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WO2006038540A1 - Préparation pour traitement de surface - Google Patents

Préparation pour traitement de surface Download PDF

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Publication number
WO2006038540A1
WO2006038540A1 PCT/JP2005/018078 JP2005018078W WO2006038540A1 WO 2006038540 A1 WO2006038540 A1 WO 2006038540A1 JP 2005018078 W JP2005018078 W JP 2005018078W WO 2006038540 A1 WO2006038540 A1 WO 2006038540A1
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WO
WIPO (PCT)
Prior art keywords
weight
polymer
parts
hydrolyzable silicon
group
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/JP2005/018078
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English (en)
Japanese (ja)
Inventor
Masato Akimoto
Chiharu Agawa
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Cemedine Co Ltd
Original Assignee
Cemedine Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Cemedine Co Ltd filed Critical Cemedine Co Ltd
Publication of WO2006038540A1 publication Critical patent/WO2006038540A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • 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
    • C09D201/00—Coating compositions based on unspecified macromolecular compounds
    • C09D201/02—Coating compositions based on unspecified macromolecular compounds characterised by the presence of specified groups, e.g. terminal or pendant functional groups
    • C09D201/10—Coating compositions based on unspecified macromolecular compounds characterised by the presence of specified groups, e.g. terminal or pendant functional groups containing hydrolysable silane groups
    • 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
    • C09D143/00—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 containing boron, silicon, phosphorus, selenium, tellurium, or a metal; Coating compositions based on derivatives of such polymers
    • C09D143/04—Homopolymers or copolymers of monomers containing silicon
    • 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
    • C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
    • C09D183/04—Polysiloxanes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
    • C08G77/24—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen halogen-containing groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
    • C08G77/26—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen nitrogen-containing groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
    • C08L83/04—Polysiloxanes

Definitions

  • the present invention relates to a resinous resin composition, and more particularly to a low-contamination non-aqueous coating composition with little contamination after coating.
  • Patent Document 1 Japanese Patent Laid-Open No. 2003-238795
  • Patent Document 2 Japanese Unexamined Patent Publication No. 2000-169544
  • Patent Document 3 Japanese Patent Application Laid-Open No. 2004-059782
  • Patent Document 4 Japanese Patent Laid-Open No. 2004-51830
  • Patent Document 5 Japanese Unexamined Patent Publication No. 2003-138151
  • Patent Document 6 Japanese Patent Laid-Open No. 2001-40037
  • the present invention solves the above-mentioned problems associated with the prior art, and an object of the present invention is to provide a composition for a non-aqueous paint that is excellent in stain resistance in outdoor exposure by imparting hydrophilicity to the surface. To do.
  • the present inventors have added (b) 0.5 to 30 parts by weight of (b) a silicone-based surfactant to 100 parts by weight of a polymer having a hydrolyzable silicon group. Has been found to be hydrophilic and has led to the present invention.
  • the non-aqueous coating composition of the present invention comprises (a) a polymer having a hydrolyzable silicon group 1 00 parts by weight (b) Silicone surfactant 0.5-30 parts by weight, more preferably 1-2
  • the polymer (a) having a hydrolyzable silicon group preferably contains a (meth) acrylic polymer having a hydrolyzable silicon group.
  • acryl and methacryl are collectively referred to as (meth) acryl.
  • the non-aqueous coating composition of the present invention preferably comprises (c) an inorganic filler having a particle diameter of 0.2 to 4. Omm.
  • a silane force pulling agent 0.5 to: LO part by weight is further blended with 100 parts by weight of the polymer having (a) a hydrolyzable silicon group.
  • the silane coupling agent (d) is an aminosilane.
  • composition for a non-aqueous coating material of the present invention hydrophilicity can be imparted to the surface, so that the effect of excellent stain resistance in outdoor exposure can be achieved.
  • the coating composition of the present invention is a non-aqueous coating composition comprising (a) a polymer having a hydrolyzable silicon group and (b) a silicone surfactant.
  • Component of coating composition of the present invention (a)
  • the polymer having a hydrolyzable silicon group has a hydroxyl group or hydrolyzable group bonded to a silicon atom, and forms a siloxane bond.
  • An organic polymer containing a crosslinkable silicon-containing group, that is, a hydrolyzable silicon group is used.
  • the hydrolyzable silicon group is not particularly limited, but 1 to 6 hydrolyzable silicon groups are generally contained in the molecule.
  • the position of the crosslinkable silyl group is not particularly limited, and may be at the end of the organic polymer molecular chain or inside or both, but it is preferably at the end of the molecular chain.
  • the hydrolyzable silicon group is preferably one represented by the following general formula (1) which is easy to crosslink and easy to produce.
  • R is a substituted or unsubstituted monovalent organic group having 1 to 20 carbon atoms, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, or carbon. Most preferred is a methyl group, preferably an aralkyl group of 7 to 20. When a plurality of R are present, they may be the same or different.
  • X is a hydroxyl group or a hydrolyzable group, and a halogen atom, a hydrogen atom, a hydroxyl group, an alkoxy group, an acyloxy group, a ketoximate group, an amide group, an acid amide group, a mercapto group, an alkenyloxy group, and an aminooxy group are selected.
  • Preferred is a methoxy group, with an alkoxy group being more preferred.
  • n is 1, 2 or 3, with 2 being most preferred. ]
  • hydrolyzable silicon groups in the polymer (a) having hydrolyzable silicon groups these may be the same or different, and The number of n in formula (1) may be the same or different. Two or more organic polymers having different hydrolyzable silicon groups may be used.
  • the polymer in the polymer (a) having a hydrolyzable silicon group is not particularly limited.
  • each main chain contains an organosiloxane.
  • Polyoxyalkylene polymer, vinyl-modified polyoxyalkylene polymer, (meth) acryl-modified polyoxyalkylene polymer, (meth) aryl polymer, bull polymer, polyester polymer , (Meth) acrylic acid ester polymers, polyisobutylene polymers and copolymers thereof can be mentioned as preferred examples, and (meth) acrylic polymers are particularly preferred.
  • These polymers (a) may be used alone or in combination of two or more.
  • a polyoxyalkylene polymer having a hydrolyzable silicon group a (meth) acrylic polymer having a hydrolyzable silicon group, a (meth) acryl-modified polyoxyalkylene system having a hydrolyzable silicon group
  • Preferred examples include polymers and mixtures thereof.
  • the polymer (a) having a hydrolyzable silicon group preferably contains a (meth) acrylic polymer having a hydrolyzable silicon group from the viewpoint of weather resistance.
  • the hydrolyzable silicon group From the viewpoint of weather resistance, it is preferable to use a (meth) acrylic polymer having
  • the polymer (a) having a hydrolyzable silicon group is a (meth) acrylic polymer having a hydrolyzable silicon group, or the hydrolyzable silicon group.
  • the content of the (meth) acrylic polymer having a hydrolyzable silicon group is preferably 10% to 100% by weight, more preferably 50% to 100% by weight.
  • the point of physical properties such as elongation and workability is such that the content of the polyoxyalkylene polymer having a hydrolyzable silicon group in the polymer (a) having a hydrolyzable silicon group is 10% by weight to 100%. It is preferably 30% by weight to 100% by weight, more preferably 60% by weight to 100% by weight.
  • the (meth) acrylic polymer having a hydrolyzable silicon group is more preferably a (meth) acrylic organic polymer having a hydrolyzable silicon group at the molecular chain end.
  • the production method of the (meth) acrylic polymer having a hydrolyzable silicon group at the end is not particularly limited, but the atom transfer radical which is preferred to the living radical polymerization method is preferred to the controlled radical polymerization method. The polymerization method is more preferred.
  • a method for producing the polymer (a) having a hydrolyzable silicon group is not particularly limited, and a known synthesis method can be used.
  • the hydrolyzable silicon group-containing organic polymer contains a hydrolyzable silicon group and the main chain is a vinyl polymer such as an acrylic polymer, a vinyl synthesized by a radical polymerization method is used. It is preferable to use a polymer
  • the radical polymerization method is a general radical in which a monomer having a specific functional group and a vinyl monomer are simply copolymerized using an azo compound, a peroxide, or the like as a polymerization initiator. It can be divided into a polymerization method and a controlled radical polymerization method in which a specific functional group can be introduced at a controlled position such as a terminal. In the present invention, it is synthesized by a controlled radical polymerization method. The vinyl polymer thus obtained is more effective.
  • the controlled radical polymerization method further includes a chain transfer agent method in which a vinyl polymer having a functional group at a terminal is obtained by polymerization using a chain transfer agent having a specific functional group; It can be divided into living radical polymerization methods in which the terminal grows without causing a termination reaction.
  • the living radical polymerization method can obtain a polymer having an arbitrary molecular weight, a narrow molecular weight distribution, and a low viscosity, and a monomer having a specific functional group can be introduced at an arbitrary position. Therefore, it is particularly preferable.
  • the terminal in addition to the polymerization in which the terminal always has activity and the molecular chain grows and grows, the terminal deactivated and the activated one grow while being in an equilibrium state. Many pseudo-living polymerizations are also included in living polymerization.
  • Living radical polymerization methods include a method using a cobalt porphyrin complex, a method using a radical scavenger such as a nitroxide compound, a transition metal complex using an organic halogen compound or a halogenated sulfonyl compound as an initiator.
  • Atom Transfer Radical Polymerization ATRP, which polymerizes bulle monomers using the catalyst as a catalyst.
  • the living radical polymerization method is not particularly limited, but the atom transfer radical polymerization method is preferable.
  • a reverse atom transfer radical polymerization method that is, a high acid state when a normal atom transfer radical polymerization catalyst generates a radical, for example, when Cu (I) is used as a catalyst.
  • a general radical initiator such as peroxide is allowed to act on Cu (II '), and as a result, an equilibrium similar to that of atom transfer radical polymerization is generated. Is.
  • a halogen-terminated hydrocarbon is used as a chain transfer agent to obtain a halogen-terminated polymer, or a hydroxyl group-containing mercabtan has a hydroxyl group-containing polysulfide as a chain transfer agent. And a method for obtaining a hydroxyl-terminated polymer.
  • the number average molecular weight of the hydrolyzable silicon group-containing polymer (a) is preferably 3,000 to 30,000, more preferably 5,000 to 20,000, and generally a modified silicone resin. What can be called. Specific examples of these include product name Cyril SAT200 and MS polymer MA903 manufactured by Kanechi Co., Ltd., and product name KUSTER S3630 manufactured by Asahi Glass Co., Ltd. and the like.
  • Component (b) silicone surfactant of the coating composition of the present invention includes, for example, dimethylsiloxane and polyalkylene oxide as the main chain, and methylsiloxane is a hydrophobic group and alkylene oxide is a hydrophilic group.
  • ionic surfactants include side-chain-modified copolymers with Si-C bonds or terminal-modified polymers with Si-O-C bonds with respect to the dimethylsiloxane main chain. These products are produced by adjusting the silicon concentration, the chain length of the dimethylsiloxane portion, the type of alkylene oxide, etc., and are also sold as silicone surfactants, foam stabilizers for urethane foam, antifoaming agents, etc. . Specific examples of these include Silwet L7604, FZ2162, and FZ 2207 from Nippon Car Company.
  • the silicone-based surfactant (b) is preferably blended in an amount of 0.5 to 30 parts by weight per 100 parts by weight of the polymer (a) having the hydrolyzable silicon group. If the amount is less than 5 parts by weight, the hydrophilic effect of the paint surface is low. If it exceeds 30 parts by weight, there is a problem in terms of water-resistant adhesion to the substrate. Furthermore, with respect to 100 parts by weight of component (a), 1 to 20 parts by weight of component (b) is excellent in terms of stain resistance after coating and adhesion to a substrate.
  • the design of the coating surface can be enhanced by blending the powder with the coating composition of the present invention.
  • the powder either inorganic powder or organic powder can be used, and (c) an inorganic filler having a particle size of 0.2 to 4. Omm is particularly preferable.
  • Specific examples of the inorganic filler (c) include calcium carbonate, silica sand, and glass beads. These may be used alone or in combination of two or more.
  • the blending ratio of the inorganic filler (c) is not particularly limited and may be appropriately selected as necessary. However, 10 to 500 parts by weight of 100 parts by weight of the component (a) is blended. It is preferable that 50 to 400 parts by weight is more preferable.
  • Adhesion can be further improved by blending the silane coupling agent (d) with the coating composition of the present invention.
  • the silane coupling agent (d) include aminosilanes represented by the following formula (2), ⁇ -glycidoxypropyltrimethoxysilane and the like.
  • silane coupling agents examples include isocyanate silanes such as topropyltrimethoxysilane, and aminosilanes are particularly preferable. These silane coupling agents may be used alone or in combination of two or more.
  • Y is an NH group and an alkyl group that may contain a Z or NH bond
  • the three Zs may be the same or different.
  • aminosilanes include N- ⁇ - (aminoethyl) aminopropyltrimethoxysilane, ⁇ - ⁇ - (aminoethyl) aminopropyltriethoxysilane, aminopropyltrimethoxysilane, aminoethyla. And minopropylmethyldimethoxysilane.
  • examples of commercially available products include “ ⁇ 603” and ⁇ 903] (manufactured by Shin-Etsu Chemical Co., Ltd.). These aminosilanes may be used alone or in combination of two or more. Aminosilanes and other silane coupling agents may be used in combination.
  • the aminosilanes are ketiminized, it is preferable to block all primary amines among them with a carboxylic compound.
  • carboxylic compound include ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone, and cyclohexanone.
  • the mixing ratio of the silane coupling agent (d) is not particularly limited, but it is preferable to add 0.5 to L0 parts by weight with respect to 100 parts by weight of the component (a). It is more preferable to mix the ingredients.
  • An epoxy resin can be further added to the coating composition of the present invention for the purpose of improving water-resistant adhesion.
  • Polymers having hydrolyzable silicon groups as other compounding agents (a) Curing catalysts, curing accelerators, curing retarders, plasticizers, fillers, adhesion-imparting agents, diluents, pigments, dehydrants, UV absorbers, light stabilizers, antioxidants, etc. Possible Example
  • each component was mixed at room temperature and reduced pressure using a high viscosity mixing stirrer to obtain a coating composition.
  • KBM603 manufactured by Shin-Etsu Chemical Co., Ltd.
  • the obtained coating composition was evaluated as follows, and the results are shown in Table 2.
  • a specimen was obtained by the same method as in the adhesion test.
  • a 0.2 cc water droplet was dropped on the coating film of the test specimen obtained at room temperature, and the contact angle at which the water droplet contacted the coating film was measured 1 minute later.
  • a specimen was obtained by the same method as in the adhesion test. After the exposed specimen was exposed on the roof for 3 months, its raindrop contamination was observed and judged visually according to the following criteria:
  • a specimen was obtained by the same method as in the adhesion test. The roughness of the coating film of the obtained specimen was visually observed.
  • the evaluation criteria are as follows.
  • Example 1 to 4 as shown in Table 2 are excellent in stain resistance in outdoor exposure, and were formulated with an inorganic filler having a particle size of 0.2 to 4. Omm. Examples 1 and 2 also had good design properties.
  • the coating composition of the present invention is excellent in stain resistance, design and adhesion, and can be suitably used as a coating for industrial products such as ceramic materials, steel, construction and building materials.

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

Abstract

La présente invention décrit une préparation pour traitement de surface non-aqueuse qui permet d'obtenir une couche de surface présentant d'excellentes caractéristiques de résistance à la contamination en extérieur, en conférant à la surface des propriétés hydrophiles. La présente invention décrit spécifiquement une préparation pour traitement de surface non-aqueuse où entre 0,5 et 30 parts en masse, préférentiellement entre 1 et 20 parts en masse d'un tensioactif siliconé (b) sont mélangées à 100 parts en masse d’un polymère (a) portant une fonction siliciée hydrolysable. Ladite préparation peut également préférentiellement contenir une charge inorganique (c) dont la granulométrie est comprise entre 0,2 et 4,0 mm. Il est également préféré qu'entre 0,5 et 10 parts en masse d'un aminosilane (d) soient mélangées à 100 parts en masse du polymère (a) portant une fonction siliciée hydrolysable.
PCT/JP2005/018078 2004-10-04 2005-09-30 Préparation pour traitement de surface Ceased WO2006038540A1 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
JP2004291604 2004-10-04
JP2004-291604 2004-10-04
JP2004-381804 2004-12-28
JP2004381804A JP4855675B2 (ja) 2004-10-04 2004-12-28 塗料用組成物

Publications (1)

Publication Number Publication Date
WO2006038540A1 true WO2006038540A1 (fr) 2006-04-13

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WO (1) WO2006038540A1 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1975194A3 (fr) * 2007-03-28 2010-02-17 FUJIFILM Corporation Élément hydrophile et composition de sous-couche
US8012591B2 (en) 2006-09-21 2011-09-06 Fujifilm Corporation Hydrophilic composition and hydrophilic member
US8304083B2 (en) 2005-11-17 2012-11-06 Fujifilm Corporation Hydrophilic member and process for producing the same

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH04328179A (ja) * 1991-04-27 1992-11-17 Nidek Co Ltd コ−ティング用組成物
JPH0748540A (ja) * 1993-06-03 1995-02-21 Kanegafuchi Chem Ind Co Ltd 上塗り塗料用硬化性樹脂組成物
JP3008286B1 (ja) * 1999-01-08 2000-02-14 日立化成ポリマー株式会社 建築用変成シリコ―ン系シ―リング材
JP2000248225A (ja) * 1999-03-01 2000-09-12 Kansai Paint Co Ltd 親水化処理用組成物及び親水化処理方法
JP2000288466A (ja) * 1999-04-09 2000-10-17 Daikin Ind Ltd 遮熱塗装構造
JP2000297233A (ja) * 1999-02-09 2000-10-24 Nippon Paint Co Ltd ベースコート形成用塗料組成物、模様塗膜形成方法および塗装板
WO2003020798A1 (fr) * 2001-08-30 2003-03-13 Mitsubishi Chemical Corporation Polysiloxane contenant du perfluoroalkyle, compositions contenant ce compose, compositions contenant des composants de silicium et des composants de fluor, et elements de degivrage et de deblaiement de neige
JP2004263182A (ja) * 2003-02-13 2004-09-24 Asahi Kasei Chemicals Corp 防汚被覆用組成物

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH04328179A (ja) * 1991-04-27 1992-11-17 Nidek Co Ltd コ−ティング用組成物
JPH0748540A (ja) * 1993-06-03 1995-02-21 Kanegafuchi Chem Ind Co Ltd 上塗り塗料用硬化性樹脂組成物
JP3008286B1 (ja) * 1999-01-08 2000-02-14 日立化成ポリマー株式会社 建築用変成シリコ―ン系シ―リング材
JP2000297233A (ja) * 1999-02-09 2000-10-24 Nippon Paint Co Ltd ベースコート形成用塗料組成物、模様塗膜形成方法および塗装板
JP2000248225A (ja) * 1999-03-01 2000-09-12 Kansai Paint Co Ltd 親水化処理用組成物及び親水化処理方法
JP2000288466A (ja) * 1999-04-09 2000-10-17 Daikin Ind Ltd 遮熱塗装構造
WO2003020798A1 (fr) * 2001-08-30 2003-03-13 Mitsubishi Chemical Corporation Polysiloxane contenant du perfluoroalkyle, compositions contenant ce compose, compositions contenant des composants de silicium et des composants de fluor, et elements de degivrage et de deblaiement de neige
JP2004263182A (ja) * 2003-02-13 2004-09-24 Asahi Kasei Chemicals Corp 防汚被覆用組成物

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8304083B2 (en) 2005-11-17 2012-11-06 Fujifilm Corporation Hydrophilic member and process for producing the same
US8012591B2 (en) 2006-09-21 2011-09-06 Fujifilm Corporation Hydrophilic composition and hydrophilic member
EP1975194A3 (fr) * 2007-03-28 2010-02-17 FUJIFILM Corporation Élément hydrophile et composition de sous-couche

Also Published As

Publication number Publication date
JP4855675B2 (ja) 2012-01-18
JP2006131865A (ja) 2006-05-25

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