DE60020091T2 - Wäschewaschmittelzusammensetzungen enthaltend bestimmten kationisch geladenen farbstofferhaltenden polymer - Google Patents
Wäschewaschmittelzusammensetzungen enthaltend bestimmten kationisch geladenen farbstofferhaltenden polymer Download PDFInfo
- Publication number
- DE60020091T2 DE60020091T2 DE60020091T DE60020091T DE60020091T2 DE 60020091 T2 DE60020091 T2 DE 60020091T2 DE 60020091 T DE60020091 T DE 60020091T DE 60020091 T DE60020091 T DE 60020091T DE 60020091 T2 DE60020091 T2 DE 60020091T2
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- 239000000203 mixture Substances 0.000 title claims description 149
- 229920000642 polymer Polymers 0.000 title claims description 71
- 239000003599 detergent Substances 0.000 title description 4
- 229910052757 nitrogen Inorganic materials 0.000 claims description 130
- 239000004744 fabric Substances 0.000 claims description 82
- 229920001577 copolymer Polymers 0.000 claims description 57
- -1 aminopropyl Chemical group 0.000 claims description 54
- 239000000975 dye Substances 0.000 claims description 49
- 229920000768 polyamine Polymers 0.000 claims description 41
- 239000003795 chemical substances by application Substances 0.000 claims description 37
- 239000001257 hydrogen Substances 0.000 claims description 37
- 229910052739 hydrogen Inorganic materials 0.000 claims description 37
- 125000002091 cationic group Chemical group 0.000 claims description 26
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 24
- 238000002425 crystallisation Methods 0.000 claims description 24
- 230000008025 crystallization Effects 0.000 claims description 24
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- 239000000178 monomer Substances 0.000 claims description 19
- 230000008901 benefit Effects 0.000 claims description 18
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 18
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 18
- 125000000217 alkyl group Chemical group 0.000 claims description 16
- 150000002431 hydrogen Chemical class 0.000 claims description 15
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- 125000002837 carbocyclic group Chemical group 0.000 claims description 12
- 125000000623 heterocyclic group Chemical group 0.000 claims description 12
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- ZAXCZCOUDLENMH-UHFFFAOYSA-N 3,3,3-tetramine Chemical compound NCCCNCCCNCCCN ZAXCZCOUDLENMH-UHFFFAOYSA-N 0.000 claims description 8
- 125000003342 alkenyl group Chemical group 0.000 claims description 8
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- 229910052736 halogen Inorganic materials 0.000 claims description 8
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- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 4
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- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 claims 1
- DDXLVDQZPFLQMZ-UHFFFAOYSA-M dodecyl(trimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)C DDXLVDQZPFLQMZ-UHFFFAOYSA-M 0.000 claims 1
- 239000000126 substance Substances 0.000 description 17
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- DPBJAVGHACCNRL-UHFFFAOYSA-N 2-(dimethylamino)ethyl prop-2-enoate Chemical compound CN(C)CCOC(=O)C=C DPBJAVGHACCNRL-UHFFFAOYSA-N 0.000 description 13
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 13
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- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 8
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 8
- 239000013078 crystal Substances 0.000 description 8
- 235000014113 dietary fatty acids Nutrition 0.000 description 8
- 239000000194 fatty acid Substances 0.000 description 8
- 229930195729 fatty acid Natural products 0.000 description 8
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 7
- 150000004665 fatty acids Chemical class 0.000 description 7
- 239000000835 fiber Substances 0.000 description 7
- 229920000191 poly(N-vinyl pyrrolidone) Polymers 0.000 description 7
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- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 6
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- 238000004519 manufacturing process Methods 0.000 description 6
- 230000000379 polymerizing effect Effects 0.000 description 6
- 150000003839 salts Chemical group 0.000 description 6
- 238000011282 treatment Methods 0.000 description 6
- QTJISTOHDJAKOQ-UHFFFAOYSA-N 2-hydroxyethylazanium;methyl sulfate Chemical compound [NH3+]CCO.COS([O-])(=O)=O QTJISTOHDJAKOQ-UHFFFAOYSA-N 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical group [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 5
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 5
- 239000005977 Ethylene Substances 0.000 description 5
- 150000007513 acids Chemical class 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 5
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- 238000011065 in-situ storage Methods 0.000 description 5
- 229920000058 polyacrylate Polymers 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 4
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical group OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 4
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 4
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
- 125000002252 acyl group Chemical group 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 230000000996 additive effect Effects 0.000 description 4
- 125000005529 alkyleneoxy group Chemical group 0.000 description 4
- XQRLCLUYWUNEEH-UHFFFAOYSA-N diphosphonic acid Chemical compound OP(=O)OP(O)=O XQRLCLUYWUNEEH-UHFFFAOYSA-N 0.000 description 4
- 229940051250 hexylene glycol Drugs 0.000 description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 4
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 4
- 125000004433 nitrogen atom Chemical group N* 0.000 description 4
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- 235000015112 vegetable and seed oil Nutrition 0.000 description 4
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- VPTUPAVOBUEXMZ-UHFFFAOYSA-N (1-hydroxy-2-phosphonoethyl)phosphonic acid Chemical compound OP(=O)(O)C(O)CP(O)(O)=O VPTUPAVOBUEXMZ-UHFFFAOYSA-N 0.000 description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 3
- DBVJJBKOTRCVKF-UHFFFAOYSA-N Etidronic acid Chemical compound OP(=O)(O)C(O)(C)P(O)(O)=O DBVJJBKOTRCVKF-UHFFFAOYSA-N 0.000 description 3
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- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- 229920006317 cationic polymer Polymers 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000007859 condensation product Substances 0.000 description 3
- 230000006866 deterioration Effects 0.000 description 3
- JEIKGHMHTDMQIL-UHFFFAOYSA-N ethenol;urea Chemical class OC=C.NC(N)=O JEIKGHMHTDMQIL-UHFFFAOYSA-N 0.000 description 3
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- 238000010438 heat treatment Methods 0.000 description 3
- 229910052588 hydroxylapatite Inorganic materials 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
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- GKQPCPXONLDCMU-CCEZHUSRSA-N lacidipine Chemical class CCOC(=O)C1=C(C)NC(C)=C(C(=O)OCC)C1C1=CC=CC=C1\C=C\C(=O)OC(C)(C)C GKQPCPXONLDCMU-CCEZHUSRSA-N 0.000 description 3
- BXYVQNNEFZOBOZ-UHFFFAOYSA-N n-[3-(dimethylamino)propyl]-n',n'-dimethylpropane-1,3-diamine Chemical compound CN(C)CCCNCCCN(C)C BXYVQNNEFZOBOZ-UHFFFAOYSA-N 0.000 description 3
- XYJRXVWERLGGKC-UHFFFAOYSA-D pentacalcium;hydroxide;triphosphate Chemical compound [OH-].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O XYJRXVWERLGGKC-UHFFFAOYSA-D 0.000 description 3
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- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 3
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- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical class ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- KIWBPDUYBMNFTB-UHFFFAOYSA-N Ethyl hydrogen sulfate Chemical compound CCOS(O)(=O)=O KIWBPDUYBMNFTB-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical class O=CCCCC=O SXRSQZLOMIGNAQ-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
- IMQLKJBTEOYOSI-GPIVLXJGSA-N Inositol-hexakisphosphate Chemical compound OP(O)(=O)O[C@H]1[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@@H]1OP(O)(O)=O IMQLKJBTEOYOSI-GPIVLXJGSA-N 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 150000001204 N-oxides Chemical class 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- XDIDYBGWCQTCOQ-UHFFFAOYSA-N OC(CC1=CC=CC=C1)P(=O)(O)OP(=O)O Chemical compound OC(CC1=CC=CC=C1)P(=O)(O)OP(=O)O XDIDYBGWCQTCOQ-UHFFFAOYSA-N 0.000 description 1
- 235000019483 Peanut oil Nutrition 0.000 description 1
- JPYHHZQJCSQRJY-UHFFFAOYSA-N Phloroglucinol Natural products CCC=CCC=CCC=CCC=CCCCCC(=O)C1=C(O)C=C(O)C=C1O JPYHHZQJCSQRJY-UHFFFAOYSA-N 0.000 description 1
- IMQLKJBTEOYOSI-UHFFFAOYSA-N Phytic acid Natural products OP(O)(=O)OC1C(OP(O)(O)=O)C(OP(O)(O)=O)C(OP(O)(O)=O)C(OP(O)(O)=O)C1OP(O)(O)=O IMQLKJBTEOYOSI-UHFFFAOYSA-N 0.000 description 1
- 229920002873 Polyethylenimine Polymers 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 235000019774 Rice Bran oil Nutrition 0.000 description 1
- 235000019485 Safflower oil Nutrition 0.000 description 1
- YIQKLZYTHXTDDT-UHFFFAOYSA-H Sirius red F3B Chemical compound C1=CC(=CC=C1N=NC2=CC(=C(C=C2)N=NC3=C(C=C4C=C(C=CC4=C3[O-])NC(=O)NC5=CC6=CC(=C(C(=C6C=C5)[O-])N=NC7=C(C=C(C=C7)N=NC8=CC=C(C=C8)S(=O)(=O)[O-])S(=O)(=O)[O-])S(=O)(=O)O)S(=O)(=O)O)S(=O)(=O)[O-])S(=O)(=O)[O-].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+] YIQKLZYTHXTDDT-UHFFFAOYSA-H 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 235000019486 Sunflower oil Nutrition 0.000 description 1
- 229920006322 acrylamide copolymer Polymers 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 229920003180 amino resin Polymers 0.000 description 1
- 150000003868 ammonium compounds Chemical class 0.000 description 1
- 239000012753 anti-shrinkage agent Substances 0.000 description 1
- 230000001153 anti-wrinkle effect Effects 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical class ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- CZBZUDVBLSSABA-UHFFFAOYSA-N butylated hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1.COC1=CC=C(O)C=C1C(C)(C)C CZBZUDVBLSSABA-UHFFFAOYSA-N 0.000 description 1
- 229940075397 calomel Drugs 0.000 description 1
- 239000000828 canola oil Substances 0.000 description 1
- 235000019519 canola oil Nutrition 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical group 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 229910001431 copper ion Inorganic materials 0.000 description 1
- 235000005687 corn oil Nutrition 0.000 description 1
- 239000002285 corn oil Substances 0.000 description 1
- 239000006184 cosolvent Substances 0.000 description 1
- ZIPLUEXSCPLCEI-UHFFFAOYSA-N cyanamide group Chemical group C(#N)[NH-] ZIPLUEXSCPLCEI-UHFFFAOYSA-N 0.000 description 1
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- VILAVOFMIJHSJA-UHFFFAOYSA-N dicarbon monoxide Chemical compound [C]=C=O VILAVOFMIJHSJA-UHFFFAOYSA-N 0.000 description 1
- ZOMNIUBKTOKEHS-UHFFFAOYSA-L dimercury dichloride Chemical compound Cl[Hg][Hg]Cl ZOMNIUBKTOKEHS-UHFFFAOYSA-L 0.000 description 1
- GQOKIYDTHHZSCJ-UHFFFAOYSA-M dimethyl-bis(prop-2-enyl)azanium;chloride Chemical compound [Cl-].C=CC[N+](C)(C)CC=C GQOKIYDTHHZSCJ-UHFFFAOYSA-M 0.000 description 1
- AFOSIXZFDONLBT-UHFFFAOYSA-N divinyl sulfone Chemical class C=CS(=O)(=O)C=C AFOSIXZFDONLBT-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 206010016256 fatigue Diseases 0.000 description 1
- WDQNIWFZKXZFAY-UHFFFAOYSA-M fentin acetate Chemical compound CC([O-])=O.C1=CC=CC=C1[Sn+](C=1C=CC=CC=1)C1=CC=CC=C1 WDQNIWFZKXZFAY-UHFFFAOYSA-M 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 230000002070 germicidal effect Effects 0.000 description 1
- 150000002314 glycerols Chemical class 0.000 description 1
- 229940015043 glyoxal Drugs 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 238000003306 harvesting Methods 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 239000008172 hydrogenated vegetable oil Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 125000001841 imino group Chemical group [H]N=* 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 238000011221 initial treatment Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 230000000873 masking effect Effects 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- MBKDYNNUVRNNRF-UHFFFAOYSA-N medronic acid Chemical compound OP(O)(=O)CP(O)(O)=O MBKDYNNUVRNNRF-UHFFFAOYSA-N 0.000 description 1
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical class COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- 239000013081 microcrystal Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 description 1
- 239000003608 nonionic fabric softener Substances 0.000 description 1
- 238000010899 nucleation Methods 0.000 description 1
- 230000006911 nucleation Effects 0.000 description 1
- 239000003605 opacifier Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000000312 peanut oil Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- QCDYQQDYXPDABM-UHFFFAOYSA-N phloroglucinol Chemical compound OC1=CC(O)=CC(O)=C1 QCDYQQDYXPDABM-UHFFFAOYSA-N 0.000 description 1
- PTMHPRAIXMAOOB-UHFFFAOYSA-N phosphoramidic acid Chemical compound NP(O)(O)=O PTMHPRAIXMAOOB-UHFFFAOYSA-N 0.000 description 1
- 239000000467 phytic acid Substances 0.000 description 1
- 229940068041 phytic acid Drugs 0.000 description 1
- 235000002949 phytic acid Nutrition 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 229920000333 poly(propyleneimine) Polymers 0.000 description 1
- 229920001281 polyalkylene Polymers 0.000 description 1
- 229920001444 polymaleic acid Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 150000003141 primary amines Chemical group 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical group CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 239000008165 rice bran oil Substances 0.000 description 1
- 125000006413 ring segment Chemical group 0.000 description 1
- 235000005713 safflower oil Nutrition 0.000 description 1
- 239000003813 safflower oil Substances 0.000 description 1
- 210000002374 sebum Anatomy 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000005728 strengthening Methods 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- PHYFQTYBJUILEZ-IUPFWZBJSA-N triolein Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC PHYFQTYBJUILEZ-IUPFWZBJSA-N 0.000 description 1
- 239000003021 water soluble solvent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0021—Dye-stain or dye-transfer inhibiting compositions
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/26—Organic compounds containing nitrogen
- C11D3/28—Heterocyclic compounds containing nitrogen in the ring
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/26—Organic compounds containing nitrogen
- C11D3/30—Amines; Substituted amines ; Quaternized amines
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/3723—Polyamines or polyalkyleneimines
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/3769—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/3769—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines
- C11D3/3773—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines in liquid compositions
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3792—Amine oxide containing polymers
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US12607299P | 1999-03-25 | 1999-03-25 | |
| US126072P | 1999-03-25 | ||
| PCT/US2000/008030 WO2000056848A1 (en) | 1999-03-25 | 2000-03-24 | Fabric maintenance compositions comprising certain cationically charged fabric maintenance polymers |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE60020091D1 DE60020091D1 (de) | 2005-06-16 |
| DE60020091T2 true DE60020091T2 (de) | 2006-03-09 |
Family
ID=22422847
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE60020091T Expired - Lifetime DE60020091T2 (de) | 1999-03-25 | 2000-03-24 | Wäschewaschmittelzusammensetzungen enthaltend bestimmten kationisch geladenen farbstofferhaltenden polymer |
Country Status (12)
| Country | Link |
|---|---|
| EP (2) | EP1163320A1 (zh) |
| JP (2) | JP4601829B2 (zh) |
| CN (1) | CN1280391C (zh) |
| AR (2) | AR023155A1 (zh) |
| AT (1) | ATE295405T1 (zh) |
| AU (2) | AU3923400A (zh) |
| BR (1) | BR0009279A (zh) |
| CA (2) | CA2365303C (zh) |
| DE (1) | DE60020091T2 (zh) |
| ES (1) | ES2242612T3 (zh) |
| MX (1) | MXPA01009728A (zh) |
| WO (2) | WO2000056849A1 (zh) |
Families Citing this family (53)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6733538B1 (en) * | 1999-03-25 | 2004-05-11 | The Procter & Gamble Company | Laundry detergent compositions with certain cationically charged dye maintenance polymers |
| DE10027634A1 (de) * | 2000-06-06 | 2001-12-13 | Basf Ag | Verwendung von kationisch modifizierten, teilchenförmigen, hydrophoben Polymeren als Zusatz zu Spül- oder Pflegemitteln für Textilien und als Zusatz zu Waschmitteln |
| EP1239025A3 (de) * | 2001-03-03 | 2003-09-03 | Clariant GmbH | Waschmittel und Wäschebehandlungsmittel enthaltend farbübertragungsinhibierend Farbfixiermittel |
| DE10150724A1 (de) * | 2001-03-03 | 2003-04-17 | Clariant Gmbh | Waschmittel und Wäschebehandlungsmittel enthaltend ein oder mehrere farbübertragungsinhibierende Farbfixiermittel |
| US7799421B2 (en) | 2002-02-14 | 2010-09-21 | Akzo Nobel N.V. | Controlled release materials |
| US6924259B2 (en) | 2002-04-17 | 2005-08-02 | National Starch And Chemical Investment Holding Corporation | Amine copolymers for textile and fabric protection |
| EP2650353A3 (en) * | 2002-12-23 | 2014-01-15 | Basf Se | Laundry care products containing hydrophobically modified polymers as additives |
| DE102005039168A1 (de) * | 2005-08-17 | 2007-02-22 | Cognis Ip Management Gmbh | Feste Mittel, enthaltend kationische Polymere |
| GB0518059D0 (en) | 2005-09-06 | 2005-10-12 | Dow Corning | Delivery system for releasing active ingredients |
| CA2735252A1 (en) | 2008-08-28 | 2010-03-04 | The Procter & Gamble Company | Fabric care compositions, process of making, and method of use |
| CA2764101A1 (en) | 2009-06-30 | 2011-01-06 | The Procter & Gamble Company | Fabric care compositions, process of making, and method of use |
| US8188027B2 (en) | 2009-07-20 | 2012-05-29 | The Procter & Gamble Company | Liquid fabric enhancer composition comprising a di-hydrocarbyl complex |
| US8309505B2 (en) | 2009-07-30 | 2012-11-13 | The Procter & Gamble Company | Hand dish composition in the form of an article |
| US8288332B2 (en) | 2009-07-30 | 2012-10-16 | The Procter & Gamble Company | Fabric care conditioning composition in the form of an article |
| US8367596B2 (en) | 2009-07-30 | 2013-02-05 | The Procter & Gamble Company | Laundry detergent compositions in the form of an article |
| MX349047B (es) | 2010-01-29 | 2017-07-06 | The Procter & Gamble Company * | Copolimeros novedosos lineales de polidimetilsiloxano-polieter con grupos amino y/o amonio cuaternario y uso de estos copolimeros. |
| US20110201537A1 (en) | 2010-02-12 | 2011-08-18 | Jennifer Beth Ponder | Benefit compositions comprising crosslinked polyglycerol esters |
| WO2011100420A1 (en) | 2010-02-12 | 2011-08-18 | The Procter & Gamble Company | Benefit compositions comprising crosslinked polyglycerol esters |
| US20110201534A1 (en) | 2010-02-12 | 2011-08-18 | Jennifer Beth Ponder | Benefit compositions comprising polyglycerol esters |
| US20110201533A1 (en) | 2010-02-12 | 2011-08-18 | Jennifer Beth Ponder | Benefit compositions comprising polyglycerol esters |
| DE102011112778A1 (de) | 2011-09-09 | 2013-03-14 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Die Primärwaschkraft verbessernde polymere Wirkstoffe |
| DE102014017962A1 (de) | 2014-12-05 | 2016-06-09 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Wasch- und Reinigungsmittel mit polymerem Wirkstoff |
| DE102014017964A1 (de) | 2014-12-05 | 2016-06-09 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Wasch- und Reinigungsmittel mit polymerem Wirkstoff |
| DE102015004400A1 (de) | 2015-04-10 | 2016-10-13 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Wasch- und Reinigungsmittel mit polymerem Wirkstoff |
| DE102015004399A1 (de) | 2015-04-10 | 2016-10-13 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Wasch- und Reinigungsmittel mit polymerem Wirkstoff |
| US20180142188A1 (en) * | 2016-11-18 | 2018-05-24 | The Procter & Gamble Company | Fabric treatment compositions having polymers and fabric softening actives and methods for providing a benefit |
| WO2018145897A1 (en) | 2017-02-13 | 2018-08-16 | Unilever Plc | Laundry composition |
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| US10655084B2 (en) | 2017-12-01 | 2020-05-19 | The Procter & Gamble Company | Particulate laundry softening and freshening wash additive |
| US10487293B2 (en) | 2017-12-01 | 2019-11-26 | The Procter & Gamble Company | Particulate laundry softening wash additive |
| US10377966B2 (en) | 2017-12-01 | 2019-08-13 | The Procter & Gamble Company | Particulate laundry softening wash additive |
| US10648115B2 (en) | 2017-12-01 | 2020-05-12 | The Procter & Gamble Company | Process for treating an article of clothing utilizing water-soluble particles comprising an esterquat |
| US10392582B2 (en) | 2017-12-01 | 2019-08-27 | The Procter & Gamble Company | Particulate laundry softening wash additive |
| CA3087776C (en) | 2018-01-29 | 2024-01-09 | The Procter & Gamble Company | Particulate laundry softening wash additive |
| JP7208263B2 (ja) | 2018-05-30 | 2023-01-18 | ザ プロクター アンド ギャンブル カンパニー | 粒子状洗濯用柔軟化洗浄添加剤 |
| CN113165879A (zh) | 2018-11-20 | 2021-07-23 | 路博润公司 | 石墨烯的产生和组合物 |
| EP3663384A1 (en) | 2018-12-04 | 2020-06-10 | The Procter & Gamble Company | Particulate laundry softening wash additive |
| EP3663385A1 (en) | 2018-12-04 | 2020-06-10 | The Procter & Gamble Company | Particulate laundry softening wash additive |
| WO2020131678A1 (en) | 2018-12-19 | 2020-06-25 | Lubrizol Advanced Materials, Inc. | Cleansing composition and method |
| EP3736320A1 (en) | 2019-05-08 | 2020-11-11 | The Procter & Gamble Company | Particles for through the wash laundry softening |
| CN114929849A (zh) | 2019-11-19 | 2022-08-19 | 路博润先进材料公司 | 再沉积抑制性聚合物和含有所述再沉积抑制性聚合物的洗涤剂组合物 |
| PH12022551230A1 (en) | 2019-12-11 | 2023-06-14 | Unilever Ip Holdings B V | Detergent composition |
| WO2021126986A1 (en) | 2019-12-19 | 2021-06-24 | Lubrizol Advanced Materials, Inc. | Redeposition inhibiting polymers and detergent compositions containing same |
| CN117442517A (zh) | 2020-02-20 | 2024-01-26 | 宝洁公司 | 包含阳离子表面活性剂的柔性多孔可溶性固体片材制品 |
| EP3910050B1 (en) | 2020-05-14 | 2024-03-20 | The Procter & Gamble Company | Fabric care composition |
| CN116438287A (zh) | 2020-11-19 | 2023-07-14 | 路博润先进材料公司 | 含有与双-双胍游离碱成盐的聚氨酯的抗微生物清洁组合物 |
| US11505766B2 (en) | 2020-12-15 | 2022-11-22 | Henkel Ag & Co. Kgaa | Surfactant compositions for improved transparency of DADMAC-acrylic acid co-polymers |
| US11560534B2 (en) | 2020-12-15 | 2023-01-24 | Henkel Ag & Co. Kgaa | Surfactant compositions for improved transparency of DADMAC-acrylamide co-polymers |
| CN119630773A (zh) | 2022-08-12 | 2025-03-14 | 宝洁公司 | 固体可溶性组合物 |
| WO2024036125A1 (en) | 2022-08-12 | 2024-02-15 | The Procter & Gamble Company | Low-water compositions |
| EP4630525A1 (en) | 2022-12-05 | 2025-10-15 | The Procter & Gamble Company | Laundry treatment composition including a polyalkylenecarbonate compound |
| WO2025045955A1 (en) | 2023-08-30 | 2025-03-06 | Unilever Ip Holdings B.V. | Solid laundry composition |
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|---|---|---|---|---|
| FR2041667A5 (zh) * | 1969-05-30 | 1971-01-29 | Protex | |
| JPS5813700A (ja) * | 1981-07-17 | 1983-01-26 | 花王株式会社 | 食器用洗浄剤組成物 |
| US4418011A (en) * | 1982-08-03 | 1983-11-29 | Colgate-Palmolive Company | Detergent composition providing antistatic properties |
| JPS6131499A (ja) * | 1984-07-23 | 1986-02-13 | ライオン株式会社 | 洗濯用助剤組成物 |
| GB8919669D0 (en) * | 1989-08-31 | 1989-10-11 | Unilever Plc | Fabric-softening compositions |
| JP3207005B2 (ja) * | 1993-02-02 | 2001-09-10 | 花王株式会社 | 柔軟剤組成物 |
| FR2732031B1 (fr) * | 1995-03-23 | 1997-04-30 | Coatex Sa | Utilisation d'agents amphoteres comme modificateurs de phases lamellaires de compositions detergentes ou cosmetiques liquides ou pateuses |
| DK0754748T3 (da) * | 1995-07-20 | 2001-11-26 | Procter & Gamble | Detergentsammensætninger, der hæmmer farvestofoverførsel |
| FR2746808B1 (fr) * | 1996-03-27 | 1998-05-07 | Protex Manuf Prod Chimiq | Agent et procede d'amelioration de la solidite au frottement de teintures ou d'impressions |
| CA2265769C (en) * | 1996-09-19 | 2007-10-16 | The Procter & Gamble Company | Concentrated quaternary ammonium fabric softener compositions containing cationic polymers |
| WO1998016538A1 (en) * | 1996-10-16 | 1998-04-23 | Unilever Plc | Fabric softening composition |
| DE19649288A1 (de) * | 1996-11-28 | 1998-06-04 | Henkel Kgaa | Baumwollaktive schmutzablösevermögende Polymere |
| AU8864298A (en) * | 1997-07-23 | 1999-02-16 | Unilever Plc | Automatic dishwashing compositions containing water soluble cationic or amphoteric polymers |
| CA2346347A1 (en) * | 1998-10-13 | 2000-04-20 | David William Bjorkquist | Laundry detergent compositions with a cationically charged dye maintenance polymer |
-
2000
- 2000-03-24 AU AU39234/00A patent/AU3923400A/en not_active Abandoned
- 2000-03-24 MX MXPA01009728A patent/MXPA01009728A/es active IP Right Grant
- 2000-03-24 AR ARP000101325A patent/AR023155A1/es unknown
- 2000-03-24 CN CN00807785.1A patent/CN1280391C/zh not_active Expired - Fee Related
- 2000-03-24 AT AT00918421T patent/ATE295405T1/de not_active IP Right Cessation
- 2000-03-24 EP EP00918422A patent/EP1163320A1/en not_active Ceased
- 2000-03-24 WO PCT/US2000/008031 patent/WO2000056849A1/en not_active Ceased
- 2000-03-24 CA CA002365303A patent/CA2365303C/en not_active Expired - Fee Related
- 2000-03-24 JP JP2000606707A patent/JP4601829B2/ja not_active Expired - Fee Related
- 2000-03-24 AU AU39235/00A patent/AU3923500A/en not_active Abandoned
- 2000-03-24 JP JP2000606708A patent/JP2002540250A/ja not_active Withdrawn
- 2000-03-24 BR BR0009279-7A patent/BR0009279A/pt not_active Application Discontinuation
- 2000-03-24 EP EP00918421A patent/EP1163319B1/en not_active Expired - Lifetime
- 2000-03-24 AR ARP000101326A patent/AR023156A1/es active IP Right Grant
- 2000-03-24 ES ES00918421T patent/ES2242612T3/es not_active Expired - Lifetime
- 2000-03-24 DE DE60020091T patent/DE60020091T2/de not_active Expired - Lifetime
- 2000-03-24 WO PCT/US2000/008030 patent/WO2000056848A1/en not_active Ceased
- 2000-03-24 CA CA002365282A patent/CA2365282C/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| AR023156A1 (es) | 2002-09-04 |
| CN1351644A (zh) | 2002-05-29 |
| CA2365303C (en) | 2007-03-27 |
| ES2242612T3 (es) | 2005-11-16 |
| WO2000056848A1 (en) | 2000-09-28 |
| DE60020091D1 (de) | 2005-06-16 |
| JP4601829B2 (ja) | 2010-12-22 |
| AR023155A1 (es) | 2002-09-04 |
| ATE295405T1 (de) | 2005-05-15 |
| CN1280391C (zh) | 2006-10-18 |
| AU3923500A (en) | 2000-10-09 |
| CA2365282C (en) | 2007-01-30 |
| WO2000056849A1 (en) | 2000-09-28 |
| EP1163319B1 (en) | 2005-05-11 |
| JP2002540250A (ja) | 2002-11-26 |
| AU3923400A (en) | 2000-10-09 |
| EP1163320A1 (en) | 2001-12-19 |
| BR0009279A (pt) | 2001-12-26 |
| CA2365303A1 (en) | 2000-09-28 |
| MXPA01009728A (es) | 2002-03-14 |
| JP2002540301A (ja) | 2002-11-26 |
| CA2365282A1 (en) | 2000-09-28 |
| EP1163319A1 (en) | 2001-12-19 |
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