WO2020085123A1 - Composition pour liquide de revêtement aqueux contenant un polymère amide d'acide n-vinylcarboxylique - Google Patents

Composition pour liquide de revêtement aqueux contenant un polymère amide d'acide n-vinylcarboxylique Download PDF

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Publication number
WO2020085123A1
WO2020085123A1 PCT/JP2019/040225 JP2019040225W WO2020085123A1 WO 2020085123 A1 WO2020085123 A1 WO 2020085123A1 JP 2019040225 W JP2019040225 W JP 2019040225W WO 2020085123 A1 WO2020085123 A1 WO 2020085123A1
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composition
polymer
acid amide
coating liquid
vinylcarboxylic acid
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PCT/JP2019/040225
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English (en)
Japanese (ja)
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菅原　篤
小西　淳
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昭和電工株式会社
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Priority to CN201980061889.5A priority Critical patent/CN112739786B/zh
Priority to JP2020553155A priority patent/JPWO2020085123A1/ja
Priority to KR1020217001694A priority patent/KR102636889B1/ko
Publication of WO2020085123A1 publication Critical patent/WO2020085123A1/fr

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    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D7/00—Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials
    • B05D7/24—Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials for applying particular liquids or other fluent materials
    • 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
    • C09D101/00—Coating compositions based on cellulose, modified cellulose, or cellulose derivatives
    • C09D101/08—Cellulose derivatives
    • C09D101/10—Esters of organic acids
    • 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
    • C09D103/00—Coating compositions based on starch, amylose or amylopectin or on their derivatives or degradation products
    • 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
    • C09D105/00—Coating compositions based on polysaccharides or on their derivatives, not provided for in groups C09D101/00 or C09D103/00
    • 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
    • C09D139/00—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 single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Coating compositions based on derivatives of such polymers
    • 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
    • C09D5/02—Emulsion paints including aerosols
    • 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
    • C09D7/61—Additives non-macromolecular inorganic
    • 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
    • C08K3/02—Elements
    • C08K3/08—Metals
    • C08K2003/0812—Aluminium

Definitions

  • the present invention relates to a composition containing a polymer of N-vinylcarboxylic acid amide as a water-soluble polymer, which is mainly a coating material, an ink, an adhesive, a positive electrode, a negative electrode, and a separator of a lithium ion battery containing the water-soluble polymer.
  • the present invention relates to a composition capable of forming an easily drying coating material on a construction surface in an aqueous coating liquid such as.
  • the coating and printing technologies using water-soluble polymers have begun to be widely used in the industrial field from the viewpoints of environment and safety and efficiency.
  • an aqueous coating solution using a water-soluble polymer is very excellent, and the industrial advantage is very large.
  • poly-N-vinylacetamide (hereinafter also referred to as PNVA (registered trademark)), which is one kind of N-vinylcarboxylic acid amide polymer, has amphipathic property, and has high molecular weight and high viscosity. Since it is easy to do, it is used for various purposes such as thickening of water-based inks and paints, various water-based compounding coating liquids, film formation, and adhesives. In particular, it is used as an adhesive, a paint, a building material, and a binder resin for a secondary battery in the fields of personal care such as medicine and cosmetics, the field of construction such as building materials, and the industrial field.
  • PNVA registered trademark
  • non-hydrophilic polymer emulsions and rubber latex may be used as an aqueous coating liquid, but when these and water-soluble polymers are compared, the drying speed is greatly different, In some cases, it takes a long time to dry the water-soluble polymer.
  • Polymer emulsions and rubber latexes have many problems in that they cannot be expected to be thickened as a binder for coating and the coating surface is brittle.
  • improving drying efficiency is often done by improving equipment and optimizing drying conditions.
  • the following are conventional technologies for improving the drying method for water-based coating liquids.
  • a coating liquid is irradiated with near-infrared rays from a short distance of 10 to 35 cm, and is a drying method of blowing air to cure the coating material. This is an improvement of drying conditions and drying of the binder itself. It is not sex improvement.
  • addition of inorganic fillers or non-hydrophilic resins to the emulsion can be considered, but it is not always applicable to a coating liquid containing a water-soluble polymer. Absent.
  • Patent Document 2 describes a composition in which talc is added to a water-dispersed emulsion as a ground control material for a cement-based substrate, but it is intended to be dried by natural drying or air-drying and has high water solubility.
  • the range of application is quite limited as a method for improving the drying property of a coating liquid containing molecules.
  • Patent Document 3 discloses an adhesive composition containing a thermoplastic resin powder such as an acrylic resin in an aqueous resin dispersion containing a styrene-butadiene copolymer latex and a chloroprene rubber latex.
  • a thermoplastic resin powder such as an acrylic resin in an aqueous resin dispersion containing a styrene-butadiene copolymer latex and a chloroprene rubber latex.
  • a water-soluble polymer it is often difficult to add a water-insoluble substance, and the addition amount is limited, so that the application range is extremely narrow.
  • Patent Document 4 discloses a thickening dispersant for a lithium ion secondary battery positive electrode slurry containing one or more water-soluble polymers such as carboxymethyl cellulose and poly N-vinylacetamide. However, since it enhances the binding property between the positive electrode active materials and between the positive electrode active material and the current collector, the concentration of the thickening dispersant in the positive electrode slurry is low, and there is no disclosure or suggestion of the problem of drying.
  • a composition for an aqueous coating liquid which contains at least a polymer of N-vinylcarboxylic acid amide, a polysaccharide and water.
  • the composition for aqueous coating solutions according to [1] to [7], wherein the content of the N-vinylcarboxylic acid amide polymer in the composition is in the range of 0.05 to 20% by mass.
  • a method for producing a water-based polymer coating which comprises applying the composition for water-based coating liquid according to [1] to [8] to the surface of a base material and drying.
  • the polysaccharide is contained in the composition containing the polymer of water and the N-vinylcarboxylic acid amide, so that the drying property is significantly improved when the composition is applied.
  • the composition of the present invention has a structure derived from N-vinylcarboxylic acid amide and has high hydrophilicity because it has polarity, and also has a wetting, dispersing, and thickening action in various aqueous solutions and at the same time various materials.
  • Such a composition is preferably used in a field where a wetting, dispersing and thickening effect, an adhesive effect and the like are required.
  • it can be used as an adhesive, a paint, a building material, and a coating liquid for a secondary battery in the field of personal care such as medicine and cosmetics, the field of construction such as building materials, and the industrial field.
  • Aqueous coating liquid composition contains at least water, a polymer of N-vinylcarboxylic acid amide, and a polysaccharide as essential components.
  • the coating liquid include adhesives, paints, inks, positive electrodes of lithium ion batteries, negative electrodes, separators, and the like. Hereinafter, each component will be described.
  • the polymer present invention N- vinylcarboxamides, polymers of N- vinyl carboxylic acid amide is used as the water-soluble polymer.
  • N-vinylcarboxylic acid amide is represented by the following formula (1).
  • R 1 is any one selected from the group consisting of a hydrogen atom and a hydrocarbon group having 1 to 6 carbon atoms.
  • R 2 is a hydrogen atom or a hydrocarbon group having 1 to 6 carbon atoms. Represents a group, and R 1 may form a ring structure with NR 2.
  • N-vinylcarboxylic acid amide examples include N-vinylformamide, N-vinylacetamide, N-vinylpropionamide, N-vinylbenzamide, N-vinyl-N-methylformamide, N-vinyl-N- Examples thereof include ethylformamide, N-vinyl-N-methylacetamide, N-vinyl-N-ethylacetamide, N-vinylpyrrolidone and the like. Of these, N-vinylacetamide is particularly preferable.
  • the N-vinylcarboxylic acid amides may be used alone or in combination.
  • the polymer used in the present invention may be a homopolymer of N-vinylcarboxylic acid amide, but may be a copolymer containing other monomer units in its structure.
  • the other monomer unit is not particularly limited as long as it can be copolymerized with N-vinylcarboxylic acid amide, and examples thereof include methacrylic acid, itanconic acid, maleic acid, maleic anhydride, crotonic acid, and derivatives thereof.
  • Unsaturated carboxylic acid monomers such as salts and esters; Acryloylmorpholine, isopropylacrylamide; Unsaturated nitrile monomers such as methachloronitrile, ⁇ -chloroacrylonitrile; Methyl methacrylate, ethyl methacrylate, propyl methacrylate, n-butyl methacrylate, t-butyl methacrylate, pentyl (meth) acrylate, heptyl (meth) acrylate, hexyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, octyl (meth) acrylate Linear or branched alkyl group-containing ethylenically unsaturated monomers such as, nonyl (meth) acrylate, decyl (meth) acrylate, undecyl (meth) acrylate, dodecyl (meth)
  • the content of the monomer unit derived from N-vinylcarboxylic acid amide in the copolymer is preferably 60 mol% or more and 100 mol% or less.
  • N-vinylacetamide homopolymers are excellent for thin film formation when applying an aqueous solution compounding agent to various base materials, and for secondary batteries with high safety required level from the viewpoint of heat resistance. Is most preferable as the coating material.
  • the weight average molecular weight of the N-vinylcarboxylic acid amide polymer used in the present invention is preferably 10,000 to 4,000,000, more preferably 100,000 to 3,000,000, and further preferably 500,000 to 2,000,000. Is in the range.
  • the weight average molecular weight here is determined by the method according to the GPC measurement method described later.
  • the viscosity of an aqueous solution in which the polymer is dissolved in water so as to be 5% by mass is preferably 1,000 to 30,000 mPa ⁇ s, more preferably 3,000 to 20,000 mPa ⁇ s. It is preferably 6,000 to 15,000 mPa ⁇ s.
  • the viscosity is determined by a Brookfield viscometer described later.
  • An aqueous solution of a polymer having such characteristics becomes a viscous liquid having thixotropy and slipperiness.
  • the method for producing the polymer is not particularly limited, and it can be produced by polymerizing various monomers of N-vinylcarboxylic acid amide by a known polymerization method using a radical polymerization initiator.
  • the polymerization method include a solution polymerization method, an aqueous solution polymerization method, a precipitation precipitation polymerization method, and an inverse layer suspension polymerization method.
  • Radical polymerization in an aqueous solution is preferable because it is essential to increase the molecular weight when used for coating.
  • the monomer aqueous solution is put into a reaction tank equipped with a stirrer, a thermometer and a nitrogen gas vent pipe, and the monomer aqueous solution is aerated with nitrogen gas.
  • a radical polymerization initiator is added and mixed, the polymerization is started.
  • This monomer aqueous solution is prepared by dissolving various monomers such as N-vinylcarboxylic acid amide and unsaturated carboxylic acid monomer in ion-exchanged water in advance and adjusting the polymerization initiation temperature.
  • the temperature for introducing the radical polymerization initiator is preferably 45 to 70 ° C., and it may be produced by sequential polymerization in which an aqueous monomer solution or an aqueous polymerization initiator solution is added dropwise.
  • the temperature inside the polymerization tank rises and reaches the peak temperature approximately 0.5 to 3 hours after the initiator is charged.
  • the concentration of the N-vinylcarboxylic acid amide monomer in the aqueous monomer solution is usually preferably 3 to 20% by mass, more preferably 5 to 15% by mass, and further preferably 7 to 12% by mass.
  • the monomer concentration in the body aqueous solution is within this range, the polymerization rate and the degree of heat generation are suitable, and the one having the target viscosity can be obtained and can be easily taken out from the reaction tank.
  • polymerization initiator used for the polymerization of N-vinylcarboxylic acid amide those generally used for radical polymerization of vinyl compounds can be used without limitation. Examples thereof include redox type polymerization initiators, azo compound type polymerization initiators, and peroxide type polymerization initiators.
  • the molecular weight may be adjusted using a chain transfer agent.
  • redox-based polymerization initiators include a combination of ammonium persulfate and sodium thiosulfate, sodium hydrogen thiosulfate, trimethylamine, or tetramethylethylenediamine, or t-butyl hydroperoxide and sodium thiosulfate or sodium thiosulfate. Combinations can be given.
  • peroxide type polymerization initiators examples include persulfates such as sodium, potassium and ammonium, benzoyl peroxide, lauroyl peroxide, caproyl peroxide, t-butyl peroctoate, organic peroxides such as diacetyl peroxide. Is mentioned.
  • Azo initiators include 2,2′-azobis (2-methylbutyronitrile), 2,2′-azobis (2,4-dimethylvaleronitrile), dimethyl-2,2′-azobis (isobutyrate), Dimethyl-2,2'-azobis (2-methylbutyrate) and dimethyl-2,2'-azobis (2,4-dimethylpentanoate), 2,2'-azobis (2-amidinopropane) dihydrochloride , 2,2'-azobis [N- (2-carboxyethyl) -2-methylpropionamidine] n hydrate, 2,2'-azobis ⁇ 2- [N- (2-carboxyethyl) amidino] propane ⁇ Examples thereof include n-hydrates and azo compounds such as 2,2′-azobis (2-methylpropionate) dimethyl.
  • halogen-free 2,2′-azobis [N- (carboxyethyl) -2-methyl is used. It is most preferable to use propionamidine] tetrahydrate (trade name: azo polymerization initiator VA-057 manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.).
  • the radical polymerization initiators may be used in combination, and the redox polymerization initiator and the water-soluble azo compound polymerization initiator may be used in combination for polymerization.
  • the amount of the radical polymerization initiator used is preferably 100 to 10000 mass ppm, more preferably 500 to 5000 mass ppm in the case of the azo compound-based polymerization initiator, based on the total amount of all monomers. In the case of a system polymerization initiator, it is preferably 10 to 300 mass ppm, more preferably 30 to 100 mass ppm. When the amount of radical polymerization initiator used is within the above range, both the polymerization rate and the molecular weight of the copolymer tend to be suitable.
  • a chain transfer agent may be used during polymerization for the purpose of adjusting the degree of polymerization of the polymer and for introducing a modifying group at the terminal of the polymer as long as the object of the present invention is not impaired.
  • the chain transfer agent include aldehyde compounds such as propionaldehyde, ketone compounds such as acetone and methyl ethyl ketone, thiol compounds such as 2-hydroxyethanethiol, 3-mercaptopropionic acid, dodecanethiol and thioacetic acid, and carbon tetrachloride.
  • Examples thereof include halogenated hydrocarbon compounds such as trichlorethylene and tetrachloroethylene, and phosphinic acid salts such as sodium phosphinate monohydrate.
  • halogenated hydrocarbon compounds such as trichlorethylene and tetrachloroethylene
  • phosphinic acid salts such as sodium phosphinate monohydrate.
  • thiol compounds, aldehyde compounds and ketone compounds are preferably used.
  • the addition amount of the chain transfer agent is preferably 0.1% by mass or more and 2.0% by mass or less with respect to the total amount of all the monomers. Within this range, the purpose of adjusting the degree of polymerization and introducing a modifying group at the terminal of the polymer can be sufficiently fulfilled.
  • Polysaccharides are not particularly limited as long as they are hydrophilic, and xanthan gum, gellan gum, pectin, carrageenan, guar gum, karaya gum, dextrin, cellulose derivatives and the like can be used. Among these, a cellulose derivative is preferable because it has high heat resistance.
  • the cellulose derivative is not particularly limited, and the following can be used. Specifically, methylcellulose, hydroxypropylmethylcellulose, an alkali (earth) metal salt of carboxymethylcellulose, hydroxyethylcellulose, hydroxyethylmethylcellulose and the like can be used. As the alkali (earth) metal salt, sodium salt, potassium salt, lithium salt, magnesium salt, calcium salt and the like are used.
  • Water Water is not particularly limited, and distilled water, ion-exchanged water, tap water, etc. can be used, but ion-exchanged water is preferable.
  • the aqueous coating liquid composition of the present invention is a composition obtained by dissolving the above N-vinylcarboxylic acid amide polymer and a polysaccharide in a solvent containing at least water. .
  • the method for mixing the N-vinylcarboxylic acid amide polymer and the polysaccharide is not particularly limited, but in order to obtain a more uniform mixed state, the N-vinylcarboxylic acid amide polymer and the polysaccharide are mixed. It is preferable that the compound is dissolved in a solvent containing at least water, and then, if necessary, mixed with another compounding agent. More preferably, it is preferable that both the N-vinylcarboxylic acid amide polymer and the polysaccharide are dissolved in a solvent containing at least water and then mixed and homogenized. This makes it possible to take an ideal mixing form. Water is used as the solvent, but a mixed solvent of water and alcohols may be used. When alcohols are mixed, it is preferably contained in the solvent in an amount of 50% by mass or less. It is preferable to use only water in terms of cost, manufacturing control, waste treatment, and the like.
  • the ideal mixed form is a state in which a polysaccharide such as a cellulose derivative is finely dispersed in a water-soluble polymer which is a polymer of N-vinylcarboxylic acid amide, and is a polymer of N-vinylcarboxylic acid amide. It is presumed that a part of hydrogen bond with water is inhibited, and as a result, water is likely to be released and dried easily.
  • the effect can be expected if the blending amount of one is smaller than that in the mixed state in the same ratio.
  • the effect is obtained when the polysaccharide is less than the polymer of N-vinylcarboxylic acid amide. Is easy to express.
  • the ratio (polymer of N-vinylcarboxylic acid amide: polysaccharide) is preferably 95: 5 to 30:70, more preferably 95: 5 to 50:50, and further preferably 90:10 to 80:20. .
  • the mixing ratio corresponds to the composition ratio.
  • the “easy-drying property” means, for example, that the polymer of N-vinylcarboxylic acid amide can be dried in a shorter time than the drying time when the same amount of heat is applied. The shorter the drying time, the less time it takes to apply heat, and the less time it takes to cool. Therefore, the heat history of the base material can be reduced.
  • the concentration of the polymer of N-vinylcarboxylic acid amide in the composition is appropriately selected according to the application for which the composition is used, the coating method, the viscosity of the coating liquid, etc., but usually contains at least water.
  • the amount is preferably 1 to 30% by mass, more preferably 2 to 20% by mass, and further preferably 4 to 15% by mass, based on the total weight of the composition containing the solvent. Within this range, coating can be carried out by a known printing means and drying can be accelerated.
  • the content of the polysaccharide in the composition is appropriately selected according to the application and coating method in which the composition is used, the viscosity of the coating liquid, etc., but usually the composition containing a solvent containing at least water. It is preferably 0.05% by mass or more and 10% by mass or less, more preferably 0.1% by mass or more and 5% by mass or less, further preferably 0.2% by mass or more and 3% by mass or less, based on the total weight. Is desirable. Within this range, the effect of promoting the drying of the composition can be exhibited.
  • the composition according to the present invention may contain inorganic fillers.
  • the inorganic filler When the inorganic filler is included, the surface area is increased, and at the same time, the filler itself has heat dissipation, so that the drying property can be further improved.
  • the coating With respect to the composition to which the inorganic fillers are added, the coating itself has high heat dissipation, heat resistance, and toughness, which is a great industrial advantage.
  • the inorganic fillers include at least one selected from the group consisting of boron nitride, aluminum nitride, silicon carbide, silica, alumina, boehmite, talc, zinc oxide, titanium oxide, titanium black and graphite, Of these, alumina is preferable in terms of heat dissipation and easy availability.
  • the content of the inorganic fillers is preferably 70% by mass or less, more preferably 20 to 60% by mass, further preferably 30 to 55% by mass, based on the total weight of the composition. Within this range, the effect of promoting the drying of the composition can be exhibited.
  • the above-mentioned composition for water-based coating fluid is applied to the surface of a base material and dried to form a coating film, thereby producing a coating material.
  • the composition is as described above.
  • the composition containing at least water of the polymer of N-vinylcarboxylic acid amide is mixed with a predetermined amount of polysaccharide, so that the composition is dried more significantly than the composition containing no polysaccharide.
  • a coating / drying method that shortens the time can be provided.
  • the method for applying the composition to the substrate is not particularly limited, and in addition to spray coating, roll coating, bar coating, gravure coating, die coating, knife coating, inkjet coating, brush coating, dip coating, etc., roll to It is also possible to perform continuous coating using a roll pattern coating device.
  • composition may include known materials to be added to the coating composition other than the above, for example, an emulsion binder, a thixotropic agent, a dispersant, a surface modifier, a defoaming agent, a leveling agent. May be included.
  • an emulsion binder for example, an emulsion binder, a thixotropic agent, a dispersant, a surface modifier, a defoaming agent, a leveling agent. May be included.
  • a film, a non-woven fabric, a porous body, a plate-like body or the like can be used without particular limitation.
  • the material constituting the substrate homopolypropylene, a copolymer of propylene and other olefins, polyethylene terephthalate, polyethylene naphthalate, polyamide ether ketone, polyimide, polyamide, polyphenylene sulfone, polyphenylene ether, polyethylene, polyether sulfone, Organic resin materials such as polyether ether ketone, polybenzimidazole, polyetherimide, polyamideimide, poly (p-phenylene 2,6-benzobisoxazole), fluororesin, epoxy resin, aluminum, copper, silver, iron, etc. Examples thereof include metallic materials, glass (silicon oxide), alumina, magnesia, aluminum nitride, aluminum carbide, silicon nitride, barium titanate, and the like.
  • the substrate may be used alone or in combination of two or more.
  • the drying method is not particularly limited, and spin drying, vacuum drying, warm air drying, infrared drying, etc. are not particularly limited.
  • the drying time is also not particularly limited, but according to the present invention, as compared with the case where the N-vinylacetamide polymer alone is dried, the drying time is 95% by mass, which will be described later, at a ratio of 1/3 to 1/10. The drying time can be shortened.
  • Tetrahydrate (0.04 g, total monomer ratio 0.08% by mass) was added in a state of being dissolved in 10 g of ion-exchanged water degassed with nitrogen gas. In that state, the polymerization reaction was allowed to proceed for 4 hours, after which the internal temperature was raised to 80 ° C. and held for 1 hour, sampling was carried out, and the residual monomer was measured by the HPLC method. The reaction was terminated at some point, then 400 g of ion-exchanged water was added, diluted, stirred for 1 hour, and then cooled.
  • the weight average molecular weight of the obtained N-vinylacetamide polymer was 2,000,000.
  • the viscosity of the 5 mass% aqueous solution was 11,500 mPa ⁇ s.
  • the polymer was dissolved in distilled water at a concentration of 1% by mass, and the weight average molecular weight was measured by the GPC (gel permeation chromatography) method under the following conditions.
  • Viscosity measurement method A test sample is placed in a 300 ml tall beaker and left to stand in a thermostatic chamber at 20 ° C for 12 hours or more to completely eliminate air bubbles inside. After that, put a beaker in a constant temperature water bath adjusted to 20 ° C and confirm with a thermometer that the temperature of the test body is 20 ⁇ 0.5 ° C. Then, the B-type viscometer shown in JIS K-7117-1-1999. Is used to measure the viscosity under the following conditions. The viscosity is recorded 10 minutes after the value settles down.
  • Viscometer DVE (Brookfield) viscometer HA type spindle: No. 6 spindle rotation speed: 50 rpm Temperature: 20 ° C
  • a polymer sample was dissolved in a 0.05 mol / L sodium sulfate (Na 2 SO 4 ) aqueous solution to obtain a polymer solution.
  • the concentration of the polymer in this polymer solution is 0.1% by mass.
  • this polymer solution was analyzed by the GPC method to calculate the total amount of various monomers remaining in the polymer sample (residual monomer amount). It is possible to confirm whether or not the polymerization reaction is completed based on the residual monomer amount.
  • Detector (RI): SHODEX (registered trademark) UV-41 manufactured by Showa Denko KK Pump: SHODEX (registered trademark) DS-4 manufactured by Showa Denko KK Column oven: Sugai U-620 40 ° C Analyzer: Shimadzu C-R7A Plus Column: Showa Denko KK SHODEX (TM) SB802.5HQ ⁇ 1 present eluent: 0.05mol / L Na 2 SO 4 aqueous solution flow rate 1.0 ml / min The concentration was determined by the calibration curve method (sample concentration: 1, 5, 10, 100 mass ppm).
  • Example 1 The 5 mass% N-vinylacetamide polymer aqueous solution obtained in Production Example and a 5 mass% aqueous solution of a polysaccharide shown in Table 1 were placed in the same container at 25 ° C. according to the mixing ratio shown in Table 1. The mixture was stirred and homogenized to prepare an aqueous coating liquid composition. In Example 16, after homogenization, alumina was mixed in the ratio shown in Table 1.
  • Comparative Examples 1 to 7 A composition for an aqueous coating liquid having the composition shown in Table 1 was prepared. In Comparative Example 7, alumina was mixed with the aqueous solution of Comparative Example 1 in the ratio shown in Table 1.
  • N-vinylacetamide polymer (PNVA) Materials other than the N-vinylacetamide polymer (PNVA) used in Examples and Comparative Examples are as follows.
  • CMC carboxymethyl cellulose
  • VINYBRAN registered trademark 2685 Nissin Chemical Industry Co., Ltd.
  • Styrene butadiene latex BM-400B Nippon Zeon Co., Ltd.
  • Guar gum Reagent Pure Chemicals Co., Ltd.
  • Alumina AL-160SG Showa Denko KK
  • the drying rate was measured by the following method. Evaluation (95% by mass drying time and 47.5% by mass drying time) 1.5 g of the sample composition for aqueous coating liquid is sampled and placed on an aluminum cup and spread evenly and evenly on the bottom surface of the aluminum cup with a spoon. For the samples of Examples 1 to 15 and Comparative Examples 1 to 6, a thermobalance (PM460 manufactured by METTLER TOLEDO Co., Ltd.) was used to reduce 95% by mass from the initial mass at 85 ° C., that is, until the water was almost evaporated. Evaporation time is measured at 1 minute intervals.
  • a thermobalance PM460 manufactured by METTLER TOLEDO Co., Ltd.
  • Example 16 and Comparative Example 7 were evaluated by the evaporation time at 85 ° C. until the mass decreased from the initial mass by 47.5 mass%. In Example 16, the evaporation time difference from Comparative Example 7 was shortened.
  • the drying speed may be faster depending on the ratio when the N-vinylacetamide polymer and the polysaccharide are mixed than when the N-vinylcarboxylic acid amide polymer-free polysaccharide alone is included.
  • the drying speed since the drying speed is higher in the system in which the polysaccharide is added even in the system in which the inorganic filler is added, the mixing of the polymer of N-vinylacetamide and the polysaccharide accelerates the drying speed. It can be said to be a useful means in.
  • the drying rate can be increased by adding and mixing a polysaccharide such as CMC to the N-vinylcarboxylic acid amide polymer at a constant ratio.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Materials Engineering (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Dispersion Chemistry (AREA)
  • Paints Or Removers (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

L'invention concerne une configuration qui permet un séchage efficace lors de la production d'un revêtement à partir d'une composition aqueuse contenant un polymère amide d'acide N-vinylcarboxylique. Cette composition pour liquide de revêtement aqueux contient au moins un polymère amide d'acide N-vinylcarboxylique, un polysaccharide et de l'eau.
PCT/JP2019/040225 2018-10-23 2019-10-11 Composition pour liquide de revêtement aqueux contenant un polymère amide d'acide n-vinylcarboxylique WO2020085123A1 (fr)

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JP2020553155A JPWO2020085123A1 (ja) 2018-10-23 2019-10-11 Ｎ−ビニルカルボン酸アミドの重合体を含む水性塗工液用組成物
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WO2022059678A1 (fr) * 2020-09-17 2022-03-24 昭和電工株式会社 Composition de fluide de revêtement, substrat avec film de revêtement, séparateur, batterie secondaire et matériau d'électrode
WO2022059677A1 (fr) * 2020-09-17 2022-03-24 昭和電工株式会社 Composition liquide de revêtement, substrat avec film de revêtement, séparateur, batterie secondaire et matériau d'électrode

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WO2022059678A1 (fr) * 2020-09-17 2022-03-24 昭和電工株式会社 Composition de fluide de revêtement, substrat avec film de revêtement, séparateur, batterie secondaire et matériau d'électrode
WO2022059677A1 (fr) * 2020-09-17 2022-03-24 昭和電工株式会社 Composition liquide de revêtement, substrat avec film de revêtement, séparateur, batterie secondaire et matériau d'électrode
CN116134101A (zh) * 2020-09-17 2023-05-16 株式会社乐索纳克 涂覆液组合物、带有涂覆膜的基材、隔板、二次电池及电极材料
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KR102636889B1 (ko) 2024-02-16
KR20210024031A (ko) 2021-03-04

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