Classifications

• • 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
  • C08G77/14—Polysiloxanes containing silicon bound to oxygen-containing groups
• • 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
  • C08K5/00—Use of organic ingredients
  • C08K5/04—Oxygen-containing compounds
  • C08K5/06—Ethers; Acetals; Ketals; Ortho-esters
• • 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
• • 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
  • 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
  • C09D7/20—Diluents or solvents

Definitions

• the present invention relates to a silicone resin emulsion composition suitably used as an exterior paint for building materials and the like, a method for producing the same, a coating agent, and a coated article having a cured film made of these.
• the “silicone resin emulsion composition” may be referred to as a “composition”.
• Silicone resins obtained by hydrolyzing and condensing silane compounds are attracting attention in the field of paints and coating agents because they can form films having high hardness and excellent weather resistance, water resistance, heat resistance and water repellency.
• silicone resins are often used after being diluted with various organic solvents, but in recent years, from the viewpoint of measures against environmental pollution and ensuring a safe working environment, organic solvents, especially toluene, xylene, ethylbenzene, etc. It is important to develop a TX-free paint that does not use a specific VOC (volatile organic compound: Volatile Organic Compounds). Further, organic solvents such as toluene and xylene have high volatility, and thus have a problem that defects such as cracks and uneven coating are likely to occur in a coating film in a drying step.
• VOC volatile organic compound
• Environmentally friendly glycol ether is a TX-free solvent whose usage has been increasing in recent years because it has a small burden on people and nature and is easy to handle. In addition, it has the advantage that the boiling point is high and the adverse effect on the human body due to exposure to the solvent gas is small. Furthermore, since it is low in volatility, it is excellent in workability and hardly generates defects such as cracks and uneven coating in a coating film, and thus is suitable as a solvent for coating materials.
• Patent Document 1 JP-T-2008-53007 discloses an example of a low VOC aqueous latex paint using a low-polymerized ethylene glycol derivative as a solvent.
• the low-polymerized ethylene glycol derivative functions as both a film-forming solvent and a freeze-thaw stabilizer, and is said to provide a coating film having excellent scratch resistance.
• Emulsion compositions using water as the dispersion medium have also been developed.
• all of the currently established formulations of silicone resin emulsions have drawbacks.
• an aqueous solution obtained by hydrolyzing an alkoxysilane compound in water can maintain stability only under a low concentration of about several percent or under limited conditions such as a narrow pH range, and a large amount of alcohol is by-produced.
• the method of emulsifying a liquid silicone resin to obtain an emulsion is limited to low molecular weight substances since the silicone resin needs to be in a liquid state, and in order to obtain a cured film after drying, harmful substances such as organic tin are used.
• harmful substances such as organic tin are used.
• a combined use of a metal catalyst and a high-temperature and long-time heating step are required.
• Patent Document 2 Japanese Patent Application Laid-Open No. 2008-138059 discloses an organosilicone resin emulsion composition in which a silicone resin is converted into a solution using a water-miscible organic solvent having an SP value of 8.0 to 11.0, and the solution is emulsified. It has been reported.
• Patent Document 3 Patent No. 4775543 discloses an organosilicone resin emulsion composition obtained by emulsifying a solution using a water-miscible organic solvent selected from butyl cellosolve, butyl cellosolve acetate, propylene glycol monomethyl ether, and propylene glycol monomethyl ether acetate. Have been.
• a water-miscible organic solvent selected from butyl cellosolve, butyl cellosolve acetate, propylene glycol monomethyl ether, and propylene glycol monomethyl ether acetate.
• butyl cellosolve acetate used as a water-miscible organic solvent a solvent having an ester bond such as propylene glycol monomethyl ether acetate is hydrolyzed in the emulsion composition, the acid is generated with time, the emulsion composition by the generation. There was a problem of acidification.
• ethylene glycol monoalkyl ethers such as butyl cellosolve have been widely used as solvents for paints, but recently there has been a problem that their use has been avoided due to concerns about toxicity.
• the present invention has been made in view of the above circumstances, compared to the conventional silicone resin emulsion, silicone resin emulsion composition with reduced environmental problems, its production method, and coating properties, crack resistance, It is an object of the present invention to provide a coated article having a cured film having excellent hardness.
• a silicone resin emulsion composition containing the following components (A) to (D) and substantially no organic solvent other than the component (B).
• A) Silicone resin having a structure represented by the following average formula (I): 100 parts by mass (Wherein, R 1 independently represents a hydrogen atom, or an alkyl group, an aralkyl group or an aryl group having 1 to 8 carbon atoms which may be substituted by a halogen atom, and R 2 represents a hydrogen atom, a methyl group, Represents an ethyl group, an n-propyl group or an i-propyl group, wherein a, b, c, and d are respectively 0 ⁇ a ⁇ 1, 0 ⁇ b ⁇ 1, 0 ⁇ c ⁇ 1, 0 ⁇ d ⁇ 1, a + b + c + d 1 and e is a number that satisfies 0 ⁇ e ⁇ 4.
• n is 2 or more. In the case where R 3 is a monovalent hydrocarbon group having 1 to 8 carbon atoms, n represents an integer of 1 or more, provided that R 4 and R 5 are not hydrogen atoms at the same time.
• C emulsifier: 1 to 50 parts by mass
• D water: 25 to 2,000 parts by mass 2.
• a coating agent comprising the silicone resin emulsion composition according to 1 or 2. 4.
• (I) A silane compound having a hydrolyzable group is hydrolyzed and condensed in a solvent represented by the above general formula (II) to form (A) a structure represented by the above average formula (I) Obtaining a mixed solution containing a silicone resin and (B) a solvent represented by the general formula (II);
• the present invention it is possible to obtain a silicone resin emulsion which forms a cured film having a small environmental load and excellent coating properties, crack resistance and hardness, a method for producing the same, and a coated article.
• the component (A) of the present invention is a silicone resin having a structure represented by the following average formula (I).
• R 1 independently represents a hydrogen atom or an alkyl group, an aralkyl group or an aryl group having 1 to 8 carbon atoms which may be substituted by a halogen atom
• R 2 represents a hydrogen atom, methyl Group, ethyl group, n-propyl group or i-propyl group.
• the above a is a number that satisfies 0 ⁇ a ⁇ 1, but preferably 0 ⁇ a ⁇ 0.3 from the viewpoint of the crack suppression effect of the obtained cured product (cured film).
• the above b is a number satisfying 0 ⁇ b ⁇ 1, but from the viewpoint of the scratch resistance of the obtained cured product (cured coating), 0.2 ⁇ b ⁇ 1 is preferable.
• the above c is a number satisfying 0 ⁇ c ⁇ 1, but from the viewpoint of the curability of the composition and the hardness of the obtained cured product (cured film), 0 ⁇ c ⁇ 0.5 is preferable.
• the above d is a number that satisfies 0 ⁇ d ⁇ 1, but from the viewpoint of the curability of the composition and the hardness of the obtained cured product (cured coating), 0 ⁇ d ⁇ 0.4 is preferable.
• the above e is a number that satisfies 0 ⁇ e ⁇ 4, but from the viewpoint that it is effective for suppressing the condensation reaction by the condensable functional group and the crack resistance, water resistance, and weather resistance of the obtained cured product.
• E are preferably numbers satisfying 0 ⁇ e ⁇ 3.
• the silicone resin (A) of the present invention may be a single composition or a mixture of a plurality of silicone resins having different compositions.
• the weight average molecular weight of the silicone resin (A) of the present invention is preferably from 1,000 to 500,000, more preferably from 2,000 to 300,000 in terms of weight average molecular weight in terms of polystyrene measured by gel permeation chromatography (GPC). If the weight average molecular weight is less than 1,000, condensation does not proceed sufficiently, the storage stability of the silicone resin may be low, and there is a possibility that the final emulsion composition may change with time. Further, when the condensation reaction proceeds with time, crack resistance of the cured film (coating film) may be reduced. If the molecular weight is more than 500,000, the silicone resin compound becomes insoluble in the solvent, and there is a possibility that solid foreign matter or uneven coating may occur on the cured film.
• GPC gel permeation chromatography
• the silicone resin (A) of the present invention can be produced according to a general method for producing a silicone resin.
• the organopolysiloxane of the present invention can be obtained by hydrolytic condensation of a silane compound having a hydrolyzable group.
• the type of the hydrolyzable group is chloro or alkoxy, and one, two, three or four hydrolyzable groups are contained, and Any hydrolyzable silane having an organic substituent satisfying the above can be used.
• methoxysilane or ethoxysilane from the viewpoint of operability, easy removal of by-products, and availability of raw materials.
• methoxysilane or ethoxysilane from the viewpoint of operability, easy removal of by-products, and availability of raw materials.
• One or a mixture of two or more of these silane compounds may be used.
• a hydrolysis catalyst When performing the hydrolysis, a hydrolysis catalyst may be used.
• a conventionally known catalyst can be used, and it is preferable to use a catalyst whose aqueous solution shows an acidity of pH 2 to 7.
• Particularly preferred are acidic hydrogen halides, sulfonic acids, carboxylic acids, acidic or weakly acidic inorganic salts, and solid acids such as ion exchange resins.
• Examples include hydrogen fluoride, hydrochloric acid, nitric acid, sulfuric acid, methanesulfonic acid, p-toluenesulfonic acid, formic acid, acetic acid, maleic acid, benzoic acid, lactic acid, phosphoric acid and cation exchange resins having sulfonic or carboxylic acid groups on the surface And the like.
• the amount of the hydrolysis catalyst to be used is not particularly limited. However, considering that the reaction proceeds promptly and that the catalyst can be easily removed after the reaction, 0.0002 to 1 mol of the hydrolyzable silane is used. A range of 0.5 mole is preferred.
• the ratio of the amount of the hydrolyzable silane to the amount of water required for the hydrolysis and condensation reaction is not particularly limited, but the reaction is sufficiently advanced by preventing the deactivation of the catalyst, and the amount of water after the reaction is reduced. In consideration of easiness, a ratio of 0.1 to 10 mol of water to 1 mol of the hydrolyzable silane is preferable.
• the hydrolysis / condensation reaction temperature is not particularly limited, but is preferably ⁇ 10 to 150 ° C. in consideration of improving the reaction rate and preventing decomposition of the organic functional group of the hydrolyzable silane.
• a solvent represented by the following (B) general formula (II) may be used, or an organic solvent other than the (B) solvent may be used.
• organic solvent other than the (B) solvent include methanol, ethanol, propanol, acetone, methyl ethyl ketone, methyl isobutyl ketone, tetrahydrofuran, toluene, xylene and the like.
• the solvent other than the component (B) is substantially replaced by, for example, replacing the solvent represented by the general formula (II) with a solvent such as a stripping step. Not included.
• Component (B) The component (B) of the present invention is a solvent represented by the following general formula (II), and the glycol ether solvent can be used alone or in an appropriate combination of two or more.
• R 3 , R 4 and R 5 each independently represent a hydrogen atom or a monovalent hydrocarbon group having 1 to 8 carbon atoms, and a monovalent saturated hydrocarbon having 1 to 6 carbon atoms. Groups are preferred.
• R 3 is a hydrogen atom
• n represents an integer of 2 or more
• R 3 is a monovalent hydrocarbon group having 1 to 8 carbon atoms
• n represents an integer of 1 or more.
• R 4 and R 5 are not hydrogen atoms at the same time.
• the upper limit of n is not particularly limited, but may be 10 or less.
• Examples of the solvent represented by the general formula (II) include polyethylene glycol monomethyl ether such as diethylene glycol monomethyl ether and triethylene glycol monomethyl ether, diethylene glycol monoisopropyl ether, diethylene glycol monobutyl ether, triethylene glycol monobutyl ether, and diethylene glycol monoisobutyl.
• polyethylene glycol monomethyl ether such as diethylene glycol monomethyl ether and triethylene glycol monomethyl ether, diethylene glycol monoisopropyl ether, diethylene glycol monobutyl ether, triethylene glycol monobutyl ether, and diethylene glycol monoisobutyl.
• Ethylene glycol monoalkyl ethers such as butyl cellosolve, which are widely used in paints and coating agents, are not preferred because of the recent problem that their use is evaded due to concerns about toxicity.
• Solvents having an ester bond such as butyl cellosolve acetate and propylene glycol monomethyl ether acetate react with water in the system when they are formed into an emulsion composition, hydrolyze, and acidify the emulsion composition by generating an acid. It is not preferable because it will be done.
• TX solvents such as toluene and xylene are not preferred in the above-mentioned points.
• organic solvents other than the component (B) are not substantially contained. This is true not only when no organic solvent other than the component (B) is contained, but also when substantially no organic solvent other than the component (B) is contained.
• a small amount of an organic solvent other than the component (B) may be contained in the composition in an amount of 3% by mass or less, preferably 2% by mass or less, more preferably 1% by mass or less.
• the amount of alcohols generated from the alkoxy residue of the component (A), the residue of the solvent used in the synthesis of the component (A), and the like are small enough to have no effect on stability and have no environmental problem. If so, it may be included.
• the amount of the component (B) is 2 to 100 parts by mass, preferably 3 to 80 parts by mass, more preferably 5 to 50 parts by mass, per 100 parts by mass of the component (A).
• the amount of the component (B) is less than 2 parts by mass, the viscosity of the silicone resin solution is high, and it is difficult to form an emulsion. Is undesirable from the point of volatilization.
• the viscosity of the silicone resin solution (A) diluted with the component (B) is preferably from 10 to 100,000 mPa ⁇ s at 25 ° C., more preferably from 100 to 50,000 mPa ⁇ s.
• the viscosity can be measured by a rotational viscometer, and the concentration of the organosilicone resin (A) in the solution can be 75% by mass.
• the emulsifier which is the component (C) of the present invention, is not particularly limited as long as it can emulsify and disperse the silicone resin solution in water, and may be used alone or in combination of two or more.
• the emulsifier include nonionic surfactants such as polyoxyethylene alkyl ether, polyoxyethylene propylene alkyl ether, polyoxyethylene alkyl phenyl ether, and polyoxyethylene fatty acid ester; alkyl sulfates, alkyl benzene sulfonates, and alkyl sulfosuccinates.
• Anionic surfactants such as acid salts, alkyl phosphates, polyoxyethylene alkyl ether sulfates, and polyoxyethylene alkyl phenyl ether sulfates; Cationic surfactants such as quaternary ammonium salts and alkylamine acetates; Examples include amphoteric surfactants such as betaine and alkylimidazoline.
• nonionic surfactants such as polyoxyethylene alkyl ether and polyoxyethylene propylene alkyl ether are preferable from the viewpoint of stability.
• specific examples of these include polyoxyethylene octyl ether, polyoxyethylene nonyl ether, polyoxyethylene decyl ether, polyoxyethylene propylene decyl ether, polyoxyethylene lauryl ether, polyoxyethylene propylene lauryl ether, polyoxyethylene tridecyl Ether, polyoxyethylene propylene tridecyl ether, polyoxyethylene myristyl ether, polyoxyethylene cetyl ether, polyoxyethylene stearyl ether, and the like.
• the amount of component (C) is 1 to 50 parts by mass, preferably 2 to 30 parts by mass, more preferably 3 to 20 parts by mass, per 100 parts by mass of component (A). If the amount of the component (C) is less than 1 part by mass, it is difficult to form an emulsion, and if it exceeds 50 parts by mass, the hardness, water resistance, heat resistance, water repellency, transparency, and adhesion to the substrate of the coating film are obtained. There is a concern that the properties will be reduced.
• the component (D) of the present invention is water, and is not particularly limited, such as purified water.
• the silicone resin emulsion composition can be prepared by mixing the above-mentioned components (A) to (C) with water and emulsifying and dispersing according to a conventional method.
• the content of water as the component (D) is 25 to 2,000 parts by mass, preferably 50 to 1,000 parts by mass, per 100 parts by mass of the component (A).
• additives can be added to the silicone resin emulsion composition of the present invention, if necessary, as long as the object of the present invention is not impaired.
• the additive include a pH adjuster, a thickener, a preservative, a rust inhibitor, an antioxidant, an ultraviolet absorber, and the like.
• Each of the additives may be used alone or in appropriate combination of two or more kinds. Can be used.
• the average particle size of the emulsion in the silicone resin emulsion composition of the present invention is preferably from 50 to 1,000 nm, more preferably from 100 to 800 nm.
• the average particle diameter is a volume average particle diameter (cumulative average diameter D50) by a laser diffraction scattering method, and is, for example, a dynamic light scattering particle diameter distribution measuring device N4 Plus submicron Particle manufactured by Beckman Coulter, Inc. It can be measured by a Size Analyzer.
• silicone resin emulsion composition In order to obtain the silicone resin emulsion composition of the present invention, predetermined amounts of the above components (A) to (D) are mixed, and the mixture is stirred by a mixer / disperser such as a homomixer, a homodisper, a homogenizer, and a colloid mill. And preferably emulsified, preferably uniformly stirred to emulsify. In particular, after a predetermined amount of the components (A) to (C) is mixed and preferably dispersed uniformly, a part of the predetermined amount of the component (D) is added, and the mixture is stirred and emulsified. A more preferred method is to add the remaining components and mix and stir to prepare a silicone resin emulsion composition.
• a mixer / disperser such as a homomixer, a homodisper, a homogenizer, and a colloid mill.
• emulsified preferably uniformly stirred to emulsify.
• a silane compound having a hydrolyzable group is hydrolyzed and condensed in a solvent represented by (B) a general formula (II), and (A) a silicone having a structure represented by an average formula (I)
• a step of obtaining a mixed solution containing the resin and (B) the solvent represented by the general formula (II), (II) A step of mixing the mixture obtained in (I), (C) an emulsifier, and (D) water, and stirring and emulsifying the mixture.
• the solvent represented by the general formula (II) May contain an organic solvent other than the component (B) in a range that does not substantially contain an organic solvent other than the component (B) in the obtained silicone resin emulsion composition.
• (II) can also be the following steps.
• (II-1) a step of mixing the mixture obtained in (I), (C) an emulsifier, and part of (D) water, and stirring and emulsifying the mixture.
• (II-2) Step of adding remaining water (D) to the emulsion obtained in (II-1) and mixing / stirring
• the blending amount and the like are the same as above.
• the silicone resin emulsion composition of the present invention can form a cured film by drying at room temperature and under heating conditions. However, in order to accelerate the curing rate or obtain excellent film properties, the silicone resin emulsion composition When the product is used, a condensation curing catalyst may be added to obtain a condensation reaction curable composition.
• condensation curing catalyst conventionally known ones can be used.
• lithium hydroxide, sodium hydroxide, potassium hydroxide, sodium methylate, sodium acetate, sodium formate, n-hexylamine, tributylamine, diazabicycloun Basic compounds such as decene; tetraisopropyl titanate, tetrabutyl titanate, aluminum triisobutoxide, aluminum triisopropoxide, aluminum acetylacetonate, aluminum perchlorate, aluminum chloride, cobalt octylate, cobalt acetylacetonate, zinc Octylate, zinc acetylacetonate, iron octylate, iron acetylacetonate, tin acetylacetonate, dibutyltin dioctylate, dibutyltin dilaurate, dibutyltin Metal-containing compounds such as oxides; acidic compounds such as p-toluen
• composition of the present invention can be suitably used as a coating agent, particularly as an outer wall paint, but can also be applied to other uses.
• a coating agent particularly as an outer wall paint
• the composition of the present invention is applied and cured to form a coating
• a coated article can be obtained having a cured coating of a coating formed on at least one side, directly or via one or more other layers.
• the substrate is not particularly limited, and examples thereof include transparent or opaque substrates such as metals, ceramic inorganic materials, glass, wood, paper products, and plastics.
• the base material is metal
• the base material is inorganic material
• for surface protection coating or surface treatment of mortar, concrete or cement exterior wall material, ceramic panel, ALC board, sizing board, gypsum board, brick, glass, ceramic, artificial marble, etc. Can be applied as a paint.
• the method of applying the coating agent to the substrate may be appropriately selected from known methods, and examples thereof include flow coating, spin coating, bar coater, wire bar, brush coating, spraying, dipping, roll coating, curtain coating, and knife.
• Various coating methods such as coating can be used.
• the amount of coating is not particularly limited, but is usually preferably an amount such that the thickness of the cured film after drying is 0.1 to 1,000 ⁇ m, and more preferably 1 to 100 ⁇ m.
• Examples of the method for curing the composition include room temperature curing and heat curing.
• the heating temperature is not particularly limited, but is preferably in the range of 100 to 300 ° C, more preferably in the range of 150 to 250 ° C.
• the present invention will be specifically described with reference to Synthesis Examples, Comparative Synthesis Examples, Examples, and Comparative Examples, but the present invention is not limited to the following Examples.
• “parts” represents “parts by mass”
• “%” represents “% by mass”.
• the weight average molecular weight is a value measured using GPC (gel permeation chromatography, HLC-8220 manufactured by Tosoh Corporation) using tetrahydrofuran (THF) as a developing solvent.
• GPC gel permeation chromatography, HLC-8220 manufactured by Tosoh Corporation
• THF tetrahydrofuran
• Magnesium / aluminum / hydroxide / carbonate / hydrate 50.5 g of Kyoward 500SH (manufactured by Kyowa Chemical Industry Co., Ltd.) was charged and stirred for 2 hours to neutralize. Volatile components such as methanol were distilled off under reduced pressure, and pressure filtration was performed.
• Magnesium aluminum hydroxide carbonate hydrate 45.3 g of Kyoward 500SH (manufactured by Kyowa Chemical Industry Co., Ltd.) was charged and neutralized by stirring for 2 hours. Volatile components such as methanol were distilled off under reduced pressure, and pressure filtration was performed.
• Magnesium / aluminum / hydroxide / carbonate / hydrate 42.9 g of Kyoward 500SH (manufactured by Kyowa Chemical Industry Co., Ltd.) was charged and stirred for 2 hours to neutralize. After filtration, volatile components such as methanol and toluene were removed by distillation under reduced pressure, and 367.4 g of diethylene glycol diethyl ether (manufactured by Nippon Emulsifier Co., Ltd.) was added, followed by purification by pressure filtration.
• Kyoward 500SH manufactured by Kyowa Chemical Industry Co., Ltd.
• Magnesium / aluminum / hydroxide / carbonate / hydrate 42.9 g of Kyoward 500SH (manufactured by Kyowa Chemical Industry Co., Ltd.) was charged and stirred for 2 hours to neutralize. After filtration, volatile components such as methanol and toluene were removed by distillation under reduced pressure, and 367.4 g of methyl ethyl ketone (MEK) was added, followed by purification by pressure filtration.
• Kyoward 500SH manufactured by Kyowa Chemical Industry Co., Ltd.
• Magnesium / aluminum / hydroxide / carbonate / hydrate 42.9 g of Kyoward 500SH (manufactured by Kyowa Chemical Industry Co., Ltd.) was charged and stirred for 2 hours to neutralize. After filtration, volatile components such as methanol and toluene were removed by distillation under reduced pressure, and 367.4 g of ethyl acetate was added, followed by purification by pressure filtration.
• the silicone resin emulsion compositions of Examples 2-1 to 2-7 were different from the silicone resin emulsion compositions of Comparative Examples 2-1 to 2-4 in terms of cured coating appearance, adhesion, coating hardness, and environmental load. , which indicates the superiority of the silicone resin emulsion composition of the present invention.

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• 2019
  • 2019-08-01 WO PCT/JP2019/030315 patent/WO2020036073A1/ja active Application Filing
  • 2019-08-14 TW TW108128891A patent/TW202017977A/zh unknown

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