WO2009087776A1 - Composition adhésive et élément pouvant être collé par fusion obtenu avec celle-ci - Google Patents

Composition adhésive et élément pouvant être collé par fusion obtenu avec celle-ci Download PDF

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Publication number
WO2009087776A1
WO2009087776A1 PCT/JP2008/050217 JP2008050217W WO2009087776A1 WO 2009087776 A1 WO2009087776 A1 WO 2009087776A1 JP 2008050217 W JP2008050217 W JP 2008050217W WO 2009087776 A1 WO2009087776 A1 WO 2009087776A1
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Prior art keywords
adhesive composition
resin
polyolefin resin
organic solvent
carboxyl group
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PCT/JP2008/050217
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English (en)
Japanese (ja)
Inventor
Masahiro Sutou
Makoto Imahori
Takayuki Onabe
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Toagosei Co Ltd
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Toagosei Co Ltd
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Priority to JP2009548844A priority Critical patent/JP5177149B2/ja
Priority to PCT/JP2008/050217 priority patent/WO2009087776A1/fr
Publication of WO2009087776A1 publication Critical patent/WO2009087776A1/fr
Anticipated expiration legal-status Critical
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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
    • C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
    • 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
    • B32B15/00—Layered products comprising a layer of metal
    • B32B15/04—Layered products comprising a layer of metal comprising metal as the main or only constituent of a layer, which is next to another layer of the same or of a different material
    • B32B15/08—Layered products comprising a layer of metal comprising metal as the main or only constituent of a layer, which is next to another layer of the same or of a different material of synthetic resin
    • 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
    • B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
    • B32B7/04—Interconnection of layers
    • B32B7/12—Interconnection of layers using interposed adhesives or interposed materials with bonding properties
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C65/00—Joining or sealing of preformed parts, e.g. welding of plastics materials; Apparatus therefor
    • B29C65/48—Joining or sealing of preformed parts, e.g. welding of plastics materials; Apparatus therefor using adhesives, i.e. using supplementary joining material; solvent bonding
    • B29C65/50—Joining or sealing of preformed parts, e.g. welding of plastics materials; Apparatus therefor using adhesives, i.e. using supplementary joining material; solvent bonding using adhesive tape, e.g. thermoplastic tape; using threads or the like
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C65/00—Joining or sealing of preformed parts, e.g. welding of plastics materials; Apparatus therefor
    • B29C65/48—Joining or sealing of preformed parts, e.g. welding of plastics materials; Apparatus therefor using adhesives, i.e. using supplementary joining material; solvent bonding
    • B29C65/50—Joining or sealing of preformed parts, e.g. welding of plastics materials; Apparatus therefor using adhesives, i.e. using supplementary joining material; solvent bonding using adhesive tape, e.g. thermoplastic tape; using threads or the like
    • B29C65/5007—Joining or sealing of preformed parts, e.g. welding of plastics materials; Apparatus therefor using adhesives, i.e. using supplementary joining material; solvent bonding using adhesive tape, e.g. thermoplastic tape; using threads or the like characterised by the structure of said adhesive tape, threads or the like
    • B29C65/5021—Joining or sealing of preformed parts, e.g. welding of plastics materials; Apparatus therefor using adhesives, i.e. using supplementary joining material; solvent bonding using adhesive tape, e.g. thermoplastic tape; using threads or the like characterised by the structure of said adhesive tape, threads or the like being multi-layered
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C66/00—General aspects of processes or apparatus for joining preformed parts
    • B29C66/40—General aspects of joining substantially flat articles, e.g. plates, sheets or web-like materials; Making flat seams in tubular or hollow articles; Joining single elements to substantially flat surfaces
    • B29C66/41—Joining substantially flat articles ; Making flat seams in tubular or hollow articles
    • B29C66/45—Joining of substantially the whole surface of the articles
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C66/00—General aspects of processes or apparatus for joining preformed parts
    • B29C66/70—General aspects of processes or apparatus for joining preformed parts characterised by the composition, physical properties or the structure of the material of the parts to be joined; Joining with non-plastics material
    • B29C66/71—General aspects of processes or apparatus for joining preformed parts characterised by the composition, physical properties or the structure of the material of the parts to be joined; Joining with non-plastics material characterised by the composition of the plastics material of the parts to be joined
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C66/00—General aspects of processes or apparatus for joining preformed parts
    • B29C66/70—General aspects of processes or apparatus for joining preformed parts characterised by the composition, physical properties or the structure of the material of the parts to be joined; Joining with non-plastics material
    • B29C66/74—Joining plastics material to non-plastics material
    • B29C66/742—Joining plastics material to non-plastics material to metals or their alloys
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29K—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES B29B, B29C OR B29D, RELATING TO MOULDING MATERIALS OR TO MATERIALS FOR MOULDS, REINFORCEMENTS, FILLERS OR PREFORMED PARTS, e.g. INSERTS
    • B29K2023/00—Use of polyalkenes or derivatives thereof as moulding material
    • B29K2023/04—Polymers of ethylene
    • B29K2023/06—PE, i.e. polyethylene
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29K—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES B29B, B29C OR B29D, RELATING TO MOULDING MATERIALS OR TO MATERIALS FOR MOULDS, REINFORCEMENTS, FILLERS OR PREFORMED PARTS, e.g. INSERTS
    • B29K2305/00—Use of metals, their alloys or their compounds, as reinforcement
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29L—INDEXING SCHEME ASSOCIATED WITH SUBCLASS B29C, RELATING TO PARTICULAR ARTICLES
    • B29L2009/00—Layered products
    • B29L2009/003—Layered products comprising a metal layer
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29L—INDEXING SCHEME ASSOCIATED WITH SUBCLASS B29C, RELATING TO PARTICULAR ARTICLES
    • B29L2031/00—Other particular articles
    • B29L2031/712—Containers; Packaging elements or accessories, Packages
    • 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
    • B32B2439/00—Containers; Receptacles
    • B32B2439/40—Closed containers

Definitions

  • the present invention relates to an adhesive composition and a heat-fusible member using the adhesive composition. More specifically, an adhesive composition having excellent adhesion, hot water resistance, chemical resistance, and the like, and useful for bonding a polyolefin resin molded article such as a polyolefin resin film and other members, and the adhesive composition It is related with the heat-fusible member formed by joining metal foil, such as aluminum foil, and a heat-fusible resin film.
  • the main component is a resin composition obtained by reacting a chlorinated polyolefin, a specific resin having an isocyanate functional group at the terminal, and a polyurethane resin containing at least one free isocyanate group with a chain extender.
  • Binders for adhesives and the like are known (for example, see Patent Document 1).
  • a hot melt adhesive containing a predetermined amount of a base polymer such as polyethylene, an ethylene / (meth) acrylate copolymer, a tackifier, and a modified polyolefin obtained by graft copolymerizing a styrene monomer with a polyolefin.
  • a base polymer such as polyethylene, an ethylene / (meth) acrylate copolymer, a tackifier, and a modified polyolefin obtained by graft copolymerizing a styrene monomer with a polyolefin.
  • an adhesive composition comprising an isocyanate group-containing polyester urethane, chloroprene rubber, polyisocyanate, halogenating agent and 2-ethylhexoates is known (for example, see Patent Document 3). Further, a liquid composition in which a carboxyl group-containing thermoplastic elastomer, a polyolefin polyol and a tackifier are dissolved or dispersed in an organic solvent, and an adhesive composition comprising a polyfunctional isocyanate are known (see, for example, Patent Document 4). .)
  • the binder for adhesives described in Patent Document 1 improves gasoline resistance, weather resistance, moisture resistance, etc. when a coating film is formed, even if it is a polyolefin resin that is difficult to paint, etc. It is explained that it can be made. However, since chlorinated polyolefin is contained, the use and the like may be limited from the viewpoint of environmental considerations.
  • the hot melt adhesive described in Patent Document 2 can be used as a polyolefin resin depending on the type of the base polymer, it cannot be said to have sufficient heat resistance because it is a hot melt type.
  • good workability is maintained because it has an appropriate viscosity, it cannot be applied to the film surface etc. thinly and at high speed compared to the solvent type, and industrial productivity In addition, there is a problem that it is inferior in mass productivity.
  • polyester-based urethane since polyester-based urethane is used, it can be firmly bonded to a polyolefin-based material without performing pretreatment such as corona discharge treatment. Has been. However, polyester-based urethane is easily hydrolyzed, inferior in durability, chemical resistance, and the like, and has a high water absorption rate, and therefore inferior in water resistance (moisture permeability). Furthermore, the adhesive composition described in Patent Document 4 is described as having high initial adhesive strength and final adhesive strength and excellent adhesion durability in the adhesion of polyolefin-based resins.
  • the present invention has been made in view of the above-described conventional problems, and can be bonded with sufficient strength when used for bonding a polyolefin material that is inherently inferior in adhesiveness, and is resistant to warm water and chemicals.
  • An adhesive composition that is excellent in properties and useful as an adhesive for polyolefin materials, and a metal foil such as an aluminum foil and a heat-fusible resin film such as a polyolefin resin film are joined by this adhesive composition
  • An object is to provide a heat-fusible member.
  • the present invention is as follows. 1. A polyolefin adhesive composition comprising an organic solvent, a polyolefin resin having a carboxyl group dissolved or dispersed in the organic solvent, and a polyfunctional isocyanate compound contained in the organic solvent. 2. 1. The melting energy of the polyolefin resin having a carboxyl group measured according to JIS K7121 is 40 mJ / mg or less. The adhesive composition for polyolefins described in 1. 3. The content of the carboxyl group contained in the polyolefin resin having a carboxyl group is 0.10 to 0.70 mmol per 1 g of the polyolefin resin having the carboxyl group. Or 2. The adhesive composition for polyolefins described in 1. 4). 1.
  • the equivalent ratio (NCO / OH) of the isocyanate group (NCO) of the polyfunctional isocyanate compound to the hydroxyl group (OH) constituting the carboxyl group is 1.0 to 10.0.
  • the adhesive composition of the present invention is suitable for adhesion between a polyolefin resin molded article such as a polyolefin resin film and other members, for example, adhesion between a film made of a resin other than a polyolefin resin and a polyolefin resin film, and after curing.
  • the adhesive layer has excellent hot water resistance, chemical resistance, and the like.
  • the melting energy measured in accordance with JIS K7121 of the polyolefin resin having a carboxyl group is 40 mJ / mg or less, it can be easily dissolved in an organic solvent and can be easily formed into an extremely thin adhesive layer.
  • the metal foil and the heat-fusible resin film can be bonded with sufficient adhesive strength.
  • the carboxyl group content in the polyolefin resin having a carboxyl group is 0.10 to 0.70 mmol per 1 g of the polyolefin resin, the hydrophilicity is suppressed, and the adhesive composition is made of a polyolefin resin film or the like.
  • the equivalent ratio (NCO / OH) of the isocyanate group (NCO) of the polyfunctional isocyanate compound to the hydroxyl group (OH) constituting the carboxyl group is 1.0 to 10.0, It can be improved further.
  • the heat-fusible member of the present invention when the heat-fusible member is used as a sealed container for containing food, medicine, etc., moisture can be prevented from entering and contents can be prevented from being altered. can do.
  • heat-fusible member 11; heat-fusible resin film layer, 12; adhesive layer, 13; metal foil (aluminum foil), 14; resin layer.
  • Adhesive composition The adhesive composition of the present invention comprises an organic solvent, a polyolefin resin having a carboxyl group dissolved or dispersed in the organic solvent, and a polyfunctional isocyanate compound contained in the organic solvent. It is used for bonding polyolefin materials.
  • Polyolefin resin having a carboxyl group The above-mentioned “polyolefin resin having a carboxyl group” (hereinafter referred to as “polyolefin resin”) is a modified polyolefin obtained by graft-polymerizing an ethylenically unsaturated carboxylic acid or its anhydride to a polyolefin. Examples thereof include a resin and a copolymer resin of an olefin monomer and an ethylenically unsaturated carboxylic acid.
  • polyolefins examples include homopolymers or copolymers of olefin monomers such as ethylene, propylene, and butene, and copolymers of these olefin monomers with dicyclopentadiene, 4-methylpentene-1, vinyl acetate, and the like. Can be used.
  • olefin monomers such as ethylene, propylene, and butene
  • ethylenically unsaturated carboxylic acid examples include acrylic acid, methacrylic acid, maleic acid, fumaric acid, crotonic acid, itaconic acid, citraconic acid, 5-norbornene-2,3-dicarboxylic acid, and the like.
  • Maleic acid is preferred from the standpoint of properties after curing and cost.
  • the polyolefin resin is preferably a resin obtained by modifying a propylene homopolymer or a copolymer with ethylene, particularly a resin obtained by modifying a propylene homopolymer.
  • the polyolefin resin is not particularly limited, but a resin having a melting energy measured in accordance with JIS K7121 of 40 mJ / mg or less is preferable.
  • the melting energy is preferably 2 to 40 mJ / mg, more preferably 3 to 20 mJ / mg, and particularly preferably 5 to 15 mJ / mg.
  • a melting energy of 40 mJ / mg or less is preferable because it can be an adhesive composition having excellent solubility in an organic solvent and sufficient adhesion durability such as warm water resistance and chemical resistance.
  • this polyolefin resin has the above melting energy and has a melting temperature of 80 ° C. or less, particularly 60 to 80 ° C. If it is such a polyolefin resin, it can be set as the adhesive composition which is excellent in low-temperature adhesiveness, and has adhesive durability, such as warm water resistance and chemical resistance with sufficient adhesive layer after hardening.
  • the content of the carboxyl group in the polyolefin resin is not particularly limited, but is preferably 0.10 to 0.70 mmol per 1 g of the polyolefin resin. This content is more preferably 0.15 to 0.24 mmol.
  • the carboxyl group content is 0.10 to 0.70 mmol, the affinity for moisture does not become too high, and the adhesive composition is used for forming a sealed container or the like for containing food, medicine, etc.
  • moisture permeation can be sufficiently suppressed.
  • the carboxyl group content can be obtained as a value per gram of resin by dividing the acid content in the polyolefin resin calculated from the calibration curve of the infrared spectrum by the formula amount (45) of the carboxyl group.
  • Organic solvent is not particularly limited as long as it can dissolve or disperse the polyolefin resin, but is preferably a solvent capable of dissolving more polyolefin resin. Moreover, this organic solvent is preferably an organic solvent that can be easily volatilized and removed from the adhesive composition by heating or the like. Examples of such organic solvents include aromatic organic solvents such as toluene and xylene, aliphatic organic solvents such as n-hexane, alicyclic organic solvents such as cyclohexane and methylcyclohexane, and ketone organics such as methyl ethyl ketone. A solvent or the like can be used. These organic solvents may be used alone or in combination of two or more.
  • the mass ratio of the organic solvent and the polyolefin resin is not particularly limited, it is preferable that more polyolefin resin is dissolved in the organic solvent, and it is more preferable that the entire amount of the polyolefin resin is dissolved.
  • This mass ratio can be set depending on the type of each of the organic solvent and the polyolefin resin, etc.
  • the polyolefin resin is 5 to 25% by mass, particularly 10%. It is preferably ⁇ 20% by mass. With such a mass ratio, more polyolefin resin can be dissolved easily.
  • the fact that the total amount of the polyolefin resin was dissolved was that the adhesive composition (resin concentration: 20% by mass) was coated on a film such as polyethylene terephthalate with a bar coater to form a coating film having a thickness of 150 to 200 ⁇ m.
  • the thickness of the coating after drying the coating is 30 to 40 ⁇ m
  • the surface roughness of this coating can be determined by 50 ⁇ m or less.
  • the surface roughness of the coating film can be measured by a stylus type surface roughness meter defined in JIS B0651.
  • polyfunctional isocyanate compound has an action of reacting with a polyolefin resin to cure the adhesive composition.
  • the polyfunctional isocyanate compound is not particularly limited, and compounds such as toluene diisocyanate, diphenylmethane diisocyanate, hexamethylene diisocyanate, isophorone diisocyanate, and these compounds are adduct-modified with polyisocyanates such as isocyanurate modification, burette modification, and trimethylolpropane. Modified products can be used.
  • These polyfunctional isocyanate compounds may be used alone or in combination of two or more. Also as this polyfunctional isocyanate compound, the polyfunctional isocyanate compound which melt
  • Preferable polyfunctional isocyanate compound is, for example, a modified isocyanate compound having three or more isocyanate groups in one molecule, and is a product name “Coronate HX” manufactured by Nippon Polyurethane Industry Co., Ltd. as a commercially available product modified with isocyanurate. Asahi Kasei Chemicals' brand name “Duranate TPA-100”, Mitsui Takeda Chemicals brand name “Takenate D-170N” and the like.
  • the mass ratio of the polyolefin resin and the polyfunctional isocyanate compound is not particularly limited, but the equivalent ratio of the isocyanate group (NCO) of the polyfunctional isocyanate compound and the hydroxyl group (OH) constituting the carboxyl group of the polyolefin resin ( NCO / OH) is preferably in a mass ratio of 1.0 to 10.0.
  • the equivalent ratio is 1.5 to 10.0, particularly 1.8 to 9.0, and more preferably 3.5 to 9.0.
  • the equivalence ratio is 1.0 to 10.0, an adhesive composition having particularly excellent initial adhesiveness can be obtained, and an adhesive having a sufficient crosslinking density and excellent flexibility and the like. A layer can be formed.
  • reaction accelerator is blended in order to accelerate the reaction between the polyolefin resin and the polyfunctional isocyanate compound.
  • the reaction accelerator include various organotin compounds and tertiary amines. Only 1 type of reaction accelerator may be used, 2 or more types may be used together, and an organotin compound and a tertiary amine can also be used together.
  • Tackifiers examples include polyterpene resins, rosin resins, aliphatic petroleum resins, alicyclic petroleum resins, copolymer petroleum resins, and hydrogenated petroleum resins.
  • examples of the polyterpene resin include ⁇ -pinene polymers, ⁇ -pinene polymers, and copolymers of these with phenol or bisphenol A, for example, trade names “YS Resin PX”, “YS Resin PX”, “ Commercial products such as “YS Resin A” and “YS Polyster T” can be used.
  • the rosin resin include natural rosin, polymerized rosin, and ester derivatives thereof.
  • Aliphatic petroleum resin is also referred to as C 5 resin, typically a resin which is synthesized from C 5 fraction of petroleum, Tonex Co., Ltd. under the trade name "Escorez”, Nippon Zeon Co., Ltd. under the trade name "Quinton”, Goodyear Commercial products such as a trade name “Wingtack” manufactured by the company can be used.
  • Alicyclic petroleum resins said to be C 9 resins, generally a resin synthesized from C 9 fraction of the oil, it can be used by Maruzen Petrochemical Co., Ltd. under the trade name commercial products such as "MARUKAREZ".
  • the copolymerized petroleum resin is also referred to as a C 5 / C 9 copolymer resin, and commercially available products such as “Toho High Resin” manufactured by Toho Chemical Industry Co., Ltd. can be used.
  • Hydrogenated hydrocarbon resins are generally produced by hydrogenation of the above-mentioned various petroleum resins. Trade names “Ester gum H” and “Arcon” manufactured by Arakawa Chemical Industries, Ltd. and “Clearon” manufactured by Yashara Chemical Co., Ltd. The trade name “Escollet” manufactured by Tonex Co., Ltd. can be used. These tackifiers may be used alone or in combination of two or more.
  • thermoplastic elastomer examples include SEBS and SEPS.
  • the thermoplastic resin not modified with acid is preferably an ethylene-vinyl acetate copolymer resin, an ethylene-ethyl acrylate copolymer resin, a wax, or the like.
  • the plasticizer is preferably a liquid rubber such as polyisoprene or polybutene, or process oil.
  • the content of the other components (a) to (c) is 70% by mass or less, particularly 60 to 10% by mass, when the total of the polyolefin resin, polyfunctional isocyanate compound and other components is 100% by mass. Further, it is preferably 50 to 20% by mass. When the content of other components is 70% by mass or less, an adhesive composition having sufficient adhesion, hot water resistance, chemical resistance, and the like can be obtained.
  • the adhesive composition of the present invention can be used as an adhesive layer for a sealed container made of a resin film for containing foods, medicines and the like.
  • it can be used as an adhesive layer for joining a metal foil and a heat-fusible resin film.
  • the moisture that has passed through the heat-fusible resin film further passes through the adhesive layer, When reaching the above, the peel strength at this interface may be lowered or peeled off.
  • the adhesive layer preferably has low moisture permeability.
  • the moisture permeability measured according to JIS Z 0208 of the adhesive composition is preferably 100 g / m 2 ⁇ 24 h or less, particularly 50 g / m 2 ⁇ 24 h or less (usually 10 g / m 2 ⁇ 24 h or more). . If the moisture permeability is 100 g / m 2 ⁇ 24 h or less, moisture permeation can be sufficiently suppressed, and the decrease in the peeling strength and the occurrence of peeling at the interface between the adhesive layer and the metal foil can be sufficiently suppressed. it can.
  • Heat-fusible member As shown in FIG. 1, the heat-fusible member of the present invention is bonded to an adhesive layer formed by curing the adhesive composition of the present invention and one surface of the adhesive layer. A metal foil and a heat-fusible resin film layer bonded to the other surface of the adhesive layer are provided.
  • the “adhesive layer 12” is obtained by applying the adhesive composition described in [1] above to at least one surface of the metal foil 13 and the resin film to be the heat-fusible resin film layer 11, and thereafter Then, the organic solvent can be removed, and then the metal foil 13 and the resin film can be formed by laminating the surfaces coated with the adhesive composition facing each other, heating and pressure bonding, and simultaneously heat melting.
  • the wearing member 1 is formed.
  • the thickness of the adhesive layer 12 is not particularly limited depending on the material or the like, but is preferably 1 to 20 ⁇ m, and particularly preferably 2 to 10 ⁇ m. When the thickness of the adhesive layer 12 is 1 to 20 ⁇ m, it is easy to process the heat-fusible member such as bending.
  • the adhesive composition is often applied to the surface of the metal foil 13, but is not particularly limited.
  • the adhesive composition can be applied by an ordinary method, and for example, it can be applied using a bar coater, a gravure coater or the like.
  • the conditions for heating and pressure bonding are not particularly limited, and are preferably set according to the respective materials of the metal foil 13 and the resin film to be the heat-fusible resin film layer 11 and the composition of the adhesive composition.
  • the material of the “metal foil 13” is not particularly limited, but aluminum foil is usually used because of excellent workability.
  • the thickness of the metal foil 13 is not particularly limited depending on the material and the like. For example, in the case of an aluminum foil, it is preferably 20 to 100 ⁇ m, particularly 20 to 80 ⁇ m, and more preferably 30 to 60 ⁇ m. If the thickness of the aluminum foil is 20 to 100 ⁇ m, the heat-fusible member 1 can be easily formed without being easily damaged.
  • a resin layer 14 may be provided on the surface of the metal foil 13 opposite to the surface on which the adhesive layer 12 is formed.
  • the material of this resin layer 14 is not specifically limited, It can be set as the resin layer 14 which consists of a polyamide resin, a polyester resin, etc.
  • the thickness of the resin layer 14 is not particularly limited, and can be 30 to 60 ⁇ m, particularly 30 to 50 ⁇ m.
  • the “heat-sealable resin film layer 11” can be formed using various resin films such as a polyolefin resin film, a polyamide resin film, and a polyester resin film. Of these resin films, polyolefin resin films are preferred. Furthermore, among the polyolefin resin films, a polypropylene film, particularly an unstretched polypropylene film with little dimensional change (shrinkage) at the time of heat fusion is more preferable. If it is the heat-fusible resin film layer 11 which consists of polyolefin resin films, it will be easy to heat-seal
  • the thickness of the heat-fusible resin film layer 11 is not particularly limited depending on the material and the like.
  • it is preferably 10 to 200 ⁇ m, particularly 20 to 100 ⁇ m, and more preferably 60 to 100 ⁇ m.
  • the unstretched polypropylene film has a thickness of 10 to 200 ⁇ m, it is not easily damaged and can be a highly durable sealed container or the like.
  • Experimental example 2 An adhesive composition was obtained in the same manner as in Experimental Example 1 except that the amount of the polyfunctional isocyanate compound was increased as shown in Table 1 so that the equivalent ratio was 5.0.
  • Experimental example 3 160 g of organic solvent, manufactured by Nippon Paper Chemical Co., Ltd.
  • Experimental Example 5 As shown in Table 2, an adhesive composition was obtained in the same manner as in Experimental Example 1 except that no polyfunctional isocyanate compound was blended.
  • Experimental Example 6 Polyolefin resin manufactured by Sanyo Chemical Industries, trade name “Yumex 1010” (maleic acid-modified polypropylene, melting energy: 52 mJ / mg, melting temperature: 137 ° C., acid value: 52 KOH mg / g, carboxyl group content: 2.22 mmol / g, acid content; 10% by mass), and the amount was increased, and the adhesive composition was the same as in Experimental Example 1 except that the polyfunctional isocyanate compound was blended in an equivalent ratio of 2.0 as shown in Table 2. I got a thing.
  • Experimental Example 7 instead of maleic acid-modified polypropylene, acid-modified SEBS (trade name “Tuftec M-1913” (amorphous) manufactured by Asahi Kasei Chemicals Corporation) was used, and the polyfunctional isocyanate compound had an equivalent ratio of 2.5 as shown in Table 2.
  • An adhesive composition was obtained in the same manner as in Experimental Example 1 except that the blending amount was as follows.
  • the bonding conditions were a temperature of 80 ° C., a pressure of 0.3 MPa, and a pressure bonding time of 3 seconds.
  • the adhesion area was 10 ⁇ 25 mm. Subsequently, this test piece was stored in a hot-air circulating oven adjusted to 40 ° C. and aged for 5 days.
  • the T peel adhesion strength was measured using a tensile tester (manufactured by Toyo Seiki Co., Ltd.) for both (a) and (b) at a temperature of 23 ° C. and a tensile speed of 100 mm / min. The results are shown in Tables 1 and 2.
  • both the initial and the peel adhesion strength after immersion in warm water are sufficiently large. It can be seen that it has both excellent adhesion and hot water resistance.
  • Experimental Example 2 having a larger equivalent ratio it can be seen that the peel adhesion strength after immersion in warm water is large, and it has better warm water resistance.
  • Experimental Example 4 in which the equivalence ratio is larger the peel adhesive strength after the initial stage and after the immersion in hot water is higher, and it can be seen that it has particularly excellent low-temperature adhesiveness and hot water resistance.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Laminated Bodies (AREA)
  • Adhesive Tapes (AREA)

Abstract

L'invention vise à procurer une composition adhésive destinée à être utilisée dans le collage d'une matière de polyoléfine appropriée pour former un élément pouvant être collé par fusion pour former, par exemple un contenant pouvant être scellé comprenant un film résineux, etc., et un élément pouvant être collé par fusion obtenu avec cette composition adhésive. A cet effet, l'invention porte sur une composition adhésive qui comporte un solvant organique (par exemple le toluène), une résine de polyoléfine carboxylée (par exemple une résine de polyoléfine modifiée par un acide) dissoute et dispersée dans le solvant organique et un composé isocyanate polyfonctionnel (par exemple le diisocyanate de toluène) contenu dans le solvant organique. L'élément pouvant être collé par fusion comporte une couche adhésive (12) obtenue par durcissement de la composition adhésive, une feuille métallique (13) et une couche (11) de film résineux pouvant être collé par fusion.
PCT/JP2008/050217 2008-01-10 2008-01-10 Composition adhésive et élément pouvant être collé par fusion obtenu avec celle-ci Ceased WO2009087776A1 (fr)

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JP2009548844A JP5177149B2 (ja) 2008-01-10 2008-01-10 接着剤組成物及びそれを用いた熱融着性部材
PCT/JP2008/050217 WO2009087776A1 (fr) 2008-01-10 2008-01-10 Composition adhésive et élément pouvant être collé par fusion obtenu avec celle-ci

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EP2412519A4 (fr) * 2009-03-25 2012-10-03 Mitsui Du Pont Polychemical Film avec couche métallique attachée pour composants électroniques, procédé de production de celui-ci et applications de celui-ci
CN103189462A (zh) * 2010-12-28 2013-07-03 东亚合成株式会社 粘合剂组合物和使用了该粘合剂组合物的热熔接性构件
WO2013126973A1 (fr) * 2012-02-29 2013-09-06 Mechatronica Sc Procédé et unité pour protéger les extrémités nues d'une feuille stratifiée multicouche possédant au moins une couche métallique
JP2014120277A (ja) * 2012-12-14 2014-06-30 Toyo Ink Sc Holdings Co Ltd 非水電解質二次電池容器用積層体、及びその製造方法、並びに非水電解質二次電池、及び接着剤組成物
JP2015036385A (ja) * 2013-08-12 2015-02-23 東洋インキＳｃホールディングス株式会社 接着剤組成物、電池用包装材、及び電池用容器
JP2015059198A (ja) * 2013-09-20 2015-03-30 Dic株式会社 ラミネート積層体用接着剤組成物、これを使用した積層体、および二次電池
WO2015046378A1 (fr) * 2013-09-27 2015-04-02 東亞合成株式会社 Composition adhésive et élément composite thermo-adhésif l'utilisant
EP2955212A1 (fr) 2013-02-07 2015-12-16 Mitsui Chemicals, Inc. Adhésif, corps stratifié, emballage pour boîtes de cellules, cellule, emballage pour solution très alcaline, emballage pour solution alcoolisée, et emballage
CN105658753A (zh) * 2014-09-17 2016-06-08 Dic株式会社 层压用胶粘剂、使用了该胶粘剂的层叠体、以及二次电池
JP2017101145A (ja) * 2015-12-01 2017-06-08 リンテック株式会社 接着剤組成物、封止シート、及び封止体
WO2017134931A1 (fr) * 2016-02-03 2017-08-10 昭和電工株式会社 Adhésif destiné à un stratifié de feuille métallique et film de résine, corps stratifié, matériau d'emballage d'extérieur de batterie, et boîtier de batterie et son procédé de fabrication
JP2017226845A (ja) * 2017-07-12 2017-12-28 東洋インキＳｃホールディングス株式会社 接着剤組成物、電池用包装材、及び電池用容器
KR20180082969A (ko) 2017-01-11 2018-07-19 토요잉크Sc홀딩스주식회사 접착제 조성물, 적층체, 축전 디바이스용 포장재, 축전 디바이스용 용기 및 축전 디바이스
WO2018221037A1 (fr) * 2017-05-29 2018-12-06 東洋紡株式会社 Composition d'agent adhésif à base de polyoléfine
US10239287B2 (en) 2012-02-01 2019-03-26 Showa Denko Packaging Co., Ltd. Molding packaging material and method for producing same
JP2019088499A (ja) * 2017-11-15 2019-06-13 大原パラヂウム化学株式会社 生活臭用消臭剤
WO2021251221A1 (fr) * 2020-06-12 2021-12-16 東洋紡株式会社 Composition adhésive à base de polyoléfine et corps multicouche

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JPH02218778A (ja) * 1989-12-14 1990-08-31 Mitsui Petrochem Ind Ltd 塩素化変性ポリオレフィンからなる接着剤
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EP2412519A4 (fr) * 2009-03-25 2012-10-03 Mitsui Du Pont Polychemical Film avec couche métallique attachée pour composants électroniques, procédé de production de celui-ci et applications de celui-ci
US9309373B2 (en) 2010-12-28 2016-04-12 Toagosei Co., Ltd. Adhesive composition and thermally adhesive member using same
CN103189462A (zh) * 2010-12-28 2013-07-03 东亚合成株式会社 粘合剂组合物和使用了该粘合剂组合物的热熔接性构件
KR20130131325A (ko) * 2010-12-28 2013-12-03 도아고세이가부시키가이샤 접착제 조성물 및 그것을 이용한 열융착성 부재
EP2660296A4 (fr) * 2010-12-28 2014-03-05 Toagosei Co Ltd Composition adhésive et élément adhésif à chaud l'utilisant
KR101864909B1 (ko) * 2010-12-28 2018-06-05 도아고세이가부시키가이샤 접착제 조성물 및 그것을 이용한 열융착성 부재
CN103189462B (zh) * 2010-12-28 2015-08-05 东亚合成株式会社 粘合剂组合物和使用了该粘合剂组合物的热熔接性构件
TWI507494B (zh) * 2010-12-28 2015-11-11 Toagosei Co Ltd An adhesive composition and a hot melt adhesive member using the composition
US10239287B2 (en) 2012-02-01 2019-03-26 Showa Denko Packaging Co., Ltd. Molding packaging material and method for producing same
WO2013126973A1 (fr) * 2012-02-29 2013-09-06 Mechatronica Sc Procédé et unité pour protéger les extrémités nues d'une feuille stratifiée multicouche possédant au moins une couche métallique
JP2014120277A (ja) * 2012-12-14 2014-06-30 Toyo Ink Sc Holdings Co Ltd 非水電解質二次電池容器用積層体、及びその製造方法、並びに非水電解質二次電池、及び接着剤組成物
KR101823846B1 (ko) * 2013-02-07 2018-01-30 미쓰이 가가쿠 가부시키가이샤 접착제, 적층체, 전지 케이스용 포재, 전지, 고알칼리 용액용 포재, 알코올 함유 용액용 포재 및 포장체
EP2955212A1 (fr) 2013-02-07 2015-12-16 Mitsui Chemicals, Inc. Adhésif, corps stratifié, emballage pour boîtes de cellules, cellule, emballage pour solution très alcaline, emballage pour solution alcoolisée, et emballage
US10562266B2 (en) 2013-02-07 2020-02-18 Mitsui Chemicals, Inc. Adhesive, laminate, cell case packaging, cell, high-alkali solution packaging, alcohol-containing solution packaging, and package
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JP2015059198A (ja) * 2013-09-20 2015-03-30 Dic株式会社 ラミネート積層体用接着剤組成物、これを使用した積層体、および二次電池
WO2015046378A1 (fr) * 2013-09-27 2015-04-02 東亞合成株式会社 Composition adhésive et élément composite thermo-adhésif l'utilisant
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JP2017101145A (ja) * 2015-12-01 2017-06-08 リンテック株式会社 接着剤組成物、封止シート、及び封止体
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