DE69833800T3 - Schmelzklebstoffe aus blockcopolymeren, verfahren zu ihrer herstellung und gegenstände daraus - Google Patents
Schmelzklebstoffe aus blockcopolymeren, verfahren zu ihrer herstellung und gegenstände daraus Download PDFInfo
- Publication number
- DE69833800T3 DE69833800T3 DE69833800T DE69833800T DE69833800T3 DE 69833800 T3 DE69833800 T3 DE 69833800T3 DE 69833800 T DE69833800 T DE 69833800T DE 69833800 T DE69833800 T DE 69833800T DE 69833800 T3 DE69833800 T3 DE 69833800T3
- Authority
- DE
- Germany
- Prior art keywords
- blocks
- block copolymer
- block
- mma
- adhesive
- 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.)
- Expired - Lifetime
Links
- 229920001400 block copolymer Polymers 0.000 title claims description 212
- 239000000853 adhesive Substances 0.000 title claims description 170
- 238000000034 method Methods 0.000 title claims description 55
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 230000001070 adhesive effect Effects 0.000 claims description 169
- 239000000203 mixture Substances 0.000 claims description 99
- 239000000178 monomer Substances 0.000 claims description 89
- 239000012943 hotmelt Substances 0.000 claims description 65
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 32
- 238000010550 living polymerization reaction Methods 0.000 claims description 24
- 238000012360 testing method Methods 0.000 claims description 18
- 239000000758 substrate Substances 0.000 claims description 16
- 239000013033 iniferter Substances 0.000 claims description 14
- 229920001971 elastomer Polymers 0.000 claims description 13
- 230000008569 process Effects 0.000 claims description 12
- 229920000428 triblock copolymer Polymers 0.000 claims description 7
- 238000002156 mixing Methods 0.000 claims description 6
- 239000000806 elastomer Substances 0.000 claims description 4
- 229920000136 polysorbate Polymers 0.000 claims description 4
- 125000000879 imine group Chemical group 0.000 claims 1
- 229920001577 copolymer Polymers 0.000 description 50
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 43
- 229920005989 resin Polymers 0.000 description 43
- 239000011347 resin Substances 0.000 description 43
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 36
- 238000006116 polymerization reaction Methods 0.000 description 35
- 239000003999 initiator Substances 0.000 description 34
- 229920000642 polymer Polymers 0.000 description 33
- 230000000052 comparative effect Effects 0.000 description 26
- 239000000126 substance Substances 0.000 description 24
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 23
- 239000011521 glass Substances 0.000 description 21
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 20
- 238000002360 preparation method Methods 0.000 description 20
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 18
- KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 description 18
- 239000000654 additive Substances 0.000 description 15
- 229920001519 homopolymer Polymers 0.000 description 15
- 239000000243 solution Substances 0.000 description 15
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 14
- -1 alkali metal hydrocarbons Chemical class 0.000 description 14
- 230000015572 biosynthetic process Effects 0.000 description 14
- 238000003786 synthesis reaction Methods 0.000 description 14
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 13
- 238000009472 formulation Methods 0.000 description 13
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- 239000002390 adhesive tape Substances 0.000 description 12
- 238000000576 coating method Methods 0.000 description 12
- 239000000463 material Substances 0.000 description 12
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 12
- 239000004698 Polyethylene Substances 0.000 description 11
- 239000011248 coating agent Substances 0.000 description 11
- 239000004014 plasticizer Substances 0.000 description 11
- 230000009477 glass transition Effects 0.000 description 10
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 10
- 239000002904 solvent Substances 0.000 description 10
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 10
- 238000007792 addition Methods 0.000 description 9
- 125000000129 anionic group Chemical group 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 9
- 238000001035 drying Methods 0.000 description 9
- WGOPGODQLGJZGL-UHFFFAOYSA-N lithium;butane Chemical compound [Li+].CC[CH-]C WGOPGODQLGJZGL-UHFFFAOYSA-N 0.000 description 9
- 238000010992 reflux Methods 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 239000002253 acid Substances 0.000 description 7
- 238000010382 chemical cross-linking Methods 0.000 description 7
- 230000003750 conditioning effect Effects 0.000 description 7
- 150000002148 esters Chemical class 0.000 description 7
- 150000002430 hydrocarbons Chemical group 0.000 description 7
- 125000001183 hydrocarbyl group Chemical group 0.000 description 7
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 6
- 239000004831 Hot glue Substances 0.000 description 6
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 6
- 230000000996 additive effect Effects 0.000 description 6
- 125000004432 carbon atom Chemical group C* 0.000 description 6
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Chemical compound CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 6
- 229930195733 hydrocarbon Natural products 0.000 description 6
- 239000003960 organic solvent Substances 0.000 description 6
- 239000004926 polymethyl methacrylate Substances 0.000 description 6
- 238000012545 processing Methods 0.000 description 6
- 230000005855 radiation Effects 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- 229910001220 stainless steel Inorganic materials 0.000 description 6
- 239000010935 stainless steel Substances 0.000 description 6
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
- 125000003118 aryl group Chemical group 0.000 description 5
- 239000003153 chemical reaction reagent Substances 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 238000006073 displacement reaction Methods 0.000 description 5
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 5
- 238000012546 transfer Methods 0.000 description 5
- 239000004215 Carbon black (E152) Substances 0.000 description 4
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 4
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 4
- 229920006397 acrylic thermoplastic Polymers 0.000 description 4
- 125000003158 alcohol group Chemical group 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 238000004132 cross linking Methods 0.000 description 4
- 239000003431 cross linking reagent Substances 0.000 description 4
- 238000005984 hydrogenation reaction Methods 0.000 description 4
- 239000003701 inert diluent Substances 0.000 description 4
- 229910052744 lithium Inorganic materials 0.000 description 4
- 230000000379 polymerizing effect Effects 0.000 description 4
- 238000010998 test method Methods 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- CSDQQAQKBAQLLE-UHFFFAOYSA-N 4-(4-chlorophenyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine Chemical compound C1=CC(Cl)=CC=C1C1C(C=CS2)=C2CCN1 CSDQQAQKBAQLLE-UHFFFAOYSA-N 0.000 description 3
- BWDBEAQIHAEVLV-UHFFFAOYSA-N 6-methylheptan-1-ol Chemical compound CC(C)CCCCCO BWDBEAQIHAEVLV-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- 239000013032 Hydrocarbon resin Substances 0.000 description 3
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 3
- 238000005481 NMR spectroscopy Methods 0.000 description 3
- 238000006136 alcoholysis reaction Methods 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 229920006272 aromatic hydrocarbon resin Polymers 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 3
- 238000010924 continuous production Methods 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 229920000359 diblock copolymer Polymers 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 239000000945 filler Substances 0.000 description 3
- 238000005227 gel permeation chromatography Methods 0.000 description 3
- 229920006270 hydrocarbon resin Polymers 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000012299 nitrogen atmosphere Substances 0.000 description 3
- 150000002891 organic anions Chemical class 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 238000005191 phase separation Methods 0.000 description 3
- 239000000049 pigment Substances 0.000 description 3
- 229920000573 polyethylene Polymers 0.000 description 3
- 229920000139 polyethylene terephthalate Polymers 0.000 description 3
- 239000005020 polyethylene terephthalate Substances 0.000 description 3
- 229920005604 random copolymer Polymers 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 229920001169 thermoplastic Polymers 0.000 description 3
- 239000004416 thermosoftening plastic Substances 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 230000004913 activation Effects 0.000 description 2
- 239000002313 adhesive film Substances 0.000 description 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 125000005250 alkyl acrylate group Chemical group 0.000 description 2
- 238000010539 anionic addition polymerization reaction Methods 0.000 description 2
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- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 2
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- GRWFGVWFFZKLTI-UHFFFAOYSA-N α-pinene Chemical compound CC1=CCC2C(C)(C)C1C2 GRWFGVWFFZKLTI-UHFFFAOYSA-N 0.000 description 2
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- LBHPSYROQDMVBS-UHFFFAOYSA-N (1-methylcyclohexyl) 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1(C)CCCCC1 LBHPSYROQDMVBS-UHFFFAOYSA-N 0.000 description 1
- KIJJAQMJSXOBIE-UHFFFAOYSA-N (2-methylcyclohexyl) 2-methylprop-2-enoate Chemical compound CC1CCCCC1OC(=O)C(C)=C KIJJAQMJSXOBIE-UHFFFAOYSA-N 0.000 description 1
- DFVSCRUFINROGY-UHFFFAOYSA-N (3-methylcyclohexyl) 2-methylprop-2-enoate Chemical compound CC1CCCC(OC(=O)C(C)=C)C1 DFVSCRUFINROGY-UHFFFAOYSA-N 0.000 description 1
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- LVGFPWDANALGOY-UHFFFAOYSA-N 8-methylnonyl prop-2-enoate Chemical compound CC(C)CCCCCCCOC(=O)C=C LVGFPWDANALGOY-UHFFFAOYSA-N 0.000 description 1
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- 150000004292 cyclic ethers Chemical class 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 description 1
- KBLWLMPSVYBVDK-UHFFFAOYSA-N cyclohexyl prop-2-enoate Chemical compound C=CC(=O)OC1CCCCC1 KBLWLMPSVYBVDK-UHFFFAOYSA-N 0.000 description 1
- FWLDHHJLVGRRHD-UHFFFAOYSA-N decyl prop-2-enoate Chemical compound CCCCCCCCCCOC(=O)C=C FWLDHHJLVGRRHD-UHFFFAOYSA-N 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- LMBWSYZSUOEYSN-UHFFFAOYSA-N diethyldithiocarbamic acid Chemical compound CCN(CC)C(S)=S LMBWSYZSUOEYSN-UHFFFAOYSA-N 0.000 description 1
- 238000000113 differential scanning calorimetry Methods 0.000 description 1
- SMBQBQBNOXIFSF-UHFFFAOYSA-N dilithium Chemical compound [Li][Li] SMBQBQBNOXIFSF-UHFFFAOYSA-N 0.000 description 1
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- 238000004821 distillation Methods 0.000 description 1
- 229950004394 ditiocarb Drugs 0.000 description 1
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
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- 150000002170 ethers Chemical class 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- BLHLJVCOVBYQQS-UHFFFAOYSA-N ethyllithium Chemical compound [Li]CC BLHLJVCOVBYQQS-UHFFFAOYSA-N 0.000 description 1
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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
- C09J153/00—Adhesives based on block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such 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
- C08F293/00—Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule
- C08F293/005—Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule using free radical "living" or "controlled" polymerisation, e.g. using a complexing agent
-
- 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
- C08F297/00—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer
- C08F297/02—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer using a catalyst of the anionic type
- C08F297/026—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer using a catalyst of the anionic type polymerising acrylic acid, methacrylic acid or derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L53/00—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
-
- 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
- C09J7/387—Block-copolymers
-
- 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
- C08L2666/02—Organic macromolecular compounds, natural resins, waxes or and bituminous materials
-
- 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
- C08L2666/02—Organic macromolecular compounds, natural resins, waxes or and bituminous materials
- C08L2666/24—Graft or block copolymers according to groups C08L51/00, C08L53/00 or C08L55/02; Derivatives thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Inorganic Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Graft Or Block Polymers (AREA)
- Adhesive Tapes (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/US1998/027776 WO2000039233A1 (en) | 1998-12-29 | 1998-12-29 | Block copolymer hot-melt processable adhesives, methods of their preparation, and articles therefrom |
| EP98965528A EP1144534B2 (en) | 1998-12-29 | 1998-12-29 | Block copolymer hot-melt processable adhesives, methods of their preparation, and articles therefrom |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE69833800D1 DE69833800D1 (de) | 2006-05-04 |
| DE69833800T2 DE69833800T2 (de) | 2006-11-09 |
| DE69833800T3 true DE69833800T3 (de) | 2013-08-22 |
Family
ID=22268572
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69833800T Expired - Lifetime DE69833800T3 (de) | 1998-12-29 | 1998-12-29 | Schmelzklebstoffe aus blockcopolymeren, verfahren zu ihrer herstellung und gegenstände daraus |
Country Status (5)
| Country | Link |
|---|---|
| EP (3) | EP2348085A1 (enExample) |
| JP (1) | JP4615729B2 (enExample) |
| AU (1) | AU2097799A (enExample) |
| DE (1) | DE69833800T3 (enExample) |
| WO (1) | WO2000039233A1 (enExample) |
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10129608A1 (de) | 2001-06-20 | 2003-05-28 | Tesa Ag | Stripfähige Systeme auf Basis von Acrylatblockcopolymeren |
| DE10129611A1 (de) | 2001-06-20 | 2003-01-09 | Tesa Ag | Haftklebemasse insbesondere für unpolare Oberflächen |
| JP4806501B2 (ja) * | 2001-09-25 | 2011-11-02 | 日東電工株式会社 | 非架橋型粘着剤組成物およびその製造方法と粘着シート |
| DE10153713A1 (de) * | 2001-10-31 | 2003-05-15 | Tesa Ag | Reversible Haftklebemassen auf Basis von Acrylatblockcopolymeren |
| DE10156088A1 (de) * | 2001-11-16 | 2003-06-05 | Tesa Ag | Orientierte Acrylatblockcopolymere |
| DE10248380A1 (de) * | 2002-10-17 | 2004-08-05 | Tesa Ag | Haftklebrige Formteile |
| US6806320B2 (en) | 2002-11-15 | 2004-10-19 | 3M Innovative Properties Company | Block copolymer melt-processable compositions, methods of their preparation, and articles therefrom |
| US20040122161A1 (en) | 2002-12-21 | 2004-06-24 | Paul Charles W. | Hot melt adhesive based on acrylic block copolymers |
| EP1433799A3 (en) * | 2002-12-23 | 2004-07-14 | Ucb, S.A. | Star shaped acrylic block copolymer |
| DE10350786A1 (de) * | 2003-10-29 | 2005-06-02 | Röhm GmbH & Co. KG | Mischungen zur Herstellung von Reaktivschmelzklebstoffen sowie daraus erhältliche Reaktivschmelzklebstoffe |
| DE102004001299A1 (de) * | 2004-01-08 | 2005-07-28 | Tesa Ag | Hitze-aktivierbare Haftklebemasse |
| US7255920B2 (en) | 2004-07-29 | 2007-08-14 | 3M Innovative Properties Company | (Meth)acrylate block copolymer pressure sensitive adhesives |
| US20060173124A1 (en) * | 2005-02-01 | 2006-08-03 | National Starch And Chemical Investment Holding Corporation | Solution pressure sensitive adhesives based on acrylic block copolymers |
| WO2007029783A1 (ja) * | 2005-09-07 | 2007-03-15 | Kuraray Co., Ltd. | アクリル系粘着剤組成物および粘着製品 |
| JP2007084658A (ja) * | 2005-09-21 | 2007-04-05 | Sumitomo Osaka Cement Co Ltd | 近赤外線吸収粘着剤及び近赤外線吸収シート |
| WO2008073669A1 (en) | 2006-12-07 | 2008-06-19 | 3M Innovative Properties Company | Block copolymer blend adhesives with multiple tackifiers |
| JP5379168B2 (ja) * | 2008-03-07 | 2013-12-25 | スリーエム イノベイティブ プロパティズ カンパニー | 帯電防止性ロックコポリマー感圧性接着剤及び物品 |
| KR101617479B1 (ko) | 2008-05-30 | 2016-05-02 | 쓰리엠 이노베이티브 프로퍼티즈 컴파니 | 다수의 점착부여제를 함유하는 접착제 조성물 |
| US9653006B2 (en) | 2008-09-17 | 2017-05-16 | Avery Dennison Corporation | Activatable adhesive, labels, and related methods |
| JP5525779B2 (ja) * | 2009-08-04 | 2014-06-18 | 東京応化工業株式会社 | 接着剤組成物、及び接着フィルム |
| CN102449086B (zh) | 2009-09-17 | 2014-08-13 | 艾利丹尼森公司 | 可活化粘合剂、标签及相关方法 |
| US8920592B2 (en) * | 2010-03-09 | 2014-12-30 | 3M Innovation Properties Company | Heat activated optically clear adhesive for bonding display panels |
| KR101794383B1 (ko) | 2010-06-29 | 2017-11-06 | 쓰리엠 이노베이티브 프로퍼티즈 컴파니 | 아지리디닐 함유 화합물 |
| WO2012005814A1 (en) | 2010-06-29 | 2012-01-12 | 3M Innovative Properties Company | Grafted compounds formed from aziridinyl-containing compounds |
| WO2013162056A1 (en) | 2012-04-27 | 2013-10-31 | Kuraray Co., Ltd. | Acrylic pressure-sensitive adhesive composition and pressure-sensitive adhesive products |
| KR101743387B1 (ko) | 2013-05-13 | 2017-06-02 | 주식회사 쿠라레 | 블록 공중합체를 함유하는 점착제 |
| EP3252090B1 (en) * | 2015-01-27 | 2019-08-14 | Kuraray Co., Ltd. | Acrylic block copolymer and adhesive composition |
| CN109476774B (zh) | 2016-07-11 | 2021-01-12 | 3M创新有限公司 | 使用可控自由基引发剂的聚合物材料及制备方法 |
| JP2017203173A (ja) * | 2017-07-21 | 2017-11-16 | 株式会社クラレ | 粘接着剤組成物 |
| JP6892803B2 (ja) * | 2017-07-21 | 2021-06-23 | 株式会社クラレ | 粘接着剤組成物 |
| JP7707145B2 (ja) * | 2020-02-28 | 2025-07-14 | 株式会社クラレ | 高分子量アクリル系トリブロック共重合体およびそれを含む粘接着剤組成物 |
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| US3239478A (en) | 1963-06-26 | 1966-03-08 | Shell Oil Co | Block copolymer adhesive compositions and articles prepared therefrom |
| US3932328A (en) | 1971-11-02 | 1976-01-13 | Johnson & Johnson | Hot melt adhesive composition and tape |
| US4780367A (en) | 1983-06-27 | 1988-10-25 | Minnesota Mining And Manufacturing Company | Tackified star block copolymer pressure-sensitive adhesive composition and the sheet materials coated therewith |
| JPS608379A (ja) * | 1983-06-27 | 1985-01-17 | ミネソタ・マイニング・アンド・マニユフアクチユアリング・コンパニ− | 感圧接着組成物とそれを用いた被覆シ−ト材料 |
| JP2553134B2 (ja) * | 1987-04-07 | 1996-11-13 | 三菱化学株式会社 | Ａｂａ型ブロック共重合体 |
| JPS6424879A (en) * | 1987-07-22 | 1989-01-26 | Mitsubishi Petrochemical Co | Solvent-base self-adhesive resin and its preparation |
| US5098959A (en) * | 1988-03-23 | 1992-03-24 | The Dow Chemical Company | Block polymers of methacrylates |
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-
1998
- 1998-12-29 JP JP2000591134A patent/JP4615729B2/ja not_active Expired - Fee Related
- 1998-12-29 EP EP10185858A patent/EP2348085A1/en not_active Withdrawn
- 1998-12-29 EP EP05013501A patent/EP1591507A3/en not_active Withdrawn
- 1998-12-29 WO PCT/US1998/027776 patent/WO2000039233A1/en not_active Ceased
- 1998-12-29 EP EP98965528A patent/EP1144534B2/en not_active Expired - Lifetime
- 1998-12-29 DE DE69833800T patent/DE69833800T3/de not_active Expired - Lifetime
- 1998-12-29 AU AU20977/99A patent/AU2097799A/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| DE69833800D1 (de) | 2006-05-04 |
| JP2002533556A (ja) | 2002-10-08 |
| EP1144534B2 (en) | 2013-03-06 |
| WO2000039233A1 (en) | 2000-07-06 |
| DE69833800T2 (de) | 2006-11-09 |
| EP1144534A1 (en) | 2001-10-17 |
| EP1591507A3 (en) | 2006-01-25 |
| AU2097799A (en) | 2000-07-31 |
| EP1144534B1 (en) | 2006-03-08 |
| JP4615729B2 (ja) | 2011-01-19 |
| EP1591507A2 (en) | 2005-11-02 |
| EP2348085A1 (en) | 2011-07-27 |
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| 8363 | Opposition against the patent |