US20130122319A1 - Allergen reducing agent, and processed product, coating material, and wood building material using same - Google Patents

Allergen reducing agent, and processed product, coating material, and wood building material using same Download PDF

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Publication number
US20130122319A1
US20130122319A1 US13/811,913 US201113811913A US2013122319A1 US 20130122319 A1 US20130122319 A1 US 20130122319A1 US 201113811913 A US201113811913 A US 201113811913A US 2013122319 A1 US2013122319 A1 US 2013122319A1
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Prior art keywords
reducing agent
allergen reducing
allergen
terpenoid
copolymer
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US13/811,913
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English (en)
Inventor
Kenji Sakamoto
Shigeharu Fukuzawa
Hiroyuki Omura
Shoichi Nakamoto
Kazumasa Rokushima
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Panasonic Intellectual Property Management Co Ltd
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Panasonic Corp
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Priority claimed from JP2010168104A external-priority patent/JP5592187B2/ja
Priority claimed from JP2010168103A external-priority patent/JP5592186B2/ja
Application filed by Panasonic Corp filed Critical Panasonic Corp
Assigned to PANASONIC CORPORATION reassignment PANASONIC CORPORATION ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: FUKUZAWA, SHIGEHARU, NAKAMOTO, SHOICHI, OMURA, HIROYUKI, ROKUSHIMA, KAZUMASA, SAKAMOTO, KENJI
Publication of US20130122319A1 publication Critical patent/US20130122319A1/en
Assigned to PANASONIC INTELLECTUAL PROPERTY MANAGEMENT CO., LTD. reassignment PANASONIC INTELLECTUAL PROPERTY MANAGEMENT CO., LTD. ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: PANASONIC CORPORATION
Assigned to PANASONIC INTELLECTUAL PROPERTY MANAGEMENT CO., LTD. reassignment PANASONIC INTELLECTUAL PROPERTY MANAGEMENT CO., LTD. CORRECTIVE ASSIGNMENT TO CORRECT THE ERRONEOUSLY FILED APPLICATION NUMBERS 13/384239, 13/498734, 14/116681 AND 14/301144 PREVIOUSLY RECORDED ON REEL 034194 FRAME 0143. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Assignors: PANASONIC CORPORATION
Abandoned legal-status Critical Current

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    • 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
    • C09D5/14Paints containing biocides, e.g. fungicides, insecticides or pesticides
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B05SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05DPROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D1/00Processes for applying liquids or other fluent materials
    • B05D1/02Processes for applying liquids or other fluent materials performed by spraying
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B05SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05DPROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D3/00Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials
    • B05D3/06Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials by exposure to radiation
    • B05D3/061Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials by exposure to radiation using U.V.
    • B05D3/065After-treatment
    • B05D3/067Curing or cross-linking the coating
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B05SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05DPROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D7/00Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials
    • B05D7/06Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials to wood
    • 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
    • C08G65/00Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/34Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives
    • C08G65/38Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives derived from phenols
    • 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
    • C09D123/00Coating compositions based on homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Coating compositions based on derivatives of such polymers
    • C09D123/02Coating compositions based on homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Coating compositions based on derivatives of such polymers not modified by chemical after-treatment
    • C09D123/18Homopolymers or copolymers of hydrocarbons having four or more carbon atoms
    • C09D123/24Homopolymers or copolymers of hydrocarbons having four or more carbon atoms having ten or more carbon atoms
    • 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
    • C09D145/00Coating compositions based on homopolymers or copolymers of compounds having no unsaturated aliphatic radicals in a side chain, and having one or more carbon-to-carbon double bonds in a carbocyclic or in a heterocyclic system; Coating compositions based on derivatives of such polymers
    • 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
    • C09D15/00Woodstains
    • 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
    • C09D155/00Coating compositions based on homopolymers or copolymers, obtained by polymerisation reactions only involving carbon-to-carbon unsaturated bonds, not provided for in groups C09D123/00 - C09D153/00
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/31504Composite [nonstructural laminate]
    • Y10T428/31855Of addition polymer from unsaturated monomers
    • Y10T428/3188Next to cellulosic
    • Y10T428/31895Paper or wood

Definitions

  • Patent Document 1 JP-A-61-44821
  • the present invention has been completed under these circumstances, and it is an object of the present invention to provide an allergen reducing agent that functions to reduce allergens such as mites and pollen, and can suppress coloring. Another object is to provide processed products, coating materials, and wood building materials that use such allergen reducing agents.
  • an allergen reducing agent of the present invention includes a terpenoid polymer or copolymer as an active component.
  • the terpenoid and phenol copolymer have a hydroxyl number of 10 to 250 mgKOH/g.
  • the allergen reducing agent it is preferable in the allergen reducing agent that the monoterpene be limonene or pinene.
  • a double bond derived from the terpenoid be hydrogenated by reaction with hydrogen.
  • a processed product of the present invention includes the allergen reducing agent above fixed to a surface of the processed product.
  • a coating material of the present invention contains the allergen reducing agent above, and a curable resin.
  • a wood building material of the present invention includes a single or multiple functional layers on a surface of a wood base, wherein the layer forming the outermost surface of the single or multiple functional layers is a cured coating of the coating material above.
  • the allergen reducing agent of the present invention contains a terpenoid polymer or copolymer as an active component, and thereby functions to reduce allergens.
  • the allergen reducing agent also can suppress coloring.
  • the processed products, coating materials, and wood building materials using the allergen reducing agent also have the allergen reducing function, and can suppress coloring.
  • the allergen reducing agent of the present invention contains a terpenoid polymer or copolymer as an active component.
  • the terpenoid polymer is obtained by polymerizing one species of terpenoids alone, and the terpenoid copolymer is obtained by copolymerizing one species of terpenoids and one or more species of other monomers.
  • One or more species of other monomers are monomers that are not terpenoids, or terpenoids different from the terpenoid to be copolymerized. Examples of the monomers other than terpenoids include aromatic monomers, and phenols.
  • the raw material terpenoids of the active components may be linear terpene compounds or cyclic terpene compounds.
  • the cyclic terpene compounds may be, for example, monocyclic terpene compounds, or bicyclic terpene compounds. Specific examples thereof include, but are not limited to, the following.
  • bicyclic terpene compounds include ⁇ -pinene, ⁇ -pinene, 1,8-cineole, 1,4-cineole, camphene, tricyclene, ⁇ 2-carene, and ⁇ 3-carene.
  • the monoterpenes ⁇ -pinene, ⁇ -pinene, and limonene are preferably used.
  • These terpene compounds may be used either alone or as a mixture of two or more kinds.
  • Examples of the substituent that contains a carbon atom include alkyl groups and alkoxyl groups.
  • the substituent containing a carbon atom may be an aromatic hydrocarbon group that forms a fused ring with the aromatic ring of the formula (1).
  • the alkyl group and the alkoxyl group are of preferably 1 to 4 carbon atoms.
  • halogenated styrenes include p-chlorostyrene, m-chlorostyrene, o-chlorostyrene, p-bromostyrene, m-bromostyrene, o-bromostyrene, p-fluorostyrene, m-fluorostyrene, o-fluorostyrene, and o-methyl-p-fluorostyrene.
  • alkoxystyrenes include methoxystyrene, ethoxystyrene, and t-butoxystyrene.
  • polycyclic aromatic compounds include bisphenols such as bisphenol A, bisphenol F, bisphenol AF, and bisphenol S, naphthols such as naphthol and dihydroxynaphthalene, and hydroxyanthracenes.
  • Other examples include aromatic polymers formed by condensing and polymerizing monomers of these aromatic compounds either alone or as a mixture of two or more with compounds such as formaldehyde, paraformaldehyde, hexamethylenetetramine, 1,3-dioxolan, and dicyclopentadiene. Examples include condensed polymers of bifunctional phenol and formaldehyde.
  • bifunctional phenols include those in which the hydrogen atom at the ortho or para position relative to the hydroxyl group of the phenol nucleus is substituted with a substituent (e.g., o-cresol, p-cresol, and p-t-butylphenol), and these may be used either alone or as a mixture of two or more kinds.
  • a substituent e.g., o-cresol, p-cresol, and p-t-butylphenol
  • the monomers and the condensed polymers of these aromatic compounds may be used either alone or as a mixture of two or more kinds.
  • the phenols may be those having one or more vinyl groups. Examples thereof include vinylphenols, tyrosines, and 1,2-di(4-hydroxyphenyl)ethenes. These may be used either alone or as a mixture of two or more kinds.
  • the terpenoid polymer or copolymer is obtained by using known methods. For example, there is a method in which one species of terpenoids, or one species of terpenoids and one or more other monomers are polymerized under heat in the presence of a catalyst.
  • the proportion of the terpenoid in the monomer group of one species of terpenoids and one or more other monomers is preferably, for example, 50 weight % or more, particularly preferably 70 weight % or more.
  • terpenoid polymer or copolymer examples include polymers and copolymers having a structure represented by, for example, the following formula (2) or (3) in the skeleton.
  • R represents the same substituent as for R 1 in the formula (1), and more than one R (at most five) may be present on the aromatic ring. When more than one R is present, the plurality of R may be the same or different.
  • terpenoid copolymer examples include copolymers of terpenoid and phenol.
  • the terpenoid polymer or copolymer obtained as above can develop an excellent allergen reducing effect.
  • the allergens include the allergens (Der1, Der2) produced by house dust mites found in large numbers in house dust, the airborne cedar pollen allergens (Cryj1, Cryj2) released in large numbers mainly in spring, and pet-derived allergens such as dog dandruff (Canf1) and cat dandruff (Feld1).
  • the terpenoid polymer or copolymer also can suppress coloring. It is therefore possible to minimize the damage to the texture of the processed product when applied to materials such as clothes, bedding, and building materials that require a high level of design, and the allergen reducing performance and design (low coloring) can be achieved at the same time. The coloring can be further reduced when the terpenoid used is ⁇ -pinene, ⁇ -pinene, or limonene.
  • the terpenoid copolymer is a copolymer of terpenoid and phenol
  • the copolymer has a stable structure because of the terpenoid-derived terpenoid skeleton and the phenol-derived phenol structure.
  • the compound therefore has low reactivity and low oxidizing property, and is stable with almost no reactivity to water under normal conditions.
  • the copolymer is therefore very highly heat resistant (resistant to discoloration under heat) and chemical resistant. Further, depending on the types of terpenoids and phenols, the coloring of the resulting copolymer can be reduced to make it compatible with various resins.
  • the color can be further reduced, and the lightfastness can be imparted by using ⁇ -pinene, ⁇ -pinene, or limonene as the terpenoid, and by using a phenol as the phenol.
  • This also makes it easier to control the softening point and the molecular weight, and to produce a compound having a softening point and a molecular weight suited for the intended use.
  • the terpenoid polymer or copolymer react with hydrogen in the presence of a catalyst to hydrogenate the terpenoid-derived double bond.
  • a catalyst it is preferable to hydrogenate the terpenoid-derived double bond, because it requires less energy. It is possible, however, to also hydrogenate the phenol-derived double bond.
  • hydrogenation catalyst examples include noble metals such as palladium, ruthenium, and rhodium. These may be used by being supported on a support such as activated carbon, activated alumina, and diatomaceous earth.
  • the terpenoid polymer or copolymer By hydrogenating the terpenoid polymer or copolymer, it is possible to reduce coloring, and to improve heat resistance (resistance to discoloration under heat), chemical resistance, and lightfastness, without losing the allergen reducing performance.
  • Specific examples of the hydrogenated compounds include compounds having a structure represented by, for example, the following formula (5) or (6) in the skeleton.
  • m and n are positive integers.
  • the allergen reducing agent of the present invention may contain known allergen inhibitors and hydrophilic polymers, as required, in addition to the terpenoid polymer or copolymer, to the extent that does not interfere with the intended object.
  • the hydrophilic polymers are preferably those capable of forming a reaction field in which interaction can occur with the terpenoid polymer or copolymer.
  • additives include pigments (such as zinc oxide and titanium oxide), inorganic ion exchangers (such as zirconium phosphate and zeolite), dyes, antioxidants, lightfastness stabilizers, fire retardants, antistatic agents, foaming agents, impact resistance enhancers, glass fibers, lubricants (such as a metallic soap), dampproofing agents, bulking agents, coupling agents, nucleating agents, fluidity improvers, deodorants, wood powders, mildew-proofing agents, antifouling agents, anti-rusting agents, metal powders, UV absorbers, and UV blockers.
  • pigments such as zinc oxide and titanium oxide
  • inorganic ion exchangers such as zirconium phosphate and zeolite
  • dyes such as zirconium phosphate and zeolite
  • antioxidants such as zirconium phosphate and zeolite
  • fire retardants such as zirconium phosphate and zeolite
  • antistatic agents such as sodium phosphate and
  • molding and fiber resins such as polyethylene, polypropylene, vinyl chloride resin, ABS resin (copolymer resin of acrylonitrile, butadiene, and styrene), AS resin (copolymer resin of acrylonitrile and styrene), MBS (methylmethacrylate.butadiene.styrene) resin, nylon resin, polyester, polyvinylidene chloride, polystyrene, polyacetal, polycarbonate, PBT (polybutylene terephthalate), acrylic resin, fluororesin, polyurethane elastomer, polyester elastomer, melamine resin, urea resin, ethylene tetrafluoride resin, unsaturated polyester resin, rayon, acetate, polyvinyl alcohol, cupra, triacetate, and vinylidene.
  • molding and fiber resins such as polyethylene, polypropylene, vinyl chloride resin, ABS resin (copolymer resin of acrylonitrile, butadiene,
  • the proportion of the allergen reducing agent mixed in the resin composition containing the allergen reducing agent is preferably 2 to 30 weight parts, more preferably 3 to 10 weight parts with respect to 100 weight parts of the resin composition containing the allergen reducing agent.
  • a desirable allergen reducing effect can be obtained in these content ranges. These ranges are also economical, and the resin physical properties can be suppressed from being lowered.
  • the resin composition containing the allergen reducing agent may be processed into a resin molded product.
  • Known techniques and machines may be used for the processing, as may be decided according to the properties of the resins.
  • the specific procedures may be in accordance with ordinary methods, and the composition may be processed into various forms, including clump, sponge, film-like, sheet, filamentous, and tubular forms, and complexes of these different forms.
  • the resin composition can easily be prepared by using methods such as mixing, interfusion, and kneading under appropriate temperatures or pressures, for example, under applied heat and increased pressure or reduced pressure.
  • a processed product having an enduring allergen reducing function can be obtained by fixing the allergen reducing agent-containing resin composition onto the surface of materials such as clothes, bedding, and building materials.
  • reducing allergens means reducing animal allergens, and plant allergens such as pollen.
  • the types of animal allergens for which the allergen reducing agent is particularly effective are allergens produced by mites (mites are organisms of the phylum Arthropoda, the class Arachnida, and the order Acarina, and are broadly classified into seven suborders, including the suborder Notostigmata as represented by the family Opilioacaridae, the suborder Holothyrida as represented by the family Holothyridae, the suborder Metastigmata as represented by Ixodes ovatus and Argas japonicus , the suborder Mesostigmata as represented by Ornithonyssus bacoti and Dermanyssus hirundinis , the suborder Prostigmata as represented by Cheyletus malaccensis Oudemans and Tarsonemus granarius , the suborder Astigmata as represented by mites
  • the allergen reducing agent may be used with a curable resin to form a curable resin composition, and may be used as a coating material formed of such a curable resin composition.
  • the terpenoid polymer or copolymer in 5 to 20 weight parts with respect to 100 weight parts of the coating material solid content in the coating material.
  • a desirable allergen reducing effect can be obtained, and the effect can desirably persist for a long time period in these content ranges. These ranges are also economical, and the physical properties of the coated object surface can be suppressed from being lowered.
  • the intended coating functions, specifically the protective function of the base surface can be appropriately obtained.
  • examples of the curable resin contained in the curable resin composition with the allergen reducing agent include active-energy-ray curable resin, and thermosetting resin.
  • Examples of the active-energy-ray curable resin include ultraviolet curable resin, and electron-ray curable resin.
  • thermosetting resin examples include polyester resin, urethane resin, melamine resin, epoxy resin, and silicone resin.
  • the active-energy-ray curable resin is preferably used, because it can easily produce a dense, enduring cured coating in a short time period.
  • a coating material of the curable resin composition using active-energy-ray curable resin is described below.
  • the coating material of the curable resin composition contains at least one selected from a reactive oligomer and a reactive monomer as the active-energy-ray curable resin, in addition to the allergen reducing agent.
  • Coating strength such as contamination resistance and abrasion resistance can be improved by mixing the reactive oligomer in the curable resin composition.
  • the reactive oligomer is a resin obtained by polymerizing a light-curable (meth)acrylate monomer that contains preferably two or more acryloyl groups or methacryloyl groups per molecule.
  • Examples of the reactive oligomer include urethane(meth)acrylate, polyester(meth)acrylate, polyether(meth)acrylate, epoxy(meth)acrylate, polybutadiene(meth)acrylate, silicone(meth)acrylate, and copolymerization (meth)acrylates obtained by introducing an acryloyl group or a methacryloyl group to the side chain of an acrylic acid ester copolymer. It is also possible to use copolymers that contain a unit derived from a fluorine-containing olefin, a unit derived from a polymerizable unsaturated group-containing silicone, or a unit derived from a hydroxyl group-containing unsaturated ether.
  • a photopolymerization initiator may be mixed in the curable resin composition, in addition to the allergen reducing agent, the reactive oligomer, and the reactive monomer, provided that such addition is not detrimental to the effects of the present invention.
  • intramolecular cleavage photopolymerization initiators examples include benzoin photopolymerization initiators, acetophenone photopolymerization initiators, benzophenone photopolymerization initiators, thioxanthone photopolymerization initiators, and acylphosphine oxide photopolymerization initiators.
  • the mixed amount of the photopolymerization initiator is preferably 1 to 10 weight %, more preferably 3 to 6 weight % with respect to the coating material solid content in the curable resin composition from the standpoint of improving reactivity and maintaining the coating physical properties.
  • the coating material is obtained by adding the allergen reducing agent to, for example, a solution prepared by dissolving of the reactive oligomer, the reactive monomer, and the photopolymerization initiator in a solvent.
  • a solution prepared by dissolving of the reactive oligomer, the reactive monomer, and the photopolymerization initiator in a solvent When dissolving these components in a solvent, heat may be applied, as required, or additives such as waxes, antimicrobial agents, mildew-proofing agents, unreactive diluents, polymerization inhibitors, matting agents, defoaming agents, sedimentation preventing agents, leveling agents, dispersants, heat stabilizers, and UV absorbers may be added.
  • solvents used for coating materials and inks may be used as the solvent.
  • aromatic hydrocarbons such as toluene and xylene
  • ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone, and cyclohexanone
  • acetates such as ethyl acetate, isopropyl acetate, butyl acetate, and amyl acetate
  • alcohols such as methyl alcohol, ethyl alcohol, and isopropyl alcohol
  • ethers such as dioxane, tetrahydrofuran, and diisopropyl ether, and mixtures of two or more of these.
  • Solvents of high electron donating capability such as ketones and acetates are preferred, because these can dissolve the components more easily.
  • the coating material obtained as above contains the allergen reducing agent, and therefore has an allergen reducing function. Coloring also can be suppressed. Thus, an excellent allergen reducing function can be imparted to the cured coating surface by applying the coating material to materials such as a wood base and curing the coating material. It is also possible to obtain a processed product in which coloring is suppressed.
  • the processed product is a wood building material.
  • the wood building material includes, for example, a single or multiple functional layers on a wood base surface.
  • the layer forming the outermost surface of the functional layer is the coating formed by applying and curing the coating material.
  • the functional layer may be a single layer of the coating, or may be formed by multiple layers containing the coating.
  • the functional layer may be configured from a color layer, and one or more clear layers laminated on the surface of the color layer.
  • the layer forming the outermost surface of the clear layer is the cured coating of the coating material.
  • the cured coating of the coating material is formed as a clear layer on the wood base surface, for example.
  • the clear layer be as colorless and transparent as possible, in order to preserve the color texture developed by the color layer, and the wood texture of the wood base.
  • the allergen reducing agent contained in the coating material contains the terpenoid polymer or copolymer, and can thus effectively suppress the coloring of the cured coating of the coating material. Further, because the influence of the cured coating on the finished appearance (color) of the wood building material can be reduced, the wood building material can have an even more desirable finished appearance while maintaining desirable coating physical properties and the desirable allergen reducing effect.
  • the terpenoid copolymer is a terpenoid-phenol copolymer, desirable heat resistance and chemical resistance can be imparted to the wood building material because of the heat resistance and the chemical resistance of the copolymer.
  • a base sheet of synthetic resin such as polypropylene resin (PP resin) may be disposed between the wood base and the functional layer.
  • PP resin polypropylene resin
  • the base sheet and the functional layer formed on the front-surface side of the base sheet form a decorative sheet, and the wood base is attached to the back-surface side of the decorative sheet with an adhesive or the like.
  • a backer layer of synthetic resin such as PP resin may be disposed on the back-surface side of the decorative sheet, and the wood base may be attached to the back-surface side of the backer layer with an adhesive or the like to form a wood building material.
  • wood base used for the wood building material examples include plyboards and particle boards, medium density fiber boards, composite boards of wood powder and resin (wood plastic boards), and configurations in which a single wood board or a decorative sheet is bonded as a surface decorative member onto a bedplate produced by combining the wood base boards exemplified above.
  • the wood base When the wood building material is applied to floor material or wall material, the wood base may be groove finished or joint finished to improve design. Further, the wood base may be color coated, or primer coated to improve base adhesion and to prevent cracking. The primer coating may be followed by middle coating.
  • the coating is applied to make the coating thickness about 1 to 100 ⁇ m, preferably about 3 to 15 ⁇ m after the curing.
  • the number of clear layer applications is not particularly limited, and the clear layer may be applied once, or more than once.
  • Coating may be performed by using known methods, including a flow coating method, a roll coating method, a blow method, an air-less spraying method, an air spraying method, a brush coating method, a trowel coating method, a dipping method, a lifting method, a nozzle method, a winding method, a flowing method, a filling method, and a patching method, either by automation or by hand.
  • An allergen reducing agent solution was produced in the same manner as in Example 1, except that a polyvinyl phenolic resin (Maruka Lyncur M; Maruzen Petrochemical; a compound having the structure of the following formula (7) in the skeleton; where n is a positive integer) was used instead of the terpene resin YS resin 1250 used in Example 1.
  • a polyvinyl phenolic resin Maruka Lyncur M; Maruzen Petrochemical; a compound having the structure of the following formula (7) in the skeleton; where n is a positive integer
  • the allergen reducing agent solutions obtained in Examples 1 to 5 and Comparative Example 1 were measured for hue and allergen reducing performance (percentage allergen reduction). The results are presented in Table 1.
  • the hue of the allergen reducing agent solution was measured by using the Gardner method. Evaluations were performed in the scale of 0 to 18. (0: colorless transparent; the color turns more brownish as the number increases).
  • the allergen reducing agent solution was applied to a PET film with a bar coater #20, and dried at 80° C. for 30 min.
  • a light-curable coating material was obtained by adding and stirring a terpene phenolic resin (YS Polyster T130; Yasuhara Chemical; 10 weight parts), urethane acrylate (product name: Shikou 7550B; Nippon Synthetic Chemical Industry Co., Ltd.; 30 weight parts), trimethylolpropane triacrylate (EO addition; product name: M310; Toagosei Co., Ltd.; 16 weight parts), tripropylene glycol (product name: M220; Toagosei Co., Ltd.; 18 weight parts), 1,9-nonanediol diacrylate (product name: L-9CA; Dai-Ichi Kogyo Seiyaku Co., Ltd.; 18 weight parts), methoxyglycol acrylate (product name: ME-3; Dai-Ichi Kogyo Seiyaku Co., Ltd.; 18 weight parts), hydrophobic silica (product name: Sylophobic 702; Fuji Silysia Chemical Ltd.;
  • a light-curable coating material was obtained in the same manner as in Example 6, except that a terpene phenolic resin (Mighty Ace K145; Yasuhara Chemical) was used instead of the terpene phenolic resin YS Polyster T130 used in Example 6.
  • a terpene phenolic resin Lighty Ace K145; Yasuhara Chemical
  • a light-curable coating material was obtained in the same manner as in Example 6, except that the hydrogenated terpene phenolic resin YS Polyster TH130 was used instead of the terpene phenolic resin YS Polyster T130 used in Example 6.
  • a light-curable coating material was obtained in the same manner as in Example 6, except that the terpene phenolic resin YS Polyster T130 used in Example 6 was not mixed.
  • the light-curable coating materials obtained in Examples 6 to 8 and Comparative Examples 2 and 3 were each applied to a white olefin sheet subjected beforehand to a pre-coating process with a bar coater #10, and cured by ultraviolet irradiation (illuminance of 350 to 400 mj/cm) to obtain a processed sheet.
  • the processed sheets were measured for hue (coloring property), allergen reducing performance (percentage allergen reduction), heat resistance (resistance to discoloration under heat), lightfastness (resistance to discoloration under light), and chemical resistance. The results are presented in Table 2.
  • the processed sheets were measured for color difference ⁇ E with a color-difference meter. Evaluations were made according to the following criteria.
  • An allergen solution was produced by dissolving an allergen freeze dried powder (purified mite antigen; Der2; Asahi Breweries Ltd.) in a phosphate buffer (pH 7.6) so as to provide an allergen protein amount of 20 ng/ml.
  • the allergen solution prepared in procedure 1) was dropped onto the processed sheets in 400 ⁇ l portions, and the allergen protein amount was measured with an ELISA kit (Indoor) after 6 hours of reaction.
  • the percentage allergen reduction was calculated as follows.
  • a wood floor material was produced in the same manner as in Example 9, except that the light-curable coating material obtained in Example 8 was used instead of the light-curable coating material obtained in Example 6 which was used in Example 9.
  • a pictorial pattern layer (2 ⁇ m) was formed on 0.06 mm-thick colored polypropylene (base sheet) by printing. Then, a 0.08 mm-thick transparent polypropylene resin film was bonded onto the pictorial pattern layer with a urethane-based dry laminate adhesive to form a transparent resin layer. Thereafter, the light-curable coating material obtained in Example 6 was applied onto the transparent resin layer with a rubber roller in 1 g/shaku 2 . The coating was then irradiated with UV rays at a cumulative illuminance of 350 mJ/cm 2 to produce a decorative sheet.
  • a pictorial pattern layer (2 ⁇ m) was formed on a 0.06 mm-thick colored polypropylene sheet (base sheet) by printing. Then, a 0.08 mm-thick transparent polypropylene resin film was bonded onto the pictorial pattern layer using a urethane-based dry laminate adhesive. Thereafter, the allergen reducing agent-containing coating material was applied onto the transparent resin layer with a rubber roller in 1 g/shaku 2 . The coating was then cured by irradiation of 30 kGy electron rays at an acceleration voltage of 125 eV to produce a decorative sheet.
  • a urethane-based adhesive was applied to the back surface of the decorative sheet, and a PP resin backer layer was attached.
  • a wood base composed of plyboard wood base was then bonded to the back side of the backer layer using a urethane-modified ethylene-vinyl acetate emulsion adhesive to produce a wood floor material.
  • a wood floor material was produced in the same manner as in Example 9, except that the light-curable coating material obtained in Comparative Example 2 was used instead of the light-curable coating material obtained in Example 6 which was used in Example 9.
  • An allergen reducing agent-containing coating material was produced in the same manner as in Example 13, and a wood floor material was also produced in the same manner as in Example 13, except that the polyvinylphenolic resin Maruka Lyncur M was used instead of the terpene phenolic resin YS Polyster T130 used in Example 13.
  • a wood floor material was produced in the same manner as in Example 9, except that the light-curable coating material obtained in Comparative Example 3 was used instead of the light-curable coating material obtained in Example 6 which was used in Example 9.
  • An allergen reducing agent-containing coating material was produced in the same manner as in Example 13, and a wood floor material was also produced in the same manner as in Example 13, except that the terpene phenolic resin YS Polyster T130 used in Example 13 was not mixed.
  • the wood floor materials obtained in Examples 9 to 13 and Comparative Examples 4 to 7 were measured for hue (coloring property), allergen reducing performance, heat resistance (resistance to discoloration under heat), lightfastness (resistance to discoloration under light), and chemical resistance. The results are presented in Table 3.
  • the hue (coloring property), heat resistance (resistance to discoloration under heat), and lightfastness (resistance to discoloration under light) were measured and evaluated by using the same methods and according to the same criteria used for the processed sheets, and explanations thereof are omitted.
  • An allergen solution was produced by dissolving an allergen freeze dried powder (purified mite antigen; Der2; Asahi Breweries Ltd.) in a phosphate buffer (pH7.6) so as to provide an allergen protein amount of 20 ng/ml.
  • An alkali detergent (product name: Domestos; Unilever) was dropped onto each wood floor material obtained in Examples 9 to 13 and Comparative Examples 4 to 7, and the presence or absence of any abnormality in appearance was checked after retention for 24 hours. Evaluations were made according to the following criteria.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
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  • Plasma & Fusion (AREA)
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  • Polymers & Plastics (AREA)
  • Paints Or Removers (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
US13/811,913 2010-07-27 2011-07-22 Allergen reducing agent, and processed product, coating material, and wood building material using same Abandoned US20130122319A1 (en)

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JP2010168104A JP5592187B2 (ja) 2010-07-27 2010-07-27 アレルゲン低減剤およびそれを用いた加工製品
JP2010168103A JP5592186B2 (ja) 2010-07-27 2010-07-27 アレルゲン低減剤
JP2010-168103 2010-07-27
PCT/JP2011/066756 WO2012014820A1 (ja) 2010-07-27 2011-07-22 アレルゲン低減剤とそれを用いた加工製品、塗料および木質建材

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