ES2755050T3 - Dispersión polimérica acuosa que puede aplicarse como fijador para adhesivos y puede prepararse mediante polimerización en emulsión a base de (met)acrilatos de alquilo de C1 a C20 - Google Patents
Dispersión polimérica acuosa que puede aplicarse como fijador para adhesivos y puede prepararse mediante polimerización en emulsión a base de (met)acrilatos de alquilo de C1 a C20 Download PDFInfo
- Publication number
- ES2755050T3 ES2755050T3 ES13701075T ES13701075T ES2755050T3 ES 2755050 T3 ES2755050 T3 ES 2755050T3 ES 13701075 T ES13701075 T ES 13701075T ES 13701075 T ES13701075 T ES 13701075T ES 2755050 T3 ES2755050 T3 ES 2755050T3
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- weight
- monomers
- adhesive
- acid
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- Prior art date
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- 239000000853 adhesive Substances 0.000 title claims abstract description 68
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 62
- 239000006185 dispersion Substances 0.000 title claims abstract description 62
- 239000000834 fixative Substances 0.000 title claims abstract description 23
- 238000007720 emulsion polymerization reaction Methods 0.000 title claims abstract description 21
- 150000001252 acrylic acid derivatives Chemical class 0.000 title claims description 10
- 239000000178 monomer Substances 0.000 claims abstract description 98
- 239000000463 material Substances 0.000 claims abstract description 43
- 239000002998 adhesive polymer Substances 0.000 claims abstract description 39
- 229920000642 polymer Polymers 0.000 claims abstract description 33
- 239000000203 mixture Substances 0.000 claims abstract description 28
- 230000009477 glass transition Effects 0.000 claims abstract description 27
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 18
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 15
- 229920002554 vinyl polymer Polymers 0.000 claims abstract description 15
- 239000002253 acid Substances 0.000 claims abstract description 8
- 238000000113 differential scanning calorimetry Methods 0.000 claims abstract description 6
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 4
- 150000002894 organic compounds Chemical group 0.000 claims abstract description 4
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 4
- 239000011593 sulfur Substances 0.000 claims abstract description 4
- 238000010438 heat treatment Methods 0.000 claims abstract 3
- -1 vinyl halides Chemical class 0.000 claims description 36
- 125000004432 carbon atom Chemical group C* 0.000 claims description 20
- 239000002390 adhesive tape Substances 0.000 claims description 18
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 15
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 11
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 10
- 230000002378 acidificating effect Effects 0.000 claims description 10
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 9
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 9
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 9
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 8
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 8
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 claims description 7
- 239000002313 adhesive film Substances 0.000 claims description 7
- 150000001735 carboxylic acids Chemical class 0.000 claims description 7
- 238000002360 preparation method Methods 0.000 claims description 7
- 239000007787 solid Substances 0.000 claims description 7
- 229920001567 vinyl ester resin Polymers 0.000 claims description 7
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims description 6
- 150000001298 alcohols Chemical class 0.000 claims description 5
- 150000002825 nitriles Chemical class 0.000 claims description 5
- 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 4
- OWHSTLLOZWTNTQ-UHFFFAOYSA-N 2-ethylhexyl 2-sulfanylacetate Chemical compound CCCCC(CC)COC(=O)CS OWHSTLLOZWTNTQ-UHFFFAOYSA-N 0.000 claims description 4
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-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
- 239000001530 fumaric acid Substances 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
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 4
- QOVCUELHTLHMEN-UHFFFAOYSA-N 1-butyl-4-ethenylbenzene Chemical compound CCCCC1=CC=C(C=C)C=C1 QOVCUELHTLHMEN-UHFFFAOYSA-N 0.000 claims description 3
- DMADTXMQLFQQII-UHFFFAOYSA-N 1-decyl-4-ethenylbenzene Chemical compound CCCCCCCCCCC1=CC=C(C=C)C=C1 DMADTXMQLFQQII-UHFFFAOYSA-N 0.000 claims description 3
- YAJYJWXEWKRTPO-UHFFFAOYSA-N 2,3,3,4,4,5-hexamethylhexane-2-thiol Chemical group CC(C)C(C)(C)C(C)(C)C(C)(C)S YAJYJWXEWKRTPO-UHFFFAOYSA-N 0.000 claims description 3
- SXQCPXKZTFJHQI-UHFFFAOYSA-N 2-hydroxy-2-methylbut-3-enoic acid Chemical compound C=CC(O)(C)C(O)=O SXQCPXKZTFJHQI-UHFFFAOYSA-N 0.000 claims description 3
- AGBXYHCHUYARJY-UHFFFAOYSA-N 2-phenylethenesulfonic acid Chemical compound OS(=O)(=O)C=CC1=CC=CC=C1 AGBXYHCHUYARJY-UHFFFAOYSA-N 0.000 claims description 3
- KFNGWPXYNSJXOP-UHFFFAOYSA-N 3-(2-methylprop-2-enoyloxy)propane-1-sulfonic acid Chemical compound CC(=C)C(=O)OCCCS(O)(=O)=O KFNGWPXYNSJXOP-UHFFFAOYSA-N 0.000 claims description 3
- NYUTUWAFOUJLKI-UHFFFAOYSA-N 3-prop-2-enoyloxypropane-1-sulfonic acid Chemical compound OS(=O)(=O)CCCOC(=O)C=C NYUTUWAFOUJLKI-UHFFFAOYSA-N 0.000 claims description 3
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 claims description 3
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 claims description 3
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims description 3
- PVEOYINWKBTPIZ-UHFFFAOYSA-N but-3-enoic acid Chemical compound OC(=O)CC=C PVEOYINWKBTPIZ-UHFFFAOYSA-N 0.000 claims description 3
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 claims description 3
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 3
- 238000011065 in-situ storage Methods 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 claims description 3
- NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 claims description 3
- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 claims description 2
- 239000011248 coating agent Substances 0.000 claims description 2
- 238000000576 coating method Methods 0.000 claims description 2
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 claims description 2
- YJSSCAJSFIGKSN-UHFFFAOYSA-N hex-1-en-2-ylbenzene Chemical compound CCCCC(=C)C1=CC=CC=C1 YJSSCAJSFIGKSN-UHFFFAOYSA-N 0.000 claims description 2
- 238000012144 step-by-step procedure Methods 0.000 claims 1
- 238000012360 testing method Methods 0.000 description 15
- 239000002245 particle Substances 0.000 description 13
- 239000000758 substrate Substances 0.000 description 11
- 239000003999 initiator Substances 0.000 description 10
- 150000001875 compounds Chemical class 0.000 description 9
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 8
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 8
- 239000004698 Polyethylene Substances 0.000 description 8
- 239000000123 paper Substances 0.000 description 8
- 229920000573 polyethylene Polymers 0.000 description 8
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical class CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 8
- 239000000654 additive Substances 0.000 description 7
- 238000004519 manufacturing process Methods 0.000 description 7
- 241000411998 Gliricidia Species 0.000 description 6
- 235000009664 Gliricidia sepium Nutrition 0.000 description 6
- 229910052783 alkali metal Inorganic materials 0.000 description 6
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 5
- 239000005977 Ethylene Substances 0.000 description 5
- 239000004743 Polypropylene Substances 0.000 description 5
- 238000009826 distribution Methods 0.000 description 5
- 239000003995 emulsifying agent Substances 0.000 description 5
- 229920000058 polyacrylate Polymers 0.000 description 5
- 229920001155 polypropylene Polymers 0.000 description 5
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Chemical class [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 5
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 4
- 229920005789 ACRONAL® acrylic binder Polymers 0.000 description 4
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 4
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 4
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 4
- 239000012790 adhesive layer Substances 0.000 description 4
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- 239000006260 foam Substances 0.000 description 4
- 239000003292 glue Substances 0.000 description 4
- 238000007254 oxidation reaction Methods 0.000 description 4
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 230000001681 protective effect Effects 0.000 description 4
- 150000003254 radicals Chemical class 0.000 description 4
- 238000009864 tensile test Methods 0.000 description 4
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 4
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 3
- 239000004821 Contact adhesive Substances 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 229920005830 Polyurethane Foam Polymers 0.000 description 3
- 125000005907 alkyl ester group Chemical group 0.000 description 3
- CWERGRDVMFNCDR-UHFFFAOYSA-N alpha-mercaptoacetic acid Natural products OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 3
- 150000003863 ammonium salts Chemical class 0.000 description 3
- 125000000129 anionic group Chemical group 0.000 description 3
- 239000000084 colloidal system Substances 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 150000002430 hydrocarbons Chemical class 0.000 description 3
- 239000010410 layer Substances 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- 229920000098 polyolefin Polymers 0.000 description 3
- 239000012966 redox initiator Substances 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 3
- 235000010262 sodium metabisulphite Nutrition 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- OZCMOJQQLBXBKI-UHFFFAOYSA-N 1-ethenoxy-2-methylpropane Chemical compound CC(C)COC=C OZCMOJQQLBXBKI-UHFFFAOYSA-N 0.000 description 2
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 2
- OAOABCKPVCUNKO-UHFFFAOYSA-N 8-methyl Nonanoic acid Chemical compound CC(C)CCCCCCC(O)=O OAOABCKPVCUNKO-UHFFFAOYSA-N 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical class OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 125000000217 alkyl group Chemical class 0.000 description 2
- 235000010323 ascorbic acid Nutrition 0.000 description 2
- 229960005070 ascorbic acid Drugs 0.000 description 2
- 239000011668 ascorbic acid Substances 0.000 description 2
- 230000002902 bimodal effect Effects 0.000 description 2
- 229920001400 block copolymer Polymers 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Chemical group 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 239000003638 chemical reducing agent Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 125000001309 chloro group Chemical group Cl* 0.000 description 2
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 2
- 239000013065 commercial product Substances 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 239000000806 elastomer Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- GLVVKKSPKXTQRB-UHFFFAOYSA-N ethenyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OC=C GLVVKKSPKXTQRB-UHFFFAOYSA-N 0.000 description 2
- AFSIMBWBBOJPJG-UHFFFAOYSA-N ethenyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC=C AFSIMBWBBOJPJG-UHFFFAOYSA-N 0.000 description 2
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 2
- 238000007046 ethoxylation reaction Methods 0.000 description 2
- 150000002191 fatty alcohols Chemical class 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 239000011737 fluorine Chemical group 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- LNMQRPPRQDGUDR-UHFFFAOYSA-N hexyl prop-2-enoate Chemical compound CCCCCCOC(=O)C=C LNMQRPPRQDGUDR-UHFFFAOYSA-N 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- SBGKURINHGJRFN-UHFFFAOYSA-N hydroxymethanesulfinic acid Chemical compound OCS(O)=O SBGKURINHGJRFN-UHFFFAOYSA-N 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 description 2
- 229940065472 octyl acrylate Drugs 0.000 description 2
- ANISOHQJBAQUQP-UHFFFAOYSA-N octyl prop-2-enoate Chemical compound CCCCCCCCOC(=O)C=C ANISOHQJBAQUQP-UHFFFAOYSA-N 0.000 description 2
- 239000005026 oriented polypropylene Substances 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- 229920002635 polyurethane Polymers 0.000 description 2
- 239000004814 polyurethane Substances 0.000 description 2
- 239000004800 polyvinyl chloride Substances 0.000 description 2
- 229920000915 polyvinyl chloride Polymers 0.000 description 2
- VSVCAMGKPRPGQR-UHFFFAOYSA-N propan-2-one;sulfurous acid Chemical compound CC(C)=O.OS(O)=O VSVCAMGKPRPGQR-UHFFFAOYSA-N 0.000 description 2
- 238000010526 radical polymerization reaction Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical class [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
- 150000003460 sulfonic acids Chemical class 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- 150000003566 thiocarboxylic acids Chemical class 0.000 description 2
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 description 1
- DOGQRRGVLIGIEG-UHFFFAOYSA-N 1-(prop-2-enoylamino)butane-2-sulfonic acid Chemical compound CCC(S(O)(=O)=O)CNC(=O)C=C DOGQRRGVLIGIEG-UHFFFAOYSA-N 0.000 description 1
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 1
- KPAPHODVWOVUJL-UHFFFAOYSA-N 1-benzofuran;1h-indene Chemical compound C1=CC=C2CC=CC2=C1.C1=CC=C2OC=CC2=C1 KPAPHODVWOVUJL-UHFFFAOYSA-N 0.000 description 1
- NUTVORGGYDQIDD-UHFFFAOYSA-N 1-ethylsulfanylethanol Chemical compound CCSC(C)O NUTVORGGYDQIDD-UHFFFAOYSA-N 0.000 description 1
- ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 2,3-dimethylbutane Chemical group CC(C)C(C)C ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 0.000 description 1
- LCPVQAHEFVXVKT-UHFFFAOYSA-N 2-(2,4-difluorophenoxy)pyridin-3-amine Chemical compound NC1=CC=CN=C1OC1=CC=C(F)C=C1F LCPVQAHEFVXVKT-UHFFFAOYSA-N 0.000 description 1
- KWVPFECTOKLOBL-KTKRTIGZSA-N 2-[(z)-octadec-9-enoxy]ethanol Chemical compound CCCCCCCC\C=C/CCCCCCCCOCCO KWVPFECTOKLOBL-KTKRTIGZSA-N 0.000 description 1
- 125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 description 1
- XHTOIFCGKIBYRK-UHFFFAOYSA-N 3-(carbamoylamino)-2-methylprop-2-enoic acid Chemical compound OC(=O)C(C)=CNC(N)=O XHTOIFCGKIBYRK-UHFFFAOYSA-N 0.000 description 1
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 description 1
- DKIDEFUBRARXTE-UHFFFAOYSA-N 3-mercaptopropanoic acid Chemical compound OC(=O)CCS DKIDEFUBRARXTE-UHFFFAOYSA-N 0.000 description 1
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- UUEWCQRISZBELL-UHFFFAOYSA-N 3-trimethoxysilylpropane-1-thiol Chemical compound CO[Si](OC)(OC)CCCS UUEWCQRISZBELL-UHFFFAOYSA-N 0.000 description 1
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- IBVAQQYNSHJXBV-UHFFFAOYSA-N adipic acid dihydrazide Chemical compound NNC(=O)CCCCC(=O)NN IBVAQQYNSHJXBV-UHFFFAOYSA-N 0.000 description 1
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- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 1
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- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
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- 150000002019 disulfides Chemical class 0.000 description 1
- WBZKQQHYRPRKNJ-UHFFFAOYSA-N disulfurous acid Chemical compound OS(=O)S(O)(=O)=O WBZKQQHYRPRKNJ-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
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- 239000000945 filler Substances 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
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- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- BAUYGSIQEAFULO-UHFFFAOYSA-L iron(2+) sulfate (anhydrous) Chemical compound [Fe+2].[O-]S([O-])(=O)=O BAUYGSIQEAFULO-UHFFFAOYSA-L 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
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09J133/08—Homopolymers or copolymers of acrylic acid esters
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- 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
- C09J133/10—Homopolymers or copolymers of methacrylic acid esters
-
- 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
- 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Polymerisation Methods In General (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Adhesive Tapes (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Graft Or Block Polymers (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP12153979 | 2012-02-06 | ||
| PCT/EP2013/051188 WO2013117428A1 (de) | 2012-02-06 | 2013-01-23 | Als tackifier für klebstoffe anwendbare wässrige polymerdispersion, herstellbar durch emulsionspolymerisation auf basis von c1- bis c20 alkyl(meth)acrylaten |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2755050T3 true ES2755050T3 (es) | 2020-04-21 |
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| ES13701075T Active ES2755050T3 (es) | 2012-02-06 | 2013-01-23 | Dispersión polimérica acuosa que puede aplicarse como fijador para adhesivos y puede prepararse mediante polimerización en emulsión a base de (met)acrilatos de alquilo de C1 a C20 |
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| BR (1) | BR112014018254B1 (cg-RX-API-DMAC7.html) |
| ES (1) | ES2755050T3 (cg-RX-API-DMAC7.html) |
| WO (1) | WO2013117428A1 (cg-RX-API-DMAC7.html) |
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| DE102012207801A1 (de) | 2012-05-10 | 2013-11-14 | Wacker Chemie Ag | Verwendung von Copolymerisaten als Klebrigmacher für Klebstoffe |
| EP2855539B1 (en) | 2012-06-04 | 2018-04-25 | Basf Se | Pressure-sensitive adhesives comprising low molecular weight acid-functional acrylic resins and methods of making and using same |
| WO2015143649A1 (en) * | 2014-03-26 | 2015-10-01 | 3M Innovative Properties Company | Ultraviolet cured (meth)acrylate pressure-sensitive adhesive composition and process for producing thereof |
| EP3164431B1 (de) | 2014-07-02 | 2020-02-12 | Basf Se | Verfahren zum kleben von substraten auf kalte und feuchte oberflächen |
| AU2016292731A1 (en) | 2015-07-14 | 2018-02-01 | Basf Se | Filaments based on a coated core material |
| KR102628874B1 (ko) * | 2015-08-05 | 2024-01-24 | 신쏘머 유에스에이 엘엘씨 | 감압성 접착제 조성물 및 이의 제조 방법 |
| WO2018141399A1 (en) * | 2017-02-03 | 2018-08-09 | Synthomer Usa Llc | Pressure sensitive adhesive compositions and methods for preparing same |
| DE102016210898A1 (de) * | 2016-06-17 | 2017-12-21 | Tesa Se | Biologisch abbaubare Haftklebmasse |
| WO2018108639A1 (en) | 2016-12-13 | 2018-06-21 | Basf Se | Filaments for use as a support material in fused deposition modeling |
| WO2018117694A1 (ko) * | 2016-12-21 | 2018-06-28 | 주식회사 엘지화학 | 키스택이 우수한 점착제 조성물 |
| KR102209391B1 (ko) | 2016-12-21 | 2021-01-29 | 주식회사 엘지화학 | 키스택이 우수한 점착제 조성물 |
| US11678661B2 (en) | 2016-12-29 | 2023-06-20 | Nouryon Chemicals International B.V. | Thickened organic liquid compositions with polymeric rheology modifiers |
| WO2018141489A1 (de) | 2017-01-31 | 2018-08-09 | Basf Se | Einkomponenten-haftklebstoffzusammensetzung mit auf reversibler vernetzung durch metallsalze beruhenden gelgehalt |
| US20190031923A1 (en) | 2017-07-26 | 2019-01-31 | 3M Innovative Properties Company | Backing for adhesive tape with thermal resistance |
| EP3661672A1 (en) | 2017-08-02 | 2020-06-10 | Basf Se | A process for producing a three-dimensional green body by a fused filament fabrication (fff) process |
| WO2019025471A1 (en) | 2017-08-02 | 2019-02-07 | Basf Se | NOZZLE CONTAINING AT LEAST ONE STATIC MIXER ELEMENT PREPARED BY A LASER SELECTIVE FUSION (SLM) PROCESS |
| EP3694946B1 (de) | 2017-10-11 | 2021-11-10 | Basf Se | Gegen weichmachermigration resistenter, uv-härtbarer schmelzklebstoff für graphikfolien und etiketten aus weich-pvc |
| ES2925911T3 (es) | 2018-02-21 | 2022-10-20 | Basf Se | Procedimiento para la fabricación de artículos recubiertos de adhesivo |
| ES2997282T3 (en) | 2018-03-06 | 2025-02-17 | Basf Se | Filaments based on a core material comprising a fibrous filler |
| EP3781622B1 (de) | 2018-04-20 | 2022-10-12 | Basf Se | Haftklebstoffzusammensetzung mit auf vernetzung über keto- oder aldehydgruppen beruhendem gelgehalt |
| US12024878B2 (en) | 2018-08-10 | 2024-07-02 | OceanLink USA, Inc. | Waterproofing membrane system and method |
| KR102277492B1 (ko) | 2018-11-20 | 2021-07-14 | 주식회사 엘지화학 | 이차 전지 전극용 바인더 조성물 및 전극 합제 |
| EP3931227A1 (en) * | 2019-03-01 | 2022-01-05 | Dow Global Technologies LLC | Tackifier composition |
| KR102742231B1 (ko) * | 2019-09-11 | 2024-12-11 | 주식회사 엘지화학 | 아크릴 계 에멀젼 점착제 조성물 |
| KR102642297B1 (ko) * | 2019-09-25 | 2024-02-28 | 주식회사 엘지화학 | 수성 점착제 조성물의 제조 방법 및 이에 의해 제조되는 수성 점착제 조성물 |
| CN114829041A (zh) * | 2019-12-17 | 2022-07-29 | 汉高股份有限及两合公司 | 水性聚合物分散体及其用途 |
| JP2023511500A (ja) | 2019-12-19 | 2023-03-20 | ビーエーエスエフ ソシエタス・ヨーロピア | 三次元グリーン体の製造方法 |
| KR102489037B1 (ko) * | 2020-06-03 | 2023-01-17 | 주식회사 엘지화학 | 수성 점착제 조성물, 이의 제조 방법, 및 이를 사용하여 제조된 점착 부재 |
| CN115667437B (zh) * | 2020-06-03 | 2024-04-12 | 株式会社Lg化学 | 水性粘合剂组合物、其制备方法、使用该水性粘合剂组合物制备的粘合构件 |
| US20240018398A1 (en) | 2020-12-07 | 2024-01-18 | Basf Se | Two-part adhesive product for adhesively bonding foamed substrates |
| CN117241944A (zh) * | 2021-02-25 | 2023-12-15 | 陶氏环球技术有限责任公司 | 具有改善的粘结强度和热密封性能的粘合剂组合物 |
| TWI792228B (zh) * | 2021-03-18 | 2023-02-11 | 財團法人紡織產業綜合研究所 | 感壓膠帶 |
| EP4408946B1 (en) | 2021-09-29 | 2025-09-17 | Basf Se | Pressure-sensitive adhesive composition comprising a dispersed pressure-sensitive adhesive polymer formed by emulsion polymerization of isobutyl acrylate, 2-ethylhexyl acrylate and/or 1-octyl acrylate, styrene and monomers having at least one acid group and optionally further monomers |
| WO2023084805A1 (ja) * | 2021-11-11 | 2023-05-19 | 星光Pmc株式会社 | エマルション組成物、水性コート剤及びエマルション組成物の製造方法 |
| WO2023083908A1 (en) | 2021-11-15 | 2023-05-19 | Basf Se | Ceramic feedstock for fusion barriers and support structures used in additive manufacturing |
| DE102022103280B4 (de) | 2022-02-11 | 2023-09-28 | Tesa Se | Haftklebemasse mit verbesserter chemischer Beständigkeit und ihre Verwendung |
| EP4155330A1 (en) | 2022-09-13 | 2023-03-29 | Basf Se | Pressure-sensitive adhesive composition comprising a dispersed pressure-sensitive adhesive polymer formed by emulsion polymerization of 2-octyl acrylate, styrene, hydroxyalkyl acrylate, monomers having at least one acid group in specific amounts and optionally further monomers |
| EP4626993A1 (en) | 2022-11-16 | 2025-10-08 | Basf Se | Aqueous polymer dispersion for pressure-sensitive adhesive with broad temperature performance |
| KR20240094805A (ko) * | 2022-12-16 | 2024-06-25 | 코오롱인더스트리 주식회사 | 점접착 부여 수지 및 이의 제조 방법 |
| EP4389778A1 (en) | 2022-12-21 | 2024-06-26 | Basf Se | Aqueous polymer dispersion for coating compositions |
| CN120769894A (zh) | 2023-02-27 | 2025-10-10 | 巴斯夫欧洲公司 | 包含可紫外线交联的聚(甲基)丙烯酸酯和可辐射固化的可自由基聚合的化合物的可紫外线固化的无溶剂热熔粘合剂 |
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| JPH07107150B2 (ja) * | 1987-03-27 | 1995-11-15 | 日本合成ゴム株式会社 | エマルジヨン型感圧接着剤 |
| US5196504A (en) * | 1991-10-15 | 1993-03-23 | Avery Dennison Corporation | Repulpable pressure-sensitive adhesive compositions |
| JPH06145262A (ja) * | 1992-09-03 | 1994-05-24 | Rohm & Haas Co | 多段階ポリマーを含有する耐水性組成物 |
| US5461103A (en) * | 1993-05-11 | 1995-10-24 | Air Products And Chemicals, Inc. | Process for producing a stable aqueous pressure sensitive adhesive polymer emulsion |
| US5800873A (en) * | 1994-10-03 | 1998-09-01 | Basf Lacke+Farben Ag | Process for the production of sealed packaging containers and the use of a sealing coating for coating plastics films |
| US6124417A (en) * | 1995-08-25 | 2000-09-26 | Avery Dennison Corporation | Water-activatable polymers for ink-jet imprintable constructions |
| DE19632203A1 (de) * | 1996-08-09 | 1998-02-12 | Basf Ag | Haftklebstoffe mit geringen Mengen Styrol |
| DE19709723A1 (de) * | 1997-03-10 | 1998-09-17 | Basf Ag | Verfahren zur Herstellung von Abdichtungen und Beschichtungen sowie zum Verkleben von Fliesen oder Fussbodenbelägen |
| DE60115260T2 (de) * | 2000-09-14 | 2006-08-03 | Rohm And Haas Co. | Niedermolekulare polymerzusätze enthaltende klebstoffe |
| EP1594903A1 (en) * | 2003-02-07 | 2005-11-16 | Cytec Surface Specialties, S.A. | Aqueous polymer dispersion and process |
| JP4250757B2 (ja) * | 2003-02-28 | 2009-04-08 | 綜研化学株式会社 | エマルジョン型粘着剤の製造方法 |
| DE10353201A1 (de) | 2003-11-13 | 2005-06-16 | Basf Ag | Polymerdispersionen, enthaltend Sulfobernsteinsäureester |
| JP5403865B2 (ja) * | 2006-03-01 | 2014-01-29 | 日東電工株式会社 | 粘着シート類 |
| EP1923405A1 (de) * | 2006-11-17 | 2008-05-21 | Elotex AG | Verfahren zur Herstellung von Dispersionen und deren Verwendung |
-
2013
- 2013-01-23 BR BR112014018254-0A patent/BR112014018254B1/pt active IP Right Grant
- 2013-01-23 WO PCT/EP2013/051188 patent/WO2013117428A1/de not_active Ceased
- 2013-01-23 JP JP2014555991A patent/JP6133331B2/ja not_active Expired - Fee Related
- 2013-01-23 CN CN201380008307.XA patent/CN104093807B/zh active Active
- 2013-01-23 ES ES13701075T patent/ES2755050T3/es active Active
- 2013-01-23 KR KR1020147024736A patent/KR20150033596A/ko not_active Ceased
- 2013-01-23 EP EP13701075.7A patent/EP2812407B1/de active Active
Also Published As
| Publication number | Publication date |
|---|---|
| WO2013117428A1 (de) | 2013-08-15 |
| JP2015511976A (ja) | 2015-04-23 |
| BR112014018254B1 (pt) | 2021-08-24 |
| CN104093807A (zh) | 2014-10-08 |
| KR20150033596A (ko) | 2015-04-01 |
| JP6133331B2 (ja) | 2017-05-24 |
| BR112014018254A2 (pt) | 2017-06-20 |
| EP2812407B1 (de) | 2019-08-21 |
| BR112014018254A8 (pt) | 2017-07-11 |
| CN104093807B (zh) | 2017-09-12 |
| EP2812407A1 (de) | 2014-12-17 |
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