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
  • C09J133/08—Homopolymers or copolymers of acrylic acid esters
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
  • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
  • C09D5/20—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes for coatings strippable as coherent films, e.g. temporary coatings strippable as coherent films

Definitions

• the present invention relates to an aqueous pressure-sensitive adhesive composition having excellent adhesive force and little change with time, and a pressure-sensitive adhesive sheet using the same.
• ⁇ Adhesive sheets are used in various fields, and there are applications in which adhesive sheets are peeled off from adherends after a certain period of time has passed since they were attached to adherends. At this time, a part of the pressure-sensitive adhesive often remains on the adherend. Therefore, there has been proposed a re-peelable pressure-sensitive adhesive that does not have this and can be easily peeled off from the adherend.
• Patent Document 5 an aqueous dispersion of a vinyl compound using a water-soluble polymer compound as a protective colloid (see Patent Document 5) has been disclosed, but it is intended to be used as an adhesive and used as an adhesive. Is not disclosed.
• An object of the present invention is to provide an aqueous pressure-sensitive adhesive composition with less contamination of the adherend surface and a pressure-sensitive adhesive sheet using the same.
• the present inventors have obtained a synthetic resin emulsion obtained by polymerizing an ethylenically unsaturated monomer using a water-soluble or water-dispersible polyester as a protective colloid. It discovered that the said subject was solved by using for an aqueous adhesive, and came to complete this invention. That is, the present invention relates to an aqueous pressure-sensitive adhesive composition comprising a synthetic resin emulsion obtained by polymerizing an ethylenically unsaturated monomer using water-soluble or water-dispersible polyester as a protective colloid.
• the ethylenically unsaturated monomer is preferably a (meth) acrylic acid ester.
• the number average molecular weight of the water-soluble or water-dispersible polyester is preferably 3,000 to 30,000.
• the water-soluble or water-dispersible polyester preferably has a hydroxyl group or a carboxyl group.
• a crosslinking agent having two or more functional groups capable of reacting with a hydroxyl group or a carboxyl group in the molecule.
• the functional group of the crosslinking agent is preferably an isocyanate group or an epoxy group.
• the amount of the water-soluble or water-dispersible polyester is preferably in the range of 10% by mass to 50% by mass in terms of solid content with respect to the ethylenically unsaturated monomer.
• the present invention also relates to a pressure-sensitive adhesive sheet obtained by using any one of the aqueous pressure-sensitive adhesive compositions described above.
• the releasable water-based pressure-sensitive adhesive composition is excellent in adhesiveness, can be easily peeled off from the adherend surface even after being attached to the adherend for a long time, and has little contamination on the adherend surface. And the adhesive sheet using the same can be provided.
• the aqueous pressure-sensitive adhesive composition according to the present invention contains a synthetic resin emulsion obtained by polymerizing an ethylenically unsaturated monomer using water-soluble or water-dispersible polyester as a protective colloid.
• the amount of the water-soluble or water-dispersible polyester is preferably 10% by mass to 50% by mass in terms of solid content in a synthetic resin emulsion obtained by polymerizing an ethylenically unsaturated monomer, and is 20% by mass. More preferably, it is ⁇ 40% by mass. If the water-soluble or water-dispersible polyester is less than 10% by mass, the polymerization stability may be reduced, whereas if it exceeds 50% by mass, the water resistance may be reduced.
• the nonvolatile content of the synthetic resin emulsion is preferably in the range of 30% by mass to 60% by mass. If the non-volatile content is less than 30% by mass, the drying property becomes slow, which is not preferable. If the non-volatile content exceeds 60% by mass, the viscosity of the synthetic resin emulsion becomes too high.
• the viscosity of the synthetic resin emulsion is preferably 10 to 10,000 mPa ⁇ s in consideration of the coating property of the aqueous pressure-sensitive adhesive composition, and in the case of transfer coating, it is preferably 300 to 10,000 mPa ⁇ s. More preferred.
• This synthetic resin emulsion in the present invention can be obtained by radical polymerization of an ethylenically unsaturated monomer in the presence of water-soluble or water-dispersible polyester.
• the amount of water-soluble or water-dispersible polyester used is preferably 10% by mass to 50% by mass in terms of solid content with respect to the ethylenically unsaturated monomer, and 20% by mass to 40%. More preferably, it is mass%.
• the ethylenically unsaturated monomer used in the present invention may be any monomer having at least one polymerizable vinyl group, and has, for example, a linear, branched or cyclic alkyl chain (meth).
• Typical examples include acrylic esters, aromatic vinyl compounds such as styrene and ⁇ -methylstyrene, heterocyclic vinyl compounds such as vinylpyrrolidone, hydroxyalkyl (meth) acrylates, alkylamino (meth) acrylates, vinyl acetate and vinyl alkanoates.
• Vinyl esters monoolefins (ethylene, propylene, butylene, isobutylene, etc.), conjugated diolefins (butadiene, isoprene, chloroprene, etc.), ⁇ , ⁇ -unsaturated mono- or dicarboxylic acids (acrylic acid, methacrylic acid, Crotonic acid, itaconic acid, maleic acid, fumaric acid, etc.
• Vinyl cyanide compounds such as acrylonitrile, carbonyl group-containing ethylenically unsaturated monomers acrolein and diacetone acrylamide, etc., sulfonic acid group-containing ethylenically unsaturated monomers such as p- toluenesulfonic acid.
• ethylenically unsaturated monomers may be used individually by 1 type, and may be used in combination of 2 or more type.
• (Meth) acrylate is preferred. That is, the synthetic resin is preferably a (meth) acrylic acid ester copolymer obtained using these ethylenically unsaturated monomers.
• the glass transition temperature of the emulsion obtained by polymerizing the ethylenically unsaturated monomer is preferably ⁇ 60 to 0 ° C., more preferably ⁇ 50 to ⁇ 20 ° C. If the glass transition temperature is lower than ⁇ 60 ° C., the adhesive force at the time of re-peeling does not sufficiently decrease, so that the pressure-sensitive adhesive composition tends to remain on the adherend surface. In particular, the initial adhesive force tends to be insufficient.
• the glass transition temperature here is a value calculated from the Fox equation.
• the water-soluble or water-dispersible polyester used in the present invention is a known one obtained by neutralizing a polymer obtained by polymerizing a polybasic acid and a polyol, and its production method is not limited at all.
• the water-soluble polyester means one that is completely soluble in water at 23 ° C.
• the water-dispersible polyester has a hydrophobic part (hydrophobic part) and a hydrophilic part (hydrophilic part) in the polyester molecule at 23 ° C., and the hydrophobic part is hydrophilic in water. This refers to particles that are dispersed in a form that is surrounded by a sex part and is stably dispersed.
• polybasic acid component examples include terephthalic acid, isophthalic acid, phthalic acid, naphthalene dicarboxylic acid, adipic acid, succinic acid, sebacic acid, dodecanedioic acid and the like. These may be used individually by 1 type and may be used in combination of 2 or more type.
• polystyrene resin examples include ethylene glycol, propylene glycol, 1,4-butanediol, 1,6-hexanediol, neopentyl glycol, diethylene glycol, dipropylene glycol, cyclohexanedimethanol, bisphenol and the like. These may be used individually by 1 type and may be used in combination of 2 or more type.
• water-soluble or water-dispersible polyesters described above those having a hydroxyl group or a carboxyl group as a functional group are preferable.
• a water-soluble or water-dispersible polyester having a hydroxyl group or a carboxyl group By using a water-soluble or water-dispersible polyester having a hydroxyl group or a carboxyl group, the stability of emulsion particles during radical polymerization is improved.
• a hydroxyl group or a carboxyl group can undergo a crosslinking reaction relatively easily, a water-soluble or water-dispersible polyester and a synthetic resin are crosslinked by adding a crosslinking agent capable of reacting with a hydroxyl group or a carboxyl group.
• the cohesive strength and water resistance of the aqueous pressure-sensitive adhesive composition can be further improved.
• polyesters As the water-soluble or water-dispersible polyester used in the present invention, commercially available polyesters may be used as they are. For example, Plus Coat (registered trademark) Z-3310, Z-880 (manufactured by Kyoyo Chemical Industry Co., Ltd.) ) And the like.
• the number average molecular weight of the water-soluble or water-dispersible polyester used in the present invention is preferably 3,000 to 30,000, more preferably 10,000 to 30,000.
• the number average molecular weight is less than 3,000, the viscosity of the aqueous pressure-sensitive adhesive composition tends to decrease and the adhesive force tends to be insufficient.
• the number average molecular weight is larger than 30,000, the viscosity of the aqueous pressure-sensitive adhesive composition is high. The coating property tends to be poor.
• the glass transition temperature of the water-soluble or water-dispersible polyester used in the present invention is preferably ⁇ 20 to 100 ° C., more preferably ⁇ 20 to 70 ° C.
• the glass transition temperature is lower than ⁇ 20 ° C., the hydrophobicity of the polyester tends to be high, and the production as a water-soluble polyester tends to be difficult.
• the glass transition temperature is higher than 100 ° C., the adhesiveness decreases, and the initial adhesive strength is particularly low. It tends to be insufficient.
• the aqueous pressure-sensitive adhesive composition of the present invention preferably contains a crosslinking agent having two or more functional groups capable of reacting with a hydroxyl group or a carboxyl group in the molecule.
• a crosslinking agent having two or more functional groups capable of reacting with a hydroxyl group or a carboxyl group in the molecule.
• the crosslinking agent used include aliphatic polyisocyanates [aliphatic diisocyanates such as propylene diisocyanate, trimethylene diisocyanate, tetramethylene diisocyanate, hexamethylene diisocyanate (HDI), trimethylhexamethylene diisocyanate (TMDI), and lysine diisocyanate (LDI).
• polyisocyanate components can be derived from derivatives such as multimers (dimers, trimers, tetramers, etc.), adducts, modified products (burette modified products, allophanate modified products, urea modified products, etc.)
• the urethane oligomer etc. which have the following isocyanate group may be sufficient.
• These polyisocyanate components may be used individually by 1 type, and may be used in combination of 2 or more type.
• non-yellowing polyisocyanates such as aliphatic polyisocyanates or derivatives thereof, alicyclic polyisocyanates or derivatives thereof, particularly aliphatic isocyanates or derivatives thereof (eg hexamethylene diisocyanate or trimers thereof) Body).
• hydrophilic polyisocyanate or water-dispersible polyisocyanate
• water-dispersible or self-emulsifying polyisocyanate examples include a hydrophilic group [for example, a nonionic group (for example, a hydroxyl group, a (poly) oxyethylene group, an alkylphenyl (poly) oxyethylene group), an anionic group, etc.) on the basic skeleton of the polyisocyanate.
• a polyisocyanate into which a group (such as a carboxyl group or a sulfonic acid group) or a cationic group (such as a tertiary amino group) is introduced can be used.
• a hydrophilic polyisocyanate may be a block type polyisocyanate in which an isocyanate group is protected with a protective group such as lactams (such as caprolactam) and oximes (such as methyl ethyl ketoxime and acetoxime).
• water dispersible or self-emulsifying polyisocyanate commercially available ones may be used as they are, for example, Aquanate (registered trademark) AQ-100, AQ-110, AQ-120, AQ-200, and AQ- 210 (manufactured by Nippon Polyurethane Industry Co., Ltd.), Denacol (registered trademark) EX-313, EX-512, EX-614B, EX-810 (manufactured by Nagase ChemteX Corporation) and the like.
• Aquanate registered trademark
• AQ-100 AQ-100
• AQ-110 AQ-120
• AQ-200 AQ-200
• AQ- 210 manufactured by Nippon Polyurethane Industry Co., Ltd.
• Denacol registered trademark
• EX-313 EX-512
• EX-614B EX-810
• a crosslinking agent having two or more functional groups capable of reacting with carboxyl groups of water-soluble or water-dispersible polyester for example, epoxy groups.
• a crosslinking agent containing at least two epoxy groups including alicyclic
• Examples include polyfunctional epoxy compounds such as diglycidyl ether, polypropylene glycol diglycidyl ether, glycerin polyglycidyl ether, pentaerythritol polyglycidyl ether, sorbitol polyglycidyl ether, trimethylpropane polyglycidyl ether, neopentyl glycol glycidyl ether, and bisphenol A glycid
• glycerin polyglycidyl ether is preferable in that it has excellent dispersibility in an emulsion and high crosslinking efficiency.
• the amount of the crosslinking agent used is preferably 0% by mass to 40% by mass and more preferably 0% by mass to 20% by mass with respect to the water-soluble or water-dispersible polyester.
• usage-amount of a crosslinking agent exceeds 40 mass%, an unreacted crosslinking agent may remain in an aqueous adhesive composition, and it may cause a fall of water resistance.
• the crosslinking agent As a method for adding the crosslinking agent, it may be added immediately before processing the adhesive sheet.
• the synthetic resin emulsion in the present invention can be obtained by radical polymerization of an ethylenically unsaturated monomer composition in the presence of a water-soluble or water-dispersible polyester.
• the polymerization reaction is carried out by any one of batch, semi-continuous and continuous methods using an atmospheric pressure reactor or a pressure resistant reactor.
• the reaction temperature is usually 10 ° C to 100 ° C, but 30 ° C to 90 ° C is common.
• the reaction time is not particularly limited, and may be appropriately adjusted according to the amount of each component and the reaction temperature.
• the water-soluble or water-dispersible polyester that is a protective colloid contributes to the stability of the emulsion particles, but an anionic emulsifier, a nonionic emulsifier, a reaction as necessary. May be added to the polymerization system. What is necessary is just to adjust suitably the kind and usage-amount of an emulsifier according to the usage-amount of water-soluble or water-dispersible polyester, the composition of an ethylenically unsaturated monomer, etc.
• emulsifiers examples include nonionic surfactants such as polyoxyalkylene alkyl ethers, polyoxyalkylene alkyl phenol ethers, polyoxyalkylene fatty acid esters, polyoxyalkylene sorbitan fatty acid esters, alkyl sulfate esters, and alkylbenzene sulfonates.
• anionic surfactants such as alkyl sulfosuccinate, alkyl diphenyl ether disulfonate, polyoxyalkylene alkyl sulfate, and polyoxyalkylene alkyl phosphate. These may be used individually by 1 type and may be used in combination of 2 or more type.
• a water-soluble polymer such as polyvinyl alcohol, methyl cellulose, carboxymethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, and polyvinyl pyrrolidone may be added to the polymerization system as long as the water resistance of the aqueous pressure-sensitive adhesive composition is not impaired.
• the polymerization initiator used in radical polymerization may be any known and conventional one, and examples thereof include hydrogen peroxide, ammonium persulfate, potassium persulfate, sodium persulfate, and t-butyl hydroperoxide. If necessary, these polymerization initiators may be combined with sodium sulfoxylate formaldehyde, ascorbic acid, sulfites, tartaric acid or salts thereof for redox polymerization. Moreover, you may use chain transfer agents, such as alcohol and mercaptans, as needed.
• the water-based pressure-sensitive adhesive composition of the present invention includes resin components such as acrylic resins, ethylene-vinyl acetate resins, vinyl acetate resins, epoxy resins, amino resins, urethane resins and the like within a range that does not impair the effects of the present invention.
• resin components such as acrylic resins, ethylene-vinyl acetate resins, vinyl acetate resins, epoxy resins, amino resins, urethane resins and the like within a range that does not impair the effects of the present invention.
• Various additives such as a viscosity improver, a colorant, an antiblocking agent, and an antifoaming agent may be added.
• the adherend when using the aqueous pressure-sensitive adhesive composition of the present invention as the pressure-sensitive adhesive is not particularly limited, and examples thereof include paper, plastic film, metal, glass, woven fabric, nonwoven fabric, and foam having irregularities on the surface. Of these, plastic film, metal, and glass are preferably used.
• this invention relates to the adhesive sheet by which the adhesive layer formed from the said aqueous adhesive composition was laminated
• the material of the sheet (base material) is not particularly limited, and examples thereof include materials such as paper, plastic film, metal, glass, woven fabric, nonwoven fabric, and foam having irregularities on the surface. Plastic films, woven fabrics, and nonwoven fabrics are preferably used as sheets and foam materials having irregularities on the surface.
• a direct method in which the water-based pressure-sensitive adhesive composition is directly coated on the substrate and dried, silicone or the like
• the aqueous pressure-sensitive adhesive composition is applied on a release material such as paper or plastic film that has been subjected to release treatment in step 1 and dried to form a pressure-sensitive adhesive layer.
• a transfer method in which the materials are stacked and pressed to transfer the pressure-sensitive adhesive layer onto the substrate.
• Examples of the coating method include a method using a roll coater, a comma coater, a lip coater, a fountain die coater, a gravure coater or the like as a coating machine.
• the aqueous pressure-sensitive adhesive composition of the present invention has a solid content concentration of 30 to 60% by weight, a viscosity of 10 to 10,000 mPa ⁇ s (BH viscometer, 10 revolutions, 23 ° C.), and a pH of 6 to 9. Is preferred.
• a viscosity of 10 to 10,000 mPa ⁇ s (BH viscometer, 10 revolutions, 23 ° C.)
• a pH of 6 to 9. is preferred.
• Non-volatile content About 1 g of the resin emulsion was weighed on an aluminum dish having a diameter of 5 cm, dried at 105 ° C. for 1 hour, and the remainder was weighed.
• Example 1 250 parts by mass of 2-ethylhexyl acrylate, 125 parts by mass of methyl methacrylate, 20 parts by mass of 2-hydroxyethyl methacrylate, 3 parts by mass of a reactive emulsifier (AQUALON KH-10, manufactured by Daiichi Kogyo Seiyaku Co., Ltd.) and 150 parts by mass of ion-exchanged water Were mixed and emulsified with a homomixer to prepare an ethylenically unsaturated monomer emulsion composition.
• a reactive emulsifier AQUALON KH-10, manufactured by Daiichi Kogyo Seiyaku Co., Ltd.
• This ethylenically unsaturated monomer emulsion composition and a solution obtained by dissolving 0.8 parts by mass of potassium persulfate with 46 parts by mass of ion-exchanged water were added dropwise over 3 hours.
• the temperature in the reactor was kept at 80 ° C.
• the mixture was kept at 80 ° C. for 1 hour and then cooled to room temperature to obtain a resin emulsion of Example 1.
• the properties of the obtained resin emulsion were a non-volatile content of 50.0% by mass, a viscosity of 1,300 mPa ⁇ s, and a pH of 7.0.
• Example 2 A resin emulsion of Example 2 was obtained in the same manner as in Example 1 except that 0.5 part of Aquanate AQ-210 (manufactured by Nippon Polyurethane Industry Co., Ltd.) was added as a crosslinking agent.
• the properties of the obtained resin emulsion were a non-volatile content of 49.8% by mass, a viscosity of 1,300 mPa ⁇ s, and a pH of 7.0.
• Example 3 Example except that Plus Coat Z-880 (manufactured by Kyoyo Chemical Industry Co., Ltd., nonvolatile content 25 mass%, Tg 20 ° C., number average molecular weight about 15,000) was used as the water dispersible polyester instead of Plus Coat Z-3310 Operation similar to 2 was performed and the resin emulsion of Example 3 was obtained.
• the properties of the obtained resin emulsion were a non-volatile content of 50.0% by mass, a viscosity of 1,500 mPa ⁇ s, and a pH of 7.0.
• Example 4 A resin emulsion of Example 4 was obtained in the same manner as in Example 2 except that 0.1 part of Denacol EX-810 (manufactured by Nagase ChemteX Corporation) was added instead of Aquanate AQ-210.
• the properties of the obtained resin emulsion were a non-volatile content of 50.0% by mass, a viscosity of 1,300 mPa ⁇ s, and a pH of 7.0.
• Example 5 A resin emulsion of Example 5 was obtained in the same manner as in Example 3 except that 0.1 part of Denacol EX-810 (manufactured by Nagase ChemteX Corporation) was added instead of Aquanate AQ-210.
• the properties of the obtained resin emulsion were a non-volatile content of 50.0% by mass, a viscosity of 1,500 mPa ⁇ s, and a pH of 7.0.
• Comparative Example 1 A resin emulsion of Comparative Example 1 was obtained in the same manner as in Example 1 except that PVA217 (manufactured by Kuraray Co., Ltd., saponification degree: 87 to 89%) was used instead of using Plus Coat Z-3310.
• the properties of the obtained resin emulsion were a non-volatile content of 50.0% by mass, a viscosity of 12,000 mPa ⁇ s, and a pH of 7.2.
• a four-necked flask reactor equipped with a stirrer, a thermometer, and a reflux condenser was charged with 1 part by weight of a reactive emulsifier (Daiichi Kogyo Seiyaku Co., Ltd., Aqualon KH-10) and 189 parts by weight of ion-exchanged water. The temperature was raised to 80 ° C. Next, 0.4 parts by mass of potassium persulfate was added to the reactor, and dropwise addition of the previously prepared ethylenically unsaturated monomer emulsion composition was started.
• a reactive emulsifier Daiichi Kogyo Seiyaku Co., Ltd., Aqualon KH-10
• This ethylenically unsaturated monomer emulsion composition and a solution obtained by dissolving 0.8 parts by mass of potassium persulfate with 46 parts by mass of ion-exchanged water were added dropwise over 3 hours.
• the temperature in the reactor was kept at 80 ° C. Two hours after the start of dropping, a large amount of agglomerates was generated, and the reaction was stopped.
• the pressure-sensitive adhesive composition obtained as described above was coated on a release paper so that the thickness after drying was 60 ⁇ m, and then dried at a temperature of 105 ° C. for 3 minutes.
• the pressure-sensitive adhesive composition on the release paper was layered on a nonwoven fabric (basis weight 14 g / m 2 ) and pressure-bonded with a roll. This operation was also performed on the other side of the nonwoven fabric to obtain a nonwoven fabric substrate pressure-sensitive adhesive sheet.
• a 25 ⁇ m PET film was bonded to one side and cured at 60 ° C. for 3 days, and then physical properties were measured.
• the obtained adhesive sheet was bonded to a SUS304 polishing plate at 23 ° C. and 50% RH by reciprocating a 2 kg roller and left in a constant temperature bath at 60 ° C. and 80% RH for 7 days. 180 degree peel strength (N / 10 mm) was measured according to the method for measuring the adhesive strength defined in Z0237.
• the obtained pressure-sensitive adhesive sheet was attached to a stainless steel plate so that the bonding area was 25 mm ⁇ 25 mm, applied with a load of 1 kg under the condition of 23 ° C., and in accordance with the measuring method of holding force defined in JIS Z 0237. Then, the drop time (min) of the pressure-sensitive adhesive sheet was measured.
• the aqueous pressure-sensitive adhesive composition according to the present invention is excellent in adhesiveness to a substrate, has little change in adhesive force with time, and has a removability. It turns out that it is also excellent.

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• 2010
  • 2010-05-20 JP JP2010116774A patent/JP2011241346A/ja active Pending
• 2011
  • 2011-04-14 WO PCT/JP2011/059287 patent/WO2011145414A1/ja not_active Ceased
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