WO2023048103A1 - Feuille pelable - Google Patents

Feuille pelable Download PDF

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Publication number
WO2023048103A1
WO2023048103A1 PCT/JP2022/034850 JP2022034850W WO2023048103A1 WO 2023048103 A1 WO2023048103 A1 WO 2023048103A1 JP 2022034850 W JP2022034850 W JP 2022034850W WO 2023048103 A1 WO2023048103 A1 WO 2023048103A1
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WO
WIPO (PCT)
Prior art keywords
intermediate layer
layer
water
release sheet
substrate
Prior art date
Application number
PCT/JP2022/034850
Other languages
English (en)
Japanese (ja)
Inventor
知巳 深谷
Original Assignee
リンテック株式会社
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by リンテック株式会社 filed Critical リンテック株式会社
Priority to JP2023549534A priority Critical patent/JPWO2023048103A1/ja
Priority to CN202280062953.3A priority patent/CN117957115A/zh
Priority to KR1020247008661A priority patent/KR20240073012A/ko
Publication of WO2023048103A1 publication Critical patent/WO2023048103A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
    • C08J7/04—Coating
    • C08J7/042—Coating with two or more layers, where at least one layer of a composition contains a polymer binder
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J11/00—Recovery or working-up of waste materials
    • C08J11/04—Recovery or working-up of waste materials of polymers
    • C08J11/06—Recovery or working-up of waste materials of polymers without chemical reactions
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/18—Manufacture of films or sheets
    • 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
    • Y—GENERAL 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
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02W—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
    • Y02W30/00—Technologies for solid waste management
    • Y02W30/50—Reuse, recycling or recovery technologies
    • Y02W30/62—Plastics recycling; Rubber recycling

Definitions

  • the present invention provides a release sheet having at least a substrate, an intermediate layer, and a release agent layer in this order, wherein the substrate can be separated from the release sheet after the release sheet is used. Regarding the sheet.
  • a release sheet has a laminated structure in which a release agent layer is provided on a base material, and as the base material, a paper base material or various plastic base materials are used.
  • Patent Document 1 discloses a release film in which a release layer is formed on at least one side of a base film via an easily soluble resin layer, and the release film after use is formed of an easily soluble resin is immersed in a solvent in which the easily soluble resin is dissolved in the solvent, thereby separating and removing the release layer on the surface of the film, and recovering only the base film. is disclosed. Further, in Patent Document 2, after using a laminated film formed by laminating a readily soluble resin layer and a surface functional layer in this order on at least one side of a base film, the resin constituting the readily soluble resin layer is soluble.
  • the base film or its pulverized material is separated and recovered from the laminated film, and the separated and recovered material is remelted to form the base film.
  • a method for recycling a laminated film is disclosed, which is characterized by regenerating the resin composition that has been used. Further, in Patent Document 3, in a method of manufacturing a ceramic green sheet using a carrier sheet, the carrier sheet is formed on at least one side of a base film via a readily soluble resin layer formed of a water-soluble resin.
  • JP-A-2002-265665 Japanese Patent Application Laid-Open No. 2004-169005 Japanese Patent No. 4284936
  • a method of dissolving a readily soluble resin in a solvent is used to separate the base material.
  • the solvent used to separate the base material contains a readily soluble resin dissolved therein, and there is a risk that the dissolved resin may re-deposit on the separated base material.
  • COD Chemical Oxygen Demand
  • Various types of waste liquid treatment are required. Also, in the waste liquid treatment process, it leads to an increase in the amount of CO 2 emissions, etc., depending on the degree of the load of the waste liquid treatment. Therefore, there is a demand for a release sheet that is more effective in reducing the environmental load.
  • the present invention has been made in view of the above circumstances, and provides a novel release sheet that allows easy separation of a substrate from a release sheet by using water and that can suppress contamination of the water used to separate the substrate. intended to
  • the release sheet has a base material, a hydrophilic and water-insoluble intermediate layer on at least one surface side of the base material, and a release agent layer in this order.
  • the inventors have found that the problem can be solved and completed the present invention. That is, the present invention provides the following [1] to [10].
  • [1] A release sheet having a substrate, an intermediate layer and a release agent layer in this order on at least one surface side of the substrate, wherein the intermediate layer is hydrophilic and water-insoluble.
  • a release sheet characterized by: [2] The release sheet according to [1], wherein the surface of the intermediate layer on the substrate side has a water contact angle of 55 degrees or less.
  • the difference between the contact angle of water on the surface of the release agent layer and the contact angle of water on the substrate-side surface of the intermediate layer is 30 degrees or more, according to the above [1] or [2].
  • release sheet [4] The release sheet according to any one of [1] to [3], wherein the substrate and the intermediate layer are directly laminated. [5] The release sheet of any one of [1] to [4], wherein the intermediate layer is a layer having a siloxane bond. [6] The release sheet of [5] above, wherein the layer having a siloxane bond is a layer formed from a silane-based compound exhibiting polycondensation properties by hydrolysis.
  • R represents an alkyl group. When there are multiple R's, the multiple R's may be the same or different.
  • the present invention it is possible to provide a novel release sheet that allows the substrate to be easily separated from the release sheet by using water and that can suppress contamination of the water used to separate the substrate.
  • solid content refers to components contained in the target composition, excluding diluent solvents such as water and organic solvents.
  • diluent solvents such as water and organic solvents.
  • preferably 10 to 90, more preferably 30 to 60 combining “preferred lower limit (10)” and “more preferred upper limit (60)” to “10 to 60” can also Similarly, from the description of "preferably 10 or more, more preferably 30 or more” and “preferably 90 or less, more preferably 60 or less” for the same matter, “preferable lower limit (10)” and “more preferred upper limit Value (60)” can also be combined with “10 or more and 60 or less”.
  • energy ray is a term that means known energy rays such as ⁇ -rays, electron beams, ultraviolet rays, and visible light.
  • the release sheet of the present invention is a release sheet having a substrate, an intermediate layer and a release agent layer in this order on at least one surface side of the substrate, wherein the intermediate layer is hydrophilic and non-hydrophilic. It is characterized by being water-soluble.
  • the release sheet preferably has a structure in which the base material and the intermediate layer are directly laminated. preferable.
  • directly lamination refers to, for example, a configuration in which each layer is in direct contact with each other without another layer between the substrate and the intermediate layer.
  • the substrate, the intermediate layer, and the functional layer may be directly laminated in this order. That is, the layers may be in direct contact with each other without any other layer between the substrate, the intermediate layer, and the functional layer.
  • Each layer constituting the release sheet will be described in more detail below.
  • a paper substrate for example, a paper substrate, a resin film, or the like can be used, and a resin film is preferable from the viewpoint of easier separation.
  • the recovered component is the resin.
  • the recovered component becomes pulp fibers.
  • the resin film examples include polyester films such as polyethylene terephthalate film, polybutylene terephthalate film and polyethylene naphthalate film; polyolefin films such as polyethylene film and polypropylene film; polyimide film; polyamide film; polycarbonate film; vinyl copolymer (EVA) film; ethylene-(meth)acrylic acid copolymer film; ethylene-(meth)acrylic acid ester copolymer film; cycloolefin polymer film; polyurethane film; can be used.
  • a polyester film is preferable from the viewpoint of heat resistance and strength.
  • polyester film a polyester film containing polyethylene terephthalate, polybutylene terephthalate, or polyethylene naphthalate as a main component is preferable from the viewpoint of easy recovery and recycling of the resin.
  • the "main component" refers to the component with the highest content among the components constituting the film.
  • a polyethylene terephthalate film, a polybutylene terephthalate film, and a polyethylene naphthalate film are more preferable, and a polyethylene terephthalate film is even more preferable.
  • the base material may be a resin film containing only one type of the above-mentioned resins, or may contain two or more types thereof.
  • the substrate may be a single-layer film made of one resin film, or a multi-layer film in which a plurality of resin films are laminated. From the viewpoint of facilitating recovery of the resin, the substrate is preferably a single-layer film made of one resin film or a multi-layer film made by laminating one resin film.
  • the resin film may contain known fillers, colorants, antistatic agents, antioxidants, organic lubricants, catalysts, and the like.
  • the resin film may be transparent or colored as desired.
  • the substrate may be previously subjected to surface treatment such as sputtering, corona discharge, flame, ultraviolet irradiation, electron beam irradiation, etching treatment such as oxidation, etc., if necessary.
  • surface treatment such as sputtering, corona discharge, flame, ultraviolet irradiation, electron beam irradiation, etching treatment such as oxidation, etc.
  • the substrate is also preferably water-insoluble, and more preferably both hydrophobic (non-hydrophilic) and water-insoluble.
  • the thickness of the substrate is not particularly limited, but is preferably 10 to 500 ⁇ m, more preferably 15 to 300 ⁇ m, still more preferably 20 to 200 ⁇ m from the viewpoint of strength, rigidity and the like.
  • the "thickness of the base material” means the thickness of the entire base material. means the total thickness of all layers
  • the intermediate layer is hydrophilic and water-insoluble. Since the release sheet has a hydrophilic and water-insoluble intermediate layer, the above-described excellent effects are exhibited, and the reason for this is considered as follows. That is, before the substrate is separated from the release sheet, the intermediate layer is in close contact with the substrate or other layers on the substrate side mainly by hydrogen bonding and anchoring effect. In particular, because the intermediate layer is hydrophilic, when the intermediate layer is brought into contact with water, the interface between the substrate and the intermediate layer or the interface between the intermediate layer and another layer present on the substrate side water can easily enter.
  • washing water used when separating the base material from the release sheet. It does not leach into the wash water when it comes into contact with Therefore, contamination of washing water can be prevented.
  • the contact angle is preferably 50 degrees or less, more preferably 45 degrees or less.
  • the contact angle is measured after the substrate is separated from the release sheet, that is, after the intermediate layer is brought into contact with water and the interface between the intermediate layer and the substrate or the layer on the substrate side is peeled off, the intermediate layer is a value obtained by measuring the water contact angle of the surface (peeling surface) that was in contact with the base material or the layer on the base material side. Specifically, it is a value measured using the method described in Examples described later.
  • the lower limit of the contact angle of water on the substrate-side surface of the intermediate layer is not particularly limited, but is, for example, 0 degree.
  • the contact angle of water on the substrate-side surface of the intermediate layer is preferably 0 to 55 degrees, more preferably 0 to 50 degrees, and even more preferably 0 to 45 degrees. degree.
  • whether or not the intermediate layer is "water-insoluble" is determined by the contact angle of water on the surface of the release agent layer, which is measured using the method described in Examples below, and the If the difference from the contact angle of water on the substrate-side surface is 30 degrees or more, the intermediate layer is determined to be water-insoluble.
  • the contact angle difference is preferably 40 degrees or more, more preferably 50 degrees or more. When the value of this difference is small, it means that the component constituting the intermediate layer is eluted into water and the partly exposed release agent layer is measured.
  • the upper limit of the contact angle difference is not particularly limited, but is preferably 150 degrees, more preferably 140 degrees, and still more preferably 130 degrees. As described above, these stepwise lower and upper limits can be independently combined.
  • the contact angle difference is preferably 30 to 150 degrees, more preferably 40 to 140 degrees, and even more preferably 50 to 130 degrees.
  • the contact angle of water on the release agent layer surface is not particularly limited, but is usually 80 degrees or more, preferably 85 degrees or more, and more preferably 90 degrees or more.
  • the upper limit of the contact angle of water on the release agent layer surface is usually 150 degrees, preferably 140 degrees, and more preferably 130 degrees. As described above, these stepwise lower and upper limits can be independently combined.
  • the contact angle of water on the release agent layer surface is preferably 80 to 150 degrees, more preferably 85 to 140 degrees, and even more preferably 90 to 130 degrees.
  • the contact angle of water on the surface of the release agent layer is also a value measured using the method described in Examples below.
  • the intermediate layer is preferably a layer having a siloxane bond (--Si--O--Si--) from the viewpoint of facilitating the effects of the present invention.
  • the layer having a siloxane bond is preferably, for example, a layer formed from a silane-based compound that exhibits polycondensation properties due to hydrolysis.
  • the silane-based compound exhibiting polycondensability by hydrolysis is a compound in which a hydrolyzed compound can undergo polycondensation.
  • the silane-based compound exhibiting polycondensability by hydrolysis may be an alkoxysilane exhibiting polycondensation by hydrolysis.
  • the silane-based compound exhibiting polycondensability by hydrolysis preferably contains, as a main component, at least one selected from tetrafunctional silane-based compounds represented by the following general formula (a) and oligomers thereof.
  • Si(OR) p (X) 4-p (a) [In general formula (a), R represents an alkyl group, and X represents a halogen atom. When a plurality of R and X are present, the plurality of R and X may be the same or different.
  • p represents an integer of 0 to 4; ]
  • alkyl groups that can be selected as R include methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, n -hexyl group, neopentyl group, methylpentyl group and the like.
  • a methyl group, an ethyl group, an n-propyl group, or an n-butyl group is preferable, and a methyl group or an ethyl group is more preferable, from the viewpoint of further improving the reactivity of the silane compound.
  • the alkyl group that can be selected as R may be either straight-chain or branched-chain, preferably straight-chain.
  • a halogen atom that can be selected as X is preferably a chlorine atom, a bromine atom, or an iodine atom, and more preferably a chlorine atom.
  • the silane compound represented by the general formula (a) may be used alone or in combination of two or more.
  • the silane-based compound represented by the general formula (a) includes a silane-based compound in which p is 4 in the general formula (a). That is, the tetrafunctional silane compound is preferably a tetraalkoxysilane represented by the following general formula (a1).
  • Si(OR) 4 (a1) [In general formula (a1), R represents an alkyl group. When there are multiple R's, the multiple R's may be the same or different. ]
  • Examples of the alkyl group that can be selected as R in general formula (a1) are the same as those for R in general formula (a) described above, and preferred embodiments thereof are also the same.
  • More preferred specific examples of the tetraalkoxysilane include tetramethoxysilane, tetraethoxysilane, tetrapropoxysilane, tetrabutoxysilane, and the like. Among these, at least one of tetramethoxysilane and tetraethoxysilane, or a mixture of tetramethoxysilane and tetraethoxysilane is preferable from the viewpoint of availability and reactivity of the hydrolysis reaction.
  • the "main component" in the silane compound exhibiting polycondensation property by hydrolysis is the silane compound that is the most contained in the total amount of 100% by mass of the silane compound exhibiting polycondensation property by hydrolysis. refers to In the silane compound exhibiting polycondensation property by hydrolysis, the content of the silane compound represented by the general formula (a) and its oligomer contained as a main component is higher than the content of other silane compounds. Although there is no particular limitation as long as it is large, for example, it is preferably 50% by mass or more, more preferably 70% by mass or more, and still more preferably 80% by mass or more in 100% by mass of the total amount of silane compounds that exhibit polycondensation properties by hydrolysis.
  • the content of the silane-based compound represented by the general formula (a) and its oligomer contained as a main component in the silane-based compound exhibiting polycondensability by hydrolysis is , preferably 50 to 100% by mass, more preferably 70 to 100% by mass, still more preferably 80 to 100% by mass, still more preferably 90% by mass of the total amount of 100% by mass of the silane compound that exhibits polycondensation by hydrolysis. ⁇ 100% by mass.
  • the average degree of polymerization of the oligomer of the tetrafunctional silane compound represented by the general formula (a) or the oligomer of the tetraalkoxysilane represented by the general formula (a1) is not particularly limited, but Each independently may be, for example, 2 to 20 or 2 to 15. That is, it may be an average 2- to 20-mer of each silane-based compound, or an average 2- to 15-mer of each of the silane-based compounds.
  • both the "oligomer of the tetrafunctional silane compound represented by the general formula (a)” and the “oligomer of the tetraalkoxysilane represented by the general formula (a1)” are simply the respective silane-based It is not limited to those obtained using the monomer of the compound as a starting material, and as a result of synthesis using another compound as a starting material, the structure of the compound obtained is a tetrafunctional silane represented by the general formula (a).
  • silane-based compound exhibiting polycondensation properties by hydrolysis can also be used as the silane-based compound exhibiting polycondensation properties by hydrolysis, and preferred examples of such commercial products include “Colcoat (registered trademark) N-103X” and “Colcoat (registered trademark) PX”. , "methyl silicate 51” which is an average tetrameric oligomer of tetramethoxysilane, "methyl silicate 53A” which is an average heptamer oligomer of tetramethoxysilane, "ethyl silicate 40” which is an average pentamer oligomer of tetraethoxysilane.
  • Ethylsilicate 48 which is an average decamer oligomer of tetraethoxysilane
  • EMS-485" which is a mixture of an average decamer oligomer of tetramethoxysilane and an average decamer oligomer of tetraethoxysilane ( All of them are manufactured by Colcoat Co., Ltd.) and the like.
  • silane-based compounds that the silane-based compound may contain include mono- to tri-functional silane-based compounds.
  • a tetrafunctional silane-based compound as a main component.
  • a catalyst such as an acid catalyst or a metal catalyst may be used.
  • the thickness of the intermediate layer is preferably 0.01 to 1 ⁇ m, more preferably 0.03 to 0.5 ⁇ m, still more preferably 0, from the viewpoint of facilitating water infiltration when the intermediate layer comes into contact with water. 0.05 to 0.3 ⁇ m.
  • the release agent layer is preferably a layer formed from a release agent composition.
  • the release agent composition used to form the release agent layer is not particularly limited as long as it has release properties. Examples include silicone compounds; fluorine compounds; long-chain alkyl group-containing compounds; A release agent composition containing a thermoplastic resin material such as a base resin as a main component can be used. Moreover, it is preferable to use a release agent composition containing an energy ray-curable or thermosetting resin as a main component. These release agent compositions may be used singly or in combination of two or more.
  • the "main component" in the release agent composition refers to the component contained most in the total solid content of 100% by mass of the release agent composition.
  • examples of the silicone-based compound include a silicone-based compound having an organopolysiloxane as a basic skeleton.
  • examples of the silicone-based compound include heat-curable silicone compounds such as addition reaction type and condensation reaction type; energy beam-curable silicone compounds such as ultraviolet-curable and electron beam-curable silicone compounds; and the like.
  • addition reaction type silicone compound examples include alkenyl having 2 to 10 carbon atoms such as vinyl group, allyl group, propenyl group, and hexenyl group in at least one selected from the terminal and side chain of the molecule.
  • examples include organopolysiloxanes having two or more groups.
  • cross-linking agent examples include organopolysiloxanes having at least two silicon-bonded hydrogen atoms in one molecule, specifically dimethylhydrogensiloxy group-blocked dimethylsiloxane-methylhydrogensiloxane covalent Polymers, trimethylsiloxy group end-blocked dimethylsiloxane-methylhydrogensiloxane copolymers, trimethylsiloxy group end-blocked methylhydrogenpolysiloxanes, poly(hydrogensilsesquioxane) and the like.
  • the above catalysts include fine particle platinum, fine particle platinum adsorbed on a carbon powder carrier, chloroplatinic acid, alcohol-modified chloroplatinic acid, olefin complexes of chloroplatinic acid, platinum group metals such as palladium and rhodium. system compounds and the like.
  • examples of the fluorine compound include fluorine silicone compounds, fluorine boron compounds, poly(perfluoroalkylene ether) chain-containing compounds, and the like.
  • the long-chain alkyl group-containing compound may be, for example, a polyvinyl alcohol-based polymer having an alkyl group having a carbon number of 12 or more and 40 or less.
  • a long-chain alkyl-modified alkyd resin obtained by a condensation reaction of a polyhydric alcohol and a polybasic acid is obtained by using a long-chain fatty acid having 12 to 40 carbon atoms in the alkyl group as a modifier.
  • Examples of the release agent composition containing an energy ray-curable resin as a main component include, for example, an energy ray-curable compound (A) having a reactive functional group selected from (meth)acryloyl groups, alkenyl groups and maleimide groups, Those containing polyorganosiloxane (B) are preferred.
  • an energy ray-curable compound (A) having a reactive functional group selected from (meth)acryloyl groups, alkenyl groups and maleimide groups Those containing polyorganosiloxane (B) are preferred.
  • the energy ray-curable compound (A) and the polyorganosiloxane (B) having different molecular structures, polarities, and molecular weights are used, curing after application is possible.
  • the polyorganosiloxane (B) was pushed up to the vicinity of the outer surface of the release agent layer, and the components derived from the polyorganosiloxane (B) were segregated. This can improve the releasability of the release agent layer.
  • the energy ray-curable compound (A) is a component that imparts curability to the release agent layer.
  • the energy ray-curable compound (A) (hereinafter also referred to as "component (A)”) preferably has a reactive functional group selected from (meth)acryloyl groups, alkenyl groups and maleimide groups.
  • alkenyl groups include alkenyl groups having 2 to 10 carbon atoms such as vinyl, allyl, propenyl and hexenyl groups.
  • Component (A) may be used alone or in combination of two or more.
  • the component (A) preferably has three or more of the above reactive functional groups in its molecule.
  • an energy ray-curable compound having three or more reactive functional groups in the molecule as component (A), excellent curability, Solvent resistance and releasability can be obtained.
  • Component (A) includes dipentaerythritol tri(meth)acrylate, dipentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate, and pentaerythritol tri(meth)acrylate. , pentaerythritol tetra(meth)acrylate and other polyfunctional (meth)acrylates.
  • component (A) dipentaerythritol tri(meth)acrylate, dipentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate, pentaerythritol tri It is preferable to use at least one selected from the group consisting of (meth)acrylates and pentaerythritol tetra(meth)acrylates. As a result, even when the release agent composition is applied as a thin film on the surface of the intermediate layer on the substrate, the curability of component (A) is improved.
  • the content of the component (A) is preferably 65% by mass or more and 98.5% by mass or less based on 100% by mass of the solid content of the release agent composition, 70% by mass or more and 95% by mass or less is more preferable.
  • Polyorganosiloxane (B) Polyorganosiloxane (B) is a component that imparts releasability to the release agent layer.
  • Examples of polyorganosiloxane (B) include those having linear or branched molecular chains.
  • component (B) a reactive functional group selected from (meth)acryloyl groups, alkenyl groups and maleimide groups, directly or via a divalent linking group, is attached to at least one of the terminal of the molecular chain and the side chain. It is preferred to use a modified polyorganosiloxane in which is bonded to the silicon atoms of the molecular chain.
  • alkenyl groups include vinyl groups, allyl groups, and propenyl groups.
  • divalent linking groups include an alkylene group, an alkyleneoxy group, an oxy group, an imino group, a carbonyl group, and a combination of these divalent linking groups.
  • the number of carbon atoms in the divalent linking group is preferably 1 or more and 30 or less, more preferably 1 or more and 10 or less.
  • Component (B) may be used alone or in combination of two or more.
  • the modified organopolysiloxane when the energy ray-curable compound (A) is cured by energy ray irradiation, the modified organopolysiloxane is incorporated into the crosslinked structure of the cured product of the energy ray-curable compound (A). Fixed. This suppresses migration of the polyorganosiloxane contained in the release agent layer to the other party (for example, the adhesive layer, the ceramic green sheet, the back surface of the release sheet itself, etc.) in contact with the outer surface of the release agent layer. can be done.
  • the other party for example, the adhesive layer, the ceramic green sheet, the back surface of the release sheet itself, etc.
  • organic groups other than the reactive functional groups of component (B) include monovalent hydrocarbon groups having no aliphatic unsaturated bonds. This organic group may have a plurality of the same or different types.
  • the hydrocarbon group preferably has 1 to 12 carbon atoms, more preferably 1 to 10 carbon atoms.
  • hydrocarbon groups include alkyl groups such as methyl group, ethyl group and propyl group, and aryl groups such as phenyl group and tolyl group.
  • the component (B) is preferably one in which 80 mol% or more of the organic groups other than the reactive functional groups in the molecule of the component (B) are methyl groups.
  • the content of the component (B) is preferably 0.5% by mass or more and 5% by mass or less based on 100% by mass of the solid content of the release agent composition, 0.7% by mass or more and 4% by mass or less is more preferable.
  • the ceramic slurry can be easily applied to the base material without being repelled, and the releasability of the release sheet is improved.
  • the release agent composition may further contain a photopolymerization initiator.
  • a photopolymerization initiator that the release agent composition may contain, from the viewpoint of excellent curability, solvent resistance and release properties, for example, 2-methyl-1[4-(methylthio)phenyl]-2-morpholinopro pan-1-one, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butanone-1,2-(dimethylamino)-2-[(4-methylphenyl)methyl]-1- [4-(4-morpholinyl)phenyl]-1-butanone is preferred.
  • These photopolymerization initiators may be used alone or in combination of two or more.
  • the release agent composition contains a photopolymerization initiator
  • the content of the photopolymerization initiator is preferably 1% by mass or more and 20% by mass or less, and 3% by mass, based on 100% by mass of the solid content of the release agent composition. % or more and 15 mass % or less is more preferable.
  • a composition containing an energy ray-curable resin as a main component a composition containing other components such as a sensitizer and a reactive monomer can be used as long as the effects of the present invention are exhibited.
  • the release agent composition containing the energy ray-curable resin as a main component is a release agent composition containing the component (A) and the component (B), the component (A) and the component (B),
  • the total content of the photopolymerization initiator which may be contained as necessary, is preferably 70 to 100% by mass, more preferably 80 to 100% by mass.
  • the energy ray-curable resin has a structure in which the chemical bonds that form the main chain are difficult to be decomposed by acids or alkalis, it is difficult to remove foreign substances by chemical treatment. Therefore, in a release sheet having a release agent layer containing an energy ray-curable resin as a main component, the configuration of the present invention makes it possible to easily remove the release agent layer.
  • the release agent composition containing a thermosetting resin as a main component examples include, for example, a release agent composition containing a melamine resin as a main component and a release agent composition containing an epoxy resin as a main component.
  • the release agent composition containing a melamine resin as a main component includes a composition containing a melamine resin as a main component, an acid catalyst for thermally curing the melamine resin, and a polyorganosiloxane that imparts release properties to the release agent layer.
  • the release agent composition containing epoxy resin as a main component includes the epoxy resin as the main component, an acid or basic thermosetting catalyst for thermally curing the epoxy resin, and a polyorgano Compositions comprising siloxanes are included.
  • the release agent composition contains a thermosetting resin as a main component
  • the content of the thermosetting resin is 65% by mass or more and 98.5% by mass based on 100% by mass of the solid content of the release agent composition. The following is preferable, and 70% by mass or more and 95% by mass or less is more preferable.
  • the release agent composition contains a thermosetting resin as a main component
  • the content of polyorganosiloxane that imparts release properties to the release agent layer is , preferably 1% by mass or more and 8% by mass or less, more preferably 2% by mass or more and 6% by mass or less.
  • the content of each of the catalysts is independently 10% by mass or more in 100% by mass of the solid content of the release agent composition. % by mass or less is preferable, and 2% by mass or more and 6% by mass or less is more preferable.
  • the release agent composition contains a thermosetting resin as a main component
  • the total content of the thermosetting resin, the polyorganosiloxane that imparts release properties to the release agent layer, and the catalyst is preferably is 70 to 100% by mass, more preferably 80 to 100% by mass.
  • the release agent layer may contain other additives in addition to the resin components described above.
  • Other additives include, for example, antioxidants, light stabilizers, flame retardants, conductive agents, antistatic agents, plasticizers, and the like.
  • the release agent layer is preferably water-insoluble, and more preferably both hydrophobic (non-hydrophilic) and water-insoluble.
  • the thickness of the release agent layer can be selected as appropriate and is not particularly limited. 1.5 ⁇ m.
  • Release sheets are generally used for the purpose of protecting the surface of other functional sheets and various parts used for specific purposes during the manufacture, transport, storage, etc. of these sheets and parts. After actually fulfilling the role of protecting these parts, etc., they are often peeled off from the surface and discarded. Therefore, by using the release sheet, the base material can be easily separated from the release sheet, which is a highly contributory application from the viewpoint of resource conservation and environmental protection.
  • the method for producing the release sheet is not particularly limited as long as the release sheet can be produced, and it can be produced by a known method.
  • the intermediate layer may be formed by applying an intermediate layer-forming composition or a solution thereof to one surface of the substrate, followed by heating and drying, or curing by energy ray irradiation. An intermediate layer can be formed.
  • the method for forming the release agent layer can also be appropriately selected depending on the type of the release agent layer, and is not particularly limited as long as the release sheet can be produced, and is produced by a known method. can do.
  • a release agent composition or a solution thereof is applied onto an intermediate layer formed on a substrate by the method described above, and then the release agent is cured by heating and drying or by irradiation with energy rays. It can be manufactured by forming layers.
  • the method for applying the intermediate layer-forming composition, the release agent composition, or the solution thereof is not particularly limited, and known methods can be used. Examples thereof include spin coating, spray coating, bar coating, knife coating, roll coating, blade coating, die coating, and gravure coating.
  • the drying method and drying temperature for drying the intermediate layer or release agent layer are not particularly limited, and can be appropriately selected according to the characteristics of the material forming the intermediate layer or release agent layer.
  • irradiation conditions such as the type of energy beam, illuminance, and light amount can be appropriately selected depending on the characteristics of the material forming the intermediate layer or release agent layer. can do.
  • the release sheet can separate the substrate from the release sheet by bringing the intermediate layer into contact with water. Therefore, as one aspect of the present invention, a release sheet having the base material, the hydrophilic and water-insoluble intermediate layer on at least one surface side of the base material, and the release agent layer in this order. 3, the method for separating the base material is characterized in that the base material is separated from the release sheet by bringing the intermediate layer into contact with water.
  • the method for bringing the intermediate layer into contact with water is not particularly limited, but it is preferable to immerse the release sheet in water.
  • the release sheet may be immersed in the water tank as it is in the roll form.
  • the release sheet roll may be left still in the water tank, or the water tank may be agitated.
  • the release sheet delivered from the delivery roll is placed in the water tank.
  • a treatment such as rubbing water on the sheet with a brush or the like may be performed.
  • the cut release sheet may be immersed in a water tank.
  • the cut release sheet may be left still in a water tank, or the water tank may be agitated.
  • a treatment such as rubbing water with a brush or the like may be performed on the cut release sheet.
  • the water to be brought into contact with the intermediate layer may be room temperature, but is preferably warm water.
  • 40° C. or higher is preferable, and 60° C. or higher is more preferable.
  • it is preferably less than 100°C, and more preferably 98°C or less.
  • these stepwise lower and upper limits can be independently combined.
  • the temperature of water to be brought into contact with the intermediate layer is preferably 40° C. or higher and lower than 100° C., more preferably 60° C. or higher and 98° C. or lower.
  • the water being at "room temperature” means the same temperature as the temperature of the room environment, and refers to the temperature of the water in the state of not being heated by a heat source or the like under the room temperature environment.
  • An example of the room temperature is not particularly limited, but may be, for example, 23°C.
  • the substrate can be easily separated from the release sheet.
  • the intermediate layer in the release sheet that contributes to the separation of the substrate can reduce the contamination of the washing water used when separating the substrate, and furthermore, the contamination of the washing water is suppressed.
  • the resin recovered from the separated substrate is less likely to be contaminated.
  • suppression of contamination of the wash water leads to reuse of the wash water and simplification of waste treatment. Therefore, the release sheet can be suitably used when the resin recovered from the base material is reused as it is, or when the monomer, which is the raw material constituting the resin, is decomposed and recycled.
  • the washing water can be easily separated from the separated base material by simply filtering the washing water, thereby enabling recovery and recycling of the resin. It also simplifies the whole process. Therefore, as one aspect of the present invention, for example, at least, using a method for separating a substrate using the release sheet, a substrate, and at least one surface side of the substrate, the intermediate layer, the The intermediate layer is brought into contact with water from a release sheet having a release agent layer in this order, and the intermediate layer is peeled off from the surface of the substrate or the surface of the layer on the substrate side, thereby obtaining the release sheet. and a step of recovering the resin from the substrate.
  • the step of recovering the resin from the base material is not particularly limited, and a known recovery method can be appropriately used depending on the type of each resin and the raw material of the resin.
  • the thickness of the substrate in the release sheet used in each example and each comparative example was measured using a constant pressure thickness measuring instrument manufactured by Teclock Co., Ltd. (model number: "PG-02J", standard specifications: JIS K6783: 1994, JIS Z1702: 1994, JIS Z1709: 1995).
  • the thicknesses of the intermediate layers of Examples 1 to 4 and Comparative Example 2 were measured using a spectroscopic ellipsometer (manufactured by JA Woollam, product name "M-2000").
  • the thickness of the release agent layer of each example and each comparative example was measured using a reflective film thickness meter (manufactured by Filmetrics, product name: "F20").
  • test piece was separated into a laminate in which the release agent layer and the intermediate layer were integrally supported on the adhesive tape and the base material, and the adhesive carrying the release agent layer and the intermediate layer was separated.
  • the tape was taken out of the hot water and dried at room temperature (23° C.) for 24 hours. After that, the contact angle was measured for the surface of the intermediate layer carried on the adhesive tape (the surface of the intermediate layer that was in contact with the substrate surface). The contact angle was measured according to JIS R3257:1999 by the sessile drop method using a contact angle meter (Kyowa Interface Science Co., Ltd., product name: "DM-701"). For droplets, distilled water was used.
  • Comparative Example 2 was affected by the partially exposed release agent layer eluted in warm water in the measurement of the contact angle of water on the material side surface. Therefore, in Table 1 below, the evaluation of the hydrophilicity of the intermediate layer is shown only when the intermediate layer is water-insoluble.
  • Comparative Example 2 a laminate sample was prepared in which only an intermediate layer was formed on a base material without forming a release agent layer, and the surface of the intermediate layer was subjected to the above "(1) Release agent layer surface The contact angle measured according to "Measurement of contact angle of water” was 35.2 degrees. From this point as well, it was confirmed that the intermediate layer of Comparative Example 2 was eluted into the hot water by the treatment in "(2) Measurement of the water contact angle of the substrate-side surface of the intermediate layer".
  • a release sheet was produced by the method shown below.
  • Example 1 A biaxially oriented polyethylene terephthalate film (thickness: 31 ⁇ m) was prepared as a substrate.
  • a composition for forming an intermediate layer a silane compound exhibiting polycondensation properties by hydrolysis (manufactured by Colcoat Co., Ltd., product name “Colcoat (registered trademark) N-103X”) was prepared and mixed with isopropyl alcohol. to adjust the solid content concentration to 1.5% by mass.
  • the resulting composition for forming an intermediate layer was uniformly coated on one side of the substrate with a bar coater so that the thickness of the intermediate layer after drying was 0.1 ⁇ m to form a coating layer.
  • the coating layer was cured by heating for 1 minute to form an intermediate layer.
  • thermosetting addition-reactive silicone manufactured by Shin-Etsu Chemical Co., Ltd., "KS-847H
  • a platinum catalyst manufactured by Shin-Etsu Chemical Co., Ltd., "CAT-PL- 50T”
  • the prepared coating liquid is applied with a bar coater onto the intermediate layer formed on the base material to form a coating layer, and the coating layer is cured by heating at 120 ° C. for 1 minute to obtain a thickness of A release sheet having a configuration in which a release agent layer of 0.1 ⁇ m was formed and substrate/intermediate layer/release agent layer laminated in this order was produced.
  • methylated melamine resin manufactured by Nippon Carbide Industry Co., Ltd., product name "MW-30”
  • polyorganosiloxane both terminal carbinol-modified polydimethylsiloxane Shin-E
  • Example 3 An intermediate layer was provided on one side of the substrate in the same manner as in Example 1. Next, a mixture of polyfunctional acrylates dipentaerythritol pentaacrylate and dipentaerythritol hexaacrylate (manufactured by Toagosei Co., Ltd., product name "Aronix (registered trademark) M-400", solid content 100% by mass) 94 parts by mass And, acrylic-modified polydimethylsiloxane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name "X-22-164A”, solid content 100% by mass) 1 part by mass, and a photopolymerization initiator (IGM Resins B.V., Trade name “Omnirad (registered trademark) 907” (2-methyl-1[4-(methylthio)phenyl]-2-morifolinopropan-1-one, solid content 100% by mass)) 5 parts by mass, isopropyl alcohol and methyl
  • a coating liquid of the agent composition was obtained.
  • the prepared coating solution was applied onto the intermediate layer formed on the substrate using a bar coater and dried at 80° C. for 1 minute to obtain a coating layer.
  • the coating layer is irradiated with ultraviolet light (accumulated light amount: 250 mJ/cm 2 ) to form a release agent layer (thickness: 1 ⁇ m), and a structure in which the base material/intermediate layer/release agent layer are laminated in this order.
  • a release sheet was produced.
  • Example 4 In Example 1, the substrate/intermediate layer/releasing agent layer were laminated in this order in the same manner as in Example 1, except that the composition for forming the intermediate layer was changed as follows to form the intermediate layer.
  • a release sheet having the structure was prepared.
  • As a composition for forming an intermediate layer 100 parts by mass of a silane-based compound (manufactured by Colcoat Co., Ltd., product name "Methyl Silicate 53A") exhibiting polycondensation properties by hydrolysis, 35 parts by mass of distilled water, and an acid catalyst.
  • a silane-based compound manufactured by Colcoat Co., Ltd., product name "Methyl Silicate 53A"
  • Example 1 A release sheet having a structure in which a base material and a release agent layer were laminated in this order was prepared in the same manner as in Example 1, except that no intermediate layer was provided.
  • Example 2 A biaxially oriented polyethylene terephthalate film (thickness: 31 ⁇ m) was prepared as a substrate. Next, a 2% by mass aqueous solution of partially saponified polyvinyl alcohol resin (manufactured by Mitsubishi Chemical Corporation, "Gosenol (registered trademark) GL-05") is applied to the substrate so that the thickness after drying is 0.1 ⁇ m. An intermediate layer was formed by uniformly coating one side and heating at 120° C. for 1 minute. A release agent layer was formed in the same manner as in Example 1, and a release sheet having a configuration in which substrate/intermediate layer/release agent layer were laminated in this order was produced.
  • partially saponified polyvinyl alcohol resin manufactured by Mitsubishi Chemical Corporation, "Gosenol (registered trademark) GL-05
  • a test piece was obtained by cutting the release sheet obtained by the method described in Examples and Comparative Examples into a size of 50 mm ⁇ 50 mm. Next, a glass beaker with a capacity of 500 mL was filled with 300 mL of hot water at 90°C, and the test piece was entirely immersed in the warm water and allowed to stand at 90°C for 1 hour. After that, the test piece taken out from the warm water was immersed in distilled water at room temperature (23° C.) and washed to obtain a sample for evaluation of separability.
  • N which is a specific element derived from the chemical composition of the release agent layer measured by X-ray photoelectron spectroscopy (XPS)
  • XPS X-ray photoelectron spectroscopy
  • N represents the amount of nitrogen element
  • Si represents the amount of silicon element
  • C represents the amount of carbon element
  • O represents the amount of oxygen element.
  • Nitrogen (N) element ratio (Atom%) [N / (C + O + N + Si)] ⁇ 100
  • Silicon (Si) element ratio (Atom%) [Si / (C + O + N + Si)] ⁇ 100
  • the base material separated from the test piece was taken out from the water, and the release agent layer with the intermediate layer floating on the surface of the water was filtered to obtain the eluted water.
  • Heat drying and vacuum drying were repeated to obtain components eluted in water from the release sheet, and the weight thereof was measured.
  • Table 2 below as elution amounts. Since the substrate and the release agent layer constituting the release sheets obtained in Example 1 and Comparative Example 2 are water-insoluble, the components eluted by this method are the components of the intermediate layer. Therefore, this method can also be used as an evaluation method for determining whether or not the intermediate layer in the release sheet is water-insoluble.
  • the value of the eluted amount in Table 2 below indicates the value (unit: ⁇ g/m 2 ) of (dry weight of eluted portion)/(area of immersed release sheet).
  • the release sheets of Examples 1 to 4 are used and the substrate is separated from the release sheet, the intermediate layer is water-insoluble, so the COD value in the washing water used for separating the substrate is It was confirmed that the release sheet is excellent as a release sheet for use in a method of separating substrates with low environmental load.
  • the release sheet of Comparative Example 1 when the release sheet of Comparative Example 1 was used, the Si element was detected on the release agent layer side of the substrate even after the separability evaluation of the substrate, and the release agent layer was removed from the substrate. It was confirmed that the substrate was not separated.
  • the release sheet of Comparative Example 2 was used, the base layer was separated by bringing the intermediate layer into contact with water. However, since the intermediate layer is water-soluble, it was confirmed that the COD value in the washing water used for separating the substrate was increased.
  • the release sheet of the present invention when used to separate the substrate by bringing the intermediate layer into contact with water, the intermediate layer is insoluble in the washing water used, so the amount of washing water is less than that of the conventional product. Contamination can be suppressed. Therefore, for example, in the process of separating the substrate, it is possible to treat the used wash water by a simple method such as filtration, thereby reducing the burden of waste liquid treatment. In addition, there is also the advantage of facilitating reuse of the washing water. Therefore, when the release sheet of the present invention is used, it is more effective in reducing the environmental load than before, from the viewpoint of simplifying or omitting the waste liquid treatment process of washing water, and from the viewpoint of being able to reuse washing water. is. Furthermore, the simplification of the waste liquid treatment process, etc., is also very effective industrially from the viewpoint of leading to cost reduction in the separation of the substrate.

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Abstract

L'invention concerne une feuille pelable qui possède dans l'ordre un substrat, une couche intermédiaire au moins d'un côté surface du substrat, et une couche d'agent de pelage. La feuille pelable de l'invention est caractéristique en ce que ladite couche intermédiaire est hydrophile et insoluble dans l'eau.
PCT/JP2022/034850 2021-09-24 2022-09-16 Feuille pelable WO2023048103A1 (fr)

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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2014028473A (ja) * 2012-07-31 2014-02-13 Teijin Dupont Films Japan Ltd 離型フィルム
WO2016133092A1 (fr) * 2015-02-18 2016-08-25 リンテック株式会社 Film de démoulage
JP2017154333A (ja) * 2016-03-01 2017-09-07 東レフィルム加工株式会社 離型フィルム
JP2018062079A (ja) * 2016-10-11 2018-04-19 三菱ケミカル株式会社 離型フィルム
JP2020011521A (ja) * 2018-06-22 2020-01-23 株式会社コバヤシ 離型フィルム及び離型フィルムの製造方法

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002265665A (ja) 2001-03-12 2002-09-18 Toray Ind Inc 離型フィルムの回収方法
JP2004169005A (ja) 2002-11-05 2004-06-17 Toray Ind Inc 積層フィルムのリサイクル方法およびリサイクル製品

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2014028473A (ja) * 2012-07-31 2014-02-13 Teijin Dupont Films Japan Ltd 離型フィルム
WO2016133092A1 (fr) * 2015-02-18 2016-08-25 リンテック株式会社 Film de démoulage
JP2017154333A (ja) * 2016-03-01 2017-09-07 東レフィルム加工株式会社 離型フィルム
JP2018062079A (ja) * 2016-10-11 2018-04-19 三菱ケミカル株式会社 離型フィルム
JP2020011521A (ja) * 2018-06-22 2020-01-23 株式会社コバヤシ 離型フィルム及び離型フィルムの製造方法

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