JP2013517133A5 - - Google Patents
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- JP2013517133A5 JP2013517133A5 JP2012549319A JP2012549319A JP2013517133A5 JP 2013517133 A5 JP2013517133 A5 JP 2013517133A5 JP 2012549319 A JP2012549319 A JP 2012549319A JP 2012549319 A JP2012549319 A JP 2012549319A JP 2013517133 A5 JP2013517133 A5 JP 2013517133A5
- Authority
- JP
- Japan
- Prior art keywords
- glycol
- group
- meth
- represented
- monomer
- 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.)
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- 239000000178 monomer Substances 0.000 claims description 53
- 239000002270 dispersing agent Substances 0.000 claims description 52
- 229920001577 copolymer Polymers 0.000 claims description 26
- 239000000203 mixture Substances 0.000 claims description 19
- 239000003795 chemical substances by application Substances 0.000 claims description 18
- -1 flow aids Substances 0.000 claims description 15
- 125000004432 carbon atom Chemical group C* 0.000 claims description 13
- 150000002148 esters Chemical class 0.000 claims description 11
- 239000000843 powder Substances 0.000 claims description 11
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 10
- 239000004570 mortar (masonry) Substances 0.000 claims description 10
- 239000011230 binding agent Substances 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
- 229910052751 metal Inorganic materials 0.000 claims description 8
- 239000002184 metal Substances 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 claims description 6
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical class CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 6
- 125000002723 alicyclic group Chemical group 0.000 claims description 6
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 claims description 6
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 6
- 238000001035 drying Methods 0.000 claims description 6
- 229920005646 polycarboxylate Polymers 0.000 claims description 6
- 229920000642 polymer Polymers 0.000 claims description 6
- 239000001692 EU approved anti-caking agent Substances 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 239000003381 stabilizer Substances 0.000 claims description 5
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 claims description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 4
- 125000004429 atom Chemical group 0.000 claims description 4
- 239000004568 cement Substances 0.000 claims description 4
- 125000005702 oxyalkylene group Chemical group 0.000 claims description 4
- 229920001515 polyalkylene glycol Polymers 0.000 claims description 4
- 238000001694 spray drying Methods 0.000 claims description 4
- 125000003107 substituted aryl group Chemical group 0.000 claims description 4
- 230000009471 action Effects 0.000 claims description 3
- 239000000654 additive Substances 0.000 claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- 150000001408 amides Chemical class 0.000 claims description 3
- 125000004103 aminoalkyl group Chemical group 0.000 claims description 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- 239000000945 filler Substances 0.000 claims description 3
- 125000005915 C6-C14 aryl group Chemical group 0.000 claims description 2
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 claims description 2
- 239000011398 Portland cement Substances 0.000 claims description 2
- YZCKVEUIGOORGS-IGMARMGPSA-N Protium Chemical compound [1H] YZCKVEUIGOORGS-IGMARMGPSA-N 0.000 claims description 2
- 230000000996 additive effect Effects 0.000 claims description 2
- 125000003158 alcohol group Chemical group 0.000 claims description 2
- 125000002947 alkylene group Chemical group 0.000 claims description 2
- 125000003277 amino group Chemical group 0.000 claims description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 2
- 150000008064 anhydrides Chemical class 0.000 claims description 2
- 229910052925 anhydrite Inorganic materials 0.000 claims description 2
- 239000002518 antifoaming agent Substances 0.000 claims description 2
- ZOMBKNNSYQHRCA-UHFFFAOYSA-J calcium sulfate hemihydrate Chemical compound O.[Ca+2].[Ca+2].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O ZOMBKNNSYQHRCA-UHFFFAOYSA-J 0.000 claims description 2
- XFWJKVMFIVXPKK-UHFFFAOYSA-N calcium;oxido(oxo)alumane Chemical compound [Ca+2].[O-][Al]=O.[O-][Al]=O XFWJKVMFIVXPKK-UHFFFAOYSA-N 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 229910052602 gypsum Inorganic materials 0.000 claims description 2
- 239000010440 gypsum Substances 0.000 claims description 2
- 239000004615 ingredient Substances 0.000 claims description 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 2
- 239000000463 material Substances 0.000 claims description 2
- 230000004048 modification Effects 0.000 claims description 2
- 238000012986 modification Methods 0.000 claims description 2
- 229920002959 polymer blend Polymers 0.000 claims description 2
- 230000000379 polymerizing effect Effects 0.000 claims description 2
- 230000003014 reinforcing effect Effects 0.000 claims description 2
- 230000008439 repair process Effects 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- 239000004094 surface-active agent Substances 0.000 claims description 2
- 239000002562 thickening agent Substances 0.000 claims description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims 23
- 150000003839 salts Chemical class 0.000 claims 8
- 229920001451 polypropylene glycol Polymers 0.000 claims 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims 5
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims 4
- 239000004721 Polyphenylene oxide Substances 0.000 claims 4
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 claims 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims 4
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 4
- 229920000570 polyether Polymers 0.000 claims 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims 4
- 239000006185 dispersion Substances 0.000 claims 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims 3
- UIIIBRHUICCMAI-UHFFFAOYSA-N prop-2-ene-1-sulfonic acid Chemical class OS(=O)(=O)CC=C UIIIBRHUICCMAI-UHFFFAOYSA-N 0.000 claims 3
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 claims 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 2
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 claims 2
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 claims 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 2
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims 2
- 239000002202 Polyethylene glycol Substances 0.000 claims 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims 2
- 150000001298 alcohols Chemical class 0.000 claims 2
- 125000005907 alkyl ester group Chemical group 0.000 claims 2
- 150000003863 ammonium salts Chemical class 0.000 claims 2
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 claims 2
- 229940018557 citraconic acid Drugs 0.000 claims 2
- 150000001991 dicarboxylic acids Chemical class 0.000 claims 2
- 239000001530 fumaric acid Substances 0.000 claims 2
- CPJRRXSHAYUTGL-UHFFFAOYSA-N isopentenyl alcohol Chemical compound CC(=C)CCO CPJRRXSHAYUTGL-UHFFFAOYSA-N 0.000 claims 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims 2
- 239000011976 maleic acid Substances 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 229920001748 polybutylene Polymers 0.000 claims 2
- 229920001223 polyethylene glycol Polymers 0.000 claims 2
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Chemical class CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 claims 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims 1
- HNVRRHSXBLFLIG-UHFFFAOYSA-N 3-hydroxy-3-methylbut-1-ene Chemical compound CC(C)(O)C=C HNVRRHSXBLFLIG-UHFFFAOYSA-N 0.000 claims 1
- ATVJXMYDOSMEPO-UHFFFAOYSA-N 3-prop-2-enoxyprop-1-ene Chemical group C=CCOCC=C ATVJXMYDOSMEPO-UHFFFAOYSA-N 0.000 claims 1
- HMBNQNDUEFFFNZ-UHFFFAOYSA-N 4-ethenoxybutan-1-ol Chemical compound OCCCCOC=C HMBNQNDUEFFFNZ-UHFFFAOYSA-N 0.000 claims 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims 1
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical class OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 claims 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims 1
- 229910019142 PO4 Inorganic materials 0.000 claims 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 125000005011 alkyl ether group Chemical group 0.000 claims 1
- 150000001414 amino alcohols Chemical class 0.000 claims 1
- 150000001733 carboxylic acid esters Chemical class 0.000 claims 1
- 150000001735 carboxylic acids Chemical class 0.000 claims 1
- 238000013329 compounding Methods 0.000 claims 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical class C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 claims 1
- 150000005690 diesters Chemical class 0.000 claims 1
- 150000002170 ethers Chemical class 0.000 claims 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims 1
- 150000002191 fatty alcohols Chemical class 0.000 claims 1
- 230000002209 hydrophobic effect Effects 0.000 claims 1
- 150000003949 imides Chemical class 0.000 claims 1
- LDHQCZJRKDOVOX-IHWYPQMZSA-N isocrotonic acid Chemical class C\C=C/C(O)=O LDHQCZJRKDOVOX-IHWYPQMZSA-N 0.000 claims 1
- VBPSVYDSYVJIPX-UHFFFAOYSA-N methylbutenol Natural products CCC=C(C)O VBPSVYDSYVJIPX-UHFFFAOYSA-N 0.000 claims 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims 1
- 239000010452 phosphate Substances 0.000 claims 1
- 239000011505 plaster Substances 0.000 claims 1
- 229920000728 polyester Polymers 0.000 claims 1
- 238000005507 spraying Methods 0.000 claims 1
- 150000003458 sulfonic acid derivatives Chemical class 0.000 claims 1
- 239000000725 suspension Substances 0.000 claims 1
- NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical class OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 claims 1
- 239000004552 water soluble powder Substances 0.000 claims 1
- 239000004606 Fillers/Extenders Substances 0.000 description 1
- 125000005396 acrylic acid ester group Chemical group 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 239000003139 biocide Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 150000002466 imines Chemical class 0.000 description 1
- 239000003550 marker Substances 0.000 description 1
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 1
- 239000006082 mold release agent Substances 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP10151309 | 2010-01-21 | ||
| EP10151309.1 | 2010-01-21 | ||
| PCT/EP2011/050509 WO2011089085A1 (de) | 2010-01-21 | 2011-01-17 | Dispergiermittel |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2013517133A JP2013517133A (ja) | 2013-05-16 |
| JP2013517133A5 true JP2013517133A5 (enExample) | 2014-03-06 |
Family
ID=43858302
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012549319A Pending JP2013517133A (ja) | 2010-01-21 | 2011-01-17 | 分散剤 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US20130005863A1 (enExample) |
| EP (1) | EP2526072B1 (enExample) |
| JP (1) | JP2013517133A (enExample) |
| KR (1) | KR20130001222A (enExample) |
| RU (1) | RU2567258C2 (enExample) |
| WO (1) | WO2011089085A1 (enExample) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102886227B (zh) * | 2012-07-25 | 2015-01-21 | 中南大学 | 一种丙烯酸乙氧基乙酯聚合物的应用及制备方法 |
| RU2672274C1 (ru) | 2013-11-22 | 2018-11-13 | Констракшн Рисёрч Энд Текнолоджи Гмбх | Уменьшающая трещины добавка для вяжущих составов |
| CN103881082B (zh) * | 2014-04-17 | 2016-01-20 | 山东卓星化工有限公司 | 聚羧酸减水剂大单体甲基烯丙醇聚氧乙烯醚的制备方法 |
| US9624130B2 (en) * | 2015-06-15 | 2017-04-18 | Gcp Applied Technologies Inc. | Optimizing polycarboxylate admixtures for cementitious compositions |
| US10808047B2 (en) | 2015-08-21 | 2020-10-20 | G&P Holding, Inc. | Silver and copper itaconates and poly itaconates |
| WO2018029095A1 (de) * | 2016-08-11 | 2018-02-15 | Basf Se | Dispergiermittelzusammensetzung für anorganische feststoffsuspensionen |
| CN107151294B (zh) * | 2017-06-08 | 2020-03-24 | 中建材中岩科技有限公司 | 早强型聚羧酸减水剂及其制备方法和应用 |
| CN107383284A (zh) * | 2017-06-16 | 2017-11-24 | 江苏开放大学 | 一种紫外、荧光双示踪型混凝土外加剂及其制备方法 |
| CN107325236A (zh) * | 2017-07-15 | 2017-11-07 | 刘翠芬 | 一种非泥土敏感型聚羧酸减水剂及其制备方法 |
| CN107459611A (zh) * | 2017-08-16 | 2017-12-12 | 科之杰新材料集团有限公司 | 一种长效聚羧酸保坍剂的制备方法 |
| CN108455924B (zh) * | 2018-01-25 | 2020-08-07 | 四川通德商品混凝土有限公司 | 细石微膨胀自流平材料和细石微膨胀自流平砂浆 |
| CN109206093A (zh) * | 2018-08-31 | 2019-01-15 | 上海翟氏混凝土有限公司 | 一种高流动性混凝土拌合物及其制备方法 |
| CN109650762B (zh) * | 2018-12-24 | 2020-08-11 | 科之杰新材料集团有限公司 | 一种磷酸盐型聚羧酸减水剂和制备方法 |
| CN111747671B (zh) * | 2019-03-26 | 2025-02-18 | Sika技术股份公司 | 用于干燥砂浆的高减水粉末制剂 |
| CN111018455A (zh) * | 2019-12-19 | 2020-04-17 | 上海城建建设实业集团新型建筑材料嘉兴有限公司 | 一种低温型钢筋连接套筒灌浆料及其制备方法 |
| RU2753761C1 (ru) * | 2020-11-30 | 2021-08-23 | КейЗиДжей НЬЮ МАТЕРИАЛС ГРУП КО., ЛТД. | Полимер быстрого отверждения для диспергирования цемента и способ его изготовления |
| DE102021114054A1 (de) | 2021-05-31 | 2022-12-01 | Universität Konstanz, Körperschaft des öffentlichen Rechts | Multifunktionelles Tensid |
| WO2025156206A1 (en) * | 2024-01-25 | 2025-07-31 | Sika Technology Ag | Process for the production of polycarboxylate ether copolymers in powder form |
| CN120192115A (zh) * | 2025-03-11 | 2025-06-24 | 广州市建筑科学研究院集团有限公司 | 一种uhpc用聚羧酸减水剂及其制备方法 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MY114306A (en) * | 1995-07-13 | 2002-09-30 | Mbt Holding Ag | Cement dispersant method for production thereof and cement composition using dispersant |
| JP4353699B2 (ja) * | 2001-05-28 | 2009-10-28 | 株式会社日本触媒 | セメント混和剤及びセメント組成物 |
| ATE380840T1 (de) * | 2002-05-22 | 2007-12-15 | Basf Constr Polymers Gmbh | Verwendung von wasserlöslichen polymeren als trocknungshilfmittel für die herstellung polymerer dispergiermittel |
| TWI268914B (en) * | 2003-05-09 | 2006-12-21 | Nippon Catalytic Chem Ind | Polycarboxylic acid concrete admixture |
| DE102006027035A1 (de) | 2005-06-14 | 2007-01-11 | Basf Construction Polymers Gmbh | Polyether-haltiges Copolymer |
| US7070648B1 (en) | 2005-06-16 | 2006-07-04 | Lyondell Chemical Technology, L.P. | Preparation of gypsum compositions |
| JP4531799B2 (ja) * | 2007-10-19 | 2010-08-25 | コンストラクション リサーチ アンド テクノロジー ゲーエムベーハー | セメント添加剤 |
| US8519029B2 (en) * | 2008-06-16 | 2013-08-27 | Construction Research & Technology Gmbh | Copolymer admixture system for workability retention of cementitious compositions |
-
2011
- 2011-01-17 RU RU2012135571/03A patent/RU2567258C2/ru active
- 2011-01-17 US US13/518,133 patent/US20130005863A1/en not_active Abandoned
- 2011-01-17 EP EP11700193.3A patent/EP2526072B1/de active Active
- 2011-01-17 JP JP2012549319A patent/JP2013517133A/ja active Pending
- 2011-01-17 KR KR1020127021374A patent/KR20130001222A/ko not_active Ceased
- 2011-01-17 WO PCT/EP2011/050509 patent/WO2011089085A1/de not_active Ceased
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