WO2010078346A1 - Stretch releasable adhesive tape - Google Patents

Stretch releasable adhesive tape Download PDF

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Publication number
WO2010078346A1
WO2010078346A1 PCT/US2009/069714 US2009069714W WO2010078346A1 WO 2010078346 A1 WO2010078346 A1 WO 2010078346A1 US 2009069714 W US2009069714 W US 2009069714W WO 2010078346 A1 WO2010078346 A1 WO 2010078346A1
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WO
WIPO (PCT)
Prior art keywords
weight percent
substrate
adhesive tape
reaction mixture
polymerizable
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/US2009/069714
Other languages
English (en)
French (fr)
Inventor
Michiko Yamanaka
Michael D. Determan
Albert I. Everaerts
Thu-Van T. Tran
Jayshree Seth
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.)
3M Innovative Properties Co
Original Assignee
3M Innovative Properties Co
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 3M Innovative Properties Co filed Critical 3M Innovative Properties Co
Priority to EP09797240A priority Critical patent/EP2379660A1/en
Priority to KR1020117017694A priority patent/KR101668131B1/ko
Priority to CN2009801573436A priority patent/CN102325851B/zh
Priority to JP2011544590A priority patent/JP5715573B2/ja
Priority to SG2011047859A priority patent/SG172431A1/en
Priority to US13/142,004 priority patent/US8557378B2/en
Publication of WO2010078346A1 publication Critical patent/WO2010078346A1/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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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
    • 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
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    • B32B25/04Layered products comprising a layer of natural or synthetic rubber comprising rubber as the main or only constituent of a layer, which is next to another layer of the same or of a different material
    • B32B25/08Layered products comprising a layer of natural or synthetic rubber comprising rubber as the main or only constituent of a layer, which is next to another layer of the same or of a different material of synthetic resin
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    • BPERFORMING OPERATIONS; TRANSPORTING
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    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00Layered products comprising a layer of synthetic resin
    • B32B27/28Layered products comprising a layer of synthetic resin comprising synthetic resins not wholly covered by any one of the sub-groups B32B27/30 - B32B27/42
    • B32B27/283Layered products comprising a layer of synthetic resin comprising synthetic resins not wholly covered by any one of the sub-groups B32B27/30 - B32B27/42 comprising polysiloxanes
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    • B32B27/30Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers
    • B32B27/302Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers comprising aromatic vinyl (co)polymers, e.g. styrenic (co)polymers
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    • B32B27/30Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers
    • B32B27/308Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers comprising acrylic (co)polymers
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    • B32B7/04Interconnection of layers
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    • B32B7/04Interconnection of layers
    • B32B7/12Interconnection of layers using interposed adhesives or interposed materials with bonding properties
    • 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
    • C09J183/00Adhesives based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Adhesives based on derivatives of such polymers
    • C09J183/04Polysiloxanes
    • 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
    • C09J201/00Adhesives based on unspecified macromolecular compounds
    • C09J201/005Dendritic macromolecules
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    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00Adhesives in the form of films or foils
    • C09J7/20Adhesives in the form of films or foils characterised by their carriers
    • C09J7/22Plastics; Metallised plastics
    • 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
    • C09J7/00Adhesives in the form of films or foils
    • C09J7/20Adhesives in the form of films or foils characterised by their carriers
    • C09J7/22Plastics; Metallised plastics
    • C09J7/24Plastics; Metallised plastics based on macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
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    • 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
    • C09J7/00Adhesives in the form of films or foils
    • C09J7/30Adhesives in the form of films or foils characterised by the adhesive composition
    • 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
    • C09J7/00Adhesives in the form of films or foils
    • C09J7/30Adhesives in the form of films or foils characterised by the adhesive composition
    • C09J7/38Pressure-sensitive adhesives [PSA]
    • C09J7/381Pressure-sensitive adhesives [PSA] based on macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • C09J7/385Acrylic polymers
    • BPERFORMING OPERATIONS; TRANSPORTING
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    • B32B2262/00Composition or structural features of fibres which form a fibrous or filamentary layer or are present as additives
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    • B32B2307/10Properties of the layers or laminate having particular acoustical properties
    • B32B2307/102Insulating
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    • B32B2307/00Properties of the layers or laminate
    • B32B2307/70Other properties
    • B32B2307/748Releasability
    • BPERFORMING OPERATIONS; TRANSPORTING
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    • B32B2405/00Adhesive articles, e.g. adhesive tapes
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00Use of inorganic substances as compounding ingredients
    • C08K3/34Silicon-containing compounds
    • C08K3/36Silica
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
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    • C08K5/0025Crosslinking or vulcanising agents; including accelerators
    • CCHEMISTRY; METALLURGY
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    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
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    • C08L2205/02Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
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    • C08L2666/02Organic macromolecular compounds, natural resins, waxes or and bituminous materials
    • C08L2666/04Macromolecular compounds according to groups C08L7/00 - C08L49/00, or C08L55/00 - C08L57/00; Derivatives thereof
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    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L33/00Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • C08L33/04Homopolymers or copolymers of esters
    • C08L33/06Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
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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
    • C09J2301/00Additional features of adhesives in the form of films or foils
    • C09J2301/30Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
    • C09J2301/302Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier the adhesive being pressure-sensitive, i.e. tacky at temperatures inferior to 30°C
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    • 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
    • C09J2301/00Additional features of adhesives in the form of films or foils
    • C09J2301/30Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
    • C09J2301/308Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier the adhesive tape or sheet losing adhesive strength when being stretched, e.g. stretch adhesive
    • 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
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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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
    • C09J2433/00Presence of (meth)acrylic polymer
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Definitions

  • the second acrylic copolymer is a second polymerized product of a second polymerizable reaction mixture that contains (a) a second crosslinker having at least two (meth)acryloyl groups in an amount up to 25 weight percent based on a total weight of polymerizable material in the second polymerizable reaction mixture and (b) either (i) a second monovalent monomer mixture containing 1) an alkyl (meth)acrylate having an alkyl group with at least 4 carbon atoms in an amount equal to at least 40 weight percent based on the total weight of polymerizable material in the second polymerizable reaction mixture and 2) a second polar monomer in an amount up to 40 weight percent based on the total weight of polymerizable material in the second polymerizable reaction mixture or (ii) a partially polymerized product of the second monovalent monomer mixture.
  • the amount of the low Tg yielding acrylic monomer can be in the range of 40 to 99 weight percent, in the range of 45 to 95 weight percent, in the range of 45 to 90 weight percent, in the range of 50 to 95 weight percent, in the range of 60 to 95 weight percent, or in the range of 70 to 95 weight percent.
  • polar monomer refers to a monomer having a single ethylenically unsaturated group and a polar group.
  • Exemplary first polar monomers with a hydroxyl group include, but are not limited to, hydroxyalkyl (meth)acrylates (e.g., 2-hydroxyethyl acrylate or 3-hydroxypropyl acrylate), hydroxyalkyl (meth)acrylamides (e.g., 2-hydroxyethyl acrylamide or 3- hydroxypropyl acrylamide), and ethoxylated hydroxyethyl methacrylate (e.g., monomers commercially available from Sartomer under the trade designation CD570, CD571, CD572).
  • Exemplary polar monomers with a carboxyl group include, but are not limited to, acrylic acid, methacrylic acid, and itaconic acid.
  • the inorganic particles are aerogels such as silica aerogel particles (e.g., crushed aerogels or areogel powder).
  • the silica aerogel particles often have pores in the nanometer range (e.g., less than 100 nanometers or less than 50 nanometers) and have surface areas equal to at least 500 m 2 /gram.
  • Some exemplary aerogel silica particles have an average particle size that is less than 20 microns or less than 10 microns. Although the size of the silica aerogel particles are larger than the wavelength of light, the particles are often translucent and can be used to form adhesive layers that are relatively clear even though they may not be considered to be optically clear.
  • Exemplary silica aerogel particles in translucent and opacified grades are commercially available under the trade designation NANOGEL from Cabot (Billerica, MA).
  • Exposure to actinic radiation or heat results in the polymerization of any remaining polymerizable material (i.e., polymerization of non-reacted ethylenically unsaturated groups) within the second precursor composition.
  • any remaining polymerizable material i.e., polymerization of non-reacted ethylenically unsaturated groups
  • some of the monomers included in the second polymerizable reaction mixture are partially polymerized to increase the viscosity of the second polymerizable reaction mixture. The viscosity is often increased to that corresponding to a syrup-like material.
  • a microstructured surface to the outer surface of a pressure-sensitive adhesive layer (i.e., the surface of the pressure- sensitive adhesive layer opposite the backing layer).
  • Microstructured surfaces tend to facilitate air egress during lamination. If it is desired to have a microstructured surface on the pressure-sensitive adhesive layer, this layer can be formed while in contact with a tool or a liner (e.g., a release liner) containing microstructured features. After curing the precursor composition to form the pressure-sensitive adhesive layer, the liner or tool can then be removed to expose an adhesive film having a microstructured surface.
  • a liner e.g., a release liner
  • each pressure-sensitive adhesive layer includes inorganic particles.
  • the backing layer can optionally include inorganic particles.
  • Any suitable substrates can be adhered to each pressure-sensitive adhesive layer.
  • the substrates can provide any desired function, can be formed from any suitable material, can have any desired flexibility or rigidity, and can have any desired size, shape, thickness, and aspect ratio.
  • the substrate can be a single layer or can include multiple layers of material such as a support layer, a primer layer, a hard coat layer (e.g., acrylic or polyurethane), a decorative design, or the like. Either substrate or both substrates can be an outer surface layer of another article.
  • an article that includes a first substrate, a second substrate, and a stretch releasable adhesive tape positioned between the first substrate and the second substrate.
  • the first substrate and second substrate are each independently selected from a display, polarizer, touch panel, lens, reflector, diffraction grating, mirror, projection prism, or multilayer optical film.
  • the stretch releasable adhesive tape is optically clear and couples the first substrate to the second substrate. The second substrate is visible when viewed through both the first substrate and the adhesive tape.
  • Butyl acrylate is an alkyl acrylate purchased from Mitsubishi Chemical Co. (Minato-ku, Tokyo-to, Japan).
  • Test strips of the adhesive tapes were prepared having dimensions of 15 mm in width and 30 mm in length. Each adhesive tape had a backing layer and two pressure- sensitive adhesive layers. A 20 mm portion of the adhesive tape was positioned between a poly(methyl methacrylate) substrate (MR-200 from Mitsubishi Rayon) and a glass substrate (Eagle 2000 from Nihon Tact Co., Ltd.) leaving 10 mm of the adhesive tape available to function as the pulling tab. The resulting article was dwelled with a 1 kilogram weight (the weight was positioned on top of the article) for 20 minutes.
  • MR-200 poly(methyl methacrylate) substrate
  • glass substrate Etheral 2000 from Nihon Tact Co., Ltd.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Adhesive Tapes (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Laminated Bodies (AREA)
  • Polymerisation Methods In General (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
PCT/US2009/069714 2008-12-31 2009-12-29 Stretch releasable adhesive tape Ceased WO2010078346A1 (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
EP09797240A EP2379660A1 (en) 2008-12-31 2009-12-29 Stretch releasable adhesive tape
KR1020117017694A KR101668131B1 (ko) 2008-12-31 2009-12-29 연신 분리가능한 접착 테이프
CN2009801573436A CN102325851B (zh) 2008-12-31 2009-12-29 可拉伸剥离的粘合带
JP2011544590A JP5715573B2 (ja) 2008-12-31 2009-12-29 引き伸ばし剥離可能な接着テープ
SG2011047859A SG172431A1 (en) 2008-12-31 2009-12-29 Stretch releasable adhesive tape
US13/142,004 US8557378B2 (en) 2008-12-31 2009-12-29 Stretch releasable adhesive tape

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US14176708P 2008-12-31 2008-12-31
US61/141,767 2008-12-31

Publications (1)

Publication Number Publication Date
WO2010078346A1 true WO2010078346A1 (en) 2010-07-08

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PCT/US2009/069714 Ceased WO2010078346A1 (en) 2008-12-31 2009-12-29 Stretch releasable adhesive tape

Country Status (8)

Country Link
US (1) US8557378B2 (enExample)
EP (1) EP2379660A1 (enExample)
JP (1) JP5715573B2 (enExample)
KR (1) KR101668131B1 (enExample)
CN (1) CN102325851B (enExample)
SG (1) SG172431A1 (enExample)
TW (1) TWI452106B (enExample)
WO (1) WO2010078346A1 (enExample)

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US8557378B2 (en) 2013-10-15
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EP2379660A1 (en) 2011-10-26
KR20110102480A (ko) 2011-09-16
SG172431A1 (en) 2011-07-28
JP2012514119A (ja) 2012-06-21
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US20110253301A1 (en) 2011-10-20
CN102325851A (zh) 2012-01-18

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