US20050028293A1 - Rinsing formulation for textiles - Google Patents
Rinsing formulation for textiles Download PDFInfo
- Publication number
- US20050028293A1 US20050028293A1 US10/658,577 US65857703A US2005028293A1 US 20050028293 A1 US20050028293 A1 US 20050028293A1 US 65857703 A US65857703 A US 65857703A US 2005028293 A1 US2005028293 A1 US 2005028293A1
- Authority
- US
- United States
- Prior art keywords
- medium
- mav
- cationic
- active substance
- rinsing
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 140
- 238000009472 formulation Methods 0.000 title claims abstract description 125
- 239000004753 textile Substances 0.000 title claims abstract description 25
- 239000013543 active substance Substances 0.000 claims abstract description 110
- 239000000463 material Substances 0.000 claims abstract description 35
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- 239000007787 solid Substances 0.000 claims abstract description 22
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- 125000002091 cationic group Chemical group 0.000 claims description 102
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- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 11
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- AEEOFKKBJXCQIB-UHFFFAOYSA-N (1-carboxy-5-hydroxypentan-2-yl)-(3-hydroxypropyl)-dimethylazanium;chloride Chemical compound [Cl-].OCCC[N+](C)(C)C(CCCO)CC(O)=O AEEOFKKBJXCQIB-UHFFFAOYSA-N 0.000 claims description 4
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 claims description 4
- OVBHZZFKQLQZCD-UHFFFAOYSA-N 2-carboxyethyl-(3-hydroxypropyl)-dimethylazanium;chloride Chemical compound [Cl-].OCCC[N+](C)(C)CCC(O)=O OVBHZZFKQLQZCD-UHFFFAOYSA-N 0.000 claims description 4
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- 239000008158 vegetable oil Substances 0.000 claims description 3
- OMDQUFIYNPYJFM-XKDAHURESA-N (2r,3r,4s,5r,6s)-2-(hydroxymethyl)-6-[[(2r,3s,4r,5s,6r)-4,5,6-trihydroxy-3-[(2s,3s,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]oxane-3,4,5-triol Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1OC[C@@H]1[C@@H](O[C@H]2[C@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)O)[C@H](O)[C@H](O)[C@H](O)O1 OMDQUFIYNPYJFM-XKDAHURESA-N 0.000 claims description 2
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- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 2
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- 239000000975 dye Substances 0.000 claims description 2
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- 239000006260 foam Substances 0.000 claims description 2
- 229920000578 graft copolymer Polymers 0.000 claims description 2
- 239000003112 inhibitor Substances 0.000 claims description 2
- 230000003287 optical effect Effects 0.000 claims description 2
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- 239000001957 sucroglyceride Substances 0.000 claims description 2
- 235000010964 sucroglyceride Nutrition 0.000 claims description 2
- 229920001897 terpolymer Polymers 0.000 claims description 2
- 238000012546 transfer Methods 0.000 claims description 2
- 125000001483 monosaccharide substituent group Chemical group 0.000 claims 6
- 244000007835 Cyamopsis tetragonoloba Species 0.000 claims 2
- 239000000216 gellan gum Substances 0.000 claims 1
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- 239000003981 vehicle Substances 0.000 description 43
- 150000003254 radicals Chemical class 0.000 description 22
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 18
- 239000000839 emulsion Substances 0.000 description 15
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- 238000005406 washing Methods 0.000 description 12
- 238000012360 testing method Methods 0.000 description 11
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 10
- 239000004744 fabric Substances 0.000 description 10
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- 239000002253 acid Substances 0.000 description 9
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- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 9
- 239000002243 precursor Substances 0.000 description 9
- 235000002639 sodium chloride Nutrition 0.000 description 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 8
- SHZGCJCMOBCMKK-UHFFFAOYSA-N D-mannomethylose Natural products CC1OC(O)C(O)C(O)C1O SHZGCJCMOBCMKK-UHFFFAOYSA-N 0.000 description 8
- PNNNRSAQSRJVSB-UHFFFAOYSA-N L-rhamnose Natural products CC(O)C(O)C(O)C(O)C=O PNNNRSAQSRJVSB-UHFFFAOYSA-N 0.000 description 8
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- 238000010907 mechanical stirring Methods 0.000 description 8
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- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 description 1
- 150000005451 methyl sulfates Chemical class 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical compound [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 description 1
- 239000004530 micro-emulsion Substances 0.000 description 1
- 239000004200 microcrystalline wax Substances 0.000 description 1
- 235000019808 microcrystalline wax Nutrition 0.000 description 1
- 238000000386 microscopy Methods 0.000 description 1
- 239000012184 mineral wax Substances 0.000 description 1
- 150000004682 monohydrates Chemical class 0.000 description 1
- QRWZCJXEAOZAAW-UHFFFAOYSA-N n,n,2-trimethylprop-2-enamide Chemical compound CN(C)C(=O)C(C)=C QRWZCJXEAOZAAW-UHFFFAOYSA-N 0.000 description 1
- GKWLJNRLFBQTEI-UHFFFAOYSA-N n,n-bis(methylaminomethyl)prop-2-enamide Chemical compound CNCN(CNC)C(=O)C=C GKWLJNRLFBQTEI-UHFFFAOYSA-N 0.000 description 1
- VQGWOOIHSXNRPW-UHFFFAOYSA-N n-butyl-2-methylprop-2-enamide Chemical compound CCCCNC(=O)C(C)=C VQGWOOIHSXNRPW-UHFFFAOYSA-N 0.000 description 1
- RQAKESSLMFZVMC-UHFFFAOYSA-N n-ethenylacetamide Chemical compound CC(=O)NC=C RQAKESSLMFZVMC-UHFFFAOYSA-N 0.000 description 1
- ZQXSMRAEXCEDJD-UHFFFAOYSA-N n-ethenylformamide Chemical compound C=CNC=O ZQXSMRAEXCEDJD-UHFFFAOYSA-N 0.000 description 1
- GLKIBGOCRINOEQ-UHFFFAOYSA-N n-ethyl-2-methylprop-2-enamide;imidazolidin-2-one Chemical compound O=C1NCCN1.CCNC(=O)C(C)=C GLKIBGOCRINOEQ-UHFFFAOYSA-N 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 1
- 239000012165 plant wax Substances 0.000 description 1
- 229920000371 poly(diallyldimethylammonium chloride) polymer Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920005996 polystyrene-poly(ethylene-butylene)-polystyrene Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- UIIIBRHUICCMAI-UHFFFAOYSA-N prop-2-ene-1-sulfonic acid Chemical compound OS(=O)(=O)CC=C UIIIBRHUICCMAI-UHFFFAOYSA-N 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- BHRKTJMAZMWXOS-UHFFFAOYSA-N propyl 2-methylprop-2-enoate;trimethylazanium;chloride Chemical compound [Cl-].C[NH+](C)C.CCCOC(=O)C(C)=C BHRKTJMAZMWXOS-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-O pyridinium Chemical compound C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 1
- 102220206201 rs1057524801 Human genes 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 150000003335 secondary amines Chemical group 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 159000000000 sodium salts Chemical group 0.000 description 1
- 230000003381 solubilizing effect Effects 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 239000000213 tara gum Substances 0.000 description 1
- 235000010491 tara gum Nutrition 0.000 description 1
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- 150000003512 tertiary amines Chemical group 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- FZGFBJMPSHGTRQ-UHFFFAOYSA-M trimethyl(2-prop-2-enoyloxyethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CCOC(=O)C=C FZGFBJMPSHGTRQ-UHFFFAOYSA-M 0.000 description 1
- RRHXZLALVWBDKH-UHFFFAOYSA-M trimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]azanium;chloride Chemical compound [Cl-].CC(=C)C(=O)OCC[N+](C)(C)C RRHXZLALVWBDKH-UHFFFAOYSA-M 0.000 description 1
- VZTGWJFIMGVKSN-UHFFFAOYSA-O trimethyl-[3-(2-methylprop-2-enoylamino)propyl]azanium Chemical compound CC(=C)C(=O)NCCC[N+](C)(C)C VZTGWJFIMGVKSN-UHFFFAOYSA-O 0.000 description 1
- OEIXGLMQZVLOQX-UHFFFAOYSA-N trimethyl-[3-(prop-2-enoylamino)propyl]azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CCCNC(=O)C=C OEIXGLMQZVLOQX-UHFFFAOYSA-N 0.000 description 1
- ZTWTYVWXUKTLCP-UHFFFAOYSA-N vinylphosphonic acid Chemical compound OP(O)(=O)C=C ZTWTYVWXUKTLCP-UHFFFAOYSA-N 0.000 description 1
- 239000010698 whale oil Substances 0.000 description 1
- 239000010457 zeolite 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
- C11D3/37—Polymers
- C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/373—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicones
- C11D3/3742—Nitrogen containing silicones
-
- 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
- C11D17/0008—Detergent materials or soaps characterised by their shape or physical properties aqueous liquid non soap compositions
- C11D17/0013—Liquid compositions with insoluble particles in suspension
-
- 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
-
- 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/162—Organic compounds containing Si
-
- 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
- C11D3/22—Carbohydrates or derivatives thereof
- C11D3/222—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/373—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicones
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/373—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicones
- C11D3/3734—Cyclic silicones
Definitions
- the present invention relates to an improved formulation intended for the rinsing of textile fiber articles, comprising a hydrophobic active substance comprising a solid or liquid, particulate organic or organosilicon material.
- Patent U.S. Pat. No. 4,818,242 describes an aqueous rinsing formulation which facilitates ironing, comprising a silicone oil cationically dispersed in water, a fatty acid-polyamine condensate, and a cationic film-forming agent.
- Patent U.S. Pat. No. 4,923,622 proposes rinse compositions comprising an emulsifiable concentrate which comprises cationic surfactants and an oil capable of exhibiting lubricating properties with regard to textiles to be treated, such as mineral oils and vegetable oils containing 8 to 22 carbon atoms, and fatty acid esters.
- the Applicant has found that the addition, to a formulation comprising particles of insoluble organic or organosilicon hydrophobic active substance and intended for the rinsing of textile fiber articles, of a small amount of an appropriately selected soluble vehicle for said active substance makes it possible to improve significantly the deposition of particles on the surface of said articles and hence to confer notable benefits on said articles, such as benefits of lubrication, of softness to the touch, of antiwrinkle properties and/or easy-iron properties and/or soil release properties, and of abrasion resistance.
- the invention first provides a formulation (F) intended for use in an operation of rinsing (R) textile fiber articles (S) by means of an aqueous or aqueous-alcoholic medium (MR), said formulation (F)
- the formulation according to the invention is intended for use equally for implementing a washing machine rinsing operation as a hand rinsing operation. This operation is commonly carried out at a pH which can range from 5.5 to 8 (pH of the supply circuit water); it usually takes place at ambient temperature. In a conventional laundry washing operation, the rinsing formulation is employed in the final rinse.
- a particle dispersion is considered as being stable if no sedimentation, phase separation or development of turbidity is observed over time. This dispersion is destabilized when the particles undergo aggregation with one another.
- the active substance (A) is considered as being destabilized in the rinsing medium (MR) comprising the vehicle (V) when the size of the objects in the dispersion is at least twice that of the same objects in the absence of vehicle (V).
- the active substance (A) is in a solid or liquid organic or organosilicon material in particulate form which is insoluble in the medium (MAV), has an overall zero or cationic charge in the medium (MAV), and remains insoluble in the rinsing medium (MR).
- the material constituting the active substance (A) is considered as being insoluble when less than 15%, preferably less than 10%, of its weight is soluble in the medium (MAV) and the rinsing medium (MR).
- Said material constituting the active substance (A) is in particulate soluble or liquid form. Preferentially it is in the form of an oil or a meltable solid (a wave for example).
- Said particles may have an average diameter ranging from 10 nm to 200 ⁇ m, preferably from 10 nm to 5 ⁇ m and more preferably from 10 nm to 2 000 nm.
- the diameter of said particles may be determined in well-known fashion by light scattering, by laser diffraction or by microscopy.
- said material constituting the active substance (A) is an organosilicon material.
- polyorganosiloxane resin preferably a linear, cyclic, branched or crosslinked polyorganosiloxane resin, wax or oil.
- Said polyorganosiloxane preferably has a dynamic viscosity, measured at 25° C. and at a shear rate of 0.01 Hz for a stress of 1 500 Pa (carried out on a Carrimed® of type CSL2-500), of between 10 4 and 10 9 cP. According to the invention it is:
- polyorganosiloxanes examples include
- said polyorganosiloxane is at least substantially linear, and very preferably is linear.
- organosiloxane units present besides those of formula (II) are preferably nonionic and of formula (I) above.
- Organosiloxane units having one or more strong anionic functions of sulfonate and/or phosphonate type may also be present when the units of formula (II) are cationic or potentially cationic in the medium (MAV). They are present, however, in limited quantity, in order that said polyorganosiloxane has an overall zero or cationic charge in the medium (MAV).
- the polyorganosiloxanes which carry amino functions have in their chain, per 100 total silicon atoms, from 0.1 to 50, preferably from 0.3 to 10, and very particularly from 0.5 to 5 amino-functionalized silicon atoms.
- amino-functional polyorganosiloxanes are polyorganosiloxanes containing a sterically hindered piperidyl function, especially those which can be prepared by the process described in EP-A-659930.
- said polyorganosiloxane containing a sterically hindered amino function is a linear, cyclic or three-dimensional polyorganosiloxane of formula (V):
- said polyorganosiloxane is linear.
- said material constituting the active substance (A) is an organic material.
- the active substance (A) is dispersed stably in the medium (MAV) by means of a surfactant (TAC).
- Said surfactant may be a nonionic surfactant and/or a cationic surfactant when the material constituting the active substance (A) is intrinsically cationic or intrinsically potentially cationic in the medium (MAV).
- Said surfactant (TAC) is a cationic surfactant or a mixture of cationic surfactant and nonionic surfactant when said material constituting the active substance (A) is uncharged or has a zero charge; the amount of nonionic surfactant represents less than 70% of the weight of all of the surfactants (TAC).
- the ratio of the mass of polymer constituting the active substance (A) to the mass of surfactant (TAC) is from 0.01 to 10, preferably from 0.01 to 1.
- the cationic charges generated by the optional cationic or potentially cationic functions of the active substance (A) and by the cationic surfactant or surfactants at the surface of the active active substance (A) in dispersion in the medium (MAV) are such that the zeta potential of the active substance in dispersion in (MAV) is from 0 to +50 mV, preferably from +10 to +40 mV.
- dialkyldimethylammonium chlorides such as ditallow dimethylammonium chloride or methyl sulfate, etc.
- alkylbenzyldimethylammonium chlorides alkylbenzyldimethylammonium chlorides.
- nonionic surfactants mention may be made of polyoxyalkenylated derivatives such as
- the dispersion medium (MAV) for the active substance (A) is an aqueous or aqueous-alcoholic polar medium.
- Alcohols which may be present include ethanol, isopropanol, propylene glycol, butoxy ethanol, etc. These alcohols may represent up to 70% of the volume of medium (MAV)
- the medium (MAV) is water.
- the medium may be brought to the desired pH of from 2 to 5 by addition of an acid, such as hydrochloric acid, citric acid, phosphoric acid, benzoic acid, etc.
- an acid such as hydrochloric acid, citric acid, phosphoric acid, benzoic acid, etc.
- the rinsing formulation (F) forming the subject of the invention comprises a vehicle (V) which is capable of bringing the active substance (A) onto the surface of the textile fiber articles in the rinsing operation.
- Said organic polymer constituting the vehicle (V) may be any polymer which is soluble or dispersible in aqueous or aqueous-alcoholic medium with a pH of between 2 and 8 and which comprises at least one unit which is neutral in the medium (MAV) and potentially anionic (HA) in the rinsing medium (MR).
- They may further comprise at least one unit which is cationic or potentially cationic (HC) in the medium (MAV) and/or at least one hydrophilic or hydrophobic nonionic unit.
- HC cationic or potentially cationic
- the term “dispersible” signifies that the vehicle (V) does not form a macroscopic precipitate in aqueous or aqueous-alcoholic medium.
- the polymer constituting the vehicle (V) is a copolymer comprising:
- the polymer constituting the vehicle (V) may optionally contain anionic units (whose first pKa is less than 3), but in a very small amount, for example in an amount much less than 5% by weight relative to the entirety of the units.
- the relative amounts of the various units of the polymer constituting the vehicle (V) are such that in the medium (MAV) the overall charge of the polymer or copolymer is zero or cationic.
- the relative amounts of vehicle (V) polymer, cationic surfactant (TAC), and material constituting the active substance (A) are such that in the course of the rinsing operation the number of anionic charges developed in the rinsing medium (MR) by the vehicle polymer (V) is sufficient to destabilize the active substance (A) in the rinsing medium (MR), in particular by electrostatic attraction with the surface charges of the active substance (A) in the medium (MR).
- the active substance (A) is considered as being destabilized in the rinsing medium (MR) comprising the vehicle (V) when the turbidity of said medium reaches in less than 5 minutes a value at least 5 times greater than the turbidity that the same medium would have in the absence of vehicle (V).
- the number of anionic charges developed in the rinsing medium (MR) by the vehicle (V) polymer to destabilize the active substance is preferably at least 1% relative to the number of cationic surface charges of the active substance (A) in the medium (MR).
- This number of anionic charges may range up to 200% relative to the number of cationic surface charges of the active substance (A) in the medium (MR).
- polymers which may constitute the vehicle (V) include in particular the polymers derived from ethylenically unsaturated monomers, and also natural polysaccharides and substituted or modified polysaccharides, and also mixtures of said polymers derived from ethylenically unsaturated monomers and said polysaccharides.
- polymer is used here to denote both a homopolymer and a copolymer.
- copolymer will be used when the polymer in question is derived from at least least two monomers of different type.
- a first example of polymers which may constitute the vehicle (V) are the polymers derived:
- the (V) is a random, block or graft copolymer derived
- the relative amounts of monomers from which (V) is derived are such that in the medium (MAV) the overall charge of the copolymer (V) is zero or cationic.
- the average molar mass of said polymer or copolymer (V) derived from one or more ⁇ - ⁇ monoethylenically unsaturated monomers is greater than 5 000 g/mol, generally of the order of from 20 000 to 500 000 g/mol.
- hydrophilic ⁇ - ⁇ monoethylenically unsaturated monomer which is neutral in the medium (MAV) and potentially anionic (HA) in the rinsing medium (MR) mention may be made of
- hydrophilic ⁇ - ⁇ monoethylenically unsaturated monomer which is cationic or potentially cationic (HC) in the medium (MAV) mention may be made of
- hydrophilic ⁇ - ⁇ monoethylenically unsaturated monomers which are uncharged or unionizable mention may be made of
- hydrophobic nonionic ⁇ - ⁇ monoethylenically unsaturated monomers mention may be made of
- hydrophilic anionic ⁇ - ⁇ monoethylenically unsaturated monomer (whose first pKa is less than 3) mention may be made of
- a second example of polymers which can constitute the vehicle (V) are potentially anionic natural polysaccharides and potentially anionic or amphoteric substituted or modified polysaccharides.
- the potentially anionic natural polysaccharides are formed of nonionic monosaccharide units and of monosaccharide units which are neutral in the medium (MAV) and potentially anionic in the rinsing medium (MR), these units being alike or different. They may be linear or branched.
- the hexose units (alike or different) of the main chain may be units of D-glucose, D- or L-galactose, D-mannose, D- or L-fucose, L-rhamnose, etc.
- the pentose and/or hexose units (alike or different) which are nonionic or neutral in the medium (MAV) and potentially anionic in the medium (MR) of the branches may be units of D-xylose etc., L- or D-arabinose, D-glucose, D- or L-galactose, D-mannose, D- or L-fucose, L-rhamnose, D-glucuronic acid, D-galacturonic acid, D-mannuronic acid, D-mannose substituted by a pyruvic group, etc.
- xanthan gum such as the Rhodopol® products from Rhodia
- succinoglycans rhamsans
- gellan gums welan gums, etc.
- Their molar mass by weight may range from 2 000 to 5 000 000, preferably from 10 000 to 5 000 000, more particularly from 10 000 to 4 000 000 g/mol.
- the molar mass by weight Mw of said polysaccharides may be measured by size exclusion chromatography.
- Said substituted or modified polysaccharides may further comprise at least one nonionic modifying or substituent group.
- polysaccharide is a substituted or modified branched polysaccharide whose native skeleton is formed
- the ratio of the number of charges which are potentially anionic in the medium (MR) to the number of charges which are cationic or potentially cationic in the medium (MAV) is from 99.5/0.5 to 30/70, preferably from 99.5/0.5 to 50/50.
- Said substituted or modified branched polysaccharide may further comprise at least one nonionic modifying or substituent group.
- the molar mass by weight of said substituted or modified polysaccharides may range from 2 000 to 5 000 000, preferably from 10 000 to 5 000 000 g/mol.
- the molar mass by weight, Mw, of said polysaccharides may be measured by size exclusion chromatography.
- the measurement is made in a 0.1 M aqueous formic acid solution containing 0.05 M sodium nitrate and 10 ppm of high molar mass polyallyldimethylamine chloride (PDADMA) in the case of polysaccharides whose DSi in terms of ionic or potentially ionic function is less than 0.5.
- PDADMA high molar mass polyallyldimethylamine chloride
- Mw The molar mass by weight, Mw, is established directly in a known manner by means of the light scattering values.
- the degree of substitution or of modification, DSi corresponds to the average number of hydroxyl functions of the anhydrohexose and/or anhydropentose units which are substituted or modified by said ionic or potentially ionic group or groups per anhydrohexose and/or anhydropentose unit.
- Said ionic or potentially ionic groups are linked to the carbon atoms of the sugar skeleton either directly or by way of —O— bonds.
- the potentially anionic charges may be provided by modifying groups or substituent groups which are different from those which carry cationic or potentially cationic charges; in that case said polymer is an ampholyte polysaccharide.
- said polysaccharide is in that case of betaine type.
- Said substituted or modified polysaccharide may further exhibit at least one nonionic modifying group or substituent group.
- Said nonionic groups are attached to the carbon atoms of the sugar skeleton either directly or by way of —O— bonds. The presence of such groups is expressed in number of moles of substitution MS, i.e., in average number of moles of precursor of said nonionic substituent which have reacted per anhydrohexose and/or anhydropentose unit. If said precursor is not appropriate for forming new, reactive hydroxyl groups (alkylation precursor, for example), the degree of substitution or of modification by the entirety of the ionic or ionizable groups and nonionic groups is less than 3 by definition. If said precursor is capable of forming new, reactive hydroxyl groups (hydroxyl alkylation precursor, for example), there is theoretically no limit on the number of moles of substitution, MS; it may, for example, be up to 6, preferably up to 2.
- cationic or potentially cationic groups mention may be made of those which contain one or more amino, ammonium, phosphonium, pyridinium, etc., functions.
- betaine groups mention may be made more particularly of the function of formula: —(CH 2 ) 2 —N + (CH 3 ) 2 — (CH 2 ) 2 —COO ⁇ , an ethyldimethylammonium betaine function.
- the hexose units (alike or different) of the main chain of the native skeleton may be units of D-glucose, D- or L-galactose, D-mannose, D- or L-fucose, L-rhamnose, etc.
- the pentose and/or hexose units (alike or different) which are nonionic or neutral in the medium (MAV) and potentially anionic in the medium (MR) of the branches of the native skeleton may be units of D-xylose, etc., L- or D-arabinose, D-glucose, D- or L-galactose, D-mannose, D- or L-fucose, L-rhamnose, D-glucuronic acid, D-galacturonic acid, and D-mannuronic acid.
- native skeleton examples include galactomannanes, galactoglucomannanes, xyloglucans, xanthan gums, scleroglucans, succinoglycans, rhamsans, welan gums, etc.
- the native skeleton is a galactomannan.
- the galactomannanes are macromolecules containing a main chain of D-mannopyranose units attached in ⁇ (1-4) position which is substituted by D-galactopyranose units in ⁇ (1-6) position.
- D-mannopyranose units attached in ⁇ (1-4) position which is substituted by D-galactopyranose units in ⁇ (1-6) position.
- guar gum carob gum
- tara gum a main chain of D-mannopyranose units attached in ⁇ (1-6) position.
- the native skeleton is a guar gum.
- Guar gums have a mannose/galactose ratio of 2.
- the substituted or modified polysaccharides used according to the invention may be obtained by functionalizing the native skeleton by means of precursors of the ionic or potentially ionic groups and optionally nonionic groups.
- substituted or modified polysaccharides which can be used according to the invention include
- the dispersion of the active substance (A) in the medium (MAV) comprising the vehicle (V) is preferable for the dispersion of the active substance (A) in the medium (MAV) comprising the vehicle (V) to have a pH ranging from 3.5 and in particular from 4.5 to 5 when said polysaccharide is a substituted or modified guar.
- the amount of vehicle (V) present in the formulation according to the invention is from 0.001 to 5 parts by weight, preferably from 0.01 to 4 parts, and more particularly from 0.05 to 2 parts by weight per 100 parts by weight of active substance (A).
- the formulation (F) according to the invention may be in the form
- aqueous or aqueous-alcoholic formulation (F) comprises per 100 parts of its weight:
- Said dispersion may have a solids content of from 0.021 to 90%, preferably from 0.07 to 51% by weight.
- the formulation (F) in the form of a solid may be obtained by
- the evaporating/drying step may be carried out in accordance with any means known to the skilled worker, in particular by lyophilization (i.e., freezing, then sublimation) or, preferably, by spray drying.
- Spray drying may be carried out in any known apparatus, such as a spraying tower in combination with a spraying operation carried out by a nozzle or a turbine with a stream of hot air.
- the implementation conditions are dependant on the type of atomizer used; these conditions are generally such that the temperature of the entirety of the product in the course of drying is at least 30° C. and does not exceed 150° C.
- the evaporating/drying step may be facilitated by the presence within the dispersion which is subjected to said step of a protectant, in particular by the presence of at least one sugar, saccharide or polysaccharide which is water-soluble or water-dispersible, preferably a sugar.
- a protectant in particular by the presence of at least one sugar, saccharide or polysaccharide which is water-soluble or water-dispersible, preferably a sugar.
- the amount of protectant may represent of the order of from 10 to 50 parts by weight per 100 parts by weight of active substance (A).
- aldoses such as glucose, mannose, galactose, and ribose
- ketoses such as fructose
- the granules obtained may be ground to give a powder or compacted conventionally to give tablets, for example.
- the formulation (F) may further comprise other, customary constituents of cationic rinsing formulations.
- It may in particular comprise at least one cationic and/or nonionic softener, such as acyclic quaternary ammonium compounds, alkoxylated polyamines, quaternary diamido ammonium salts, quaternary ammonium esters, quaternary imidazolium salts, primary, secondary or tertiary amines, alkoxylated amines, cyclic amines, nonionic sugar derivatives, etc., which are mentioned in particular in WO 00/68352.
- cationic and/or nonionic softener such as acyclic quaternary ammonium compounds, alkoxylated polyamines, quaternary diamido ammonium salts, quaternary ammonium esters, quaternary imidazolium salts, primary, secondary or tertiary amines, alkoxylated amines, cyclic amines, nonionic sugar derivatives, etc.
- TAC surfactant
- the softeners may be present in a proportion of from 0.5 to 90%, preferably from 0.5 to 40%, depending on the concentration of said formulation (F).
- Also present may be:
- the formulation (F) of the invention may be employed to carry out a rinsing operation which follows an operation of washing—by hand or in a washing machine—textile fiber articles.
- Said articles may consist of natural and/or artificial and/or synthetic fibers.
- Said formulation is especially advantageous for rinsing cotton or cotton-based articles.
- rinsing bath It may be employed in the rinsing bath in a proportion of from 0.001 to 5 g/l, preferably from 0.005 to 2 g/l, the proportion of formulation being expressed in terms of dry matter.
- This rinsing operation may be carried out at ambient temperature.
- This rinsing operation makes it possible to impart to said articles, in addition to the conventional benefits of softness which are provided by the nonionic and/or cationic softener or softeners, properties of wrinkle resistance (antiwrinkle properties) and/or of ease of ironing, of abrasion resistance, and soil release properties, which are provided by the deposition of the active substance (A) on the surface of said articles, this deposition being promoted by the presence of the vehicle (V).
- Advantageous soil release properties are provided in particular through the use as active substance (A) in the formulation (F) of a silicone oil, in particular of a silicone oil containing a hindered piperidyl function.
- the invention secondly provides a process for treating textile fiber articles by contacting said articles in the course of a rinsing operation in aqueous or aqueous-alcoholic medium with the rinsing formulation (F) as described above, then recovering said rinsed articles.
- the invention thirdly provides a process for enhancing the antiwrinkle and/or easy-iron and/or soil release and/or abrasion resistance properties of textile fiber articles which consists in contacting said articles in the course of a rinsing operation in aqueous or aqueous-alcoholic medium with the rinsing formulation (F) as described above, then in recovering said rinsed articles.
- the invention fourthly provides for the use in a formulation (F) intended for use in an operation of rinsing (R) textile fiber articles (S) by means of an aqueous or aqueous-alcoholic medium (MR), formulation (F) comprising at least one active substance (A) comprising at least one liquid or solid organic or organosilicon material in particulate form and being
- the object fifthly provides a process for enhancing the deposition of an active substance (A) comprising at least one solid or liquid organic or organosilicon material in particulate form on the surface of textile fiber articles (S), during an operation of rinsing of said articles by means of an aqueous or aqueous-alcoholic medium (MR) obtained from a formulation (F) comprising said active substance (A), the formulation (F) being
- a sunflower oil of type Lubrirob® TOD18.80 (from Rhodia/Novance) is emulsified in water in a microfluidizer (4 bar, 3 cycles) with heating (50° C.) in the presence of 3% by weight of cationic surfactants (cetyltrimethylammonium bromide type).
- emulsion (E) having a dry extract of 30% by weight of active substance, whose size, measured by laser diffraction (Horiba granulometer), is 250 nm. This size is a mass-average size of the size distribution of the emulsion.
- This emulsion (E) is used to produce various formulations.
- the pH of the emulsion (E) is adjusted to 4.0 with 1 N hydrochloric acid solution.
- the resulting dispersion is milky.
- the pH of the emulsion (E) is adjusted to 4.0 with 1 N hydrochloric acid solution.
- the resulting dispersion is milky.
- a Horiba granulometer vessel is introduced with water whose pH has been adjusted to 4 (approximately 100 ml). 0.1 ml of the formulation II is added to the vessel under mechanical stirring and the change in size of the emulsion over time is monitored.
- the granulometer vessel is charged with water at its natural pH of 7.2 (approximately 100 ml).
- the pH of the emulsion (E), containing 30% by weight of active substance, is adjusted to 4.0 with 1 N hydrochloric acid solution.
- the dispersion obtained is milky.
- Formulations 2 and 3 are made up respectively with 3.9 ml of 3.95 ml of water, so as to keep the active substance (A) concentration constant.
- one of the samples is placed in reserve and rinsed with 15 liters of mains water at 23° C., then wrung; the rinse cycle lasts 5 minutes.
- the other samples are divided into three batches.
- the first batch is rinsed for 5 minutes with 15 liters of mains water at 23° C., to which 50 ml of formulation FR have been added, then is wrung under the same conditions as the reserved sample.
- the second batch is rinsed for 5 minutes with 15 liters of mains water at 23° C., to which 60 ml of formulation FRI1 have been added, then is wrung under the same conditions as the reserved sample.
- the third batch is rinsed for 5 minutes with 15 liters of mains water at 23° C., to which 60 ml of formulation FRII1 have been added, then is wrung under the same conditions as the reserved sample.
- the articles After wringing, the articles are placed on a rack to dry.
- the number of pixels corresponding to each level of grey is counted.
- ⁇ 1 corresponds to the standard deviation corresponding to the reserved sample (rinsed without a rinsing formulation).
- ⁇ 2 corresponds to the standard deviation obtained with the rinsing formulation in question.
- ⁇ 3 corresponds to the standard deviation obtained on flat starting samples which have not undergone an operation of washing, rinsing or wringing.
- WR wrinkle recovery
- An emulsion which comprises 30% by weight of silicone containing hindered piperidyl functions (Rhodorsil® 21645 from Rhodia) and 3% of a nonionic surfactant of ethoxylated fatty alcohol type (Symperonic A7).
- An emulsion which comprises 30% by weight of silicone containing hindered piperidyl functions (Rhodorsil® 21645 from Rhodia) and 3% of a nonionic surfactant of ethoxylated fatty alcohol type (Symperonic A7).
- xanthan gum Rhodopol® from Rhodia
- Rhodia xanthan gum
- the test is carried out in a Tergotometer laboratory apparatus which is well known to the formulators of detergent compositions.
- the apparatus simulates the mechanical and thermal effects of the American-type washing machines with a pulsing action; by virtue of the presence of 3 washing pots, it allows series of simultaneous tests to be carried out with a considerable time saving.
- composition of the laundry detergent employed is as follows: Parts by Composition of the laundry detergent weight Zeolite 4A 25 Light carbonate 15 Disilicate R2A 5 Acrylic/maleic copolymer Sokalan CP5 (BASF) 5 Na sulfate 9.5 Carboxymethylcellulose 1 Perborate monohydrate 15 Tetraacetylethylenediamine 5 Linear dodecylbenzenesulfonate 6 Synperonic A3 (C12-C15 fatty alcohol 3 ethoxylated with 3 EO) Synperonic A9 (C12-C15 fatty alcohol 9 ethoxylated with 9 EO) Enzyme esperase 4.0 T 0.5 Fragrances 1
- test specimens measuring 10 ⁇ 10 cm and made of flat woven cotton are prewashed in a Tergotometer for 20 minutes at 23° C. with the above laundering formula; the water used has a hardness of 30°HT (diluted Contrexéville® mineral water); the amount of laundry detergent employed is 5 g per liter of water; the number of test specimens per pot is 6.
- the squares of fabric are subsequently rinsed 3 times for 5 minutes (each time), twice with cold water and the third time with cold water to which either 7 ml of commercial rinsing formula FR or 7.3 ml of the rinsing formulas FRI2 or FRII2 have been added.
- the squares of fabric are subsequently wrung out and then dried on clotheshorses.
- the soiled fabrics are placed in an oven at 60° C. for 1 hour.
- the fabrics are washed within 24 hours.
- the soiled tests specimens are washed, rinsed, wrung and dried under the same conditions as those described in (a).
- the reflectance of the fabrics before and after washing is measured using a Dr. Lange/Luci 100 colorimeter.
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- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
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Priority Applications (1)
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US10/658,577 US20050028293A1 (en) | 2002-09-09 | 2003-09-09 | Rinsing formulation for textiles |
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US40916402P | 2002-09-09 | 2002-09-09 | |
US10/658,577 US20050028293A1 (en) | 2002-09-09 | 2003-09-09 | Rinsing formulation for textiles |
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US20050028293A1 true US20050028293A1 (en) | 2005-02-10 |
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US10/658,577 Abandoned US20050028293A1 (en) | 2002-09-09 | 2003-09-09 | Rinsing formulation for textiles |
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US (1) | US20050028293A1 (de) |
EP (1) | EP1537271A2 (de) |
JP (1) | JP2005538262A (de) |
AU (1) | AU2003278279A1 (de) |
BR (1) | BR0314149A (de) |
WO (1) | WO2004022839A2 (de) |
Cited By (20)
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US20070289613A1 (en) * | 2002-06-04 | 2007-12-20 | Geary Nicholas W | Conditioning shampoo compositions containing select cationic conditioning polymers |
US20080020961A1 (en) * | 2006-07-21 | 2008-01-24 | Rodrigues Klin A | Low Molecular Weight Graft Copolymers |
US20090053165A1 (en) * | 2007-08-20 | 2009-02-26 | Mark Anthony Brown | Method for Treating Damaged Hair |
US20090087398A1 (en) * | 2007-08-20 | 2009-04-02 | Mark Anthony Brown | Method for Treating Damaged Hair |
US20100056421A1 (en) * | 2008-08-28 | 2010-03-04 | Corona Iii Alessandro | Fabric care compositions, process of making, and method of use |
US20100050346A1 (en) * | 2008-08-28 | 2010-03-04 | Corona Iii Alessandro | Compositions and methods for providing a benefit |
US20110136718A1 (en) * | 2005-07-21 | 2011-06-09 | Akzo Nobel N.V. | Hybrid copolymers |
WO2013030169A1 (en) | 2011-08-31 | 2013-03-07 | Akzo Nobel Chemicals International B.V. | Laundry detergent compositions comprising soil release agent |
US8636918B2 (en) | 2011-08-05 | 2014-01-28 | Ecolab Usa Inc. | Cleaning composition containing a polysaccharide hybrid polymer composition and methods of controlling hard water scale |
US8674021B2 (en) | 2006-07-21 | 2014-03-18 | Akzo Nobel N.V. | Sulfonated graft copolymers |
US8679366B2 (en) | 2011-08-05 | 2014-03-25 | Ecolab Usa Inc. | Cleaning composition containing a polysaccharide graft polymer composition and methods of controlling hard water scale |
US8841246B2 (en) | 2011-08-05 | 2014-09-23 | Ecolab Usa Inc. | Cleaning composition containing a polysaccharide hybrid polymer composition and methods of improving drainage |
US8853144B2 (en) | 2011-08-05 | 2014-10-07 | Ecolab Usa Inc. | Cleaning composition containing a polysaccharide graft polymer composition and methods of improving drainage |
US8945314B2 (en) | 2012-07-30 | 2015-02-03 | Ecolab Usa Inc. | Biodegradable stability binding agent for a solid detergent |
US9051406B2 (en) | 2011-11-04 | 2015-06-09 | Akzo Nobel Chemicals International B.V. | Graft dendrite copolymers, and methods for producing the same |
CN104837977A (zh) * | 2012-12-11 | 2015-08-12 | 高露洁-棕榄公司 | 织物调理组合物 |
US9109068B2 (en) | 2005-07-21 | 2015-08-18 | Akzo Nobel N.V. | Hybrid copolymer compositions |
US9365805B2 (en) | 2014-05-15 | 2016-06-14 | Ecolab Usa Inc. | Bio-based pot and pan pre-soak |
EP2252681B1 (de) | 2008-03-14 | 2017-01-18 | Unilever Plc, A Company Registered In England And Wales under company no. 41424 of Unilever House | Zusammensetzungen zur wäschebehandlung |
US9988526B2 (en) | 2011-11-04 | 2018-06-05 | Akzo Nobel Chemicals International B.V. | Hybrid dendrite copolymers, compositions thereof and methods for producing the same |
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WO2006014348A2 (en) * | 2004-07-02 | 2006-02-09 | Rhodia, Inc. | Spray composition having a deposition control agent |
US20130118531A1 (en) * | 2011-11-11 | 2013-05-16 | The Procter & Gamble Company | Emulsions containing polymeric cationic emulsifiers, substance and process |
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GB0212157D0 (en) * | 2002-05-27 | 2002-07-03 | Unilever Plc | Fabric conditioning composition |
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- 2003-09-08 EP EP03769587A patent/EP1537271A2/de not_active Withdrawn
- 2003-09-08 JP JP2004533581A patent/JP2005538262A/ja not_active Abandoned
- 2003-09-08 AU AU2003278279A patent/AU2003278279A1/en not_active Abandoned
- 2003-09-08 BR BR0314149-7A patent/BR0314149A/pt not_active IP Right Cessation
- 2003-09-08 WO PCT/FR2003/002665 patent/WO2004022839A2/fr not_active Application Discontinuation
- 2003-09-09 US US10/658,577 patent/US20050028293A1/en not_active Abandoned
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US20050015888A1 (en) * | 1999-10-27 | 2005-01-27 | The Procter & Gamble Company | Wrinkle resistant composition |
US20020111285A1 (en) * | 2000-06-22 | 2002-08-15 | Price Kenneth Nathan | Rinse-added fabric treatment composition, kit containing such, and method of use therefor |
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US20080057016A1 (en) * | 2002-06-04 | 2008-03-06 | Geary Nicholas W | Conditioning shampoo compositions containing select cationic conditioning polymers |
US7585827B2 (en) * | 2002-06-04 | 2009-09-08 | The Procter & Gamble Company | Conditioning shampoo compositions containing a mixture of select cationic conditioning polymers |
US7598213B2 (en) | 2002-06-04 | 2009-10-06 | The Procter & Gamble Company | Conditioning shampoo compositions containing select cationic conditioning polymers |
US20070289613A1 (en) * | 2002-06-04 | 2007-12-20 | Geary Nicholas W | Conditioning shampoo compositions containing select cationic conditioning polymers |
US20110136718A1 (en) * | 2005-07-21 | 2011-06-09 | Akzo Nobel N.V. | Hybrid copolymers |
US9321873B2 (en) | 2005-07-21 | 2016-04-26 | Akzo Nobel N.V. | Hybrid copolymer compositions for personal care applications |
US9109068B2 (en) | 2005-07-21 | 2015-08-18 | Akzo Nobel N.V. | Hybrid copolymer compositions |
US20080020961A1 (en) * | 2006-07-21 | 2008-01-24 | Rodrigues Klin A | Low Molecular Weight Graft Copolymers |
US8674021B2 (en) | 2006-07-21 | 2014-03-18 | Akzo Nobel N.V. | Sulfonated graft copolymers |
US20090053165A1 (en) * | 2007-08-20 | 2009-02-26 | Mark Anthony Brown | Method for Treating Damaged Hair |
US20090087398A1 (en) * | 2007-08-20 | 2009-04-02 | Mark Anthony Brown | Method for Treating Damaged Hair |
EP2252681B2 (de) † | 2008-03-14 | 2022-11-02 | Unilever IP Holdings B.V. | Zusammensetzungen zur wäschebehandlung |
EP2252681B1 (de) | 2008-03-14 | 2017-01-18 | Unilever Plc, A Company Registered In England And Wales under company no. 41424 of Unilever House | Zusammensetzungen zur wäschebehandlung |
US20110162154A1 (en) * | 2008-08-28 | 2011-07-07 | Corona Iii Alessandro | Compositions And Methods For Providing A Benefit |
US8193141B2 (en) | 2008-08-28 | 2012-06-05 | The Procter & Gamble Company | Fabric care compositions, process of making, and method of use comprising primary particles comprising cationic polymer and anionic surfactants |
US8372795B2 (en) | 2008-08-28 | 2013-02-12 | The Proctor & Gamble Company | Fabric care compositions comprising a poly(diallyldimethylammonium chloride-co-acrylic acid), process of making, and method of use |
US20100056419A1 (en) * | 2008-08-28 | 2010-03-04 | Corona Iii Alessandro | Fabric care compositions, process of making, and method of use |
US20100056420A1 (en) * | 2008-08-28 | 2010-03-04 | Corona Iii Alessandro | Fabric care compositions comprising cationic polymers and anionic surfactants |
US20100050346A1 (en) * | 2008-08-28 | 2010-03-04 | Corona Iii Alessandro | Compositions and methods for providing a benefit |
US8728172B2 (en) | 2008-08-28 | 2014-05-20 | The Procter & Gamble Company | Compositions and methods for providing a benefit |
US20100056421A1 (en) * | 2008-08-28 | 2010-03-04 | Corona Iii Alessandro | Fabric care compositions, process of making, and method of use |
US8636918B2 (en) | 2011-08-05 | 2014-01-28 | Ecolab Usa Inc. | Cleaning composition containing a polysaccharide hybrid polymer composition and methods of controlling hard water scale |
US8853144B2 (en) | 2011-08-05 | 2014-10-07 | Ecolab Usa Inc. | Cleaning composition containing a polysaccharide graft polymer composition and methods of improving drainage |
US9309489B2 (en) | 2011-08-05 | 2016-04-12 | Ecolab Usa Inc | Cleaning composition containing a polysaccharide hybrid polymer composition and methods of improving drainage |
US8841246B2 (en) | 2011-08-05 | 2014-09-23 | Ecolab Usa Inc. | Cleaning composition containing a polysaccharide hybrid polymer composition and methods of improving drainage |
US8679366B2 (en) | 2011-08-05 | 2014-03-25 | Ecolab Usa Inc. | Cleaning composition containing a polysaccharide graft polymer composition and methods of controlling hard water scale |
WO2013030169A1 (en) | 2011-08-31 | 2013-03-07 | Akzo Nobel Chemicals International B.V. | Laundry detergent compositions comprising soil release agent |
US9051406B2 (en) | 2011-11-04 | 2015-06-09 | Akzo Nobel Chemicals International B.V. | Graft dendrite copolymers, and methods for producing the same |
US9988526B2 (en) | 2011-11-04 | 2018-06-05 | Akzo Nobel Chemicals International B.V. | Hybrid dendrite copolymers, compositions thereof and methods for producing the same |
US8945314B2 (en) | 2012-07-30 | 2015-02-03 | Ecolab Usa Inc. | Biodegradable stability binding agent for a solid detergent |
CN104837977A (zh) * | 2012-12-11 | 2015-08-12 | 高露洁-棕榄公司 | 织物调理组合物 |
EP2931860B1 (de) | 2012-12-11 | 2017-02-22 | Colgate-Palmolive Company | Gewebepflegezusammensetzung |
US9365805B2 (en) | 2014-05-15 | 2016-06-14 | Ecolab Usa Inc. | Bio-based pot and pan pre-soak |
US10053652B2 (en) | 2014-05-15 | 2018-08-21 | Ecolab Usa Inc. | Bio-based pot and pan pre-soak |
Also Published As
Publication number | Publication date |
---|---|
AU2003278279A8 (en) | 2004-03-29 |
JP2005538262A (ja) | 2005-12-15 |
WO2004022839A3 (fr) | 2004-05-06 |
BR0314149A (pt) | 2005-07-12 |
EP1537271A2 (de) | 2005-06-08 |
AU2003278279A1 (en) | 2004-03-29 |
WO2004022839A2 (fr) | 2004-03-18 |
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