WO2018190012A1 - 剥離紙又は剥離フィルム製造用シリコーン組成物 - Google Patents
剥離紙又は剥離フィルム製造用シリコーン組成物 Download PDFInfo
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- WO2018190012A1 WO2018190012A1 PCT/JP2018/007275 JP2018007275W WO2018190012A1 WO 2018190012 A1 WO2018190012 A1 WO 2018190012A1 JP 2018007275 W JP2018007275 W JP 2018007275W WO 2018190012 A1 WO2018190012 A1 WO 2018190012A1
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- release
- viscosity
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- 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
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- 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
- 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
- C08L83/06—Polysiloxanes containing silicon bound to oxygen-containing groups
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/40—Adhesives in the form of films or foils characterised by release liners
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K3/00—Materials not provided for elsewhere
-
- 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
- C08J2483/00—Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen, or carbon only; Derivatives of such polymers
- C08J2483/04—Polysiloxanes
-
- 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
- C08J2483/00—Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen, or carbon only; Derivatives of such polymers
- C08J2483/04—Polysiloxanes
- C08J2483/06—Polysiloxanes containing silicon bound to oxygen-containing groups
Definitions
- the present invention relates to a silicone composition for producing release paper or release film, and a release paper or release film obtained using the silicone composition.
- a silicone release agent is applied to the surface of a substrate such as paper or plastic film, a cured film is formed by a crosslinking reaction, and a release agent film for an adhesive or adhesive substance is used.
- a substrate such as paper or plastic film
- a cured film is formed by a crosslinking reaction
- a release agent film for an adhesive or adhesive substance is used.
- the separator is generally responsible for controlling the difference in peel force and peel speed, but the recent trend is to control the difference in peel force and peel speed more accurately for a wide range of adhesive types. It has come to be required to do.
- a polyorganosiloxane having a low vinyl group content as a base in order to reduce the peeling force in the low speed peeling speed range.
- the peeling force in the high speed peeling speed range is extremely low. Will become bigger.
- a polyorganosiloxane having a high vinyl group content is used as a base, the peeling force in the high speed peeling speed region can be reduced, but the peeling force in the low speed peeling speed region is increased. Thus, it has been difficult to simultaneously reduce the peeling resistance in the low speed peeling speed range and the high speed peeling speed area.
- the alkenyl group-containing polyorganosiloxane As a method of reducing both the peeling force in the low speed peeling speed range and the high speed peeling speed area, as the alkenyl group-containing polyorganosiloxane, the vinyl group content is high and the phenyl group-containing polyorganosiloxane is low.
- a method using a polyorganosiloxane in combination Japanese Patent Laid-Open No. 2-187466
- a blending method Japanese Patent Laid-Open No. 6-93183
- an addition reaction type peeling composition is added to a non-reactive aryl group containing poly group.
- a method for blending an organosiloxane Japanese Patent Laid-Open No. 60-133051
- a method for blending a polyorganosiloxane having a hydroxyl group at the terminal and containing an aryl group Japanese Patent Laid-Open No.
- An object of the present invention is to provide a release paper or release film-producing silicone composition capable of reducing the thickness of the release paper or release film.
- a conventional silicone composition for producing a release film has an aliphatic group such as an alkenyl group having a viscosity at 25 ° C. of 0.001 to 4 Pa ⁇ s.
- the present invention provides a release paper or release film-forming silicone composition described below, and a release paper or release film obtained using the silicone composition.
- (A) It has at least two alkenyl groups in one molecule, the alkenyl group content is 0.001 to 0.04 mol / 100 g, and a 30% by weight toluene diluted viscosity at 25 ° C.
- R 2 may be the same or different and is an unsubstituted or substituted alkyl group having 1 to 20 carbon atoms, an unsubstituted or substituted aryl group having 6 to 20 carbon atoms, and a non-substituted group having 7 to 20 carbon atoms.
- Platinum group metal catalyst addition reaction curable release paper or release silicone composition containing a catalytic amount.
- R 2 is an unsubstituted or substituted alkyl group having 1 to 20 carbon atoms which may be the same or different Silicone composition.
- the release paper or release film obtained using the silicone composition of the present invention is capable of low-speed and high-speed release without adversely affecting the adhesion while suppressing a decrease in the residual adhesion rate and an increase in the amount of silicone migration. It is possible to reduce the peeling force.
- the silicone composition for producing a release paper or release film of the present invention contains an addition reaction curable polyorganosiloxane, specifically, the following (A) to (D ) Component and, if necessary, a composition containing the following component (E), which is cured by addition reaction.
- the component (A) has at least two alkenyl groups in one molecule, has an alkenyl group content of 0.001 to 0.04 mol / 100 g, and a 30% by weight toluene diluted viscosity at 25 ° C. of 0.01. It is a polyorganosiloxane of ⁇ 70 Pa ⁇ s, and is preferably represented by the following general formula (3).
- R 3 may be the same or different and is an unsubstituted or substituted monovalent hydrocarbon group having 1 to 20 carbon atoms and having no aliphatic unsaturated bond, or oxygen having 2 to 12 carbon atoms It is a group selected from alkenyl groups which may be through an atom, and at least two of R 3 are alkenyl groups.
- an alkyl group having preferably 1 to 6 carbon atoms such as a methyl group, an ethyl group, a propyl group, or a butyl group is preferable.
- a cycloalkyl group such as a cyclohexyl group, preferably a cycloalkyl group having 5 to 8 carbon atoms, a phenyl group or a tolyl group, preferably an aryl group having 6 to 10 carbon atoms, a benzyl group or the like, preferably an aralkyl group having 7 to 10 carbon atoms, Or a hydroxypropyl group in which part or all of the hydrogen atoms bonded to the carbon atoms of these groups are substituted with a hydroxy group, an alkoxy group, a polyether group, an alkoxyalkyl group, an epoxy group, a halogen atom, etc., 1-chloro Examples thereof include monovalent hydrocarbon groups having 1 to 10 carbon atoms selected from a propyl group, a 3,3,3-trifluoropropyl group, etc. Kill group is preferably an aryl group, further a methyl group, an ethyl group, a propy
- the alkenyl group that may be passed through an oxygen atom having 2 to 12 carbon atoms is preferably a group represented by — (CH 2 ) n —CH ⁇ CH 2 (n is 0 or an integer of 1 to 10).
- Specific examples include a vinyl group, a propenyl group, a butenyl group, a hexenyl group, an octenyl group, and a decenyl group.
- a vinyl group is preferable.
- the number of alkenyl groups in one molecule of the (A) component polyorganosiloxane is two or more, and if it is less than two, there is a high possibility that uncrosslinked molecules remain after curing, resulting in a decrease in curability.
- the alkenyl group content per 100 g of polyorganosiloxane is preferably 0.001 to 0.04 mol, and more preferably 0.002 to 0.02 mol. If this content is less than 0.001 mol, the curability may decrease, and if it exceeds 0.04 mol, the peeling force in the low speed peeling speed region may increase.
- the viscosity of component (A) at 25 ° C. is 0.01 to 70 Pa ⁇ s with a 30% by mass toluene solution, and preferably 0.01 to 50 Pa ⁇ s with a 30% by mass toluene solution. If it is less than 0.01 Pa ⁇ s, the coating property as a composition is not sufficient, and if it exceeds 70 Pa ⁇ s, the workability is lowered.
- the viscosity can be measured with a rotational viscometer (hereinafter the same).
- g, h, i, and j are selected from integers within the above viscosity range.
- g is 2 or more, preferably an integer of 2 to 300
- h is 100 or more, preferably An integer of 200 to 20,000
- i is an integer of 0 or more, preferably 0 to 100
- j is an integer of 0 or more, preferably 0 to 100
- 150 ⁇ g + h + i + j ⁇ 20,000 preferably 200 ⁇ g + h + i + j ⁇ 15,000.
- component (A) examples include the following, but are not limited thereto.
- Me, Vi, and Ph represent a methyl group, a vinyl group, and a phenyl group, respectively.
- Component (B) The organohydrogenpolysiloxane of the component (B) has at least three hydrogen atoms bonded to silicon atoms (hereinafter also referred to as “SiH groups”) in one molecule, and the SiH groups and the component (A) A cured film is formed by an addition reaction with an alkenyl group.
- SiH groups silicon atoms
- a cured film is formed by an addition reaction with an alkenyl group.
- R 1 is an unsubstituted or substituted monovalent hydrocarbon group having no aliphatic unsaturated bond, and specifically, a methyl group, an ethyl group, a propyl group, a butyl group or the like is preferable.
- Is preferably an alkyl group having 1 to 6 carbon atoms, a cyclohexyl group, etc., preferably a cycloalkyl group having 5 to 8 carbon atoms, a phenyl group, a tolyl group, etc., preferably an aryl group having 6 to 10 carbon atoms, a benzyl group, etc.
- Aralkyl groups having 7 to 10 carbon atoms, or part or all of hydrogen atoms bonded to carbon atoms of these groups are hydroxy groups, alkoxy groups, polyether groups, alkoxyalkyl groups, epoxy groups, halogen atoms, etc. Examples thereof include a substituted hydroxypropyl group, 1-chloropropyl group, 3,3,3-trifluoropropyl group and the like. Among them, an alkyl group and an aryl group are preferable, and a methyl group is more preferable from the viewpoint of improving the addition reaction rate.
- a is a positive number of 0.1 to 2, preferably 0.2 to 1.5
- b is a positive number of 0.1 to 2.9, preferably 0.2 to 2
- a + b is 1 to It is a positive number of 3.0, and particularly satisfies 0.4 to 2.7.
- Examples of the organohydrogenpolysiloxane represented by the above formula (1) include R 1 HSiO 2/2 units (R 1 is the same as above, hereinafter the same), HSiO 3/2 units, and R 1 2 HSiO 1.
- a polymer comprising at least one of / 2 units and optionally further comprising at least one of R 1 2 SiO 2/2 units, R 1 SiO 3/2 units, and R 1 3 SiO 1/2 units, or Examples of the copolymer include those having a total of at least 2, particularly 10 to 100, R 1 HSiO 2/2 units or R 1 2 HSiO 1/2 units in one molecule.
- the SiH group content in the polyorganosiloxane is preferably from 0.1 to 3 mol / 100 g, particularly preferably from 0.2 to 2 mol / 100 g.
- the viscosity of the organohydrogenpolysiloxane of component (B) at 25 ° C. is preferably 0.001 to 3 mPa ⁇ s, particularly preferably 0.005 to 1.5 mPa ⁇ s.
- the organohydrogenpolysiloxane may be linear, branched or cyclic, or a mixture thereof.
- component (B) examples include the following, but are not limited thereto.
- Me and Ph represent a methyl group and a phenyl group, respectively.
- the blending amount of the component (B) is 0.1 to 30 parts by weight and 0.5 to 15 parts by weight with respect to 100 parts by weight of the component (A) in that an appropriate crosslinking density is obtained.
- the amount is preferably 0.5 to 10 parts by mass.
- the blending amount of the component (B) is 1 mol of the alkenyl group of the component (A) or the total alkenyl group 1 of the component (A) and the stripping force control agent when blending the peeling force control agent described later.
- the amount is preferably such that the number of moles of hydrogen atoms bonded to silicon atoms in component (B) relative to moles is in the range of 0.5 to 10, more preferably in the range of 1.0 to 5.0. .
- the molar ratio is less than 0.5, the curability is lowered and the adhesion to the substrate may be deteriorated.
- the molar ratio is more than 10, there may be heavy peeling.
- Component (C) is a polyorganosiloxane having a viscosity at 25 ° C. of 0.001 to 4 Pa ⁇ s, and is preferably represented by the following general formula (2).
- R 2 may be the same or different and is an unsubstituted or substituted alkyl group having 1 to 20 carbon atoms, an unsubstituted or substituted aryl group having 6 to 20 carbon atoms, or 7 to 20 carbon atoms.
- alkyl group having 1 to 20 carbon atoms include a methyl group, an ethyl group, a propyl group, and a butyl group, preferably an alkyl group having 1 to 6 carbon atoms and a cyclohexyl group, preferably 5 to 5 carbon atoms.
- Examples thereof include an alkyl group having 1 to 10 carbon atoms selected from a propyl group, a 1-chloropropyl group, a 3,3,3-trifluoropropyl group and the like.
- a methyl group, an ethyl group, and a propyl group are more preferable.
- R 2 is preferably bonded to the aryl group such as phenyl group or tolyl group, preferably aryl group having 6 to 10 carbon atoms, preferably aralkyl group having 7 to 10 carbon atoms such as benzyl group, or the carbon atom of these groups.
- aryl group such as phenyl group or tolyl group
- aryl group having 6 to 10 carbon atoms preferably aralkyl group having 7 to 10 carbon atoms such as benzyl group, or the carbon atom of these groups.
- some or all of the hydrogen atoms are substituted with a hydroxy group, an alkoxy group, a polyether group, an alkoxyalkyl group, an epoxy group, a halogen atom, etc. preferable.
- the viscosity of component (C) at 25 ° C. is 0.001 to 4 Pa ⁇ s, preferably 0.008 to 1 Pa ⁇ s, and particularly preferably 0.015 to 0.5 Pa ⁇ s. . If the viscosity is less than 0.001 Pa ⁇ s, the component (C) volatilizes under heating conditions, and the peeling force may not be stable. If the viscosity exceeds 4 Pa ⁇ s, it may lead to an increase in the amount of silicone transferred and the residual adhesion rate may decrease.
- the boiling point of the component at normal pressure is preferably 220 ° C. or higher. When the boiling point at normal pressure is less than 220 ° C., the peeling force is not stable and may change over time.
- c, d, e, and f are selected from integers within the above viscosity range.
- c is 2 or more, preferably an integer of 2 to 30, and d is 1 or more, preferably An integer of 1 to 500
- e is an integer of 0 or more, preferably 0 to 10
- f is an integer of 0 or more, preferably 0 to 10, and 3 ⁇ c + d + e + f ⁇ 500, preferably 4 ⁇ c + d + e + f ⁇ 200 .
- component (C) examples include the following, but are not limited thereto.
- Me, Et, and Ph represent a methyl group, an ethyl group, and a phenyl group, respectively.
- the polyorganosiloxane migrates to the surface and also to the interface between the film and the substrate, leading to deterioration of adhesion to the substrate.
- it is effective to introduce a reactive group into the polyorganosiloxane.
- a hydrosilylation reactive group is introduced, it is completely taken into the film, so that silicone migration is suppressed, but the effect of reducing the peeling force is reduced.
- a hydroxyl group is introduced as another functional group, the hydroxyl group is poor in reactivity as compared with the hydrosilylation reactive group, and therefore, migration of silicone cannot be prevented under curing conditions at a low temperature in a short time like a release agent.
- High molecular weight of polyorganosiloxane is also a useful means to suppress the migration of silicone, but the high molecular weight polyorganosiloxane is essentially incompatible with the cured film, so the silicone migrates and remains to adhere. Leading to a decline in the rate.
- the low molecular weight makes it compatible with the cured film, so that it can remain in the cured film. Can be guessed. As a result, although the peeling force is reduced, the migration of silicone is suppressed, and it is considered that the residual adhesion rate is improved. Moreover, since compatibility with a cured film is good, it is thought that transfer between a cured film and a base material is suppressed and adhesiveness does not deteriorate.
- the platinum group metal catalyst (addition reaction catalyst) is used to promote a crosslinking reaction between the component (A) and the component (B) to form a cured film.
- an addition reaction catalyst include platinum, platinum black, chloroplatinic acid, various olefins of chloroplatinic acid, complexes with vinyl siloxane, chloroplatinic acid-alcohol coordination compounds, rhodium, rhodium-olefin complexes, and the like. It is done. These can be used individually by 1 type or in combination of 2 or more types.
- the addition reaction catalyst is sufficient to be blended in an amount of 10 to 1,000 ppm (mass ratio) as a platinum group metal with respect to the total mass of the components (A) and (B). Preferably, it can be appropriately increased or decreased depending on the reactivity of the component or the desired curing rate.
- the (E) organic solvent can be mix
- the silicone composition of the present invention can be a solventless composition obtained by blending predetermined amounts of the above components (A) to (D), but if necessary, a solvent composition diluted with an organic solvent It can also be used as a product. By diluting the composition with an organic solvent, practical advantages such as improvement in coating workability and improvement in coating film state such as coating film thickness and surface finish can be obtained.
- Usable (E) organic solvents include aromatic hydrocarbon compounds such as toluene and xylene, aliphatic hydrocarbon compounds such as hexane, heptane and isoparaffin, ketone compounds such as acetone, methyl ethyl ketone and methyl isobutyl ketone, acetic acid
- the compound include ester compounds such as ethyl and butyl acetate, and ether compounds such as diisopropyl ether and 1,4-dioxane. Any compound that can dissolve silicone may be used. These can be used individually by 1 type or in combination of 2 or more types.
- the component is an optional component, and the blending amount can be an arbitrary amount. That is, 0 mass part may be sufficient. When the danger and the safety
- the blending amount when component (E) is blended is preferably 100 to 20,000 parts by weight, more preferably 200 to 10,000 parts by weight per 100 parts by weight of component (A). If the blending amount of the component (E) is less than 100 parts by mass, the advantage of dilution may not be obtained, and even if the amount exceeds 20,000 parts by mass, the effect cannot be expected much.
- the silicone composition of the present invention can be obtained by blending predetermined amounts of the above components (A) to (E), but other optional components can be added as necessary within the range not impairing the object and effect of the present invention. can do.
- Known compounds that are commonly used in silicone release agents can be added in the usual amounts.
- a peel force control agent This component is used for the purpose of reducing the SiH group remaining in the treatment bath and reducing the peel force, or increasing the crosslinking density and improving the adhesion.
- at least two alkenyl groups are contained in one molecule, and the alkenyl group content corresponds to 5 to 1,000 times the alkenyl group content of the component (A) at 25 ° C.
- a compound having a viscosity of less than 1 Pa ⁇ s or a 30% by weight toluene diluted viscosity of less than 0.1 Pa ⁇ s is used.
- the blending amount is 0.1 to 20 parts by mass, more preferably 0.1 to 15 parts by mass with respect to 100 parts by mass of the component (A).
- the target peeling force can be adjusted within the above range.
- peeling force control agent examples include, but are not limited to, the following.
- Me and Vi represent a methyl group and a vinyl group, respectively.
- various organic nitrogen compounds, organic phosphorus compounds, acetylene compounds, oxime compounds, organic chloro compounds and the like can be used as pot life extending agents.
- acetylenic alcohols such as 3-methyl-1-butyn-3-ol, 3,5-dimethyl-1-hexyn-3-ol, 3-methyl-1-penten-3-ol, and phenylbutynol
- 3 Acetylene compounds such as methyl-3--1-penten-1-yne and 3,5-dimethyl-1-hexyne-3-yne
- vinyl siloxanes such as tetramethylvinylsiloxane cyclics
- organic nitrogen compounds such as benzotriazole, and other organic phosphorus compounds, oxime compounds, and organic chromium compounds.
- the blending amount of the pot life extender may be an amount that can provide a good pot life, and is generally preferably 0.01 to 10 parts by mass with respect to 100 parts by mass of the component (A).
- inorganic fillers such as known antioxidants, pigments, stabilizers, antifoaming agents, adhesion improvers, thickeners, silica, etc., as other optional components, as long as they do not interfere with the effects of the present invention
- An agent can be blended.
- Preparation of release paper or release film silicone composition is made by mixing (A), (B), (C) and (E) components and optional components uniformly before adding component (D) immediately before use. This is desirable in terms of pot life.
- the release paper and the release film have a paper substrate or a film substrate and a release layer made of a cured product of the silicone composition formed on the substrate.
- the peeling layer should just be formed in the at least 1 surface of the said base material, and single side
- base materials include polyethylene-laminated paper, glassine paper, high-quality paper, kraft paper, clay-coated paper and other coated papers, synthetic paper such as YUPO, polyethylene films, polypropylene films such as CPP and OPP, and polyester films such as polyethylene terephthalate films. , Polyamide film, polyimide film, polylactic acid film, polyphenol film, polycarbonate film and the like.
- the substrate surface may be subjected to corona treatment, etching treatment or plasma treatment.
- a method for producing a release paper and a release film includes a step of applying a silicone composition to at least one surface of a substrate, for example, one side or both sides, and a step of drying and curing the silicone composition to form a release layer.
- the method containing is mentioned.
- Coating methods include, for example, coating with a comma coater, lip coater, roll coater, die coater, knife coater, blade coater, rod coater, kiss coater, gravure coater, wire bar coater, screen coating, dip coating, cast Examples of the coating method include coating.
- the silicone composition can be used as it is, or further diluted with the above-described dilution solvent or water in the above-mentioned range.
- the coating amount is not particularly limited, but usually, the solid content is preferably 0.01 to 100 g / m 2 and more preferably 0.03 to 10 g / m 2 .
- the drying method include a method of removing volatile components and solvent components by heating. Specifically, a hot air dryer, IR dryer, etc. are mentioned. Or you may leave as it is at normal temperature.
- the curing temperature is preferably 50 to 200 ° C, more preferably 70 to 180 ° C.
- the curing time is preferably 1 to 120 seconds, more preferably 5 to 90 seconds.
- Component (C)] (C-1) to (C-8) A polyorganosiloxane represented by the general formula (4). o is a number satisfying the viscosity of C-1 to C-8.
- Viscosity at 25 ° C. is 0.01 Pa ⁇ s
- C-2 Viscosity at 25 ° C. of 0.02 Pa ⁇ s
- the viscosity at 25 ° C. is 0.05 Pa ⁇ s.
- C-4 Viscosity at 25 ° C. is 0.1 Pa ⁇ s
- C-5 Viscosity at 25 ° C. is 0.5 Pa ⁇ s
- C-6) Viscosity at 25 ° C. is 1 Pa ⁇ s
- Viscosity at 25 ° C. is 10 Pa ⁇ s
- (C-9) and (C-11) A polyorganosiloxane represented by the general formula (5). o1 and o2 are numbers satisfying the viscosity and Ph group content of (C-9) and (C-11).
- Ph group content is 5 mol%, viscosity at 25 ° C. is 0.02 Pa ⁇ s (C-11) Ph group content is 5 mol%, viscosity at 25 ° C. is 5 Pa ⁇ s
- (C-10) and (C-13) A polyorganosiloxane represented by the general formula (6). o is a number satisfying the viscosities of (C-10) and (C-13).
- Viscosity at 25 ° C. is 0.05 Pa ⁇ s
- Viscosity at 25 ° C. is 15 Pa ⁇ s
- (C-12) A polyorganosiloxane represented by the general formula (7). o1 and o2 are numbers satisfying the viscosity and Ph group content of (C-12).
- a silicone composition for coating was prepared by the following procedure.
- the components (A), (B), and (C) were placed in a flask in accordance with the blending ratio in the table, and 3,200 parts by mass of (E) and 3 parts by mass of an optional component were added and stirred to dissolve.
- the silicone solution for coating was obtained by adding (D) component to the obtained solution so that it might become 100 ppm in conversion of platinum mass with respect to (A) component, and stirring and mixing.
- a coated product was prepared and evaluated by the method described below.
- the obtained composition was applied to a PET film having a thickness of 38 ⁇ m using a bar coater, and heated in a hot air drier at 120 ° C. for 1 minute to form a release layer. At this time, the coating amount was 0.2 g / m 2 in terms of solid content.
- the release layer was rubbed with a finger 10 times, and then the presence or absence of cloudiness and dropping off was visually observed and evaluated according to the following criteria. A: Cloudy and omission were not seen. B: Slightly cloudy and falling off were observed. C: Cloudy or falling off was observed.
- a release layer is formed in the same manner as the above-described curability evaluation, and a 25 mm wide adhesive tape (Tesa 7475 tape, product name made by Tesa Tape. Inc) is pasted on the surface of the release layer, and 70 g / cm in a dryer at 25 ° C. A heat treatment was applied for 20 hours with a load of 2 . Thereafter, the 25 mm wide adhesive tape was peeled off from the release layer, and the 25 mm wide adhesive tape was attached to a stainless steel plate.
- Tesa 7475 tape product name made by Tesa Tape. Inc
- the 25 mm wide adhesive tape was peeled from the stainless steel plate, and the peel strength X was measured. Moreover, the 25 mm wide adhesive tape which was not bonded to the peeling layer was affixed on the stainless steel plate, the 25 mm wide adhesive tape was peeled from the stainless steel plate using a tensile tester, and the peel strength Y was measured. And the residual adhesive rate was calculated
- a release layer is formed in the same manner as the above-described sclerosis evaluation, and a polyester adhesive tape (Nitto 31B, product name manufactured by Nitto Denko Corporation) is placed on the surface of the release layer, and then a load of 1,976 Pa is applied on the adhesive tape.
- the polyester adhesive tape was bonded to the release layer. Then, after heat-processing at 70 degreeC for 20 hours, the polyester adhesive tape was peeled from the peeling layer, and the polyester adhesive tape was affixed on the stainless steel plate. Next, the polyester adhesive tape was peeled from the stainless steel plate using a tensile testing machine (AGS-50G type, manufactured by Shimadzu Corporation), and the peel strength X was measured.
- the polyester adhesive tape which was not bonded to a peeling layer was affixed on the stainless steel plate, the polyester adhesive tape was peeled from the stainless steel plate using the tensile testing machine, and the peeling strength Y was measured. And the residual adhesive rate was calculated
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Abstract
Description
〔1〕
(A)1分子中に少なくとも2個のアルケニル基を有し、アルケニル基含有量が0.001~0.04mol/100gで、25℃での30質量%トルエン希釈粘度で0.01~70Pa・sのポリオルガノシロキサン:100質量部
(B)1分子中にケイ素原子に結合した水素原子を少なくとも3個有し、下記平均組成式(1)で示されるオルガノハイドロジェンポリシロキサン:0.1~30質量部
R1 aHbSiO(4-a-b)/2 (1)
(式中、R1は脂肪族不飽和結合を含有しない一価有機基であり、aは0.1~2、bは0.1~2.9で、a+bは1~3.0の正数であり、1分子中に3個以上のSiH基を有し、25℃の粘度が0.005~10Pa・sの範囲に入るように選ばれる。)
(C)下記一般式(2)で表されるポリオルガノシロキサン:1~30質量部
(D)白金族金属系触媒:触媒量
を含む付加反応硬化型の剥離紙又は剥離フィルム製造用シリコーン組成物。
〔2〕
一般式(2)において、c+d+e+fが、25℃の粘度が0.008~1Pa・sの範囲に入るように選ばれる〔1〕記載の剥離紙又は剥離フィルム製造用シリコーン組成物。
〔3〕
一般式(2)において、c+d+e+fが、25℃の粘度が0.015~0.5Pa・sの範囲に入るように選ばれる〔2〕記載の剥離紙又は剥離フィルム製造用シリコーン組成物。
〔4〕
一般式(2)において、R2が同一又は異なってもよい炭素数1~20の非置換又は置換のアルキル基である〔1〕~〔3〕のいずれかに記載の剥離紙又は剥離フィルム製造用シリコーン組成物。
〔5〕
更に、(E)有機溶剤を含む〔1〕~〔4〕のいずれかに記載の剥離紙又は剥離フィルム製造用シリコーン組成物。
〔6〕
紙基材又はフィルム基材上に、〔1〕~〔5〕のいずれかに記載のシリコーン組成物の硬化物が形成されてなる剥離紙又は剥離フィルム。
本発明の剥離紙又は剥離フィルム製造用シリコーン組成物(以下、シリコーン組成物と略すこともある。)は、付加反応硬化型ポリオルガノシロキサンを含み、具体的には、下記(A)~(D)成分、及び必要により下記(E)成分を含む組成物であり、付加反応によって硬化するものである。
(A)成分は、1分子中に少なくとも2個のアルケニル基を有し、アルケニル基含有量が0.001~0.04mol/100gで、25℃での30質量%トルエン希釈粘度で0.01~70Pa・sのポリオルガノシロキサンであり、下記一般式(3)で表されることが好ましい。
(B)成分のオルガノハイドロジェンポリシロキサンは、1分子中にケイ素原子に結合した水素原子(以下、「SiH基」ともいう)を少なくとも3個有し、このSiH基と(A)成分中のアルケニル基とが付加反応して硬化皮膜が形成されるものである。かかる(B)成分としては、例えば、下記平均組成式(1)で表されるものが挙げられる。
なお、SiH基の含有量は、ポリオルガノシロキサン中0.1~3モル/100g、特に0.2~2モル/100gであることが好ましい。また、この(B)成分のオルガノハイドロジェンポリシロキサンの25℃における粘度は、0.001~3mPa・s、特に0.005~1.5mPa・sであることが好ましい。
このオルガノハイドロジェンポリシロキサンは、直鎖状、分岐状、環状のいずれであってもよく、また、それらの混合物であってもよい。
更に、このとき、(B)成分の配合量は、(A)成分のアルケニル基1モル又は後述する剥離力コントロール剤を配合する場合は(A)成分と剥離力コントロール剤との合計アルケニル基1モルに対する(B)成分中のケイ素原子に結合した水素原子のモル数が0.5~10の範囲となる量であることが好ましく、1.0~5.0の範囲となる量がより好ましい。モル比が0.5より小さいと硬化性が低下する上、基材との密着が悪くなる場合があり、10よりも大きいと重剥離化してしまう場合がある。
(C)成分は、25℃での粘度が0.001~4Pa・sのポリオルガノシロキサンであり、下記一般式(2)で表されることが好ましい。
(D)白金族金属系触媒(付加反応用触媒)は、(A)成分と(B)成分との架橋反応を促進し、硬化皮膜を形成するために用いられる。かかる付加反応用触媒としては、例えば、白金、白金黒、塩化白金酸、塩化白金酸の各種オレフィン又はビニルシロキサンとの錯体、塩化白金酸-アルコール配位化合物、ロジウム、ロジウム-オレフィンコンプレックス等が挙げられる。これらは1種単独で又は2種以上を適宜組み合わせて用いることができる。
本発明のシリコーン組成物には、(E)有機溶剤を配合することができる。
本発明のシリコーン組成物は、上記(A)~(D)成分の所定量を配合することによって得られる無溶媒型の組成物とすることもできるが、必要により有機溶剤で希釈した溶剤型組成物として使用することも可能である。有機溶剤で組成物を希釈することで、塗工作業性の改善、塗工皮膜の厚さや表面の仕上がり状態など塗工皮膜状態の改善など実用上の利点が得られる。
(0≦n9≦100、0≦n10≦100、0≦n11≦100、0≦n12≦100、0≦n13≦100、0≦n14≦30、0≦n15≦30)
剥離紙又は剥離フィルム製造用シリコーン組成物の調製は、(A)、(B)、(C)、(E)成分及び任意成分を予め均一に混合した後、(D)成分を使用直前に添加する方法がポットライフの面で望ましい。
剥離紙及び剥離フィルムは、紙基材又はフィルム基材と、この基材に形成された上記シリコーン組成物の硬化物からなる剥離層とを有するものである。剥離層は上記基材の少なくとも1面に形成されていればよく、片面でも両面でもよい。
[(A)成分]
(A-1)
(CH3)2(CH2=CH)SiO1/2で表されるジメチルビニルシロキサン単位0.02モル%、(CH3)(CH2=CH)SiO2/2で表されるメチルビニルシロキサン単位が0.58モル%、(CH3)2SiO2/2で表されるジメチルシロキサン単位が99.4モル%で構成されているポリオルガノシロキサン
30質量%トルエン溶液の25℃での粘度が15Pa・s
アルケニル基含有量=0.008モル/100g
(A-2)
(CH3)2(CH2=CH)SiO1/2で表されるジメチルビニルシロキサン単位0.02モル%、(CH3)(CH2=CH)SiO2/2で表されるメチルビニルシロキサン単位が0.63モル%、(CH3)2SiO2/2で表されるジメチルシロキサン単位が96.35モル%、Ph2SiO2/2で表されるジフェニルシロキサン単位が3.0モル%で構成されているポリオルガノシロキサン
30質量%トルエン溶液の25℃での粘度が10Pa・s
アルケニル基含有量=0.008モル/100g
(B-1)
(CH3)3SiO1/2で表されるトリメチルシロキサン単位5モル%、(CH3)HSiO2/2で表されるメチルハイドロジェンシロキサン単位95モル%からなるオルガノハイドロジェンポリシロキサン
25℃における粘度が0.02Pa・s
SiH基含有量=1.6モル/100g
(B-2)
(CH3)3SiO1/2で表されるトリメチルシロキサン単位2モル%、(CH3)HSiO2/2で表されるメチルハイドロジェンシロキサン単位58モル%、(CH3)2SiO2/2で表されるジメチルシロキサン単位20モル%、Ph2SiO2/2で表されるジフェニルシロキサン単位20モル%からなるオルガノハイドロジェンポリシロキサン
25℃における粘度が0.7Pa・s
SiH基含有量=0.64モル/100g
(C-1)~(C-8)
一般式(4)で表されるポリオルガノシロキサン。oはC-1~C-8の粘度を満たす数。
(C-2)25℃における粘度が0.02Pa・s
(C-3)25℃における粘度が0.05Pa・s
(C-4)25℃における粘度が0.1Pa・s
(C-5)25℃における粘度が0.5Pa・s
(C-6)25℃における粘度が1Pa・s
(C-7)25℃における粘度が3Pa・s
(C-8)25℃における粘度が10Pa・s
一般式(5)で表されるポリオルガノシロキサン。o1及びo2は、(C-9)及び(C-11)の粘度及びPh基含有率を満たす数。
一般式(6)で表されるポリオルガノシロキサン。oは(C-10)及び(C-13)の粘度を満たす数。
一般式(7)で表されるポリオルガノシロキサン。o1及びo2は(C-12)の粘度及びPh基含有率を満たす数。
流動パラフィン 鹿1級(関東化学株式会社製)
触媒として、白金-ビニルシロキサン錯体
トルエンとヘキサンの重量比1:1混合溶剤
ポットライフ延長剤として、3-メチル-1-ブチン-3-オール
上記に示す(A)~(E)成分及び任意成分を原料として使用し、以下の手順で塗工用のシリコーン組成物を調製した。
(A)、(B)、(C)成分を、表の配合比に従いフラスコに取り、(E)3,200質量部、任意成分3質量部を添加し、撹拌して溶解した。
得られた溶液に、(D)成分を(A)成分に対して白金質量換算で100ppmになるよう添加し、撹拌混合することで塗工用のシリコーン組成物を得た。この組成物を用いて後述の方法で塗工品を作製し評価した。
各例の剥離剤について、硬化性、剥離に要する力(以下、「剥離強度」という。)、残留接着率を以下の方法により評価又は測定した。結果を表1~3に示す。
得られた組成物を、厚さ38μmのPETフィルムに、バーコーターを用いて塗布し、120℃の熱風式乾燥機中で1分間加熱して剥離層を形成した。この際、塗工量は、固形分で0.2g/m2とした。次いで、その剥離層を、指で10回擦った後、くもり及び脱落の有無を目視により観察し、以下の基準で評価した。
A:くもり及び脱落は見られなかった。
B:わずかにくもり及び脱落が見られた。
C:くもり又は脱落が見られた。
・低速剥離試験
上記硬化性評価と同様にして剥離層を形成し、FINAT法に準拠し以下手順で評価した。
剥離層の表面に幅25mm粘着テープ(Tesa7475テープ、Tesa Tape.Inc製商品名)を貼り、25℃の乾燥機中70g/cm2の荷重をかけ20時間加熱処理した。30分ほど空冷した後、引張試験機(株式会社島津製作所製 AGS-50G型)を用いて180゜の角度、剥離速度0.3m/分でTesa7475テープを引張り、剥離させるのに要する力(N/25mm)を測定した。
上記低速剥離試験と同様にし、FINAT法に準拠し以下手順で評価した。
剥離層の表面に幅25mm粘着テープ(Tesa7475テープ、Tesa Tape.Inc製商品名)を貼り、25℃の乾燥機中70g/cm2の荷重をかけ20時間加熱処理した。30分ほど空冷した後、引張試験機(テスター産業株式会社製高速剥離試験機)を用いて180゜の角度、剥離速度60m/分でTesa7475テープを引張り、剥離させるのに要する力(N/25mm)を測定した。
・Tesa7475テープ
上記硬化性評価と同様にして剥離層を形成し、剥離層の表面に幅25mm粘着テープ(Tesa7475テープ、Tesa Tape.Inc製商品名)を貼り、25℃の乾燥機中70g/cm2の荷重をかけ20時間加熱処理した。その後、剥離層から幅25mm粘着テープを剥がし、その幅25mm粘着テープをステンレス板に貼り付けた。次いで、引張試験機(株式会社島津製作所製 AGS-50G型)を用いて、ステンレス板から幅25mm粘着テープを剥離し、剥離強度Xを測定した。
また、剥離層に貼り合せていない幅25mm粘着テープをステンレス板に貼り付け、引張試験機を用いて、ステンレス板から幅25mm粘着テープを剥離し、剥離強度Yを測定した。
そして、(剥離強度X/剥離強度Y)×100(%)の式より、残留接着率を求めた。
残留接着率が高い程、剥離層の剥離性に優れ、剥離層に貼り合せることによる幅25mm粘着テープの接着力低下が抑制、すなわち皮膜からのブリードアウトが抑制されていることを示す。
上記硬化性評価と同様にして剥離層を形成し、剥離層の表面にポリエステル粘着テープ(ニットー31B、日東電工株式会社製商品名)を載せ、次いで、その粘着テープの上に1,976Paの荷重を載せて、剥離層にポリエステル粘着テープを貼り合せた。その後、70℃で20時間加熱処理してから、剥離層からポリエステル粘着テープを剥がし、そのポリエステル粘着テープをステンレス板に貼り付けた。次いで、引張試験機(株式会社島津製作所製 AGS-50G型)を用いて、ステンレス板からポリエステル粘着テープを剥離し、剥離強度Xを測定した。
また、剥離層に貼り合せていないポリエステル粘着テープをステンレス板に貼り付け、引張試験機を用いて、ステンレス板からポリエステル粘着テープを剥離し、剥離強度Yを測定した。
そして、(剥離強度X/剥離強度Y)×100(%)の式より、残留接着率を求めた。
残留接着率が高い程、剥離層の剥離性に優れ、剥離層に貼り合せることによるポリエステル粘着テープの接着力低下が抑制、すなわち皮膜からのシリコーン移行が抑制されていることを示す。
Claims (6)
- (A)1分子中に少なくとも2個のアルケニル基を有し、アルケニル基含有量が0.001~0.04mol/100gで、25℃での30質量%トルエン希釈粘度で0.01~70Pa・sのポリオルガノシロキサン:100質量部
(B)1分子中にケイ素原子に結合した水素原子を少なくとも3個有し、下記平均組成式(1)で示されるオルガノハイドロジェンポリシロキサン:0.1~30質量部
R1 aHbSiO(4-a-b)/2 (1)
(式中、R1は脂肪族不飽和結合を含有しない一価有機基であり、aは0.1~2、bは0.1~2.9で、a+bは1~3.0の正数であり、1分子中に3個以上のSiH基を有し、25℃の粘度が0.005~10Pa・sの範囲に入るように選ばれる。)
(C)下記一般式(2)で表されるポリオルガノシロキサン:1~30質量部
(D)白金族金属系触媒:触媒量
を含む付加反応硬化型の剥離紙又は剥離フィルム製造用シリコーン組成物。 - 一般式(2)において、c+d+e+fが、25℃の粘度が0.008~1Pa・sの範囲に入るように選ばれる請求項1記載の剥離紙又は剥離フィルム製造用シリコーン組成物。
- 一般式(2)において、c+d+e+fが、25℃の粘度が0.015~0.5Pa・sの範囲に入るように選ばれる請求項2記載の剥離紙又は剥離フィルム製造用シリコーン組成物。
- 一般式(2)において、R2が同一又は異なってもよい炭素数1~20の非置換又は置換のアルキル基である請求項1~3のいずれか1項記載の剥離紙又は剥離フィルム製造用シリコーン組成物。
- 更に、(E)有機溶剤を含む請求項1~4のいずれか1項記載の剥離紙又は剥離フィルム製造用シリコーン組成物。
- 紙基材又はフィルム基材上に、請求項1~5のいずれか1項記載のシリコーン組成物の硬化物が形成されてなる剥離紙又は剥離フィルム。
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Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
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WO2020153281A1 (ja) * | 2019-01-22 | 2020-07-30 | 信越化学工業株式会社 | 剥離紙又は剥離フィルム用樹脂組成物、及び剥離紙又は剥離フィルム |
WO2021012135A1 (en) * | 2019-07-22 | 2021-01-28 | Wacker Chemie Ag | Silicone composition |
WO2021166653A1 (ja) * | 2020-02-18 | 2021-08-26 | 信越化学工業株式会社 | 剥離紙又は剥離フィルム製造用シリコーン組成物、及び剥離紙又は剥離フィルム |
WO2021187401A1 (ja) * | 2020-03-16 | 2021-09-23 | 信越化学工業株式会社 | 剥離紙又は剥離フィルム用オルガノポリシロキサン組成物 |
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WO2020153281A1 (ja) * | 2019-01-22 | 2020-07-30 | 信越化学工業株式会社 | 剥離紙又は剥離フィルム用樹脂組成物、及び剥離紙又は剥離フィルム |
WO2021012135A1 (en) * | 2019-07-22 | 2021-01-28 | Wacker Chemie Ag | Silicone composition |
WO2021166653A1 (ja) * | 2020-02-18 | 2021-08-26 | 信越化学工業株式会社 | 剥離紙又は剥離フィルム製造用シリコーン組成物、及び剥離紙又は剥離フィルム |
JP7364031B2 (ja) | 2020-02-18 | 2023-10-18 | 信越化学工業株式会社 | 剥離紙又は剥離フィルム製造用シリコーン組成物、及び剥離紙又は剥離フィルム |
WO2021187401A1 (ja) * | 2020-03-16 | 2021-09-23 | 信越化学工業株式会社 | 剥離紙又は剥離フィルム用オルガノポリシロキサン組成物 |
CN115279862A (zh) * | 2020-03-16 | 2022-11-01 | 信越化学工业株式会社 | 用于剥离纸或剥离膜的有机聚硅氧烷组合物 |
JP7364040B2 (ja) | 2020-03-16 | 2023-10-18 | 信越化学工業株式会社 | 剥離紙又は剥離フィルム用オルガノポリシロキサン組成物 |
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JP6874831B2 (ja) | 2021-05-19 |
KR102516463B1 (ko) | 2023-03-31 |
CN110494529A (zh) | 2019-11-22 |
CN110494529B (zh) | 2022-10-04 |
TWI781151B (zh) | 2022-10-21 |
JPWO2018190012A1 (ja) | 2020-04-23 |
TW201843237A (zh) | 2018-12-16 |
KR20190131474A (ko) | 2019-11-26 |
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