WO2011033844A1 - 粘着剤組成物 - Google Patents

粘着剤組成物 Download PDF

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Publication number
WO2011033844A1
WO2011033844A1 PCT/JP2010/061579 JP2010061579W WO2011033844A1 WO 2011033844 A1 WO2011033844 A1 WO 2011033844A1 JP 2010061579 W JP2010061579 W JP 2010061579W WO 2011033844 A1 WO2011033844 A1 WO 2011033844A1
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mass
sensitive adhesive
pressure
component
polymer
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PCT/JP2010/061579
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English (en)
French (fr)
Japanese (ja)
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幸太 中野
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綜研化学株式会社
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Priority to CN201080039262.9A priority Critical patent/CN102482551B/zh
Publication of WO2011033844A1 publication Critical patent/WO2011033844A1/ja

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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J175/00Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
    • C09J175/04Polyurethanes
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/62Polymers of compounds having carbon-to-carbon double bonds
    • C08G18/6216Polymers of alpha-beta ethylenically unsaturated carboxylic acids or of derivatives thereof
    • C08G18/625Polymers of alpha-beta ethylenically unsaturated carboxylic acids; hydrolyzed polymers of esters of these acids
    • C08G18/6254Polymers of alpha-beta ethylenically unsaturated carboxylic acids and of esters of these acids containing hydroxy groups
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J133/00Adhesives 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
    • C09J133/04Homopolymers or copolymers of esters
    • C09J133/06Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09J133/08Homopolymers or copolymers of acrylic acid esters

Definitions

  • the present invention relates to a pressure-sensitive adhesive composition. More specifically, the present invention has a sufficient pressure-sensitive adhesive performance while using a polymer having a relatively small molecular weight, and can reduce the use amount of a volatile solvent and reduce the burden on the environment.
  • the present invention relates to an adhesive composition.
  • the pressure-sensitive adhesive it is effective to reduce the weight average molecular weight (Mw) of the polymer constituting the pressure-sensitive adhesive in order to increase the active ingredient ratio while maintaining good coating suitability.
  • Mw weight average molecular weight
  • the pressure-sensitive adhesive thus obtained has a lower viscosity than a high-molecular-weight polymer and can be adjusted to a viscosity that can be applied with relatively little solvent dilution, so that the amount of volatile solvent used can be greatly reduced. , Environmental burdens (solvent usage, CO 2 emissions during transportation, fuel usage), raw material costs during production, and the like can be reduced.
  • the pressure-sensitive adhesive is composed of a polymer having a small Mw according to the conventional technique, there is a problem that a product that can withstand practical use cannot be obtained. That is, in order to impart practically cohesive strength to the pressure-sensitive adhesive while using a polymer having a small Mw as described above, it is necessary to blend a large amount of a crosslinking agent in the polymer. Since the ratio is too large, the pressure-sensitive adhesive layer becomes hard, the stringing phenomenon peculiar to the pressure-sensitive adhesive hardly occurs, and there is a problem that the adhesive strength to a curved adherend surface is remarkably reduced.
  • Patent Document 1 describes a pressure-sensitive adhesive containing an acrylic acid alkyl ester monomer, a carboxyl group-containing monomer, and a polymerizable acid anhydride monomer as essential components.
  • the polymer Mw is 40. It has been described that it is preferable to use a polymer with a small Mw. In fact, it is said that the tack force is large at 400,000 or less, the peel force immediately after pasting is large, and the re-tensioning property may be inferior. Indicates that there is no practicality.
  • the present invention has been intensively studied on a copolymer used in an acrylic pressure-sensitive adhesive and a blend thereof.
  • a polymer used in the pressure-sensitive adhesive a polymer having a heterogeneous sea-island structure is used. By using it, it was found that an adhesive having a low molecular weight and excellent adhesive properties was obtained, and the present invention was completed.
  • the present invention provides the following components (A) and (B)
  • Mw weight average molecular weight
  • the present invention also provides the following components (A-1), (A-2) and (B) (A-1) First polymer having a weight average molecular weight (Mw) of 350,000 or less obtained by copolymerizing monomers (a′-1) to (a′-2) (a′-1) All monomer components (Meth) acrylic acid alkyl ester in an amount corresponding to 60 to 96 mass% (a′-2) hydroxy (meth) acrylic acid in an amount corresponding to 0.01 to 5 mass% with respect to all monomer components Alkyl ester (A-2) Second polymer (a′-3) having a weight average molecular weight (Mw) of 50,000 or less obtained by copolymerizing monomers (a′-3) to (a′-4) Carbonic acid vinyl ester in an amount corresponding to 3 to 30% by mass with respect to the monomer component (a'-4) Vinyl group-containing acid anhydride in an amount corresponding to 0.1 to 10% by mass with respect to the total monomer component (B) Including isocyanate crosslinking agent
  • the present invention uses (meth) acrylic acid alkyl ester and carboxylic acid vinyl ester or vinyl group-containing acid anhydride which are poorly compatible with this as a monomer for copolymerization, these phases are used in the reaction system.
  • a low molecular weight body in which only a monomer having poor solubility is copolymerized is produced, and a sea-island structure is formed in which the alkyl acrylate ester polymer is the sea and the carboxylic acid vinyl ester polymer is the island.
  • a copolymer of a carboxylic acid vinyl ester and a vinyl group-containing acid anhydride is blended with an acrylic acid alkyl ester polymer.
  • the pressure-sensitive adhesive composition of the present invention has such a sea structure in which mainly (meth) acrylic acid alkyl ester and hydroxy (meth) acrylic acid alkyl ester are copolymerized, and mainly carboxylic acid vinyl ester and vinyl group-containing acid. Since the polymer having an island structure copolymerized with an anhydride is used after cross-linking with an isocyanate, the cross-linking structure of the sea structure portion having a hydroxyl group highly reactive with the isocyanate group becomes dense, and conversely, the island structure portion is a cross-linking structure. Becomes sparse.
  • the amount of solvent used in the production of the pressure-sensitive adhesive is reduced, and the proportion of non-volatile content in the pressure-sensitive adhesive is increased. Amount, CO 2 emission amount during transportation, fuel consumption amount) and manufacturing cost can be reduced.
  • a polymer having a sea-island structure is used as a polymer to be used as an adhesive component, and there are two methods for forming such a polymer.
  • the method is (A) The following monomers (a-1) to (a-4) (A-1) (Meth) acrylic acid alkyl ester 60 to 96% by mass (A-2) Hydroxy (meth) acrylic acid alkyl ester 0.01 to 5% by mass (A-3) Carboxylic acid vinyl ester 3 to 30% by mass (A-4) Vinyl group-containing acid anhydride 0.1 to 10% by mass And a method for obtaining an acrylic polymer having a weight average molecular weight (Mw) of 350,000 or less and (b) monomers (a′-1) and (a′-2) (A′-1) (meth) acrylic acid alkyl ester in an amount corresponding to 60 to 96% by mass relative to all monomer components (a′-2) corresponding to 0.01 to 5% by mass relative to all monomer components A first polymer (component (A-1)) having a weight average molecular weight (Mw) of 350,000 or less obtained by copolymerizing an amount of hydroxy (meth) acrylic acid alkyl ester Mono
  • the preparation of the polymer by the method (a) is performed by polymerizing the monomers (a-1) to (a-4) and, if necessary, a monomer polymerizable with them in the same reaction vessel.
  • the component (a-1) used is preferably a linear or branched (meth) acrylic acid alkyl ester having 1 to 18 carbon atoms in the alkyl group, specifically, methyl (meth) acrylate, (Meth) ethyl acrylate, (meth) propyl acrylate, isopropyl (meth) acrylate, butyl (meth) acrylate, isobutyl (meth) acrylate, pentyl (meth) acrylate, hexyl (meth) acrylate, ( Examples include 2-ethylhexyl (meth) acrylate, octyl (meth) acrylate, nonyl (meth) acrylate, decyl (meth) acrylate, dodecyl (meth) acrylate, and lauryl (meth) acrylate. Of these, butyl acrylate and 2-ethylhexyl acrylate are preferably used because the glass transition temperature
  • Component (a-2) includes 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 3-hydroxypropyl (meth) acrylate, and 4-hydroxybutyl (meth) acrylate.
  • the monomer of component (a-3) includes vinyl acetate, vinyl propionate, vinyl butyrate, vinyl caproate, vinyl caprate, vinyl laurate, vinyl myristate, vinyl palmitate, vinyl stearate, cyclohexanecarboxylic acid.
  • vinyl esters such as vinyl, vinyl pivalate, vinyl octylate, vinyl monochloroacetate, vinyl methacrylate, vinyl crotonate, vinyl sorbate, vinyl benzoate, and vinyl cinnamate.
  • Vinyl acetate is preferably used from the viewpoint of dispersibility, polymerizability, and availability.
  • examples of the component (a-4) include vinyl group-containing acid anhydrides such as maleic anhydride, itaconic anhydride, and tetrahydrophthalic anhydride.
  • (meth) of (a-1) Maleic anhydride is preferably used because it has a good balance in the difference in compatibility with the alkyl acrylate ester and easily forms a sea-island structure.
  • component (a-1) is 60 to 96% by mass (hereinafter referred to as “%”) in all monomer components
  • component (a-2) is 0.01 to 5%
  • component (a-3) is 3 to 30%
  • component (a-4) is 0.1 to 10%.
  • the monomer polymerization reaction itself can be carried out by a conventionally known method. However, if the Mw of the obtained polymer exceeds 350,000, the amount of solvent used in the production of the pressure-sensitive adhesive can be reduced, as in the prior art. Therefore, it is necessary to establish appropriate polymerization conditions experimentally and to set Mw to 350,000 or less.
  • a polymerization reaction is controlled using a chain transfer agent such as normal dodecyl mercaptan, or a solvent such as methyl ethyl ketone having a large chain transfer constant is used as a polymerization solvent.
  • a chain transfer agent such as normal dodecyl mercaptan
  • a solvent such as methyl ethyl ketone having a large chain transfer constant is used as a polymerization solvent.
  • polymerizing etc. is mentioned.
  • the polymer prepared by the above method (a) is composed of a monomer (a-1) (meth) acrylic acid alkyl ester and a (a-2) hydroxy (meth) acrylic acid alkyl ester, and a monomer (a- 3) Since the compatibility with the carboxylic acid vinyl ester and (a-4) vinyl group-containing acid anhydride is poor, the polymer formed mainly of the monomers (a-1) and (a-2) is a sea component, A sea-island structure having a polymer formed mainly of monomers (a-3) and (a-4) as island components is obtained.
  • Whether the polymer obtained by the above method has a sea-island structure is determined by, for example, separating a component having an Mw of 50,000 or less from this polymer by GPC or the like, and then analyzing the component by GC-MS or the like. It can confirm that the content rate of the carboxylic acid vinyl ester in a component is 70% or more.
  • the preparation of the polymer by the method (b) requires the monomers (a′-1) and (a′-2) and the monomers (a′-3) and (a′-4) separately.
  • a polymerizable monomer to polymerize a first polymer having an Mw of 350,000 or less and a second polymer having an Mw of 50,000 or less, and then blending them.
  • Monomer (a′-1), monomer (a′-2), monomer (a′-3) and (a′-4) used in method (b) are the monomers used in method (a), respectively. These are the same corresponding to (a-1), monomer (a-2), monomers (a-3) and (a-4).
  • the polymerization reaction itself for obtaining the first polymer and the second polymer can be carried out by a conventionally known method, but it is necessary to make Mw 350,000 or less and 50,000 or less, respectively. It is necessary to establish proper polymerization conditions.
  • the polymerization reaction is controlled using a chain transfer agent such as normal dodecyl mercaptan, or a solvent such as methyl ethyl ketone having a large chain transfer constant is used as a polymerization solvent.
  • a chain transfer agent such as normal dodecyl mercaptan
  • a solvent such as methyl ethyl ketone having a large chain transfer constant
  • examples thereof include a polymerization method.
  • the first polymer and the second polymer thus obtained are then blended according to a conventional method to form a pressure-sensitive adhesive polymer.
  • the polymer obtained by the above method (a) or method (b) can be further crosslinked with an isocyanate-based crosslinking agent as component (B) to obtain a pressure-sensitive adhesive composition.
  • isocyanate-based crosslinking agent for component (B) used for this crosslinking examples include tolylene diisocyanate, chlorophenylene diisocyanate, hexamethylene diisocyanate, tetramethylene diisocyanate, isophorone diisocyanate, xylylene diisocyanate, diphenylmethane diisocyanate, water Isocyanate monomers such as diphenylmethane diisocyanate added and isocyanate compounds, isocyanurate compounds, burette type compounds obtained by adding these isocyanate monomers with trimethylolpropane, etc., as well as polyether polyols, polyester polyols, acrylic polyols, polybutadiene polyols, polyisoprene polyols Urethane prepolymer-type isocyanate produced by addition reaction Etc. The.
  • the amount of component (B) used is about 0.5 to 5 parts by weight, preferably 1.0 to 3.0 parts by weight, based on 100 parts by weight of the solid content of the polymer. It is.
  • the pressure-sensitive adhesive composition of the present invention includes a tackifier resin, an antioxidant, an ultraviolet absorber, a plasticizer, an antistatic agent, a flame retardant, and a filler as necessary within the range that does not impair the effects of the present invention. You may mix
  • the reason why the polymer used as a pressure-sensitive adhesive has a sufficient adhesion performance even though the Mw of the polymer is smaller than that of a conventional polymer is that it has a sea-island structure, and the sea component and the island component have different functions.
  • the sea component is mainly composed of an acrylic acid alkyl ester polymer, but by incorporating a hydroxy (meth) acrylic acid alkyl ester into this, a hydroxyl group as a crosslinking point is introduced.
  • the island component is mainly composed of a carboxylic acid vinyl ester polymer. By incorporating maleic anhydride into this, a carboxyl group as a crosslinking point is introduced.
  • the crosslinking ratio is estimated to be in the relationship of sea component> island component.
  • the sea component is a low-molecular-high bridge and has a strong and cohesive property
  • the island component is an ultra-low molecule-low-crosslink and has a flexible and stringing property. It is considered that the sea part and the island part have the characteristics that the toughness and the flexibility are contradictory, so that the adhesive part has excellent adhesive performance even though the Mw is small.
  • Example 1 In a reactor equipped with a stirrer, a reflux condenser, a thermometer, and a nitrogen introduction tube, 40 parts by weight of butyl acrylate (BA), 49 parts by weight of 2-ethylhexyl acrylate (2EHA), 2-hydroxyethyl acrylate (2HEA) 0.5 parts by weight, vinyl acetate (VAc) 10 parts by weight, maleic anhydride (MM) 1 part by weight, chain transfer agent normal dodecyl mercaptan (NDM) 0.025 part by weight and methyl ethyl ketone (MEK) 50 parts by weight The air in the reaction vessel was replaced with nitrogen gas.
  • BA butyl acrylate
  • EHA 2-ethylhexyl acrylate
  • 2HEA 2-hydroxyethyl acrylate
  • VAc vinyl acetate
  • MM maleic anhydride
  • NDM chain transfer agent normal dodecyl mercaptan
  • MEK methyl ethyl
  • a polymerized rosin ester resin DP2669 (manufactured by Rika Finetech Co., Ltd.), which is a tackifier resin, is an isocyanate-based crosslinking agent with respect to 100 parts by weight of the solid content of the obtained acrylic polymer (1) solution.
  • Coronate L (manufactured by Nippon Polyurethane Industry Co., Ltd.) was added so that the active ingredient was 1.4 parts by weight to obtain a pressure-sensitive adhesive composition.
  • the obtained pressure-sensitive adhesive composition was coated on a paper separator so that the thickness after drying was 65 ⁇ m, dried at 80 ° C. for 2 minutes, transferred to both surfaces of the nonwoven fabric, and 23 ° C., 65%. Was aged for 7 days to obtain a nonwoven fabric double-sided PSA sheet having a tape thickness of 145 ⁇ m.
  • Examples 2 to 8 and Comparative Examples 1 to 9 According to the composition shown in Table 1, the pressure-sensitive adhesive compositions of Examples 2 to 8 and Comparative Examples 1 to 9 were obtained according to Example 1. This was made into the nonwoven fabric double-sided adhesive sheet by the method described in Example 1.
  • AA Acrylic acid DP2669: Polymerized rosin ester resin (manufactured by Rika Finetech Co., Ltd.)
  • TR-105 Terpene resin (YS resin TR-105; manufactured by Yasuhara Chemical Co., Ltd.)
  • SEA-100 Rosin ester resin (Superester A-100; Arakawa Chemical Industries, Ltd.)
  • CL Isocyanate-based crosslinking agent (Coronate L; manufactured by Nippon Polyurethane Co., Ltd.)
  • TX Epoxy crosslinking agent (Tetrad X; manufactured by Mitsubishi Gas Chemical Co., Inc.)
  • MA Metal chelate crosslinking agent (Narsem Aluminum; Nippon Chemical Industry Co., Ltd.) Made)
  • Test example 1 The nonwoven fabric double-sided PSA sheets prepared in Examples 1 to 8 and Comparative Examples 1 to 9 were tested for adhesive strength, holding power and constant load by the following methods. The results are shown in Table 2.
  • Adhesive force The paper separator on one side of the obtained double-sided pressure-sensitive adhesive sheet was peeled off, and a 25 ⁇ m-released polyethylene terephthalate film was bonded to the peeled pressure-sensitive adhesive layer to obtain a pressure-sensitive adhesive sheet.
  • the obtained adhesive sheet was cut into a size of 25 mm ⁇ 150 mm to obtain a test piece.
  • the paper separator was peeled off from this test piece, bonded to a SUS plate and a PP plate, respectively, and reciprocally pressed with a 2 kg roller, and allowed to stand in an environment of 23 ° C. and 65% for 20 minutes. 180 degree peel strength (g / 25 mm) was measured in min.
  • a pressure-sensitive adhesive sheet was prepared in the same manner as described above, and cut into a width of 20 mm to prepare a test piece.
  • the paper separator is peeled off from this test piece and attached to a SUS plate so that an area of 20 mm ⁇ 20 mm is in contact, and the size (mm) or drop when left for 60 minutes at a temperature of 80 ° C. and a load of 1 kg. The time until was measured ( ⁇ in the table means falling).
  • a pressure-sensitive adhesive sheet was prepared in the same manner as described above, and cut into a size of 20 ⁇ 50 mm to prepare a test piece.
  • the paper separator is peeled off from this test piece and bonded to an SUS plate and a PP plate, respectively, and a load of 200 g is applied in the direction of 90 ° at a temperature of 80 ° C., and the peeling distance (mm) when left for 60 minutes or until dropping. Time was measured ( ⁇ in the table means falling).
  • the viscosity of the pressure-sensitive adhesive composition is measured with a B-type viscometer. When the viscosity is less than 200 poise (25 ° C.), the coating property is good ( ⁇ ), and the viscosity is 200 poise (25 ° C.) or more. Evaluated as defective (x).
  • CO 2 emissions (kg) fuel consumption (L) x CO 2 emission factor CO 2 emission factor: 2.62 Fuel consumption: 3.5km / L
  • the (meth) acrylic acid alkyl ester as the component (a-1) of the present invention of Examples 1 to 8, the hydroxy (meth) acrylic acid alkyl ester as the component (a-2), the component (a- 3) A pressure-sensitive adhesive composition obtained by crosslinking a low molecular weight acrylic polymer obtained by copolymerizing a predetermined amount of a carboxylic acid vinyl ester (3) and a vinyl group-containing acid anhydride (a-4) with an isocyanate crosslinking agent.
  • the product was found to be a pressure-sensitive adhesive composition having a low molecular weight and good adhesive performance, and further reducing the load on the environment due to the small amount of solvent used.
  • Comparative Example 1 in which the carboxylic acid vinyl ester of component (a-3) was not copolymerized was insufficient in formation of the sea-island structure, so that sufficient adhesion performance could not be exhibited, and the holding power The pressure-sensitive adhesive composition was inferior in constant load peelability.
  • Comparative Example 2 where the vinyl group-containing acid anhydride of component (a-4) was not copolymerized, the sea-island structure was formed, but the functional group serving as a cross-linking point was substantially present in the island-structured polymer. For this reason, the obtained pressure-sensitive adhesive composition was inferior in constant load peelability.
  • Comparative Example 3 in which the hydroxy (meth) acrylic acid alkyl ester of component (a-2) was not copolymerized, the polymer that forms the sea part of the sea-island structure has almost no functional group serving as a crosslinking point. Even when the isocyanate-based crosslinking agent (B) was added, sufficient cohesive force could not be imparted, and the pressure-sensitive adhesive composition was inferior in both holding power and constant load peelability. Further, in Comparative Examples 5 and 6 using an epoxy crosslinking agent and a metal chelate crosslinking agent in place of the isocyanate crosslinking agent of component (B), there is a difference in crosslinking density between the sea part and the island part of the sea-island structure. Therefore, the toughness derived from the sea part and the flexibility derived from the island part cannot be achieved, and the pressure-sensitive adhesive composition is inferior in the constant load peelability.
  • Comparative Examples 7 and 8 using a polymer having an Mw of 500,000 the amount of solvent used is increased in Comparative Example 7 in which the solvent is diluted to the extent that coating is possible and the solid content concentration is 45%.
  • the amount of CO 2 emission and the amount of fuel used increase, resulting in a high environmental load.
  • Comparative Example 8 in which the solid content concentration is 70% in order to reduce the amount of solvent used the workability is high because the viscosity is too high. It was bad and it became an adhesive composition which had a problem in coating property, such as film thickness becoming non-uniform
  • Example 9 A reactor equipped with a stirrer, a reflux condenser, a thermometer, and a nitrogen introduction tube was charged with 45 parts by weight of butyl acrylate (BA), 55 parts by weight of 2-ethylhexyl acrylate (2EHA), and 2-hydroxyethyl acrylate. (2HEA) 0.5 parts by weight, normal transfer decyl mercaptan (NDM) 0.040 parts by weight and methyl ethyl ketone (MEK) 50 parts by weight were charged, and the air in the reaction vessel was replaced with nitrogen gas.
  • BA butyl acrylate
  • 2EHA 2-ethylhexyl acrylate
  • 2-hydroxyethyl acrylate 2-hydroxyethyl acrylate
  • 2HEA normal transfer decyl mercaptan
  • MEK methyl ethyl ketone
  • reaction vessel was raised to 70 ° C.
  • 0.1 part by weight of initiator azobisisobutyronitrile (AIBN) was added, and the mixture was reacted for 1 hour.
  • AIBN initiator azobisisobutyronitrile
  • 0.1 part by weight of AIBN was added and reacted for 2 hours while raising the reaction temperature to 80 ° C.
  • 0.2 part by weight of AIBN was added, and the reaction was carried out for 3 hours while maintaining the reaction temperature at 80 ° C.
  • the temperature of the reaction vessel was raised to 70 ° C., 0.2 part by weight of an initiator azobisisobutyronitrile (AIBN) was added, and the mixture was reacted for 1 hour. Thereafter, 0.2 part by weight of AIBN was added, and the reaction was carried out for 2 hours while raising the reaction temperature to 80 ° C. Further, 0.4 part by weight of AIBN was added and reacted for 3 hours while maintaining the reaction temperature at 80 ° C. to obtain an acrylic polymer solution (3) having a weight average molecular weight of 35,000.
  • AIBN initiator azobisisobutyronitrile
  • the obtained pressure-sensitive adhesive composition was made into a nonwoven fabric double-sided pressure-sensitive adhesive sheet by the method described in Example 1, and evaluated by the method described in Test Examples. The results are shown in Table 3.
  • the polymer obtained by the blending method from polymer 1 (component (A-1)) and polymer 2 (component (A-2)) has the same characteristics as the polymer having a sea-island structure obtained by copolymerization. It became clear that the adhesive composition which has this was obtained.
  • the present invention it is possible to obtain a pressure-sensitive adhesive composition having no problem with the adhesiveness even if the polymer Mw constituting the pressure-sensitive adhesive is smaller than the conventional one. And since Mw of a polymer component is small, the solvent amount at the time of preparing an adhesive composition can be reduced, and the effect excellent in the environmental aspect and the cost side can be acquired.
  • the pressure-sensitive adhesive composition of the present invention can be widely used in place of the conventional pressure-sensitive adhesive composition as having excellent environmental properties and economy.

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  • 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)
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PCT/JP2010/061579 2009-09-15 2010-07-08 粘着剤組成物 WO2011033844A1 (ja)

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JP5721537B2 (ja) * 2010-06-15 2015-05-20 日本合成化学工業株式会社 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
CN102533178A (zh) * 2011-12-30 2012-07-04 宁波太古新材料科技有限公司 一种低voc双面胶带组合物及其制备方法
JP2015110685A (ja) * 2012-03-30 2015-06-18 昭和電工株式会社 粘着剤組成物及びそれを用いた再剥離型粘着両面シート
CN103045129B (zh) * 2012-12-28 2015-07-22 宁波大榭开发区综研化学有限公司 丙烯酸酯胶粘剂、应用有该胶粘剂的保护膜胶带及其制备方法
KR20140140225A (ko) * 2013-05-29 2014-12-09 동우 화인켐 주식회사 점착제 조성물
KR20150122506A (ko) * 2014-04-23 2015-11-02 동우 화인켐 주식회사 점착제 조성물
JP6371615B2 (ja) 2014-07-11 2018-08-08 綜研化学株式会社 粘着剤組成物、粘着シート、積層体、画像表示装置及び入出力装置
JP6390376B2 (ja) * 2014-11-25 2018-09-19 東洋インキScホールディングス株式会社 粘着剤および粘着シート
JP6108023B1 (ja) * 2016-02-02 2017-04-05 東洋インキScホールディングス株式会社 粘着剤および粘着シート
CN107177316A (zh) * 2017-06-27 2017-09-19 阜南县力韦包装材料有限公司 一种耐高温高湿的软包装材料用粘结剂
TWI701309B (zh) * 2018-12-07 2020-08-11 長興材料工業股份有限公司 可交聯共聚物及其應用
JP7286377B2 (ja) * 2019-03-29 2023-06-05 アイカ工業株式会社 粘着剤組成物
CN110577808B (zh) * 2019-09-24 2020-06-19 苏州世华新材料科技股份有限公司 一种具有图案化胶区的高粘接强度耐化学性聚丙烯酸酯胶带及其制备方法

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CN102482551B (zh) 2014-04-02
TW201118141A (en) 2011-06-01

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