WO1998028390A1 - Compositions de produit d'assouplissement - Google Patents
Compositions de produit d'assouplissement Download PDFInfo
- Publication number
- WO1998028390A1 WO1998028390A1 PCT/EP1997/007145 EP9707145W WO9828390A1 WO 1998028390 A1 WO1998028390 A1 WO 1998028390A1 EP 9707145 W EP9707145 W EP 9707145W WO 9828390 A1 WO9828390 A1 WO 9828390A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- fabric softening
- composition according
- softening composition
- nonionic surfactant
- alkyl
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 117
- 239000004744 fabric Substances 0.000 claims abstract description 83
- 239000002736 nonionic surfactant Substances 0.000 claims abstract description 60
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 30
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 21
- 239000000463 material Substances 0.000 claims description 50
- 125000000217 alkyl group Chemical group 0.000 claims description 45
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 33
- 239000003599 detergent Substances 0.000 claims description 31
- 239000004094 surface-active agent Substances 0.000 claims description 24
- 125000003342 alkenyl group Chemical group 0.000 claims description 22
- 238000005406 washing Methods 0.000 claims description 19
- 239000011149 active material Substances 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 9
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 9
- 239000007788 liquid Substances 0.000 claims description 8
- 230000003750 conditioning effect Effects 0.000 claims description 6
- 239000003093 cationic surfactant Substances 0.000 claims description 3
- 238000010936 aqueous wash Methods 0.000 claims description 2
- 239000007900 aqueous suspension Substances 0.000 claims 1
- 150000001720 carbohydrates Chemical class 0.000 abstract description 16
- 125000001931 aliphatic group Chemical group 0.000 abstract description 4
- 238000009472 formulation Methods 0.000 description 18
- -1 alkyl glycoside Chemical class 0.000 description 14
- 239000003760 tallow Substances 0.000 description 14
- 125000002091 cationic group Chemical group 0.000 description 13
- 150000002148 esters Chemical class 0.000 description 13
- 239000012071 phase Substances 0.000 description 13
- 235000000346 sugar Nutrition 0.000 description 13
- 150000001875 compounds Chemical class 0.000 description 10
- 239000001257 hydrogen Substances 0.000 description 10
- 229910052739 hydrogen Inorganic materials 0.000 description 10
- 239000007844 bleaching agent Substances 0.000 description 8
- IQDGSYLLQPDQDV-UHFFFAOYSA-N dimethylazanium;chloride Chemical compound Cl.CNC IQDGSYLLQPDQDV-UHFFFAOYSA-N 0.000 description 8
- 150000002191 fatty alcohols Chemical class 0.000 description 8
- 239000004665 cationic fabric softener Substances 0.000 description 7
- 235000014113 dietary fatty acids Nutrition 0.000 description 7
- 239000000194 fatty acid Substances 0.000 description 7
- 229930195729 fatty acid Natural products 0.000 description 7
- 150000004665 fatty acids Chemical class 0.000 description 7
- 239000012190 activator Substances 0.000 description 6
- 239000003945 anionic surfactant Substances 0.000 description 6
- 229930182470 glycoside Natural products 0.000 description 6
- 230000008901 benefit Effects 0.000 description 5
- 239000002752 cationic softener Substances 0.000 description 5
- 150000002016 disaccharides Chemical class 0.000 description 5
- 238000007046 ethoxylation reaction Methods 0.000 description 5
- 239000000758 substrate Substances 0.000 description 5
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 4
- 239000004902 Softening Agent Substances 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 239000002304 perfume Substances 0.000 description 4
- 229920005646 polycarboxylate Polymers 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 230000002829 reductive effect Effects 0.000 description 4
- 150000008163 sugars Chemical class 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 3
- OWEGMIWEEQEYGQ-UHFFFAOYSA-N 100676-05-9 Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC2C(OC(O)C(O)C2O)CO)O1 OWEGMIWEEQEYGQ-UHFFFAOYSA-N 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 244000060011 Cocos nucifera Species 0.000 description 3
- 235000013162 Cocos nucifera Nutrition 0.000 description 3
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 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 3
- GUBGYTABKSRVRQ-PICCSMPSSA-N Maltose Natural products O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-PICCSMPSSA-N 0.000 description 3
- 229910000503 Na-aluminosilicate Inorganic materials 0.000 description 3
- 240000008042 Zea mays Species 0.000 description 3
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 3
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 3
- 229910000323 aluminium silicate Inorganic materials 0.000 description 3
- 150000001408 amides Chemical class 0.000 description 3
- 150000001450 anions Chemical group 0.000 description 3
- YOOPHLDCWPOWDX-QCICJENWSA-N beta-D-GlcpA-(1->6)-beta-D-Galp Chemical compound O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)O[C@@H]1CO[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](C(O)=O)O1 YOOPHLDCWPOWDX-QCICJENWSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 235000014633 carbohydrates Nutrition 0.000 description 3
- WOWHHFRSBJGXCM-UHFFFAOYSA-M cetyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)C WOWHHFRSBJGXCM-UHFFFAOYSA-M 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
- 235000005822 corn Nutrition 0.000 description 3
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 150000004676 glycans Chemical class 0.000 description 3
- 125000005842 heteroatom Chemical group 0.000 description 3
- 125000001183 hydrocarbyl group Chemical group 0.000 description 3
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 3
- 238000005342 ion exchange Methods 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 229920001282 polysaccharide Polymers 0.000 description 3
- 239000005017 polysaccharide Substances 0.000 description 3
- 239000002243 precursor Substances 0.000 description 3
- 235000012217 sodium aluminium silicate Nutrition 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000007790 solid phase Substances 0.000 description 3
- 239000006188 syrup Substances 0.000 description 3
- 235000020357 syrup Nutrition 0.000 description 3
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 2
- WQZGKKKJIJFFOK-QTVWNMPRSA-N D-mannopyranose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-QTVWNMPRSA-N 0.000 description 2
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 description 2
- 102000004190 Enzymes Human genes 0.000 description 2
- 108090000790 Enzymes Proteins 0.000 description 2
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 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
- 230000009471 action Effects 0.000 description 2
- 125000003172 aldehyde group Chemical group 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- WQZGKKKJIJFFOK-PHYPRBDBSA-N alpha-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 2
- GUBGYTABKSRVRQ-QUYVBRFLSA-N beta-maltose Chemical compound OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O GUBGYTABKSRVRQ-QUYVBRFLSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 125000000753 cycloalkyl group Chemical group 0.000 description 2
- 230000008021 deposition Effects 0.000 description 2
- 238000007865 diluting Methods 0.000 description 2
- PGZPBNJYTNQMAX-UHFFFAOYSA-N dimethylazanium;methyl sulfate Chemical compound C[NH2+]C.COS([O-])(=O)=O PGZPBNJYTNQMAX-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229940088598 enzyme Drugs 0.000 description 2
- 150000002193 fatty amides Chemical class 0.000 description 2
- 229930182830 galactose Natural products 0.000 description 2
- 239000008103 glucose Substances 0.000 description 2
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 2
- YQEMORVAKMFKLG-UHFFFAOYSA-N glycerine monostearate Natural products CCCCCCCCCCCCCCCCCC(=O)OC(CO)CO YQEMORVAKMFKLG-UHFFFAOYSA-N 0.000 description 2
- SVUQHVRAGMNPLW-UHFFFAOYSA-N glycerol monostearate Natural products CCCCCCCCCCCCCCCCC(=O)OCC(O)CO SVUQHVRAGMNPLW-UHFFFAOYSA-N 0.000 description 2
- 150000002431 hydrogen Chemical group 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 230000003301 hydrolyzing effect Effects 0.000 description 2
- 230000002209 hydrophobic effect Effects 0.000 description 2
- 238000010409 ironing Methods 0.000 description 2
- 239000008101 lactose Substances 0.000 description 2
- 150000002632 lipids Chemical class 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 229920000058 polyacrylate Polymers 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 229920005996 polystyrene-poly(ethylene-butylene)-polystyrene Polymers 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 235000019832 sodium triphosphate Nutrition 0.000 description 2
- 239000000600 sorbitol Substances 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- FRPJTGXMTIIFIT-UHFFFAOYSA-N tetraacetylethylenediamine Chemical compound CC(=O)C(N)(C(C)=O)C(N)(C(C)=O)C(C)=O FRPJTGXMTIIFIT-UHFFFAOYSA-N 0.000 description 2
- 230000007704 transition Effects 0.000 description 2
- UNXRWKVEANCORM-UHFFFAOYSA-I triphosphate(5-) Chemical compound [O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O UNXRWKVEANCORM-UHFFFAOYSA-I 0.000 description 2
- 239000010457 zeolite Substances 0.000 description 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 1
- CIOXZGOUEYHNBF-UHFFFAOYSA-N (carboxymethoxy)succinic acid Chemical class OC(=O)COC(C(O)=O)CC(O)=O CIOXZGOUEYHNBF-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
- LVVZBNKWTVZSIU-UHFFFAOYSA-N 2-(carboxymethoxy)propanedioic acid Chemical class OC(=O)COC(C(O)=O)C(O)=O LVVZBNKWTVZSIU-UHFFFAOYSA-N 0.000 description 1
- MPNXSZJPSVBLHP-UHFFFAOYSA-N 2-chloro-n-phenylpyridine-3-carboxamide Chemical compound ClC1=NC=CC=C1C(=O)NC1=CC=CC=C1 MPNXSZJPSVBLHP-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- XSVSPKKXQGNHMD-UHFFFAOYSA-N 5-bromo-3-methyl-1,2-thiazole Chemical compound CC=1C=C(Br)SN=1 XSVSPKKXQGNHMD-UHFFFAOYSA-N 0.000 description 1
- 102000013142 Amylases Human genes 0.000 description 1
- 108010065511 Amylases Proteins 0.000 description 1
- 240000008791 Antiaris toxicaria Species 0.000 description 1
- 238000012935 Averaging Methods 0.000 description 1
- BHPQYMZQTOCNFJ-UHFFFAOYSA-N Calcium cation Chemical group [Ca+2] BHPQYMZQTOCNFJ-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 102000005575 Cellulases Human genes 0.000 description 1
- 108010084185 Cellulases Proteins 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
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
- 229930091371 Fructose Natural products 0.000 description 1
- 239000005715 Fructose Substances 0.000 description 1
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 229930195725 Mannitol Natural products 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
- QZXSMBBFBXPQHI-UHFFFAOYSA-N N-(dodecanoyl)ethanolamine Chemical compound CCCCCCCCCCCC(=O)NCCO QZXSMBBFBXPQHI-UHFFFAOYSA-N 0.000 description 1
- KKCBUQHMOMHUOY-UHFFFAOYSA-N Na2O Inorganic materials [O-2].[Na+].[Na+] KKCBUQHMOMHUOY-UHFFFAOYSA-N 0.000 description 1
- 102000035195 Peptidases Human genes 0.000 description 1
- 108091005804 Peptidases Proteins 0.000 description 1
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- 239000004365 Protease Substances 0.000 description 1
- HVUMOYIDDBPOLL-XWVZOOPGSA-N Sorbitan monostearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O HVUMOYIDDBPOLL-XWVZOOPGSA-N 0.000 description 1
- 229910021536 Zeolite Inorganic materials 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
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 235000019418 amylase Nutrition 0.000 description 1
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- 125000000129 anionic group Chemical group 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
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- 238000004061 bleaching Methods 0.000 description 1
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- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
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- HPDYVEVTJANPRA-UHFFFAOYSA-M diethyl(dihexadecyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](CC)(CC)CCCCCCCCCCCCCCCC HPDYVEVTJANPRA-UHFFFAOYSA-M 0.000 description 1
- 238000000113 differential scanning calorimetry Methods 0.000 description 1
- GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical compound OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 description 1
- ZCPCLAPUXMZUCD-UHFFFAOYSA-M dihexadecyl(dimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCC ZCPCLAPUXMZUCD-UHFFFAOYSA-M 0.000 description 1
- REZZEXDLIUJMMS-UHFFFAOYSA-M dimethyldioctadecylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC REZZEXDLIUJMMS-UHFFFAOYSA-M 0.000 description 1
- XPPKVPWEQAFLFU-UHFFFAOYSA-J diphosphate(4-) Chemical compound [O-]P([O-])(=O)OP([O-])([O-])=O XPPKVPWEQAFLFU-UHFFFAOYSA-J 0.000 description 1
- 235000011180 diphosphates Nutrition 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- VTIIJXUACCWYHX-UHFFFAOYSA-L disodium;carboxylatooxy carbonate Chemical compound [Na+].[Na+].[O-]C(=O)OOC([O-])=O VTIIJXUACCWYHX-UHFFFAOYSA-L 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 239000002979 fabric softener Substances 0.000 description 1
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- 230000008014 freezing Effects 0.000 description 1
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- 239000000417 fungicide Substances 0.000 description 1
- 230000002070 germicidal effect Effects 0.000 description 1
- 150000002314 glycerols Chemical class 0.000 description 1
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 235000019534 high fructose corn syrup Nutrition 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
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- 238000010348 incorporation Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 230000002452 interceptive effect Effects 0.000 description 1
- 239000004973 liquid crystal related substance Substances 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 description 1
- 150000002772 monosaccharides Chemical class 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000004669 nonionic softener Substances 0.000 description 1
- 238000000399 optical microscopy Methods 0.000 description 1
- 150000004967 organic peroxy acids Chemical class 0.000 description 1
- 125000006353 oxyethylene group Chemical group 0.000 description 1
- 229940055076 parasympathomimetics choline ester Drugs 0.000 description 1
- 125000000864 peroxy group Chemical group O(O*)* 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000223 polyglycerol Polymers 0.000 description 1
- 229920000136 polysorbate Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- UMSVPCYSAUKCAZ-UHFFFAOYSA-N propane;hydrochloride Chemical compound Cl.CCC UMSVPCYSAUKCAZ-UHFFFAOYSA-N 0.000 description 1
- 150000003248 quinolines Chemical class 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000006268 reductive amination reaction Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- 239000000429 sodium aluminium silicate Substances 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
- 229960001922 sodium perborate Drugs 0.000 description 1
- 229940045872 sodium percarbonate Drugs 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L sodium sulphate Substances [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- IBDSNZLUHYKHQP-UHFFFAOYSA-N sodium;3-oxidodioxaborirane;tetrahydrate Chemical compound O.O.O.O.[Na+].[O-]B1OO1 IBDSNZLUHYKHQP-UHFFFAOYSA-N 0.000 description 1
- YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000001587 sorbitan monostearate Substances 0.000 description 1
- 235000011076 sorbitan monostearate Nutrition 0.000 description 1
- 229940035048 sorbitan monostearate Drugs 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003890 succinate salts Chemical class 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000000271 synthetic detergent Substances 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 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
- C11D3/20—Organic compounds containing oxygen
- C11D3/2003—Alcohols; Phenols
- C11D3/2006—Monohydric alcohols
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/825—Mixtures of compounds all of which are non-ionic
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/835—Mixtures of non-ionic with cationic compounds
-
- 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
- C11D3/001—Softening compositions
- C11D3/0015—Softening compositions liquid
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/42—Amino alcohols or amino ethers
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/42—Amino alcohols or amino ethers
- C11D1/44—Ethers of polyoxyalkylenes with amino alcohols; Condensation products of epoxyalkanes with 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
- C11D1/525—Carboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain two or more hydroxy groups per alkyl group, e.g. R3 being a reducing sugar rest
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/662—Carbohydrates or derivatives
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/667—Neutral esters, e.g. sorbitan esters
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/72—Ethers of polyoxyalkylene glycols
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/722—Ethers of polyoxyalkylene glycols having mixed oxyalkylene groups; Polyalkoxylated fatty alcohols or polyalkoxylated alkylaryl alcohols with mixed oxyalkylele groups
Definitions
- This invention relates to compositions for use in softening of fabrics during the laundry process.
- fabric softening compositions When fabrics are washed they acquire a rougher texture which feels harsh to the skin. Cotton fabrics are particularly affected. To counteract this, many consumers add fabric softening compositions to the rinse water. These fabric softening compositions generally contain a material with a cationic head group and 1 or 2 alkyl chains which are attached to the head group and are of sufficient length to make the cationic material insoluble in water. This cationic material is then deposited on the fabric, and causes the fabric to display a softer feel.
- lactobionamides which are nonionic surfactant materials, may be used as softening agent in a rinse conditioner composition.
- GB-A-2185991 teaches a detergent composition in which fabric softening is provided by the incorporation of an alkyl glycoside as the sole softening agent.
- the composition also contains an anionic surfactant and a nonionic surfactant other than an alkyl glycoside.
- GB-A-2185992 discloses detergent compositions which also contain an alkyl glycoside jointly with a quaternary ammonium compound, a nonionic surfactant which is not an alkyl glycoside and an anionic surfactant.
- this nonionic surfactant may be a fatty alcohol containing 8 to 18 carbon atoms ethoxylated with 5 to 30 moles of ethylene oxide.
- EP-A-380406 discloses a detergent composition containing anionic and nonionic surfactants together with a sugar ester as a fabric softening agent.
- the nonionic detergent (apart from the sugar ester) is preferably a fatty alcohol containing 8 to 22 carbon atoms alkoxylated with 3 to 20 moles of lower alkylene oxide. Among such materials it is stated to be preferred that the fatty alcohol has 11 to 15 carbon atoms and is alkoxylated with 5 to 13 lower alkoxy groups.
- EP-A-325184 discloses detergent compositions containing acetylated sugar ether. This is stated to provide a fabric softening function as well as acting as a bleach activator and detergency booster.
- a number of other documents teach detergent compositions in which an alkyl glycoside is used as one of the surfactants in a surfactant mixture. These documents generally recommend that a detergent composition includes anionic surfactant but in some experimental examples a composition is used which contains alkyl glycoside together with ethoxylated fatty alcohol.
- a detergent composition includes anionic surfactant but in some experimental examples a composition is used which contains alkyl glycoside together with ethoxylated fatty alcohol.
- the present invention is thus able to provide alternative compositions in which fabric softening can be achieved without the use of cationic materials.
- the combination of nonionic softeners could be used jointly with cationic softener. Examples of cationic softeners to be used in the present invention are provided in the specification below.
- cationic fabric softener which is deposited from rinse water onto the fabric. While these cationic materials are effective and widely used, one problem with them is that they tend to render the softened fabric hydrophobic with the result that the water absorbency of fabrics such as cotton towels is reduced.
- An advantage of the nonionic materials used in the present invention is that they do not render the softened fabrics hydrophobic to the same extent as cationic fabric softeners and thus provide a better combination of properties .
- Rinse conditioner formulations which contain a cationic fabric softening material are generally formulated as aqueous dispersions. It is not a simple matter to formulate an aqueous dispersion which will be stable during storage under varying temperatures, possibly even including exposure to temperatures below freezing. For some markets it is desired or required to use a fabric softening agent which is biodegradable. For cationic fabric softeners this has been achieved by the use of materials containing an ester linkage but it is then necessary to guard against hydrolytic instability of the ester linkage, which is the subject of European Patent 239910) .
- composition based on nonionic surfactants can avoid interfering with detergency when the fabrics are next washed with a detergent composition containing anionic detergent; can assist perfume delivery, and can facilitate the preparation of concentrated products with good physical stability, even when subjected to frost or high ambient temperature.
- the present invention provides a fabric softening composition containing
- a first nonionic surface active material (which maybe a mixture of such materials) having a head group bearing at least three free hydroxyl groups, and a lipophilic aliphatic radical of 10 to 40 carbon atoms attached to that head group, and
- a second nonionic surface active material (which may also be a mixture of materials) with an HLB value which is not above 7.
- the HLB value of this material is less than 5, e.g. 4.9 and below. It may in particular lie in a range from 0.5 to 5.
- the mole ratio of (i) to (ii) is preferably in a range from 5:1 to 1:5. Usually it will be desirable that the mole ratio is from 3:1 to 1:5, and often the second nonionic surfactant will be in molar excess, e.g. a ratio of 1:1 to 1:4.
- compositions of this invention will be used as rinse conditioner compositions, although it is also possible to formulate a composition within this invention as a detergent composition for washing fabrics, and giving a softening benefit during this washing step.
- the present invention thus relates to a fabric softening composition wherein the fabric softening composition is a rinse conditioner composition or a detergent composition for washing fabrics, and giving a softening benefit during this washing step.
- the HLB value of its second non-ionic surface active material is not above 7 preferably between 5 and 7 and further preferably below 5, e.g. 4.9 and below.
- the HLB value of its second nonionic surface active material is not above 7, although it may be between 5 and 7 or less than 5, e.g 4.9 and below.
- this invention provides a method of washing and conditioning fabrics by steps of
- the washing and rinsing of fabrics may be carried out in an automatic washing machine which pumps a majority of the wash liquor away from the fabrics before contacting them with the rinse water.
- a machine may mix the rinse conditioner composition with the rinse water as that water is drawn into the machine - and therefore just before it is brought into contact with the fabrics.
- the above method could also be carried out using a different type of machine, or by hand, such that the wet fabrics are taken out of the wash liquor and allowed to drain before immersion in the rinse water.
- the first nonionic surfactant (i) is required to have an aliphatic radical, especially an alkyl or alkenyl chain of at least 10 better at least 12 carbon atoms attached to a head group on which there are at least three hydroxyl groups. These are able to participate in hydrogen bonding, notably hydrogen bonding to cellulosic fabric.
- head groups with a plurality of hydroxyl groups can be provided by residues of sugars e.g. glucose, mannose, galactose, maltose and lactose, or by residues of the reduced counterparts of sugars e.g. mannitol and sorbitol.
- This head group may be provided by a single saccharide or reduced saccharide residue or it may be provided by residue of more than one saccharide in which case of course the head group will have a greater number of hydroxyl groups remaining free and able to participate in hydrogen bonding.
- the head group may be provided by a mixture of saccharides, notably a mixture of mono and disaccharides so that the average number of saccharide residues is not an integer, but lies between 1 and 2.
- the head group has an average of at least four hydroxyl groups free and able to participate in hydrogen bonding.
- the head group is derived from saccharide.
- saccharides and reduced saccharides are a convenient source of chemical structures with multiple hydroxyl groups in proximity to one another.
- Alkyl and alkenyl chain lengths up to 18 carbon atoms maximum are likely to be used. Chain lengths up to 22 and 24 carbon atoms are possible. Even longer chains are less easy to provide, but can be provided as shorter carbon chains connected through heteroatoms, thus providing a longer alkyl or alkenyl aliphatic chain interrupted by a heteroatom( s) such as in an
- a nonionic surfactant having a head group and an alkyl or alkenyl chain in accordance with the parameters indicated above will generally have an HLB value of at least 7. It is preferred that it has an HLB value of at least 8, better at least 10 and the HLB value may well be greater than 12 or 13.
- a number of types of nonionic material can serve as the first surfactant.
- One significant category of materials which may be used as this first nonionic surfactant are alkyl polyglycosides which have the formula
- R0(R'0) y (A) in which R denotes an alkyl or alkenyl group containing from 8 to 22 carbon atoms; each (R'O) contains from 2 to 4 carbon atoms, and is preferably an ethoxy, propoxy, or glyceryl group; each A is a moiety derived from a reducing saccharide containing 5 or 6 carbon atoms; y is from 0 to 12, and x is a number from 1 to 5.
- y is from 0 to 3 and will usually be zero; preferably x ranges from 1 or 1.2 up to 2.7 or 3, more preferably from 1.2 up to 1.6 or 2.0.
- Alkyl polyglycosides are discussed in a number of documents including European Patents 70074, 75995 and 317614 (WO 88/9369), GB 2185991, US 3598865, US 4011389 and US 4565647. Processes for their preparation are disclosed in US 3598865.
- nonionic surfactants having multiple hydroxy groups at the head, are the glyceroglycolipid surfactants of formulae
- A is a saccharide residue
- B is OH or NRR'
- R is an alkyl or alkenyl group having from 8 to 24 carbon atoms
- an(j R' is hydrogen or a C ] _ to C alkyl group or C3 to C ⁇ cycloalkyl.
- Aldobionamides are another category of nonionic surfactants with multiple hydroxy groups in a head group. These compounds may be represented by a general formula
- A is a sugar-based moiety which is a residue of an aldobionic acid and NR ⁇ _R2 replaces the OH group normally extending from the carbonyl group on the aldobionic acid;
- R ] _ is an alkyl or alkenyl group having from 8 to 24 carbon atoms
- R2 is hydrogen, C j _ to C alkyl or C3 to C7 cycloalkyl.
- R2 is hydrogen.
- Aldobionic acids are disaccharides or polysaccharides in which the aldehyde group (generally found at the C ⁇ position of the sugar) has been replaced by a carboxylic acid. Upon drying they cyclise to aldobionolactones .
- Aldobionamides are amides of an aldobionic acid (or aldobionolactone) .
- aldobionamide may be based on compounds comprising two saccharide units or on compounds comprising more than two saccharide units, as long as the terminal sugar in the polysaccharide has an aldehyde group. Disaccharide compounds are preferred.
- a specific example of an aldobionamide which may be used for purposes of the invention is the disaccharide lactobionamide set forth below:
- R ] _ and R2 are as specified above.
- Another preferred aldobionamide is mal obionamide of the following formula:
- aldobionamides (disaccharides) which may be used include cellobionamides, melibionamides and gentiobionamides .
- R ] _ is hydrogen, ⁇ -C ⁇ hydroxyalkyl such as 2-hydroxy ethyl or 2-hydroxy propyl , C1-C4 alkyl or mixture thereof, R2 is a C -C23 alkyl or alkenyl group and Z is an aliphatic radical having at least one carbon chain with at least 3 hydroxyl groups directly connected to the chain, or an alkoxylated derivative of such a chain.
- Z is preferably derived from a reducing sugar in a reductive amination reaction. Suitable reducing sugars include glucose, fructose, maltose, lactose, galactose, mannose and xylose.
- high dextrose corn syrup, high fructose corn syrup and high maltose corn syrup can be utilised as well as individual sugars listed above. It should be understood that these corn syrups may yield a mixture of sugar components for Z.
- a further possibility for the first nonionic surfactant is a sugar ester consisting of a mono, di or polysaccharide esterified on one of its hydroxyl groups with a fatty acid of 8 to 24 carbon atoms. Esters of this general structure are mentioned in WO 89/01480.
- any of the above nonionic surfactants may be ethoxylated, because of course when an ethylene oxide molecule adds on to a hydroxyl group, it also provides a new hydroxyl group able to take part in hydrogen bonding.
- a category of ethoxylated surfactants which can be used as the first nonionic surfactant are the ethoxylated sorbitol esters. These are formed by ethoxylation of sorbitol or its cyclic derivative sorbitan, followed by esterification on one of the available hydroxy groups to introduce one long chain alkyl or alkenyl group, leaving the remaining hydroxy groups free. Compounds of this type are included in the range commercially available under the Registered Trade Mark TWEEN from Aldrich and from ICI United States Inc, but are also available from other suppliers.
- alkyl polyglycosides glyceroglycolipids or one of the various bionamides. None of these incorporate an ester linkage which could be vulnerable to hydrolysis.
- the second nonionic surfactant (ii) must be of low HLB.
- the second nonionic surfactant will have a polar group (which may be as small as a single hydroxyl group) attached to a lipophilic hydrocarbyl radical, especially a radical of 10 to 40 carbon atoms incorporating an aliphatic chain of at least 10 carbon atoms.
- the hydrocarbyl radical may be an alkyl or alkenyl chain, of at least 10, better at least 12 carbon atoms up to 24 carbon atoms.
- a preferred material is a fatty alcohol containing 11, better at least 12 up to 18 carbon atoms. It is also possible to use an ethoxylated or partially ethoxylated fatty alcohol provided the average degree of ethoxylation is low so as to give an overall low HLB value.
- Chain lengths longer than 24 carbon atoms can be provided as shorter carbon chains connected through heteroatoms, thus providing a longer chain (preferably aliphatic) interrupted by a heteratom such as in an
- HLB surface active material examples include sorbitan esters devoid of ethoxylation such as sorbitan monostearate, HLB 4.7; glycerol esters such as glycerol monostearate, esters of diglycerol and polyglycerol and monoesters of fatty acids with ethylene glycol (HLB typically 2.7-3.6) .
- Sorbitan esters which do not include ethoxy groups and which are of low HLB are marketed under the trade mark SPAN by ICI United States.
- the second nonionic surfactant can be provided by a material with nitrogen in its head group, such as a fatty amine, fatty amide or slightly ethoxylated fatty amide, coconut monoethanolamide is an example of such a material.
- this second, low HLB, material does include some ethylene oxide residues, it will generally be the case that the average degree of ethoxylation is below 3, (e.g. 2.5 or below) so as to give an HLB value below 7; preferably the average degree of ethoxylation is less, such as below 1.8 so as to give an HLB value below 5.
- Fatty acids containing 8 or more carbon atoms are also materials of low HLB. However, we have found it difficult to make formulations with them, so we prefer that more than half, better more than 75% of the nonionic detergent of low HLB is other than fatty acid.
- neither of the surfactants includes residues of propylene oxide or any higher alkylene oxide.
- the molar ratio of the first nonionic surfactant to the second, low HLB nonionic surfactant lies in the range from 5:1 to 1:5, more preferably from 1:1 to 1:4 for most combinations of first and second surfactants.
- the two categories of nonionic surfactant should interact with each other to form a fabric-substantive liquid crystalline phase which is not simply micellar in nature.
- This liquid crystalline phase may be such as to be described as hydrated solid, lamellar (L and L) , hexagonal, cubic or some combination of these possibilities. Particularly preferred are the hydrated solid phase and the L phase.
- the nonionic non-micellar liquid crystalline phase should exist at the concentration of use. In practice the combination of nonionic surfactants should form liquid crystalline phase (s) at an overall concentration of 5% by weight in water at 20°C.
- a liquid crystalline phase can be formed with a wide variety of nonionic surfactants as the first nonionic surfactant (incorporating at least three hydroxy groups in head group) provided the second nonionic surfactant is chosen to have a sufficiently low HLB.
- the formation of a suitable non-micellar liquid crystal phase can be checked by optical microscopy and other phase behaviour characterisation techniques as described by Small D M, "Handbook of Lipid Research, Vol 4: The Physical Chemistry of Lipids" Plenum Press NY, 1986.
- the first nonionic surfactant, the second nonionic surfactant or both of them should have an alkyl or alkenyl group of at least 16 carbon atoms.
- one or both surfactants may contain tallow alkyl chains rather than coconut alkyl chains or similar synthetic alkyl chains of 11 to 15 carbon atoms.
- the second nonionic surfactant will contain an alkyl or alkenyl chain of at least 16 carbon atoms.
- the first nonionic surfactant will desirably be a material which forms an L or hydrated solid phase in a system consisting of 2.5% by weight of first nonionic surfactant, 2.5% by weight of stearyl alcohol and 95% by weight of water.
- a characteristic of surfactant combinations which provide the preferred L or hydrated solid phases is that, an aqueous mixture, containing the nonionic surfactants at a total concentration of 5% by weight, undergoes an endothermic phase transition at a temperature above 0°C, better above 5°C or 10°C. This phase transition is detectable by differential scanning calorimetry and is attributable to "melting" the hydrated solid or the hydrocarbon chains of the L ⁇ phase.
- This invention may be embodied in various forms of fabric treatment product. Particularly envisaged is a rinse conditioner formulation for addition to water used for rinsing fabrics after washing. However, the invention can also be embodied in other product forms as will be mentioned again below.
- Rinse conditioner compositions of this invention preferably do not include any substantial amount of synthetic anionic detergent because such detergent may dissolve the desired liquid crystalline phase.
- Water soluble soaps, with chain lengths of 14 or less carbon atoms should be avoided for the same reason.
- the total amount of synthetic anionic detergent or water-soluble soap (if any) should preferably not exceed 10% by weight of the total amount of the required nonionic surfactants, indeed preferably not exceed 10% by weight of the total softener content.
- rinse conditioner compositions of this invention do not include other non-ionic surfactants, so that these cannot interfere with the interaction between the specified nonionic surfactants.
- the amount of ethoxylated fatty alcohols with five or more ethylene oxide residues may be no more than 10% (better not over 8%) weight of the amount of the said second non-ionic surface active material (ii) .
- a composition of the present invention when a composition of the present invention is a rinse conditioner, it may contain the aqueous surfactants as a dispersion or solution in water at a total concentration in the range from 2% to 30% by weight.
- Rinse conditioners can also be embodied in other forms such as powders and pastes.
- a composition which is for use as a rinse conditioner will generally not include any significant amount of detergency builders.
- the total amount of insoluble aluminosilicate and water soluble tripolyphosphate will generally be less than 5% by weight of the composition. Usually these will be entirely absent.
- a rinse conditioner composition could include a cationic fabric softener, although certain forms of the present invention do not use cationic materials. Therefore, the total quantity of the required nonionic surfactants may be at least half, equal to or greater than the total quantity of cationic softeners, if any. Indeed, the total quantity of the required nonionic surfactants may be more than 3 or 4 times the total quantity, if any, of cationic softeners.
- the cationic fabric softener may be any suitable cationic surfactant, including those with comparatively poor fabric softening properties.
- suitable fabric softening materials and mixtures thereof are well known in art, particularly from Schwartz, Perry and Berch, "Surface active Agents” (Vol I and II) , from Davidson and Milwidsky, “Synthetic Detergents” John Wiley and Sons and “Household Industrail Fabric Conditioners” (Noyes Data Corporation) .
- Cationic materials which are most useful are preferably a quaternary ammonium material comprising a polar head group and one or two alkyl or alkenyl chains .
- the average chain length is greater than Q , more preferably each chain has an average chain length greater than C 16 , more preferably at least 50% of each long chain alkyl or alkenyl group has a chain length of C 18 .
- long chain alkyl or alkenyl groups of the cationic material are predominantly linear.
- Well known species of quaternary ammonium compounds have the formula:
- R ⁇ and R 2 represent hydrocarbyl groups having from 12 to 24 carbon atoms; R 3 and R 4 represent hydrocarbyl groups containing 1 to 4 carbon atoms; and X is an anion, preferably selected from halide, methyl sulphate and ethyl sulphate radicals.
- the quaternary ammonium material can be of a single long chain type, preferably having the formula:
- R 3 N(+) R ( X ) (-) 1 where each R group is independently selected from H or C ⁇ -C 4 ⁇ alkyl or hydroxyalkyl groups, R is a C 8 -C 22 alkyl or alkenyl group, optionally interrupted by ester, amide, ether or amine functionality and (X) (-) is a compatible anion.
- Preferred classes are linear C 12 -C 18 alkyl or alkenyl trimethylammonium chlorides and choline esters of C 12 -C 18 fatty acids.
- Representative examples of the quaternary softeners with two alkyl or alkenyl chains include di (tallow alkyl) dimethyl ammonium chloride; di (tallow alkyl) dimethyl ammonium methyl sulphate; dihexadecyl dimethyl ammonium chloride; di (hydrogenated tallow alkyl) dimethyl ammonium chloride; dioctadecyl dimethyl ammonium chloride; di (hydrogenated tallow alkyl) dimethyl ammonium methyl sulphate; dihexadecyl diethyl ammonium chloride; di (coconut alkyl) dimethyl ammonium chloride. Ditallow alkyl dimethyl ammonium chloride, di (hydrogenated tallow alkyl) dimethyl ammonium chloride, and quats of this.
- cationic materials contain esters or amide links, for example those under the tradenames Accosoft 580, Varisoft 2202, Arquad 2HT, and Stepantex.
- the double long chain cationic materials are preferably partially unsaturated (eg. tallow-derived materials like di ( allowoyloxyethyl) dimethyl ammonium chloride and ditallow dimethyl ammonium chloride (Arquad 2T) or contain long alkyl chains in the C 10 -C 16 range, particularly the C 12 -
- C ⁇ 4 range e.g. di (cocoyloxyethyl ) dimethyl ammonium chloride or di cocoalkyl dimethylammonium chloride (Arquat 2C) .
- Particularly preferred cationic materials compounds are quaternary ammonium materials which comprises a compound having two C 12 _ 18 alkyl or alkenyl groups connected to the molecule via at least one ester link. It is more preferred if the quaternary ammonium material has two ester links present.
- the preferred ester-linked quaternary ammonium material for use in the invention can be represented by the formula: R
- each R group is independently selected from C 1 4 alkyl, hydroxyalkyl or C 2 4 alkenyl groups; and wherein each
- R group is independently selected from C f alkyl or alkenyl groups ;
- T is -C-O- or -C-0-;
- X is any suitable anion and
- n is an integer from 0-5.
- a second preferred type of quaternary ammonium material can be represented by the formula: OOCR ⁇
- R ⁇ , n X and R 2 are as defined above.
- the quaternary ammonium material is biologically degradable.
- Preferred materials of this class such as 1,2 bis [tallowoyloxy] -3- trimethylammonium propane chloride and their method of preparation are, for example, described in US 4 137 180 (Lever Brothers) .
- these materials comprise small amounts of the corresponding monoester as described in US 4 137 180 for example 1- tallowoyloxy -2- hydroxy trimethylammonium propane chloride.
- ком ⁇ онентs which may be incorporated into such a rinse conditioning composition are perfumes, perfume carriers, polymeric thickeners, drape imparting agents, antistatic agents, germicides, fungicides and ironing aids.
- a rinse conditioning composition may be manufactured by making a melt of the surfactant materials, adding this to hot water e.g. at a temperature of 70 - 85°C, with mixing, and then mixing the composition with high shear until it is homogenous .
- the invention can also be utilised in compositions used on an industrial scale for finishing newly manufactured fabric.
- Another possible application is products for spraying directly onto fabric, for example when ironing the fabric after it has been dried.
- Yet another application is in products to be placed in a tumble dryer jointly with the fabrics, so that the nonionic surfactants transfer to the fabrics in their molten state.
- Conventional products in this category take the form of porous sheets impregnated with cationic fabric softener(s).
- This invention could be embodied as similar sheets impregnated with the solid surfactants of this invention.
- the conditioning composition of the present invention may be coated onto a flexible substrate which is capable of releasing the composition in a tumble dryer.
- a product can be designed for single usage or for multiple uses.
- One such multi-use article comprises a sponge material releasably enclosing enough of the conditioning composition to effectively impart fabric softness during several drying cycles.
- the multi-use article can be made by filling a porous sponge with the composition. In use, the composition melts and leaches out through the pores of the sponge to soften and condition fabrics.
- a single use sheet may comprise the inventive compositions carried on a flexible substrate such as a sheet of paper or woven or non-woven cloth substrate.
- Another possible form of product embodying the invention is a detergent composition which is formulated to give fabric softening jointly with fabric washing.
- composition of the invention is a detergent composition for fabric washing
- the composition will usually contain one or more detergency builders, suitably in an amount of from 5 to 60 or 80 wt%, preferably from 20 to 60 wt%.
- detergency builders Various classes of detergency builders are well known.
- aluminosilicates preferably sodium aluminosilicates . These may suitably be incorporated in amounts of from 5 to 60% by weight (anhydrous basis) of the composition, and may be either crystalline or amorphous or mixture thereof. These materials have the general formula: 0.8 - 1.5 Na 2 O.Al 2 0 3 . 0.8 - 6 Si0 2
- the preferred sodium aluminosilicates contain 1.5-3.5 Si ⁇ 2 units
- Suitable crystalline sodium aluminosilicate ion-exchange detergency builders are described, for example, in GB 1429143 (Proctor & Gamble) .
- the preferred sodium aluminosilicates of this type are the well known commercially available zeolites A and X, and mixtures thereof.
- Also of interest is the novel zeolite P described and claimed in EP 384070 (Unilever) .
- Water-soluble builders may be organic or inorganic.
- Inorganic builders that may be present include alkali metal (generally sodium) carbonate, orthophosphate, pyrophosphate and tripolyphosphate.
- Organic builders include polycarboxylate polymers, such as polyacrylates, acrylic/maleic copolymers, and acrylic phosphorates, monomeric polycarboxylates such as citrates, gluconates, oxydisuccinates, glycerol mono- di- and trisuccinates, carboxymethyloxysuccinates, carboxymethyloxymalonates, dipicolinates, hydroxyethyliminodiacetates; and organic precipitant builders such as alkyl- and alkenylmalonates and succinates.
- polycarboxylate polymers such as polyacrylates, acrylic/maleic copolymers, and acrylic phosphorates
- monomeric polycarboxylates such as citrates, gluconates, oxydisuccinates, glycerol mono- di- and trisuccinates, carboxymethyloxysuccinates, carboxymethyloxymalonates, dipicolinates, hydroxyethyliminodiacetates
- organic precipitant builders such as alkyl-
- Especially preferred supplementary builders for use jointly with aluminosilicate are polycarboxylate polymers, more especially polyacrylates and acrylic/maleic copolymers, suitably used in amounts of from 0.5 to 15 wt%, especially from 1 to 10 wt%; and monomeric polycarboxylates, more especially citric acid and its salts, suitably used in amounts of from 3 to 20 wt%, more preferably from 5 to 15 wt% by weight of the composition.
- Detergent compositions for fabric washing are customarily formulated using anionic surfactant as at least part of the detergent active.
- compositions are known in which the detergent active is wholly or largely nonionic. It is envisaged that the present invention may in particular be embodied in a built detergent composition where nonionic surfactants (including the nonionic surfactants required by this invention) are over 50%, probably at least 80% by weight of all surfactants present. Synthetic anionic surfactants may well be omitted entirely.
- the total amount of surfactant will generally lie in a range from 5 to 50%, more usually 5 to 40% by weight of the composition.
- Detergent compositions according to the invention may also contain a bleach system.
- a bleach system preferably comprises one or more peroxy bleach compounds, for example, inorganic persalts or organic peroxyacids, which may be employed in conjunction with activators to improve bleaching action at low wash temperatures. If any peroxygen compound is present, the amount is likely to lie in a range from 10 to 25% by weight of the composition.
- Preferred inorganic persalts are sodium perborate monohydrate and tetrahydrate, and sodium percarbonate, advantageously employed together with an activator.
- Bleach activators also referred to as bleach precursors
- Preferred examples include peracetic acid precursors, for example, tetraacetylethylene diamine (TAED) , now in widespread commercial use in conjunction with sodium perborate.
- TAED tetraacetylethylene diamine
- the quaternary ammonium and phosphonium bleach activators disclosed in US 4751015 and US 4818426 (Lever Brothers Company) are also of interest.
- Another type of bleach activator which may be used, but which is not a bleach precursor is a transition metal catalyst as disclosed in EP-A-458397, EP-A-458398 and EP-A-549272.
- Detergent compositions of the invention may also contain one or more of the detergency enzymes known in the art for their ability to degrade and aid in the removal of various soils and stains.
- Suitable enzymes include the various proteases, cellulases, Upases, amylases, and mixtures thereof.
- ingredients which can optionally be employed in a detergent composition of the invention include antifoams, fluorescers, anti-redeposition agents such as sodium carboxymethylcellulose, heavy metal sequestrants such as EDTA; perfumes; pigments, colorants or coloured speckles; and inorganic salts such as sodium and magnesium sulphate.
- APG Glucopon 600CS, an alkylpolyglycoside available from Henkel and of formula RO(A) ⁇ where R is C ⁇ _2 - 14 alkyl, A denotes a glucose residue and x has an average value of 1.4.
- CLB Cocolactobionamide ⁇ all
- TLB Tallow lactobionamide ⁇ of
- KTL3 Hardened tallow lactobioa ide ⁇ formula
- R ⁇ is coconut alkyl, tallow alkyl or hardened tallow alkyl respectively, and R2 is hydrogen, prepared by the method given in US 5386018.
- R is C16-18 alkyl
- A denotes a glucose residue and x has an average value of 1.44.
- ROK hardened tallow fatty alcohol
- GMS glycerol monostearate
- ODA octa ⁇ ecylar ⁇ ine Cationic Softener Surfactants
- CTAC cetyltrimethylammonium chloride
- HT - TAC (hardened tallow) trimethyl ammonium chloride
- 2T-DMAC ditallowdimethyl ammonium chloride
- HT TMAPC l-trimethylammonio-2, 3-di (hardened tallowoyloxy) propane chloride which is an effective cationic fabric softener.
- formulations were prepared, as set out in tables below.
- the formulations all contained 1.33% by weight of the carbohydrate-based first nonionic surfactant.
- Each formulation was prepared by adding the nonionic surfactan (s) to water at 80-85°C, and allowing the mixture to equilibrate with occasional agitation, after which it was subjected to high shear mixing until homogenous.
- formulations were tested to evaluate their fabric softening efficacy, diluting the formulations with tap water (10°FH) so that they contained a total of 7.52 grams of the formulation per litre of water. This provided 0.1 g/litre by weight of the first nonionic surfactant.
- Comparative data were provided by formulations containing one of the carbohydrate-based first nonionic surfactants without a second nonionic surfactant.
- concentration of each first nonionic surfactant in water was 0.1 g/litre or greater.
- a control was provided by HT TMAPC formulated at a concentration of 2.5% by weight, and then used at a concentration of 4 g/litre, so as again to provide 0.1 g/litre by weight in the treatment liquor.
- Another control was water only.
- the second nonionic surfactants are of such low HLB (i.e. non-polar) that they could not be dispersed in water. Consequently, if an attempt was made to use them without the first nonionic surfactant, the result was the same as with water alone.
- the test fabric was terry towelling which had previously been washed to remove any filler or dressing applied during manufacture.
- the fabric was treated in Tergotometer pots. Three pieces of terry towelling (8cm x 8cm, 40g total weight) were added to each tergotometer pot. The treatment liquor was then dosed onto the cloths which were treated for 5 minutes while the agitator in the tergotometer rotated at 65 rpm, then spin dried to remove excess liquor and line dried overnight.
- Softening of the fabrics was assessed by an expert panel of 4 people. Each panel member assessed cloths treated with test or comparative formulations, together with control cloths respectively treated with HT TMAPC or water only. Panel members were asked to assess softness on an 8 point scale, where a score of 8 represents unsoftened fabric and a score of 2 represents extremely soft fabric. Thus, lower values are indicative of better softening. Softness scores were calculated by averaging the scores of the individual panellists.
- formulations were tested to evaluate their fabric softening efficiency, diluting the formulations with demineralised water so that they contained a total of 2.0 grams of the formulation per litre of water, thus providing 0.1 g/litre of the total surfactant system.
- the test fabric was treated and then assessed for softening effect in exactly the same way as in the first set of experiments .
- pairs of first and second nonionic surfactants were tested at varying concentrations in the rinse liquor. Softness and wicking height were assessed as described for the Examples above. The results were:
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Abstract
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CA002275876A CA2275876A1 (fr) | 1996-12-20 | 1997-12-11 | Compositions de produit d'assouplissement |
AU57608/98A AU5760898A (en) | 1996-12-20 | 1997-12-11 | Softening compositions |
BR9713607-7A BR9713607A (pt) | 1996-12-20 | 1997-12-11 | Composição amaciante de tecidos, folha porosa, e, processo de lavagem e condiconamento de tecidos |
EP97953864A EP0946696A1 (fr) | 1996-12-20 | 1997-12-11 | Compositions de produit d'assouplissement |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP96309419A EP0849354A1 (fr) | 1996-12-20 | 1996-12-20 | Compositions adoucissantes |
EP96309419.8 | 1996-12-20 |
Publications (1)
Publication Number | Publication Date |
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WO1998028390A1 true WO1998028390A1 (fr) | 1998-07-02 |
Family
ID=8225203
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP1997/007145 WO1998028390A1 (fr) | 1996-12-20 | 1997-12-11 | Compositions de produit d'assouplissement |
Country Status (6)
Country | Link |
---|---|
EP (2) | EP0849354A1 (fr) |
AR (1) | AR009841A1 (fr) |
AU (1) | AU5760898A (fr) |
BR (1) | BR9713607A (fr) |
CA (1) | CA2275876A1 (fr) |
WO (1) | WO1998028390A1 (fr) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20190290805A1 (en) * | 2016-07-13 | 2019-09-26 | Council Of Scientific & Industrial Research | Method for preventing rectraction of aqueous drops and a medical device coated with hydrophilic coating |
WO2020006358A1 (fr) * | 2018-06-28 | 2020-01-02 | Kimberly-Clark Worldwide, Inc. | Produit textile traité avec une lotion |
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EP0380406A2 (fr) * | 1989-01-25 | 1990-08-01 | Colgate-Palmolive Company | Composition détergente pour matériaux textiles fins avec des esters de sucre comme agents adoucissants et de blanchiment |
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- 1997-12-11 AU AU57608/98A patent/AU5760898A/en not_active Abandoned
- 1997-12-11 WO PCT/EP1997/007145 patent/WO1998028390A1/fr not_active Application Discontinuation
- 1997-12-11 BR BR9713607-7A patent/BR9713607A/pt not_active Application Discontinuation
- 1997-12-11 EP EP97953864A patent/EP0946696A1/fr not_active Withdrawn
- 1997-12-22 AR ARP970106107 patent/AR009841A1/es not_active Application Discontinuation
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EP0325184A1 (fr) * | 1988-01-21 | 1989-07-26 | Colgate-Palmolive Company | Ethers de sucre acetylé utilisés comme activateurs de blanchiment, agent d'amélioration du lavage et agent adoucissant pour tissu |
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Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20190290805A1 (en) * | 2016-07-13 | 2019-09-26 | Council Of Scientific & Industrial Research | Method for preventing rectraction of aqueous drops and a medical device coated with hydrophilic coating |
US11925730B2 (en) * | 2016-07-13 | 2024-03-12 | Council Of Scientific & Industrial Research | Method for preventing rectraction of aqueous drops and a medical device coated with hydrophilic coating |
WO2020006358A1 (fr) * | 2018-06-28 | 2020-01-02 | Kimberly-Clark Worldwide, Inc. | Produit textile traité avec une lotion |
GB2589993A (en) * | 2018-06-28 | 2021-06-16 | Kimberly Clark Co | Lotion treated tissue product |
Also Published As
Publication number | Publication date |
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AR009841A1 (es) | 2000-05-03 |
CA2275876A1 (fr) | 1998-07-02 |
AU5760898A (en) | 1998-07-17 |
EP0849354A1 (fr) | 1998-06-24 |
EP0946696A1 (fr) | 1999-10-06 |
BR9713607A (pt) | 2000-04-11 |
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