WO2001094514A1 - Composition detergente - Google Patents
Composition detergente Download PDFInfo
- Publication number
- WO2001094514A1 WO2001094514A1 PCT/EP2001/005628 EP0105628W WO0194514A1 WO 2001094514 A1 WO2001094514 A1 WO 2001094514A1 EP 0105628 W EP0105628 W EP 0105628W WO 0194514 A1 WO0194514 A1 WO 0194514A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- direct application
- coox
- product
- formula
- compound
- Prior art date
Links
- 239000003599 detergent Substances 0.000 title claims abstract description 65
- 239000000203 mixture Substances 0.000 title claims description 32
- 150000001875 compounds Chemical class 0.000 claims abstract description 30
- 239000004615 ingredient Substances 0.000 claims abstract description 15
- 239000004094 surface-active agent Substances 0.000 claims abstract description 13
- 239000007844 bleaching agent Substances 0.000 claims abstract description 11
- 150000001768 cations Chemical class 0.000 claims abstract description 10
- 238000004061 bleaching Methods 0.000 claims abstract description 9
- 238000001125 extrusion Methods 0.000 claims abstract description 6
- 238000012423 maintenance Methods 0.000 claims abstract description 6
- 239000004744 fabric Substances 0.000 claims description 58
- PQHYOGIRXOKOEJ-UHFFFAOYSA-N 2-(1,2-dicarboxyethylamino)butanedioic acid Chemical compound OC(=O)CC(C(O)=O)NC(C(O)=O)CC(O)=O PQHYOGIRXOKOEJ-UHFFFAOYSA-N 0.000 claims description 37
- 238000000034 method Methods 0.000 claims description 31
- 238000004900 laundering Methods 0.000 claims description 22
- 239000004753 textile Substances 0.000 claims description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 13
- 150000003839 salts Chemical class 0.000 claims description 11
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 10
- 239000000460 chlorine Substances 0.000 claims description 10
- 229910052801 chlorine Inorganic materials 0.000 claims description 10
- 230000015556 catabolic process Effects 0.000 claims description 9
- 238000006731 degradation reaction Methods 0.000 claims description 9
- 238000005562 fading Methods 0.000 claims description 9
- 239000000975 dye Substances 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 6
- JPGSFSFMINKKJZ-UHFFFAOYSA-N 2-[1,2-dicarboxyethyl(hydroxy)amino]butanedioic acid Chemical compound OC(=O)CC(C(O)=O)N(O)C(CC(O)=O)C(O)=O JPGSFSFMINKKJZ-UHFFFAOYSA-N 0.000 claims description 5
- 229910019142 PO4 Inorganic materials 0.000 claims description 4
- 239000000945 filler Substances 0.000 claims description 4
- 239000010452 phosphate Substances 0.000 claims description 3
- 239000002516 radical scavenger Substances 0.000 claims description 2
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 claims 1
- 239000000047 product Substances 0.000 description 39
- 229940080260 iminodisuccinate Drugs 0.000 description 31
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 18
- 238000012360 testing method Methods 0.000 description 14
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 13
- 239000010457 zeolite Substances 0.000 description 13
- 229910021536 Zeolite Inorganic materials 0.000 description 12
- -1 alkali metal cation Chemical class 0.000 description 12
- 229910000029 sodium carbonate Inorganic materials 0.000 description 9
- 235000017550 sodium carbonate Nutrition 0.000 description 9
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 description 8
- 238000009472 formulation Methods 0.000 description 8
- 239000000463 material Substances 0.000 description 7
- 238000005406 washing Methods 0.000 description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 102000035195 Peptidases Human genes 0.000 description 6
- 108091005804 Peptidases Proteins 0.000 description 6
- 239000000843 powder Substances 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 5
- 241000282320 Panthera leo Species 0.000 description 4
- 239000004365 Protease Substances 0.000 description 4
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 4
- 229910052783 alkali metal Inorganic materials 0.000 description 4
- 229910000323 aluminium silicate Inorganic materials 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 238000010348 incorporation Methods 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 239000000344 soap Substances 0.000 description 4
- 102000005575 Cellulases Human genes 0.000 description 3
- 108010084185 Cellulases Proteins 0.000 description 3
- 102000004190 Enzymes Human genes 0.000 description 3
- 108090000790 Enzymes Proteins 0.000 description 3
- 239000004411 aluminium Substances 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 239000003945 anionic surfactant Substances 0.000 description 3
- 229910001431 copper ion Inorganic materials 0.000 description 3
- 229940088598 enzyme Drugs 0.000 description 3
- 150000002500 ions Chemical class 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 239000002736 nonionic surfactant Substances 0.000 description 3
- 235000021317 phosphate Nutrition 0.000 description 3
- 159000000000 sodium salts Chemical group 0.000 description 3
- 239000002689 soil Substances 0.000 description 3
- 239000003381 stabilizer Substances 0.000 description 3
- 238000010186 staining Methods 0.000 description 3
- 102000013142 Amylases Human genes 0.000 description 2
- 108010065511 Amylases Proteins 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 102000004882 Lipase Human genes 0.000 description 2
- 108090001060 Lipase Proteins 0.000 description 2
- 239000004367 Lipase Substances 0.000 description 2
- 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 2
- 239000005708 Sodium hypochlorite Substances 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 229920006243 acrylic copolymer Polymers 0.000 description 2
- 150000001412 amines Chemical group 0.000 description 2
- 235000019418 amylase Nutrition 0.000 description 2
- 229940025131 amylases Drugs 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 239000003093 cationic surfactant Substances 0.000 description 2
- 150000001860 citric acid derivatives Chemical class 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000012467 final product Substances 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- 229910001385 heavy metal Inorganic materials 0.000 description 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 2
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 2
- 235000019421 lipase Nutrition 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
- 229920000058 polyacrylate Polymers 0.000 description 2
- 229920005646 polycarboxylate Polymers 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 229920005996 polystyrene-poly(ethylene-butylene)-polystyrene Polymers 0.000 description 2
- 102000004169 proteins and genes Human genes 0.000 description 2
- 108090000623 proteins and genes Proteins 0.000 description 2
- 229940024999 proteolytic enzymes for treatment of wounds and ulcers Drugs 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 239000003352 sequestering agent Substances 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- 239000010703 silicon Substances 0.000 description 2
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 2
- 229910052938 sodium sulfate Inorganic materials 0.000 description 2
- 235000011152 sodium sulphate Nutrition 0.000 description 2
- 235000019832 sodium triphosphate Nutrition 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- CIOXZGOUEYHNBF-UHFFFAOYSA-N (carboxymethoxy)succinic acid Chemical class OC(=O)COC(C(O)=O)CC(O)=O CIOXZGOUEYHNBF-UHFFFAOYSA-N 0.000 description 1
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 1
- CFPOJWPDQWJEMO-UHFFFAOYSA-N 2-(1,2-dicarboxyethoxy)butanedioic acid Chemical class OC(=O)CC(C(O)=O)OC(C(O)=O)CC(O)=O CFPOJWPDQWJEMO-UHFFFAOYSA-N 0.000 description 1
- 125000000143 2-carboxyethyl group Chemical group [H]OC(=O)C([H])([H])C([H])([H])* 0.000 description 1
- TXEODFPNVFYFIP-UHFFFAOYSA-N 3-carboxyoxy-2-methoxy-3-oxopropanoic acid Chemical class COC(C(O)=O)C(=O)OC(O)=O TXEODFPNVFYFIP-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 1
- 229910021532 Calcite Inorganic materials 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- RKWGIWYCVPQPMF-UHFFFAOYSA-N Chloropropamide Chemical compound CCCNC(=O)NS(=O)(=O)C1=CC=C(Cl)C=C1 RKWGIWYCVPQPMF-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- OCUCCJIRFHNWBP-IYEMJOQQSA-L Copper gluconate Chemical class [Cu+2].OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O OCUCCJIRFHNWBP-IYEMJOQQSA-L 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
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 description 1
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 description 1
- JYXGIOKAKDAARW-UHFFFAOYSA-N N-(2-hydroxyethyl)iminodiacetic acid Chemical class OCCN(CC(O)=O)CC(O)=O JYXGIOKAKDAARW-UHFFFAOYSA-N 0.000 description 1
- 229910000503 Na-aluminosilicate Inorganic materials 0.000 description 1
- 239000006057 Non-nutritive feed additive Substances 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- 102000004316 Oxidoreductases Human genes 0.000 description 1
- 108090000854 Oxidoreductases Proteins 0.000 description 1
- 108700020962 Peroxidase Proteins 0.000 description 1
- 102000003992 Peroxidases Human genes 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 101710194948 Protein phosphatase PhpP Proteins 0.000 description 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 1
- 239000004115 Sodium Silicate Substances 0.000 description 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- FKNQFGJONOIPTF-UHFFFAOYSA-N Sodium cation Chemical compound [Na+] FKNQFGJONOIPTF-UHFFFAOYSA-N 0.000 description 1
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical class OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 239000001166 ammonium sulphate Substances 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 235000011148 calcium chloride Nutrition 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 229920003086 cellulose ether Polymers 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229920000578 graft copolymer Polymers 0.000 description 1
- 230000000887 hydrating effect Effects 0.000 description 1
- 125000001183 hydrocarbyl group Chemical group 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 239000003752 hydrotrope Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 239000011572 manganese 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
- 235000010755 mineral Nutrition 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000012149 noodles Nutrition 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 229940055076 parasympathomimetics choline ester Drugs 0.000 description 1
- HWGNBUXHKFFFIH-UHFFFAOYSA-I pentasodium;[oxido(phosphonatooxy)phosphoryl] phosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O HWGNBUXHKFFFIH-UHFFFAOYSA-I 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 125000000864 peroxy group Chemical group O(O*)* 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 229940068984 polyvinyl alcohol Drugs 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000002203 pretreatment Methods 0.000 description 1
- 150000003138 primary alcohols Chemical class 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 230000002000 scavenging effect Effects 0.000 description 1
- 150000003333 secondary alcohols Chemical class 0.000 description 1
- 230000009919 sequestration Effects 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000000429 sodium aluminium silicate Substances 0.000 description 1
- 235000012217 sodium aluminium silicate Nutrition 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- FQENQNTWSFEDLI-UHFFFAOYSA-J sodium diphosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])([O-])=O FQENQNTWSFEDLI-UHFFFAOYSA-J 0.000 description 1
- 229910001415 sodium ion Inorganic materials 0.000 description 1
- 229940048086 sodium pyrophosphate Drugs 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 229910052911 sodium silicate Inorganic materials 0.000 description 1
- 235000019794 sodium silicate Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000011550 stock solution Substances 0.000 description 1
- 150000003890 succinate salts Chemical class 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 239000008400 supply water Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000019818 tetrasodium diphosphate Nutrition 0.000 description 1
- 239000001577 tetrasodium phosphonato phosphate Substances 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000002888 zwitterionic surfactant 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
- C11D3/16—Organic compounds
- C11D3/26—Organic compounds containing nitrogen
- C11D3/33—Amino carboxylic acids
-
- 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
- C11D11/00—Special methods for preparing compositions containing mixtures of detergents
- C11D11/0082—Special methods for preparing compositions containing mixtures of detergents one or more of the detergent ingredients being in a liquefied state, e.g. slurry, paste or melt, and the process resulting in solid detergent particles such as granules, powders or beads
-
- 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
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/0047—Detergents in the form of bars or tablets
- C11D17/0065—Solid detergents containing builders
- C11D17/0069—Laundry bars
Definitions
- the present invention relates to a laundry direct application detergent product suitable for washing both white and coloured fabrics.
- the products of the invention which contain a sequestrant, iminodisuccinate or hydroxyiminodisuccinate, in controlled amounts, have been found to give improved maintenance and/or restoration of colour fidelity during the wash.
- the presence of the sequestrant also reduces dye fading due to chlorine in water, and in addition provides improved stain removal.
- Coloured articles may become darker or the colour may change as a result of laundering, thus changing the appearance and shortening the useful life of the articles.
- White articles may also become discoloured, for example, yellowed, with time.
- Iminodisuccinate is known as a detergency builder and, in bleaching detergent compositions, as a stabiliser for peroxy bleach precursors.
- US 3 697 453 discloses detergent compositions having a pH of from 9 to 12, containing iminodisuccinate as a detergency builder, used together with detergent surfactant in a weight ratio of 0.25:1 to 10:1.
- IDS as a detergency builder is also disclosed in EP 757 094A (Bayer).
- IDS and hydroxyiminodisuccinate (HIDS) are disclosed in JP 09 110 813A (Nippon Shokubai) and JP 09 104 897A (Nippon Shokubai).
- EP 509 382A (W R Grace & Co/Hamphire Chemical Corporation) discloses a bleaching detergent composition comprising a bleaching agent and a bleach stabiliser of defined formula which includes IDS.
- the use of IDS as a bleach stabiliser is also disclosed in WO 97 20907A (Procter & Gamble).
- JP 09 249 895A (Lion) and JP 09 310 097A (Lion) disclose detergent compositions containing 3 to 20 wt% IDS or HIDS to improve the stability or fabric substantivity or fluorescers (optical brighteners).
- IDS as a processing aid for detergent powders and detergent powder ingredients is disclosed in JP 09 100 497A (Lion) and JP 09 279 188A (Lion).
- WO 98 38276A (Procter & Gamble) discloses laundry detergent compositions containing 0.1-50 wt% of a colour care agent.
- the colour care agents are amines substituted with, for example, hydroxyalkyl groups.
- the preferred material is N,N,N ' ,N- tetrakis-(2-hydroxypropyl)ethylenediamine.
- WO 91 17234A discloses low-pH granular laundry detergent compositions containing chlorine scavengers which minimise the fading of pH-sensitive and chlorine-sensitive fabric dyes during laundering.
- Preferred chlorine scavengers are ammonium salts, for example, ammonium sulphate.
- WO 99 04139A discloses non-bleaching laundry detergent compositions containing 0.05 to 2.5 wt% of a compound of the formula:
- compositions in powder form were found to help maintain and/or restore colour fidelity.
- the present invention accordingly provides a non-bleaching laundry direct application detergent product providing improved maintenance and/or restoration of colour fidelity during the wash, which product is producible by extrusion and which comprises surfactant, builder, optionally other non-bleach detergent ingredients, and from 0.01 to 5.0 wt% of a compound of the formula (I):
- Y is H or OH and X is H or a solubilising cation.
- a further aspect of the present invention is a process for producing a direct application detergent product, which process comprises co-extruding a mixture of surfactant, builder and a compound of formula (I) optionally in the presence of other non-bleaching detergent ingredients.
- Such a direct application detergent product may especially be in the form of a bar or solid cake of any shape or form.
- a further aspect of the invention is a process for laundering white or coloured textile fabrics while maintaining and/or restoring the colour fidelity of the fabrics, which process comprises laundering the fabrics in a direct application wash process, using a direct application detergent product as defined previously.
- a further aspect of the invention is a method of protecting new white or coloured textile fabrics from colour degradation on laundering, which method comprises laundering the fabrics in a direct application wash process using a direct application detergent product as defined above.
- a further aspect of the invention is a method of restoring colour fidelity in white or coloured textile fabrics that have been laundered, which method comprises laundering the fabrics in a direct application wash process using a detergent product as defined above.
- a further aspect of the invention provides a method of removing stains from textile fabrics, which method comprises laundering the fabrics in a direct application wash process using a detergent product as defined above.
- the laundering is typically carried out by hand but may also include using the direct application product of the invention in a pre-treatment step prior to machine laundering.
- a further aspect of the invention is the use of the compound of the formula I above in an amount of 0.01 to 5.0 wt% in a composition which is extrudable to form a laundry direct application detergent product to protect new white or coloured textile fabrics from colour degradation on laundering, or to restore colour fidelity in white or coloured textile fabrics that have been laundered.
- colour fidelity is used herein to include both the true colour of coloured fabrics and the whiteness of white fabrics.
- a further aspect of the invention is the use of a compound of the formula I above, in an amount of from 0.01 to 5.0 wt%, in an extruded laundry direct application detergent product which is useful as a chlorine scavenger to prevent the fading of chlorine- sensitive dyes on coloured textile fabrics during laundering.
- a further aspect of the invention is the use of a compound of the formula I above, in an amount of from 0.01 to 5.0 wt%, in an extruded laundry direct application detergent product with good stain removal performance.
- the laundry direct application detergent product of the invention contains, as an essential ingredient, a compound of the formula I:
- Y is H or OH, preferably H; and X is H or a solubilising cation, preferably a sodium ion.
- I iminodisuccinic acid or a water-soluble salt thereof.
- IDS hydroxyiminodisuccinic acid or a water- soluble salt thereof.
- HIDS HIDS
- Nippon Shokubai KK Japan.
- the IDS or HIDS may be, and preferably is, in the form of a salt, ie X in the formula I is a stable solubilising cation, preferably an alkali metal cation, more preferably sodium.
- IDS or HIDS is present in an amount of from 0.01 to 5.0 wt%, preferably from 0.1 to 4.0 wt%, more preferably from 0.2 to 2.5 wt% and most preferably from 0.5 to 1.0 wt%.
- the lower levels appear to provide the greatest benefit and no additional benefit is observed if higher amounts, greater than 5.0 wt%, are used.
- the preferred material is IDS, most preferably in sodium salt form.
- the product of the invention also contains other conventional detergent ingredients, other than bleaching ingredients.
- the product is typically, substantially free of bleaching agents.
- Essential ingredients are surfactants (detergent-active compounds) and detergency builders, and other non-bleach ingredients may optionally be present.
- a preferred direct application detergent product according to the invention comprises:
- the laundry direct application detergent product of the invention is preferably in the form of a bar.
- the detergent products will contain, as essential ingredients, one or more detergent active compounds (surfactants) which may be chosen from soap and non-soap anionic, cationic, nonionic, amphoteric and zwitterionic detergent active compounds, and mixtures thereof.
- surfactants may be chosen from soap and non-soap anionic, cationic, nonionic, amphoteric and zwitterionic detergent active compounds, and mixtures thereof.
- suitable detergent active compounds are available and are fully described in the literature, for example, in "Surface-Active Agents and Detergents", Volumes I and II, by Schwartz, Perry and Berch.
- the preferred detergent active compounds that can be used are soaps and synthetic non-soap anionic and nonionic compounds.
- Anionic surfactants are well-known to those skilled in the art. Examples include alkylbenzene sulphonates, particularly linear alkylbenzene sulphonates having an alkyl chain length of C 8 -C 15 ; primary and secondary alkylsulphates, particularly C 8 -C 15 primary alkyl sulphates; alkyl ether sulphates; olefin sulphonates; alkyl xylene sulphonates; dialkyl sulphosuccinates; and fatty acid ester sulphonates.
- Sodium salts are generally preferred.
- Nonionic surfactants that may be used include the primary and secondary alcohol ethoxylates, especially the C 8 -C 20 aliphatic alcohols ethoxylated with an average of from 1 to 20 moles of ethylene oxide per mole of alcohol, and more especially the C 10 -C 15 primary and secondary aliphatic alcohols ethoxylated with an average of from 1 to 10 moles of ethylene oxide per mole of alcohol.
- Non-ethoxylated nonionic surfactants include alkylpolyglycosides, glycerol monoethers, ether sulphates and polyhydroxyamides (glucamide).
- Cationic surfactants that may be used include quaternary ammonium salts of the general formula R 1 R 2 R 3 R 4 N + X " wherein the R groups are long or short hydrocarbyl chains, typically alkyl, hydroxyalkyl or ethoxylated alkyl groups, and X is a solubilising cation (for example, compounds in which R ⁇ is a C 8 -C 22 alkyl group, preferably a C 8 -C 10 or C 12 -C 14 alkyl group, R 2 is a methyl group, and R 3 and R 4 , which may be the same or different, are methyl or hydroxyethyl groups); and cationic esters (for example, choline esters).
- R 1 R 2 R 3 R 4 N + X wherein the R groups are long or short hydrocarbyl chains, typically alkyl, hydroxyalkyl or ethoxylated alkyl groups, and X is a solubilising cation (for example, compounds
- R 1 R 2 R 3 R 4 N + X " , R represents a C 8 -C 10 or C 12 -C 14 alkyl group
- R 2 and R 3 represent methyl groups
- R 4 presents a hydroxyethyl group.
- Amphoteric surfactants for example, amine oxides, and zwitterionic surfactants, for example, betaines, may also be present.
- the quantity of anionic surfactant is in the range of from 5 to 50% by weight of the total product. More preferably, the quantity of anionic surfactant is in the range of from 8 to 30% by weight.
- Nonionic surfactant if present, is preferably used in an amount within the range of from 0.5 to 20% by weight.
- the total amount of surfactant present is preferably within the range of from 5 to 60 wt%.
- the product may suitably contains from 1 to 80%, preferably from 1.5 to 60% by weight, of detergency builder.
- the quantity of builder is in the range of from 2 to 40% by weight.
- the detergent product preferably contain as builder a phosphate builder, especially sodium tripolyphosphate, STPP. This may be used in combination with sodium orthophosphate, and/or sodium pyrophosphate.
- a phosphate builder especially sodium tripolyphosphate, STPP. This may be used in combination with sodium orthophosphate, and/or sodium pyrophosphate.
- Phosphate builders may also have a hydrating function and can act to retain moisture in the bar.
- crystalline aluminosilicate preferably an alkali metal aluminosilicate, more preferably a sodium aluminosilicate (zeolite).
- the zeolite used as a builder may be the commercially available zeolite A (zeolite 4A) now widely used in laundry detergent powders.
- the zeolite may be maximum aluminium zeolite P (zeolite MAP) as described and claimed in EP 384 070B (Unilever), and commercially available as Doucil (Trade Mark) A24 from Crosfield Chemicals Ltd, UK.
- Zeolite MAP is defined as an alkali metal aluminosilicate of zeolite P type having a silicon to aluminium ratio not exceeding 1.33, preferably within the range of from 0.90 to 1.33, preferably within the range of from 0.90 to 1.20.
- zeolite MAP having a silicon to aluminium ratio not exceeding 1.07, more preferably about 1.00.
- the particle size of the zeolite is not critical. Zeolite A or zeolite MAP of any suitable particle size may be used.
- inorganic builders that may be present additionally or alternatively include sodium carbonate, layered silicate, amorphous aluminosilicates.
- Organic builders that may be present include polycarboxylate polymers such as polyacrylates and acrylic/maleic copolymers; polyaspartates; monomeric polycarboxylates such as citrates, gluconates, oxydisuccinates, glycerol mono-di- and trisuccinates, carboxymethyloxysuccinates, carboxy-methyloxymalonates, dipicolinates, hydroxyethyliminodiacetates, alkyl- and alkenylmalonates and succinates; and sulphonated fatty acid salts.
- polycarboxylate polymers such as polyacrylates and acrylic/maleic copolymers
- polyaspartates monomeric polycarboxylates such as citrates, gluconates, oxydisuccinates, glycerol mono-di- and trisuccinates, carboxymethyloxysuccinates, carboxy-methyloxymalonates, dipicolinates, hydroxyethyliminodiacetates, alky
- Organic builders may be used in minor amounts as supplements to inorganic builders such as phosphates and zeolites.
- Especially preferred supplementary organic builders are citrates, suitably used in amounts of from 5 to 30 wt%, preferably from 10 to 25 wt%; and acrylic polymers, more especially acrylic/maleic copolymers, suitably used in amounts of from 0.5 to 15 wt%, preferably from 1 to 10 wt%.
- Builders both inorganic and organic, are preferably present in alkali metal salt, especially sodium salt, form.
- the direct application detergent product of the present invention additionally contain fillers to add bulk to the product and/or to bind the product components into a bar form.
- the fillers are generally mineral materials and may be soluble or insoluble. Typical fillers may include.calcite, kaolin, talc, china clay, sodium sulphate or any other salt.
- the direct application detergent product may also contain one or more enzymes.
- Suitable enzymes include the proteases, amylases, cellulases, oxidases, peroxidases and lipases usable for incorporation in detergent compositions.
- Preferred proteolytic enzymes are catalytically active protein materials which degrade or alter protein types of stains when present as in fabric stains in a hydrolsis reaction. They may be of any suitable origin, such as vegetable, animal, bacterial or yeast origin.
- Proteolytic enzymes or proteases of various qualities and origins and having activity in various pH ranges of from 4-12 are available. Proteases of both high and low isoelectric point are suitable.
- enzymes that may suitably be present include lipases, amylases, and cellulases including high-activity cellulases such as "Carezyme”).
- Antiredeposition agents for example cellulose esters and ethers, for example sodium carboxymethyl cellulose, may also be present.
- the direct application detergent products may also contain soil release polymers, for example sulphonated and unsulphonated PET/POET polymers, both end-capped and non-end-capped, and polyethylene glycol/poly vinyl alcohol graft copolymers such as Sokolan (Trade Mark) HP22.
- soil release polymers for example sulphonated and unsulphonated PET/POET polymers, both end-capped and non-end-capped, and polyethylene glycol/poly vinyl alcohol graft copolymers such as Sokolan (Trade Mark) HP22.
- Especially preferred soil release polymers are the sulphonated non-end-capped polyesters described and claimed in WO 95 32997A (Rhodia Chimie).
- ingredients that may be present include solvents, hydrotropes, fluorescers, photobleaches, foam boosters or foam controllers (antifoams) as appropriate, sodium carbonate, sodium bicarbonate, sodium silicate, sodium sulphate, calcium chloride, other inorganic salts, fabric conditioning compounds, and perfumes.
- the product of the invention is preferably in the form of a bar.
- the product of the invention is formed by extrusion of a detergent composition.
- the composition is extruded using a plodder.
- the composition undergoes a refining step in a refiner or pre- plodder prior to a extrusion from the plodder.
- the composition is picked up by screws in their refiner/pre-plodder and transported through a refiner plate to form "noodles" which are dropped into a hopper seed of a plodder.
- this is kept under reduced pressure to remove any absorbed gases.
- material picked up from the hopper is transported by a set of screws to a nose cone section of the plodder where the composition is further compacted and forced, under the pressure built up, through an orifice of the required geometry for the final product.
- the colour benefit associated with the products of the invention is twofold: protection (maintenance) of the colour or whiteness of new fabrics, and restoration (recovery) of the colour or whiteness of previously washed fabrics.
- New fabrics when washed with the products of the invention, show reduced colour degradation as compared with fabrics washed in control formulations without IDS.
- the fabrics maintain a new appearance even after multiple washing. This protection or maintenance benefit has been found to apply both to white and to coloured fabrics.
- a cause of the colour degradation resulting from the laundry process may be heavy metal ions, especially iron but also copper, zinc and manganese: these may originate from the water or water pipes, from washing machine parts, from the detergent composition used, or from the soil present on the fabric.
- the colour care benefit obtained according to the present invention may be attributed to the sequestration by the IDS of any heavy metal ions present during the laundering process.
- IDS has also been found to reduce the fading upon laundering of chlorine-sensitive dyes. This fading occurs due to the presence of sodium hypochlorite, which is routinely put into supply water for hygiene purposes: levels of 0.5 ppm are typical. This causes fading of dyes of a wide range of colours.
- the incorporation of IDS in accordance with the present invention can significantly reduce the amount of fading attributable to chlorine in the wash water.
- Woven cotton was dyed with Direct Red 80 dye and was cut to produce test cloths, each measuring 19x13cm.
- the reflectance readings for the cloths were measured at R620nm using a Hunteriab Ultrascan XE Spectrophotometer without UV (reading a).
- the cloths were stained with copper ions as follows:
- Copper chloride stock solution (50ppm Cu 2 +)was diluted to produce a solution containing O. ⁇ ppm Cu 2+ .
- test cloth was weighed and the volume of O. ⁇ ppm Cu 2+ solution required to provide a liquor : cloth (L:C) ratio of 200:1 was calculated.
- Two test cloths were placed into each of the six pots in a Tergotometer and the required volume of Cu 2+ solution added. The Tergotometer was run at 90rpm for 30 minutes at 30°C, after which the colour- degraded test cloths were removed, without wringing, from the solutions and were line dried in a darkened room.
- test cloths were hand-washed using an IDS containing direct application bar and a standard wash protocol as follows:
- test cloths Four stained test cloths were pinned onto a 65% polyester.35% cotton backing cloth measuring 81x81 cm.
- the bar was cut to 5x3.2cm and the surface to be applied to the cloth was flattened and smoothed.
- the bar was placed into a metal holder and both were weighed.
- the bar was rubbed a standard number of times, uni-directionally and evenly across the surface of each of the four stained test cloths.
- the cloths were gathered together, placed in a bowl containing wash water (20°FH, 27°C, L:C 4:1) and left to soak for 30 seconds.
- the backing cloth and attached test cloths were then removed from the wash liquor and evenly agitated between the hands for 1 minute, after which they were rinsed twice in rinse water (20°FH, 27°C, L:C 7:1), each time for 30 seconds.
- the test cloths were removed from the backing cloth, wrung out and line dried in a darkened room. The used bar was weighed at the end of the washing process and then after drying to determine the amount of wear.
- test cloths When dry, the test cloths were re-measured again at R620nm on the Hunteriab Ultrascan XE Spectrophotometer (reading c).
- the degree of staining prior to washing was calculated as the difference between the R620 values of the unwashed, stained cloth (reading b) and those of the unstained cloth (reading a).
- the degree of staining remaining after washing was calculated as the difference between the R620 values of the washed, stained cloths (reading c) and those of the unstained cloth (reading a).
- the amount of stain removed by each product was calculated as the difference between the R620 values of the stained test cloths before and after washing (readings c and b).
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- Engineering & Computer Science (AREA)
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- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
Abstract
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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AU2001267449A AU2001267449A1 (en) | 2000-06-05 | 2001-05-16 | Detergent composition |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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EP00304752.9 | 2000-06-05 | ||
EP00304752 | 2000-06-05 |
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WO2001094514A1 true WO2001094514A1 (fr) | 2001-12-13 |
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PCT/EP2001/005628 WO2001094514A1 (fr) | 2000-06-05 | 2001-05-16 | Composition detergente |
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AU (1) | AU2001267449A1 (fr) |
WO (1) | WO2001094514A1 (fr) |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS53113806A (en) * | 1977-03-16 | 1978-10-04 | Kawaken Fine Chem Co Ltd | Improved soap |
JPS5695998A (en) * | 1979-12-28 | 1981-08-03 | Kao Corp | Detergent composition |
JPH06248300A (ja) * | 1993-02-26 | 1994-09-06 | Lion Corp | 高嵩密度粒状洗剤組成物 |
DE4311440A1 (de) * | 1993-04-07 | 1994-10-13 | Henkel Kgaa | Gerüststoff für Wasch- oder Reinigungsmittel |
JPH0711294A (ja) * | 1993-06-23 | 1995-01-13 | Kao Corp | 洗浄剤組成物 |
JPH1135980A (ja) * | 1997-07-16 | 1999-02-09 | Lion Corp | 粒状ノニオン洗剤組成物及びその製造方法 |
WO2000034427A1 (fr) * | 1998-12-10 | 2000-06-15 | Unilever Plc | Compositions detergentes |
-
2001
- 2001-05-16 AU AU2001267449A patent/AU2001267449A1/en not_active Abandoned
- 2001-05-16 WO PCT/EP2001/005628 patent/WO2001094514A1/fr active Application Filing
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS53113806A (en) * | 1977-03-16 | 1978-10-04 | Kawaken Fine Chem Co Ltd | Improved soap |
JPS5695998A (en) * | 1979-12-28 | 1981-08-03 | Kao Corp | Detergent composition |
JPH06248300A (ja) * | 1993-02-26 | 1994-09-06 | Lion Corp | 高嵩密度粒状洗剤組成物 |
DE4311440A1 (de) * | 1993-04-07 | 1994-10-13 | Henkel Kgaa | Gerüststoff für Wasch- oder Reinigungsmittel |
JPH0711294A (ja) * | 1993-06-23 | 1995-01-13 | Kao Corp | 洗浄剤組成物 |
JPH1135980A (ja) * | 1997-07-16 | 1999-02-09 | Lion Corp | 粒状ノニオン洗剤組成物及びその製造方法 |
WO2000034427A1 (fr) * | 1998-12-10 | 2000-06-15 | Unilever Plc | Compositions detergentes |
Non-Patent Citations (5)
Title |
---|
DATABASE WPI Section Ch Week 197845, Derwent World Patents Index; Class D25, AN 1978-81134A, XP002152233 * |
DATABASE WPI Section Ch Week 198138, Derwent World Patents Index; Class A97, AN 1981-68698D, XP002152299 * |
DATABASE WPI Section Ch Week 199440, Derwent World Patents Index; Class D25, AN 1994-322449, XP002152298 * |
DATABASE WPI Section Ch Week 199512, Derwent World Patents Index; Class A25, AN 1995-085720, XP002134500 * |
DATABASE WPI Section Ch Week 199920, Derwent World Patents Index; Class D25, AN 1999-232581, XP002152232 * |
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