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WO1995033813A1 - Composition detergente amelioree - Google Patents

Composition detergente amelioree Download PDF

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Publication number
WO1995033813A1
WO1995033813A1 PCT/EP1995/000766 EP9500766W WO9533813A1 WO 1995033813 A1 WO1995033813 A1 WO 1995033813A1 EP 9500766 W EP9500766 W EP 9500766W WO 9533813 A1 WO9533813 A1 WO 9533813A1
Authority
WO
WIPO (PCT)
Prior art keywords
detergent
polymer
sodium
detergent product
copolymer
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.)
Ceased
Application number
PCT/EP1995/000766
Other languages
English (en)
Inventor
Suk Hyung Cho
Velayudhan Nair Gopa Kumar
Perincheery Aravindakshan
Madukkarai Krishna Nagarajan
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Unilever NV
Original Assignee
Unilever NV
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Unilever NV filed Critical Unilever NV
Priority to AU19479/95A priority Critical patent/AU1947995A/en
Publication of WO1995033813A1 publication Critical patent/WO1995033813A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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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
    • C11D3/3788—Graft polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F251/00—Macromolecular compounds obtained by polymerising monomers on to polysaccharides or derivatives thereof
    • 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
    • C11D3/39—Organic or inorganic per-compounds
    • C11D3/3902—Organic or inorganic per-compounds combined with specific additives
    • C11D3/3905—Bleach activators or bleach catalysts
    • C11D3/3907—Organic 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
    • C11D3/39—Organic or inorganic per-compounds
    • C11D3/3942—Inorganic per-compounds

Definitions

  • the present invention relates to fabric washing having low temperature bleaching stainremoval -efficiency and more particularly to compositions which include polysaccharide graft copolymer for obtaining this efficiency.
  • Fabric bleaching is well known and bleach systems commonly used in the detergent industry are perborate bleaches.
  • the perborate bleaches are a category of oxygen bleaches. From the fabric safety point of view the oxygen bleaches are preferred to the chlorine bleaches.
  • Sodium perborate is widely used as bleaching agent in detergent formulations.
  • the bleaching action of such for ⁇ mulations where perborate alone is used as the active bleaching agent, is effective only at high temperatures of over about 60°C.
  • a detergent formulation containing perborate alone as the active bleach ingredient or similar oxygen bleach compounds such as percarbonate does not exhibit desirable or effective bleach properties at temperatures lower than 60°C.
  • the activators/bleach precursors which are commonly used are N,N,N*N* Tetraacetylethylene diamine (TAED) , sodium nonanoyl oxy benzene sulphonate (SNOBS) , sodium acetoxy benzene sulphonate (SABS) and sodium benzoyl oxy benzene sulphonate (P-15) .
  • TAED N,N,N*N* Tetraacetylethylene diamine
  • SNOBS sodium nonanoyl oxy benzene sulphonate
  • SABS sodium acetoxy benzene sulphonate
  • P-15 sodium benzoyl oxy benzene sulphonate
  • transition metal ions e.g., Mn ions
  • peracids e.g., phthaloyl a ino percaproic acid (PAP) are also known to perform at lower temperatures.
  • PAP phthaloyl a ino percaproic acid
  • the inventors have surprisingly found that the incor- poration of a polysaccharide graft copolymer (e.g. cationic starch graft polymethacrylic acid, such as shown in figure 1) into a detergent composition comprising peroxy compound bleach synergistically improve the bleaching efficiency of the detergent composition at low temperatures. More particularly, it has been found that the presence of this copolymer along with the surfactant, bleach and water helps in better stain removal than when the stained cloth is washed with only surfactant, bleach and water.
  • a polysaccharide graft copolymer e.g. cationic starch graft polymethacrylic acid, such as shown in figure 1
  • peroxy compound bleach synergistically improve the bleaching efficiency of the detergent composition at low temperatures. More particularly, it has been found that the presence of this copolymer along with the surfactant, bleach and water helps in better stain removal than when the stained cloth is washed with only surfactant, bleach and water.
  • the present invention relates to a detergent composition
  • a detergent composition comprising a detergent active material, a detergency builder, and a bleaching system comprising a peroxy bleach and a polysaccharide graft copolymer.
  • the detergent active material may be selected from anionic, cationic, ampholytic, zwitterionic or nonionic detergent active materials or mixtures thereof. Particularly preferred are mixtures of anionic and nonionic detergent active materials such as a mixture of an alkali metal salt of an alkyl benzene sulphonate together with an alkoxylated alcohol.
  • the level of detergent active material or materials in the composition is preferably from 2% to 50%, more preferably from 5% to 30% by weight.
  • the preferred detergent compounds which can be used are synthetic anionic and nonionic compounds.
  • the former are usually water soluble alkali metal salts of organic sul ⁇ phates and sulphonates having alkyl groups containing from about 8 to 22 carbon atoms.
  • suitable synthetic anionic detergent compounds are sodium and potassium alkyl sulphates, especially those obtained by sulphating higher (C 8 - C 18 ) alcohols produced for example from tallow or coconut oil, sodium and potassium alkyl (C 9 - C 20 ) benzene sulphonates, particularly from sodium linear secondary alkyl (C 10 - C 15 ) benzene sulphonates, sodium alkyl glyceryl ether sulphates especially those ethers of the higher alcohols derived from tallow or coconut oil and synthetic alcohols derived from pertroleum; sodium coconut oil fatty monoglyceride sulphates and sulphonates, sodium and potassium salts of sulphuric acid esters of higher (C
  • the preferred anionic detergent compounds are sodium (C 1]L - C 15 ) alkyl benzene sulphonates and sodium (C 12 - C 18 ) alkyl sulphates.
  • Suitable nonionic detergent compounds which may be used include, in particular, the reaction products of compounds having a hydrophobic group and a reactive hydrogen atom, for example, aliphatic alcohols, acids, amides or alkyl phenols with alkylene oxides, especially ethylene oxide either alone or with propylene oxide.
  • Specific nonionic detergent compounds are alkyl (C 6 - C 22 ) phenols-ethylene oxide condensates, containing generally 5 to 25 units of ethylene oxide per molecule.
  • nonionic com- pounds are the condensation products of aliphatic (C 8 - C 18 ) primary or secondary linear of branched alcohols with ethylene oxide, generally 5 to 40 EO, and products made by condensation of ethylene oxide with the reaction products of propylene oxide and ethylenediamine.
  • Mixtures of detergent compounds for example, mixed anionic or mixed anionic and nonionic compounds may be used in the detergent compositions, particularly, in the latter case to provide controlled low sudsing properties. This is beneficial for compositions intended for use in suds in ⁇ tolerant automatic washing machines.
  • Amounts of amphoteric or zwitterionic detergent compounds can also be used in the compositions of the invention but this is not normally desired due to their relatively high cost. If any amphoteric or zwitterionic detergent com ⁇ pounds are used, it is generally in small amounts in com ⁇ positions based on the much more commonly used synthetic anionic and/or nonionic detergent compounds.
  • detergent active compounds are available and fully described in literature, e.g., surface active agents and detergents, vols. I and II by Schwartz, Perry and Berch. DETERGENT BUILDER
  • the builder may be any material capable of reducing the level of free calcium ions in the wash liquor and will preferably provide the composition with other beneficial properties such as the generation of an alkaline pH, the suspension of soil removed from the fabric and the suspen ⁇ sion of the fabric softening clay material.
  • the level of the builder may be from 0.5% to 70% by wt. more preferably from 15% to 50% by wt.
  • detergency builders include precipitating builders, such as the alkali metal carbonates with or without high surface area calcite, bicarbonates, pyrophophates, sequestering builders, such as the alkali metal tripoly-phosphates, citrates or nitrilotriacetates, or ion exchange builders such as amorphous alkali metal aluminosilicates or zeolites.
  • the peroxy bleaching agent may be a compound which is capable of yielding hydrogen peroxide in aqueous solution.
  • Hydrogen peroxide sources are well-known in the art. They include the alkali metal peroxides, organic peroxides and inorganic persalts such as the alkali metal perborates, percarbonates, perphosphates, persilicates and persul- phates. Mixtures of two or more such compounds may also be suitable.
  • sodium perborate tetrahydrate and especially, sodium perborate monohydrate.
  • Sodium per ⁇ borate monohydrate is preferred because it has excellent storage stability while also dissolving very quickly in aqueous solutions.
  • Sodium percarbonate may also be preferred for environmental reasons.
  • the amount of these inorganic persalts in the composition of the invention will usually be from 5 to 35% by weight, preferably from 5 to 20% byweight.
  • Organic peroxy acids may also be suitable as the peroxy bleaching agent, such material have a general formula
  • R is an alkylene or substituted alkylene group containing from 1 to about 20 carbons atoms or a phenylene or substituted phenylene group
  • Y is hydrogen, halogen, alkyl, aryl , a COOH group or
  • organic peroxy acids usable in the present invention can contain either one or two peroxy groups and can be either aliphatic or aromatic.
  • Typical monoperoxy acids useful herein include alkyi peroxy acids and aryl peroxy acids such as: i) peroxybenzoic acid and ring subtstituted peroxybenzoic acids, e.g., peroxy-a-naphthoic acid; ii) aliphatic, substituted aliphatic and arylalkyl monoperoxy acids, e.g., peroxylauric acid, peroxystearic acid, and N,N'phthaloyl-aminoperoxycaproic acid (PAP) .
  • PAP N,N'phthaloyl-aminoperoxycaproic acid
  • Typical diperoxy acids useful herein include alkyl diperoxy acids and aryldiperoxy acids, such as: iii) 1,12-diperoxydodecanedioic acid (DPDA) ; iv) 1,9-diperoxyazelaic acid; v) diperoxybrassylic acid; diperoxysebacic acid and diperoxyisophthalic acid; vi) 2-decyldiperoxybutane-l,4-dioic acid; vii) 4,4 'sulfonylbisperoxybenzoic acid.
  • Particularly preferred organic acids are peracetic acid, monoperoxyphthalic acid (magnesium salt hexahydrate) and diperoxydodecanedioic acid. Under certain circumstances hydrogen peroxide itself may directly be employed as the peroxygen compounds.
  • organic peroxyacids are used as the peroxy bleach, the amount thereof will normally be within the range of 2-20% by weight, preferably from 4-8% by weight of the detergent composition.
  • peroxy bleaching agents may be utilised alone or preferably in conjunction with a peroxyacid bleach precur ⁇ sor, hereinafter also called activator.
  • the bleach precursors of this invention are compounds that react with peroxide anion and form therewith a peracid, percarbonic acid or perimidic acid.
  • Precursors of this invention are water soluble materials, being soluble generally to an extent of at least 1%, preferably at least about 5% by wt. at 25°C.
  • Precursors which may be effectively utilized for the pur ⁇ pose of the present invention include:
  • N-diacylated and N'N'-polyacylated amines such as, N,N,N* ,N'-tetra acetyl methylene diamine and N,N,N*N*- ' tetraacetyl ethylene diamine, N,N,-diacetylaniline, N,N- diacetyl-p-toluidine; 1,3-diacylated hydantoins, such as, for example l,3-diacetyl-5, 5-dimethyl hydantoin; acetoxy- (N,N,N') ⁇ polyacylmalonamide, for example, acetoxy-(N,N)- diacetylmalonamide;
  • N-alkyl-N-sulphonyl carbonamides for example, the compounds N-methyl-N-mesyl-acetamide, N-methyl-N- mesyl- benzamide, and N-methyl-N-mesyl-p-nitrobenzamide;
  • N-acylated cyclic hydrazides acylated triazones or urazoles for example monoacetylmaleic acid hydrazide;
  • N,N'diacyl-sulphurylamides for example, N,N'dimethyl- N,N'diacetyl-sulphurylamide and N,N'-diethyl- N,N'dipropionyl sulphurylamide;
  • Triacyanurates for example, triacetyl cyanurate and tribenzoyl cyanurate
  • Carboxylic acid anhydrides such as benzoic anhydride, -chloro-benzoic anhydride, phthalic anhydride, 4-chloro phthalic anhydride;
  • Esters for example, glucose pentaacetate, xylose tetraacetate, sodium acetyloxybenzene sulfonate, sodium nanoyloxybenzene sulfonate and sodium benzoyloxybenzene- ' sulfonate;
  • l,3-diacyl-4-5-diacyloxy-imidazolidine for example, 1,3-diformyl-4,5-diacetoxy-imidazoline, 1,3-diacetyl-4, 5-imidazoline,
  • Carbonic acid esters for example, the sodium salts of p-(ethoxycarbonyloxy)-benzoic acid
  • Quaternary ammonium substituted peroxycarbonic or carboxylic acid esters such as 2-(N,N,N-trimethyl ammonium ethyl sodium 4-sulphophenyl carbonate.
  • the precursors mentioned under (a) , (h) and (j) are of special interest, particularly, N,N,N' ,N'-tetraacetyl ethylene diamine (TAED) , tetraacetyl-glycoluril (TAGU) , glucose pentaacetate, xylose tetraacetate, sodium acetyloxybenzene sulfonate (SABS) and sodium nonanoyloxybenzene sulfonate (SNOBS) .
  • TAED N,N,N' ,N'-tetraacetyl ethylene diamine
  • TAGU tetraacetyl-glycoluril
  • SABS sodium acetyloxybenzene sulfonate
  • SNOBS sodium nonanoyloxybenzene sulfonate
  • the level of the precursor When present in the detergent composition, the level of the precursor may be up to 12% by weight, preferably from 2-10% by weight.
  • FIG. 1 A representrative structure of cationic starch graft polymethacrylic acid which is a preferred polysaccharide graft copolymer for the purpose of the present invention is shown in figure 1. It is however possible to use other cationic polysaccharides graft copolymers, as described in our copending application no.308/BOM/91.
  • Figure 2 gives the representative structure of starch graft polyvinyl acetate, another preferred polysaccharide copolymer. Not being bound by theory, it is believed that the polysac ⁇ charide copolymer of the invention interacts with the stain thereby modifying its surface characteristics and enhancing removal of the stain.
  • the level of the polysaccharide copolymer in the detergent composition of the invention is preferably from 0.1-10% by weight.
  • a detergent composition of the invention can contain any of the conven- tional additives in amounts in which such additives are normally employed in fabric washing detergent compositions.
  • these additives include lather boosters, such as alkanolamides, particularly monoethanolamides derived from palm kernel fatty acids and coconut fatty acids, lather depressants, oxygen releasing bleaching agents, such as trichloroisocyanuric acid, inorganic salts, such as sodium sulphate, other fillers, such as kaolin, and usually present in very minor amounts, fluorescent agents, per ⁇ fumes, enzymes such as proteases, lipases, cellulases and amylases, germicides and colourants.
  • lather boosters such as alkanolamides, particularly monoethanolamides derived from palm kernel fatty acids and coconut fatty acids
  • lather depressants oxygen releasing bleaching agents, such as trichloroisocyanuric acid
  • inorganic salts such as sodium sulphate
  • the detergent composition of the invention is prepared by mixing the various components at desired levels.
  • This copolymer was prepared according to the same procedure as for Copolymer no. 1, the only difference being that the amount of methacrylic acid employed in this case was 100 g instead of 50 g. After stirring for 2 hours, the product slurry was directly used for preparing the different grades of cationic starch graft polymethacrylic acid.
  • Copolymers 3-6 For the preparation Copolymers 3-6 the entire quantity of Copolymer no.2 obtained as per the procedure described above was used.
  • Copolymer no. 2 was reacted with 25 gms of 3-chloro
  • Copolymer no. 2 was reacted with 50 gms of 3-chloro
  • Copolymer no. 2 was reacted with 100 gms of 3-chloro
  • Copolymer no. 2 was reacted with 200 gms of 3-chloro, 2-hydroxy-propyl trimethyl ammonium chloride.
  • copolymer no. 3-6 the desired amount of 3-chloro, 2-hydroxypropyl trimethyl ammonium chloride was added to copolymer no. 2 and the pH was maintained between 11.5 to 11.8 for 16 hrs with constant stirring at 40°C. After 16 hours, the pH was adjusted to 5.8 and the product was filtered, washed 3 times, with equal volume of water and dried in air overnight and at 55°C in an air oven till the moisture content was less than 13%.
  • Detergent Product The detegent product used for the studies contained about 30% each of detergent active and phosphate builders. It also contained usual components like soda ash, ARD agent, colour, structurants and perfume.
  • BLeaching Agent Sodium perborate or PAP.
  • Activators for - TAED, SNOBS or P-15 perborates
  • Polymer - Copolymer no. 1 to copolymer no. 7 The required amounts of the detergent product (2.5 g/litre for low detergent concentration and 10 g/litre for high detergent concentration) along with the required amounts of bleaching agent activators (when perborate is added) and preformed polymer were added and stirred for 5 minutes.
  • the amounts of the bleach/activators were chosen to give 10 ppm available oxygen in solution.
  • 0.22 g PAP alone or 0.25 g of sodium perborate along with, as activators 0.0725 g TAED/0.210 g SNOBS/0.187g P-15 were used. 0.075 g cooked polymer as solution in water was also added to the solutions.
  • TAED/SNOBS/P-15 were employed. 0.3 g of cooked polymer as solution in water (wt. on dry basis) was also added to the solutions.
  • the stained standard test pieces were added to the solutions in Terg-o-tometer and stirred for 30 minutes.
  • the washed fabrics were rinsed three times in 24°FH water and air dried.
  • the test fabrics were equilibrated to atmospheric moisture content.
  • the reflectance values of the original stained fabric and of the fabric after the bleaching experiment were measured using Elrepho reflectance spectrophotometer fitted with UV filter and 250 W Xenon lamp.
  • Delta( ⁇ ) R 460 is the dif- ference in the reflectance of the original fabric and the washed fabric at 460 n.m.
  • the test fabrics used were standard tea stained BC-1 and wine stained EMPA fabrics.
  • Tables la and lb summarises the results for three copolymers (polymer 1, 5 and 7) .
  • the results indicate that Polymer no. 5 showed improved performance over formulations containing no polymer (Tables la and lb) whereas Polymer no 7 showed improved performance in case of BC-1 test fabric where P15 was the activator (Table lb) .
  • Test condtions - Terg-o-tometer wash with 100 rpm Wash temp. : 30°C ' - Duration of washing: 30 minutes - Product concentration
  • Test condtions - Terg-o-tometer wash with 100 rpm Wash temp. : 30°C - Duration of washing: 30 minutes Product concentration Detergent product 2.5 gms
  • Test conditions Terg-o-tometer, 100 rpm, 30 mins stirring
  • Test fabric BC-1 EMPA Temperature 30 ⁇ C Pc 3CFC 45 U C
  • Test fabric 5 BC-1 temperature 30°C.
  • Test conditions Terg-o-tometer 100 rpm, 30 mins stirring

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Inorganic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Detergent Compositions (AREA)

Abstract

Composition détergente comprenant un matériau actif détergent, un adjuvant de détergence ainsi qu'un système de blanchiment, ce système comportant un agent de blanchiment peroxy ainsi qu'un copolymère greffé de polysaccharide. On a découvert que l'incorporation dans la composition de ce copolymère, notamment l'acide polyméthacrylique greffé d'amidon cationique et l'acétate de polyvinyle greffé d'amidon, améliore l'efficacité de blanchiment de la composition.
PCT/EP1995/000766 1994-06-02 1995-03-01 Composition detergente amelioree Ceased WO1995033813A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU19479/95A AU1947995A (en) 1994-06-02 1995-03-01 Improved detergent composition

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB9411079.8 1994-06-02
GB9411079A GB9411079D0 (en) 1994-06-02 1994-06-02 Detergent composition

Publications (1)

Publication Number Publication Date
WO1995033813A1 true WO1995033813A1 (fr) 1995-12-14

Family

ID=10756099

Family Applications (2)

Application Number Title Priority Date Filing Date
PCT/EP1995/000766 Ceased WO1995033813A1 (fr) 1994-06-02 1995-03-01 Composition detergente amelioree
PCT/EP1995/001823 Ceased WO1995033814A1 (fr) 1994-06-02 1995-05-15 Composition detergente amelioree

Family Applications After (1)

Application Number Title Priority Date Filing Date
PCT/EP1995/001823 Ceased WO1995033814A1 (fr) 1994-06-02 1995-05-15 Composition detergente amelioree

Country Status (3)

Country Link
AU (2) AU1947995A (fr)
GB (1) GB9411079D0 (fr)
WO (2) WO1995033813A1 (fr)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2322137A (en) * 1997-02-14 1998-08-19 Unilever Plc Detergent composition with soil release agents
WO2002070574A3 (fr) * 2001-03-02 2002-11-21 Unilever Plc Polymeres facilitant le lavage et compositions de detergent a lessive contenant ceux-ci
US7153821B2 (en) 2001-07-20 2006-12-26 Unilever Home & Personal Care Usa Division Of Conopco, Inc Use of graft polymers in fabric cleaning
CN115260397A (zh) * 2022-08-17 2022-11-01 深圳百市达生物技术有限公司 一种双氧水漂白无硅型稳定剂

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9376648B2 (en) 2008-04-07 2016-06-28 The Procter & Gamble Company Foam manipulation compositions containing fine particles

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0404377A1 (fr) * 1989-06-06 1990-12-27 Ausidet S.R.L. Copolymères d'anhydride d'acide maléique
EP0441197A2 (fr) * 1990-02-03 1991-08-14 BASF Aktiengesellschaft Copolymère greffé à base de monosaccharides, oligosaccharides, polysaccharides et de polysaccharides modifiées, procédé de fabrication de celle-ci et son utilisation
EP0465287A1 (fr) * 1990-07-02 1992-01-08 Rhone-Poulenc Chimie Composition détergente contenant un polysaccharide greffé biodégradable
WO1993011214A1 (fr) * 1991-12-03 1993-06-10 Basf Aktiengesellschaft Produits de lavage et detergents
WO1994001476A1 (fr) * 1992-07-02 1994-01-20 Chemische Fabrik Stockhausen Gmbh Copolymeres greffes de monomeres insatures et de sucres, leur procede de fabrication et leur utilisation
DE4239076A1 (de) * 1992-11-20 1994-05-26 Basf Ag Mischungen aus Polymerisaten von monoethylenisch ungesättigten Dicarbonsäuren und Polymerisaten ethylenisch ungesättigter Monocarbonsäuren und/oder Polyaminocarbonsäuren und ihre Verwendung
DE4319807A1 (de) * 1993-05-13 1994-11-17 Huels Chemische Werke Ag Waschmittelformulierungen mit biologisch abbaubaren Polymeren

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0404377A1 (fr) * 1989-06-06 1990-12-27 Ausidet S.R.L. Copolymères d'anhydride d'acide maléique
EP0441197A2 (fr) * 1990-02-03 1991-08-14 BASF Aktiengesellschaft Copolymère greffé à base de monosaccharides, oligosaccharides, polysaccharides et de polysaccharides modifiées, procédé de fabrication de celle-ci et son utilisation
EP0465287A1 (fr) * 1990-07-02 1992-01-08 Rhone-Poulenc Chimie Composition détergente contenant un polysaccharide greffé biodégradable
WO1993011214A1 (fr) * 1991-12-03 1993-06-10 Basf Aktiengesellschaft Produits de lavage et detergents
WO1994001476A1 (fr) * 1992-07-02 1994-01-20 Chemische Fabrik Stockhausen Gmbh Copolymeres greffes de monomeres insatures et de sucres, leur procede de fabrication et leur utilisation
DE4239076A1 (de) * 1992-11-20 1994-05-26 Basf Ag Mischungen aus Polymerisaten von monoethylenisch ungesättigten Dicarbonsäuren und Polymerisaten ethylenisch ungesättigter Monocarbonsäuren und/oder Polyaminocarbonsäuren und ihre Verwendung
DE4319807A1 (de) * 1993-05-13 1994-11-17 Huels Chemische Werke Ag Waschmittelformulierungen mit biologisch abbaubaren Polymeren

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2322137A (en) * 1997-02-14 1998-08-19 Unilever Plc Detergent composition with soil release agents
WO2002070574A3 (fr) * 2001-03-02 2002-11-21 Unilever Plc Polymeres facilitant le lavage et compositions de detergent a lessive contenant ceux-ci
US7153821B2 (en) 2001-07-20 2006-12-26 Unilever Home & Personal Care Usa Division Of Conopco, Inc Use of graft polymers in fabric cleaning
CN115260397A (zh) * 2022-08-17 2022-11-01 深圳百市达生物技术有限公司 一种双氧水漂白无硅型稳定剂
CN115260397B (zh) * 2022-08-17 2023-11-21 深圳百市达生物技术有限公司 一种双氧水漂白无硅型稳定剂

Also Published As

Publication number Publication date
GB9411079D0 (en) 1994-07-20
AU1947995A (en) 1996-01-04
AU2564195A (en) 1996-01-04
WO1995033814A1 (fr) 1995-12-14

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