AU665606B2 - Removable, low melt viscosity acrylic pressure sensitive adhesives - Google Patents
Removable, low melt viscosity acrylic pressure sensitive adhesives Download PDFInfo
- Publication number
- AU665606B2 AU665606B2 AU32784/93A AU3278493A AU665606B2 AU 665606 B2 AU665606 B2 AU 665606B2 AU 32784/93 A AU32784/93 A AU 32784/93A AU 3278493 A AU3278493 A AU 3278493A AU 665606 B2 AU665606 B2 AU 665606B2
- Authority
- AU
- Australia
- Prior art keywords
- adhesive
- weight
- alkyl acrylate
- crosslinker
- acrylate
- 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
Links
- 239000004820 Pressure-sensitive adhesive Substances 0.000 title claims description 35
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 title description 12
- 230000001070 adhesive effect Effects 0.000 claims description 104
- 239000000853 adhesive Substances 0.000 claims description 103
- 125000005250 alkyl acrylate group Chemical group 0.000 claims description 55
- 239000000203 mixture Substances 0.000 claims description 44
- 239000004971 Cross linker Substances 0.000 claims description 35
- 125000000217 alkyl group Chemical group 0.000 claims description 27
- 125000004432 carbon atom Chemical group C* 0.000 claims description 24
- 238000000034 method Methods 0.000 claims description 21
- 238000000576 coating method Methods 0.000 claims description 18
- 150000002734 metacrylic acid derivatives Chemical class 0.000 claims description 18
- 239000011248 coating agent Substances 0.000 claims description 17
- 239000000463 material Substances 0.000 claims description 16
- 238000012546 transfer Methods 0.000 claims description 12
- 238000004519 manufacturing process Methods 0.000 claims description 11
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims description 9
- 238000005065 mining Methods 0.000 claims description 8
- 150000004756 silanes Chemical class 0.000 claims description 8
- 125000004429 atom Chemical group 0.000 claims description 5
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 4
- 150000008365 aromatic ketones Chemical class 0.000 claims description 4
- 229910000077 silane Inorganic materials 0.000 claims description 3
- 150000008062 acetophenones Chemical class 0.000 claims 4
- 239000012965 benzophenone Substances 0.000 claims 4
- 150000008366 benzophenones Chemical class 0.000 claims 4
- 230000000379 polymerizing effect Effects 0.000 claims 3
- 238000001035 drying Methods 0.000 claims 2
- JCYZMTMYPZHVBF-UHFFFAOYSA-N Melarsoprol Chemical compound NC1=NC(N)=NC(NC=2C=CC(=CC=2)[As]2SC(CO)CS2)=N1 JCYZMTMYPZHVBF-UHFFFAOYSA-N 0.000 claims 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N ferric oxide Chemical compound O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 239000000758 substrate Substances 0.000 description 63
- 229920000139 polyethylene terephthalate Polymers 0.000 description 48
- 239000005020 polyethylene terephthalate Substances 0.000 description 47
- 238000012360 testing method Methods 0.000 description 45
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 33
- -1 inherently tacky Substances 0.000 description 27
- 239000000123 paper Substances 0.000 description 23
- 239000000178 monomer Substances 0.000 description 17
- 238000006243 chemical reaction Methods 0.000 description 16
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 14
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 12
- 230000000052 comparative effect Effects 0.000 description 11
- 239000007787 solid Substances 0.000 description 10
- 229920000728 polyester Polymers 0.000 description 8
- FIHBHSQYSYVZQE-UHFFFAOYSA-N 6-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCOC(=O)C=C FIHBHSQYSYVZQE-UHFFFAOYSA-N 0.000 description 7
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 6
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 6
- 229920002301 cellulose acetate Polymers 0.000 description 6
- 239000004005 microsphere Substances 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- ZDHCZVWCTKTBRY-UHFFFAOYSA-N omega-Hydroxydodecanoic acid Natural products OCCCCCCCCCCCC(O)=O ZDHCZVWCTKTBRY-UHFFFAOYSA-N 0.000 description 6
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 5
- DXPPIEDUBFUSEZ-UHFFFAOYSA-N 6-methylheptyl prop-2-enoate Chemical compound CC(C)CCCCCOC(=O)C=C DXPPIEDUBFUSEZ-UHFFFAOYSA-N 0.000 description 5
- 238000004132 cross linking Methods 0.000 description 5
- 238000010128 melt processing Methods 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 239000012298 atmosphere Substances 0.000 description 4
- 239000012943 hotmelt Substances 0.000 description 4
- 239000003999 initiator Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- LTYBJDPMCPTGEE-UHFFFAOYSA-N (4-benzoylphenyl) prop-2-enoate Chemical compound C1=CC(OC(=O)C=C)=CC=C1C(=O)C1=CC=CC=C1 LTYBJDPMCPTGEE-UHFFFAOYSA-N 0.000 description 3
- NNQPQJLMERNWGN-UHFFFAOYSA-N 11-methyldodecyl prop-2-enoate Chemical compound CC(C)CCCCCCCCCCOC(=O)C=C NNQPQJLMERNWGN-UHFFFAOYSA-N 0.000 description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 3
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 description 3
- 230000000740 bleeding effect Effects 0.000 description 3
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 3
- GMMVDHHXYPDRJR-UHFFFAOYSA-N hexacosyl prop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCOC(=O)C=C GMMVDHHXYPDRJR-UHFFFAOYSA-N 0.000 description 3
- NGYRYRBDIPYKTL-UHFFFAOYSA-N icosyl prop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCCCOC(=O)C=C NGYRYRBDIPYKTL-UHFFFAOYSA-N 0.000 description 3
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 description 3
- HMZGPNHSPWNGEP-UHFFFAOYSA-N octadecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C(C)=C HMZGPNHSPWNGEP-UHFFFAOYSA-N 0.000 description 3
- FSAJWMJJORKPKS-UHFFFAOYSA-N octadecyl prop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C=C FSAJWMJJORKPKS-UHFFFAOYSA-N 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- 239000003522 acrylic cement Substances 0.000 description 2
- 125000005233 alkylalcohol group Chemical group 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 230000009477 glass transition Effects 0.000 description 2
- 238000007757 hot melt coating Methods 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
- 229910052753 mercury Inorganic materials 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- ANISOHQJBAQUQP-UHFFFAOYSA-N octyl prop-2-enoate Chemical compound CCCCCCCCOC(=O)C=C ANISOHQJBAQUQP-UHFFFAOYSA-N 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
- KWVGIHKZDCUPEU-UHFFFAOYSA-N 2,2-dimethoxy-2-phenylacetophenone Chemical compound C=1C=CC=CC=1C(OC)(OC)C(=O)C1=CC=CC=C1 KWVGIHKZDCUPEU-UHFFFAOYSA-N 0.000 description 1
- NCTBYWFEJFTVEL-UHFFFAOYSA-N 2-methylbutyl prop-2-enoate Chemical compound CCC(C)COC(=O)C=C NCTBYWFEJFTVEL-UHFFFAOYSA-N 0.000 description 1
- CFVWNXQPGQOHRJ-UHFFFAOYSA-N 2-methylpropyl prop-2-enoate Chemical compound CC(C)COC(=O)C=C CFVWNXQPGQOHRJ-UHFFFAOYSA-N 0.000 description 1
- ZVYGIPWYVVJFRW-UHFFFAOYSA-N 3-methylbutyl prop-2-enoate Chemical compound CC(C)CCOC(=O)C=C ZVYGIPWYVVJFRW-UHFFFAOYSA-N 0.000 description 1
- BVDBXCXQMHBGQM-UHFFFAOYSA-N 4-methylpentan-2-yl prop-2-enoate Chemical compound CC(C)CC(C)OC(=O)C=C BVDBXCXQMHBGQM-UHFFFAOYSA-N 0.000 description 1
- JHWGFJBTMHEZME-UHFFFAOYSA-N 4-prop-2-enoyloxybutyl prop-2-enoate Chemical compound C=CC(=O)OCCCCOC(=O)C=C JHWGFJBTMHEZME-UHFFFAOYSA-N 0.000 description 1
- CTJNIFYNYXUFFE-UHFFFAOYSA-N 6-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound C(C=C)(=O)OCCCCCCOC(C=C)=O.C(C=C)(=O)OCCCCCCOC(C=C)=O CTJNIFYNYXUFFE-UHFFFAOYSA-N 0.000 description 1
- CUXGDKOCSSIRKK-UHFFFAOYSA-N 7-methyloctyl prop-2-enoate Chemical compound CC(C)CCCCCCOC(=O)C=C CUXGDKOCSSIRKK-UHFFFAOYSA-N 0.000 description 1
- COCLLEMEIJQBAG-UHFFFAOYSA-N 8-methylnonyl 2-methylprop-2-enoate Chemical compound CC(C)CCCCCCCOC(=O)C(C)=C COCLLEMEIJQBAG-UHFFFAOYSA-N 0.000 description 1
- LVGFPWDANALGOY-UHFFFAOYSA-N 8-methylnonyl prop-2-enoate Chemical compound CC(C)CCCCCCCOC(=O)C=C LVGFPWDANALGOY-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 229920001875 Ebonite Polymers 0.000 description 1
- 239000001856 Ethyl cellulose Substances 0.000 description 1
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 description 1
- 241000411998 Gliricidia Species 0.000 description 1
- 235000009664 Gliricidia sepium Nutrition 0.000 description 1
- 239000004831 Hot glue Substances 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 239000012790 adhesive layer Substances 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 229910010293 ceramic material Inorganic materials 0.000 description 1
- 238000007385 chemical modification Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 229920001249 ethyl cellulose Polymers 0.000 description 1
- 235000019325 ethyl cellulose Nutrition 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- ZNAOFAIBVOMLPV-UHFFFAOYSA-N hexadecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCCCOC(=O)C(C)=C ZNAOFAIBVOMLPV-UHFFFAOYSA-N 0.000 description 1
- 238000009474 hot melt extrusion Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 230000009878 intermolecular interaction Effects 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 230000000873 masking effect Effects 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- NZIDBRBFGPQCRY-UHFFFAOYSA-N octyl 2-methylprop-2-enoate Chemical compound CCCCCCCCOC(=O)C(C)=C NZIDBRBFGPQCRY-UHFFFAOYSA-N 0.000 description 1
- 238000000643 oven drying Methods 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 229920003223 poly(pyromellitimide-1,4-diphenyl ether) Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 238000003672 processing method Methods 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 230000003014 reinforcing effect Effects 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 238000000807 solvent casting Methods 0.000 description 1
- 238000000935 solvent evaporation Methods 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 238000010345 tape casting Methods 0.000 description 1
- 238000009864 tensile test Methods 0.000 description 1
- ATZHWSYYKQKSSY-UHFFFAOYSA-N tetradecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCOC(=O)C(C)=C ATZHWSYYKQKSSY-UHFFFAOYSA-N 0.000 description 1
- XZHNPVKXBNDGJD-UHFFFAOYSA-N tetradecyl prop-2-enoate Chemical compound CCCCCCCCCCCCCCOC(=O)C=C XZHNPVKXBNDGJD-UHFFFAOYSA-N 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
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
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—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 a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1808—C8-(meth)acrylate, e.g. isooctyl (meth)acrylate or 2-ethylhexyl (meth)acrylate
-
- 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
- C08G18/40—High-molecular-weight compounds
- C08G18/62—Polymers of compounds having carbon-to-carbon double bonds
- C08G18/6216—Polymers of alpha-beta ethylenically unsaturated carboxylic acids or of derivatives thereof
- C08G18/622—Polymers of esters of alpha-beta ethylenically unsaturated carboxylic acids
- C08G18/6225—Polymers of esters of acrylic or methacrylic acid
-
- 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
-
- 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]
- C09J7/381—Pressure-sensitive adhesives [PSA] based on macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- C09J7/385—Acrylic polymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—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 a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1818—C13or longer chain (meth)acrylate, e.g. stearyl (meth)acrylate
-
- 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
- C08G2170/00—Compositions for adhesives
- C08G2170/40—Compositions for pressure-sensitive adhesives
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
- C08L2666/28—Non-macromolecular organic substances
-
- 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
- C09J2203/00—Applications of adhesives in processes or use of adhesives in the form of films or foils
- C09J2203/334—Applications of adhesives in processes or use of adhesives in the form of films or foils as a label
-
- 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
- C09J2301/30—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
- C09J2301/302—Additional 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Adhesive Tapes (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US81659391A | 1991-12-31 | 1991-12-31 | |
| US816593 | 1991-12-31 | ||
| PCT/US1992/010776 WO1993013147A1 (en) | 1991-12-31 | 1992-12-18 | Removable, low melt viscosity acrylic pressure sensitive adhesives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU3278493A AU3278493A (en) | 1993-07-28 |
| AU665606B2 true AU665606B2 (en) | 1996-01-11 |
Family
ID=25221064
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU32784/93A Ceased AU665606B2 (en) | 1991-12-31 | 1992-12-18 | Removable, low melt viscosity acrylic pressure sensitive adhesives |
| AU34185/93A Ceased AU665613B2 (en) | 1991-12-31 | 1992-12-21 | Removable, low melt viscosity acrylic pressure sensitive adhesives |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU34185/93A Ceased AU665613B2 (en) | 1991-12-31 | 1992-12-21 | Removable, low melt viscosity acrylic pressure sensitive adhesives |
Country Status (14)
| Country | Link |
|---|---|
| US (2) | US5648425A (cg-RX-API-DMAC10.html) |
| EP (2) | EP0619830B1 (cg-RX-API-DMAC10.html) |
| JP (2) | JPH07502558A (cg-RX-API-DMAC10.html) |
| KR (1) | KR100270155B1 (cg-RX-API-DMAC10.html) |
| CN (1) | CN1073962A (cg-RX-API-DMAC10.html) |
| AU (2) | AU665606B2 (cg-RX-API-DMAC10.html) |
| BR (2) | BR9207011A (cg-RX-API-DMAC10.html) |
| CA (2) | CA2126982A1 (cg-RX-API-DMAC10.html) |
| DE (2) | DE69214163T2 (cg-RX-API-DMAC10.html) |
| ES (2) | ES2092806T3 (cg-RX-API-DMAC10.html) |
| MX (1) | MX9207574A (cg-RX-API-DMAC10.html) |
| NO (2) | NO942460L (cg-RX-API-DMAC10.html) |
| TW (1) | TW221061B (cg-RX-API-DMAC10.html) |
| WO (2) | WO1993013147A1 (cg-RX-API-DMAC10.html) |
Families Citing this family (120)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW221061B (cg-RX-API-DMAC10.html) * | 1991-12-31 | 1994-02-11 | Minnesota Mining & Mfg | |
| US5420195A (en) * | 1992-01-10 | 1995-05-30 | Avery Dennison Corporation | Water resistant, removable acrylic emulsion pressure sensitive adhesive |
| US5602221A (en) * | 1993-11-10 | 1997-02-11 | Minnesota Mining And Manufacturing Company | Pressure sensitive adhesives with good low energy surface adhesion |
| US5616670A (en) * | 1993-11-10 | 1997-04-01 | Minnesota Mining And Manufacturing Company | Pressure sensitive adhesives with good oily surface adhesion |
| US5683798A (en) * | 1993-11-10 | 1997-11-04 | Minnesota Mining And Manufacturing Company | Tackified pressure sensitive adhesives |
| US5654387A (en) * | 1993-11-10 | 1997-08-05 | Minnesota Mining And Manufacturing Company | Pressure sensitive adhesives |
| JP3281490B2 (ja) * | 1994-09-30 | 2002-05-13 | æ¥æ±é»å·¥æ ªåŒäŒç€Ÿ | ç²çå€çµæç©ããã³è©²çµæç©ãçšããŠãªãç²çã·ãŒããããã¯ã·ãŒã |
| US5663241A (en) * | 1994-12-13 | 1997-09-02 | Minnesota Mining And Manufacturing Company | Removable pressure sensitive adhesive and article |
| CA2206298A1 (en) * | 1994-12-20 | 1996-06-27 | Yoshinori Araki | Retroreflective sheeting articles |
| US5604268A (en) * | 1995-02-22 | 1997-02-18 | Minnesota Mining And Manufacturing Company | Glue crayons |
| JP3842829B2 (ja) * | 1995-05-30 | 2006-11-08 | æ¥æ±é»å·¥æ ªåŒäŒç€Ÿ | æ¥çã·âãé¡ |
| US5874143A (en) * | 1996-02-26 | 1999-02-23 | Minnesota Mining And Manufacturing Company | Pressure sensitive adhesives for use on low energy surfaces |
| US5889118A (en) * | 1996-06-03 | 1999-03-30 | Minnesota Mining And Manufacturing Company | Thermomorphic "smart" pressure sensitive adhesives |
| JP4036272B2 (ja) * | 1996-07-18 | 2008-01-23 | æ¥æ±é»å·¥æ ªåŒäŒç€Ÿ | ç²çå€çµæç©ããã³ç²çã·ãŒãé¡ |
| US5874144A (en) * | 1996-10-23 | 1999-02-23 | Minnesota Mining And Manufacturing Company | Silicon-free copolymer and bleed-through resistant, ink receptive, and adhesive receptive coatings and coated substrates prepared therefrom |
| US6228965B1 (en) * | 1996-11-29 | 2001-05-08 | Nitto Denko Corporation | Thermally conductive pressure-sensitive adhesive and adhesive sheet containing the same |
| US6461715B1 (en) | 1997-07-15 | 2002-10-08 | 3M Innovative Properties Company | Article closure tape for an absorbent |
| US6321386B1 (en) * | 1997-07-22 | 2001-11-27 | Mark D. Monica | Heat deflection and retaining apparatus |
| US6393673B1 (en) | 1997-07-31 | 2002-05-28 | 3M Innovative Properties Company | Mechanical-fastening element |
| US5886071A (en) * | 1997-08-26 | 1999-03-23 | National Starch And Chemical Investment Holding Corporation | Stable high performance one part acrylic adhesive system |
| US5879759A (en) * | 1997-12-22 | 1999-03-09 | Adhesives Research, Inc. | Two-step method for the production of pressure sensitive adhesive by radiation curing |
| US6720387B1 (en) | 1998-02-18 | 2004-04-13 | 3M Innovative Properties Company | Hot-melt adhesive compositions comprising acidic polymer and basic polymer blends |
| US6524675B1 (en) | 1999-05-13 | 2003-02-25 | 3M Innovative Properties Company | Adhesive-back articles |
| JP2001003026A (ja) * | 1999-06-22 | 2001-01-09 | Bridgestone Corp | ç²çå€çµæç©ãç²çå€ä»ããã£ã«ã åã³ç²çå€ä»ããã£ã«ã ã®è²Œçæ¹æ³ |
| DE19946898A1 (de) * | 1999-09-30 | 2001-04-05 | Basf Ag | Klebstoffe fÃŒr tiefgekÃŒhlte Substrate |
| DE19946897A1 (de) * | 1999-09-30 | 2001-04-05 | Basf Ag | Klebstoffe fÌr wiederabziehbare TrÀger |
| US6558790B1 (en) * | 1999-11-30 | 2003-05-06 | Avery Dennison Corporation | Water vapor-permeable, pressure-sensitive adhesives |
| US6340719B1 (en) | 1999-12-29 | 2002-01-22 | 3M-Innovative Properties Company | Crosslinking process |
| DE10008843A1 (de) * | 2000-02-25 | 2001-09-06 | Beiersdorf Ag | Polare Acrylathaftklebemassen |
| JP4636649B2 (ja) * | 2000-02-29 | 2011-02-23 | ã¹ãªãŒãšã ã€ããã€ãã£ã ããããã£ãº ã«ã³ãã㌠| å¥é¢å€åœ¢æçšéåæ§çµæç©ãå¥é¢å€ç©ååã³å¥é¢å€ç©åã®è£œé æ¹æ³ |
| JP3723546B2 (ja) | 2000-12-01 | 2005-12-07 | ã¹ãªãŒãšã ã€ããã€ãã£ã ããããã£ãº ã«ã³ãã㌠| æ¶æ©åæå§æ¥çå€çµæç©ãããã³é«æž©ã§ã®çšéã«æçšãªæ¶æ©åæå§æ¥çå€çµæç©ããŒã¹ã®æ¥ç補å |
| US6607831B2 (en) * | 2000-12-28 | 2003-08-19 | 3M Innovative Properties Company | Multi-layer article |
| US6756095B2 (en) * | 2001-01-10 | 2004-06-29 | Avery Dennison Corporation | Heat-sealable laminate |
| JP2002241712A (ja) * | 2001-02-02 | 2002-08-28 | Three M Innovative Properties Co | éææ¥çã·ãŒã |
| US20040132922A1 (en) * | 2001-05-17 | 2004-07-08 | Hidetoshi Abe | Heat activated adhesive |
| DE10132242A1 (de) * | 2001-07-04 | 2003-02-06 | Horn & Bauer Gmbh & Co Kg | Schutzfolie fÃŒr den Transport von Fahrzeugen |
| JP4436030B2 (ja) | 2002-05-10 | 2010-03-24 | ã¹ãªãŒãšã ã€ããã€ãã£ã ããããã£ãº ã«ã³ãã㌠| ã¢ã¯ãªã«ç³»å¥é¢å€åé§äœãå¥é¢å€ç©ååã³å¥é¢å€ç©åã®è£œé æ¹æ³ |
| EP1371688B1 (en) | 2002-06-14 | 2008-10-22 | Rohm And Haas Company | Colorants, dispersants and dispersions containing polymeric nanoparticles |
| JP4485117B2 (ja) * | 2002-06-27 | 2010-06-16 | æ¥æ±é»å·¥æ ªåŒäŒç€Ÿ | ä¿è·å¥é¢çšãã£ã«ã |
| US6806320B2 (en) * | 2002-11-15 | 2004-10-19 | 3M Innovative Properties Company | Block copolymer melt-processable compositions, methods of their preparation, and articles therefrom |
| DE10314898A1 (de) | 2003-01-29 | 2004-08-12 | Tesa Ag | HaftklebebÀnder zur Verklebung von Druckplatten und Verfahren zu deren Herstellung |
| DE10312031A1 (de) * | 2003-03-18 | 2004-09-30 | Tesa Ag | Schwerentflammbare Haftklebemasse, Verfahren zu ihrer Herstellung sowie ihre Verwendung zur Herstellung eines Haftklebebandes |
| US7927703B2 (en) * | 2003-04-11 | 2011-04-19 | 3M Innovative Properties Company | Adhesive blends, articles, and methods |
| JP4889190B2 (ja) * | 2003-04-16 | 2012-03-07 | ã¹ãªãŒãšã ã€ããã€ãã£ã ããããã£ãº ã«ã³ãã㌠| ã¢ã¯ãªã«ç³»ç±äŒå°æ§çµæç©åã³ç±äŒå°æ§ã·ãŒã |
| DE10321365A1 (de) * | 2003-05-13 | 2004-12-16 | X-Film Selbstkebefolien Gmbh | Mit Digitaldrucktechnik bedruckbare Kunststoff-Folie und Herstellung einer bedruckten Kunststoff-Folie |
| US8545574B2 (en) * | 2003-06-17 | 2013-10-01 | The Procter & Gamble Company | Methods for treating fibrous structures |
| US20050000642A1 (en) * | 2003-07-03 | 2005-01-06 | 3M Innovative Properties Company | Cling articles |
| US7008680B2 (en) * | 2003-07-03 | 2006-03-07 | 3M Innovative Properties Company | Heat-activatable adhesive |
| JP5068919B2 (ja) * | 2003-09-25 | 2012-11-07 | ã¹ãªãŒãšã ã€ããã€ãã£ã ããããã£ãº ã«ã³ãã㌠| çºæ³¡ã·ãŒã圢ææ§çµæç©ãç±äŒå°æ§çºæ³¡ã·ãŒãåã³ãã®è£œé æ¹æ³ |
| US6908240B1 (en) * | 2003-12-16 | 2005-06-21 | International Imaging Materials, Inc | Thermal printing and cleaning assembly |
| JP2005226007A (ja) * | 2004-02-13 | 2005-08-25 | Three M Innovative Properties Co | é£çæ§ã¢ã¯ãªã«ç³»ç±äŒå°æ§ã·ãŒã |
| JP2006036931A (ja) * | 2004-07-27 | 2006-02-09 | Three M Innovative Properties Co | ç±äŒå°æ§çµæç© |
| US7255920B2 (en) * | 2004-07-29 | 2007-08-14 | 3M Innovative Properties Company | (Meth)acrylate block copolymer pressure sensitive adhesives |
| DE102004044086A1 (de) * | 2004-09-09 | 2006-03-16 | Tesa Ag | Thermisch vernetzte Acrylat-Hotmelts |
| CA2642961A1 (en) * | 2006-02-28 | 2007-09-07 | Lintec Corporation | Protective sheet for coating film |
| US20080092457A1 (en) * | 2006-03-31 | 2008-04-24 | Marilyn Malone | Articles for Selecting Colors for Surfaces |
| DE102006025261A1 (de) * | 2006-05-31 | 2007-12-06 | Lohmann Gmbh & Co Kg | Repositionierbarer Haftklebstoff |
| KR100725024B1 (ko) | 2006-06-05 | 2007-06-07 | 죌ìíì¬ ëì± | ê³ í¡ìì± íìŽëë¡ìœë¡ìŽëì ì ì¡°ë°©ë² |
| WO2008010453A1 (en) * | 2006-07-18 | 2008-01-24 | The Nippon Synthetic Chemical Industry Co., Ltd. | Resin composition, adhesive for temporary surface protection, adhesive sheet, and method for producing adhesive sheet |
| US7931774B2 (en) * | 2006-11-06 | 2011-04-26 | 3M Innovative Properties Company | Acrylic adhesives containing an amine plasticizer |
| JP5204937B2 (ja) * | 2007-06-18 | 2013-06-05 | æ¥æ±é»å·¥æ ªåŒäŒç€Ÿ | å åŠéšæçšç²çå€çµæç© |
| JP5616005B2 (ja) * | 2008-06-02 | 2014-10-29 | ã¹ãªãŒãšã ã€ããã€ãã£ã ããããã£ãº ã«ã³ãã㌠| ç²çå€çµæç©åã³ç²çããŒã |
| EP2149900A2 (en) * | 2008-08-01 | 2010-02-03 | Nitto Denko Corporation | Dicing die-bonding film |
| JP4994429B2 (ja) * | 2008-08-04 | 2012-08-08 | æ¥æ±é»å·¥æ ªåŒäŒç€Ÿ | ãã€ã·ã³ã°ã»ãã€ãã³ããã£ã«ã |
| JP4718629B2 (ja) * | 2008-08-04 | 2011-07-06 | æ¥æ±é»å·¥æ ªåŒäŒç€Ÿ | ãã€ã·ã³ã°ã»ãã€ãã³ããã£ã«ã |
| EP2151857A2 (en) * | 2008-08-04 | 2010-02-10 | Nitto Denko Corporation | Dicing die-bonding film |
| US9653006B2 (en) | 2008-09-17 | 2017-05-16 | Avery Dennison Corporation | Activatable adhesive, labels, and related methods |
| KR101353331B1 (ko) * | 2009-03-03 | 2014-01-17 | íë€ì¹ ë§ì ê°ë¶ìí€ê°ìŽì€ | ë°©ì¬ì 겜íì± ì ì°©ì ì¡°ì±ë¬Œ, ê·žê²ì ì¬ì©í ë€ìŽì±ì© ì ì°© íëŠ ë° ì ëšížì ì ì¡°ë°©ë² |
| JP5602397B2 (ja) * | 2009-08-18 | 2014-10-08 | æ¥æ±é»å·¥æ ªåŒäŒç€Ÿ | ããã«ã ã³ã¢ååå å·¥æåºå®çšç²çããŒã |
| KR101879190B1 (ko) * | 2009-09-17 | 2018-07-17 | ì ë²ëŠ¬ ë°ëìš ìœí¬ë ìŽì | íì±í ê°ë¥ ì ì°©ì , ëŒë²š, ë° êŽë š ë°©ë² |
| EP2499194B1 (en) * | 2009-11-11 | 2014-01-08 | Adhesives Research, Inc. | Acrylic based pressure sensitive adhesive formulation |
| CN102127183B (zh) * | 2010-01-20 | 2014-08-20 | 3Måæ°æéå ¬åž | å¯äº€èçäžç¯é žé ¯ç²ååèåç©ç»åç© |
| EP2540495A4 (en) * | 2010-02-26 | 2014-04-30 | Teijin Dupont Films Japan Ltd | HARD COATING AND METHOD FOR THE PRODUCTION THEREOF |
| JP5424941B2 (ja) * | 2010-03-09 | 2014-02-26 | æ¥ç«ãã¯ã»ã«æ ªåŒäŒç€Ÿ | æŸå°ç·ç¡¬åæ§ç²çå€çµæç©ããããçšãããã€ã·ã³ã°çšç²çãã£ã«ã ãåã³åæçã®è£œé æ¹æ³ |
| US8137807B2 (en) * | 2010-03-26 | 2012-03-20 | 3M Innovative Properties Company | Pressure-sensitive adhesives derived from 2-alkyl alkanols |
| US10029816B2 (en) | 2010-05-26 | 2018-07-24 | Avery Dennison Retail Information Services, Llc | Pressure sensitive labels for use in a cold transfer method and process for making |
| US9550924B2 (en) * | 2010-09-16 | 2017-01-24 | Lg Chem, Ltd. | Acrylic pressure sensitive adhesive and surface finishing material comprising the same |
| EP2655451B1 (en) | 2010-12-21 | 2015-03-11 | 3M Innovative Properties Company | Polymers derived from secondary alkyl (meth)acrylates |
| KR20140074957A (ko) | 2011-09-26 | 2014-06-18 | ì°ëŠ¬ì ìŽë žë² ìŽí°ëž íë¡íŒí°ìŠ 컎íë | (2-ììŽìíë¡í-5-ë©íž)í¥ì€ (ë©íž)ìí¬ëŠŽë ìŽížë¥Œ ì¬ì©íì¬ ì ì¡°í (ë©íž)ìí¬ëŠŽê³ ìëŒì€í ëšž ì¬ë£ë¥Œ ê°ì§ ê°ì ì ì°©ì |
| CN103814097B (zh) | 2011-09-26 | 2016-08-31 | 3Måæ°æéå ¬åž | å ·æåºäº(ç²åº)äžç¯é žç匹æ§äœææçåæç²åå |
| EP2573149A1 (en) * | 2011-09-26 | 2013-03-27 | 3M Innovative Properties Company | Multilayer pressure-sensitive adhesive films with a (meth)acrylic-based elastomeric material |
| JP5426715B2 (ja) * | 2011-09-30 | 2014-02-26 | æ¥æ±é»å·¥æ ªåŒäŒç€Ÿ | ç²çå€ãç²çå€å±€ãããã³ç²çã·ãŒã |
| ES2701229T3 (es) * | 2012-10-31 | 2019-02-21 | Avery Dennison Corp | Adhesivo aplicable en frio resistente al lavado para el etiquetado de prendas de vestir y adornos |
| EP2735595A1 (en) | 2012-11-23 | 2014-05-28 | 3M Innovative Properties Company | Multilayer pressure-sensitive adhesive assembly |
| JP5628884B2 (ja) * | 2012-11-26 | 2014-11-19 | æ¥æ±é»å·¥æ ªåŒäŒç€Ÿ | æ°Žåæ£åç²çå€çµæç©ãç²çå€å±€ãç²çã·ãŒããåã³ãåœè©²ç²çå€å±€ãŸãã¯ç²çã·ãŒããå«ãç©å±€äœ |
| US9334428B2 (en) | 2012-12-19 | 2016-05-10 | 3M Innovative Properties Company | Pressure-sensitive adhesives prepared from degradable monomers and polymers |
| KR101574018B1 (ko) * | 2013-06-19 | 2015-12-02 | 죌ìíì¬ ìì§íí | ì ì°©ì ì¡°ì±ë¬Œ |
| CN105722935B (zh) * | 2013-11-22 | 2017-11-24 | 绌ç ååŠæ ªåŒäŒç€Ÿ | å åŠèçšç²æ¥åç»åç©ãç²æ¥åå åŠèåå å±äœ |
| JP5612754B2 (ja) * | 2013-12-04 | 2014-10-22 | ã¹ãªãŒãšã ã€ããã€ãã£ã ããããã£ãº ã«ã³ãã㌠| ç²çå€çµæç©åã³ç²çããŒã |
| CA2937330A1 (en) * | 2014-01-22 | 2015-07-30 | Adhesives Research, Inc. | Gamma resistant adhesives |
| DE102014217193B3 (de) * | 2014-08-28 | 2016-02-04 | Tesa Se | WasserbestÀndiger laserbeschriftbarer mehrschichtiger Artikel zur Verklebung auf feuchten OberflÀchen, insbesondere in Automobilanwendungen, Verfahren zur Herstellung und Verwendungen |
| US9587062B2 (en) * | 2014-12-15 | 2017-03-07 | Henkel IP & Holding GmbH and Henkel AG & Co. KGaA | Photocrosslinkable block copolymers for hot-melt adhesives |
| AU2016214792B2 (en) | 2015-02-02 | 2019-11-21 | Coloplast A/S | Ostomy device |
| US10617794B2 (en) * | 2015-02-23 | 2020-04-14 | Trustees Of Boston University | Macroinitiators for hydrophilic coatings on latex and applications thereof |
| CA2982012C (en) | 2015-04-10 | 2024-03-05 | Coloplast A/S | Ostomy device |
| WO2016172277A1 (en) | 2015-04-24 | 2016-10-27 | 3M Innovative Properties Company | Acrylic adhesive compositions and acrylic adhesive tapes which enable clean removal from delicate surfaces |
| DE102015224734A1 (de) | 2015-12-09 | 2017-06-14 | Tesa Se | Zusammensetzung zur Herstellung von Haftklebemassen |
| EP3397425B1 (en) | 2015-12-30 | 2021-01-20 | 3M Innovative Properties Company | Abrasive article |
| CN108472941B (zh) | 2015-12-30 | 2021-06-15 | 3Måæ°æéå ¬åž | åžæ¶çº¢å€çº¿çç²ååèåçžå ³æ¹æ³ |
| EP3397426B1 (en) | 2015-12-30 | 2021-06-23 | 3M Innovative Properties Company | Abrasive articles and related methods |
| EP3397711B1 (en) | 2015-12-30 | 2023-02-15 | 3M Innovative Properties Company | Dual stage structural bonding adhesive |
| WO2018080929A1 (en) * | 2016-10-26 | 2018-05-03 | 3M Innovative Properties Company | Repositionable sheets |
| WO2018078490A1 (en) | 2016-10-26 | 2018-05-03 | 3M Innovative Properties Company | Acrylic adhesive articles |
| JP6956494B2 (ja) * | 2017-02-17 | 2021-11-02 | ã¹ãªãŒãšã ã€ããã€ãã£ã ããããã£ãº ã«ã³ãã㌠| ç®è貌ççšããŒãåã³ãã®è£œé æ¹æ³ |
| JP7466449B2 (ja) | 2018-02-21 | 2024-04-12 | ã¹ãªãŒãšã ã€ããã€ãã£ã ããããã£ãº ã«ã³ãã㌠| ã³ã¢ã·ãŒã¹ãã£ã©ã¡ã³ãåã³æ¥çå€ãããªã³ãããæ¹æ³ |
| CN109294492B (zh) * | 2018-09-29 | 2021-02-02 | äžæµ·è±è¯ºåšæ°ææç§ææéå ¬åž | äžç§è¶ 埮ç²å¥çŠ»åäžç¯é žåæè¶åå ¶å¶å€æ¹æ³ |
| JP7386609B2 (ja) * | 2018-12-27 | 2023-11-27 | æ¥æ±é»å·¥æ ªåŒäŒç€Ÿ | ç²çå€çµæç© |
| CN113227293A (zh) | 2018-12-28 | 2021-08-06 | çŸåœå£æçæ§èœå¡æå ¬åž | ç²ååç»åç©åå ¶åœ¢ææ¹æ³ |
| KR102577386B1 (ko) | 2018-12-28 | 2023-09-13 | ì-ê³ ë± íŒí¬ëšŒì€ íëŒì€í±ì€ ìœí¬ë ìŽì | ì ì°©ì ì¡°ì±ë¬Œ ë° ìŽì íì± ë°©ë² |
| US12404427B2 (en) * | 2019-08-19 | 2025-09-02 | 3M Innovative Properties Company | Adhesive tapes and methods of use in construction |
| WO2021130619A1 (en) | 2019-12-23 | 2021-07-01 | 3M Innovative Properties Company | Core-sheath filaments including blowing agent |
| WO2021191755A1 (en) * | 2020-03-25 | 2021-09-30 | 3M Innovative Properties Company | Medical pressure sensitive adhesives free of polar groups |
| KR102830327B1 (ko) * | 2021-01-27 | 2025-07-04 | ìŒì±ìì€ëììŽ ì£Œìíì¬ | 묎ì©ë§€í 겜íì± ì¡°ì±ë¬Œ, ìêž° ì¡°ì±ë¬Œì ìŽì©íì¬ ì ì¡°ë 겜íë§, ìêž° 겜íë§ì í¬íšíë 컬ë¬íí° ë° ëì€íë ìŽ ì¥ì¹ |
| WO2022269426A1 (en) | 2021-06-21 | 2022-12-29 | 3M Innovative Properties Company | Core-sheath filaments dispensed with a physical blowing agent |
| JP7696246B2 (ja) * | 2021-07-26 | 2025-06-20 | æ¥æ±é»å·¥æ ªåŒäŒç€Ÿ | å 硬åæ§ç²çã·ãŒã |
| JPWO2024106385A1 (cg-RX-API-DMAC10.html) * | 2022-11-18 | 2024-05-23 | ||
| JPWO2024106389A1 (cg-RX-API-DMAC10.html) * | 2022-11-18 | 2024-05-23 | ||
| KR20250099398A (ko) * | 2022-11-18 | 2025-07-01 | ëí ëŽìœ ê°ë¶ìí€ê°ìŽì€ | ì ì°© ìíž |
| EP4644429A1 (en) * | 2023-01-20 | 2025-11-05 | Denka Company Limited | Composition, component, and motor |
| CN120897839A (zh) | 2023-03-30 | 2025-11-04 | 3Måæ°æéå ¬åž | çšé¿äžç²åå泚å¡çæ¹æ³åçšäºçšé¿äžç²åå泚å¡çè®Ÿå€ |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1990013420A1 (en) * | 1989-05-11 | 1990-11-15 | Landec Labs, Inc. | Temperature-activated adhesive assemblies |
| AU646626B3 (en) * | 1993-03-11 | 1994-02-24 | Fernhill Pty Ltd | A sectionaliser |
Family Cites Families (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3008850A (en) * | 1959-04-27 | 1961-11-14 | Minnesota Mining & Mfg | Pressure-sensitive adhesive sheet material |
| US4038454A (en) * | 1965-05-19 | 1977-07-26 | Beiersdorf Aktiengesellschaft | Pressure sensitive adhesive coated sheet material |
| US3635754A (en) * | 1966-01-21 | 1972-01-18 | Johnson & Johnson | Adhesive product |
| US3707518A (en) * | 1968-07-11 | 1972-12-26 | Johnson & Johnson | Acrylate adhesive tape and composition |
| US3691140A (en) * | 1970-03-09 | 1972-09-12 | Spencer Ferguson Silver | Acrylate copolymer microspheres |
| US3900674A (en) * | 1971-09-07 | 1975-08-19 | Goodrich Co B F | Interpolymers of alkyl acrylates, unsaturated carboxylic acids and unsaturated hydroxylated amides as pressure-sensitive adhesives and articles thereof |
| US3983297A (en) * | 1972-06-14 | 1976-09-28 | Teijin Limited | Pressure-sensitive adhesive tape or drape |
| US4201808A (en) * | 1978-06-12 | 1980-05-06 | Union Carbide Corporation | Radiation curable silicone release compositions |
| US4329384A (en) * | 1980-02-14 | 1982-05-11 | Minnesota Mining And Manufacturing Company | Pressure-sensitive adhesive tape produced from photoactive mixture of acrylic monomers and polynuclear-chromophore-substituted halomethyl-2-triazine |
| US4379201A (en) * | 1981-03-30 | 1983-04-05 | Minnesota Mining And Manufacturing Company | Multiacrylate cross-linking agents in pressure-sensitive photoadhesives |
| US4554324A (en) * | 1982-09-16 | 1985-11-19 | Minnesota Mining And Manufacturing Co. | Acrylate copolymer pressure-sensitive adhesive composition and sheet materials coated therewith |
| US4599265A (en) * | 1982-11-04 | 1986-07-08 | Minnesota Mining And Manufacturing Company | Removable pressure-sensitive adhesive tape |
| DE3374944D1 (en) * | 1982-11-04 | 1988-01-28 | Minnesota Mining & Mfg | Removable pressure-sensitive adhesive tape |
| US4737559A (en) * | 1986-05-19 | 1988-04-12 | Minnesota Mining And Manufacturing Co. | Pressure-sensitive adhesive crosslinked by copolymerizable aromatic ketone monomers |
| GB8715736D0 (en) * | 1987-07-03 | 1987-08-12 | Harlow Chem Co Ltd | Adhesive compositions |
| EP0308203B1 (en) * | 1987-09-17 | 1992-01-29 | Kansai Paint Co., Ltd. | Curable composition |
| US5045569A (en) * | 1988-11-30 | 1991-09-03 | Minnesota Mining And Manufacturing Company | Hollow acrylate polymer microspheres |
| DE3914374A1 (de) * | 1989-04-29 | 1990-10-31 | Basf Ag | Durch ultraviolette strahlung unter luftsauerstoffatmosphaere vernetzbare copolymerisate |
| US5156911A (en) * | 1989-05-11 | 1992-10-20 | Landec Labs Inc. | Skin-activated temperature-sensitive adhesive assemblies |
| DE3935097A1 (de) * | 1989-10-21 | 1991-04-25 | Lohmann Gmbh & Co Kg | Verfahren zur herstellung von dicken haftklebeschichten |
| WO1991014462A1 (en) * | 1990-03-29 | 1991-10-03 | Smith & Nephew Plc | Adhesive compositions |
| AU8082891A (en) * | 1990-05-29 | 1991-12-31 | Ashland Oil, Inc. | Water-borne acrylic emulsion pressure sensitive latex adhesive composition |
| TW221061B (cg-RX-API-DMAC10.html) * | 1991-12-31 | 1994-02-11 | Minnesota Mining & Mfg | |
| AU3463493A (en) * | 1992-02-07 | 1993-09-03 | Asahi Kasei Kogyo Kabushiki Kaisha | Novel megakaryocyte amplifier and production thereof |
-
1992
- 1992-12-14 TW TW081110015A patent/TW221061B/zh active
- 1992-12-18 WO PCT/US1992/010776 patent/WO1993013147A1/en not_active Ceased
- 1992-12-18 BR BR9207011A patent/BR9207011A/pt not_active IP Right Cessation
- 1992-12-18 KR KR1019940702275A patent/KR100270155B1/ko not_active Expired - Fee Related
- 1992-12-18 ES ES93901342T patent/ES2092806T3/es not_active Expired - Lifetime
- 1992-12-18 JP JP51171493A patent/JPH07502558A/ja active Granted
- 1992-12-18 EP EP93901342A patent/EP0619830B1/en not_active Expired - Lifetime
- 1992-12-18 CA CA002126982A patent/CA2126982A1/en not_active Abandoned
- 1992-12-18 AU AU32784/93A patent/AU665606B2/en not_active Ceased
- 1992-12-18 DE DE69214163T patent/DE69214163T2/de not_active Expired - Fee Related
- 1992-12-21 EP EP93902711A patent/EP0619831B1/en not_active Expired - Lifetime
- 1992-12-21 DE DE69214164T patent/DE69214164T2/de not_active Expired - Fee Related
- 1992-12-21 ES ES93902711T patent/ES2092809T3/es not_active Expired - Lifetime
- 1992-12-21 US US08/256,252 patent/US5648425A/en not_active Expired - Lifetime
- 1992-12-21 CA CA002126981A patent/CA2126981A1/en not_active Abandoned
- 1992-12-21 BR BR9206999A patent/BR9206999A/pt not_active Application Discontinuation
- 1992-12-21 AU AU34185/93A patent/AU665613B2/en not_active Ceased
- 1992-12-21 WO PCT/US1992/011156 patent/WO1993013148A1/en not_active Ceased
- 1992-12-21 JP JP51186293A patent/JP3819420B2/ja not_active Expired - Fee Related
- 1992-12-24 MX MX9207574A patent/MX9207574A/es not_active IP Right Cessation
- 1992-12-30 CN CN92115002A patent/CN1073962A/zh active Pending
-
1994
- 1994-06-29 NO NO942460A patent/NO942460L/no unknown
- 1994-06-29 NO NO942461A patent/NO942461L/no unknown
- 1994-11-04 US US08/334,807 patent/US5552451A/en not_active Expired - Lifetime
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1990013420A1 (en) * | 1989-05-11 | 1990-11-15 | Landec Labs, Inc. | Temperature-activated adhesive assemblies |
| AU646626B3 (en) * | 1993-03-11 | 1994-02-24 | Fernhill Pty Ltd | A sectionaliser |
Also Published As
| Publication number | Publication date |
|---|---|
| AU3278493A (en) | 1993-07-28 |
| CN1073962A (zh) | 1993-07-07 |
| JPH07502558A (ja) | 1995-03-16 |
| WO1993013147A1 (en) | 1993-07-08 |
| DE69214164D1 (de) | 1996-10-31 |
| JP3819420B2 (ja) | 2006-09-06 |
| KR100270155B1 (ko) | 2000-10-16 |
| TW221061B (cg-RX-API-DMAC10.html) | 1994-02-11 |
| AU665613B2 (en) | 1996-01-11 |
| WO1993013148A1 (en) | 1993-07-08 |
| NO942461L (no) | 1994-08-30 |
| US5648425A (en) | 1997-07-15 |
| CA2126981A1 (en) | 1993-07-08 |
| NO942460L (no) | 1994-08-23 |
| EP0619831B1 (en) | 1996-09-25 |
| NO942461D0 (no) | 1994-06-29 |
| DE69214163T2 (de) | 1997-05-15 |
| JPH07502560A (ja) | 1995-03-16 |
| DE69214163D1 (de) | 1996-10-31 |
| ES2092806T3 (es) | 1996-12-01 |
| EP0619830B1 (en) | 1996-09-25 |
| ES2092809T3 (es) | 1996-12-01 |
| AU3418593A (en) | 1993-07-28 |
| EP0619831A1 (en) | 1994-10-19 |
| CA2126982A1 (en) | 1993-07-08 |
| NO942460D0 (no) | 1994-06-29 |
| US5552451A (en) | 1996-09-03 |
| DE69214164T2 (de) | 1997-03-06 |
| BR9206999A (pt) | 1995-12-05 |
| EP0619830A1 (en) | 1994-10-19 |
| BR9207011A (pt) | 1995-12-05 |
| MX9207574A (es) | 1993-06-01 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| AU665606B2 (en) | Removable, low melt viscosity acrylic pressure sensitive adhesives | |
| JP3532565B2 (ja) | åå¥é¢åäœæº¶èç²åºŠã¢ã¯ãªã«ç³»æå§æ¥çå€ | |
| JP3516035B2 (ja) | ç²çå€çµæç© | |
| US7008680B2 (en) | Heat-activatable adhesive | |
| US5143972A (en) | Pressure-sensitive adhesive composition | |
| JP2004509214A (ja) | ã°ã©ããã³ããªããŒãå«æããæ¥çå€çµæç© | |
| JPH10168407A (ja) | ã¢ã¯ãªã«ç³»ç²çå€çµæç© | |
| JP4067173B2 (ja) | ç²çå€çµæç© | |
| JPH0684490B2 (ja) | åå¥é¢æ§ç²çå€çµæç© | |
| JPH0431480A (ja) | ã¢ã¯ãªã«ç³»æå§æ¥çå€çµæç© | |
| JP2543545B2 (ja) | ç²çå€ | |
| JP2003503540A (ja) | 湿最ç²çæ§æ¥çå€ | |
| JPH10251609A (ja) | ç²çå€çµæç©ãããã³åå¥é¢æ§ç²çããŒããŸãã¯ã·ãŒã | |
| JPH073234A (ja) | æŸå°ç·ç¡¬åæ§ãããã¡ã«ãæå§æ¥çå€ | |
| JPH1112553A (ja) | æ¥çå€çµæç©ããã³ãããå©çšããéæç²çãã£ã«ã | |
| JPH0987601A (ja) | ã¢ã¯ãªã«ç³»ç²çå€çµæç©åã³ç²çããŒã | |
| US5728786A (en) | Styrl-modified acrylate polymer pressure sensitive adhesive beads | |
| JPH0359946B2 (cg-RX-API-DMAC10.html) | ||
| JPH08302328A (ja) | ã¢ã¯ãªã«ç³»ç²çå€çµæç© | |
| JP2534753B2 (ja) | æå§æ§æ¥çå€çµæç© | |
| JPH01193384A (ja) | ã¢ã¯ãªã«ç³»æå§æ¥çå€ |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MK14 | Patent ceased section 143(a) (annual fees not paid) or expired |