JP2015038161A - Antifouling paint and paint - Google Patents

Antifouling paint and paint Download PDF

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JP2015038161A
JP2015038161A JP2008206822A JP2008206822A JP2015038161A JP 2015038161 A JP2015038161 A JP 2015038161A JP 2008206822 A JP2008206822 A JP 2008206822A JP 2008206822 A JP2008206822 A JP 2008206822A JP 2015038161 A JP2015038161 A JP 2015038161A
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paint
weight
antifouling paint
antifouling
mixed
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JP2015038161A6 (en
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貴仁 川又
Takahito Kawamata
貴仁 川又
博幸 工藤
Hiroyuki Kudo
博幸 工藤
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KF ATTAIN CO Ltd
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Priority to PCT/JP2009/001946 priority patent/WO2010018645A1/en
Publication of JP2015038161A publication Critical patent/JP2015038161A/en
Publication of JP2015038161A6 publication Critical patent/JP2015038161A6/ja
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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
    • 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
    • C09D5/1612—Non-macromolecular compounds
    • C09D5/1618—Non-macromolecular compounds inorganic
    • 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
    • C09D127/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Coating compositions based on derivatives of such polymers
    • C09D127/02—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Coating compositions based on derivatives of such polymers not modified by chemical after-treatment
    • C09D127/12—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Coating compositions based on derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
    • 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
    • C09D191/00—Coating compositions based on oils, fats or waxes; Coating compositions based on derivatives thereof
    • C09D191/06—Waxes
    • 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
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/60—Additives non-macromolecular
    • 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
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/66—Additives characterised by particle size
    • C09D7/67—Particle size smaller than 100 nm
    • 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
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/66—Additives characterised by particle size
    • C09D7/68—Particle size between 100-1000 nm
    • 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
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/66—Additives characterised by particle size
    • C09D7/69—Particle size larger than 1000 nm
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/38—Boron-containing compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L91/00—Compositions of oils, fats or waxes; Compositions of derivatives thereof
    • C08L91/06—Waxes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L91/00—Compositions of oils, fats or waxes; Compositions of derivatives thereof
    • C08L91/06—Waxes
    • C08L91/08—Mineral waxes

Abstract

PROBLEM TO BE SOLVED: To provide an antifouling paint or paint that uses inexpensive raw materials, that can be produced in mass production, and that can prevent the adhesion of aquatic organism without contaminating the ecological environment.SOLUTION: The antifouling paint or paint was made by the following steps: 95 wt.% hydrofluoroether was charged into a stainless steel vessel and heated at a temperature of 20°C to 50°C by electric heating appliances, and 5 wt.% polyfluorocarbon was mixed into the same while warming and stirring; the temperature control was through the use of thermostat and attention was paid for the temperature not to exceed the boiling point; while maintaining the temperature at 20°C to 50°C, agitation was provided for 15 to 20 minutes; an antifouling paint or paint thus produced was packed into a container.

Description

本発明は、水生生物の付着抑制効果を有する防汚塗料および塗料に関する。   The present invention relates to an antifouling paint and paint having an aquatic organism adhesion inhibitory effect.

従来、船底に水生生物が付着するのを防止する種々の防汚塗料用添加剤および防汚塗料がある。その中で環境汚染に配慮したものとして、天然抽出精油を用いたもの（例えば、特許文献１参照）、ジルコン石、銀、酸化亜鉛を用いたもの（例えば、特許文献２参照）、稀土石、電気石、ジルコン石、シラスバルーンを用いたもの（例えば、特許文献３参照）、モナズ石粉体、電気石粉体を用いたもの（例えば、特許文献４参照）が知られている。   Conventionally, there are various antifouling paint additives and antifouling paints that prevent aquatic organisms from adhering to the ship bottom. Among them, those using natural extracted essential oils (for example, see Patent Document 1), those using zirconite, silver, zinc oxide (for example, see Patent Document 2), rare earth stones, Known are those using tourmaline, zirconite, and shirasu balloon (see, for example, Patent Document 3), monazite powder, and those using tourmaline powder (see, for example, Patent Document 4).

特開２００６−２１３６９０号公報JP 2006-213690 A 特開２００５−２４８１３６号公報JP 2005-248136 A 特開２００４−２３８４５４号公報JP 2004-238454 A 特開２００２−８０３１５号公報JP 2002-80315 A

しかしながら、特許文献１乃至４に記載の従来の防汚塗料用添加剤は原材料が比較的高価で入手しにくいことから、防汚塗料も高価となり、量産に適さないという課題があった。   However, since the conventional antifouling paint additives described in Patent Documents 1 to 4 are relatively expensive and difficult to obtain, there is a problem that the antifouling paint is expensive and not suitable for mass production.

本発明は、このような課題に着目してなされたもので、安価な原材料を用い、量産可能で、生態環境を汚染せずに水生生物が付着するのを防止可能な防汚塗料および塗料を提供することを目的としている。   The present invention has been made paying attention to such problems, and it is possible to produce antifouling paints and paints that can be mass-produced using inexpensive raw materials and can prevent aquatic organisms from adhering without polluting the ecological environment. It is intended to provide.

上記目的を達成するために、本発明に係る防汚塗料または塗料は、ハイドロフルオロエーテルおよびフッ化カーボンから成ることを、特徴とする。フッ化カーボンの配合割合はハイドロフルオロエーテルに対し０．１乃至２０重量％が好ましく、特に、ハイドロフルオロエーテル９０乃至９５重量％およびポリフルオロカーボン５乃至１０重量％から成ることが好ましい。
ハイドロフルオロエーテルとしては、例えば、メチルパーフルオロプロピルエーテル、1,1,1,2,2,3,4,5,5,5-デカフルオロ-3-メトキシ-4-（トリフルオロメチル）-ペンタン、1,1,1,2,3,3-ヘキサフルオロ-4-（1,1,2,3,3,3-ヘキサフルオロプロポキシ）-ペンタンなどが挙げられる。
フッ化カーボンとしては、例えば、ポリフルオロカーボン、ポリテトラフルオロエチレン、ジフルオロメチレンが挙げられる。 In order to achieve the above object, the antifouling paint or paint according to the present invention comprises hydrofluoroether and carbon fluoride. The blending ratio of the fluorinated carbon is preferably 0.1 to 20% by weight based on the hydrofluoroether, and particularly preferably 90 to 95% by weight of the hydrofluoroether and 5 to 10% by weight of the polyfluorocarbon.
Examples of the hydrofluoroether include methyl perfluoropropyl ether, 1,1,1,2,2,3,4,5,5,5-decafluoro-3-methoxy-4- (trifluoromethyl) -pentane. 1,1,1,2,3,3-hexafluoro-4- (1,1,2,3,3,3-hexafluoropropoxy) -pentane and the like.
Examples of the carbon fluoride include polyfluorocarbon, polytetrafluoroethylene, and difluoromethylene.

本発明に係る他の防汚塗料または塗料は、パラフィンワックスの水性エマルジョンおよびフッ化カーボンから成ることを、特徴とする。
パラフィンワックスの水性エマルジョンは、パラフィンワックス２０乃至５０重量％と、乳化剤および水の残部とから成ることが好ましい。フッ化カーボンの配合割合は、パラフィンワックスの水性エマルジョンに対し０．１乃至２０重量％が好ましい。さらに、窒化ホウ素粉末を含むことが好ましい。窒化ホウ素粉末の配合割合は、パラフィンワックスの水性エマルジョンに対し０．１乃至１０重量％が好ましい。特に、パラフィンワックスの水性エマルジョン９５重量％、窒化ホウ素粉末５重量％およびポリフルオロカーボン０．１重量％から成ることが好ましい。 Another antifouling paint or paint according to the invention is characterized in that it consists of an aqueous emulsion of paraffin wax and carbon fluoride.
The aqueous emulsion of paraffin wax preferably comprises 20 to 50% by weight of paraffin wax and the remainder of the emulsifier and water. The blending ratio of carbon fluoride is preferably 0.1 to 20% by weight with respect to the aqueous emulsion of paraffin wax. Furthermore, it is preferable to contain boron nitride powder. The blending ratio of the boron nitride powder is preferably 0.1 to 10% by weight based on the aqueous emulsion of paraffin wax. In particular, it is preferably composed of 95% by weight of an aqueous emulsion of paraffin wax, 5% by weight of boron nitride powder, and 0.1% by weight of polyfluorocarbon.

本発明に係るさらに他の防汚塗料または塗料は、フッ素系不活性液体およびフッ化カーボンから成ることを、特徴とする。フッ化カーボンの配合割合は、フッ素系不活性液体に対し０．１乃至２０重量％が好ましい。前記フッ素系不活性液体はパーフルオロ-N-アルキルモルホリンから成ることが好ましい。特に、パーフルオロ-N-アルキルモルホリン９０乃至９９重量％およびポリフルオロカーボン１乃至１０重量％から成ることが好ましい。
フッ素系不活性液体としては、完全フッ素化物のパーフルオロ-N-アルキルホルモリンが好ましい。パーフルオロ-N-アルキルホルモリンとしては、例えば、パーフルオロ-N-イソプロピルモルホリン、パーフルオロ-N-プロピルモルホリン、パーフルオロ-N-エチルモルホリンなどが挙げられる。 Still another antifouling paint or paint according to the present invention is characterized by comprising a fluorine-based inert liquid and carbon fluoride. The blending ratio of carbon fluoride is preferably 0.1 to 20% by weight with respect to the fluorine-based inert liquid. The fluorinated inert liquid is preferably composed of perfluoro-N-alkylmorpholine. In particular, it preferably comprises 90 to 99% by weight of perfluoro-N-alkylmorpholine and 1 to 10% by weight of polyfluorocarbon.
The fluorinated inert liquid is preferably a perfluorinated N-alkylformoline perfluorinated product. Examples of perfluoro-N-alkylformoline include perfluoro-N-isopropylmorpholine, perfluoro-N-propylmorpholine, perfluoro-N-ethylmorpholine, and the like.

前記フッ化カーボンはポリフルオロカーボンから成ることが好ましい。
本発明に係る混合防汚塗料または混合塗料は、本発明に係る前記防汚塗料または前記塗料と他の塗料とから成ることを特徴とする。
本発明に係る前記防汚塗料または前記塗料の配合割合は、本発明に係る混合防汚塗料または混合塗料の２乃至２０重量％、特に５乃至１５重量％が好ましい。本発明に係る混合防汚塗料または混合塗料は、防汚性のない一般の塗料または防汚性を有する一般の塗料に本発明に係る防汚塗料または塗料を配合して製造することができる。一般の塗料は、水性塗料でも油性塗料でもよい。 The carbon fluoride is preferably made of polyfluorocarbon.
The mixed antifouling paint or mixed paint according to the present invention comprises the antifouling paint according to the present invention or the paint and another paint.
The blending ratio of the antifouling paint or paint according to the present invention is preferably 2 to 20% by weight, particularly 5 to 15% by weight of the mixed antifouling paint or mixed paint according to the present invention. The mixed antifouling paint or mixed paint according to the present invention can be produced by blending the general antifouling paint or the general antifouling paint with the antifouling paint or paint according to the present invention. The general paint may be an aqueous paint or an oil paint.

本発明に係る防汚塗料または塗料および混合防汚塗料または混合塗料は、５乃至５０ミクロンメートルの厚さで付着されることが好ましい。本発明に係る防汚塗料または塗料および混合防汚塗料または混合塗料は、着色料その他の添加剤を含んでいてもよい。   The antifouling paint or paint and the mixed antifouling paint or mixed paint according to the present invention are preferably deposited with a thickness of 5 to 50 microns. The antifouling paint or paint and the mixed antifouling paint or mixed paint according to the present invention may contain colorants and other additives.

本発明に係る防汚塗料または塗料および混合防汚塗料または混合塗料は、撥水性・撥油性・防汚性・滑り性を有する。その性質は、摩擦・酸に対する耐久性が高く、効果が持続する。本発明に係る防汚塗料または塗料は、生態環境を汚染しない。本発明に係る防汚塗料または塗料および混合防汚塗料または混合塗料は、低表面張力、低粘度で浸透性に優れ、すばやく乾燥する性質を有する。海水等に対する抵抗が低いため、船底塗料に用いたとき、船舶の燃費向上に寄与する。本発明に係る防汚塗料または塗料および混合防汚塗料または混合塗料は、船底塗料として好適である。   The antifouling paint or paint and the mixed antifouling paint or mixed paint according to the present invention have water repellency, oil repellency, antifouling property and slipperiness. Its properties are highly resistant to friction and acid, and the effect is sustained. The antifouling paint or paint according to the present invention does not pollute the ecological environment. The antifouling paint or paint and the mixed antifouling paint or mixed paint according to the present invention have the properties of low surface tension, low viscosity, excellent permeability and quick drying. Because it has low resistance to seawater, it contributes to improved fuel economy when used for ship bottom paint. The antifouling paint or paint and the mixed antifouling paint or mixed paint according to the present invention are suitable as a ship bottom paint.

本発明によれば、安価な原材料を用い、量産可能で、生態環境を汚染せずに水生生物が付着するのを防止可能な防汚塗料または塗料を提供することができる。   According to the present invention, it is possible to provide an antifouling paint or paint capable of mass production using inexpensive raw materials and capable of preventing aquatic organisms from adhering without polluting the ecological environment.

以下、本発明の実施の形態について説明する。
本発明の第１の実施の形態の防汚塗料または塗料は、以下の方法で製造される。
ハイドロフルオロエーテルを２０℃乃至５０℃の温度で加熱し、保温・攪拌しながらフッ化カーボンを混合する。温度を２０℃乃至５０℃に保ちながら、１５分間乃至２０分間、攪拌する。こうして、ハイドロフルオロエーテルおよびフッ化カーボンから成る防汚塗料を製造することができる。製造した防汚塗料は、容器に充填する。 Embodiments of the present invention will be described below.
The antifouling paint or paint of the first embodiment of the present invention is produced by the following method.
The hydrofluoroether is heated at a temperature of 20 ° C. to 50 ° C., and the carbon fluoride is mixed while keeping warm and stirring. While maintaining the temperature at 20 ° C. to 50 ° C., the mixture is stirred for 15 to 20 minutes. Thus, an antifouling paint composed of hydrofluoroether and carbon fluoride can be produced. The produced antifouling paint is filled in a container.

本発明の第２の実施の形態の防汚塗料は、以下の方法で製造される。
パラフィンワックスの水性エマルジョンを２０℃乃至５０℃の温度で加熱し、保温・攪拌しながらフッ化カーボンを混合する。さらに、窒化ホウ素粉末を混合してもよい。温度を２０℃乃至５０℃に保ちながら、１５分間乃至２０分間、攪拌するこうして、パラフィンワックスの水性エマルジョンおよびフッ化カーボンから成る防汚塗料を製造することができる。製造した防汚塗料は、容器に充填する。 The antifouling paint of the second embodiment of the present invention is produced by the following method.
An aqueous emulsion of paraffin wax is heated at a temperature of 20 ° C. to 50 ° C., and carbon fluoride is mixed while keeping warm and stirring. Further, boron nitride powder may be mixed. While maintaining the temperature at 20 ° C. to 50 ° C., the mixture is stirred for 15 to 20 minutes. Thus, an antifouling paint composed of an aqueous emulsion of paraffin wax and carbon fluoride can be produced. The produced antifouling paint is filled in a container.

本発明の第３の実施の形態の防汚塗料は、以下の方法で製造される。
フッ素系不活性液体を２０℃乃至５０℃の温度で加熱し、保温・攪拌しながらフッ化カーボンを混合する。温度を２０℃乃至５０℃に保ちながら、１５分間乃至２０分間、攪拌するこうして、フッ素系不活性液体およびフッ化カーボンから成る防汚塗料を製造することができる。製造した防汚塗料は、容器に充填する。 The antifouling paint of the third embodiment of the present invention is manufactured by the following method.
The fluorine-based inert liquid is heated at a temperature of 20 ° C. to 50 ° C., and the carbon fluoride is mixed while keeping warm and stirring. While maintaining the temperature at 20 ° C. to 50 ° C., the mixture is stirred for 15 to 20 minutes. Thus, an antifouling paint comprising a fluorine-based inert liquid and carbon fluoride can be produced. The produced antifouling paint is filled in a container.

[実施例１]
ハイドロフルオロエーテル（Ｃ4Ｆ9ＯＣＨ3）には、メチルノナフルオロイソブチルエーテル５０重量％とメチルノナフルオロブチルエーテル５０重量％との混合物から成る市販品を用いた。フッ化カーボンには、ポリフルオロカーボン（ＣnＦ2n+2）、粒径３００ミクロンメートル以下の市販品を用いた。
このハイドロフルオロエーテル９５重量％をステンレス製容器に入れ、電気式加熱器具により２０℃乃至５０℃の温度で加熱し、保温・攪拌しながらフッ化カーボン５重量％を混合した。温度管理には、サーモスタットを用い、沸点以上の温度にならないよう注意した。温度を２０℃乃至５０℃に保ちながら、１５分間乃至２０分間、攪拌した。こうして製造した実施例１の防汚塗料を、容器に充填した。 [Example 1]
As the hydrofluoroether (C 4 F 9 OCH 3 ), a commercial product composed of a mixture of 50% by weight of methyl nonafluoroisobutyl ether and 50% by weight of methyl nonafluorobutyl ether was used. As the fluorocarbon, polyfluorocarbon (C n F 2n + 2 ), a commercial product having a particle size of 300 μm or less was used.
95% by weight of this hydrofluoroether was put in a stainless steel container, heated at a temperature of 20 ° C. to 50 ° C. with an electric heating device, and mixed with 5% by weight of carbon fluoride while keeping and stirring. For temperature control, a thermostat was used, and care was taken not to exceed the boiling point. The mixture was stirred for 15 to 20 minutes while maintaining the temperature at 20 to 50 ° C. The container was filled with the antifouling paint of Example 1 produced in this way.

[実施例２]
パラフィンワックスの水性エマルジョンには、パラフィンワックス（ＣnＨ2n+2）を４０重量％と残部が乳化剤と水とから成る市販品を用いた。フッ化カーボンには、ポリフルオロカーボン（ＣnＦ2n+2）、粒径３００ミクロンメートル以下の市販品を用いた。窒化ホウ素粉末には、粒径５ミクロンメートル以下で密度２．２６g/cm3の市販品を用いた。
このパラフィンワックスの水性エマルジョン９５重量％をステンレス製容器に入れ、電気式加熱器具により２０℃乃至５０℃の温度で加熱し、保温・攪拌しながらフッ化カーボン０．１重量％および窒化ホウ素粉末５重量％を混合した。温度管理には、サーモスタットを用い、沸点以上の温度にならないよう注意した。温度を２０℃乃至５０℃に保ちながら、１５分間乃至２０分間、攪拌した。こうして製造した実施例２の防汚塗料を、容器に充填した。 [Example 2]
As the aqueous emulsion of paraffin wax, a commercial product comprising 40% by weight of paraffin wax (C n H 2n + 2 ) and the balance of emulsifier and water was used. As the fluorocarbon, polyfluorocarbon (C n F 2n + 2 ), a commercial product having a particle size of 300 μm or less was used. As the boron nitride powder, a commercial product having a particle size of 5 μm or less and a density of 2.26 g / cm 3 was used.
95% by weight of this aqueous emulsion of paraffin wax is placed in a stainless steel container, heated at a temperature of 20 ° C. to 50 ° C. with an electric heating device, and 0.1% by weight of carbon fluoride and boron nitride powder 5 while being kept warm and stirred. The weight percent was mixed. For temperature control, a thermostat was used, and care was taken not to exceed the boiling point. The mixture was stirred for 15 to 20 minutes while maintaining the temperature at 20 to 50 ° C. The container was filled with the antifouling paint of Example 2 produced in this way.

[実施例３]
フッ素系不活性液体には、市販のパーフルオロN-アルキルモルホリン１００重量％で比重１．８、液体粘度０．８cps（２５℃）からなる市販品を用いた。フッ化カーボンには、ポリフルオロカーボン（ＣnＦ2n+2）、粒径３００ミクロンメートル以下の市販品を用いた。
このフッ素系不活性液体９５重量％をステンレス製容器に入れ、電気式加熱器具により２０℃乃至５０℃の温度で加熱し、保温・攪拌しながらフッ化カーボン５重量％を混合した。温度管理には、サーモスタットを用い、沸点以上の温度にならないよう注意した。温度を２０℃乃至５０℃に保ちながら、１５分間乃至２０分間、攪拌した。こうして製造した実施例３の防汚塗料を、容器に充填した。 [Example 3]
As the fluorine-based inert liquid, a commercially available product comprising 100% by weight of commercially available perfluoro N-alkylmorpholine and a specific gravity of 1.8 and a liquid viscosity of 0.8 cps (25 ° C.) was used. As the fluorocarbon, polyfluorocarbon (C n F 2n + 2 ), a commercial product having a particle size of 300 μm or less was used.
95% by weight of this fluorinated inert liquid was placed in a stainless steel container, heated at a temperature of 20 ° C. to 50 ° C. with an electric heating device, and mixed with 5% by weight of carbon fluoride while keeping warm and stirring. For temperature control, a thermostat was used, and care was taken not to exceed the boiling point. The mixture was stirred for 15 to 20 minutes while maintaining the temperature at 20 to 50 ° C. The container was filled with the antifouling paint of Example 3 produced in this way.

[試験１]
実施例１乃至３の防汚塗料を刷毛により２回塗布した表面と塗布しない塗装面とに水滴を散布し、撥水効果を調べた。その結果、防汚塗料を塗布しない塗装面では水が大きく広がり、撥水性がみられなかった（水滴の接触角が小さい）のに対し、実施例１乃至３の防汚塗料を塗布した表面ではいずれも水滴を強くはじき、水滴が表面張力で丸くなった（水滴の接触角が大きい）。この結果から、実施例１乃至３の防汚塗料には、強い撥水効果があることが確認できた。 [Test 1]
Water droplets were sprayed on the surface where the antifouling paints of Examples 1 to 3 were applied twice with a brush and the coated surface where the antifouling paint was not applied, and the water repellent effect was examined. As a result, on the surface where the antifouling paint was not applied, the water spread widely and water repellency was not observed (the contact angle of the water droplet was small), whereas on the surface where the antifouling paint of Examples 1 to 3 was applied In both cases, the water droplets were strongly repelled, and the water droplets were rounded by surface tension (the contact angle of the water droplets was large). From this result, it was confirmed that the antifouling paints of Examples 1 to 3 had a strong water repellent effect.

[試験２]
実施例２の防汚塗料を市販の油性塗料（商品名「パワープロテクター」、ＹＡＭＡＨＡ製）に５重量％添加した混合防汚塗料（実施例２−１）と、１０重量％添加した混合防汚塗料（実施例２−２）を準備した。
３隻のテスト船（釣り船）に市販の油性塗料（商品名「パワープロテクター」、ＹＡＭＡＨＡ製）（対照）と、実施例２−１の混合防汚塗料と、実施例２−２の混合防汚塗料とをそれぞれ塗布し、平成１９年５月３日から８月１２日まで秋田県の戸賀港に停泊させた。その間、２回、各回２時間、海洋を航行した。
試験開始から３ヶ月以上経過した８月１２日に、市販の油性塗料（対照）と、実施例２−１の混合防汚塗料と、実施例２−２の混合防汚塗料とを塗布した表面を肉眼で観察した。 [Test 2]
A mixed antifouling paint (Example 2-1) in which 5% by weight of the antifouling paint of Example 2 was added to a commercially available oil paint (trade name “Power Protector”, manufactured by YAMAHA), and a mixed antifouling paint added in an amount of 10% by weight. A paint (Example 2-2) was prepared.
Three test ships (fishing boats) with commercially available oil paint (trade name “Power Protector”, manufactured by YAMAHA) (control), mixed antifouling paint of Example 2-1, and mixed antifouling of Example 2-2 Each of the paints was applied, and it was anchored at Toga Port in Akita Prefecture from May 3rd to August 12th, 2007. During that time, she sailed the ocean twice, 2 hours each time.
Surface coated with a commercially available oil-based paint (control), the mixed antifouling paint of Example 2-1 and the mixed antifouling paint of Example 2-2 on August 12, after three months or more passed from the start of the test Was observed with the naked eye.

その結果、市販の油性塗料（対照）を塗布しただけのテスト船では、大量のコケ、フジツボ、その他の海洋生物が付着していた。その付着した厚さは３ｃｍ乃至５ｃｍであった。フジツボは、３０匹以上の付着が確認された。
実施例２−１の混合防汚塗料を塗布したテスト船では、フジツボ、その他の海洋生物は付着していなかったが、多少のコケが付着していた。そのコケの割合は、船底の２割乃至３割程度で、走行に影響する量ではなかった。
実施例２−２の混合防汚塗料を塗布したテスト船では、フジツボ、その他の海洋生物は付着していなかった。船底の１箇所にごく少量のコケが観察されたが、その他にはコケの付着はなかった。 As a result, a large amount of moss, barnacles, and other marine organisms were attached to the test ship that had only been applied with a commercially available oil paint (control). The attached thickness was 3 cm to 5 cm. More than 30 barnacles were found attached.
In the test ship to which the mixed antifouling paint of Example 2-1 was applied, barnacles and other marine organisms were not attached, but some moss was attached. The ratio of moss was about 20 to 30% of the bottom of the ship, and it was not an amount that affected driving.
In the test ship to which the mixed antifouling paint of Example 2-2 was applied, barnacles and other marine organisms were not attached. Only a small amount of moss was observed at one location on the bottom of the ship, but no other moss adhered.

[試験３]
以下の試料について撥水効果を調べた。試験では、ガラス基板（８０ｍｍ×４０ｍｍ×１０ｍｍ)に各試料を刷毛で１回塗布し、接触角を測定した。その接触角を各試料の次に示す。なお、ハイドロフルオロエーテルにはメチルノナフルオロイソブチルエーテル５０重量％とメチルノナフルオロブチルエーテル５０重量％との混合物から成る市販品を、ポリフルオロカーボンには、粒径３００ミクロンメートル以下の市販品を、パーフルオロN-アルキルモルホリン１００重量％で比重１．８、液体粘度０．８cps（２５℃）からなる市販品を、パラフィンワックスの水性エマルジョンには、パラフィンワックス（ＣnＨ2n+2）４０重量％と残部が乳化剤と水とから成る市販品を用いた。
（試料１）ハイドロフルオロエーテル
接触角 ３０°
（試料２）ハイドロフルオロエーテル９９．９重量％とポリフルオロカーボン０．１重量％とを混合したもの
接触角 ５０°
（試料３）ハイドロフルオロエーテル９９重量％とポリフルオロカーボン１重量％とを混合したもの
接触角 ９８°
（試料４）ハイドロフルオロエーテル９５重量％とポリフルオロカーボン５重量％とを混合したもの
接触角 １３４°
（試料５）ハイドロフルオロエーテル９０重量％とポリフルオロカーボン１０重量％とを混合したもの
接触角 測定不能（撥水効果が大きすぎて基板に水滴が付かなかった）
（試料６）パーフルオロ-N-アルキルホルモリン
接触角 ３２°
（試料７）パーフルオロ-N-アルキルホルモリン９９．９重量％とポリフルオロカーボン０．１重量％とを混合したもの
接触角 ５３°
（試料８）パーフルオロ-N-アルキルホルモリン９９重量％とポリフルオロカーボン１重量％とを混合したもの
接触角 １０１°
（試料９）パーフルオロ-N-アルキルホルモリン９５重量％とポリフルオロカーボン５重量％とを混合したもの
接触角 １３５°
（試料１０）パーフルオロ-N-アルキルホルモリン９０重量％とポリフルオロカーボン１０重量％とを混合したもの
接触角 測定不能（撥水効果が大きすぎて基板に水滴が付かなかった）
（試料１１）パラフィンワックスの水性エマルジョン
接触角 １０１°
（試料１２）加水分解型水性塗料（市販品）
接触角 ９５°
（試料１３））加水分解型水性塗料（市販品）９０重量％と、パラフィンワックスの水性エマルジョン１０重量％とを混合したもの
接触角 １１０°
（試料１４）パラフィンワックスの水性エマルジョン９４．９重量％と窒化ホウ素粉末５重量％とポリフルオロカーボン０．１重量％とを混合したもの５０重量％と、パーフルオロ-N-アルキルホルモリン９５重量％とポリフルオロカーボン５重量％とを混合したもの５０重量％とを混合したもの
接触角 １２１°
（試料１５）加水分解型水性塗料（市販品）９０重量％と、パラフィンワックスの水性エマルジョン９４．９重量％と窒化ホウ素粉末５重量％とポリフルオロカーボン０．１重量％とを混合したもの５重量％と、パーフルオロ-N-アルキルホルモリン９５重量％とポリフルオロカーボン５重量％とを混合したもの５重量％とを混合したもの
接触角 １２０°
（試料１６）加水分解型水性塗料（市販品）９５重量％と、ハイドロフルオロエーテル９５重量％とポリフルオロカーボン５重量％とを混合したもの５重量％とを混合したもの
接触角 １０５°

以上のとおり、試料４,５，８，９，１０、１１、１３，１４，１５，１６は、接触角が１００°以上であり、強い撥水効果があることが確認できた。


[Test 3]
The following samples were examined for water repellency effect. In the test, each sample was applied once with a brush on a glass substrate (80 mm × 40 mm × 10 mm), and the contact angle was measured. The contact angle is shown next to each sample. For hydrofluoroether, a commercial product comprising a mixture of 50% by weight of methyl nonafluoroisobutyl ether and 50% by weight of methyl nonafluorobutyl ether is used. For polyfluorocarbon, a commercial product having a particle size of 300 μm or less is used. A commercial product consisting of N-alkylmorpholine 100% by weight with a specific gravity of 1.8 and a liquid viscosity of 0.8 cps (25 ° C.) is used as an aqueous emulsion of paraffin wax. Paraffin wax (C n H 2n + 2 ) is 40% by weight. A commercial product comprising the balance of emulsifier and water was used.
(Sample 1) Hydrofluoroether contact angle 30 °
(Sample 2) Mixture of 99.9% by weight of hydrofluoroether and 0.1% by weight of polyfluorocarbon Contact angle 50 °
(Sample 3) Mixture of 99% by weight of hydrofluoroether and 1% by weight of polyfluorocarbon Contact angle 98 °
(Sample 4) Mixture of 95% by weight of hydrofluoroether and 5% by weight of polyfluorocarbon Contact angle 134 °
(Sample 5) A mixture of 90% by weight of hydrofluoroether and 10% by weight of polyfluorocarbon. Contact angle cannot be measured (the water-repellent effect was too great to cause water droplets on the substrate).
(Sample 6) Perfluoro-N-alkylformoline Contact angle 32 °
(Sample 7) A mixture of 99.9% by weight of perfluoro-N-alkylformoline and 0.1% by weight of polyfluorocarbon Contact angle 53 °
(Sample 8) 99% by weight of perfluoro-N-alkylformoline mixed with 1% by weight of polyfluorocarbon Contact angle 101 °
(Sample 9) A mixture of 95% by weight of perfluoro-N-alkylformoline and 5% by weight of polyfluorocarbon Contact angle 135 °
(Sample 10) A mixture of 90% by weight of perfluoro-N-alkylformoline and 10% by weight of polyfluorocarbon. Contact angle cannot be measured (the water repellent effect was too great and water droplets were not attached to the substrate).
(Sample 11) Aqueous emulsion of paraffin wax Contact angle 101 °
(Sample 12) Hydrolyzable water-based paint (commercially available)
Contact angle 95 °
(Sample 13) A mixture of hydrolyzable water-based paint (commercially available) 90% by weight and 10% by weight of an aqueous emulsion of paraffin wax. Contact angle 110 °
(Sample 14) An aqueous emulsion of paraffin wax 94.9% by weight, boron nitride powder 5% by weight, polyfluorocarbon 0.1% by weight 50% by weight, perfluoro-N-alkylformoline 95% by weight A mixture of 5% by weight of polyfluorocarbon and 50% by weight. Contact angle 121 °
(Sample 15) Hydrolyzable water-based paint (commercial product) 90% by weight, paraffin wax aqueous emulsion 94.9% by weight, boron nitride powder 5% by weight and polyfluorocarbon 0.1% by weight 5% % And 5% by weight of a mixture of 95% by weight of perfluoro-N-alkylformoline and 5% by weight of polyfluorocarbon. Contact angle 120 °
(Sample 16) Hydrolyzable water-based paint (commercially available) 95% by weight, mixed with 95% by weight of hydrofluoroether and 5% by weight of polyfluorocarbon 5% by weight Contact angle 105 °

As described above, Samples 4, 5, 8, 9, 10, 11, 13, 14, 15, and 16 have a contact angle of 100 ° or more, and it was confirmed that there was a strong water repellent effect.


Claims (14)

ハイドロフルオロエーテルおよびフッ化カーボンから成ることを、特徴とする防汚塗料。   An antifouling paint characterized by comprising hydrofluoroether and carbon fluoride. パラフィンワックスの水性エマルジョンおよびフッ化カーボンから成ることを、特徴とする防汚塗料。   An antifouling paint characterized by comprising an aqueous emulsion of paraffin wax and carbon fluoride. 窒化ホウ素粉末を含むことを、特徴とする請求項２記載の防汚塗料。   3. The antifouling paint according to claim 2, comprising boron nitride powder. フッ素系不活性液体およびフッ化カーボンから成ることを、特徴とする防汚塗料。   An antifouling paint characterized by comprising a fluorine-based inert liquid and carbon fluoride. 前記フッ素系不活性液体はパーフルオロ-N-アルキルモルホリンから成ることを、特徴とする請求項４記載の防汚塗料。   5. The antifouling paint according to claim 4, wherein the fluorinated inert liquid comprises perfluoro-N-alkylmorpholine. 前記フッ化カーボンはポリフルオロカーボンから成ることを、特徴とする請求項１乃至５のいずれかに記載の防汚塗料。   6. The antifouling paint according to claim 1, wherein the carbon fluoride is made of polyfluorocarbon. 請求項１乃至６のいずれかに記載の防汚塗料と他の塗料とから成ることを特徴とする混合防汚塗料。   A mixed antifouling paint comprising the antifouling paint according to any one of claims 1 to 6 and another paint. ハイドロフルオロエーテルおよびフッ化カーボンから成ることを、特徴とする塗料。   A paint characterized by comprising hydrofluoroether and carbon fluoride. パラフィンワックスの水性エマルジョンおよびフッ化カーボンから成ることを、特徴とする塗料。   A paint characterized by comprising an aqueous emulsion of paraffin wax and carbon fluoride. 窒化ホウ素粉末を含むことを、特徴とする請求項９記載の塗料。   The paint according to claim 9, further comprising boron nitride powder. フッ素系不活性液体およびフッ化カーボンから成ることを、特徴とする塗料。   A paint characterized by comprising a fluorine-based inert liquid and carbon fluoride. 前記フッ素系不活性液体はパーフルオロ-N-アルキルモルホリンから成ることを、特徴とする請求項１１記載の塗料。   12. The coating material according to claim 11, wherein the fluorine-based inert liquid comprises perfluoro-N-alkylmorpholine. 前記フッ化カーボンはポリフルオロカーボンから成ることを、特徴とする請求項８乃至１２のいずれかに記載の塗料。   The paint according to any one of claims 8 to 12, wherein the carbon fluoride is made of polyfluorocarbon. 請求項８乃至１３のいずれかに記載の塗料と他の塗料とから成ることを特徴とする混合塗料。

14. A mixed paint comprising the paint according to claim 8 and another paint.

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