[go: up one dir, main page]

WO2015060210A1 - Composition d'agent adhésif et ruban adhésif double face amovible produit à l'aide de cette dernière - Google Patents

Composition d'agent adhésif et ruban adhésif double face amovible produit à l'aide de cette dernière Download PDF

Info

Publication number
WO2015060210A1
WO2015060210A1 PCT/JP2014/077675 JP2014077675W WO2015060210A1 WO 2015060210 A1 WO2015060210 A1 WO 2015060210A1 JP 2014077675 W JP2014077675 W JP 2014077675W WO 2015060210 A1 WO2015060210 A1 WO 2015060210A1
Authority
WO
WIPO (PCT)
Prior art keywords
sensitive adhesive
meth
pressure
mass
acrylic acid
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/JP2014/077675
Other languages
English (en)
Japanese (ja)
Inventor
暉 李
安井　義勝
池田　憲弘
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Resonac Holdings Corp
Original Assignee
Showa Denko KK
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Showa Denko KK filed Critical Showa Denko KK
Publication of WO2015060210A1 publication Critical patent/WO2015060210A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

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
    • C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
    • C09J133/04—Homopolymers or copolymers of esters
    • C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09J133/062—Copolymers with monomers not covered by C09J133/06
    • C09J133/066—Copolymers with monomers not covered by C09J133/06 containing -OH groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/67—Unsaturated compounds having active hydrogen
    • C08G18/671—Unsaturated compounds having only one group containing active hydrogen
    • C08G18/672—Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen
    • 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
    • C09J7/20—Adhesives in the form of films or foils characterised by their carriers
    • C09J7/21—Paper; Textile fabrics
    • 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
    • C09J7/38—Pressure-sensitive adhesives [PSA]
    • 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
    • C09J2301/00—Additional features of adhesives in the form of films or foils
    • C09J2301/10—Additional features of adhesives in the form of films or foils characterized by the structural features of the adhesive tape or sheet
    • C09J2301/12—Additional features of adhesives in the form of films or foils characterized by the structural features of the adhesive tape or sheet by the arrangement of layers
    • C09J2301/124—Additional features of adhesives in the form of films or foils characterized by the structural features of the adhesive tape or sheet by the arrangement of layers the adhesive layer being present on both sides of the carrier, e.g. double-sided adhesive tape
    • 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
    • C09J2400/00—Presence of inorganic and organic materials
    • C09J2400/20—Presence of organic materials
    • C09J2400/26—Presence of textile or fabric
    • C09J2400/263—Presence of textile or fabric in the substrate
    • 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
    • C09J2431/00—Presence of polyvinyl acetate
    • 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
    • C09J2433/00—Presence of (meth)acrylic polymer

Definitions

  • the present invention relates to a pressure-sensitive adhesive composition and a re-peelable double-sided adhesive tape using the same.
  • Double-sided tape is used in various fields, from daily necessities to fixing industrial parts. As market needs, there is a great demand for those having excellent adhesive strength, little change in adhesive strength with time, and good removability. Normally, strong adhesiveness is imparted by introducing a large amount of acid into the adhesive, but when such a strong adhesive adhesive is adhered to a polar adherend such as metal, the adhesive strength increases over time. However, there is a problem that adhesive residue is easily left during peeling.
  • non-woven fabric is generally used for the core material of the double-sided tape.
  • a nonwoven fabric core material with high mechanical strength is used for double-sided tapes that require strong adhesiveness.
  • the nonwoven fabric core material with high mechanical strength usually has a large basis weight and poor penetration of the pressure-sensitive adhesive, when peeled, the breakage occurs between the core layers where the pressure-sensitive adhesive has not sufficiently penetrated. As a result, there was a problem that good removability could not be obtained.
  • Patent Document 1 proposes a releasable pressure-sensitive adhesive tape in which a pressure-sensitive adhesive layer mainly comprising a (meth) acrylic resin composition containing substantially no carboxyl group is provided on a base film.
  • Patent Document 2 discloses an acrylic resin and a crosslinking agent obtained by polymerizing a (meth) acrylic acid alkyl ester monomer and a monomer having a functional group other than an acidic group in the presence of a functional group-containing polymerization initiator. Containing pressure-sensitive adhesive compositions have been proposed.
  • the present invention has been made to solve the above-described problems, and has excellent adhesive strength and holding power, good penetration into a nonwoven fabric core material, particularly a high basis weight nonwoven fabric core material, and release. It is an object of the present invention to provide a pressure-sensitive adhesive composition that can be suitably used for a re-peelable double-sided adhesive tape that can be peeled without contaminating the adherend.
  • the present inventors have obtained a copolymer obtained by copolymerizing a specific monomer component, having a hydroxyl group and substantially having a carboxyl group.
  • the pressure-sensitive adhesive composition comprising a copolymer having a weight average molecular weight of 150,000 to 500,000 and an isocyanate cross-linking agent having two or more isocyanate groups can solve the above-mentioned problems. It came to complete. That is, the present invention is shown by the following [1] to [8].
  • a pressure-sensitive adhesive composition comprising a (meth) acrylic acid alkyl ester copolymer (A) and an isocyanate crosslinking agent (B) having two or more isocyanate groups, A pressure-sensitive adhesive composition, wherein the vinyl ester / (meth) acrylic acid alkyl ester copolymer (A) has an acid value of less than 1 mgKOH / g and a weight average molecular weight of 150,000 to 500,000.
  • the (meth) acrylate monomer (a2) having a hydroxyl group is at least one selected from the group consisting of 2-hydroxyethyl acrylate and 2-hydroxyethyl methacrylate.
  • the vinyl ester / (meth) acrylic acid alkyl ester copolymer (A) is 40% by mass to 99.7% by mass of (meth) acrylic acid alkyl ester monomer (a1), 0.1% by mass to (Meth) acrylate monomer (a2) having 30% by mass of hydroxyl group, 0.1% by mass to 50% by mass of vinyl acetate (a3) and 0.1% by mass to 30% by mass of maleate ester monomer (a4)
  • the pressure-sensitive adhesive composition according to [1] or [2] which is obtained by copolymerization.
  • the isocyanate cross-linking agent (B) is contained in an amount of 0.1 to 10 parts by mass with respect to 100 parts by mass of the vinyl ester / (meth) acrylic acid alkyl ester copolymer (A).
  • the adhesive composition as described in any one of [3].
  • a pressure-sensitive adhesive composition for a releasable pressure-sensitive adhesive tape comprising the pressure-sensitive adhesive composition according to any one of [1] to [4].
  • a releasable pressure-sensitive adhesive tape wherein a pressure-sensitive adhesive layer obtained by crosslinking the pressure-sensitive adhesive composition for a releasable pressure-sensitive adhesive tape according to [5] is formed on at least one surface of a nonwoven fabric core material.
  • a releasable pressure-sensitive adhesive double-sided tape wherein a pressure-sensitive adhesive layer obtained by crosslinking the pressure-sensitive adhesive composition for re-peelable pressure-sensitive adhesive tape according to [5] is formed on both surfaces of a nonwoven fabric core material.
  • the adhesive strength and holding power are excellent, the penetration into a nonwoven fabric core material, in particular, a high basis weight nonwoven fabric core material is good, and it is possible to peel the substrate without contaminating the adherend.
  • An adhesive composition that can be suitably used for a peelable double-sided adhesive tape can be provided.
  • the present invention is described in detail below.
  • the pressure-sensitive adhesive composition of the present invention comprises a vinyl ester / (meth) acrylic acid alkyl ester copolymer (A) having an acid value of less than 1 mgKOH / g and an isocyanate crosslinking agent (B) as main components.
  • (meth) acryl means methacryl or acryl.
  • the vinyl ester / (meth) acrylic acid alkyl ester copolymer (A) comprises a (meth) acrylic acid alkyl ester monomer (a1), a (meth) acrylate monomer (a2) having a hydroxyl group, vinyl acetate (a3), And a maleic ester monomer (a4).
  • (meth) acrylate means acrylate or methacrylate.
  • the (meth) acrylic acid alkyl ester monomer (a1) is an alkyl ester of (meth) acrylic acid that does not contain a hydroxyl group, and the alkyl group usually has 1 to 20 carbon atoms, preferably 1 to 12 carbon atoms. More preferably 1-8, most preferably 4-8.
  • (meth) acrylic acid alkyl ester monomer (a1) examples include methyl (meth) acrylate, ethyl (meth) acrylate, n-butyl (meth) acrylate, iso-butyl (meth) acrylate, tert-butyl (meta ) Acrylate, n-propyl (meth) acrylate, n-hexyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, n-octyl (meth) acrylate, isodecyl (meth) acrylate, lauryl (meth) acrylate, cetyl (meth) ) Acrylate, stearyl (meth) acrylate, cyclohexyl (meth) acrylate, isobornyl (meth) acrylate and the like. These monomers can be used alone or in combination of two or more.
  • n-butyl (meth) acrylate and 2-ethylhexyl (meth) acrylate are preferred in terms of copolymerizability, adhesive properties, ease of handling, and availability of raw materials.
  • methyl methacrylate are preferable, and n-butyl (meth) acrylate and methyl methacrylate are more preferable in view of excellent heat resistance.
  • the (meth) acrylate monomer (a2) having a hydroxyl group is a monomer having a hydroxyl group and a (meth) acryloyl group, and examples thereof include 2-hydroxyethyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, and 5-hydroxypentyl.
  • Hydroxyalkyl esters of acrylic acid such as (meth) acrylate, 6-hydroxyhexyl (meth) acrylate, 8-hydroxyoctyl (meth) acrylate, caprolactone-modified monomers such as caprolactone-modified 2-hydroxyethyl (meth) acrylate, diethylene glycol (meth) Oxyalkylene-modified monomers such as acrylate and polyethylene glycol (meth) acrylate, 2-acryloyloxyethyl 2-hydroxyethylphthalic acid, N-methylol (meta Primary hydroxyl group-containing monomers such as acrylamide, 2-hydroxypropyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, 2-hydroxy-3-phenoxypropyl (meth) acrylate, 3-chloro-2-hydroxypropyl (meth) acrylate Secondary hydroxyl group-containing monomers such as 2-hydroxy-3-phenoxypropyl (meth) acrylate, and terti
  • (meth) acrylate monomer (a2) having a hydroxyl group a primary hydroxyl group-containing monomer is preferable in terms of excellent reactivity with a crosslinking agent, and further, there are few impurities, and 2-hydroxyethyl (meta) ) Acrylate is more preferred.
  • maleate monomer (a4) examples include dimethyl maleate, diethyl maleate, diisopropyl maleate, dibutyl maleate, di-2-ethylhexyl maleate, diallyl maleate, monomethyl maleate, monoethyl maleate, maleic acid Examples thereof include monobutyl and mono-2-ethylhexyl maleate. These monomers can be used alone or in combination of two or more.
  • dimethyl maleate, diethyl maleate, dibutyl maleate, di-2-ethylhexyl maleate and diallyl maleate are preferred in terms of reactivity and pressure-sensitive adhesive properties. From the viewpoint of releasability, di-2-ethylhexyl maleate is more preferable.
  • the vinyl ester / (meth) acrylic acid alkyl ester copolymer (A) comprises 40% by mass to 99.7% by mass of the monomer (a1), 0.1% by mass to 30% by mass of the monomer (a2), It is preferable that 0.1% by mass to 50% by mass of vinyl acetate (a3) and 0.1% by mass to 30% by mass of monomer (a4) are copolymerized, and 50% by mass to 90% by mass.
  • the monomer (a4) is copolymerized with 50% by mass to 80% by mass of the monomer (a1), 0.3% by mass to 10% by mass of the monomer (a2), and 0% by mass. 2% to 35% by weight of vinyl acetate (a3), 0.2% It is even more preferable that the monomer (a4) is copolymerized in an amount of 10% by mass to 10% by mass, and 55% by mass to 70% by mass of the monomer (a1) and 0.4% by mass to 5% by mass of the monomer (a4). Most preferably, the monomer (a2), 10% by mass to 35% by mass vinyl acetate (a3) and 5% by mass to 10% by mass monomer (a4) are copolymerized.
  • the amount of the (meth) acrylic acid alkyl ester monomer (a1) used is 99.7% by mass or less, the cohesive strength of the copolymer is improved, and better removability can be obtained.
  • the amount of the (meth) acrylic acid alkyl ester monomer (a1) used is 40% by mass or more, the cohesive strength of the copolymer becomes appropriate, and the decrease in adhesive strength is small. If the usage-amount of the (meth) acrylate monomer (a2) which has a hydroxyl group is 30 mass% or less, the penetration property to a core material will become suitable, and more favorable removability can be obtained.
  • the amount of the (meth) acrylate monomer (a2) having a hydroxyl group is 0.1% by mass or more, the introduction amount of the hydroxyl group becomes appropriate, and a sufficient crosslinking point is secured. Can be obtained. If the usage-amount of vinyl acetate (a3) is 50 mass% or less, the penetration property to a core material becomes appropriate, and more favorable removability can be obtained. On the other hand, if the usage-amount of vinyl acetate (a3) is 0.1 mass% or more, the cohesive force of a copolymer will improve and better removability can be obtained.
  • the amount of the maleic ester monomer (a4) used is 30% by mass or less, the cohesive strength of the copolymer becomes appropriate and the decrease in adhesive strength is small.
  • the amount of the maleic ester monomer (a4) used is 0.1% by mass or more, the cohesive strength of the copolymer is improved, and better removability can be obtained.
  • the vinyl ester / (meth) acrylic acid alkyl ester copolymer (A) contains substantially no carboxyl group, that is, has an acid value of less than 1 mgKOH / g.
  • the vinyl ester / (meth) acrylic acid alkyl ester copolymer (A) preferably contains no carboxyl group.
  • the acid value of the copolymer (A) is a value measured according to JIS K0070, and is measured, for example, as follows.
  • Acid value (mgKOH / g) [B ⁇ f ⁇ 5.611] / S (1)
  • B is the amount (ml) of 0.1N potassium hydroxide-ethanol solution used
  • f is the factor of 0.1N potassium hydroxide-ethanol solution
  • S is the sample The amount collected (g).
  • the weight average molecular weight of the vinyl ester / (meth) acrylic acid alkyl ester copolymer (A) needs to be 150,000 to 500,000, preferably 200,000 to 400,000. When the weight average molecular weight is less than 150,000, excellent holding power cannot be obtained. On the other hand, when the weight average molecular weight exceeds 500,000, the penetrability into the core material is lowered and good removability is obtained. Absent.
  • the weight average molecular weight of the vinyl ester / (meth) acrylic acid alkyl ester copolymer (A) is determined by gel permeation chromatography (“Showex (trademark) GPC SYSTEM— 11 ”, column: Shodex (trademark) GPC KF-806L (exclusion limit molecular weight: 2 ⁇ 10 7 , separation range: 100 to 2 ⁇ 10 7 , theoretical plate number: 10,000 plates / tube, packing material: average particle Styrene-divinylbenzene copolymer having a diameter of 10 ⁇ m), sample: 0.5% by mass tetrahydrofuran solution of copolymer, developing solvent: tetrahydrofuran, column temperature: 40 ° C., flow rate: 2 mL / min It is a weight average molecular weight in terms of standard polystyrene molecular weight.
  • the copolymerization reaction for obtaining the vinyl ester / (meth) acrylic acid alkyl ester copolymer (A) is not particularly limited, and a normal radical polymerization method can be applied.
  • a monomer in which a polymerization initiator such as 2,2′-azobis (isobutyronitrile) or benzoyl peroxide is dissolved in the monomer (a1), the monomer (a2), the vinyl acetate (a3) and the monomer (a4).
  • the solution is dropped into an organic solvent and polymerized at 60 to 100 ° C. for 2 to 10 hours to obtain an organic solvent solution of the copolymer comprising (a1) to (a4).
  • the amount of the polymerization initiator used is usually 0.01 parts by weight to 1.0 parts by weight, preferably 0.05 parts by weight to 0.5 parts by weight with respect to 100 parts by weight as the total amount of (a1) to (a4). Part by mass.
  • organic solvent used for polymerization examples include ester solvents such as methyl acetate, ethyl acetate, methyl acetoacetate, and ethyl acetoacetate, aromatic hydrocarbons such as toluene and xylene, n-propyl alcohol, and iso-propyl alcohol. And aliphatic alcohols such as methyl ethyl ketone, methyl isobutyl ketone, and cyclohexanone. These organic solvents can be used alone or in combination of two or more. Among these organic solvents, ethyl acetate is preferable in terms of solubility, drying properties, environmental aspects, price, and the like.
  • the pressure-sensitive adhesive composition of the present invention is obtained by mixing the vinyl ester / (meth) acrylic acid alkyl ester copolymer (A) thus obtained with the isocyanate crosslinking agent (B). Although the crosslinking reaction starts after mixing, it takes some time for crosslinking to proceed sufficiently at room temperature.
  • the isocyanate crosslinking agent (B) is a compound having two or more isocyanato groups capable of reacting with a hydroxyl group in one molecule.
  • Specific examples of the isocyanate crosslinking agent (B) include 2,4-tolylene diisocyanate, 2,6-tolylene diisocyanate, hydrogenated tolylene diisocyanate, 1,3-xylylene diisocyanate, 1,4-xylylene diisocyanate, Hexamethylene diisocyanate, diphenylmethane-4,4-diisocyanate, isophorone diisocyanate, 1,3-bis (isocyanatomethyl) cyclohexane, tetramethylxylylene diisocyanate, 1,5-naphthalene diisocyanate, triphenylmethane triisocyanate, and their poly Examples include adducts of isocyanate compounds and polyol compounds such as trimethylolpropane, burettes and
  • isocyanate crosslinking agents (B) 2,4-tolylene diisocyanate, 2,6-tolylene diisocyanate, and hexamethylene diisocyanate are preferable in terms of reactivity, and 2,4-tolylene diene in terms of pressure-sensitive adhesive properties. More preferred are isocyanate and 2,6-tolylene diisocyanate.
  • the amount of the isocyanate crosslinking agent (B) used is preferably 0.1 to 10 parts by mass with respect to 100 parts by mass of the vinyl ester / (meth) acrylic acid alkyl ester copolymer (A). More preferably, it is 5 to 5 parts by mass, and most preferably 1.0 to 2.5 parts by mass. If the amount of the isocyanate crosslinking agent (B) used is 0.1 parts by mass or more with respect to 100 parts by mass of the vinyl ester / (meth) acrylic acid alkyl ester copolymer (A), the holding power becomes sufficient and better Heat resistance and removability can be obtained.
  • the amount of the isocyanate crosslinking agent (B) used is 10 parts by mass or less with respect to 100 parts by mass of the vinyl ester / (meth) acrylic acid alkyl ester copolymer (A), the flexibility of the resin is ensured, Impregnation into the core material is improved and better removability can be obtained.
  • the pressure-sensitive adhesive composition of the present invention preferably contains 40% by mass to 99.9% by mass of a nonvolatile content.
  • the non-volatile content is a value calculated from the following formula by weighing about 1 g of the pressure-sensitive adhesive composition on an aluminum dish having a diameter of 5 cm and then drying the residue at 110 ° C. for 5 hours and weighing the residue. It is.
  • the volatile matter here is ethyl acetate or the like.
  • Nonvolatile content (mass%) (mass of residual) / (initial mass) ⁇ 100
  • the pressure-sensitive adhesive composition of the present invention includes an antistatic agent, other acrylic pressure-sensitive adhesives, rosin, rosin ester, hydrogenated rosin ester, aromatic modified terpene resin, phenol as long as the effects of the present invention are not impaired.
  • Various additives such as tackifiers such as resins, xylene resins, styrene resins, coumarone resins, aliphatic petroleum resins, alicyclic petroleum resins, coloring agents, fillers, anti-aging agents, and UV absorbers are added. May be.
  • the nonwoven fabric core material for applying the pressure-sensitive adhesive composition of the present invention to provide a pressure-sensitive adhesive layer includes wet nonwoven fabrics using fibers such as rayon, pulp, hemp, and vinylon, polyesters that are long fibers, polypropylene, polyethylene, and nylon. Examples thereof include dry nonwoven fabrics, spunbonds, needle punches, water punches, and spunlaces that mainly use synthetic resin fibers such as.
  • the nonwoven fabric core material may be composed of one type of fiber, or may be composed of two or more types of fibers.
  • the basis weight of the nonwoven fabric core is preferably 10 g / m 2 to 30 g / m 2 , and 12 g / m 2 to 28 g / m 2 in terms of ensuring sufficient strength and suppressing interlaminar fracture. Is more preferable, and it is most preferable that it is 14 g / m 2 to 26 g / m 2 . Further, the thickness of the nonwoven fabric core material is appropriately set in the range of 15 ⁇ m to 125 ⁇ m depending on the application.
  • the pressure-sensitive adhesive layer comprising the pressure-sensitive adhesive composition of the present invention
  • a direct method in which the pressure-sensitive adhesive composition is directly coated on a nonwoven fabric core and dried, paper that has been subjected to mold release treatment with silicone or the like
  • a release material such as a plastic film
  • a pressure-sensitive adhesive layer by cross-linking by drying, and then pressurizing the nonwoven fabric core material on the pressure-sensitive adhesive layer
  • Examples thereof include a transfer method in which the pressure-sensitive adhesive layer is transferred onto the nonwoven fabric core material. After forming the pressure-sensitive adhesive layer on both surfaces of the nonwoven fabric core material, an aging treatment may be performed as necessary.
  • the coating method is not particularly limited as long as it is a general coating method, and examples thereof include a method using roll coating, die coating, gravure coating, comma coating, screen printing and the like.
  • release material for example, various synthetic resin sheets, paper, cloth, non-woven fabric, etc., which have been subjected to release treatment can be used.
  • the drying condition after coating is not particularly limited as long as the pressure-sensitive adhesive composition can be dried and cross-linked, for example, at 50 to 150 ° C. for 1 to 5 minutes.
  • the aging treatment is performed in order to balance the physical properties of the adhesive, and the aging conditions are usually from room temperature (25 ° C. ⁇ 5 ° C.) to 70 ° C. for 1 day to 30 days.
  • the treatment may be performed under conditions such as 1 day to 20 days at 40 ° C. or 1 day to 7 days at 40 ° C.
  • the pressure-sensitive adhesive composition of the present invention can be used for a re-peelable pressure-sensitive adhesive tape, and is particularly suitable for a re-peelable pressure-sensitive adhesive double-sided tape.
  • the thickness of the pressure-sensitive adhesive layer in the re-peelable pressure-sensitive adhesive tape or the re-peelable pressure-sensitive adhesive double-sided tape of the present invention is preferably 5 ⁇ m to 250 ⁇ m, more preferably 5 ⁇ m to 150 ⁇ m, and most preferably 5 ⁇ m to 100 ⁇ m.
  • the thickness of the pressure-sensitive adhesive layer is 5 ⁇ m or more, the physical properties of the pressure-sensitive adhesive are stabilized, and a better adhesive force can be obtained.
  • the thickness of the pressure-sensitive adhesive layer is 250 ⁇ m or less, the pressure-sensitive adhesive composition can be easily dried.
  • the polymerization catalyst solution in which 0.2 parts by mass of AIBN was dissolved in 10 parts by mass of ethyl acetate was successively added for 7 hours, diluted with ethyl acetate, cooled, and then discharged from the reactor.
  • the ester / (meth) acrylic acid alkyl ester copolymer solution was taken out.
  • the weight average molecular weight of the vinyl ester / (meth) acrylic acid alkyl ester copolymer was 360,000.
  • the nonvolatile content of the vinyl ester / (meth) acrylic acid alkyl ester copolymer solution was 51% by mass.
  • the acid value of the vinyl ester / (meth) acrylic acid alkyl ester copolymer is 0 mgKOH / g.
  • Examples 1 to 4 and Comparative Examples 1 to 5> Next, 45% isocyanate cross-linking agent (Coronate (registered trademark) L-45E manufactured by Nippon Polyurethane Industry Co., Ltd.) was added to the copolymer solutions of Synthesis Examples 1 to 8 in the blending amounts shown in Table 2 to form an adhesive composition. A product was prepared.
  • isocyanate cross-linking agent Coronate (registered trademark) L-45E manufactured by Nippon Polyurethane Industry Co., Ltd.
  • a double-sided tape was prepared according to the following method and subjected to characteristic evaluation (initial adhesive force, removability, holding force and ball tack). The results are shown in Tables 3 and 4.
  • the obtained double-sided tape was affixed to a stainless steel plate so that the area was 25 mm ⁇ 25 mm, and a load of 1 kg was applied under the condition of 80 ° C., according to the holding power measurement method of JIS Z 0237, The falling time was measured, and the deviation after 24 hours was measured for those whose dropping time exceeded 24 hours.
  • the example product when the appropriate amount of the isocyanate cross-linking agent was blended, the example product had excellent removability while having excellent adhesive strength. Furthermore, there was no problem with respect to the cohesive force without any deviation.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Adhesive Tapes (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

La présente invention porte sur une composition d'agent adhésif comprenant un copolymère d'ester vinylique-ester alkylique d'acide (méth)acrylique (A) produit par copolymérisation d'un monomère ester alkylique d'acide (méth)acrylique (a1), d'un monomère (méth)acrylate ayant un groupe hydroxy (a2), d'acétate de vinyle (a3) et d'un monomère ester d'acide maléique (a4) les uns avec les autres et un agent de réticulation isocyanate (B) ayant au moins deux groupes isocyanate, ladite composition d'agent adhésif étant caractérisée en ce que le copolymère d'ester vinylique-ester alkylique d'acide (méth)acrylique (A) a un indice d'acide inférieur à 1 mg de KOH/g et une masse moléculaire moyenne en poids de 150 000 à 500 000. Selon la présente invention, on peut obtenir une composition d'agent adhésif qui peut être utilisée de façon appropriée pour un ruban adhésif double face amovible qui a un excellent pouvoir adhésif et une excellente résistance de collage, qui a une bonne propriété d'infiltration dans un matériau noyau en non-tissé, en particulier un matériau noyau en non-tissé ayant un poids élevé par surface de dispositif, et qui peut être enlevé d'un objet considéré sans tacher l'objet lors du retrait du ruban adhésif double face de l'objet.
PCT/JP2014/077675 2013-10-23 2014-10-17 Composition d'agent adhésif et ruban adhésif double face amovible produit à l'aide de cette dernière Ceased WO2015060210A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2013-220031 2013-10-23
JP2013220031A JP2016222741A (ja) 2013-10-23 2013-10-23 粘着剤組成物及びそれを用いた再剥離型粘着両面テープ

Publications (1)

Publication Number Publication Date
WO2015060210A1 true WO2015060210A1 (fr) 2015-04-30

Family

ID=52992807

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2014/077675 Ceased WO2015060210A1 (fr) 2013-10-23 2014-10-17 Composition d'agent adhésif et ruban adhésif double face amovible produit à l'aide de cette dernière

Country Status (2)

Country Link
JP (1) JP2016222741A (fr)
WO (1) WO2015060210A1 (fr)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2018025335A1 (fr) * 2016-08-02 2018-02-08 凸版印刷株式会社 Fluide de revêtement pour adhésif sensible à la pression, procédé de formation de couche adhésive sensible à la pression l'utilisant, et film stratifié
WO2019075418A1 (fr) * 2017-10-12 2019-04-18 Avery Dennison Corporation Adhésif propre à faible dégazage
WO2020209212A1 (fr) * 2019-04-08 2020-10-15 デンカ株式会社 Procédé de production d'une bande adhésive
TWI845807B (zh) * 2020-03-13 2024-06-21 日商日東電工股份有限公司 再剝離黏著帶

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS62212484A (ja) * 1986-03-13 1987-09-18 Daicel Chem Ind Ltd 塵埃除去用粘着剤組成物
US4939220A (en) * 1988-03-17 1990-07-03 National Starch And Chemical Investment Holding Corporation Ethylene vinyl acetate-dioctyl maleate-2-ethylhexyl acrylate interpolymers
JPH069934A (ja) * 1992-06-29 1994-01-18 Sumitomo Chem Co Ltd 感圧性接着剤組成物
JP2008280439A (ja) * 2007-05-11 2008-11-20 Nitto Denko Corp 両面接着性感圧接着シート
JP2011168658A (ja) * 2010-02-17 2011-09-01 Daio Paper Corp 粘着剤組成物、および粘着シート

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS62212484A (ja) * 1986-03-13 1987-09-18 Daicel Chem Ind Ltd 塵埃除去用粘着剤組成物
US4939220A (en) * 1988-03-17 1990-07-03 National Starch And Chemical Investment Holding Corporation Ethylene vinyl acetate-dioctyl maleate-2-ethylhexyl acrylate interpolymers
JPH069934A (ja) * 1992-06-29 1994-01-18 Sumitomo Chem Co Ltd 感圧性接着剤組成物
JP2008280439A (ja) * 2007-05-11 2008-11-20 Nitto Denko Corp 両面接着性感圧接着シート
JP2011168658A (ja) * 2010-02-17 2011-09-01 Daio Paper Corp 粘着剤組成物、および粘着シート

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2018025335A1 (fr) * 2016-08-02 2018-02-08 凸版印刷株式会社 Fluide de revêtement pour adhésif sensible à la pression, procédé de formation de couche adhésive sensible à la pression l'utilisant, et film stratifié
WO2019075418A1 (fr) * 2017-10-12 2019-04-18 Avery Dennison Corporation Adhésif propre à faible dégazage
CN111163938A (zh) * 2017-10-12 2020-05-15 艾利丹尼森公司 低放气清洁胶黏剂
CN111163938B (zh) * 2017-10-12 2022-09-09 艾利丹尼森公司 低放气清洁胶黏剂
US11541639B2 (en) 2017-10-12 2023-01-03 Avery Dennison Corporation Low outgassing clean adhesive
WO2020209212A1 (fr) * 2019-04-08 2020-10-15 デンカ株式会社 Procédé de production d'une bande adhésive
JPWO2020209212A1 (fr) * 2019-04-08 2020-10-15
JP7368459B2 (ja) 2019-04-08 2023-10-24 デンカ株式会社 粘着テープの製造方法
TWI845807B (zh) * 2020-03-13 2024-06-21 日商日東電工股份有限公司 再剝離黏著帶

Also Published As

Publication number Publication date
JP2016222741A (ja) 2016-12-28

Similar Documents

Publication Publication Date Title
CN102858872B (zh) 丙烯酸系树脂溶液、粘合剂组合物、粘合剂、粘合片、带粘合剂层的光学构件
JP5151982B2 (ja) 感圧式接着剤および感圧式接着フィルム
US10920108B2 (en) Adhesive sheet
JP5361255B2 (ja) 粘着剤組成物および加工工程保護フィルム
JP5361254B2 (ja) 導電性粘着剤組成物および加工工程保護フィルム
JP7089346B2 (ja) 画像表示装置
CN111286277A (zh) 粘合片及其制造方法以及图像显示装置的制造方法
JP5544858B2 (ja) 偏光板用粘着剤組成物
JP2004331697A (ja) 粘着剤およびそれを用いた光学部材
JP2002129123A (ja) 偏光板用粘着剤組成物
JP5721537B2 (ja) 光学部材用アクリル系粘着剤及び粘着剤層付き光学部剤
JP2016199701A (ja) 粘着シートおよび接合体製造方法
JP2009108113A (ja) 感圧式接着剤および感圧式接着フィルム
JP2011127052A (ja) 表面保護シート用粘着剤組成物及び表面保護シート
WO2015060210A1 (fr) Composition d'agent adhésif et ruban adhésif double face amovible produit à l'aide de cette dernière
US20110159195A1 (en) Pressure-sensitive adhesive composition, pressure-sensitive adhesive sheet and method for producing pressure-sensitive adhesive sheet
JP6247571B2 (ja) 粘着剤組成物及び両面粘着材
WO2013146650A1 (fr) Composition d'agent adhésif et feuille adhésive des deux côtés et amovible l'utilisant
KR100942355B1 (ko) 액상 폴리이소프렌 고무를 포함하는 광경화형 점착 조성물및 이를 이용한 광경화형 점착 테이프
CN118019823A (zh) 粘合剂组合物及使用该粘合剂组合物的粘合片
US20190161651A1 (en) Pressure-sensitive adhesive sheet
JP6885886B2 (ja) 粘着剤組成物及び粘着シート
JPH11140405A (ja) 粘着剤用樹脂
JP2001031825A (ja) 水分散型剥離性組成物およびその製造方法ならびに剥離性基材と粘着シ―ト類
US20190106605A1 (en) Pressure-sensitive adhesive sheet

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 14855731

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 14855731

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: JP