DE19543366C2 - Mit ungesättigten Aminoalkoholen vernetzte, wasserquellbare Polymerisate, deren Herstellung und Verwendung - Google Patents
Mit ungesättigten Aminoalkoholen vernetzte, wasserquellbare Polymerisate, deren Herstellung und VerwendungInfo
- Publication number
- DE19543366C2 DE19543366C2 DE19543366A DE19543366A DE19543366C2 DE 19543366 C2 DE19543366 C2 DE 19543366C2 DE 19543366 A DE19543366 A DE 19543366A DE 19543366 A DE19543366 A DE 19543366A DE 19543366 C2 DE19543366 C2 DE 19543366C2
- Authority
- DE
- Germany
- Prior art keywords
- chr
- meth
- acid
- optionally
- allyl
- 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 - Fee Related
Links
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- 150000001414 amino alcohols Chemical class 0.000 title claims abstract description 6
- 238000002360 preparation method Methods 0.000 title claims description 7
- 239000000178 monomer Substances 0.000 claims abstract description 29
- 150000001875 compounds Chemical class 0.000 claims abstract description 27
- -1 allyl glycidyl ethers Chemical class 0.000 claims abstract description 26
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 18
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 15
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 15
- 239000002253 acid Substances 0.000 claims abstract description 8
- 229920006395 saturated elastomer Polymers 0.000 claims abstract description 5
- 238000010276 construction Methods 0.000 claims abstract description 4
- 229920006037 cross link polymer Polymers 0.000 claims abstract description 4
- 150000003141 primary amines Chemical class 0.000 claims abstract description 4
- 210000001124 body fluid Anatomy 0.000 claims abstract description 3
- 239000010839 body fluid Substances 0.000 claims abstract description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 40
- 239000004971 Cross linker Substances 0.000 claims description 38
- 239000000243 solution Substances 0.000 claims description 31
- 229910052757 nitrogen Inorganic materials 0.000 claims description 28
- 239000000203 mixture Substances 0.000 claims description 26
- 229910052760 oxygen Inorganic materials 0.000 claims description 25
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 23
- 238000004132 cross linking Methods 0.000 claims description 22
- 238000000034 method Methods 0.000 claims description 20
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 15
- 239000000126 substance Substances 0.000 claims description 14
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 12
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 12
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 11
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 9
- 150000001412 amines Chemical class 0.000 claims description 9
- 229920001223 polyethylene glycol Polymers 0.000 claims description 9
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 8
- 239000010695 polyglycol Substances 0.000 claims description 8
- 229920000151 polyglycol Polymers 0.000 claims description 8
- 229920005862 polyol Polymers 0.000 claims description 8
- 230000008569 process Effects 0.000 claims description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 7
- DYUWTXWIYMHBQS-UHFFFAOYSA-N n-prop-2-enylprop-2-en-1-amine Chemical compound C=CCNCC=C DYUWTXWIYMHBQS-UHFFFAOYSA-N 0.000 claims description 7
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- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 6
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 claims description 6
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- GTELLNMUWNJXMQ-UHFFFAOYSA-N 2-ethyl-2-(hydroxymethyl)propane-1,3-diol;prop-2-enoic acid Chemical class OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.CCC(CO)(CO)CO GTELLNMUWNJXMQ-UHFFFAOYSA-N 0.000 claims description 5
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- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 4
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- 125000001931 aliphatic group Chemical group 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 4
- IQIJRJNHZYUQSD-UHFFFAOYSA-N ethenyl(phenyl)diazene Chemical compound C=CN=NC1=CC=CC=C1 IQIJRJNHZYUQSD-UHFFFAOYSA-N 0.000 claims description 4
- 150000002170 ethers Chemical class 0.000 claims description 4
- 238000010528 free radical solution polymerization reaction Methods 0.000 claims description 4
- 125000000623 heterocyclic group Chemical group 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
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 4
- 235000019422 polyvinyl alcohol Nutrition 0.000 claims description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 4
- 229920003169 water-soluble polymer Polymers 0.000 claims description 4
- LVKKFNORSNCNPP-UHFFFAOYSA-N 2,2-bis(prop-2-enoylamino)acetic acid Chemical compound C=CC(=O)NC(C(=O)O)NC(=O)C=C LVKKFNORSNCNPP-UHFFFAOYSA-N 0.000 claims description 3
- BJELTSYBAHKXRW-UHFFFAOYSA-N 2,4,6-triallyloxy-1,3,5-triazine Chemical compound C=CCOC1=NC(OCC=C)=NC(OCC=C)=N1 BJELTSYBAHKXRW-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 3
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 3
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 3
- 229920000881 Modified starch Polymers 0.000 claims description 3
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 3
- 239000007864 aqueous solution Substances 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
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 claims description 3
- 150000004985 diamines Chemical class 0.000 claims description 3
- 239000004744 fabric Substances 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 235000019426 modified starch Nutrition 0.000 claims description 3
- 238000003976 plant breeding Methods 0.000 claims description 3
- 229920000647 polyepoxide Polymers 0.000 claims description 3
- 238000010557 suspension polymerization reaction Methods 0.000 claims description 3
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 claims description 3
- VPYJNCGUESNPMV-UHFFFAOYSA-N triallylamine Chemical compound C=CCN(CC=C)CC=C VPYJNCGUESNPMV-UHFFFAOYSA-N 0.000 claims description 3
- OEIXGLMQZVLOQX-UHFFFAOYSA-N trimethyl-[3-(prop-2-enoylamino)propyl]azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CCCNC(=O)C=C OEIXGLMQZVLOQX-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
- ZPOLOEWJWXZUSP-WAYWQWQTSA-N bis(prop-2-enyl) (z)-but-2-enedioate Chemical compound C=CCOC(=O)\C=C/C(=O)OCC=C ZPOLOEWJWXZUSP-WAYWQWQTSA-N 0.000 claims description 2
- 125000004386 diacrylate group Chemical group 0.000 claims description 2
- 239000000017 hydrogel Substances 0.000 claims description 2
- 230000006855 networking Effects 0.000 claims description 2
- 239000001294 propane Substances 0.000 claims description 2
- 150000002009 diols Chemical class 0.000 claims 7
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims 4
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims 3
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 claims 2
- 150000004676 glycans Chemical class 0.000 claims 2
- RQAKESSLMFZVMC-UHFFFAOYSA-N n-ethenylacetamide Chemical compound CC(=O)NC=C RQAKESSLMFZVMC-UHFFFAOYSA-N 0.000 claims 2
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical class C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 claims 2
- 239000004584 polyacrylic acid Substances 0.000 claims 2
- 229920001282 polysaccharide Polymers 0.000 claims 2
- 239000005017 polysaccharide Substances 0.000 claims 2
- BXAAQNFGSQKPDZ-UHFFFAOYSA-N 3-[1,2,2-tris(prop-2-enoxy)ethoxy]prop-1-ene Chemical compound C=CCOC(OCC=C)C(OCC=C)OCC=C BXAAQNFGSQKPDZ-UHFFFAOYSA-N 0.000 claims 1
- 206010027336 Menstruation delayed Diseases 0.000 claims 1
- 239000013543 active substance Substances 0.000 claims 1
- 239000003337 fertilizer Substances 0.000 claims 1
- RTWNYYOXLSILQN-UHFFFAOYSA-N methanediamine Chemical compound NCN RTWNYYOXLSILQN-UHFFFAOYSA-N 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Natural products OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 1
- 239000005022 packaging material Substances 0.000 claims 1
- 239000003516 soil conditioner Substances 0.000 claims 1
- 238000004381 surface treatment Methods 0.000 claims 1
- 239000007788 liquid Substances 0.000 abstract description 29
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- 230000035699 permeability Effects 0.000 abstract description 12
- 150000002148 esters Chemical class 0.000 abstract description 8
- 230000008961 swelling Effects 0.000 abstract description 7
- 239000002250 absorbent Substances 0.000 abstract description 3
- 230000002745 absorbent Effects 0.000 abstract description 2
- 239000004952 Polyamide Substances 0.000 abstract 1
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- 239000000499 gel Substances 0.000 description 23
- 238000012360 testing method Methods 0.000 description 18
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 16
- 238000006243 chemical reaction Methods 0.000 description 15
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 14
- 238000006116 polymerization reaction Methods 0.000 description 13
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- 239000002202 Polyethylene glycol Substances 0.000 description 7
- 229920003023 plastic Polymers 0.000 description 7
- 239000004033 plastic Substances 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- 239000004698 Polyethylene Substances 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
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- 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
- 230000002378 acidificating effect Effects 0.000 description 4
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- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical class [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- CTKINSOISVBQLD-UHFFFAOYSA-N Glycidol Chemical compound OCC1CO1 CTKINSOISVBQLD-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- 239000011837 N,N-methylenebisacrylamide Substances 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000000278 alkyl amino alkyl group Chemical group 0.000 description 1
- IMUDHTPIFIBORV-UHFFFAOYSA-N aminoethylpiperazine Chemical compound NCCN1CCNCC1 IMUDHTPIFIBORV-UHFFFAOYSA-N 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 210000001217 buttock Anatomy 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000013213 extrapolation Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000007863 gel particle Substances 0.000 description 1
- 125000003827 glycol group Chemical group 0.000 description 1
- 229920000578 graft copolymer Polymers 0.000 description 1
- 238000007602 hot air drying Methods 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- KMBPCQSCMCEPMU-UHFFFAOYSA-N n'-(3-aminopropyl)-n'-methylpropane-1,3-diamine Chemical compound NCCCN(C)CCCN KMBPCQSCMCEPMU-UHFFFAOYSA-N 0.000 description 1
- QHJABUZHRJTCAR-UHFFFAOYSA-N n'-methylpropane-1,3-diamine Chemical compound CNCCCN QHJABUZHRJTCAR-UHFFFAOYSA-N 0.000 description 1
- NOBVTKCADZWKHR-UHFFFAOYSA-N n,2-dimethylprop-2-en-1-amine Chemical compound CNCC(C)=C NOBVTKCADZWKHR-UHFFFAOYSA-N 0.000 description 1
- ZETYUTMSJWMKNQ-UHFFFAOYSA-N n,n',n'-trimethylhexane-1,6-diamine Chemical compound CNCCCCCCN(C)C ZETYUTMSJWMKNQ-UHFFFAOYSA-N 0.000 description 1
- IOXXVNYDGIXMIP-UHFFFAOYSA-N n-methylprop-2-en-1-amine Chemical compound CNCC=C IOXXVNYDGIXMIP-UHFFFAOYSA-N 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- IAWXHEPLJXAMSG-UHFFFAOYSA-N pent-2-en-1-amine Chemical compound CCC=CCN IAWXHEPLJXAMSG-UHFFFAOYSA-N 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000223 polyglycerol Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910001414 potassium ion Inorganic materials 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- UIIIBRHUICCMAI-UHFFFAOYSA-N prop-2-ene-1-sulfonic acid Chemical compound OS(=O)(=O)CC=C UIIIBRHUICCMAI-UHFFFAOYSA-N 0.000 description 1
- FBCQUCJYYPMKRO-UHFFFAOYSA-N prop-2-enyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC=C FBCQUCJYYPMKRO-UHFFFAOYSA-N 0.000 description 1
- QTECDUFMBMSHKR-UHFFFAOYSA-N prop-2-enyl prop-2-enoate Chemical compound C=CCOC(=O)C=C QTECDUFMBMSHKR-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000000611 regression analysis Methods 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910001415 sodium ion Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- 238000007669 thermal treatment Methods 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- 229940113165 trimethylolpropane Drugs 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
- B01J20/26—Synthetic macromolecular compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/04—Acids; Metal salts or ammonium salts thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
- A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
- A61L15/42—Use of materials characterised by their function or physical properties
- A61L15/60—Liquid-swellable gel-forming materials, e.g. super-absorbents
-
- 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
- C08F251/00—Macromolecular compounds obtained by polymerising monomers on to polysaccharides or derivatives thereof
-
- 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
- C08F261/00—Macromolecular compounds obtained by polymerising monomers on to polymers of oxygen-containing monomers as defined in group C08F16/00
- C08F261/02—Macromolecular compounds obtained by polymerising monomers on to polymers of oxygen-containing monomers as defined in group C08F16/00 on to polymers of unsaturated alcohols
- C08F261/04—Macromolecular compounds obtained by polymerising monomers on to polymers of oxygen-containing monomers as defined in group C08F16/00 on to polymers of unsaturated alcohols on to polymers of vinyl alcohol
-
- 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
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
- C08F290/06—Polymers provided for in subclass C08G
- C08F290/062—Polyethers
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K17/00—Soil-conditioning materials or soil-stabilising materials
- C09K17/14—Soil-conditioning materials or soil-stabilising materials containing organic compounds only
- C09K17/18—Prepolymers; Macromolecular compounds
- C09K17/20—Vinyl polymers
- C09K17/22—Polyacrylates; Polymethacrylates
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
- H01B3/00—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties
- H01B3/18—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances
- H01B3/20—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances liquids, e.g. oils
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Dispersion Chemistry (AREA)
- Hematology (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Physics & Mathematics (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- General Life Sciences & Earth Sciences (AREA)
- Soil Sciences (AREA)
- Analytical Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Graft Or Block Polymers (AREA)
- Absorbent Articles And Supports Therefor (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Soil Conditioners And Soil-Stabilizing Materials (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Other Resins Obtained By Reactions Not Involving Carbon-To-Carbon Unsaturated Bonds (AREA)
Priority Applications (15)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19543366A DE19543366C2 (de) | 1995-11-21 | 1995-11-21 | Mit ungesättigten Aminoalkoholen vernetzte, wasserquellbare Polymerisate, deren Herstellung und Verwendung |
| PCT/EP1996/005073 WO1997018889A1 (de) | 1995-11-21 | 1996-11-18 | Mit ungesättigten aminoalkoholen vernetzte, wasserquellbare polymerisate, deren herstellung und verwendung |
| JP51937897A JP3957004B2 (ja) | 1995-11-21 | 1996-11-18 | 不飽和アミノアルコールで架橋された水膨潤性ポリマー、その製造及び使用 |
| EP96939093A EP0873187B1 (de) | 1995-11-21 | 1996-11-18 | Mit ungesättigten aminoalkoholen vernetzte, wasserquellbare polymerisate, deren herstellung und verwendung |
| CZ981561A CZ156198A3 (cs) | 1995-11-21 | 1996-11-18 | Zesíťovaný polymer absorbující vodné tekutiny, způsob jeho výroby a použití a zesíťovací prostředek a jeho použití |
| US09/068,562 US6087450A (en) | 1995-11-21 | 1996-11-18 | Water-swelling polymers cross-linked with unsaturated amino alcohols, the production and use of same |
| PT96939093T PT873187E (pt) | 1995-11-21 | 1996-11-18 | Polimeros reticulados com alcoois aminados insaturados com capacidade de aumentar de volume com agua sua preparacao e utilizacao |
| DK96939093T DK0873187T3 (da) | 1995-11-21 | 1996-11-18 | Med umættede aminoalkoholer tværbundne, vandkvældbare polymerisater, deres fremstilling og anvendelse |
| KR1019980703801A KR19990071528A (ko) | 1995-11-21 | 1996-11-18 | 불포화 아미노 알콜과 가교결합된 수 팽창 중합체, 이의 제조방법과 용도 |
| CN96199662A CN1207691A (zh) | 1995-11-21 | 1996-11-18 | 用不饱和氨基醇交联的水溶胀型聚合物及其生产方法和用途 |
| ES96939093T ES2159052T3 (es) | 1995-11-21 | 1996-11-18 | Polimeros hinchables en agua, reticulados con aminoalcoholes insaturados, su preparacion y empleo. |
| AT96939093T ATE202298T1 (de) | 1995-11-21 | 1996-11-18 | Mit ungesättigten aminoalkoholen vernetzte, wasserquellbare polymerisate, deren herstellung und verwendung |
| DE59607142T DE59607142D1 (de) | 1995-11-21 | 1996-11-18 | Mit ungesättigten aminoalkoholen vernetzte, wasserquellbare polymerisate, deren herstellung und verwendung |
| TW085114158A TW363980B (en) | 1995-11-21 | 1996-11-19 | Water-swelling polymers cross-linked with unsaturated amino alcohols, the production and use of same |
| GR20010401086T GR3036234T3 (en) | 1995-11-21 | 2001-07-18 | Water-swelling polymers cross-linked with unsaturated amino alcohols, the production and use of same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19543366A DE19543366C2 (de) | 1995-11-21 | 1995-11-21 | Mit ungesättigten Aminoalkoholen vernetzte, wasserquellbare Polymerisate, deren Herstellung und Verwendung |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE19543366A1 DE19543366A1 (de) | 1997-05-22 |
| DE19543366C2 true DE19543366C2 (de) | 1998-09-10 |
Family
ID=7778012
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19543366A Expired - Fee Related DE19543366C2 (de) | 1995-11-21 | 1995-11-21 | Mit ungesättigten Aminoalkoholen vernetzte, wasserquellbare Polymerisate, deren Herstellung und Verwendung |
| DE59607142T Expired - Fee Related DE59607142D1 (de) | 1995-11-21 | 1996-11-18 | Mit ungesättigten aminoalkoholen vernetzte, wasserquellbare polymerisate, deren herstellung und verwendung |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE59607142T Expired - Fee Related DE59607142D1 (de) | 1995-11-21 | 1996-11-18 | Mit ungesättigten aminoalkoholen vernetzte, wasserquellbare polymerisate, deren herstellung und verwendung |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US6087450A (enExample) |
| EP (1) | EP0873187B1 (enExample) |
| JP (1) | JP3957004B2 (enExample) |
| KR (1) | KR19990071528A (enExample) |
| CN (1) | CN1207691A (enExample) |
| AT (1) | ATE202298T1 (enExample) |
| CZ (1) | CZ156198A3 (enExample) |
| DE (2) | DE19543366C2 (enExample) |
| DK (1) | DK0873187T3 (enExample) |
| ES (1) | ES2159052T3 (enExample) |
| GR (1) | GR3036234T3 (enExample) |
| PT (1) | PT873187E (enExample) |
| TW (1) | TW363980B (enExample) |
| WO (1) | WO1997018889A1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7842386B2 (en) | 2003-07-25 | 2010-11-30 | Evonik Stockhausen Gmbh | Powdery water-absorbing polymers with fine particles bound by thermoplastic adhesives |
Families Citing this family (56)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19854575A1 (de) | 1998-11-26 | 2000-05-31 | Basf Ag | Vernetzte quellfähige Polymere |
| WO2000040626A1 (en) * | 1999-01-06 | 2000-07-13 | The Stewart Group, Inc. | Flexible water absorbent polymer coating |
| GB9900298D0 (en) * | 1999-01-07 | 1999-02-24 | Medical Res Council | Optical sorting method |
| DE19909653A1 (de) | 1999-03-05 | 2000-09-07 | Stockhausen Chem Fab Gmbh | Pulverförmige, vernetzte, wässrige Flüssigkeiten sowie Blut absorbierende Polymere, Verfahren zu ihrer Herstellung und ihre Verwendung |
| DE19941423A1 (de) | 1999-08-30 | 2001-03-01 | Stockhausen Chem Fab Gmbh | Polymerzusammensetzung und ein Verfahren zu dessen Herstellung |
| DE10053858A1 (de) | 2000-10-30 | 2002-05-08 | Stockhausen Chem Fab Gmbh | Absorbierendes Gebilde mit verbesserten Blockingeigenschaften |
| DE10161496A1 (de) * | 2001-12-14 | 2003-06-26 | Stockhausen Chem Fab Gmbh | Kompaktierte absorbierende Polymere, deren Herstellung und Verwendung |
| US7005143B2 (en) * | 2002-04-12 | 2006-02-28 | 3M Innovative Properties Company | Gel materials, medical articles, and methods |
| AU2003274077A1 (en) | 2002-10-25 | 2004-05-13 | Stockhausen Gmbh | Two-stage mixing method for producing an absorbent polymer |
| EP1594557B1 (en) * | 2003-02-10 | 2019-05-01 | Nippon Shokubai Co., Ltd. | Water-absorbent resin composition and its production process |
| BRPI0407342B8 (pt) * | 2003-02-10 | 2021-06-22 | Nippon Catalytic Chem Ind | agente absorvente de água |
| DE10321536B4 (de) * | 2003-05-14 | 2013-03-07 | Evonik Goldschmidt Gmbh | Aminoalkohol-basierte Tenside mit geringer Oberflächenspannung und deren Verwendung |
| DE10334271B4 (de) | 2003-07-25 | 2006-02-23 | Stockhausen Gmbh | Verfahren zur Agglomeration von Superabsorberfeinteilchen, daraus erhältliche Superabsorberpartikel, deren Verwendung sowie diese beinhaltende Verbunde |
| US7291674B2 (en) * | 2003-10-28 | 2007-11-06 | Stockhausen, Inc. | Superabsorbent polymer |
| DE602004031260D1 (de) * | 2003-12-12 | 2011-03-10 | Nippon Catalytic Chem Ind | Wasserabsorbierendes mittel, herstellungsverfahren dafür und absorbens und absorptionsgegenstand daraus |
| DE102004016650A1 (de) * | 2004-03-31 | 2005-10-20 | Basf Ag | Diallylamine enthaltende Polymerisate |
| TWI353360B (en) * | 2005-04-07 | 2011-12-01 | Nippon Catalytic Chem Ind | Production process of polyacrylic acid (salt) wate |
| DE102005018924A1 (de) * | 2005-04-22 | 2006-10-26 | Stockhausen Gmbh | Wasserabsorbierende Polymergebilde mit verbesserten Absorptionseigenschaften |
| TWI394789B (zh) | 2005-12-22 | 2013-05-01 | Nippon Catalytic Chem Ind | 吸水性樹脂組成物及其製造方法、吸收性物品 |
| EP1837348B9 (en) | 2006-03-24 | 2020-01-08 | Nippon Shokubai Co.,Ltd. | Water-absorbing resin and method for manufacturing the same |
| DE602007003397D1 (de) | 2006-03-29 | 2010-01-07 | Nippon Catalytic Chem Ind | Verfahren zur Herstellung von wasserabsorbierendem Polyacrylsäure (Salz)-Harz |
| US20080164067A1 (en) * | 2007-01-09 | 2008-07-10 | Ahmadi Tehrani | Method for Reducing Aqueous Content of Oil-Based Fluids |
| US20110091540A1 (en) * | 2007-08-29 | 2011-04-21 | Alan Strickland | Polymeric compositions and their method of use in combination with active agents |
| US20110054375A1 (en) | 2007-11-27 | 2011-03-03 | Hans Smola | Dressing comprising polyacrylate particles and use thereof |
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1996
- 1996-11-18 EP EP96939093A patent/EP0873187B1/de not_active Expired - Lifetime
- 1996-11-18 KR KR1019980703801A patent/KR19990071528A/ko not_active Withdrawn
- 1996-11-18 AT AT96939093T patent/ATE202298T1/de not_active IP Right Cessation
- 1996-11-18 DE DE59607142T patent/DE59607142D1/de not_active Expired - Fee Related
- 1996-11-18 CN CN96199662A patent/CN1207691A/zh active Pending
- 1996-11-18 WO PCT/EP1996/005073 patent/WO1997018889A1/de not_active Ceased
- 1996-11-18 US US09/068,562 patent/US6087450A/en not_active Expired - Fee Related
- 1996-11-18 JP JP51937897A patent/JP3957004B2/ja not_active Expired - Fee Related
- 1996-11-18 ES ES96939093T patent/ES2159052T3/es not_active Expired - Lifetime
- 1996-11-18 CZ CZ981561A patent/CZ156198A3/cs unknown
- 1996-11-18 PT PT96939093T patent/PT873187E/pt unknown
- 1996-11-18 DK DK96939093T patent/DK0873187T3/da active
- 1996-11-19 TW TW085114158A patent/TW363980B/zh active
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2001
- 2001-07-18 GR GR20010401086T patent/GR3036234T3/el not_active IP Right Cessation
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| JPS63199205A (ja) * | 1987-02-12 | 1988-08-17 | Lion Corp | 高吸水性ポリマ−の製造方法 |
| WO1994025519A1 (de) * | 1992-03-05 | 1994-11-10 | Chemische Fabrik Stockhausen Gmbh | Polymerzusammensetzung, absorptionsmaterialzusammensetzung, deren herstellung und verwendung |
| WO1994009043A1 (en) * | 1992-10-14 | 1994-04-28 | The Dow Chemical Company | Water-absorbent polymer having improved properties |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7842386B2 (en) | 2003-07-25 | 2010-11-30 | Evonik Stockhausen Gmbh | Powdery water-absorbing polymers with fine particles bound by thermoplastic adhesives |
| US8288002B2 (en) | 2003-07-25 | 2012-10-16 | Evonik Stockhausen Gmbh | Water-absorbing polymer particles with thermoplastic coating |
| US8518541B2 (en) | 2003-07-25 | 2013-08-27 | Evonik Stockhausen Gmbh | Powdery water-absorbing polymers with fine particles bound by thermoplastic adhesives |
Also Published As
| Publication number | Publication date |
|---|---|
| ES2159052T3 (es) | 2001-09-16 |
| WO1997018889A1 (de) | 1997-05-29 |
| PT873187E (pt) | 2001-09-28 |
| ATE202298T1 (de) | 2001-07-15 |
| DE19543366A1 (de) | 1997-05-22 |
| GR3036234T3 (en) | 2001-10-31 |
| CZ156198A3 (cs) | 1998-11-11 |
| US6087450A (en) | 2000-07-11 |
| DE59607142D1 (de) | 2001-07-26 |
| JP3957004B2 (ja) | 2007-08-08 |
| EP0873187A1 (de) | 1998-10-28 |
| JP2000501437A (ja) | 2000-02-08 |
| EP0873187B1 (de) | 2001-06-20 |
| CN1207691A (zh) | 1999-02-10 |
| TW363980B (en) | 1999-07-11 |
| DK0873187T3 (da) | 2001-09-03 |
| KR19990071528A (ko) | 1999-09-27 |
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