WO2023153252A1 - Liquide de revêtement, procédé de production de liquide de revêtement et film de revêtement - Google Patents

Liquide de revêtement, procédé de production de liquide de revêtement et film de revêtement Download PDF

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Publication number
WO2023153252A1
WO2023153252A1 PCT/JP2023/002782 JP2023002782W WO2023153252A1 WO 2023153252 A1 WO2023153252 A1 WO 2023153252A1 JP 2023002782 W JP2023002782 W JP 2023002782W WO 2023153252 A1 WO2023153252 A1 WO 2023153252A1
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coating liquid
water
soluble polymer
airgel
siloxane bond
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PCT/JP2023/002782
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English (en)
Japanese (ja)
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隼輔 津田
健 西尾
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デクセリアルズ株式会社
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Publication of WO2023153252A1 publication Critical patent/WO2023153252A1/fr

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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/42Block-or graft-polymers containing polysiloxane sequences
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00Use of inorganic substances as compounding ingredients
    • C08K3/34Silicon-containing compounds
    • C08K3/36Silica
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L1/00Compositions of cellulose, modified cellulose or cellulose derivatives
    • C08L1/02Cellulose; Modified cellulose
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L29/00Compositions of 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 an alcohol, ether, aldehydo, ketonic, acetal or ketal radical; Compositions of hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Compositions of derivatives of such polymers
    • C08L29/02Homopolymers or copolymers of unsaturated alcohols
    • C08L29/04Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D201/00Coating compositions based on unspecified macromolecular compounds
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D5/00Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D5/00Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/02Emulsion paints including aerosols
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D7/00Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40Additives
    • C09D7/60Additives non-macromolecular
    • C09D7/61Additives non-macromolecular inorganic

Definitions

  • the present invention relates to a coating liquid, a method for producing the coating liquid, and a coating film.
  • Airgel is known as a material with excellent heat insulation.
  • a hydrophobic airgel in a solution of a water-soluble polymer such as polyvinyl alcohol, the compatibility is poor and dispersion becomes difficult. If the airgel is insufficiently dispersed, the physical properties of the coating film after application are significantly affected, and the uneven distribution of the airgel causes a problem that the film strength is lowered and the heat insulation performance is uneven.
  • hydrophobic silica airgel particles were dispersed in a water-soluble polymer made hydrophobic by introducing an alkyl group into the hydroxyl group of cellulose.
  • a coating liquid has been proposed (see Patent Document 1, for example).
  • the object of the present invention is to solve the above-mentioned problems in the past and to achieve the following objects. That is, the present invention is to improve the dispersibility of airgel, prevent the occurrence of powder falling, and provide a coating liquid that can form a coating film having excellent heat insulating performance, a method for producing the coating liquid, and a coating film. and
  • the coating liquid according to ⁇ 1> above, wherein the hydrophobic group containing a siloxane bond is represented by either the following general formula (1) or general formula (2).
  • R 1 to R 7 represent an alkyl group, a halogenated alkyl group, an aromatic hydrocarbon group, or a trialkylsiloxy group, n is 0 to 10, and m is 0 to 10, l is an integer of 10 or more.
  • ⁇ 3> The coating liquid according to any one of ⁇ 1> to ⁇ 2>, wherein the water-soluble polymer contains at least one selected from polyvinyl alcohol, polyacrylic acid, cellulose, chitosan, and alginic acid. . ⁇ 4>
  • ⁇ 5> The coating liquid according to any one of ⁇ 1> to ⁇ 4>, wherein the airgel is silica airgel.
  • ⁇ 6> The coating liquid according to any one of ⁇ 1> to ⁇ 5>, wherein the content of the airgel is 50% by mass or more based on the total mass of solids in the coating liquid.
  • ⁇ 7> Any one of ⁇ 1> to ⁇ 6>, wherein the degree of hydrophobicity of the water-soluble polymer having a hydrophobic group containing a siloxane bond is 5% by mass or less relative to the amount of hydroxyl groups in the water-soluble polymer. It is the described coating liquid.
  • ⁇ 8> The coating liquid according to any one of ⁇ 1> to ⁇ 7>, which is for heat insulating materials.
  • a method for producing a coating liquid comprising a step of reacting a water-soluble polymer with a compound represented by the following general formula (3) to synthesize a water-soluble polymer having a hydrophobic group containing a siloxane bond.
  • R 1 to R 7 represent an alkyl group, a halogenated alkyl group, an aromatic hydrocarbon group, or a trialkylsiloxy group, n is 0 to 10, m is 0 to 10, l is an integer of 10 or more.
  • ⁇ 10> a water-soluble polymer having a hydrophobic group containing a siloxane bond; Airgel and a coating film characterized by containing.
  • the above-mentioned problems in the conventional art can be solved, the above-mentioned objects can be achieved, the dispersibility of airgel is improved, the occurrence of powder falling can be prevented, and a coating that can form a coating film with excellent heat insulation performance.
  • Liquids, methods of making coating liquids, and coatings can be provided.
  • the coating liquid of the present invention contains a water-soluble polymer having a hydrophobic group containing a siloxane bond, an aerogel, a liquid medium, and, if necessary, other components.
  • the dispersibility of the airgel is greatly improved by containing a water-soluble polymer having a hydrophobic group containing a siloxane bond, the uneven distribution of the airgel is reduced, and there is no powder fallout. Excellent heat insulation.
  • a coating film having performance can be formed.
  • Water-soluble polymer having a hydrophobic group containing a siloxane bond is not particularly limited as long as it has a hydroxyl group, and can be appropriately selected according to the purpose.
  • Water-soluble polymers obtained from algae, algae, tree sap, microbial products, and the like can be used. Among these, polyvinyl alcohol, polyacrylic acid, cellulose, chitosan and alginic acid are preferred, and polyvinyl alcohol and cellulose are particularly preferred.
  • the polyvinyl alcohol is a resin containing alcoholic hydroxy groups in the structure of the polymer.
  • Polyvinyl alcohol is usually obtained by saponifying a vinyl ester polymer. A portion of the vinyl alcohol units of the polyvinyl alcohol may be modified by reactions such as acetalization, etherification, acetoacetylation, or cationization.
  • As said polyvinyl alcohol what was synthesize
  • Examples of the cellulose include methyl cellulose, carboxymethyl cellulose, hydroxyethyl cellulose, hydroxypropylmethyl cellulose, and modified cellulose obtained by further modifying these.
  • cellulose what was synthesize
  • Examples of the commercially available products include trade name: METOLOSE 60SH-10000 (manufactured by Shin-Etsu Chemical Co., Ltd.).
  • the hydrophobic group containing a siloxane bond is preferably represented by either the following general formula (1) or general formula (2).
  • R 1 to R 7 represent an alkyl group, a halogenated alkyl group, an aromatic hydrocarbon group, or a trialkylsiloxy group
  • n is 0 to 10
  • m is 0 to 10
  • l is an integer of 10 or more.
  • the alkyl groups and halogenated alkyl groups of R 1 to R 7 are preferably linear, branched or cyclic and have 1 to 18 carbon atoms.
  • aromatic hydrocarbon groups include phenyl groups.
  • a phenyl group may have a substituent such as an alkyl group or a hydroxyl group.
  • the alkyl group in the trialkylsiloxy group preferably has 1 to 10 carbon atoms.
  • a trialkylsiloxy group includes a trimethylsiloxy group.
  • l is preferably an integer of 10 or more, more preferably an integer of 10 to 70, from the viewpoint of improving the compatibility of the airgel.
  • a water-soluble polymer having a hydrophobic group represented by either the above general formula (1) or general formula (2) can be obtained, for example, by reacting a water-soluble polymer with a compound represented by the following general formula (3).
  • R 1 to R 7 represent an alkyl group, a halogenated alkyl group, an aromatic hydrocarbon group, or a trialkylsiloxy group, n is 0 to 10, m is 0 to 10, l is an integer of 10 or more.
  • an appropriately synthesized compound may be used, or a commercially available product may be used.
  • the commercially available products include epoxy silicone (trade name X-22-173BX, trade name X-22-173DX, manufactured by Shin-Etsu Chemical Co., Ltd.).
  • the number average molecular weight (Mn) of the water-soluble polymer having a hydrophobic group containing a siloxane bond is preferably 5,000 or more, more preferably 5,000 or more and 5,000,000 or less, and 10,000 or more and 100,000 or less. More preferred.
  • the number average molecular weight (Mn) of the water-soluble polymer can be measured in terms of polystyrene using gel permeation chromatography (GPC).
  • Hydrophobicity of the water-soluble polymer having a hydrophobic group containing a siloxane bond is preferably 5% by mass or less, more preferably 1% by mass or less, and still more preferably 0.5% by mass or less relative to the amount of hydroxyl groups.
  • the degree of hydrophobicity can be measured by, for example, using 1 H NMR and comparing the integral ratio with silicon-bonded methyl groups derived from hydrophobic groups.
  • the content of the water-soluble polymer having a hydrophobic group containing a siloxane bond is, for example, preferably 1% by mass or more, more preferably 5% by mass or more, and 10% by mass or more, based on the total mass of solids in the coating liquid. is more preferred.
  • a dry gel obtained by supercritical drying of a wet gel is called aerogel
  • a dry gel obtained by drying under atmospheric pressure is called xerogel
  • a dry gel obtained by freeze-drying is called cryogel.
  • the resulting low-density dried gel is referred to as an "aerogel” regardless of these drying techniques for wet gels. That is, in the present invention, “aerogel” is aerogel in a broad sense, "Gel comprised of a microporous solid in which the dispersed phase is a gas (a gel composed of a microporous solid in which the dispersed phase is a gas)".
  • an airgel has a network-like fine structure, and has a cluster structure in which particulate airgel components of about 2 nm to 20 nm are bonded. There are pores less than 100 nm between the skeletons formed by this cluster structure. As a result, the airgel has a three-dimensional fine porous structure.
  • silica airgel which has silica as a main component, for example.
  • Hydrophobic silica airgel having a hydrophobic group on the surface is more preferable in order to suppress deterioration in performance of the airgel due to moisture absorption.
  • silica airgel is made hydrophobic by bonding a 3-substituted silyl group represented by the following formula to the surface.
  • R 1 , R 2 and R 3 may be the same or different and are selected from an alkyl group having 1 to 18 carbon atoms or an aryl group having 6 to 18 carbon atoms, preferably methyl group, They are an ethyl group, a cyclohexyl group, and a phenyl group.
  • the thermal conductivity decreases. Since the airgel surface has a hydrophobic group, even if it is dispersed in an aqueous medium, water is prevented from permeating or penetrating into the pores. This means that the high porosity inherent in the airgel can be maintained even in the state of the coating liquid, and further in the state of the coating film after coating, and thus the excellent heat insulating performance can be exhibited.
  • the silica airgel is particulate and preferably has an average particle diameter of 1 ⁇ m to 50 ⁇ m, more preferably 1 ⁇ m to 25 ⁇ m, even more preferably 1 ⁇ m to 10 ⁇ m. If the average particle size is too small, the overall ratio of inter-particle spaces increases, and the ratio of nano-sized pores of silica airgel for heat insulation and sound absorption is low, which is not preferable. On the other hand, if the average particle size is too large, the size of the inter-particle gaps becomes large, and air convection occurs between the large gaps, which is not preferable because there is a possibility that the heat-insulating and sound-absorbing effects are reduced.
  • the silica airgel may be appropriately synthesized or may be commercially available. Examples of such commercially available products include trade name MT-1100 (manufactured by Cabot Corporation).
  • the airgel content is preferably 70% by mass or more based on the total mass of solids in the coating liquid.
  • the content of the airgel is 70% by mass or more, excellent heat insulating performance can be exhibited.
  • an aqueous solvent containing water is preferable.
  • water pure water such as ion-exchanged water, ultrafiltrated water, reverse osmosis water, distilled water, or ultrapure water can be used.
  • the aqueous solvent may contain an organic solvent in addition to water.
  • the organic solvent may be any solvent as long as it is compatible with water. Examples include alcohols such as methanol, ethanol, isopropanol, butanol, ethylene glycol, and propylene glycol; diethyl ether, tetrahydrofuran, 1,4-dioxane, and the like.
  • the content of the liquid medium is not particularly limited, and can be appropriately changed according to the desired viscosity of the coating liquid.
  • Other components include, for example, surfactants, thickeners, pigments, leveling agents and the like.
  • the method for producing the coating liquid of the present invention includes a step of synthesizing a water-soluble polymer having a hydrophobic group containing a siloxane bond, preferably includes a mixing step, and further includes other steps as necessary.
  • a water-soluble polymer having a hydrophobic group containing a siloxane bond can be synthesized by the synthesis method described above.
  • the mixing step the water-soluble polymer having hydrophobic groups containing siloxane bonds, the airgel, and optionally other components are mixed in a liquid medium.
  • the mixing method is not particularly limited and can be appropriately selected depending on the purpose. Examples thereof include shaking, magnetic stirrer stirring, mechanical stirring, vibration stirring, and ultrasonic stirring.
  • the coating film of the present invention contains a water-soluble polymer having a hydrophobic group containing a siloxane bond, an airgel, and, if necessary, other components.
  • the coating film may be obtained by removing the liquid medium from the coating liquid of the present invention described above. That is, each component in the coating film can be exemplified by the same components as those in the coating liquid described above, and the content of each component in the coating film is the same as the solid content of each component in the coating liquid described above. you can
  • the method of applying the coating liquid to the object is not particularly limited and can be appropriately selected according to the purpose. Examples include dip coating, spray coating, spin coating, and roll coating.
  • the object to which the coating liquid is applied is not particularly limited.
  • the material forming the object may be, for example, metal, ceramic, glass, resin, or a composite material thereof.
  • the form of the object can be appropriately selected depending on the purpose of use, material, etc. Examples thereof include block, sheet, powder, and fibrous forms.
  • the average thickness of the coating film is not particularly limited, and can be appropriately selected according to the purpose.
  • the coating film of the present invention can prevent the occurrence of powder falling off and has excellent heat insulating properties derived from aerogel. It can be widely applied to the construction field, automobile field, home appliance field, semiconductor field, use as a heat insulating material in industrial equipment, etc. In addition to being used as a heat insulating material, the coating film can also be used as a water repellent material, a sound absorbing material, a vibration damping material, a catalyst supporting material, and the like.
  • (Synthesis example 1) ⁇ Synthesis of polyvinyl alcohol 2 having a hydrophobic group containing a siloxane bond>
  • a 10% polyvinyl alcohol aqueous solution (polyvinyl alcohol 1) (trade name: Kuraray Poval 5-88, manufactured by Kuraray Co., Ltd., number average molecular weight : about 2,4000), 0.1 g of caustic soda (sodium hydroxide, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) is added, and 2 g of epoxy silicone (trade name: X-22-173BX, manufactured by Shin-Etsu Chemical Co., Ltd.) is added. The mixture was stirred at 70° C. for 5 hours.
  • Synthesis example 2 ⁇ Synthesis of Cellulose 2 Having Hydrophobic Groups Containing Siloxane Bonds>
  • the 10% polyvinyl alcohol aqueous solution (trade name: Kuraray Poval 5-88, manufactured by Kuraray Co., Ltd.) was replaced with cellulose 1 (trade name: Metrose 60SH-10000, manufactured by Shin-Etsu Chemical Co., Ltd.)
  • cellulose 1 (trade name: Metrose 60SH-10000, manufactured by Shin-Etsu Chemical Co., Ltd.)
  • Cellulose 2 having a hydrophobic group containing a siloxane bond of Synthesis Example 2 was obtained in the same manner as in Synthesis Example 1. According to NMR analysis, the hydrophobicity of cellulose 2 having a hydrophobic group containing a siloxane bond of Synthesis Example 2 was 0.2% by mass.
  • Example 1 1 g of polyvinyl alcohol 2 having a hydrophobic group containing a siloxane bond of Synthesis Example 1 is dissolved in 24 g of distilled water, 5 g of silica airgel (trade name: MT-1100, manufactured by Cabot Corporation) is added, and Awatori Mixer AR is added. -100 (manufactured by Thinky Co., Ltd.) and stirred at 2,000 rpm for 10 minutes to obtain a coating liquid of Example 1.
  • silica airgel trade name: MT-1100, manufactured by Cabot Corporation
  • Example 2 In Example 1, the procedure was the same as in Example 1 except that the polyvinyl alcohol 2 having a hydrophobic group containing a siloxane bond in Synthesis Example 1 was replaced with the cellulose 2 having a hydrophobic group containing a siloxane bond in Synthesis Example 2. Thus, a coating liquid of Example 2 was obtained.
  • Example 3 A coating liquid of Example 3 was obtained in the same manner as in Example 1, except that 26 g of distilled water and 3 g of silica airgel (trade name: MT-1100, manufactured by Cabot Corporation) were used.
  • Example 4 A coating liquid of Example 4 was obtained in the same manner as in Example 1, except that 28 g of distilled water and 1 g of silica airgel (trade name: MT-1100, manufactured by Cabot Corporation) were used.
  • Comparative example 1 Polyvinyl alcohol 2 having a hydrophobic group containing a siloxane bond in Synthesis Example 1 was added to a 10% polyvinyl alcohol aqueous solution (polyvinyl alcohol 1) (trade name: Kuraray Poval 5-88, manufactured by Kuraray Co., Ltd., number average A coating liquid of Comparative Example 1 was obtained in the same manner as in Example 1, except that the molecular weight was changed to about 2,4000).
  • Comparative example 2 In Example 1, the cellulose 2 having a hydrophobic group containing a siloxane bond in Synthesis Example 2 was replaced with cellulose 1 (trade name: Metolose 60SH-10000, manufactured by Shin-Etsu Chemical Co., Ltd.). Similarly, a coating liquid of Comparative Example 2 was obtained.
  • Comparative Example 3 A coating liquid of Comparative Example 3 was prepared in the same manner as in Example 1 except that polyvinyl alcohol 2 having a hydrophobic group containing a siloxane bond in Synthesis Example 1 was not added and 25 g of distilled water was used. Obtained.
  • Example 4 In Example 1, in the same manner as in Example 1, except that the polyvinyl alcohol 2 having a hydrophobic group containing a siloxane bond in Synthesis Example 1 was replaced with the cellulose 3 having an alkyl group (stearyl group) in Synthesis Example 3. , to obtain a coating liquid of Comparative Example 4.
  • the cellulose 3 having an alkyl group (stearyl group) in Synthesis Example 3 is a reproduction of Sangelose 90L (manufactured by Daido Kasei Co., Ltd.) used in Example 1 of JP-A-2020-172580. . Introduction of alkyl group (stearyl group) of Sangelose 90L from the product catalog of Daido Kasei Co., Ltd. (http://www.daido-chem.co.jp/topics/view/2, retrieved on February 9, 2022) The ratio (hydrophobicity) is 0.3% by mass to 0.6% by mass.
  • a coating film having a size of 200 mm ⁇ 200 mm ⁇ 0.3 mm was prepared using each of the obtained coating liquids, and two plates (heating plate and A cooling plate) was sandwiched between the coating film and the thermal conductivity during heating with a hot plate was measured.
  • the coating film of the present invention can prevent the occurrence of powder falling off and has excellent heat insulation derived from aerogel. It can be widely applied to the automotive field, the home appliance field, the semiconductor field, and the use as a heat insulating material in industrial equipment.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
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  • Compositions Of Macromolecular Compounds (AREA)
  • Silicon Polymers (AREA)

Abstract

L'invention concerne un liquide de revêtement contenant : un polymère soluble dans l'eau ayant un groupe hydrophobe comprenant une liaison siloxane ; un aérogel ; et un milieu liquide.
PCT/JP2023/002782 2022-02-14 2023-01-30 Liquide de revêtement, procédé de production de liquide de revêtement et film de revêtement WO2023153252A1 (fr)

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JP2022-020103 2022-02-14
JP2022020103A JP2023117508A (ja) 2022-02-14 2022-02-14 塗液、塗液の製造方法、及び塗膜

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Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5648211A (en) * 1979-09-26 1981-05-01 Toshiba Silicone Co Ltd Emulsion composition for anti-foaming
CN107337976A (zh) * 2017-08-25 2017-11-10 安徽智博新材料科技有限公司 一种防裂抗老化的外墙涂料及其制备方法
CN111592813A (zh) * 2020-06-22 2020-08-28 河南宣和钧釉环保材料有限公司 一种膨胀型防火涂料及其制备方法
CN111592805A (zh) * 2020-06-12 2020-08-28 中国计量大学 涂料及其制备方法及应用
JP2020172590A (ja) * 2019-04-10 2020-10-22 日立化成株式会社 塗液、複合材料及び塗膜
CN113512333A (zh) * 2020-04-10 2021-10-19 中国石油化工股份有限公司 有机硅改性丙烯酸防腐保温涂料及其制备方法和应用

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5648211A (en) * 1979-09-26 1981-05-01 Toshiba Silicone Co Ltd Emulsion composition for anti-foaming
CN107337976A (zh) * 2017-08-25 2017-11-10 安徽智博新材料科技有限公司 一种防裂抗老化的外墙涂料及其制备方法
JP2020172590A (ja) * 2019-04-10 2020-10-22 日立化成株式会社 塗液、複合材料及び塗膜
CN113512333A (zh) * 2020-04-10 2021-10-19 中国石油化工股份有限公司 有机硅改性丙烯酸防腐保温涂料及其制备方法和应用
CN111592805A (zh) * 2020-06-12 2020-08-28 中国计量大学 涂料及其制备方法及应用
CN111592813A (zh) * 2020-06-22 2020-08-28 河南宣和钧釉环保材料有限公司 一种膨胀型防火涂料及其制备方法

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