WO2023068302A1 - 接着剤組成物 - Google Patents
接着剤組成物 Download PDFInfo
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- WO2023068302A1 WO2023068302A1 PCT/JP2022/038953 JP2022038953W WO2023068302A1 WO 2023068302 A1 WO2023068302 A1 WO 2023068302A1 JP 2022038953 W JP2022038953 W JP 2022038953W WO 2023068302 A1 WO2023068302 A1 WO 2023068302A1
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Classifications
-
- 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
- C09J11/08—Macromolecular additives
-
- 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
- C09J111/00—Adhesives based on homopolymers or copolymers of chloroprene
- C09J111/02—Latex
-
- 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
- C09J123/00—Adhesives based on homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Adhesives based on derivatives of such polymers
- C09J123/26—Adhesives based on homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Adhesives based on derivatives of such polymers modified by chemical after-treatment
- C09J123/28—Adhesives based on homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Adhesives based on derivatives of such polymers modified by chemical after-treatment by reaction with halogens or compounds containing halogen
-
- 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
-
- 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
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
- C09J7/35—Heat-activated
Definitions
- the present invention relates to a method for producing an adhesive composition using a chloroprene polymer latex, an adhesive composition, an adhesive layer, and a laminate.
- Vinyl acetate-based polymers, chloroprene-based polymers, (meth)acrylic acid ester-based polymers, natural rubber, urethane-based polymers, etc. are often used as adhesive polymers.
- homopolymers of chloroprene and copolymers of chloroprene and other monomers (hereinafter sometimes referred to as "chloroprene polymers") can be applied to various types of adherends under low pressure. It is suitable for use as an organic solvent-based contact adhesive because it provides high adhesive strength.
- Chloroprene polymer latex is used as various adhesives for construction, furniture, home appliances, shoes, etc.
- latexes of copolymers of chloroprene and ⁇ , ⁇ -unsaturated carboxylic acids are used as water-based adhesives for chloroprene-based polymers because of their excellent adhesive strength and heat resistance.
- chloroprene polymer latex produced using polyvinyl alcohol (PVA) as an emulsifier is often used as a water-based adhesive because of its excellent blending stability, tackiness, and adhesiveness.
- PVA polyvinyl alcohol
- the chloroprene polymer latex has poor compatibility with the soft polyvinyl chloride resin because it has a different polarity, and furthermore, the plasticizer contained in the soft polyvinyl chloride resin migrates to the adhesive and causes a decrease in adhesive properties. It is extremely difficult to develop sufficient adhesive strength to soft polyvinyl chloride resin.
- Flexible polyvinyl chloride resin is widely used for automobile interiors and building interiors because it is inexpensive and can improve designability. If this soft polyvinyl chloride resin cannot be adhered, the manufacturing process of the product will be restricted, so this problem has been solved by using an appropriate primer and by modifying the surface by oxidation treatment or chemical treatment before adhesion.
- a copolymerizable monomer such as polyvinyl alcohol and methacrylic acid is added to polyvinyl alcohol and a carboxyl group-containing vinyl monomer.
- a water-based adhesive comprising chloroprene latex copolymerized in the presence of a body, a water-based polyurethane resin, and a tackifying resin as essential components improves adhesion to vinyl chloride (Patent Document 1).
- Solvent-based adhesives of chloroprene-based polymers include adhesives whose main component is a polymer obtained by graft copolymerizing (meth)acrylic acid ester and acrylonitrile to chloroprene rubber in a solution (Patent Document 2); A pressure-sensitive adhesive composition containing a graft copolymer obtained by graft copolymerization of alkyl (meth)acrylate and vinyl acetate (Patent Document 3), or a polymer of chloroprene rubber and chlorinated polyolefin, is graft-polymerized with an acrylic monomer, and further An adhesive composition containing a silane coupling agent is disclosed (Patent Document 4). Further, as a (meth) primer for a polychloroprene rubber latex adhesive, a polychloroprene rubber grafted with an acrylate ester and an adhesion method using the same are disclosed (Patent Document 5).
- An object of the present invention is to develop an adhesive composition that has excellent adhesion to soft polyvinyl chloride resin and excellent heat-resistant creep resistance with adherends.
- a chloroprene polymer latex (A) and a (meth)acrylic polymer emulsion (B) are blended at a specific ratio, and a chlorinated polyolefin resin (C ) to prepare an adhesive composition to solve the above problems.
- the mass ratio (a:b ) is mixed at a ratio of 90:10 to 65:35.
- R 1 is a hydrogen atom or a methyl group
- R 2 is a linear or branched alkyl group having 1 to 18 carbon atoms.
- the chlorinated polyolefin resin (C) is more than 0 parts by mass and 50 parts by mass with respect to a total of 100 parts by mass of the solid content of the chloroprene polymer latex (A) and the (meth)acrylic polymer emulsion (B).
- the method for producing the adhesive composition according to [1] which is as follows.
- the amount of the tackifier (D) is 0 parts by mass with respect to 100 parts by mass of the total solid content of the chloroprene polymer latex (A) and the (meth)acrylic polymer emulsion (B).
- R 1 is a hydrogen atom or a methyl group
- R 2 is a linear or branched alkyl group having 1 to 18 carbon atoms.
- the chlorinated polyolefin resin (C) is more than 0 parts by mass and 50 parts by mass or less with respect to a total of 100 parts by mass of the chloroprene polymer (A1) and the (meth)acrylic polymer (B1). 8].
- the solid content of the adhesive composition is 100% by mass, the total solid content of the chloroprene polymer (A1) and the (meth)acrylic polymer (B1) is 20 to 98% by mass.
- the adhesive composition according to [8] or [9].
- the amount of the tackifier (D) exceeds 0 parts by mass and 50 parts by mass with respect to the total amount of 100 parts by mass of the chloroprene polymer (A1) and the (meth) acrylic polymer emulsion (B1).
- the adhesive composition according to [11] which is less than parts by mass.
- an adhesive composition that has strong adhesion to soft polyvinyl chloride resins and excellent heat-resistant creep resistance.
- Such an adhesive composition of the present invention is suitable as an adhesive when at least one adherend is a soft polyvinyl chloride resin.
- the method for producing the chloroprene polymer latex-containing adhesive composition (hereinafter simply referred to as the adhesive composition) of the present invention comprises: a chloroprene polymer latex (A) containing a chloroprene polymer and having a gel component content of 15% to 95%; A (meth)acrylic polymer emulsion (B )as well as, chlorinated polyolefin resin (C), The mass ratio (a:b ) is mixed in a ratio of 90:10 to 65:35.
- Chloroprene polymer latex (A) The chloroprene polymer latex (A) is chloroprene polymer particles dispersed in water.
- the chloroprene polymer in the chloroprene polymer latex (A) is a homopolymer of 2-chloro-1,3-butadiene (hereinafter also referred to as "chloroprene”) or a copolymer containing at least chloroprene as a monomer component. .
- the chloroprene polymer constituting the chloroprene polymer latex (A) of the present invention is a chloroprene homopolymer or a chloroprene copolymer.
- a copolymer a copolymer of chloroprene and 2,3-dichloro-1,3-butadiene, a copolymer of chloroprene and another copolymerizable monomer, and a copolymer of chloroprene and 2,3-dichloro-1,3-butadiene. Any copolymer of 2,3-dichloro-1,3-butadiene and other copolymerizable monomers may be used.
- the chloroprene polymer contains more than 50 mol% of chloroprene as a monomer component. Polymers are preferred.
- the chloroprene polymer is preferably a homopolymer of chloroprene or a copolymer obtained by copolymerizing at least chloroprene and 2,3-dichloro-1,3-butadiene as monomer components. More preferably, 3-butadiene is copolymerized.
- copolymerizable monomers that may be contained in the copolymer are particularly monomers that can be copolymerized with at least one of the chloroprene and 2,3-dichloro-1,3-butadiene.
- Specific examples include, but are not limited to, 1-chloro-1,3-butadiene, butadiene, isoprene, styrene, acrylonitrile, acrylic acid and its esters, methacrylic acid and its esters.
- the chloroprene polymer constituting the chloroprene polymer latex (A) of the present invention has a total of 100 parts by mass of chloroprene, 2,3-dichloro-1,3-butadiene and other copolymerizable monomer components. , units derived from the above chloroprene; preferably 80 to 100 parts by mass, more preferably 85 to 100 parts by mass, still more preferably 88 to 100 parts by mass, units derived from 2,3-dichloro-1,3-butadiene; It is preferably 0 to 20 parts by mass, more preferably 0 to 15 parts by mass, still more preferably 0 to 12 parts by mass, and preferably contains 0 to 5 parts by mass of other copolymerizable monomers.
- a latex composed of a chloroprene polymer in which the amount of units derived from 2,3-dichloro-1,3-butadiene is 0 to 20 parts by mass is preferable because the adhesive strength of the adhesive layer is high.
- the average particle size of the chloroprene polymer is preferably 50-500 nm, more preferably 70-300 nm, and still more preferably 90-210 nm.
- a latex containing a chloroprene polymer having an average particle size of 50 to 500 nm is preferable because the adhesive strength of the adhesive layer is high. Average particle size is generally maintained in the adhesive composition.
- the gel component content of the chloroprene polymer is 15 to 95% by mass, preferably 20 to 80% by mass, more preferably 30 to 70% by mass.
- the chloroprene polymer latex (A) of the present invention preferably contains a rosin acid metal salt.
- the type of rosin acid is not particularly limited, but includes gum rosin, wood rosin, tall rosin, disproportionated rosin obtained by subjecting these to disproportionation reaction, purified rosin, etc. Disproportionation rosin is preferred.
- Alkali metal salts are usually used as metal salts, preferably sodium and/or potassium salts.
- rosin acid and alkali metal hydroxide may be added separately to form a rosin acid metal salt.
- the content of the rosin acid metal salt in the chloroprene polymer latex (A) is preferably 0.5 to 8 parts by mass, more preferably 1.0 to 6.5 parts by mass, based on 100 parts by mass of the chloroprene polymer. 0.5 to 5.0 parts by mass is more preferable.
- a rosin acid metal salt is usually used for emulsion polymerization of the chloroprene polymer latex (A), but may be added to the chloroprene polymer latex (A).
- the amount used relative to the charged monomer is the content relative to the chloroprene polymer.
- the stability of the latex can be enhanced. can be kept within a predetermined range.
- the emulsion polymerization is carried out with high stability, heat generation in the initial stage of polymerization is suppressed, and the chloroprene polymer that satisfies the above-described predetermined requirements can be easily prepared.
- the method for obtaining the chloroprene polymer latex (A) is not limited, in one embodiment, as monomers, chloroprene alone, or chloroprene and 2,3-dichloro-1,3-butadiene, if necessary other
- a copolymerizable monomer is emulsion-polymerized using a polymerization initiator and a chain transfer agent, preferably in the presence of a rosin acid metal salt, and when a predetermined polymerization conversion is achieved, a polymerization inhibitor is added. to terminate the polymerization.
- the solid content concentration of the chloroprene polymer latex (A) is preferably 35% by mass or more and 65% by mass or less, more preferably 40% by mass or more and 65% by mass or less, and even more preferably 45% by mass or more and 60% by mass or less. If the solid content concentration is within the above range, it is possible to reduce the drying time of the chloroprene polymer latex (A) and reduce the load on the drying apparatus. Moreover, if the solid content concentration is within the above range, it is easier to maintain the colloidal stability of the chloroprene polymer latex (A), and the generation of aggregates can be minimized.
- the dispersion medium is usually water.
- the solid content in the present invention is a component excluding components that volatilize under solid content measurement conditions, such as solvents and volatile components, from the latex or emulsion.
- rosin acid metal salts used in manufacturing are also included.
- the (meth)acrylic polymer emulsion (B) is an emulsion containing water and a (meth)acrylic polymer having structural units derived from the monomer component represented by formula (1).
- the (meth)acrylic polymer is a polymer obtained by continuous addition reaction of the unsaturated double bonds of the monomer component.
- R 1 in general formula (1) is a hydrogen atom or a methyl group, preferably a hydrogen atom.
- R 2 in general formula (1) is a linear or branched alkyl group having more than 1, preferably more than 2, more preferably more than 4 carbon atoms.
- the number of carbon atoms is 18 or less, preferably 12 or less, more preferably 8 or less.
- Specific examples of R 2 include methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, sec-butyl group, t-butyl group, pentyl group, neopentyl group, isoamyl group, hexyl group, heptyl group, octyl group, 2-ethylhexyl group, isooctyl group, nonyl group, isononyl group, decyl group, isodecyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hex
- the monomer component represented by formula (1) is 60% by mass or more, preferably 70% by mass or more, more preferably 80% by mass of the total monomers forming the (meth)acrylic polymer. % or more is preferable.
- the (meth)acrylic polymer emulsion (B) preferably contains a polymer composed of two or more monomer components.
- ком ⁇ онент may be contained, and such other components are not particularly limited.
- a reactive functional group-containing unsaturated monomer or , an unsaturated monomer copolymerizable with the monomer component represented by the formula (1), and the like may be contained as appropriate.
- the monomer component represented by the general formula (1) include, for example, methyl (meth)acrylate, ethyl (meth)acrylate, propyl (meth)acrylate, isopropyl (meth)acrylate, ( meth)butyl acrylate, isobutyl (meth)acrylate, sec-butyl (meth)acrylate, t-butyl (meth)acrylate, pentyl (meth)acrylate, neopentyl (meth)acrylate, (meth)acrylic acid Isoamyl, hexyl (meth)acrylate, heptyl (meth)acrylate, octyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, isooctyl (meth)acrylate, nonyl (meth)acrylate, ( meth) isononyl acrylate, decyl (meth) acrylate, isodecy
- the reactive functional group-containing unsaturated monomer has a polymerizable functional group having at least one unsaturated double bond such as a (meth)acryloyl group or a vinyl group, and other reactive functional groups
- a monomer having a group can be mentioned.
- Monomers containing a group having an unsaturated double bond in the reactive functional group such as maleimide group and itaconimide group can also be used, and monomers containing silicon-containing groups such as alkoxysilyl groups can also be used. Ammers can also be used.
- the reactive functional groups are, for example, reactive functional groups such as isocyanato groups, or react with cross-linking components such as metal oxides contained as necessary to form at least one of covalent bonds and coordinate bonds. It means a functional group capable of forming, thereby resulting in cross-linking. This cross-linking is carried out as necessary in order to control adhesiveness and heat resistance when used as an adhesive.
- the reactive functional groups include a carboxy group, a hydroxyl group, an epoxy group, an amino group, an amide group, a maleimide group, an itaconimide group, a succinimide group, a sulfonic acid group, a phosphoric acid group, an isocyanato group, an alkoxy group, and the like. is mentioned. Only one such reactive functional group may be contained, or two or more thereof may be contained.
- a carboxy group, a hydroxyl group, an amino group, and an epoxy group are preferable, and it is more preferable to contain at least one selected from an epoxy group, a carboxy group, a hydroxyl group, and an amino group, and a carboxy group is further included. preferable.
- the reactive functional group-containing unsaturated monomer include unsaturated carboxylic acids such as itaconic acid, maleic acid, fumaric acid, crotonic acid, and cinnamic acid; monomethyl itaconate, monobutyl itaconate, 2- Unsaturated dicarboxylic acid monoesters such as acryloyloxyethyl phthalic acid; 2-methacryloyloxyethyl trimellitic acid, unsaturated tricarboxylic acid monoesters such as 2-methacryloyloxyethyl pyromellitic acid; carboxyethyl acrylate ( ⁇ -carboxyethyl acrylate, etc.) ), carboxyalkyl acrylates such as carboxypentyl acrylate; acrylic acid dimer (trade name "Aronix (registered trademark) M-5600", manufactured by Toagosei Co., Ltd.), acrylic acid trimer; itaconic anhydride, maleic anhydride,
- the (meth)acrylic polymer contained in the (meth)acrylic polymer emulsion (B) has a glass transition temperature (Tg) of ⁇ 30° C. or higher and 20° C. or lower, preferably ⁇ 20° C. or higher and 20° C. or lower. -15°C or higher and 10°C or lower is more preferred, and -11°C or higher and 5°C or lower is even more preferred. If the glass transition temperature is -30°C or higher and 20°C or lower, the (meth)acrylic polymer is considered to have many cross-linking points, so the adhesive strength is high and the heat resistance is good. An adhesive composition that is also excellent in creep property can be obtained.
- Tg glass transition temperature
- the (meth)acrylic polymer is dispersed in water to form an emulsion.
- a surfactant may also be selected and used in the emulsion for emulsification.
- Surfactants are generally classified into anionic surfactants, cationic surfactants, nonionic surfactants, and amphoteric surfactants according to their ionic properties.
- nonionic surfactants include ethylene oxide surfactants having a polyoxyethylene chain, polyoxyalkylene derivatives, reactive surfactants, sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters, polyoxyethylene sorbitol fatty acid esters.
- glycerin fatty acid esters polyoxyethylene fatty acid esters, polyoxyethylene hydrogenated castor oil, polyoxyethylene alkylamines, and alkylalkanolamides are well known.
- polyoxyethylene alkylaryl ethers are widely used in various emulsions.
- a representative polyoxyethylene alkylaryl ether is polyoxyethylene nonylphenyl ether (hereinafter referred to as nonylphenyl surfactant).
- nonylphenyl surfactants have excellent effects on emulsion stability and dispersion stability.
- the method for obtaining the (meth)acrylic polymer emulsion (B) is not limited, it is obtained by emulsion polymerization of the monomer mixture in the presence of the surfactant.
- the amount of surfactant used during emulsion polymerization is not particularly limited as long as it can be emulsified, but it is preferably 0.5 to 10 parts by mass, more preferably 1 to 6 parts by mass, relative to 100 parts by mass of the total amount of monomers.
- any one that is used in normal emulsion polymerization can be used, and persulfates such as potassium persulfate, ammonium persulfate and sodium persulfate, hydrogen peroxide, t - butyl hydroperoxide, water-soluble types such as azobisaminodipropane hydrochloride, benzoyl peroxide, cumene hydroperoxide, dibutyl peroxide, diisopropyl peroxide, cumyl peroxyneodecanoate, cumyl peroxyoctoate and oil-soluble types such as azobisisobutynitrile.
- persulfates such as potassium persulfate, ammonium persulfate and sodium persulfate
- hydrogen peroxide t - butyl hydroperoxide
- water-soluble types such as azobisaminodipropane hydrochloride
- benzoyl peroxide cumene hydroperoxide
- a redox system in which reducing agents such as sodium acid sulfite and ascorbic acid are combined as such a radical polymerization initiator can also be used.
- reducing agents such as sodium acid sulfite and ascorbic acid
- Rongalit emits formaldehyde, it is desirable not to use it from the viewpoint of environmental friendliness.
- the amount of the radical polymerization initiator used is not particularly limited, but is preferably 0.05 to 3 parts by mass, and 0.1 to 1 part by mass, with respect to 100 parts by mass of the total monomers used. is more preferred.
- the polymerization method may be a normal emulsion polymerization, which is a batch type in which all the monomers are charged into the reaction vessel at once, a dropping type in which the monomers are dropped at any time during the reaction, and a dropping type in which the monomers, water and an emulsifier are added.
- a method of preliminarily emulsifying and dropping as a monomer emulsion can be used as appropriate.
- a chain transfer agent used to adjust the degree of polymerization, a film-forming aid to adjust the minimum film-forming temperature, a plasticizer to improve the flexibility of the coating film, a thickener, an antifoaming agent, an antiseptic, and an antirust agent.
- antifreeze agents, formaldehyde catchers, and other additives can be used.
- the (meth)acrylic polymer emulsion (B) is prepared in advance by emulsifying and dispersing a monomer and water using a surfactant to prepare a monomer emulsion. After an activator is charged and the temperature is raised, the previously prepared monomer emulsion is added dropwise, and a radical polymerization initiator is appropriately added for emulsion polymerization.
- a radical polymerization initiator is appropriately added for emulsion polymerization.
- the (meth)acrylic polymer emulsion (B) has a solid content concentration of usually 20 to 65% by mass, preferably 40 to 60% by mass. Within this range, the viscosity is appropriate and mixing is easy.
- the average particle size of the (meth)acrylic polymer emulsion in the (meth)acrylic polymer emulsion (B) is preferably from 50 to 500 nm, more preferably from 100 to 300 nm. When the average particle size is within this range, the (meth)acrylic polymer emulsion particles are highly dispersible and have a viscosity that is easy to handle.
- the solid content of the (meth)acrylic polymer emulsion may contain, in addition to the (meth)acrylic polymer, a surfactant used during production.
- the content ratio of the chloroprene polymer latex (A) and the (meth)acrylic polymer emulsion (B) is the solid content (a) containing the chloroprene polymer in the chloroprene polymer latex (A) and the (meth)
- the mass ratio (a:b) to the solid content (b) containing the polymer in the acrylic polymer emulsion (B) is 90:10 to 65:35, preferably 80:20 to 65:35, More preferably 75:25 to 70:30.
- the mass of the solid content of the chloroprene polymer latex (A) and (meth)acrylic polymer emulsion (B) is added to the mass of each of the chloroprene polymer latex (A) and (meth)acrylic polymer emulsion (B). Multiply by the solid content concentration.
- the solid content concentration is measured by the method described in Examples.
- Chlorinated polyolefin resin (C) The chlorinated polyolefin resin (C) is a resin obtained by chlorinating polyolefin.
- the chlorinated polyolefin resin (C) is a component for imparting adhesion to polyolefin resins to the adhesive composition.
- the content of the chlorinated polyolefin resin (C) is not particularly limited, it exceeds 0 parts by mass with respect to the total solid content of 100 parts by mass in the chloroprene polymer latex (A) and the (meth)acrylic polymer emulsion (B). It is preferably 50 parts by mass or less, more preferably 10 parts by mass or more and 45 parts by mass or less, and even more preferably 20 parts by mass or more and 40 parts by mass or less.
- the chlorinated polyolefin resin (C) it is preferable to use 11 to 50 parts by mass, more preferably 13 to 40 parts by mass, of the chlorinated polyolefin resin (C) with respect to 100 parts by mass of the chloroprene polymer latex (A) in terms of solid content. It is more preferable to use 15 to 30 parts by mass.
- the above amount is the solid content amount excluding the components that volatilize under the solid content measurement conditions such as solvents and volatile components, and the surfactant is not included.
- the amount that also includes it becomes the solid content.
- any known raw material for the chlorinated polyolefin resin can be freely selected and used as long as the effects of the present invention are not impaired.
- Examples thereof include crystalline polypropylene, amorphous polypropylene, polybutene-1, low-density or high-density polyethylene, ethylene/propylene copolymer, ethylene/propylene/diene copolymer, and the like.
- the chlorinated polyolefin resin (C) is preferably an acid-modified chlorinated polyolefin resin obtained by graft-polymerizing at least one monomer selected from ⁇ , ⁇ -unsaturated carboxylic acids and their anhydrides.
- the ⁇ , ⁇ -unsaturated carboxylic acids and their anhydrides used herein include maleic acid, itaconic acid, citraconic acid, fumaric acid, mesaconic acid, aconitic acid, maleic anhydride, itaconic anhydride, citraconic anhydride, and aconitic anhydride.
- chlorinated polyolefin resin (C) When chlorinated polyolefin resin (C) is acid-modified, cross-linking between polyvalent metal ions and carboxyl groups occurs when metal oxides such as zinc oxide and magnesium oxide are added to adhesives, resulting in improved heat creep resistance and solvent resistance. Adhesion performance can be improved.
- the chlorine content of the chlorinated polyolefin resin (C) is not particularly limited, it is preferably 10 to 40% by mass. When the chlorine content is within the above range, the compatibility with the chloroprene polymer latex (A) is high, and the adhesion to adherends such as polyolefin substrates is also high.
- the form of use of the chlorinated polyolefin resin (C) is not particularly limited as long as it can be mixed with the chloroprene polymer latex (A) and the (meth)acrylic polymer emulsion (B), but usually an emulsion dispersed in a dispersion medium is used. be done.
- the emulsion may also optionally contain a surfactant for emulsification.
- the surfactant used in the emulsion of the chlorinated polyolefin resin (C) is also not particularly limited as long as it does not impair the effects of the present invention. Surfactants are included. In this technique, it is preferable to use a nonionic surfactant from the viewpoint of the storage stability of the adhesive composition.
- chlorinated polyolefin resin (C) Commercially available products that can be used as the chlorinated polyolefin resin (C) include water-based chlorinated polyolefin Superchron (registered trademark) E-480T manufactured by Nippon Paper Industries Co., Ltd., and water-based chlorinated polyolefin Superchron (registered trademark) manufactured by Nippon Paper Industries Co., Ltd. (trademark) E-415, water-based chlorinated polyolefin CP347W manufactured by Eastman Chemical Company, and the like.
- the solid content concentration of the chlorinated polyolefin resin (C) emulsion is preferably 15-60% by mass, more preferably 20-45% by mass. If the solid content concentration is within the above range, the viscosity is appropriate and mixing is easy.
- the dispersion medium is usually water. As an additive, a solvent compatible with water such as ethylene glycol and ethanol may be included.
- Tackifier (D) In the present invention, it is preferable to further contain a tackifier (D) in addition to the components (A) to (C).
- the tackifier (D) is added to improve the adhesiveness of the adhesive composition and the contact adhesiveness of the chloroprene polymer.
- adhesion can be improved when polyolefin is used as the adherend.
- the tackifier (D) is more than 0 parts by mass and less than 50 parts by mass with respect to 100 parts by mass of the total solid content of the chloroprene polymer latex (A) and the (meth)acrylic polymer emulsion (B). is preferably used, more preferably 3 to 40 parts by mass, even more preferably 5 to 25 parts by mass.
- the tackifier (D) is 1 to 100 parts by mass of the total solid content of the chloroprene polymer latex (A), the (meth)acrylic polymer emulsion (B) and the chlorinated polyolefin resin (C). It is preferably 50 parts by mass.
- the above amount is the amount of solid content excluding the solvent and the like.
- the type of tackifier (D) is not particularly limited, but gum rosin, tall rosin, wood rosin, disproportionated rosin, polymerized rosin, rosin-based resins such as hydrogenated products thereof, rosin ester resins, and terpene phenol resins.
- Hydrogenated products such as terpene phenol resins, aliphatic petroleum resins, alicyclic petroleum resins, aromatic petroleum resins, copolymer petroleum resins, petroleum resins such as these hydrogenated products, alkylphenol resins
- the rosin-based resin and rosin ester resin used in the tackifier (D) are different from alkali metal salts of rosin acid and do not constitute alkali metal salts.
- the tackifier (D) As a method for adding the tackifier (D), it is common to mix an emulsion of the tackifier (D) with the chloroprene-based polymer latex (A) and the (meth)acrylic polymer emulsion (B). However, the tackifier (D) itself may be added during the production process of the chloroprene polymer latex (A) or (meth)acrylic polymer emulsion (B). This addition method is effective as one of the methods for adding a tackifier (D) whose emulsion is not commercially available.
- tackifier (D) Commercial products of the tackifier (D) that can be used in the present embodiment include Superester (registered trademark) E-900-NT manufactured by Arakawa Chemical Industries, Ltd., which is a polymerized rosin emulsion, and Harima, which is a rosin emulsion.
- the adhesive composition according to the present embodiment includes the chloroprene polymer latex (A), the (meth)acrylic polymer emulsion (B), the chlorinated polyolefin resin (C), and tackifier (D), metal oxides or hydroxides can be used.
- the metal oxide or hydroxide is preferably a polyvalent metal oxide or hydroxide, more preferably a metal oxide or hydroxide of a metal other than a divalent alkaline earth metal.
- the metal oxide or hydroxide is added to improve the adhesive strength and heat resistant creep resistance of the adhesive composition.
- the adhesive composition contains a carboxy group, cross-linking between the polyvalent metal ion and the carboxy group occurs, so that the heat creep resistance can be further improved.
- the metal oxide or hydroxide is preferably used in an amount of 1 to 10 parts by mass in terms of solid content per 100 parts by mass in terms of solid content of the chloroprene polymer latex (A), and 0.3 in terms of solid content. It is more preferable to use up to 7 parts by mass, and more preferably 0.5 to 5 parts by mass in terms of solid content.
- the heat creep resistance can be improved by adding a metal oxide or hydroxide. Further, by adding in the above range, deterioration of initial adhesive strength and contact adhesiveness can be prevented, and cost can be reduced.
- the metal oxide or hydroxide used in the present invention is not particularly limited, but specific examples include zinc oxide, magnesium oxide, zinc hydroxide, magnesium hydroxide, etc. More preferably, zinc oxide and magnesium oxide is. Two or more kinds of these metal oxides can be used in combination. Among these, zinc oxide is preferable because it is easily ionically crosslinked with the carboxy group contained in the (meth)acrylic polymer.
- the chloroprene polymer latex (A) and the (meth)acrylic polymer emulsion (B) are added to the chlorinated polyolefin resin (C) and, if necessary, a tackifier ( D), etc. are blended, and mixed so that (A) and (B) are included in the ratio described above.
- the mixing method is not particularly limited, but a known method such as a mixer can be adopted.
- Fillers, pigments, colorants, wetting agents, antifoaming agents, thickening agents, etc. can be optionally added to the adhesive composition of the present invention.
- the solid content concentration and viscosity of the obtained adhesive composition are appropriately adjusted according to the purpose.
- a known method such as evaporating or adding moisture is adopted.
- the adhesive composition of one embodiment of the present invention comprises a chloroprene polymer (A1), a (meth)acrylic polymer (B1) having a structural unit derived from a monomer component represented by formula (1), It contains a chlorinated polyolefin resin (C) and an aqueous medium.
- the monomer component represented by formula (1) is as described above.
- the mass ratio (A1:B1) of the chloroprene polymer (A1) and the (meth)acrylic polymer (B1) in the adhesive composition is 90:10 to 65:35, preferably 80:20 to 65:35, more preferably 75:25 to 70:30.
- the masses of the chloroprene polymer (A1) and the (meth)acrylic polymer (B1) also include the metal rosinate and surfactant used in the production as described above.
- the gel component content of the chloroprene polymer (A1) is 15 to 95% by mass, preferably 20 to 80% by mass, more preferably 30 to 70% by mass, as described above.
- the Tg of the (meth)acrylic polymer (B1) is also -30°C or higher and 20°C or lower as described above, preferably -30°C or higher and 20°C or lower, and preferably -20°C or higher and 20°C or lower. -15°C or higher and 10°C or lower is more preferred, and -11°C or higher and 5°C or lower is even more preferred.
- R 1 is a hydrogen atom or a methyl group
- R 2 is a linear or branched alkyl group having 1 to 18 carbon atoms. Details are as described above.
- the chlorinated polyolefin resin (C) is more than 0 parts by mass and 50 parts by mass or less with respect to a total of 100 parts by mass of the chloroprene polymer (A1) and the (meth)acrylic polymer (B1), and more It is preferably 10 parts by mass or more and 45 parts by mass or less, more preferably 20 parts by mass or more and 40 parts by mass or less.
- the total amount of solids of the chloroprene polymer (A1) and the (meth)acrylic polymer (B1) is 20 to 98% by mass. preferably 50 to 90% by mass, more preferably 60 to 75% by mass.
- the adhesive composition of the present invention may further contain a tackifier (D), and the blending amount of the tackifier (D) is It is preferably more than 0 parts by mass and less than 50 parts by mass, more preferably 3 to 40 parts by mass, and even more preferably 5 to 25 parts by mass, relative to 100 parts by mass of the total amount of the coalesced emulsion (B1).
- the tackifier (D) preferably contains at least one of a rosin resin, a terpene phenol resin, and an alicyclic petroleum resin.
- the total amount of the chloroprene polymer (A1) and the (meth)acrylic polymer emulsion (B1) is preferably 20 to 98% by mass, more The content is preferably 50 to 90% by mass, more preferably 60 to 75% by mass. Within this range, the composition can be easily applied and dried, a known method can be employed, and a uniform adhesive layer can be produced.
- an adhesive layer is formed from the adhesive composition.
- the method for producing the adhesive layer is not limited, it can be produced by applying the adhesive composition to the surface of the adherend and then drying it at a drying temperature of 40°C or higher for 3 minutes or longer.
- the drying temperature is preferably 60°C or higher, more preferably 80°C or higher.
- the adherend is not particularly limited as long as it can be applied, and it can be used for adhesion of foam, sheet, film, canvas, glass, etc.
- it is effective when at least one of the adherends is made of a soft polyvinyl chloride resin because of its high adhesiveness to a soft polyvinyl chloride resin, which is difficult to adhere to.
- the application method is also not particularly limited, and known methods such as brush coating, spatula coating, spraying, immersion, and coater can be used.
- the thickness of the adhesive layer is not particularly limited as long as the adhesive strength can be maintained, but is usually about 20 to 100 ⁇ m after drying and evaporation of the dispersion medium, but is not particularly limited.
- one embodiment of the present invention is a laminate in which an adherend is laminated via the adhesive layer.
- the laminate according to one embodiment of the present invention is formed by laminating two types of adherends via the adhesive composition, and at least one of the adherends is a soft polyvinyl chloride resin. Even if both adherends are made of the same material, they can be used without any particular limitation. Moreover, after providing an adhesive layer on both of the adherends in advance, the adherends may be laminated and bonded. In order to firmly bond the laminate, the laminate may be pressurized, and the pressurization may be applied to the entire laminate, or may be applied only to the portion provided with the adhesive layer.
- the pressing method is not particularly limited, and the pressure is not particularly limited as long as the pressure is such that the adhesive layer is not significantly deformed.
- the method for producing such a laminate is not particularly limited. , may be laminated through an adhesive layer.
- Solid content concentrations of the chloroprene polymer latex (A), the (meth)acrylic polymer emulsion (B), and the chlorinated polyolefin resin (C) emulsion are the same as those of the chloroprene polymer latex (A), (meth) 1 g of acrylic polymer emulsion (B) or chlorinated polyolefin resin (C) emulsion is dried in the air by heat treatment (141° C. for 30 minutes) in an aluminum dish with a diameter of 39 mm to obtain only the solid content, and then dried. Calculated from the weight before and the weight after drying.
- Solid content concentration (mass%) [(mass after drying at 141°C for 30 minutes)/(mass of latex and emulsion before drying)] x 100 2) Polymerization conversion rate of chloroprene polymer About 1 g of chloroprene polymer latex (A) was precisely weighed in an aluminum dish, dried by heating in an oven at 141°C for 25 minutes, allowed to cool to room temperature in a desiccator, and weighed. The ratio of non-volatile components was calculated by measuring.
- the polymerization conversion rate was calculated assuming that the theoretical non-volatile component ratio of the reaction solution when all the monomers such as chloroprene and 2,3-dichloro-1,3-butadiene are polymerized to become non-volatile components is 100%. .
- the polymerization conversion rate was obtained by the following formula.
- Polymerization conversion rate [%] [(amount of polymer produced/amount of charged chloroprene monomer)] x 100
- the amount of polymer produced was obtained by subtracting the solid content other than the polymer from the post-polymerization solid content.
- the solid content other than the polymer was calculated from the charged amount of the raw materials for polymerization, which did not volatilize at 141°C.
- Content of gel component 1 g of chloroprene polymer latex (A) water content: 35 to 65% by mass
- THF tetrahydrofuran
- the dissolved phase of the supernatant is separated with a machine, THF is evaporated and dried at 100° C. for 1 hour, and the mass of the dried solid is measured. Since the mass of this dried product is the mass of the tetrahydrofuran-soluble component in the chloroprene polymer, the mass of the tetrahydrofuran-soluble component is subtracted from the mass of the chloroprene polymer, and the resulting value is used as the mass of the gel. Calculate the content of the gel component during coalescence. Since the mass of the chloroprene polymer is substantially the same as the mass of the solid content of the chloroprene polymer latex (A), that value can be used.
- Gel component content (%) ((mass of chloroprene polymer (g)) - (mass of dried product (g)))/(mass of chloroprene polymer) x 100 4) Copolymerization fraction of 2,3-dichloro-1,3-butadiene in chloroprene polymer Residual chloroprene monomer and 2,3-dichloro-1,3-butadiene monomer in chloroprene polymer latex (A) The polymer was analyzed by high performance liquid chromatography (hereinafter also referred to as "HPLC"), and the copolymer composition in the chloroprene polymer was calculated by subtracting from the amount of each monomer charged.
- HPLC high performance liquid chromatography
- the HPLC measurement conditions are as follows: Prominence series manufactured by Shimadzu Corporation as the HPLC measurement device, SPD-M20A (photodiode array detector) as the detector, and the type of column as Shodex (registered trademark) manufactured by Showa Denko K.K. ) ODP-50 4D, column temperature: 40°C, flow rate: 0.8 ml/min, eluent was tetrahydrofuran. 5) Adhesive strength A 180° peeling test was performed on the adhesive strength test specimen described later in accordance with JIS K 6854-2-1999. Adhesive strength was measured as normal adhesive strength (kN/m). The adhesive force is a value measured by performing a peel test after aging at 23° C.
- Heat-resistant creep A test piece for an adhesive strength test, which will be described later, was cured in an atmosphere of 23°C for 1 day, then a load of 100 g/25 mm was applied in a 180° direction in an atmosphere of 80°C, and the peel length was measured after 24 hours. , and heat-resistant creep.
- Glass transition temperature The glass transition temperature was measured by differential scanning calorimetry (DSC). A 10 mg sample was heated from ⁇ 60° C. to 180° C. at 10° C. per minute, and the glass transition temperature was measured.
- Average particle size was obtained by diluting the latex or emulsion with pure water to 0.01 to 0.1% by mass or less with a dynamic light scattering photometer (Malvern Panalytical Ltd. ZETASIZER (registered trademark) Nano -S) to measure the z-average particle size.
- Adhesive composition A (meth)acrylic polymer emulsion (B), a chlorinated polyolefin resin (C), a tackifier (D), and other additives are added to the chloroprene polymer latex (A) obtained in each preparation example.
- Adhesive compositions were prepared by adding (compounding) the amounts described in Tables 1 and 2.
- Test piece for adhesive strength test Soft polyvinyl chloride plate (25 mm ⁇ 200 mm ⁇ 2 mm thickness, coated surface 25 mm ⁇ 100 mm), 150 g (solid content) / m 2 of each adhesive composition (Examples 1 to 10 , Comparative Examples 1 to 5) were applied to a polypropylene natural color plate (25 mm ⁇ 200 mm ⁇ 1 mm thickness, coating surface 25 mm ⁇ 100 mm) with 150 g (solid content) / m 2 of the same adhesive composition with a brush. and dried at 80° C. for 5 minutes. Then, after being left at room temperature for 5 minutes, the coated surfaces were laminated together and pressure-bonded with a hand press at a pressure of 0.5 MPa for 3 minutes, and this was used as a test piece for an adhesion (peel) test.
- peel adhesion
- Preparation example 1 [Production of chloroprene polymer latex (A)-1] A reactor having an internal volume of 5 L was charged with 1830 g of chloroprene, 170 g of 2,3-dichloro-1,3-butadiene, 86 g of disproportionated rosin, 1715 g of pure water, 22.8 g of potassium hydroxide, 5.2 g of sodium hydroxide, n- 1.2 g of dodecyl mercaptan (molecular weight modifier) and 10.4 g of condensed sodium naphthalenesulfonate solution (trade name SN-PW-43 (manufactured by San Nopco Co., Ltd.)) were charged and emulsified.
- SN-PW-43 condensed sodium naphthalenesulfonate solution
- the gel content of the chloroprene polymer in the chloroprene polymer latex (A)-1 was 42% by mass, the solid content concentration of the chloroprene polymer latex (A)-1 was 50% by mass, and the average particle size was 130 nm.
- Preparation example 2 [Production of chloroprene polymer latex (A)-2] A reactor with an internal volume of 5 L was charged with 1830 g of chloroprene, 170 g of 2,3-dichloro-1,3-butadiene, 86 g of disproportionated rosin, 1715 g of pure water, 22.8 g of potassium hydroxide, 5.2 g of sodium hydroxide, and condensed naphthalene. 10.4 g of a sodium sulfonate liquid (trade name SN-PW-43 (manufactured by San Nopco Co., Ltd.)) was charged and emulsified.
- SN-PW-43 sodium sulfonate liquid
- the gel content of the chloroprene polymer in the chloroprene polymer latex (A)-2 was 88% by mass, the solid content concentration of the chloroprene polymer latex (A)-2 was 50% by mass, and the average particle diameter was 130 nm.
- Preparation example 3 [Production of chloroprene polymer latex (A)-3] A reactor with an internal volume of 5 L was charged with 2000 g of chloroprene monomer, 34.2 g of disproportionated rosin (manufactured by Arakawa Chemical Industries, Ltd., R-300), 1211 g of pure water, 21.3 g of potassium hydroxide, n-dodecyl mercaptan ( 3.6 g of molecular weight modifier) and 24 g of condensed sodium naphthalenesulfonate solution (trade name SN-PW-43 (manufactured by San Nopco Co., Ltd.)) were charged and emulsified.
- SN-PW-43 condensed sodium naphthalenesulfonate solution
- the gel content of the chloroprene polymer in the chloroprene polymer latex (A)-3 was 13% by mass, the solid content concentration of the chloroprene polymer latex (A)-3 was 58% by mass, and the average particle diameter was 200 nm.
- Preparation example 4 [Production of (meth)acrylic polymer emulsion (B)-1]
- a container 66 g of ethyl acrylate, 21 g of methyl methacrylate, 6.6 g of butyl acrylate, 1.9 g of methacrylic acid, and 1.8 g of reactive surfactant (trade name: Adekari Soap (registered trademark) SR-10 ADEKA Corporation) were added. ), and 45 g of ion-exchanged water were uniformly emulsified using a homogenizer to obtain a monomer emulsion.
- reactive surfactant trade name: Adekari Soap (registered trademark) SR-10 ADEKA Corporation
- a reactive surfactant (trade name: Adekari Soap (registered trademark) SR-10 manufactured by ADEKA Corporation) were added and heated to 80°C while stirring. 0.09 g of potassium persulfate and 5% by mass of the monomer emulsion were added to a separable flask, and then the remaining monomer emulsion was added dropwise to initiate the reaction. The remaining monomer emulsion was added to the separable flask over 4 hours. was added over .5 hours.
- a reactive surfactant trade name: Adekari Soap (registered trademark) SR-10 manufactured by ADEKA Corporation
- the (meth)acrylic polymer emulsion (meth)acrylic polymer emulsion (B-2) had a solid content of 50% by mass and a glass transition temperature (Tg) of -11°C.
- the (meth)acrylic polymer emulsion (B-1) had a solid content of 50% by mass and a glass transition temperature (Tg) of -47°C.
- Example 1 70 parts by mass of chloroprene polymer latex (A)-1 as the chloroprene polymer latex (A) in terms of solid content, and (meth)acrylic polymer emulsion (B)-1 as the (meth)acrylic polymer emulsion (B) 30 parts by mass in terms of solid content, 20 parts by mass in terms of solid content of Superchron (registered trademark) E-480T (manufactured by Nippon Paper Industries) as an emulsion of chlorinated polyolefin resin (C) (solid content concentration: 30% by mass), Superester E-900-NT (manufactured by Arakawa Chemical Industries, Ltd.) as a tackifier (D) is 20 parts by mass in terms of solid content (solid content concentration: 51% by mass), and AZ-SW (Osaki Kogyo Co., Ltd.) is used as zinc oxide.
- Superchron registered trademark
- E-480T manufactured by Nippon Paper Industries
- C chlorinated poly
- Example 2 Comparative Examples 1-5
- the type and amount of the chloroprene polymer latex (A), the type and amount of the (meth)acrylic polymer emulsion (B), the amount of the chlorinated polyolefin resin (C) emulsion, and the tackifier (D) By changing the type and amount of and the amount of zinc oxide, adhesive compositions were prepared to obtain adhesive compositions shown in Tables 1 and 2. Tables 1 and 2 also show the evaluation of adhesive strength and the results of the heat resistant creep test.
- Tamanol E-100 is Tamanol E-100 manufactured by Arakawa Chemical Industries, Ltd.
- AQUATAC6025 is ARIZONA CHEMICAL, Co., Ltd.
- chloroprene polymer latex (A), (meth)acrylic polymer emulsion (B) and chlorinated polyolefin resin (C) are contained, and chloroprene polymer latex (A ) and the (meth)acrylic polymer emulsion (B) in a solid content ratio of 90:10 to 65:35, and the content of the gel component of the chloroprene polymer in the chloroprene polymer latex (A) is 15% to 95%, and the (meth)acrylic polymer emulsion (B) has a Tg of ⁇ 30° C. or higher and 20° C.
- Examples 1 to 9 20 parts by mass or more of the chlorinated polyolefin resin (C) is contained with respect to a total of 100 parts by mass of the solid content of the chloroprene polymer latex (A) and the (meth)acrylic polymer emulsion (B).
- good results were obtained not only in the heat creep resistance to polyolefin but also in the adhesive strength.
- the tackifier (D) showed good adhesive strength and heat resistance to soft polyvinyl chloride resin even when the type and amount added were changed.
- Example 5 good adhesive strength and heat resistance to soft polyvinyl chloride resin are exhibited regardless of the amount of zinc oxide and thickener added.
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Abstract
Description
[1]クロロプレン重合体を含み、ゲル成分の含有率が15~95%であるクロロプレン重合体ラテックス(A)、
式(1)で表される単量体成分を有する(メタ)アクリル重合体を含み、(メタ)アクリル重合体のTgが-30℃以上20℃以下である(メタ)アクリル重合体エマルジョン(B)及び、
塩素化ポリオレフィン樹脂(C)を、
前記クロロプレン重合体ラテックス(A)中のクロロプレン重合体の固形分(a)と、前記(メタ)アクリル重合体エマルジョン(B)中の重合体の固形分(b)との質量比(a:b)が90:10~65:35となるように混合することを特徴とする、含有接着剤組成物の製造方法。
[2]前記クロロプレン重合体ラテックス(A)と前記(メタ)アクリル重合体エマルジョン(B)の固形分の合計100質量部に対し、前記塩素化ポリオレフィン樹脂(C)が0質量部超50質量部以下である、[1]に記載の接着剤組成物の製造方法。
[3]前記接着剤組成物の固形分を100質量%としたときに、前記クロロプレン重合体ラテックス(A)および前記(メタ)アクリル重合体エマルジョン(B)の固形分の合計量が20~98質量%である、[1]または[2]に記載の接着剤組成物の製造方法。
[4]さらに粘着付与剤(D)を配合する、[1]~[3]のいずれか1項に記載の接着剤組成物の製造方法。
[5]前記粘着付与剤(D)の配合量が、前記クロロプレン重合体ラテックス(A)と前記(メタ)アクリル重合体エマルジョン(B)の固形分の総量100質量部に対して、0質量部を超え、50質量部未満である、[4]に記載の接着剤組成物の製造方法。
[6]前記粘着付与剤(D)が、ロジン系樹脂、テルペンフェノール樹脂、脂環族系石油樹脂の少なくとも一つを含む[1]~[5]のいずれか1項に記載の接着剤組成物の製造方法。
[7]前記クロロプレン重合体ラテックス(A)中のクロロプレン重合体がクロロプレン単独重合体またはクロロプレンと2,3-ジクロロ-1,3-ブタジエンの共重合体である、[1]~[6]のいずれか1項に記載の接着剤組成物の製造方法。
[8]クロロプレン重合体(A1)、式(1)で表される単量体成分から誘導される構成単位を有する(メタ)アクリル重合体(B1)、塩素化ポリオレフィン樹脂(C)及び水系媒体を含有する接着剤組成物であって、前記接着剤組成物中のクロロプレン重合体(A1)と、(メタ)アクリル重合体(B1)との質量比(A1:B1)が90:10~65:35であり、
前記クロロプレン重合体(A1)のゲル成分の含有率が15~95%であり、前記(メタ)アクリル重合体(B1)のTgが-30℃以上20℃以下であることを特徴とする、接着剤組成物。
[9]前記クロロプレン重合体(A1)と前記(メタ)アクリル重合体(B1)の合計100質量部に対し、前記塩素化ポリオレフィン樹脂(C)が0質量部超50質量部以下である、[8]に記載の接着剤組成物。
[10]前記接着剤組成物の固形分を100質量%としたときに、前記クロロプレン重合体(A1)および前記(メタ)アクリル重合体(B1)の固形分の合計量が20~98質量%である、[8]または[9]に記載の接着剤組成物。
[11]さらに粘着付与剤(D)を含む、[8]~[10]のいずれか1項に記載の接着剤組成物。
[12]前記粘着付与剤(D)の配合量が、前記クロロプレン重合体(A1)と前記(メタ)アクリル重合体エマルジョン(B1)の総量100質量部に対して、0質量部を超え、50質量部未満である、[11]に記載の接着剤組成物。
[13]前記粘着付与剤(D)が、ロジン系樹脂、テルペンフェノール樹脂、脂環族系石油樹脂の少なくとも一つを含む[8]~[12]のいずれか1項に記載の接着剤組成物。
[15][8]~[13]のいずれか1項に記載の接着剤組成物を介して2種の被着体が積層されてなり、前記被着体の少なくとも一方が軟質ポリ塩化ビニル樹脂である積層体。
クロロプレン重合体を含み、前記ゲル成分の含有率が15%~95%であるクロロプレン重合体ラテックス(A)、
式(1)で表される単量体成分を有する(メタ)アクリル重合体を含み、(メタ)アクリル重合体のTgが-30℃以上20℃以下である(メタ)アクリル重合体エマルジョン(B)及び、
塩素化ポリオレフィン樹脂(C)を、
前記クロロプレン重合体ラテックス(A)中のクロロプレン重合体の固形分(a)と、前記(メタ)アクリル重合体エマルジョン(B)中の重合体の固形分(b)との質量比(a:b)が90:10~65:35となるように混合することを特徴とする。
クロロプレン重合体ラテックス(A)はクロロプレン重合体の粒子が水に分散しているものである。
本発明のクロロプレン重合体ラテックス(A)を構成するクロロプレン重合体は、クロロプレンの単独重合体またはクロロプレンの共重合体である。なお、共重合体の場合、クロロプレンと2,3-ジクロロ-1,3-ブタジエンとの共重合体でも、クロロプレンとそれ以外の共重合可能な単量体との共重合体でも、さらにクロロプレンと2,3-ジクロロ-1,3-ブタジエンとそれ以外の共重合可能な単量体との共重合体のいずれであってもよい。また、それ以外の共重合可能な単量体から導かれる単位は、必要に応じて2種類以上共重合されていてもよいクロロプレン重合体は、クロロプレンを単量体成分として50モル%超含有する重合体であることが好ましい。
(メタ)アクリル重合体エマルジョン(B)は、式(1)で表される単量体成分から誘導される構成単位を有する(メタ)アクリル重合体と、水とを含むエマルジョンである。(メタ)アクリル重合体は、前記単量体成分の不飽和二重結合が連続的に付加反応を行い重合体となったものである。
塩素化ポリオレフィン樹脂(C)とは、ポリオレフィンを塩素化した樹脂である。塩素化ポリオレフィン樹脂(C)は、接着剤組成物にポリオレフィン樹脂への接着性を付与するための成分である。
本発明では、前記(A)~(C)成分に加えて、さらに粘着付与剤(D)を含むことが好ましい。
本実施形態に係る接着剤組成物には、前記クロロプレン重合体ラテックス(A)、前記(メタ)アクリル重合体エマルジョン(B)、前記塩素化ポリオレフィン樹脂(C)、および粘着付与剤(D)に加えて、金属酸化物または水酸化物を用いることができる。
1)固形分濃度
クロロプレン重合体ラテックス(A)、(メタ)アクリル重合体エマルジョン(B)および塩素化ポリオレフィン樹脂(C)のエマルジョンの固形分濃度は、クロロプレン重合体ラテックス(A)、(メタ)アクリル重合体エマルジョン(B)または塩素化ポリオレフィン樹脂(C)のエマルジョン1gを、直径39mmのアルミ皿にそれぞれ大気中で熱処理(141℃で30分間)することにより乾燥させて固形分のみとし、乾燥前の質量と乾燥後の質量から算出する。
固形分濃度(質量%)
=[(141℃、30分間乾燥後の質量)/(乾燥前のラテックス、エマルジョンの質量)]×100
2)クロロプレン重合体の重合転化率
クロロプレン重合体ラテックス(A)約1gをアルミ皿に精密に量り、141℃のオーブンで25分加熱乾燥した後、デシケータ―中で室温まで放冷し、質量を測定して不揮発成分の割合を算出した。クロロプレン、2,3-ジクロロ-1,3-ブタジエン等の単量体が全て重合して不揮発成分となった場合の反応液の理論不揮発成分割合を重合転化率100%として重合転化率を算出した。
ここで、ポリマー生成量は、重合後固形分からポリマー以外の固形分を差し引いて求めた。ポリマー以外の固形分は141℃条件において揮発しない成分を重合原料仕込み量から算出した。
3)ゲル成分の含有率
クロロプレン重合体ラテックス(A)1g(水分量;35~65質量%)をテトラヒドロフラン(以下「THF」とも記す)100mlに滴下して、12時間振とうした後、遠心分離機にて上澄みの溶解相を分離し、100℃で1時間かけてTHFを蒸発・乾固させて、乾固物の質量を測定する。この乾固物の質量が、クロロプレン重合体のうちテトラヒドロフラン可溶成分の質量であるので、クロロプレン重合体の質量からテトラヒドロフラン可溶成分の質量を差し引いて、その値をゲルの質量として、クロロプレン共重合体中のゲル成分の含有率を算出する。なお、クロロプレン重合体の質量はクロロプレン重合体ラテックス(A)の固形分の質量とほぼ同一であるため、その値を利用することができる。
4)クロロプレン重合体の2,3-ジクロロ-1,3-ブタジエンの共重合分率 クロロプレン重合体ラテックス(A)中の残留クロロプレン単量体及び2,3-ジクロロ-1,3-ブタジエン単量体を高速液体クロマトグラフ(以下「HPLC」とも記す)によって分析し、仕込み各単量体量から差し引くことによって、クロロプレン重合体中の共重合組成を計算した。
5)接着力
後述する接着力試験用試験片に、180°剥離試験を、JIS K 6854-2-1999に準じた方法で行った。接着力は常態の接着力(kN/m)を測定した。なお、接着力は、貼り付け後、3日間、23℃で60%RH(相対湿度)のもと、養生した後に剥離試験を行い測定した値である。
6)耐熱クリープ
後述する接着力試験用試験片を23℃雰囲気下で1日間養生後、80℃雰囲気下で180°方向に100g/25mmの荷重をかけ、24時間後の剥離長さを測定し、耐熱クリープとした。
7)ガラス転移点温度
ガラス転移点温度は示差走査熱量測定(DSC)によって測定実施した。10mgのサンプルを、-60℃から毎分10℃で180℃まで昇温しガラス転移点温度を測定した。
8)平均粒子径
平均粒子径は、ラテックスまたはエマルジョンを純水にて0.01~0.1質量%以下まで希釈した溶液を動的光散乱光度計(Malvern Panalytical Ltd製ZETASIZER(登録商標)Nano-S)にてz平均粒子径を測定した。
各調製例で得られたクロロプレン重合体ラテックス(A)に対し、(メタ)アクリル重合体エマルジョン(B)と、塩素化ポリオレフィン樹脂(C)と、粘着付与剤(D)と、その他添加物を表1および2に記載した量で添加(配合)して接着剤組成物を作製した。
1)接着力試験用試験片
軟質ポリ塩化ビニル板(25mm×200mm×2mm厚さ、塗布面25mm×100mm)に、150g(固形分)/m2の各接着剤組成物(実施例1~10、比較例1~5)を、ポリプロピレンナチュラル色板(25mm×200mm×1mm厚さ、塗布面25mm×100mm)に150g(固形分)/m2の同一の各接着剤組成物をそれぞれ刷毛で塗布し、80℃にて5分間乾燥した。その後、室温で5分間放置後に塗布面同士を張り合わせハンドプレスで0.5MPaの圧力で3分間圧着し、これを接着(剥離)試験用の試験片として用いた。
[クロロプレン重合体ラテックス(A)-1の製造]
内容積5Lの反応器に、クロロプレン1830g、2,3-ジクロロ-1,3-ブタジエン170g、不均化ロジン86g、純水1715g、水酸化カリウム22.8g、水酸化ナトリウム5.2g、n-ドデシルメルカプタン(分子量調整剤)1.2g、縮合ナフタレンスルホン酸ナトリウム液(商品名SN-PW-43(サンノプコ株式会社製))10.4gを仕込み、乳化させた。
[クロロプレン重合体ラテックス(A)-2の製造]
内容積5Lの反応器に、クロロプレン1830g、2,3-ジクロロ-1,3-ブタジエン170g、不均化ロジン86g、純水1715g、水酸化カリウム22.8g、水酸化ナトリウム5.2g、縮合ナフタレンスルホン酸ナトリウム液(商品名SN-PW-43(サンノプコ株式会社製))10.4gを仕込み、乳化させた。
[クロロプレン重合体ラテックス(A)-3の製造]
内容積5Lの反応器に、クロロプレン単量体2000g、不均化ロジン(荒川化学工業株式会社製、R-300)34.2g、純水1211g、水酸化カリウム21.3g、n-ドデシルメルカプタン(分子量調整剤)3.6g、縮合ナフタレンスルホン酸ナトリウム液(商品名SN-PW-43(サンノプコ株式会社製))24gを仕込み、乳化させた。
[(メタ)アクリル重合体エマルジョン(B)-1の製造]
容器に、アクリル酸エチル66g、メタクリル酸メチル21g、アクリル酸ブチル6.6g、メタクリル酸1.9g、反応性界面活性剤1.8g(商品名 アデカリアソープ(登録商標)SR-10 株式会社ADEKA製)、イオン交換水45gを、ホモジナイザーを用いて均一に乳化し、単量体乳化物とした。
[(メタ)アクリル重合体エマルジョン(B)-2の製造]
容器に、アクリル酸2-エチルヘキシル86g、メタクリル酸メチル9.5g、2-ヒドロキシエチルアクリレート2.0g、アクリル酸2.4g、γ-メタクリロキシプロピルトリメトキシシラン0.077g、反応性界面活性剤1.3g(商品名 アデカリアソープ(登録商標)SR-10 株式会社ADEKA製)、イオン交換水65gを、ホモジナイザーを用いて均一に乳化し、単量体乳化物とした。
クロロプレン重合体ラテックス(A)としてクロロプレン重合体ラテックス(A)-1を固形分換算で70質量部、(メタ)アクリル重合体エマルジョン(B)として(メタ)アクリル重合体エマルジョン(B)-1を固形分換算で30質量部、塩素化ポリオレフィン樹脂(C)のエマルジョンとしてスーパークロン(登録商標)E-480T(日本製紙製)を固形分換算で20質量部(固形分濃度:30質量%)、粘着付与剤(D)としてスーパーエステルE-900-NT(荒川化学工業株式会社製)を固形分換算で20質量部(固形分濃度:51質量%)、酸化亜鉛としてAZ-SW(大崎工業株式会社製)を固形分換算で0.25質量部(固形分濃度:50質量%)、増粘剤としてSNシックナー612(サンノプコ株式会社製)(固形分濃度:40質量%)の10質量%希釈液を0.8質量部添加し、均一に撹拌して接着剤組成物を得た。
実施例1において、クロロプレン重合体ラテックス(A)の種類及び量、(メタ)アクリル重合体エマルジョン(B)の種類及び量、塩素化ポリオレフィン樹脂(C)のエマルジョンの量、粘着付与剤(D)の種類及び量、酸化亜鉛の量を変更して、接着剤組成物の作成を行い、表1、表2に記載する接着剤組成物を得た。接着強度の評価及び耐熱クリープ試験の結果も表1、表2に記載する。
Claims (15)
- クロロプレン重合体を含み、ゲル成分の含有率が15~95%であるクロロプレン重合体ラテックス(A)、
式(1)で表される単量体成分を有する(メタ)アクリル重合体を含み、(メタ)アクリル重合体のTgが-30℃以上20℃以下である(メタ)アクリル重合体エマルジョン(B)及び、
塩素化ポリオレフィン樹脂(C)を、
前記クロロプレン重合体ラテックス(A)中のクロロプレン重合体の固形分(a)と、前記(メタ)アクリル重合体エマルジョン(B)中の重合体の固形分(b)との質量比(a:b)が90:10~65:35となるように混合することを特徴とする、接着剤組成物の製造方法。
- 前記クロロプレン重合体ラテックス(A)と前記(メタ)アクリル重合体エマルジョン(B)の固形分の合計100質量部に対し、前記塩素化ポリオレフィン樹脂(C)が0質量部超50質量部以下である、請求項1に記載の接着剤組成物の製造方法。
- 前記接着剤組成物の固形分を100質量%としたときに、前記クロロプレン重合体ラテックス(A)および前記(メタ)アクリル重合体エマルジョン(B)の固形分の合計量が20~98質量%である、請求項1に記載の接着剤組成物の製造方法。
- さらに粘着付与剤(D)を配合する、請求項1に記載の接着剤組成物の製造方法。
- 前記粘着付与剤(D)の配合量が、前記クロロプレン重合体ラテックス(A)と前記(メタ)アクリル重合体エマルジョン(B)の固形分の総量100質量部に対して、0質量部を超え、50質量部未満である、請求項4に記載の接着剤組成物の製造方法。
- 前記粘着付与剤(D)が、ロジン系樹脂、テルペンフェノール樹脂、脂環族系石油樹脂の少なくとも一つを含む、請求項4に記載の接着剤組成物の製造方法。
- 前記クロロプレン重合体ラテックス(A)中のクロロプレン重合体がクロロプレン単独重合体またはクロロプレンと2,3-ジクロロ-1,3-ブタジエンの共重合体である、請求項1に記載の接着剤組成物の製造方法。
- クロロプレン重合体(A1)、式(1)で表される単量体成分から誘導される構成単位を有する(メタ)アクリル重合体(B1)、塩素化ポリオレフィン樹脂(C)及び水系媒体を含有する接着剤組成物であって、前記接着剤組成物中のクロロプレン重合体(A1)と、(メタ)アクリル重合体(B1)との質量比(A1:B1)が90:10~65:35であり、
前記クロロプレン重合体(A1)のゲル成分の含有率が15~95%であり、前記(メタ)アクリル重合体(B1)のTgが-30℃以上20℃以下であることを特徴とする、接着剤組成物。
- 前記クロロプレン重合体(A1)と前記(メタ)アクリル重合体(B1)の合計100質量部に対し、前記塩素化ポリオレフィン樹脂(C)が0質量部超50質量部以下である、請求項8に記載の接着剤組成物。
- 前記接着剤組成物の固形分を100質量%としたときに、前記クロロプレン重合体(A1)および前記(メタ)アクリル重合体(B1)の固形分の合計量が20~98質量%である、請求項8に記載の接着剤組成物。
- さらに粘着付与剤(D)を含む、請求項8に記載の接着剤組成物。
- 前記粘着付与剤(D)の配合量が、前記クロロプレン重合体(A1)と前記(メタ)アクリル重合体エマルジョン(B1)の総量100質量部に対して、0質量部を超え、50質量部未満である、請求項11に記載の接着剤組成物。
- 前記粘着付与剤(D)が、ロジン系樹脂、テルペンフェノール樹脂、脂環族系石油樹脂の少なくとも一つを含む請求項11に記載の接着剤組成物。
- 請求項8~13のいずれか1項に記載の接着剤組成物を含む接着層。
- 請求項8~13のいずれか1項に記載の接着剤組成物を介して2種の被着体が積層されてなり、前記被着体の少なくとも一方が軟質ポリ塩化ビニル樹脂である積層体。
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