WO2011148917A1 - 感圧接着シート - Google Patents
感圧接着シート Download PDFInfo
- Publication number
- WO2011148917A1 WO2011148917A1 PCT/JP2011/061809 JP2011061809W WO2011148917A1 WO 2011148917 A1 WO2011148917 A1 WO 2011148917A1 JP 2011061809 W JP2011061809 W JP 2011061809W WO 2011148917 A1 WO2011148917 A1 WO 2011148917A1
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- WO
- WIPO (PCT)
- Prior art keywords
- pressure
- sensitive adhesive
- adhesive sheet
- mass
- carboxyl group
- Prior art date
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Classifications
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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
- C09J135/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical, and containing at least another carboxyl radical in the molecule, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J135/04—Homopolymers or copolymers of nitriles
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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
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
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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
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/04—Non-macromolecular additives inorganic
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/24—Acids; Salts thereof
- C08K3/26—Carbonates; Bicarbonates
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0016—Plasticisers
Definitions
- the present invention relates to a pressure-sensitive adhesive sheet, and more particularly to a pressure-sensitive adhesive sheet used for bonding various members.
- an isocyanate-based crosslinking agent is blended into a polymer base solution prepared by polymerizing butyl acrylate and acrylic acid in ethyl acetate to obtain a pressure-sensitive adhesive composition, which is then applied and dried.
- a formed adhesive layer has been proposed (see, for example, Patent Document 2 below).
- the adhesive film proposed in Patent Document 1 or the adhesive layer proposed in Patent Document 2 is bonded to various members at the time of use, and subsequently moisturizes to develop an adhesive force.
- the adhesive film of Patent Document 1 or the adhesive layer of Patent Document 2 needs to be sealed from the time after formation until it is used to prevent moisture curing, which is troublesome. is there.
- An object of the present invention is to provide a pressure-sensitive adhesive sheet that can be easily molded into a predetermined shape, can be easily stored after molding, and has excellent adhesive strength and excellent holding power at high temperatures. There is to do.
- a pressure-sensitive adhesive sheet of the present invention comprises a carboxyl group-containing polymer having a carboxyl group, a plasticizer, a metal oxide-containing component containing a metal oxide, and / or a metal carbonate. It is characterized by being obtained by moisture-curing the adhesive composition.
- the pressure-sensitive adhesive sheet of the present invention preferably has the following gel fraction of 30% by mass or more.
- the adhesive composition is preferably obtained by being humidified after being formed into a sheet.
- the adhesive composition is prepared in a solvent-free manner and then formed into a sheet shape.
- the carboxyl group is contained in an amount of 0.1 to 10% by mass in the carboxyl group-containing polymer.
- the carboxyl group-containing polymer comprises 45 to 90% by mass of a (meth) acrylic acid alkyl ester monomer and 0.1 to 10% by mass of a carboxyl group-containing vinyl monomer. It is preferably obtained by polymerizing a monomer composition containing 5 to 50% by mass of a cyano group-containing vinyl monomer.
- the adhesive composition further contains a tackifier.
- the metal oxide is a Group 2 element oxide.
- the metal carbonate is calcium carbonate.
- the pressure-sensitive adhesive sheet of the present invention can be easily molded into a predetermined shape, can be easily stored from the time of molding to the time of use, and has excellent adhesive strength and excellent resistance at high temperatures. Retention force can be expressed.
- the pressure-sensitive adhesive sheet of the present invention can be obtained by moisture-curing the adhesive composition.
- the adhesive composition contains a carboxyl group-containing polymer having a carboxyl group, a plasticizer, a metal oxide-containing component containing a metal oxide, and / or a metal carbonate.
- carboxyl group-containing polymer examples include polymers obtained by carboxyl-modifying isoprene rubber, butadiene rubber, acrylonitrile-butadiene rubber, styrene-butadiene rubber, styrene-butadiene-styrene block polymer, styrene-isoprene-styrene block polymer, acrylic polymer ( Rubber or resin), preferably carboxyl-modified acrylic polymer.
- the carboxyl-modified acrylic polymer includes, for example, a (meth) acrylic acid alkyl ester monomer ((meth) acryl refers to acrylic and / or methacryl; the same shall apply hereinafter) and a carboxyl group-containing vinyl monomer. It is obtained by polymerizing a monomer composition containing
- Examples of the (meth) acrylic acid alkyl ester include, for example, ethyl (meth) acrylate, propyl (meth) acrylate, isopropyl (meth) acrylate, butyl (meth) acrylate, isobutyl (meth) acrylate, (meth) Sec-butyl acrylate, t-butyl (meth) acrylate, pentyl (meth) acrylate, neopentyl (meth) acrylate, isopentyl (meth) acrylate, hexyl (meth) acrylate, heptyl (meth) acrylate , Octyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, isooctyl (meth) acrylate, nonyl (meth) acrylate, isononyl (meth) acrylate, decyl (meth) acrylate, (
- acrylic acid alkyl esters having a linear or branched alkyl group having 2 to 4 carbon atoms such as t-butyl acrylate.
- carboxyl group-containing vinyl monomer examples include (meth) acrylic acid, fumaric acid, maleic acid, itaconic acid, crotonic acid, cinnamic acid and other unsaturated carboxylic acids such as fumaric anhydride, maleic anhydride, Examples thereof include unsaturated dicarboxylic acid anhydrides such as itaconic anhydride.
- the monomer composition can contain a monomer copolymerizable with the above-described monomer.
- a monomer examples include a reactive functional group-containing vinyl monomer.
- polyfunctional vinyl monomers Preferably, a reactive functional group-containing vinyl monomer is used.
- Examples of the reactive functional group-containing vinyl monomer include cyano group-containing vinyl monomers such as (meth) acrylonitrile, such as 2-hydroxyethyl acrylate, 2-hydroxypropyl acrylate, 4-hydroxybutyl acrylate, and the like.
- Hydroxyl group-containing vinyl monomers such as glycidyl (meth) acrylate, methyl glycidyl (meth) acrylate, epoxy group-containing vinyl monomers such as glycerin di (meth) acrylate, such as aminoethyl (meth) acrylate
- An amino group-containing vinyl monomer such as dimethylaminoethyl (meth) acrylate, an isocyanate group-containing vinyl monomer such as 2-methacryloyloxyethyl isocyanate, and an amide group-containing vinyl monomer such as (meth) acrylamide.
- Mer eg N-Si B hexyl maleimide, maleimide-based imide group-containing vinyl monomers such as N- isopropyl maleimide.
- a cyano group-containing vinyl monomer is used.
- polyfunctional vinyl monomer examples include ethylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, triethylene glycol di (meth) acrylate, trimethylolpropane tri (meth) acrylate, and tetraethylene glycol di (meta).
- Acrylate neopentyl glycol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, pentaerythritol di (meth) acrylate, tetramethylolmethane tri (meth) acrylate, dipentaerythritol hexa (meth) acrylate, etc.
- the monomer composition comprises an acrylic acid alkyl ester monomer, for example, 45 to 99.9% by mass, preferably 90 to 99% by mass, and a carboxyl group-containing vinyl monomer, for example, 0.1 to 55%. % By mass, preferably 1 to 10% by mass. Moreover, when it contains the monomer which can be copolymerized in a monomer composition, it contains in the ratio of less than 55 mass%, for example.
- the monomer composition when the monomer composition contains a cyano group-containing vinyl monomer as a copolymerizable monomer, the monomer composition includes a (meth) acrylic acid alkyl ester monomer, for example, 45 to 90% by weight, preferably 70 to 85% by weight, carboxyl group-containing vinyl monomer, for example, 0.1 to 10% by weight, preferably 0.5 to 7% by weight, cyano group-containing
- the vinyl monomer contains 5 to 50% by mass, preferably 10 to 25% by mass.
- the polymerization method of the acrylic polymer may be a known method, and for example, suspension polymerization, bulk polymerization, emulsion polymerization and the like can be appropriately selected.
- carboxyl group-containing polymers contain, for example, 0.1 to 10% by mass, preferably 0.5 to 5.0% by mass of carboxyl groups.
- the adhesive composition cannot be sufficiently moisture-cured, and the physical properties (adhesive force or holding power, etc.) of the pressure-sensitive adhesive sheet may be lowered.
- the content of the carboxyl group exceeds the above-mentioned range, the moisture curing rate is increased, while the glass transition point (Tg) of the carboxyl group-containing polymer is excessively high, so that the carboxyl group-containing polymer is excessively hard at room temperature. There is a case.
- the plasticizer is not particularly limited as long as the carboxyl group-containing polymer can be plasticized, and examples thereof include a phthalic acid plasticizer and a fatty acid plasticizer.
- phthalic acid plasticizer examples include dioctyl phthalate (DOP), dioctyl tin laurate (DOTL), dibutyl phthalate (DBP), dilauryl phthalate (DLP), butyl benzyl phthalate (BBP), diisodecyl phthalate (DIDP), diisononyl.
- DOP dioctyl phthalate
- DLP dibutyl phthalate
- DLP dilauryl phthalate
- BBP butyl benzyl phthalate
- DIDP diisodecyl phthalate
- diisononyl examples include phthalic acid esters such as phthalate (DINP), dimethyl phthalate, and diethyl phthalate.
- fatty acid plasticizers include adipic acid esters such as dioctyl adipate (DOA), diisononyl adipate (DINA), diisodecyl adipate, propylene glycol adipate polyester, butylene glycol adipate polyester, and the like.
- DOA dioctyl adipate
- DINA diisononyl adipate
- diisodecyl adipate diisodecyl adipate
- propylene glycol adipate polyester butylene glycol adipate polyester, and the like.
- plasticizer examples include higher alcohols (for example, lauryl alcohol, stearyl alcohol), drying oils and animal and vegetable oils (for example, paraffins (paraffinic oil), waxes, naphthenes, aromas, Asphalts, linseed oil, etc.), petroleum oils, low molecular weight polymers, organic acid esters (eg, phosphate esters, higher fatty acid esters, alkyl sulfonate esters, etc.).
- alcohols for example, lauryl alcohol, stearyl alcohol
- animal and vegetable oils for example, paraffins (paraffinic oil), waxes, naphthenes, aromas, Asphalts, linseed oil, etc.
- petroleum oils low molecular weight polymers
- organic acid esters eg, phosphate esters, higher fatty acid esters, alkyl sulfonate esters, etc.
- plasticizers can be used alone or in combination of two or more.
- a plasticizer Preferably, a fatty acid type plasticizer is mentioned, More preferably, an adipic acid ester is mentioned.
- the plasticizer is blended at a blending ratio of, for example, 10 to 300 parts by weight, preferably 25 to 150 parts by weight with respect to 100 parts by weight of the carboxyl group-containing polymer.
- the blending ratio of the plasticizer is less than the above range, the adhesive force of the pressure sensitive adhesive sheet may be reduced. Moreover, when the compounding ratio of a plasticizer exceeds the above-described range, the gel fraction (described later) of the adhesive composition is not in a desired range, and the holding power (described later) may be reduced.
- metal oxide contained in the metal oxide-containing component examples include group 2 elements such as calcium oxide, magnesium oxide, strontium oxide, and barium oxide (periodic table (IUPAC inorganic chemical nomenclature revised edition (1989)). And oxides of Group 2 elements).
- a metal hydroxide can be generated by the reaction between water and the metal oxide.
- the metal ion of the metal hydroxide and the carboxyl group of the carboxyl group-containing polymer Crosslinks can be formed by ionic bonding with.
- the metal oxide-containing component is a moisture curing curing agent (or a crosslinking curing agent).
- the metal oxide-containing component may be the metal oxide itself (containing 100% metal oxide), and can be prepared as a mixture in which the metal oxide is mixed.
- Portland cement such as white Portland cement (containing CaO, SiO 2 , Al 2 O 3 , Fe 2 O 3 as metal oxides), for example, blast furnace cement (metal oxidation) CaO, SiO 2 , Al 2 O 3 , Fe 2 O 3 , MgO), fly ash cement (as metal oxides, CaO, SiO 2 , Al 2 O 3 , Fe 2 O 3 , MgO)
- Mixed cement such as silica cement (containing CaO, SiO 2 , Al 2 O 3 , Fe 2 O 3 as metal oxide), for example, alumina cement (CaO, as metal oxide)
- Special cements such as SiO 2 , Al 2 O 3 , Fe 2 O 3 , and MgO).
- Portland cement is used.
- the metal oxide-containing component contains, for example, 85 to 100% by mass, preferably 90 to 99.5% by mass of a metal oxide.
- it is contained in an amount of 55 to 75% by mass, preferably 60 to 70% by mass.
- the metal oxide-containing component is appropriately blended depending on the kind of the carboxyl group-containing polymer and the content of the carboxyl group, and specifically, for example, 5 to 200 masses per 100 mass parts of the carboxyl group-containing polymer. Parts, preferably 10 to 180 parts by weight, more preferably 25 to 100 parts by weight.
- the blending ratio of the metal oxide-containing component is less than the above range, the gel fraction (described later) of the adhesive composition is not in a desired range, and desired physical properties (adhesive strength or holding power) can be obtained. There are cases where it is not possible. Moreover, when the mixture ratio of a metal oxide containing component exceeds the above-mentioned range, the physical property improvement according to the excess may not be obtained.
- metal carbonate examples include carbonates of Group 2 elements such as magnesium carbonate, calcium carbonate, strontium carbonate, and barium carbonate, for example, Group 12 elements such as zinc carbonate (periodic table (IUPAC inorganic chemical nomenclature revised edition). (1989))) carbonates, for example, carbonates of transition elements such as manganese carbonate, ferrous carbonate, cobaltous carbonate, nickel carbonate, cupric carbonate, and the like.
- a carbonate of a Group 2 element more preferably, calcium carbonate is used.
- metal carbonate is a carbonate of a Group 2 element
- metal ions can be easily generated, and a cross-link is formed by an ionic bond between the metal ion of the metal carbonate and the carboxyl group of the carboxyl group-containing polymer. can do.
- the above-described metal carbonate is used as a moisture curing curing agent (or a crosslinking curing agent).
- the metal carbonate is appropriately blended depending on the kind of the carboxyl group-containing polymer and the content of the carboxyl group. Specifically, for example, 3 to 200 parts by mass with respect to 100 parts by mass of the carboxyl group-containing polymer, The blending ratio is preferably 10 to 180 parts by mass, more preferably 25 to 100 parts by mass.
- the blending ratio of the metal carbonate is less than the above range, the gel fraction (described later) of the adhesive composition is not in a desired range, and desired physical properties (such as adhesive force or holding force) cannot be obtained. There is. Moreover, when the compounding ratio of the metal carbonate exceeds the above-described range, it may not be possible to improve the physical properties according to the excess.
- a tackifier can be blended with the adhesive composition of the present invention.
- tackifier examples include rosin resins, rosin esters, terpene resins (for example, terpene-aromatic liquid resins, polyterpene resins, etc.), coumarone resins, indene resins, coumarone indene resins, petroleum resins ( For example, C5 petroleum resin, C5 / C9 petroleum resin, etc.), phenol resin and the like.
- coumarone resin is used.
- the tackifier is blended in an amount of, for example, 200 parts by weight or less, preferably 1 to 100 parts by weight with respect to 100 parts by weight of the carboxyl group-containing polymer.
- the pressure-sensitive adhesive sheet can be imparted with tackiness to improve the adhesion of the pressure-sensitive adhesive sheet to the object to be bonded.
- additives such as fillers, pigments, anti-aging agents and flame retardants can be appropriately blended with the adhesive composition of the present invention as necessary.
- the filler examples include hollow fillers such as hollow beads, expandable fillers such as heated foam beads, and inorganic fillers other than the above-described metal carbonates such as talc.
- a hollow filler and a foamable filler are used.
- the filler is a hollow filler or a foamable filler, the apparent density of the pressure-sensitive adhesive sheet can be reduced, and the pressure-sensitive adhesive sheet can be reduced in weight.
- an adhesive composition a carboxyl group-containing polymer, a plasticizer, a metal oxide-containing component and / or a metal carbonate, and if necessary, a tackifier and an additive are blended in the above-described blending ratio. For example, mixing (kneading) is performed using a mixing roll, a pressure kneader, an extruder, or the like. That is, the adhesive composition is prepared as a kneaded product.
- the above-mentioned adhesive composition is prepared, for example, without a solvent, that is, without using a solvent such as ethyl acetate or toluene.
- the pressure-sensitive adhesive sheet can be easily formed into a desired shape (for example, a relatively thick sheet), and the environmental load can be reduced.
- the kneading temperature is, for example, 80 to 160 ° C, preferably 100 to 140 ° C.
- the kneading is performed in, for example, a dry gas so that the above-described components or kneaded materials do not come into contact with moisture.
- the kneaded product is rolled into a sheet by using a molding machine such as a press, an extruder, or a calender roll.
- a molding machine such as a press, an extruder, or a calender roll.
- the adhesive composition is formed into a sheet shape.
- molding an adhesive composition in a sheet form base materials, such as a nonwoven fabric or a board
- the thickness of the sheet-like adhesive composition is, for example, 0.1 to 10 mm, preferably 0.5 to 5 mm.
- the sheet-like adhesive composition is moisture-cured.
- the sheet-like adhesive composition is humidified. Specifically, the sheet-like adhesive composition is left in a normal humidity atmosphere, specifically, for example, at normal temperature and normal humidity atmosphere, for example, for 1 hour to 30 days, preferably 10 hours to 7 days. .
- the normal temperature and normal humidity are described in JIS Z8703, specifically, 5 to 35 ° C. and 45 to 85 RH%.
- the sheet-like adhesive composition is, for example, in a high humidity atmosphere, specifically, for example, at a temperature of 40 to 95 ° C., in a high humidity atmosphere exceeding 85 RH% and not more than 98 RH%. It can be humidified by leaving it to stand for 1 minute to 100 hours, preferably 10 minutes to 24 hours.
- the above-described humidification of the adhesive composition is performed, for example, by putting the adhesive composition into a constant temperature and high humidity device.
- the above-described humidification causes the adhesive composition to absorb the surrounding moisture, and a reaction between water and the metal oxide generates a metal hydroxide, and then By forming an ionic bond between the metal ion of the metal hydroxide and the carboxyl group of the carboxyl group-containing polymer, the adhesive composition is moisture-cured.
- the above-mentioned humidification causes the adhesive composition to absorb the surrounding moisture, so that the ions between the metal ion of the metal carbonate and the carboxyl group of the carboxyl group-containing polymer are ionized. By forming the bond, the adhesive composition is moisture-cured.
- the pressure-sensitive adhesive sheet of the present invention is obtained by moisture curing of the above-described adhesive composition.
- the obtained pressure-sensitive adhesive sheet (adhesive composition after moisture curing) has tackiness (tackiness) on the surface.
- the following gel fraction of the pressure-sensitive adhesive sheet is, for example, 30% by mass or more, preferably 50% by mass or more, more preferably 70% by mass, and usually 99% by mass or less.
- Gel fraction When the pressure-sensitive adhesive sheet is immersed in toluene for 24 hours, the dry mass of the toluene-insoluble matter (detailed in the evaluation method in the following examples) relative to the mass of the pressure-sensitive adhesive sheet before immersion. Percentage When the gel fraction is less than the above range, the adhesive composition is insufficiently cured by moisture, and the adhesiveness of the pressure-sensitive adhesive sheet may be lowered.
- the thickness of the pressure-sensitive adhesive sheet is, for example, 0.1 to 10 mm, preferably 0.5 to 5 mm.
- the pressure-sensitive adhesive sheet is adhered to the adhesion target, and a plurality of adhesion objects (for example, the adhesion target to which the pressure-sensitive adhesive sheet is adhered, and the pressure-sensitive adhesive sheet are adhered via the pressure-sensitive adhesive sheet. Can be bonded).
- the pressure-sensitive adhesive sheet of the present invention can be easily formed into a film having a predetermined shape, specifically, a desired thickness (specifically, thick).
- the pressure-sensitive adhesive sheet of the present invention can be easily stored from the time of molding until it is used, and can exhibit excellent adhesive force and excellent holding power at high temperatures.
- Example 1 A monomer composition comprising 85 parts by mass of butyl acrylate, 2 parts by mass of acrylic acid and 15 parts by mass of acrylonitrile was polymerized to produce a carboxyl-modified acrylic polymer A (carboxyl group-containing polymer, carboxyl group content 1.2 masses). %, Solid content 100%).
- acrylic polymer A, adipic acid ester (Polysizer P-103, manufactured by DIC) and white Portland cement (metal oxide-containing component, CaO 66 mass%, SiO 2 24 mass%, Al 2 O 3 4 mass%, Fe 2 O 3 0.2% by mass) was blended at a blending ratio shown in Table 1, and kneaded at 120 ° C. using a mixing roll to prepare an adhesive composition.
- the prepared adhesive composition was rolled with a press machine and formed into a sheet having a thickness of 1 mm.
- the pressure-sensitive adhesive sheet was obtained by putting the sheet-like adhesive composition into a constant temperature and high humidity oven at 50 ° C. and 92 RH% and leaving it for 12 hours to cure the adhesive composition to moisture.
- Example 2 to 4 and Comparative Example 1 A pressure-sensitive adhesive sheet was obtained in the same manner as in Example 1 except that each component was blended in the blending ratios shown in Tables 1 and 3.
- Example 5 A monomer composition consisting of 85 parts by mass of butyl acrylate, 6 parts by mass of acrylic acid and 15 parts by mass of acrylonitrile was polymerized to produce carboxyl-modified acrylic polymer B (carboxyl group-containing polymer, carboxyl group content 3.5 masses). %, Solid content 100%).
- O 3 0.2% by mass was blended at a blending ratio shown in Table 1.
- Comparative Example 2 An adhesive composition was prepared in the same manner as in Example 1 except that each component was blended in the blending ratio shown in Table 3.
- Comparative Examples 3 and 4 Each component was blended at a blending ratio shown in Table 3, and stirred at room temperature and mixed to prepare a toluene solution of the adhesive composition.
- a toluene solution of the adhesive composition is applied to the surface of the substrate, dried at 100 ° C. to form a film made of the adhesive composition, and the film is put into a constant temperature and high humidity chamber at 50 ° C. and 92 RH%. Then, the pressure-sensitive adhesive sheet of Comparative Example 3 having a thickness of 0.05 mm and the pressure-sensitive adhesive sheet of Comparative Example 4 having a thickness of 1 mm were obtained by allowing the adhesive composition to moisture-cure for 12 hours.
- Example 6 A monomer composition comprising 85 parts by mass of butyl acrylate, 2 parts by mass of acrylic acid and 15 parts by mass of acrylonitrile was polymerized to produce a carboxyl-modified acrylic polymer A (carboxyl group-containing polymer, carboxyl group content 1.2 masses). %, Solid content 100%).
- Acrylic polymer A, adipic acid ester (Polysizer P-103, manufactured by DIC) and calcium carbonate were blended in the blending ratios shown in Table 2, and kneaded at 120 ° C. using a mixing roll to prepare an adhesive composition. .
- the prepared adhesive composition was rolled by a press machine and formed into a 1 mm thick sheet.
- the pressure-sensitive adhesive sheet was obtained by putting the sheet-like adhesive composition into a constant temperature and high humidity oven at 50 ° C. and 92 RH% and leaving it for 12 hours to cure the adhesive composition to moisture.
- Examples 7-9 A pressure-sensitive adhesive sheet was obtained in the same manner as in Example 1 except that each component was blended in the blending ratio shown in Table 2.
- Example 10 A monomer composition consisting of 85 parts by mass of butyl acrylate, 6 parts by mass of acrylic acid and 15 parts by mass of acrylonitrile was polymerized to produce carboxyl-modified acrylic polymer B (carboxyl group-containing polymer, carboxyl group content 3.5 masses). %, Solid content 100%).
- a pressure-sensitive adhesive sheet was obtained in the same manner as in Example 1 except that acrylic polymer B, adipic acid ester (Polysizer P-103, manufactured by DIC) and calcium carbonate were blended in the blending ratios shown in Table 2.
- the size of the pressure-sensitive adhesive sheet and cold-rolled steel sheet used for the measurement was 25 ⁇ 150 mm. 2. Measurement of holding force The holding force of the pressure-sensitive adhesive sheets obtained in Examples 1 to 10 and Comparative Examples 1 and 3 was measured by the following method.
- the pressure-sensitive adhesive sheet is cut into 25 ⁇ 25 mm, stuck to the center of a cold rolled steel plate (one side) having a thickness of 0.8 mm and 25 ⁇ 150 mm, and the pressure sensitive adhesive sheet is attached to another cold rolled steel plate ( On the other hand, the two cold-rolled steel sheets were bonded together by a pressure-sensitive adhesive sheet by sticking to one cold-rolled steel sheet.
- the pressure-sensitive adhesive sheet of the present invention is used for bonding various members.
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Abstract
Description
また、本発明の感圧接着シートでは、前記接着組成物は、シート状に成形された後、加湿されることにより得られることが好適である。
ゲル分率が上記した範囲に満たない場合には、接着組成物の湿気硬化が不十分であり、感圧接着シートの接着性が低下する場合がある。
アクリル酸ブチル85質量部、アクリル酸2質量部およびアクリロニトリル15質量部からなる単量体組成物を重合して、カルボキシル変性されたアクリルポリマーA(カルボキシル基含有ポリマー、カルボキシル基含有量1.2質量%、固形分100%)を得た。
各成分を、表1および表3に示す配合割合で配合した以外は、実施例1と同様にして、感圧接着シートを得た。
アクリル酸ブチル85質量部、アクリル酸6質量部およびアクリロニトリル15質量部からなる単量体組成物を重合して、カルボキシル変性されたアクリルポリマーB(カルボキシル基含有ポリマー、カルボキシル基含有量3.5質量%、固形分100%)を得た。
各成分を、表3に示す配合割合で配合した以外は、実施例1と同様にして、接着組成物の調製を試みた。
各成分を、表3に示す配合割合で配合して、常温で攪拌して混合することにより、接着組成物のトルエン溶液を調製した。
アクリル酸ブチル85質量部、アクリル酸2質量部およびアクリロニトリル15質量部からなる単量体組成物を重合して、カルボキシル変性されたアクリルポリマーA(カルボキシル基含有ポリマー、カルボキシル基含有量1.2質量%、固形分100%)を得た。
各成分を、表2に示す配合割合で配合した以外は、実施例1と同様にして、感圧接着シートを得た。
アクリル酸ブチル85質量部、アクリル酸6質量部およびアクリロニトリル15質量部からなる単量体組成物を重合して、カルボキシル変性されたアクリルポリマーB(カルボキシル基含有ポリマー、カルボキシル基含有量3.5質量%、固形分100%)を得た。
1. 接着力の測定
実施例1~10および比較例1、3で得られた感圧接着シートの冷間圧延鋼板に対する接着力を、JIS K6854-3(接着剤-はく離接着強度試験方法-第3部:T形はく離、1999年)に準拠して測定した。その結果を表1~表3に示す。
2. 保持力の測定
実施例1~10および比較例1、3で得られた感圧接着シートの保持力を下記の方法により測定した。
3. ゲル分率の測定
実施例1~10および比較例1、3で得られた感圧接着シートのゲル分率(トルエン不溶分)を測定した。
Claims (9)
- カルボキシル基を有するカルボキシル基含有ポリマーと、
可塑剤と、
金属酸化物を含有する金属酸化物含有成分、および/または、金属炭酸塩と
を含有する接着組成物からなり、
前記接着剤組成物が湿気硬化することにより得られることを特徴とする、感圧接着シート。 - 下記のゲル分率が、30質量%以上であることを特徴とする、請求項1に記載の感圧接着シート。
ゲル分率:前記感圧接着シートをトルエンに24時間浸漬したときの、浸漬前の前記感圧接着シートの質量に対する、トルエン不溶分の乾燥質量の百分率 - 前記接着組成物は、シート状に成形された後、加湿されることにより得られることを特徴とする、請求項1に記載の感圧接着シート。
- 前記接着組成物は、無溶剤で調製された後、シート状に成形されることを特徴とする、請求項1に記載の感圧接着シート。
- カルボキシル基が、前記カルボキシル基含有ポリマー中に0.1~10質量%含有されていることを特徴とする、請求項1に記載の感圧接着シート。
- 前記カルボキシル基含有ポリマーが、
(メタ)アクリル酸アルキルエステル単量体45~90質量%と、
カルボキシル基含有ビニル単量体0.1~10質量%と、
シアノ基含有ビニル単量体5~50質量%と
を含有する単量体組成物を重合することにより得られることを特徴とする、請求項1に記載の感圧接着シート。 - 前記接着組成物が、さらに、粘着付与剤を含有することを特徴とする、請求項1に記載の感圧接着シート。
- 前記金属酸化物が、第2族元素の酸化物であることを特徴とする、請求項1に記載の感圧接着シート。
- 前記金属炭酸塩が、炭酸カルシウムであることを特徴とする、請求項1に記載の感圧接着シート。
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CN2011800252810A CN102933671A (zh) | 2010-05-26 | 2011-05-24 | 压敏胶粘片 |
US13/697,183 US8853315B2 (en) | 2010-05-26 | 2011-05-24 | Pressure-sensitive adhesive sheet |
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JP2010120964A JP5591591B2 (ja) | 2010-05-26 | 2010-05-26 | 感圧接着シート |
JP2010120965A JP5506542B2 (ja) | 2010-05-26 | 2010-05-26 | 感圧接着シート |
JP2010-120964 | 2010-05-26 | ||
JP2010-120965 | 2010-05-26 |
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WO2011148917A1 true WO2011148917A1 (ja) | 2011-12-01 |
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PCT/JP2011/061809 WO2011148917A1 (ja) | 2010-05-26 | 2011-05-24 | 感圧接着シート |
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US (1) | US8853315B2 (ja) |
CN (1) | CN102933671A (ja) |
WO (1) | WO2011148917A1 (ja) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
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WO2013172153A1 (ja) * | 2012-05-14 | 2013-11-21 | 日東電工株式会社 | 湿気硬化型組成物、湿気硬化型シート、シーリングシートおよび感圧接着シート |
CN103421453A (zh) * | 2013-07-25 | 2013-12-04 | 湖州固福汽配有限公司 | 一种新型胶黏剂及其装置 |
Families Citing this family (1)
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FR3021973B1 (fr) * | 2014-06-05 | 2016-07-01 | Bostik Sa | Composition de colle pelable |
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- 2011-05-24 US US13/697,183 patent/US8853315B2/en not_active Expired - Fee Related
- 2011-05-24 CN CN2011800252810A patent/CN102933671A/zh active Pending
- 2011-05-24 WO PCT/JP2011/061809 patent/WO2011148917A1/ja active Application Filing
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CN103421453A (zh) * | 2013-07-25 | 2013-12-04 | 湖州固福汽配有限公司 | 一种新型胶黏剂及其装置 |
Also Published As
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US20130066004A1 (en) | 2013-03-14 |
US8853315B2 (en) | 2014-10-07 |
CN102933671A (zh) | 2013-02-13 |
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