DE69612555T2 - Acrylathaltige polymermischungen - Google Patents
Acrylathaltige polymermischungenInfo
- Publication number
- DE69612555T2 DE69612555T2 DE69612555T DE69612555T DE69612555T2 DE 69612555 T2 DE69612555 T2 DE 69612555T2 DE 69612555 T DE69612555 T DE 69612555T DE 69612555 T DE69612555 T DE 69612555T DE 69612555 T2 DE69612555 T2 DE 69612555T2
- Authority
- DE
- Germany
- Prior art keywords
- polymer
- block
- weight
- block copolymer
- titanate
- 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
- 229920000058 polyacrylate Polymers 0.000 title description 6
- 239000000203 mixture Substances 0.000 claims description 70
- 239000000758 substrate Substances 0.000 claims description 49
- 229920000642 polymer Polymers 0.000 claims description 48
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 37
- 229920001400 block copolymer Polymers 0.000 claims description 35
- 239000000178 monomer Substances 0.000 claims description 28
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 27
- 238000000034 method Methods 0.000 claims description 19
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 17
- 239000004793 Polystyrene Substances 0.000 claims description 12
- YHWCPXVTRSHPNY-UHFFFAOYSA-N butan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-] YHWCPXVTRSHPNY-UHFFFAOYSA-N 0.000 claims description 12
- 229920002223 polystyrene Polymers 0.000 claims description 12
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 10
- DXPPIEDUBFUSEZ-UHFFFAOYSA-N 6-methylheptyl prop-2-enoate Chemical compound CC(C)CCCCCOC(=O)C=C DXPPIEDUBFUSEZ-UHFFFAOYSA-N 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- 125000005397 methacrylic acid ester group Chemical group 0.000 claims description 7
- 229920002959 polymer blend Polymers 0.000 claims description 7
- 150000003509 tertiary alcohols Chemical class 0.000 claims description 7
- 150000001732 carboxylic acid derivatives Chemical group 0.000 claims description 6
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 6
- 239000002954 polymerization reaction product Substances 0.000 claims description 6
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 6
- 239000007795 chemical reaction product Substances 0.000 claims description 5
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 5
- 239000010936 titanium Substances 0.000 claims description 5
- 229910052719 titanium Inorganic materials 0.000 claims description 5
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 4
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 4
- 239000011976 maleic acid Substances 0.000 claims description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 3
- 150000002148 esters Chemical class 0.000 claims description 3
- 230000037452 priming Effects 0.000 claims description 3
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims description 2
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 claims description 2
- 229940018557 citraconic acid Drugs 0.000 claims description 2
- 239000001530 fumaric acid Substances 0.000 claims description 2
- 229920001519 homopolymer Polymers 0.000 claims description 2
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 2
- 239000000853 adhesive Substances 0.000 description 62
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- 239000000243 solution Substances 0.000 description 48
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- 238000012360 testing method Methods 0.000 description 29
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 28
- 229910052782 aluminium Inorganic materials 0.000 description 26
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 26
- 239000000523 sample Substances 0.000 description 26
- 239000004743 Polypropylene Substances 0.000 description 23
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- 238000004519 manufacturing process Methods 0.000 description 19
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- 239000000126 substance Substances 0.000 description 14
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- 238000000576 coating method Methods 0.000 description 12
- 239000003973 paint Substances 0.000 description 11
- 229920001684 low density polyethylene Polymers 0.000 description 10
- 239000004702 low-density polyethylene Substances 0.000 description 10
- 229920001187 thermosetting polymer Polymers 0.000 description 10
- 238000012546 transfer Methods 0.000 description 10
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 9
- 229920000092 linear low density polyethylene Polymers 0.000 description 9
- 239000004707 linear low-density polyethylene Substances 0.000 description 9
- 239000000463 material Substances 0.000 description 9
- 239000008096 xylene Substances 0.000 description 9
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 8
- 238000010998 test method Methods 0.000 description 8
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 7
- 229920003023 plastic Polymers 0.000 description 7
- 239000004033 plastic Substances 0.000 description 7
- 239000011877 solvent mixture Substances 0.000 description 7
- 229920001971 elastomer Polymers 0.000 description 6
- 239000011521 glass Substances 0.000 description 6
- 239000003112 inhibitor Substances 0.000 description 6
- 229920000647 polyepoxide Polymers 0.000 description 6
- 229920001169 thermoplastic Polymers 0.000 description 6
- 239000004416 thermosoftening plastic Substances 0.000 description 6
- 229920001875 Ebonite Polymers 0.000 description 5
- 239000003963 antioxidant agent Substances 0.000 description 5
- 239000011248 coating agent Substances 0.000 description 5
- 229920000098 polyolefin Polymers 0.000 description 5
- 239000010935 stainless steel Substances 0.000 description 5
- 229910001220 stainless steel Inorganic materials 0.000 description 5
- 239000002966 varnish Substances 0.000 description 5
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 4
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 4
- OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 description 4
- 229920002633 Kraton (polymer) Polymers 0.000 description 4
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 4
- 239000004698 Polyethylene Substances 0.000 description 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 230000003078 antioxidant effect Effects 0.000 description 4
- 239000013522 chelant Substances 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 238000010276 construction Methods 0.000 description 4
- 239000013068 control sample Substances 0.000 description 4
- 230000032798 delamination Effects 0.000 description 4
- 239000003822 epoxy resin Substances 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 150000002989 phenols Chemical class 0.000 description 4
- 229920000573 polyethylene Polymers 0.000 description 4
- 239000005060 rubber Substances 0.000 description 4
- 230000003068 static effect Effects 0.000 description 4
- 229920006132 styrene block copolymer Polymers 0.000 description 4
- 229920003048 styrene butadiene rubber Polymers 0.000 description 4
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 4
- LLZRNZOLAXHGLL-UHFFFAOYSA-J titanic acid Chemical class O[Ti](O)(O)O LLZRNZOLAXHGLL-UHFFFAOYSA-J 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 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 3
- KUBDPQJOLOUJRM-UHFFFAOYSA-N 2-(chloromethyl)oxirane;4-[2-(4-hydroxyphenyl)propan-2-yl]phenol Chemical compound ClCC1CO1.C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 KUBDPQJOLOUJRM-UHFFFAOYSA-N 0.000 description 3
- QPRQEDXDYOZYLA-UHFFFAOYSA-N 2-methylbutan-1-ol Chemical compound CCC(C)CO QPRQEDXDYOZYLA-UHFFFAOYSA-N 0.000 description 3
- 229910000547 2024-T3 aluminium alloy Inorganic materials 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 3
- 239000004593 Epoxy Substances 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 3
- 239000006087 Silane Coupling Agent Substances 0.000 description 3
- 239000004830 Super Glue Substances 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000006061 abrasive grain Substances 0.000 description 3
- 229920000800 acrylic rubber Polymers 0.000 description 3
- 239000002313 adhesive film Substances 0.000 description 3
- 239000006229 carbon black Substances 0.000 description 3
- 239000013256 coordination polymer Substances 0.000 description 3
- 238000005530 etching Methods 0.000 description 3
- BXOUVIIITJXIKB-UHFFFAOYSA-N ethene;styrene Chemical group C=C.C=CC1=CC=CC=C1 BXOUVIIITJXIKB-UHFFFAOYSA-N 0.000 description 3
- FGBJXOREULPLGL-UHFFFAOYSA-N ethyl cyanoacrylate Chemical compound CCOC(=O)C(=C)C#N FGBJXOREULPLGL-UHFFFAOYSA-N 0.000 description 3
- 229940053009 ethyl cyanoacrylate Drugs 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- SSDSCDGVMJFTEQ-UHFFFAOYSA-N octadecyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 SSDSCDGVMJFTEQ-UHFFFAOYSA-N 0.000 description 3
- JYVLIDXNZAXMDK-UHFFFAOYSA-N pentan-2-ol Chemical compound CCCC(C)O JYVLIDXNZAXMDK-UHFFFAOYSA-N 0.000 description 3
- 229920005996 polystyrene-poly(ethylene-butylene)-polystyrene Polymers 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 125000001424 substituent group Chemical group 0.000 description 3
- DQZNLOXENNXVAD-UHFFFAOYSA-N trimethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](OC)(OC)OC)CCC2OC21 DQZNLOXENNXVAD-UHFFFAOYSA-N 0.000 description 3
- 238000009736 wetting Methods 0.000 description 3
- JHPBZFOKBAGZBL-UHFFFAOYSA-N (3-hydroxy-2,2,4-trimethylpentyl) 2-methylprop-2-enoate Chemical compound CC(C)C(O)C(C)(C)COC(=O)C(C)=C JHPBZFOKBAGZBL-UHFFFAOYSA-N 0.000 description 2
- JLZIIHMTTRXXIN-UHFFFAOYSA-N 2-(2-hydroxy-4-methoxybenzoyl)benzoic acid Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1C(O)=O JLZIIHMTTRXXIN-UHFFFAOYSA-N 0.000 description 2
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 2
- IHEDBVUTTQXGSJ-UHFFFAOYSA-M 2-[bis(2-oxidoethyl)amino]ethanolate;titanium(4+);hydroxide Chemical compound [OH-].[Ti+4].[O-]CCN(CC[O-])CC[O-] IHEDBVUTTQXGSJ-UHFFFAOYSA-M 0.000 description 2
- PFNHSEQQEPMLNI-UHFFFAOYSA-N 2-methyl-1-pentanol Chemical compound CCCC(C)CO PFNHSEQQEPMLNI-UHFFFAOYSA-N 0.000 description 2
- IWTBVKIGCDZRPL-UHFFFAOYSA-N 3-methylpentanol Chemical compound CCC(C)CCO IWTBVKIGCDZRPL-UHFFFAOYSA-N 0.000 description 2
- FFWSICBKRCICMR-UHFFFAOYSA-N 5-methyl-2-hexanone Chemical compound CC(C)CCC(C)=O FFWSICBKRCICMR-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- 235000013175 Crataegus laevigata Nutrition 0.000 description 2
- GHKOFFNLGXMVNJ-UHFFFAOYSA-N Didodecyl thiobispropanoate Chemical compound CCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCC GHKOFFNLGXMVNJ-UHFFFAOYSA-N 0.000 description 2
- RZKSECIXORKHQS-UHFFFAOYSA-N Heptan-3-ol Chemical compound CCCCC(O)CC RZKSECIXORKHQS-UHFFFAOYSA-N 0.000 description 2
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- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
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- 229910000831 Steel Inorganic materials 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
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- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
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- 229920010126 Linear Low Density Polyethylene (LLDPE) Polymers 0.000 description 1
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- HDERJYVLTPVNRI-UHFFFAOYSA-N ethene;ethenyl acetate Chemical group C=C.CC(=O)OC=C HDERJYVLTPVNRI-UHFFFAOYSA-N 0.000 description 1
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 229920001038 ethylene copolymer Polymers 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 238000012682 free radical photopolymerization Methods 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 229920006270 hydrocarbon resin Polymers 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000011256 inorganic filler Substances 0.000 description 1
- 229910003475 inorganic filler Inorganic materials 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 238000010030 laminating Methods 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 229920003052 natural elastomer Polymers 0.000 description 1
- 229920001194 natural rubber Polymers 0.000 description 1
- 150000002815 nickel Chemical class 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 239000012766 organic filler Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000005077 polysulfide Substances 0.000 description 1
- 229920001021 polysulfide Polymers 0.000 description 1
- 150000008117 polysulfides Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000013615 primer Substances 0.000 description 1
- 230000000750 progressive effect Effects 0.000 description 1
- 229940018489 pronto Drugs 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 238000002798 spectrophotometry method Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- 238000012956 testing procedure Methods 0.000 description 1
- 238000012719 thermal polymerization Methods 0.000 description 1
- 229920000428 triblock copolymer Polymers 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Classifications
-
- 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
- C08L53/02—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 of vinyl-aromatic monomers and conjugated dienes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions 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
- C08L33/04—Homopolymers or copolymers of esters
- C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
- C08L33/062—Copolymers with monomers not covered by C08L33/06
- C08L33/064—Copolymers with monomers not covered by C08L33/06 containing anhydride, COOH or COOM groups, with M being metal or onium-cation
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D7/00—Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials
- B05D7/02—Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials to macromolecular substances, e.g. rubber
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions 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
- C08L33/04—Homopolymers or copolymers of esters
- C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
-
- 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
- C08L53/02—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 of vinyl-aromatic monomers and conjugated dienes
- C08L53/025—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 of vinyl-aromatic monomers and conjugated dienes modified
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Paints Or Removers (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
- Graft Or Block Polymers (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/493,633 US5623010A (en) | 1995-06-22 | 1995-06-22 | Acrylate-containing polymer blends and methods of using |
| PCT/US1996/006197 WO1997000913A1 (en) | 1995-06-22 | 1996-05-02 | Acrylate-containing polymer blends |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69612555D1 DE69612555D1 (de) | 2001-05-23 |
| DE69612555T2 true DE69612555T2 (de) | 2001-10-18 |
Family
ID=23961062
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69612555T Expired - Lifetime DE69612555T2 (de) | 1995-06-22 | 1996-05-02 | Acrylathaltige polymermischungen |
Country Status (11)
| Country | Link |
|---|---|
| US (2) | US5623010A (enExample) |
| EP (1) | EP0833865B1 (enExample) |
| JP (1) | JP3679128B2 (enExample) |
| KR (1) | KR19990028211A (enExample) |
| CN (1) | CN1153812C (enExample) |
| AU (1) | AU699985B2 (enExample) |
| BR (1) | BR9608790A (enExample) |
| CA (1) | CA2224237C (enExample) |
| DE (1) | DE69612555T2 (enExample) |
| ES (1) | ES2155604T3 (enExample) |
| WO (1) | WO1997000913A1 (enExample) |
Families Citing this family (53)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5623010A (en) * | 1995-06-22 | 1997-04-22 | Minnesota Mining And Manufacturing Company | Acrylate-containing polymer blends and methods of using |
| US6008286A (en) * | 1997-07-18 | 1999-12-28 | 3M Innovative Properties Company | Primer composition and bonding of organic polymeric substrates |
| US6524675B1 (en) | 1999-05-13 | 2003-02-25 | 3M Innovative Properties Company | Adhesive-back articles |
| US6990904B2 (en) * | 2000-10-31 | 2006-01-31 | International Imaging Materials, Inc | Thermal transfer assembly for ceramic imaging |
| US6854386B2 (en) * | 2000-10-31 | 2005-02-15 | International Imaging Materials Inc. | Ceramic decal assembly |
| US6796733B2 (en) | 2000-10-31 | 2004-09-28 | International Imaging Materials Inc. | Thermal transfer ribbon with frosting ink layer |
| US7138447B2 (en) * | 2001-07-11 | 2006-11-21 | Kuraray Co., Ltd. | Thermoplastic polymer composition |
| US6660327B2 (en) | 2001-12-28 | 2003-12-09 | Mattel, Inc. | Process of applying a cyanoadhesive composition |
| US20040223342A1 (en) * | 2001-12-31 | 2004-11-11 | Klipstein Donald L. | LED inspection lamp, cluster LED, and LED with stabilizing agents |
| US20040185287A1 (en) * | 2003-03-19 | 2004-09-23 | Reighard Tricia Susan | Adhesive tie material containing an inorganic filler |
| US20050118435A1 (en) * | 2003-12-01 | 2005-06-02 | Kimberly-Clark Worldwide, Inc. | Films and methods of forming films having polyorganosiloxane enriched surface layers |
| US7326751B2 (en) * | 2003-12-01 | 2008-02-05 | Kimberly-Clark Worlwide, Inc. | Method of thermally processing elastomeric compositions and elastomeric compositions with improved processability |
| DE10361540A1 (de) * | 2003-12-23 | 2005-07-28 | Tesa Ag | Chemisch vernetzbare, durch Zug in Richtung der Verklebungsebene lösbare Klebestreifen |
| EP1732707B1 (en) | 2004-03-19 | 2015-04-22 | Commonwealth Scientific and Industrial Research Organisation | Activation method |
| KR101264450B1 (ko) | 2005-01-21 | 2013-05-15 | 더 보잉 컴파니 | 변형제를 이용한 활성화 방법 |
| DE102006023936A1 (de) * | 2006-05-19 | 2007-11-22 | Tesa Ag | Maskierung von Fensterflanschen mit einem Klebeband mit einer Selbstklebemasse auf Basis vernetzter Vinylaromatenblockcopolymere |
| DE102011077510A1 (de) | 2011-06-14 | 2012-12-20 | Tesa Se | Primer zur Verbesserung der Adhäsion von Klebebändern auf schwer verklebbaren Kunststoffen und Metallen |
| DE102013206369A1 (de) | 2013-04-11 | 2014-10-16 | Tesa Se | Silan-Primer zur Verbesserung der Adhäsion von Klebebändern auf hydrophilen Oberflächen, insbesondere Glasoberflächen |
| DE102013206376A1 (de) | 2013-04-11 | 2014-10-16 | Tesa Se | Schwarzer Silan-Primer zur Verbesserung der Adhäsion von Klebebändern auf Glasoberflächen |
| DE102014208814A1 (de) | 2014-05-09 | 2015-11-12 | Tesa Se | Primer zur Verbesserung der Adhäsion von Klebebändern auf hydrophilen Oberflächen |
| DE102014217245A1 (de) | 2014-08-29 | 2016-03-03 | Tesa Se | Primer für Klebebänder |
| WO2016094280A1 (en) | 2014-12-08 | 2016-06-16 | 3M Innovative Properties Company | Acrylic polyvinyl acetal films, composition, and heat bondable articles |
| WO2016105998A1 (en) | 2014-12-22 | 2016-06-30 | 3M Innovative Properties Company | Compositions and films comprising polylactic acid polymer, polyvinyl acetate polymer and plasticizer |
| WO2017105887A1 (en) | 2015-12-14 | 2017-06-22 | 3M Innovative Properties Company | Polylactic acid polymer based film comprising an adhesive layer |
| WO2017112458A1 (en) | 2015-12-22 | 2017-06-29 | 3M Innovative Properties Company | Acrylic polyvinyl acetal graphic films |
| EP3393795A2 (en) | 2015-12-22 | 2018-10-31 | 3M Innovative Properties Company | Acrylic films comprising a structured layer |
| EP3393798B1 (en) | 2015-12-22 | 2021-10-20 | 3M Innovative Properties Company | Films comprising a (meth)acrylic polymer and polyvinyl acetal polymer having a layer of an adhesive composition disposed thereon |
| WO2017112453A2 (en) | 2015-12-22 | 2017-06-29 | 3M Innovative Properties Company | Acrylic polyvinyl acetal films comprising a second layer |
| US10282583B2 (en) | 2015-12-22 | 2019-05-07 | Gemalto Sa | Fingerprint imaging systems comprising self-wetting adhesive, films and methods |
| WO2017142730A1 (en) | 2016-02-15 | 2017-08-24 | 3M Innovative Properties Company | Polylactic acid polymer based film comprising a structured surface and articles |
| DE102016210536A1 (de) | 2016-04-13 | 2017-10-19 | Tesa Se | Einfärbbarer Primer |
| US20170298230A1 (en) | 2016-04-13 | 2017-10-19 | Tesa Se | Pigmentable Primer |
| EP3458505B1 (en) | 2016-05-20 | 2021-04-28 | 3M Innovative Properties Company | Oriented polylactic acid polymer based film |
| JP7170544B2 (ja) | 2016-06-21 | 2022-11-14 | スリーエム イノベイティブ プロパティズ カンパニー | 半結晶性ポリ乳酸系フィルムを含むグラフィック物品 |
| US9864112B1 (en) | 2016-11-16 | 2018-01-09 | 3M Innovative Properties Company | Conformable retroreflective graphic film |
| CN110337356B (zh) | 2016-12-05 | 2022-06-21 | 3M创新有限公司 | 包含聚乳酸聚合物膜的粘合剂制品及其制备方法 |
| WO2018106486A1 (en) | 2016-12-05 | 2018-06-14 | 3M Innovative Properties Company | Composition and films comprising polylactic acid polymer and copolymer comprising long chain alkyl moiety |
| WO2019193468A1 (en) | 2018-04-04 | 2019-10-10 | 3M Innovative Properties Company | Transfer tape with fluid egress channels |
| CN112437796B (zh) | 2018-07-20 | 2022-11-01 | 3M创新有限公司 | 高密度柱阵列 |
| DE102018007330B3 (de) | 2018-09-15 | 2019-08-22 | Institut für Kunststofftechnologie und -recycling e.V. | Halogenfreier Haftvermittler zur Beschichtung von Polyolefinen, Verfahren zur Herstellung und Verwendung |
| US11981810B2 (en) | 2019-03-29 | 2024-05-14 | 3M Innovative Properties Company | Film comprising polylactic acid polymer suitable for graphic articles |
| EP4017401A1 (en) | 2019-08-20 | 2022-06-29 | 3M Innovative Properties Company | Medical articles with microstructured surface having increased microorganism removal when cleaned and methods thereof |
| US11766822B2 (en) | 2019-08-20 | 2023-09-26 | 3M Innovative Properties Company | Microstructured surface with increased microorganism removal when cleaned, articles and methods |
| US12434427B2 (en) | 2019-08-20 | 2025-10-07 | Solventum Intellectual Properties Company | Microstructured surface with increased microorganism removal when cleaned, articles and methods |
| CN114650887A (zh) | 2019-08-20 | 2022-06-21 | 3M创新有限公司 | 具有在清洁时微生物去除增加的微结构化表面、制品及方法 |
| US20230158557A1 (en) | 2020-05-20 | 2023-05-25 | 3M Innovative Properties Company | Medical Articles with Microstructured Surface |
| WO2022162528A1 (en) | 2021-01-28 | 2022-08-04 | 3M Innovative Properties Company | Microstructured surface with increased microorganism removal when cleaned, articles and methods |
| EP4297917A1 (en) | 2021-02-23 | 2024-01-03 | 3M Innovative Properties Company | Medical articles with microstructured surface having increased microorganism removal when cleaned and methods thereof |
| CN114085630A (zh) * | 2021-11-24 | 2022-02-25 | 苏州德佑新材料科技股份有限公司 | 一种涂布胶的制备方法 |
| WO2023105372A1 (en) | 2021-12-07 | 2023-06-15 | 3M Innovative Properties Company | Microstructured surface and articles with lower visibilty of scratches and methods |
| WO2024246685A1 (en) | 2023-06-02 | 2024-12-05 | 3M Innovative Properties Company | Articles comprising adhesive and film suitable for disassembly and methods |
| WO2025215510A1 (en) | 2024-04-10 | 2025-10-16 | 3M Innovative Properties Company | Adhesives comprising epoxy and (meth)acrylic polymer comprising polymerized (meth) acryl macromer |
| WO2025215476A1 (en) | 2024-04-10 | 2025-10-16 | 3M Innovative Properties Company | Adhesives comprising epoxy and (meth)acrylic polymer comprising toughening agent |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3832274A (en) * | 1973-06-06 | 1974-08-27 | Lord Corp | Fast curing adhesives |
| US4126504A (en) * | 1977-01-27 | 1978-11-21 | Pratt & Lambert, Inc. | Adhesive compositions and method employing same |
| US4243500A (en) * | 1978-12-04 | 1981-01-06 | International Coatings, Co., Inc. | Pressure sensitive adhesives |
| GB2053238B (en) * | 1979-06-13 | 1983-05-05 | Asahi Chemical Ind | Thermoplastic polymer composition |
| IE51059B1 (en) * | 1980-07-11 | 1986-09-17 | Loctite Corp | Butadiene toughened adhesive composition |
| US4552921A (en) * | 1985-02-25 | 1985-11-12 | The Standard Oil Company | Method of forming a nonaqueous stable emulsion of rubber in polymerizable monomer, and the polymerization process and thermoplastic copolymer produced thereby |
| US5281663A (en) * | 1985-07-31 | 1994-01-25 | Shell Oil Company | High impact resistanct blends of thermoplastic polyesters and modified block copolymers |
| CA1296121C (en) * | 1986-02-27 | 1992-02-18 | Lori J. Klingler | Uv or heat curable reinforced elastomer compositions |
| US4726982A (en) * | 1987-04-10 | 1988-02-23 | Minnesota Mining And Manufacturing Company | Tackified acrylic pressure-sensitive adhesive and composite article |
| ES2059446T3 (es) * | 1987-07-16 | 1994-11-16 | Asahi Chemical Ind | Composicion de copolimero bloque hidrogenado especifico y procedimiento para su fabricacion. |
| US5143972A (en) * | 1990-05-17 | 1992-09-01 | Minnesota Mining And Manufacturing Company | Pressure-sensitive adhesive composition |
| JP3131599B2 (ja) * | 1990-10-25 | 2001-02-05 | 三菱化学株式会社 | 積層体の製造方法 |
| US5232838A (en) * | 1991-12-09 | 1993-08-03 | Minnesota Mining And Manufacturing Company | Culture media device and method of use |
| EP0739383B1 (en) * | 1994-01-14 | 1998-04-08 | Minnesota Mining And Manufacturing Company | Acrylate-containing polymer blends |
| US5623010A (en) * | 1995-06-22 | 1997-04-22 | Minnesota Mining And Manufacturing Company | Acrylate-containing polymer blends and methods of using |
-
1995
- 1995-06-22 US US08/493,633 patent/US5623010A/en not_active Ceased
-
1996
- 1996-05-02 JP JP50382497A patent/JP3679128B2/ja not_active Expired - Fee Related
- 1996-05-02 DE DE69612555T patent/DE69612555T2/de not_active Expired - Lifetime
- 1996-05-02 CA CA002224237A patent/CA2224237C/en not_active Expired - Fee Related
- 1996-05-02 ES ES96914571T patent/ES2155604T3/es not_active Expired - Lifetime
- 1996-05-02 CN CNB961949341A patent/CN1153812C/zh not_active Expired - Lifetime
- 1996-05-02 AU AU57891/96A patent/AU699985B2/en not_active Ceased
- 1996-05-02 BR BR9608790A patent/BR9608790A/pt not_active Application Discontinuation
- 1996-05-02 KR KR1019970709522A patent/KR19990028211A/ko not_active Withdrawn
- 1996-05-02 WO PCT/US1996/006197 patent/WO1997000913A1/en not_active Ceased
- 1996-05-02 EP EP96914571A patent/EP0833865B1/en not_active Expired - Lifetime
-
1999
- 1999-07-15 US US09/354,122 patent/USRE37036E1/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| USRE37036E1 (en) | 2001-01-30 |
| CN1190421A (zh) | 1998-08-12 |
| ES2155604T3 (es) | 2001-05-16 |
| MX9710254A (es) | 1998-03-31 |
| CA2224237A1 (en) | 1997-01-09 |
| JP3679128B2 (ja) | 2005-08-03 |
| KR19990028211A (ko) | 1999-04-15 |
| WO1997000913A1 (en) | 1997-01-09 |
| CA2224237C (en) | 2008-11-18 |
| JPH11508294A (ja) | 1999-07-21 |
| DE69612555D1 (de) | 2001-05-23 |
| US5623010A (en) | 1997-04-22 |
| AU5789196A (en) | 1997-01-22 |
| CN1153812C (zh) | 2004-06-16 |
| EP0833865A1 (en) | 1998-04-08 |
| BR9608790A (pt) | 1999-02-17 |
| EP0833865B1 (en) | 2001-04-18 |
| AU699985B2 (en) | 1998-12-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8364 | No opposition during term of opposition |