため硬化性が低く、３０重量部を超えると防汚性および被膜の硬度に悪影響を与える恐れがあるからである。 The amount of component (b) added is preferably 0.01 to 30 parts by weight, more preferably 0.05 to 10 parts by weight with respect to 100 parts by weight of the composition. If the amount is less than 0.01 parts by weight, the reaction rate is slow, and thus the curability is low. If the amount exceeds 30 parts by weight, the antifouling property and the hardness of the coating film may be adversely affected.
　（ｃ）成分である、分子末端にＳｉ－ＯＨで表されるシラノール基を有する反応性シリコーンオイルは、潤滑効果による拭取り作業性の向上、防汚性、撥水性に効果的な成分である。また、縮合反応過程における加水分解反応が必要ないため、縮合反応が短縮され、結果的に養生時間を短縮させるのに効果的である。 The reactive silicone oil having a silanol group represented by Si—OH at the molecular end as the component (c) is an effective component for improving wiping workability due to a lubricating effect, antifouling property, and water repellency. . Further, since the hydrolysis reaction in the condensation reaction process is not required, the condensation reaction is shortened, and as a result, it is effective for shortening the curing time.
　（ｃ）成分は市販品として入手することが可能であり、例えばＦＫ－９７０１(信越化学工業株式会社製)やＸＣ９６－７２３(ＧＥ東芝シリコーン株式会社製）が挙げられる。 The component (c) can be obtained as a commercial product, and examples thereof include FK-9701 (manufactured by Shin-Etsu Chemical Co., Ltd.) and XC96-723 (manufactured by GE Toshiba Silicone Co., Ltd.).
　(ｃ)成分の添加量は、該組成物１００重量部に対して、０．１～２０重量部が好ましく、より好ましくは０．５～１０重量部である。０．１重量部未満では撥水性および防汚性を発現することができず、３０重量部を超えると防汚性および被膜の硬度に悪影響を与える恐れがあるからである。 The amount of component (c) added is preferably 0.1 to 20 parts by weight, more preferably 0.5 to 10 parts by weight with respect to 100 parts by weight of the composition. This is because if it is less than 0.1 part by weight, water repellency and antifouling properties cannot be expressed, and if it exceeds 30 parts by weight, the antifouling property and the hardness of the coating film may be adversely affected.
　本発明の組成物は、均一なコーティング被膜を形成させ、かつ塗布および拭取りなどの作業性を向上させることを目的として、微粉末を含む形態を採ることもできる。本発明の組成物に適用する微粉末としては、平均粒径が０．１～５０μｍのものが好ましく、より好ましくは２～３０μｍである。添加する微粉末の平均粒径が０．１μｍを下回る場合、施工時の拭取り作業に困難を生じる恐れがあり、５０μｍ以上では拭取り時に塗装表面にキズをつける恐れがある。 The composition of the present invention can take a form containing fine powder for the purpose of forming a uniform coating film and improving workability such as application and wiping. The fine powder applied to the composition of the present invention preferably has an average particle size of 0.1 to 50 μm, more preferably 2 to 30 μm. When the average particle size of the fine powder to be added is less than 0.1 μm, there is a risk of difficulty in wiping work during construction, and when it is 50 μm or more, there is a risk of scratching the coating surface during wiping.
　微粉末は、市販品として入手することが可能であり、例えばテクポリマー(積水化成品工業株式会社製、ＰＭＭＡ微粉末)、フロービーズＣＬ２０８０(住友精化株式会社製、低密度ポリエチレン樹脂粉末)、ＭＳＰ３０００(日興リカ株式会社製、シリコーン樹脂粉末)、エポスターＳ(日本触媒製、メラミン・ホルムアルデヒド樹脂粉末〉が挙げられる。 The fine powder can be obtained as a commercial product, for example, techpolymer (manufactured by Sekisui Plastics Co., Ltd., PMMA fine powder), flow beads CL2080 (manufactured by Sumitomo Seika Co., Ltd., low density polyethylene resin powder), MSP3000 (manufactured by Nikko Rica Co., Ltd., silicone resin powder) and Eposter S (manufactured by Nippon Shokubai Co., Ltd., melamine / formaldehyde resin powder).
　また微粉末には、施工済部分と未施工部分の区別、若しくは拭取り残しを防ぐために、顔料を添加したものも好適に使用することができる。市販品で入手可能なものとしては、例えばタフチックビーズＡＲ６５０シリーズ（東洋紡社製、架橋アクリル樹脂粉末)、アートパールＣ－２００、Ｃ－３００、Ｃ－４００、Ｃ－８００(根上工業社製、架橋ウレタン微粉末)などが挙げられる。 In addition, a fine powder to which a pigment is added can be suitably used in order to distinguish between a part that has been applied and a part that has not been applied, or to prevent wiping from being left behind. Examples of commercially available products include tuftic beads AR650 series (manufactured by Toyobo Co., Ltd., cross-linked acrylic resin powder), Art Pearl C-200, C-300, C-400, C-800 (manufactured by Negami Kogyo Co., Ltd.) Cross-linked urethane fine powder).
　微粉末の添加量としては、該組成物１００重量部に対して、０．１～２０重量部であることが好ましい。０．１重量部未満では、拭き取り作業の向上に効果を発揮できず、２０重量部を超えると、均一な皮膜ができない恐れがあるからである。 The amount of fine powder added is preferably 0.1 to 20 parts by weight with respect to 100 parts by weight of the composition. If the amount is less than 0.1 parts by weight, the effect of improving the wiping operation cannot be exhibited. If the amount exceeds 20 parts by weight, a uniform film may not be formed.
　本発明の組成物は、防汚性の向上、並びに該組成物における上記微粉末の沈降速度を低下させることを目的として、親有機層状粘土鉱物を含む形態を採ることもできる。本発明の組成物に適用する親有機層状粘土鉱物としては、モンモリロナイト、マイカ、タルクなどが挙げられる。 The composition of the present invention can also take a form containing an organophilic layered clay mineral for the purpose of improving antifouling properties and decreasing the sedimentation rate of the fine powder in the composition. Examples of the organophilic layered clay mineral applied to the composition of the present invention include montmorillonite, mica and talc.
　親有機層状粘土鉱物の親有機化処理方法としては、層表面修飾、端面修飾またはそれらの複合処理が挙げられる。さらに有機処理材料としては、４級アンモニウムイオン、アニオン系ポリマー、アルキルトリアルコキシシラン、カルボキシビニルポリマーおよび高極性有機溶剤などが挙げられる。 Examples of the organophilic treatment method for the organophilic layered clay mineral include layer surface modification, end surface modification, or composite treatment thereof. Furthermore, examples of the organic treatment material include quaternary ammonium ions, anionic polymers, alkyltrialkoxysilanes, carboxyvinyl polymers, and highly polar organic solvents.
　親有機層状粘土鉱物の添加量としては、該組成物１００重量部に対して、０．０１～１０重量部が好ましく、より好ましくは０．５～５重量部である。親有機層状粘土鉱物の添加量が０．０１重量部以下の場合、防汚性の向上効果及び沈降防止効果が低く、１０重量部を超える場合には、拭取り作業性に悪影響を及ぼす恐れがある。 The addition amount of the organophilic layered clay mineral is preferably 0.01 to 10 parts by weight, more preferably 0.5 to 5 parts by weight with respect to 100 parts by weight of the composition. When the amount of the organophilic layered clay mineral is 0.01 parts by weight or less, the effect of improving the antifouling property and the effect of preventing sedimentation is low, and when it exceeds 10 parts by weight, the wiping workability may be adversely affected. is there.
　本発明の組成物には、その他に、防汚効果に悪影響を与えない範囲で、例えば紫外線吸収剤、香料、界面活性剤などの添加剤を配合することができる。 In addition to the composition of the present invention, additives such as an ultraviolet absorber, a fragrance, and a surfactant can be blended within a range that does not adversely affect the antifouling effect.
　木発明の組成物を自動車の塗装面に塗布する場合には、該紺成物をスポンジまたは布に含浸させ、塗装表面を擦るなどの方法を用いることができる。なお、塗布方法は、たとえぼ刷毛塗り、エアゾールスプレーでのコーティングなど、その目的および用途により選択することができる。 When the composition of the present invention is applied to the painted surface of an automobile, a method such as impregnating the composition with a sponge or cloth and rubbing the painted surface can be used. The application method can be selected according to the purpose and application, such as brush painting and coating with aerosol spray.
　このようにして塗装表面に塗布された組成物は、ベースである溶剤が揮発するに伴い、空気中の水分が（ａ）成分(水分硬化性シリコーン樹脂）の反応を促進し、塗装表面に硬化皮膜が形成される。さらに、（ｃ）成分の反応性シリコーンオイルが被膜と化学結合することにより、塗装表面に艶および光沢を付与し、水アカが付着しても水洗いなどの簡単な作業により除去することができるものである。 The composition applied to the paint surface in this way is cured on the paint surface as the solvent in the base evaporates and the moisture in the air accelerates the reaction of component (a) (moisture curable silicone resin). A film is formed. Furthermore, the reactive silicone oil of component (c) is chemically bonded to the coating to give gloss and gloss to the coating surface, and even if water stains adhere, it can be removed by simple operations such as washing with water. It is.
　下記表１に示す実施例１～３、並びに比較例１～４に係る各組成物の組成を示すと共に、実施例１～３、並びに比較例１～４に係る各組成物の、防汚性、撥水性について評価し、その結果を示した。 The compositions of the compositions according to Examples 1 to 3 and Comparative Examples 1 to 4 shown in Table 1 below are shown, and the antifouling properties of the compositions according to Examples 1 to 3 and Comparative Examples 1 to 4 are shown. The water repellency was evaluated and the results were shown.
Figure JPOXMLDOC01-appb-T000001
Figure JPOXMLDOC01-appb-T000001
　防汚性（汚れ除去性）の評価
　ＪＩＳ　Ｋ２３９６(自動車用艶出しコーティング剤）に規定される白色試験片に、ウレタンスポンジにてコーティング組成物を均一に塗布する。表面が乾燥した後に清浄な布を用いて表面を拭き取ったものを試験片とする。さらに１日乾燥させたのち、それぞれの試験片をカラーテスターＨＣ－１(スガ試験機株式会社製)により、白色度を測定し、その値を初期白色度とする。 Evaluation of antifouling property (dirt removal property) A coating composition is uniformly applied with a urethane sponge to a white test piece defined in JIS K2396 (a polish coating agent for automobiles). A test piece is obtained by wiping the surface with a clean cloth after the surface has dried. After further drying for one day, the whiteness of each test piece is measured with a color tester HC-1 (manufactured by Suga Test Instruments Co., Ltd.), and the value is taken as the initial whiteness.
　汚染物質として、カーボンブラックＦＷ－２００(ホルベイン工業社製、粒径:０．００２～０．０２８μｍ)５重量部、水９５重量部中に均一に分散し、エアスプレー(エア圧０．４～０．５ＭＰａ)で、試験片の表面を均一に塗布する。 As a contaminant, carbon black FW-200 (manufactured by Holbein Kogyo Co., Ltd., particle size: 0.002 to 0.028 μm) is uniformly dispersed in 5 parts by weight of water and 95 parts by weight of water, and air spray (air pressure 0.4 to 0.5 MPa), and uniformly apply the surface of the test piece.
　試験片を６０℃で１時間乾燥させ、汚染物質を焼き付けた後、室温まで放冷する。放冷後、流水下にて、試験片表面に付着した汚染物質を、ガーゼなど柔らかい布で擦りながら洗浄する。これを１サイクルとする。試験片より水分を取り除いた後、カラーテスターＨＣ－１(スガ試験機株式会社製）により、白色度を測定し、洗浄後白色度とする。汚れ除去性は上記試験１サイクル実施時の測定値を評価対象とする。 ¡Dry the test piece at 60 ° C for 1 hour, bake out the contaminants, and allow to cool to room temperature. After standing to cool, the contaminants adhering to the surface of the test piece are washed under running water while rubbing with a soft cloth such as gauze. This is one cycle. After removing moisture from the test piece, the whiteness is measured with a color tester HC-1 (manufactured by Suga Test Instruments Co., Ltd.) to obtain the whiteness after washing. The soil removability is evaluated based on the measured value when one test cycle is performed.
評価甚準
　汚れ除去性は以下の式で求める。
　　汚れ除去性　＝　初期白色度－洗浄後白色度 Evaluation criteria The soil removability is obtained by the following formula.
Dirt removal property = initial whiteness-whiteness after washing
　汚れ除去性の評価基準は、下記の通りとする。
　　　○：　０　≦　汚れ除去性　＜　１．０
　　　□：１．０≦　汚れ除去性　＜　３．０
　　　△：３．０≦　汚れ除去性　＜　５．０
　　　×：５．０≦　汚れ除去性 The evaluation criteria for dirt removal are as follows.
○: 0 ≦ stain removal <1.0
□: 1.0 ≦ dirt removal <3.0
Δ: 3.0 ≦ Dirt removal property <5.0
×: 5.0 ≦ Dirt removal
汚れ除去性の耐久性
　前記防汚性の評価を１０サイクル実施後の汚れ除去性で評価する。評価基準および評価方法は。前述の汚れ除去性と同様とする。 Durability of stain removal The evaluation of the antifouling property is evaluated by the stain removal property after 10 cycles. What are the evaluation criteria and evaluation methods? The same as the above-described dirt removal property.
養生時間の評価
　ＪＩＳ　Ｋ２３９６（自動車用艶出しコーティング剤）に規定される白色試験片に、ウレタンスポンジにてコーティング組成物を、１０℃の雰囲気下で均一に塗布する。表面が乾燥した後に清浄な布を用いて表面を拭き取ったものを試験片とする。さらに１０℃にて、３０分間養生後、試験片に水を掛ける。その後、試験片を７２時間放置した後、撥水性を評価する。撥水状態は以下の基準に従い評価した。 Evaluation of Curing Time A coating composition is uniformly applied with a urethane sponge to a white test piece defined in JIS K2396 (a polish coating agent for automobiles) in an atmosphere of 10 ° C. A test piece is obtained by wiping the surface with a clean cloth after the surface has dried. Further, after curing at 10 ° C. for 30 minutes, water the test piece. Then, after leaving a test piece for 72 hours, water repellency is evaluated. The water repellency was evaluated according to the following criteria.
評価基準
　　　○：　よく撥水する
　　　□：　まずまず撥水する
　　　△：　やや撥水が弱い Evaluation criteria ○: Water repellent well □: Water repellent △: Slightly water repellent
撥水性の耐久性
　自動車のボンネットに実施例および比較例として調製された各組成物をスポンジに含浸した後、均一に塗布し、１０分間乾燥させる。乾燥後、清浄なタオル（３０×３０ｃｍ）を用いて、表面を拭き取った。３ケ月後、水を掛け、撥水状態を確認した。撥水状態は、以下の基準に従い評価した。 Durability of water repellency After impregnating a sponge with each of the compositions prepared as examples and comparative examples in an automobile bonnet, it is uniformly applied and dried for 10 minutes. After drying, the surface was wiped with a clean towel (30 × 30 cm). Three months later, water was applied to confirm the water-repellent state. The water repellent state was evaluated according to the following criteria.
　　　○：　よく撥水する
　　　口：　まずまず撥水する
　　　△：　やや撥水が弱い
　　　×：　ほとんど撥水していない ○: Water repellent well Mouth: Water repellent △: Slightly water repellent ×: Almost not water repellent
　表1から、比較例１～４の各組成物にあっては、汚れ除去性、汚れ除去性の耐久性ならびに撥水性の耐久性について、□、△または×であったが、実施例１～３の各組成にあっては、各評価項目について△または×はなく、いずれも○または口の評価であり、汚れ除去性、撥水性の耐久性に優れ、さらに養生時間が短いことにより、作業効率の向上が期待される。 From Table 1, the compositions of Comparative Examples 1 to 4 were □, Δ, or × in terms of stain removability, stain removability durability and water repellency durability, but Examples 1 to In each composition of 3, there is no △ or × for each evaluation item, both are ○ or mouth evaluation, excellent in dirt removal and water repellency, and further, the curing time is short, Expected to improve efficiency.

Claims (4)

  1. 　脂肪族炭化水素系溶剤、石油系溶剤、芳香族系容剤、アルコール及びフッ素系溶剤から選択された１種あるいは２種以上の有機溶剤をベースとし、前記ベース中に、
    　（ａ）水分硬化性シリコーン樹脂と、
    　（ｂ）反応促進剤と、
    　（ｃ）分子末端に少なくとも１つ以上のシラノール基を有する反応性シリコーンオイルと、
    を含有することを特徴とするコーティング組成物。     Based on one or more organic solvents selected from aliphatic hydrocarbon solvents, petroleum solvents, aromatic solvents, alcohols and fluorine solvents, in the base,
    (A) a moisture curable silicone resin;
    (B) a reaction accelerator;
    (C) a reactive silicone oil having at least one silanol group at the molecular end;
    A coating composition comprising:
  2. 　該組成物１００重量部に対して、
    　０．１～３０重量部の（ａ）成分と、
    　０．０１～３０重量部の（ｂ）成分と、
    　０．１～２０重量部の（ｃ）成分と、
    を含有することを特徴とする請求項１記載のコーティング組成物。     For 100 parts by weight of the composition,
    0.1 to 30 parts by weight of component (a),
    0.01 to 30 parts by weight of component (b);
    0.1 to 20 parts by weight of component (c),
    The coating composition according to claim 1, comprising:
  3. 　該組成物１００重量部に対して、平均粒径０．１～５０μｍの微粉末を０．１～１０重量部の割合で含むことを特徴とする請求項１または２のいずれかに記載のコーティング組成物。 3. The coating according to claim 1, comprising a fine powder having an average particle size of 0.1 to 50 μm in a proportion of 0.1 to 10 parts by weight with respect to 100 parts by weight of the composition. Composition.
  4. 　該組成物１００重量部に対して、親有機処理された層状粘土鉱物を０．０１～１０重量部の割合で含むことを特徴とする請求項１～３のいずれかに記載のコーティング組成物。 The coating composition according to any one of claims 1 to 3, which comprises 0.01 to 10 parts by weight of a layered clay mineral that has been subjected to an organophilic treatment with respect to 100 parts by weight of the composition.
PCT/JP2008/060996 2008-06-16 2008-06-16 Coating composition WO2009153853A1 (en)

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Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2000080354A (en) * 1998-09-03 2000-03-21 Ge Toshiba Silicones Co Ltd Rustproof and stain resistant coating agent composition
JP2002322418A (en) * 2001-04-26 2002-11-08 Sumitomo Light Metal Ind Ltd Water-repellent coated layer forming composition
JP2003034553A (en) * 2001-07-24 2003-02-07 Ge Toshiba Silicones Co Ltd Composition of surface treatment agent for vehicular glass
JP2003253207A (en) * 2002-02-28 2003-09-10 Dow Corning Toray Silicone Co Ltd Curable silicone resin composition for coating
JP2006045507A (en) * 2004-06-30 2006-02-16 Soft99 Corporation Surface protective agent for coated outdoor face
JP2007270071A (en) * 2006-03-31 2007-10-18 Cci Corp Coating composition
JP2008075021A (en) * 2006-09-22 2008-04-03 Soft99 Corporation Coating agent for vehicles
JP2008138074A (en) * 2006-12-01 2008-06-19 Cci Corp Coating composition

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2000080354A (en) * 1998-09-03 2000-03-21 Ge Toshiba Silicones Co Ltd Rustproof and stain resistant coating agent composition
JP2002322418A (en) * 2001-04-26 2002-11-08 Sumitomo Light Metal Ind Ltd Water-repellent coated layer forming composition
JP2003034553A (en) * 2001-07-24 2003-02-07 Ge Toshiba Silicones Co Ltd Composition of surface treatment agent for vehicular glass
JP2003253207A (en) * 2002-02-28 2003-09-10 Dow Corning Toray Silicone Co Ltd Curable silicone resin composition for coating
JP2006045507A (en) * 2004-06-30 2006-02-16 Soft99 Corporation Surface protective agent for coated outdoor face
JP2007270071A (en) * 2006-03-31 2007-10-18 Cci Corp Coating composition
JP2008075021A (en) * 2006-09-22 2008-04-03 Soft99 Corporation Coating agent for vehicles
JP2008138074A (en) * 2006-12-01 2008-06-19 Cci Corp Coating composition

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