DE19629526A1 - Verwendung von Phenolsulfonsäure-Formaldehyd-Kondensationsprodukten als Trocknungshilfsmittel - Google Patents
Verwendung von Phenolsulfonsäure-Formaldehyd-Kondensationsprodukten als TrocknungshilfsmittelInfo
- Publication number
- DE19629526A1 DE19629526A1 DE19629526A DE19629526A DE19629526A1 DE 19629526 A1 DE19629526 A1 DE 19629526A1 DE 19629526 A DE19629526 A DE 19629526A DE 19629526 A DE19629526 A DE 19629526A DE 19629526 A1 DE19629526 A1 DE 19629526A1
- Authority
- DE
- Germany
- Prior art keywords
- polymer
- drying
- weight
- acid
- meth
- 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.)
- Withdrawn
Links
- 238000001035 drying Methods 0.000 title claims abstract description 40
- 239000007859 condensation product Substances 0.000 title claims abstract description 24
- QJAUKMLCDVOYNX-UHFFFAOYSA-N formaldehyde;2-hydroxybenzenesulfonic acid Chemical compound O=C.OC1=CC=CC=C1S(O)(=O)=O QJAUKMLCDVOYNX-UHFFFAOYSA-N 0.000 title claims abstract description 10
- 229920000642 polymer Polymers 0.000 claims abstract description 88
- 239000006185 dispersion Substances 0.000 claims abstract description 52
- 239000000843 powder Substances 0.000 claims abstract description 41
- 238000000034 method Methods 0.000 claims abstract description 18
- 239000011230 binding agent Substances 0.000 claims abstract description 13
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Natural products O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 33
- -1 alkaline earth metal salts Chemical class 0.000 claims description 17
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 14
- 229960004279 formaldehyde Drugs 0.000 claims description 14
- 239000000178 monomer Substances 0.000 claims description 14
- 238000001694 spray drying Methods 0.000 claims description 13
- 239000000203 mixture Substances 0.000 claims description 12
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 11
- 239000011707 mineral Substances 0.000 claims description 11
- 238000002360 preparation method Methods 0.000 claims description 11
- 235000019256 formaldehyde Nutrition 0.000 claims description 10
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 9
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 9
- WHOZNOZYMBRCBL-OUKQBFOZSA-N (2E)-2-Tetradecenal Chemical group CCCCCCCCCCC\C=C\C=O WHOZNOZYMBRCBL-OUKQBFOZSA-N 0.000 claims description 8
- 239000004570 mortar (masonry) Substances 0.000 claims description 8
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 7
- 239000000463 material Substances 0.000 claims description 7
- 150000003839 salts Chemical class 0.000 claims description 7
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 6
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 6
- 229920002554 vinyl polymer Polymers 0.000 claims description 6
- 239000003513 alkali Substances 0.000 claims description 5
- 238000000576 coating method Methods 0.000 claims description 5
- 238000009826 distribution Methods 0.000 claims description 5
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- 230000001070 adhesive effect Effects 0.000 claims description 4
- 239000011248 coating agent Substances 0.000 claims description 4
- 239000003973 paint Substances 0.000 claims description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 3
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 3
- 150000003863 ammonium salts Chemical class 0.000 claims description 3
- 230000008569 process Effects 0.000 claims description 3
- 239000012209 synthetic fiber Substances 0.000 claims description 3
- 229920002994 synthetic fiber Polymers 0.000 claims description 3
- 239000002966 varnish Substances 0.000 claims description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 3
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 claims description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 2
- 239000000654 additive Substances 0.000 claims description 2
- 239000000945 filler Substances 0.000 claims description 2
- 239000000049 pigment Substances 0.000 claims description 2
- 239000004576 sand Substances 0.000 claims description 2
- 239000004566 building material Substances 0.000 claims 2
- QENRKQYUEGJNNZ-UHFFFAOYSA-N 2-methyl-1-(prop-2-enoylamino)propane-1-sulfonic acid Chemical compound CC(C)C(S(O)(=O)=O)NC(=O)C=C QENRKQYUEGJNNZ-UHFFFAOYSA-N 0.000 claims 1
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 claims 1
- 238000004140 cleaning Methods 0.000 claims 1
- 239000004744 fabric Substances 0.000 claims 1
- 239000000835 fiber Substances 0.000 claims 1
- 229940102838 methylmethacrylate Drugs 0.000 claims 1
- 230000004048 modification Effects 0.000 claims 1
- 238000012986 modification Methods 0.000 claims 1
- 239000011347 resin Substances 0.000 claims 1
- 229920005989 resin Polymers 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 24
- 239000007864 aqueous solution Substances 0.000 description 18
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 15
- 239000000243 solution Substances 0.000 description 13
- 239000004815 dispersion polymer Substances 0.000 description 12
- 239000007787 solid Substances 0.000 description 12
- 239000004568 cement Substances 0.000 description 10
- 239000007921 spray Substances 0.000 description 10
- HVXRCAWUNAOCTA-UHFFFAOYSA-N 4-(6-methylheptyl)phenol Chemical class CC(C)CCCCCC1=CC=C(O)C=C1 HVXRCAWUNAOCTA-UHFFFAOYSA-N 0.000 description 9
- 230000009477 glass transition Effects 0.000 description 9
- 239000002245 particle Substances 0.000 description 9
- 238000006116 polymerization reaction Methods 0.000 description 9
- 235000010755 mineral Nutrition 0.000 description 7
- 229940044654 phenolsulfonic acid Drugs 0.000 description 7
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- 159000000000 sodium salts Chemical class 0.000 description 6
- 238000005507 spraying Methods 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000009833 condensation Methods 0.000 description 5
- 230000005494 condensation Effects 0.000 description 5
- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 5
- 239000011163 secondary particle Substances 0.000 description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- 150000001735 carboxylic acids Chemical class 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 238000007720 emulsion polymerization reaction Methods 0.000 description 4
- NVVZQXQBYZPMLJ-UHFFFAOYSA-N formaldehyde;naphthalene-1-sulfonic acid Chemical compound O=C.C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 NVVZQXQBYZPMLJ-UHFFFAOYSA-N 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Chemical compound [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 3
- 229920000536 2-Acrylamido-2-methylpropane sulfonic acid Polymers 0.000 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 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 3
- 239000001692 EU approved anti-caking agent Substances 0.000 description 3
- 239000004372 Polyvinyl alcohol Substances 0.000 description 3
- 239000011398 Portland cement Substances 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 239000012736 aqueous medium Substances 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 3
- 239000000920 calcium hydroxide Substances 0.000 description 3
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 3
- 239000001913 cellulose Substances 0.000 description 3
- 229920002678 cellulose Polymers 0.000 description 3
- 239000003995 emulsifying agent Substances 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 238000004108 freeze drying Methods 0.000 description 3
- 238000011065 in-situ storage Methods 0.000 description 3
- 229920002451 polyvinyl alcohol Polymers 0.000 description 3
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 3
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 3
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 3
- 239000002002 slurry Substances 0.000 description 3
- 229920003002 synthetic resin Polymers 0.000 description 3
- 239000000057 synthetic resin Substances 0.000 description 3
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 description 2
- 235000010216 calcium carbonate Nutrition 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000000084 colloidal system Substances 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- 230000008021 deposition Effects 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- FDENMIUNZYEPDD-UHFFFAOYSA-L disodium [2-[4-(10-methylundecyl)-2-sulfonatooxyphenoxy]phenyl] sulfate Chemical compound [Na+].[Na+].CC(C)CCCCCCCCCc1ccc(Oc2ccccc2OS([O-])(=O)=O)c(OS([O-])(=O)=O)c1 FDENMIUNZYEPDD-UHFFFAOYSA-L 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
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- 238000005227 gel permeation chromatography Methods 0.000 description 2
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- 230000002427 irreversible effect Effects 0.000 description 2
- 239000002609 medium Substances 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- JTJMJGYZQZDUJJ-UHFFFAOYSA-N phencyclidine Chemical class C1CCCCN1C1(C=2C=CC=CC=2)CCCCC1 JTJMJGYZQZDUJJ-UHFFFAOYSA-N 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
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- 230000002787 reinforcement Effects 0.000 description 2
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- 239000000377 silicon dioxide Substances 0.000 description 2
- VWDWKYIASSYTQR-UHFFFAOYSA-N sodium nitrate Chemical compound [Na+].[O-][N+]([O-])=O VWDWKYIASSYTQR-UHFFFAOYSA-N 0.000 description 2
- PFUVRDFDKPNGAV-UHFFFAOYSA-N sodium peroxide Chemical compound [Na+].[Na+].[O-][O-] PFUVRDFDKPNGAV-UHFFFAOYSA-N 0.000 description 2
- 238000006277 sulfonation reaction Methods 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 1
- NVZWEEGUWXZOKI-UHFFFAOYSA-N 1-ethenyl-2-methylbenzene Chemical compound CC1=CC=CC=C1C=C NVZWEEGUWXZOKI-UHFFFAOYSA-N 0.000 description 1
- OSSNTDFYBPYIEC-UHFFFAOYSA-N 1-ethenylimidazole Chemical compound C=CN1C=CN=C1 OSSNTDFYBPYIEC-UHFFFAOYSA-N 0.000 description 1
- YAJYJWXEWKRTPO-UHFFFAOYSA-N 2,3,3,4,4,5-hexamethylhexane-2-thiol Chemical compound CC(C)C(C)(C)C(C)(C)C(C)(C)S YAJYJWXEWKRTPO-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-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
- UUEWCQRISZBELL-UHFFFAOYSA-N 3-trimethoxysilylpropane-1-thiol Chemical compound CO[Si](OC)(OC)CCCS UUEWCQRISZBELL-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
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- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
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- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
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- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 239000003317 industrial substance Substances 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 150000003951 lactams Chemical class 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- 230000035764 nutrition Effects 0.000 description 1
- 239000004058 oil shale Substances 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920002959 polymer blend Polymers 0.000 description 1
- 239000011970 polystyrene sulfonate Substances 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 239000011164 primary particle Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical class C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 238000005956 quaternization reaction Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000008439 repair process Effects 0.000 description 1
- XWGJFPHUCFXLBL-UHFFFAOYSA-M rongalite Chemical compound [Na+].OCS([O-])=O XWGJFPHUCFXLBL-UHFFFAOYSA-M 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 229910021487 silica fume Inorganic materials 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 239000004317 sodium nitrate Substances 0.000 description 1
- 235000010344 sodium nitrate Nutrition 0.000 description 1
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- 239000013008 thixotropic agent Substances 0.000 description 1
- 238000012549 training Methods 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/12—Powdering or granulating
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B24/00—Use of organic materials as active ingredients for mortars, concrete or artificial stone, e.g. plasticisers
- C04B24/24—Macromolecular compounds
- C04B24/26—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/12—Powdering or granulating
- C08J3/122—Pulverisation by spraying
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Ceramic Engineering (AREA)
- Engineering & Computer Science (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Materials Engineering (AREA)
- Structural Engineering (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Curing Cements, Concrete, And Artificial Stone (AREA)
Priority Applications (11)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19629526A DE19629526A1 (de) | 1996-07-22 | 1996-07-22 | Verwendung von Phenolsulfonsäure-Formaldehyd-Kondensationsprodukten als Trocknungshilfsmittel |
| IDP972536A ID17679A (id) | 1996-07-22 | 1997-07-21 | Penggunaan dari kondensasi asam formaldehid naftalenasulfat sebagai pembantu pengeringan |
| CA002260819A CA2260819A1 (en) | 1996-07-22 | 1997-07-21 | Use of phenolsulfonic acid-formaldehyde condensation products as drying aids |
| PCT/EP1997/003929 WO1998003576A1 (de) | 1996-07-22 | 1997-07-21 | Verwendung von phenolsulfonsäure-formaldehyd-kondensationsprodukten als trocknungshilfsmittel |
| EP97940009A EP0914365B1 (de) | 1996-07-22 | 1997-07-21 | Verwendung von phenolsulfonsäure-formaldehyd-kondensationsprodukten als trocknungshilfsmittel |
| AU42019/97A AU717206B2 (en) | 1996-07-22 | 1997-07-21 | Use of phenolsulfonic acid-formaldehyde condensates as drying assistants |
| DE59703682T DE59703682D1 (de) | 1996-07-22 | 1997-07-21 | Verwendung von phenolsulfonsäure-formaldehyd-kondensationsprodukten als trocknungshilfsmittel |
| JP50657598A JP4129057B2 (ja) | 1996-07-22 | 1997-07-21 | 乾燥助剤としてのフェノールスルホン酸―ホルムアルデヒド縮合生成物の使用 |
| US09/147,555 US6028167A (en) | 1996-07-22 | 1997-07-21 | Use of phenolsulfonic acid-formaldehyde condensation products as drying aids |
| CN97196645A CN1083856C (zh) | 1996-07-22 | 1997-07-21 | 苯酚磺酸－甲醛缩合物作为干燥助剂的用途 |
| KR1019997000468A KR20000067965A (ko) | 1996-07-22 | 1997-07-21 | 페놀술폰산-포름알데히드 축합물의 건조 보조제로서의 용도 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19629526A DE19629526A1 (de) | 1996-07-22 | 1996-07-22 | Verwendung von Phenolsulfonsäure-Formaldehyd-Kondensationsprodukten als Trocknungshilfsmittel |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE19629526A1 true DE19629526A1 (de) | 1998-01-29 |
Family
ID=7800492
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19629526A Withdrawn DE19629526A1 (de) | 1996-07-22 | 1996-07-22 | Verwendung von Phenolsulfonsäure-Formaldehyd-Kondensationsprodukten als Trocknungshilfsmittel |
| DE59703682T Expired - Lifetime DE59703682D1 (de) | 1996-07-22 | 1997-07-21 | Verwendung von phenolsulfonsäure-formaldehyd-kondensationsprodukten als trocknungshilfsmittel |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE59703682T Expired - Lifetime DE59703682D1 (de) | 1996-07-22 | 1997-07-21 | Verwendung von phenolsulfonsäure-formaldehyd-kondensationsprodukten als trocknungshilfsmittel |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US6028167A (enExample) |
| EP (1) | EP0914365B1 (enExample) |
| JP (1) | JP4129057B2 (enExample) |
| KR (1) | KR20000067965A (enExample) |
| CN (1) | CN1083856C (enExample) |
| AU (1) | AU717206B2 (enExample) |
| CA (1) | CA2260819A1 (enExample) |
| DE (2) | DE19629526A1 (enExample) |
| ID (1) | ID17679A (enExample) |
| WO (1) | WO1998003576A1 (enExample) |
Cited By (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2796074A1 (fr) * | 1999-07-07 | 2001-01-12 | Rhodia Chimie Sa | Poudres redispersables dans l'eau de polymeres filmogenes prepares a partir de monomeres a insaturation ethylenique et contenant des polyphenols |
| EP1184406A3 (de) * | 2000-08-21 | 2003-04-23 | Basf Aktiengesellschaft | Verfahren zur Herstellung von Polymerpulvern |
| RU2214429C2 (ru) * | 1998-07-30 | 2003-10-20 | Родиа Шими | Пылевидная композиция, пригодная для повторного диспергирования в воде, способ ее получения и латекс, полученный повторным диспергированием в воде пылевидной композиции |
| EP2115017A4 (en) * | 2007-02-22 | 2010-05-19 | Acquos Pty Ltd | REDISPERIBLE POLYMERS WITH A PROTECTION COLLOIDING SYSTEM |
| WO2010057888A1 (de) * | 2008-11-21 | 2010-05-27 | Wacker Chemie Ag | Faserhaltige trockenmörtelzusammensetzung |
| US7820738B2 (en) | 2004-02-25 | 2010-10-26 | Basf Aktiengesellschaft | Method for producing polymer powders that can be easily redispersed in water |
| WO2010145993A2 (de) | 2009-06-15 | 2010-12-23 | Basf Se | Mikrokapseln mit hochverzweigten polymeren als vernetzer |
| WO2011004006A2 (de) | 2009-07-10 | 2011-01-13 | Basf Se | Mikrokapseln mit polyvinylmonomeren als vernetzer |
| WO2011039177A1 (de) | 2009-10-02 | 2011-04-07 | Basf Se | Gipsbauplatte enthaltend mikroverkapselte latentwärmespeichermaterialien |
| US8034887B2 (en) | 2007-12-19 | 2011-10-11 | Basf Se | Process for preparing microcapsules |
| WO2012010537A2 (de) | 2010-07-20 | 2012-01-26 | Basf Se | Polyamid-formteile enthaltend mikroverkapseltes latentwärmespeichermaterial |
| WO2012110443A1 (de) | 2011-02-16 | 2012-08-23 | Basf Se | Mikrokapseln mit einer paraffinzusammensetzung als kapselkern |
| WO2012168398A1 (de) | 2011-06-10 | 2012-12-13 | Basf Se | Pulverzusammensetzung und deren verwendung für die papierherstellung |
| US8753481B2 (en) | 2011-06-10 | 2014-06-17 | Basf Se | Powder composition and use thereof for paper production |
| WO2014146921A1 (en) | 2013-03-18 | 2014-09-25 | Basf Se | Method for producing polymer powders that can be easily redispersed in water |
| US8957133B2 (en) | 2010-07-20 | 2015-02-17 | Basf Se | Polyamide moldings comprising microencapsulated latent-heat-accumulator material |
| US9181466B2 (en) | 2011-02-16 | 2015-11-10 | Basf Se | Microcapsules with a paraffin composition as capsule core |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19949382A1 (de) | 1999-10-13 | 2001-04-19 | Basf Ag | Verwendung feinteiliger, farbstoffhaltiger Polymerisate PF als farbgebenden Bestandteil in kosmetischen Mitteln |
| DE10000367A1 (de) | 2000-01-07 | 2001-07-12 | Basf Ag | Verwendung wässriger Polymerdispersionen zur Modifizierung mineralischer Beschichtungen für Betonformkörper |
| DE10253045A1 (de) * | 2002-11-14 | 2004-06-03 | Wacker Polymer Systems Gmbh & Co. Kg | In Wasser redispergierbare Polymerpulver-Zusammensetzungen mit abbindebeschleunigender Wirkung |
| US20040186218A1 (en) * | 2003-03-18 | 2004-09-23 | Borden Chemical, Inc. | Novel tunable hybrid adhesive system for wood bonding applications |
| CN1842367B (zh) * | 2003-09-01 | 2010-11-17 | 阿蔻斯控股有限公司 | 用于可再分散聚合物粉末的再分散剂和包含该分散剂的可再分散聚合物粉末 |
| AU2004267871B2 (en) * | 2003-09-01 | 2010-03-04 | Acquos Pty Ltd | Redispersing agents for redispersible polymer powders and redispersible polymer powders including same |
| WO2006034531A2 (en) * | 2004-09-28 | 2006-04-06 | Acquos Pty Ltd | Improved redispersing agents for redispersible polymer powders and redispersible polymer powders including same |
| BRPI0908093A2 (pt) | 2008-02-27 | 2019-01-15 | Basf Plant Science Gmbh | núcleo de célula de planta transgênica, célula de planta transgênica, planta ou parte da mesma, molécula de ácido nucleico isolada, construto de ácido nucleico, vetor, núcleo hospedeiro ou célula hospedeira, anticorpo, tecido de planta, material de propagação, pólen, progênie, material colhido ou uma planta, processo para a identificação de um composto, composição, uso de uma molécula de ácido nucleico, processo para produzir um polipeptídeo, polipeptídeo, e, métodos para produzir uma planta transgênica ou uma parte da mesma, para produzir uma composição agrícola, para produzir um núcleo de célula de planta transgênica, uma célula de planta transgênica |
| US8102705B2 (en) * | 2009-06-05 | 2012-01-24 | Sandisk Technologies Inc. | Structure and method for shuffling data within non-volatile memory devices |
| AU2011208810A1 (en) | 2010-01-25 | 2012-08-16 | Basf Se | Method for producing phenolsulfonic acid aldehyde condensation products and the use thereof as desiccants |
| CN110407990B (zh) * | 2019-07-30 | 2020-08-18 | 杭摩新材料集团股份有限公司 | 酯改性酚醛树脂及其制备方法和应用 |
| WO2022200156A1 (en) | 2021-03-23 | 2022-09-29 | Basf Se | Water-dispersible polymer powder compositions for cementing in subterranean formation, their manufacture and use |
| WO2023209082A1 (en) | 2022-04-29 | 2023-11-02 | Basf Se | Combinations of an organic polymer and calcium silicate hydrate for producing mineral water-proofing membranes |
| WO2023237717A1 (en) | 2022-06-10 | 2023-12-14 | Basf Se | Spray drying aid for a re-dispersible dispersion powder |
| EP4536760A1 (en) | 2022-06-10 | 2025-04-16 | Basf Se | Powder paint comprising a re-dispersible dispersion powder |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE78449C (de) * | G. LUGER, Berlin S.W., Belle-Alliancestr. 57 | Schlofssicherung für Schufswaffen mit Kammerverschlufs | ||
| US3784648A (en) * | 1971-10-01 | 1974-01-08 | Wacker Chemie Gmbh | Process for the preparation of free-flowing,lump-free,redispersible,synthetic resin powders |
| DE2445813A1 (de) * | 1974-09-25 | 1976-04-15 | Sueddeutsche Kalkstickstoff | Redispergierbares kunststoffpulver und verfahren zu seiner herstellung |
| DE2445815C2 (de) * | 1974-09-25 | 1982-08-12 | Gerhard 8200 Rosenheim Krause | Schaltungsanordnung zur Verstärkung von durch Halbleiter-Fotobauelementen abgegebenen Signalen |
| US5225478A (en) * | 1989-07-14 | 1993-07-06 | Basf Aktiengesellschaft | Polymer powders which are redispersible in water and can be prepared by atomizing aqueous polymer dispersions, and their use as additives in hydraulic binders |
| DE3923229A1 (de) * | 1989-07-14 | 1991-01-24 | Basf Ag | In wasser redispergierbare polymerisat-pulver, die durch verspruehen von waessrigen polymerisat-dispersionen hergestellt sind, und ihre verwendung als zusatzmittel zu hydraulischen bindemitteln |
| DE4118007A1 (de) * | 1991-06-01 | 1992-12-03 | Basf Ag | Kondensationsprodukte aus sulfonierten phenolen, harnstoff, weiteren organischen stickstoff-basen und formaldehyd und ihre verwendung als gerbstoffe und als spruehhilfsmittel fuer redispergierbare polymerpulver |
| DE4218493A1 (de) * | 1992-06-04 | 1993-12-09 | Wacker Chemie Gmbh | Verwendung von Polypropylenglykol als Schwindmaß-reduzierender Zusatz in Dispersionspulver-Zusammensetzungen für Baustoffe |
-
1996
- 1996-07-22 DE DE19629526A patent/DE19629526A1/de not_active Withdrawn
-
1997
- 1997-07-21 CA CA002260819A patent/CA2260819A1/en not_active Abandoned
- 1997-07-21 AU AU42019/97A patent/AU717206B2/en not_active Expired
- 1997-07-21 EP EP97940009A patent/EP0914365B1/de not_active Expired - Lifetime
- 1997-07-21 CN CN97196645A patent/CN1083856C/zh not_active Expired - Lifetime
- 1997-07-21 JP JP50657598A patent/JP4129057B2/ja not_active Expired - Lifetime
- 1997-07-21 KR KR1019997000468A patent/KR20000067965A/ko not_active Ceased
- 1997-07-21 WO PCT/EP1997/003929 patent/WO1998003576A1/de not_active Ceased
- 1997-07-21 DE DE59703682T patent/DE59703682D1/de not_active Expired - Lifetime
- 1997-07-21 ID IDP972536A patent/ID17679A/id unknown
- 1997-07-21 US US09/147,555 patent/US6028167A/en not_active Expired - Lifetime
Cited By (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2214429C2 (ru) * | 1998-07-30 | 2003-10-20 | Родиа Шими | Пылевидная композиция, пригодная для повторного диспергирования в воде, способ ее получения и латекс, полученный повторным диспергированием в воде пылевидной композиции |
| WO2001004212A1 (fr) * | 1999-07-07 | 2001-01-18 | Rhodia Chimie | Poudres redispersables dans l'eau contenant des polyphenols |
| FR2796074A1 (fr) * | 1999-07-07 | 2001-01-12 | Rhodia Chimie Sa | Poudres redispersables dans l'eau de polymeres filmogenes prepares a partir de monomeres a insaturation ethylenique et contenant des polyphenols |
| EP1184406A3 (de) * | 2000-08-21 | 2003-04-23 | Basf Aktiengesellschaft | Verfahren zur Herstellung von Polymerpulvern |
| US7820738B2 (en) | 2004-02-25 | 2010-10-26 | Basf Aktiengesellschaft | Method for producing polymer powders that can be easily redispersed in water |
| US7968642B2 (en) | 2007-02-22 | 2011-06-28 | Acquos Pty Ltd | Redispersible polymers including a protective colloid system |
| EP2115017A4 (en) * | 2007-02-22 | 2010-05-19 | Acquos Pty Ltd | REDISPERIBLE POLYMERS WITH A PROTECTION COLLOIDING SYSTEM |
| US8034887B2 (en) | 2007-12-19 | 2011-10-11 | Basf Se | Process for preparing microcapsules |
| WO2010057888A1 (de) * | 2008-11-21 | 2010-05-27 | Wacker Chemie Ag | Faserhaltige trockenmörtelzusammensetzung |
| WO2010145993A2 (de) | 2009-06-15 | 2010-12-23 | Basf Se | Mikrokapseln mit hochverzweigten polymeren als vernetzer |
| WO2011004006A2 (de) | 2009-07-10 | 2011-01-13 | Basf Se | Mikrokapseln mit polyvinylmonomeren als vernetzer |
| WO2011039177A1 (de) | 2009-10-02 | 2011-04-07 | Basf Se | Gipsbauplatte enthaltend mikroverkapselte latentwärmespeichermaterialien |
| WO2012010537A2 (de) | 2010-07-20 | 2012-01-26 | Basf Se | Polyamid-formteile enthaltend mikroverkapseltes latentwärmespeichermaterial |
| US8957133B2 (en) | 2010-07-20 | 2015-02-17 | Basf Se | Polyamide moldings comprising microencapsulated latent-heat-accumulator material |
| WO2012110443A1 (de) | 2011-02-16 | 2012-08-23 | Basf Se | Mikrokapseln mit einer paraffinzusammensetzung als kapselkern |
| US9181466B2 (en) | 2011-02-16 | 2015-11-10 | Basf Se | Microcapsules with a paraffin composition as capsule core |
| WO2012168398A1 (de) | 2011-06-10 | 2012-12-13 | Basf Se | Pulverzusammensetzung und deren verwendung für die papierherstellung |
| US8753481B2 (en) | 2011-06-10 | 2014-06-17 | Basf Se | Powder composition and use thereof for paper production |
| WO2014146921A1 (en) | 2013-03-18 | 2014-09-25 | Basf Se | Method for producing polymer powders that can be easily redispersed in water |
Also Published As
| Publication number | Publication date |
|---|---|
| AU717206B2 (en) | 2000-03-23 |
| CA2260819A1 (en) | 1998-01-29 |
| KR20000067965A (ko) | 2000-11-25 |
| ID17679A (id) | 1998-01-22 |
| EP0914365B1 (de) | 2001-05-30 |
| US6028167A (en) | 2000-02-22 |
| EP0914365A1 (de) | 1999-05-12 |
| AU4201997A (en) | 1998-02-10 |
| CN1083856C (zh) | 2002-05-01 |
| JP2000515186A (ja) | 2000-11-14 |
| DE59703682D1 (de) | 2001-07-05 |
| CN1226265A (zh) | 1999-08-18 |
| JP4129057B2 (ja) | 2008-07-30 |
| WO1998003576A1 (de) | 1998-01-29 |
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Legal Events
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| 8130 | Withdrawal |