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WO2006002777A1 - Composition de blanchiment - Google Patents

Composition de blanchiment Download PDF

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Publication number
WO2006002777A1
WO2006002777A1 PCT/EP2005/006518 EP2005006518W WO2006002777A1 WO 2006002777 A1 WO2006002777 A1 WO 2006002777A1 EP 2005006518 W EP2005006518 W EP 2005006518W WO 2006002777 A1 WO2006002777 A1 WO 2006002777A1
Authority
WO
WIPO (PCT)
Prior art keywords
bleaching composition
antioxidant
composition according
photo
textile
Prior art date
Application number
PCT/EP2005/006518
Other languages
English (en)
Inventor
Matthew Parry
Stephen Norman Batchelor
Original Assignee
Unilever Plc
Unilever Nv
Hindustan Lever Limited
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 Plc, Unilever Nv, Hindustan Lever Limited filed Critical Unilever Plc
Publication of WO2006002777A1 publication Critical patent/WO2006002777A1/fr

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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
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2003—Alcohols; Phenols
    • 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
    • C11D3/0063—Photo- activating 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
    • C11D3/0084—Antioxidants; Free-radical scavengers
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs

Definitions

  • the present invention relates to a photo-bleaching composition.
  • the present invention also relates to a method of treating fabric using the photo-bleaching composition.
  • the invention concerns photo-bleaching together with integrity preservation.
  • Bleaching a textile stain per se is relatively easy but any bleaching action must be balanced with the intensity of the bleaching action otherwise the integrity of the textile, or part thereof, will be compromised.
  • Elastane is a commonly used man-made fibre that is used on its own or in mixture with natural fibres for the manufacture of clothing. Elastane fibres, better known under their trade names, Lycra and Dorlastan, are widely commercially available. Elastane was invented in 1937 in Germany and has properties not found in nature, the most important being an extraordinary elasticity. The majority of contour fitting swimming costumes contain elastane.
  • Elastane fibres can be stretched from four to seven times their length, reverting to their original length when the tension is relaxed. Elastane has the highest stretch tension of all textile raw materials. Two per cent elastane is enough to make trousers, for instance, retain their shape. For body-shaped silhouette and high stretch capacity, i.e. in swimwear, corsetry or sportswear, 15 - 40% elastane is used. Elastane fibres provide a high degree of comfort combined with great freedom of movement. In woven and knitted fabrics elastane increases shape retention and accelerates crease recovery.
  • the aforementioned polymers are also susceptible to degradation.
  • One apparent aspect to their degradation of these polymer containing garments is that that when failure occurs it occurs over a relatively short period of time in the garments lifetime.
  • Another example of failure is where the print binder degrades such that flaking and cracking of the print occurs of because of degradation of the binder.
  • Aggravating factors that contribute to the loss of integrity of these polymers are, for example, hypochlorites, ozone, sunlight (ultraviolet light) , singlet and triplet oxygen.
  • radical photoinitiators when applied from laundry formulation in combination with sunscreens and antioxidants of high logP at similar weight levels, would not function. This is because the sunscreens would prevent the UV light being absorbed and the o
  • the present invention provides a bleaching composition having cloth care benefit and a bleaching activity.
  • the present invention provides a bleaching composition, comprising between 0.01 to 0.2% wt % of vitamin K3 and between 0.01 to 0.2% wt % of an antioxidant together with at least 1 wt% an ingredient selected from the group consisting of: fabric conditioning agent, and surfactant.
  • the remaining bulk of the bleaching composition comprises carriers and adjunct ingredients to 100 wt/wt % of the total bleaching composition.
  • This bulk in part or whole, may be selected from solvents, conditioners, builders, other bleach components, softening agents and other components as described herein.
  • the photo-bleach of the present invention has the advantage that they are stable in solution if kept in the dark. It is found that they do not degrade spontaneously on storage.
  • the photo-bleach systems according to the present invention are found to be soluble or dispersible in other media than water and can be used on dry-clean only garments.
  • the present invention extends to a method of treatment with the bleaching composition of the present invention.
  • the present invention also extends to a commercial package comprising the composition of the present invention together with instructions for its use in the treatment of a textile.
  • Vitamin K3 is the photo-bleach of choice because, in part, we have surprisingly found that vitamin K3 is classified as not photo-toxic according to the protocol as found in Annex II "B.41. Photo-toxicity-In Vitro 3T3 NRU Photo-toxicity Test" of the Commission Directive 2000/33/EC of 25 April 2000 as published in Official Journal of the European Communities EN. L 136/98 8.6.2000.
  • Vitamin K3 also has the required hydrophobicity, log P value, have a particularly preferred effect. All materials for the removal of stains also have a tendency to attack dye. The preferred photo-bleach systems have a particularly beneficial balance of stain removal versus dye attack tendency.
  • the level of the antioxidant in an aqueous solution is preferably 100 ppb to 200 ppm. This level is achieved by dosing an aqueous medium with a composition comprising the antioxidant such that a unit dose provides the desired level in the aqueous medium.
  • Anti-oxidants are substances as described in Kirk-Othmers (VoI 3, pg 424) and in ⁇ hlmans Encyclopedia (VoI 3, pg 91) and CRC Press Oxidation Inhibition in Organic Materials VoIs I and II, Eds. Jan Pospisil and Peter P. Klemchuk: ISBN 0- 8493-4767-X and 0-8493-4768-8. It is preferred that the antioxidant has a C log P in the range from 1.5 to 8.5. log P is the octanol/water partition coefficient and can be used to measure the hydrphobicity of a molecule. The C Log P values were calculated using daylight software (PCModels version 4.8) available from Daylight Chemical Information Systems, Inc. Sheraton House - Castle Park - Cambridge, UK CB3 OAX.
  • alkylated phenols having the general formula:
  • R is C1-C22 linear or branched alkyl, preferably methyl or branched C3-C6 alkyl; C3-C6 alkoxy, preferably methoxy; Rl is a C3-C6 branched alkyl, preferably tert- butyl; x is 1 or 2.
  • Hindered phenolic compounds are preferred as antioxidant.
  • Another class of anti-oxidants suitable for use in the present invention is a benzofuran or benzopyran derivative having the formula:
  • Rl and R2 are each independently alkyl or Rl and R2 can be taken together to form a C5-C6 cyclic hydrocarbyl moiety;
  • B is absent or CH2;
  • R4 is Cl-C ⁇ alkyl;
  • R5 is hydrogen or -C(O)R3 wherein R3 is hydrogen or C1-C19 alkyl;
  • R ⁇ is C1-C6 alkyl;
  • R7 is hydrogen or C1-C6 alkyl;
  • X is - CH2OH, or -CH2A wherein A is a nitrogen comprising unit, phenyl, or substituted phenyl.
  • Preferred nitrogen comprising A units include amino, pyrrolidino, piperidino, morpholino, piperazino, and mixtures thereof.
  • antioxidants are found as follows. A derivative of ⁇ -tocopherol, beta-tocopherol, gamma- tocopherol, delta-tocopherol, and alkyl esters of gallic acid, especially octyl gallate and dodecyl gallate.
  • antioxidants are the class of hindered amine light stabilisers (HALS) , particularly those based 2,2,6, ⁇ -tetramethylpipiridines.
  • HALS hindered amine light stabilisers
  • Non-limiting examples of anti-oxidants suitable for use in the present invention include phenols inter alia 2,6-di- tert-butylphenol, 2, ⁇ -di-tert-butyl-4-methylphenol, mixtures of 2 and 3- tert-butyl-4-methoxyphenol.
  • alkyl chain (s) substituent on the antioxidant serves to control the C log P and bring it into the required range.
  • antioxidants may be use and in particular mixtures that have synergic antioxidant effects as found in, for example, WO02/072746. _ ⁇
  • Hydroperoxide Decomposing Antioxidants are compounds that cause the degradation of hydroperoxides .
  • HADs are found in the organic compounds of sulpher and trivalent phosphorous which are commercialised for stabilising compositions and are widely used in combination with phenolic antioxidants.
  • Zinc Dialkyl Dithio phosphate (ZDDP) is an example of a HAD that is used widely in the automotive oil industry.
  • ZDDP Zinc Dialkyl Dithio phosphate
  • phosphites decompose hydroperoxides at substantially lower temperatures than sulphides.
  • Triphenylphosphine, a HAD is a widely recognised reductant for hydroperoxides and functions well at ambient temperatures.
  • HALS Hindered amine light stabilisers
  • HADs also function as HADs and is an example of a class of preferred HADs for use with the present invention.
  • HADs are found in: J. Pospisil, P. P. Klemchuk (Eds) Oxidation inhibition in organic materials, Vol. I. CRC Press 1990, pp. 38 to 47.
  • the bleaching composition of the present invention comprises one or more HADs, in particular triphenylphosphine, and most preferably in conjunction with a non-HAD antioxidant.
  • sunscreen is applicable to the reduction in incident radiation from the sun and incandescent light.
  • the sunscreen serves to further protect polymeric materials.
  • the sunscreens used herein are photostable.
  • UVA and UVB absorbing materials with high extinction coefficients. These compounds are commonly called sunscreens. However, the use of such materials is preferably limited for protection against UV radiation with a wavelength of 400nm or below as compounds with the whole or part of their spectra above 400nm will be coloured.
  • the sunscreen has a C log P value in the range from 1.5 to 8.5. It is most preferred that the sunscreen has a C log P above 1.9.
  • the sunscreen or sunscreen mixture is present at levels in the aqueous solution in the range from 100 ppb to 200 ppm. This level is achieved by dosing an aqueous medium with a composition comprising the sunscreen such that a unit dose provides the desired level in the aqueous medium.
  • a sunscreen is described as any material which absorbs UVA or UVB radiation. It is preferred that the sunscreens have a molar extinction coefficient ( ⁇ ) of greater than 2000 mol "1 cm '1 at 300 nm, most preferably 5000 mol "1 cm “1 at 300 nm. Further it is preferred that the extinction coefficient of the sunscreen is less than 100 mol "1 cm “1 at any single wavelength in the range from 400 nm at 750 nm.
  • UVC 100-280nm Preferably the sunscreen absorbs light at a wavelength from about 280-400nm.
  • Suitable sunscreens are described in: CRC Press Oxidation Inhibition in Organic Materials VoIs I and II, Eds. Jan Pospisil and Peter P. Klemchuk: ISBN 0-8493-4767-X and 0- 8493-4768 and Sunscreens: Development, Evaluation, and Regulatory Aspects Second Edition edited by Nicholas J. Lowe, Nadim A. Shaath and Madhu A. Pathak ISBN: 0824793064.
  • sunscreens that may be employed in the present invention are: cinnamates, hydroxybenzophenones, alpha-cyanoacrylates, oxanilides, phenylsalicylates, and 2- hydroxyphenylbenzotriazoles.
  • These may be surfactants, builders, foam agents, anti-foam agents, solvents, and enzymes.
  • the use and amounts of these components are such that the bleaching composition performs depending upon economics, environmental factors and use of the bleaching composition.
  • the composition may comprise a surfactant and optionally other conventional detergent ingredients.
  • the composition may also comprise an enzymatic detergent composition which comprises from 0.1 - 50 % by weight, based on the total detergent composition, of one or more surfactants.
  • This surfactant system may in turn comprise 0 - 95 % by weight of one or more anionic surfactants and 5 to 100 % by weight of one or more nonionic surfactants.
  • the surfactant system may additionally contain amphoteric or zwitterionic detergent compounds, but this in not normally desired owing to their relatively high cost.
  • the enzymatic detergent composition according to the invention will generally be used as a dilution in water of about 0.05 to 2%.
  • the bleaching composition comprises between 2 to 60 wt % of a surfactant.
  • a surfactant may be chosen from the surfactants described "Surface Active Agents" Vol. 1, by Schwartz & Perry, Interscience 1949, Vol. 2 by Schwartz, Perry & Berch, Interscience 1958, . in the current edition of "McCutcheon' s Emulsifiers and Detergents” published by Manufacturing Confectioners Company or in "Tenside-Taschenbuch", H. Stache, 2nd Edn., Carl Hauser Verlag, 1981.
  • 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 C 6 -C 22 alkyl phenol-ethylene oxide condensates, generally 5 to 25 EO, i.e. 5 to 25 units of ethylene oxide per molecule, and the condensation products of aliphatic C 8 - C 18 primary or secondary linear or branched alcohols with ethylene oxide, generally 5 to 40 EO.
  • Suitable anionic detergent compounds which may be used are usually water-soluble alkali metal salts of organic sulphates and sulphonates having alkyl radicals containing from about 8 to about 22 carbon atoms, the term alkyl being used to include the alkyl portion of higher acyl radicals.
  • suitable synthetic anionic detergent compounds are sodium and potassium alkyl sulphates, especially those obtained by sulphating higher Cs-Cis alcohols, produced for example from tallow or coconut oil, sodium and potassium alkyl Cg-C 2 O benzene sulphonates, particularly sodium linear secondary alkyl C 10 -C 15 benzene sulphonates; and sodium alkyl glyceryl ether sulphates, especially those ethers of the higher alcohols derived from tallow or coconut oil and synthetic alcohols derived from petroleum.
  • the preferred anionic detergent compounds are sodium C 11 -C 15 alkyl benzene sulphonates and sodium Ci 2 -Ci S alkyl sulphates.
  • surfactants such as those described in EP-A-328 177 (Unilever) , which show resistance to salting-out, the alkyl polyglycoside surfactants described in EP-A-070 074, and alkyl monoglycosides.
  • Preferred surfactant systems are mixtures of anionic with nonionic detergent active materials, in particular the groups and examples of anionic and nonionic surfactants pointed out in EP-A-346 995 (Unilever) .
  • surfactant system that is a mixture of an alkali metal salt of a C 16 -C 18 primary alcohol sulphate together with a Ci 2 -Ci 5 primary alcohol 3-7 EO ethoxylate.
  • the nonionic detergent is preferably present in amounts greater than 10%, e.g. 25-90% by weight of the surfactant system.
  • Anionic surfactants can be present for example in amounts in the range from about 5% to about 40% by weight of the surfactant system.
  • the detergent compositions of the invention will generally also contain one or more detergency builders as described in EP 1196521.
  • Sodium carbonate is preferred as a builder at a level of at least 2 wt %.
  • the total amount of detergency builder in the compositions will be suitably in the range from 5 to 80 wt%, preferably from 10 to 60 wt%.
  • Cationic Compound When the present invention is used as a fabric conditioner it needs to contain a cationic compound.
  • the quaternary ammonium compound is a quaternary ammonium compound having at least one C 12 -C 22 alkyl chain.
  • the quaternary ammonium compound has the following formula:
  • R 1 is a C 12 to C 22 alkyl or alkenyl chain
  • R 2 , R 3 and R 4 are independently selected from Ci-C 4 alkyl chains
  • X " is a compatible anion.
  • a preferred compound of this type is the quaternary ammonium compound cetyl trimethyl quaternary ammonium bromide.
  • ⁇ second class of materials for use with the present invention are the quaternary ammonium compound having the following formula:
  • R 1 and R 2 are indepently selected from C 12 to C 22 alkyl or alkenyl chain; R 3 and R 4 are independently selected from C 1 -C 4 alkyl chains and X ⁇ is a compatible anion.
  • the ratio of cationic to nonionic surfactant is from 1:100 to 50:50, more preferably 1:50 to 20:50.
  • the cationic compound may be present from 0.02 wt% to 20 wt% of the total weight of the composition.
  • the cationic compound may be present from 0.05 wt% to 15 wt%, a more preferred composition range is from 0.2 wt% to 5 wt%, and most preferably the composition range is from 0.4 wt% to 2.5 wt% of the total weight of the composition. If the product is a liquid it is preferred if the level of cationic surfactant is from 0.05wt% to 10wt% of the total weight of the composition.
  • the cationic compound may be present from 0.2 wt% to 5 wt%, and most preferably from 0.4 wt% to 2.5 wt% of the total weight of the composition.
  • the level of cationic surfactant is 0.05 wt% to 15 wt% of the total weight of the composition.
  • a more preferred composition range is from 0.2 wt% to 10 wt%, and the most preferred composition range is from 0.9 wt% to 3.0 wt% of the total weight of the composition.
  • compositions of the invention can also contain one or more optional ingredients, selected from pH buffering agents, perfume carriers, fluorescers, colorants, hydrotropes, antifoaming agents, antiredeposition agents, enzymes, optical brightening agents, opacifiers, anti- shrinking agents, anti-wrinkle agents, anti-spotting agents, germicides, fungicides, anti-corrosion agents, drape imparting agents, antistatic agents and ironing aids.
  • optional ingredients selected from pH buffering agents, perfume carriers, fluorescers, colorants, hydrotropes, antifoaming agents, antiredeposition agents, enzymes, optical brightening agents, opacifiers, anti- shrinking agents, anti-wrinkle agents, anti-spotting agents, germicides, fungicides, anti-corrosion agents, drape imparting agents, antistatic agents and ironing aids.
  • the present invention may be in the form of a dilute or concentrated aqueous solution or suspension, for example as described in WO 97/15651, WO 95/27769.
  • the composition may be in the form of a powder for use in the rinse cycle of an automatic washing machine.
  • the composition may be in the form of a sheet comprising fabric conditioning compositions for use in a tumble dryer, for example as disclosed in WO 95/27777.
  • the composition may be in the form of a substantially non ⁇ aqueous concentrate as described in international patent application no. PCT/EP99/00497.
  • composition may also comprise a transition metal catalyst or precursor thereof, for example as described in PCT/GB99/02876 and PCT/EPOl/13314.
  • Non-Detergent-Based Fabric Care Products The present invention can also be used in non-detergent-based fabric care products.
  • the product may comprise the stain removal system as the principal ingredient.
  • non-detergent based compositions may comprise solutions of the stain removal system of the present invention in a suitable solvent, such as isopropanol, alcohol etc.
  • the compositions may comprise aerosol or spray-on compositions. They may be in the form of sticks, bars, dab-on compositions, for example absorbed into sponges for application to the surface etc.
  • Example 1 The following three photo-bleaches were selected for comparison 2, 4, ⁇ -trimethyl benzophenone, Esacure KIP-150, and 2-ethyl-anthraquinone.
  • Esacure KIP-150 is alpha-hydroxy- ketone based bond cleavage initiator and is available from Lamberti Spa (Via Marsala, 38 21013 Gallarate VA Italy) .
  • the benzophenone is an example of a non-catalytic hydrogen abstractor photo-bleach in contrast to the aromatic quinones of the present invention.
  • Palm oil stained cloths (Brazilian) were prepared as follows. Palm oil 0.0 ⁇ g was added deposited onto individual woven white cotton cloth samples weighing 1.2g each.
  • the cloth samples were allowed to age for 1 hour before being washed. Each wash consisted of four stained cloths, 200ml of 40 0 C water and Ig of Persil Colour washing powder (purchased in UK, zeolite based) . The wash liquor was agitated for 20 minutes then the clothes rinsed in cold water, wrung and irradiated in a weatherometer for 18 minutes. The weatherometer is designed to simulate outside line drying and was set to give 42 W/m2 in the UVA&B.
  • the washes were duplicated but with the addition of 9 ppm of the photo-bleach to the wash solution, corresponding to 0.18% by weight on the powder formulation.
  • Esacure KIP150 oligo [2-hydroxy-2-methyl-l- [4- (1- methylvinyl)phenyl]propanone.
  • Example 1 The same procedure as found Example 1 was used and the results presented in the table below.
  • aromatic quinone provides greater photo-bleaching than the other photo bleaches and in this regard, aromatic quinones in general may be used in the present invention.
  • a negative result from the in vitro 3T3 NRU photo-toxicity test indicates that the test substance was not photo-toxic to the cultured mammalian cells under the conditions used.
  • Tinuvin 770 bis (2, 2, 6, 6-tetramethyl-4-piperidinyl) sebacate] is a HALS antioxidant ex Ciba Speciality chemicals.
  • the sunscreen and antioxidants all reduce the damage to the polymer induced by the sunlight exposure. This is shown by a higher Mn and lower PD compared to control.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Emergency Medicine (AREA)
  • Health & Medical Sciences (AREA)
  • Textile Engineering (AREA)
  • Biochemistry (AREA)
  • Detergent Compositions (AREA)
  • Cosmetics (AREA)

Abstract

L'invention concerne une composition de blanchiment contenant de la vitamine K3 et un antioxydant.
PCT/EP2005/006518 2004-07-06 2005-06-16 Composition de blanchiment WO2006002777A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB0415127.0 2004-07-06
GBGB0415127.0A GB0415127D0 (en) 2004-07-06 2004-07-06 Bleaching composition

Publications (1)

Publication Number Publication Date
WO2006002777A1 true WO2006002777A1 (fr) 2006-01-12

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Application Number Title Priority Date Filing Date
PCT/EP2005/006518 WO2006002777A1 (fr) 2004-07-06 2005-06-16 Composition de blanchiment

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AR (2) AR049574A1 (fr)
GB (1) GB0415127D0 (fr)
WO (1) WO2006002777A1 (fr)

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3207694A (en) * 1961-05-26 1965-09-21 Colgate Palmolive Co Compositions for and processes of removing stains
FR2385390A1 (fr) * 1977-04-01 1978-10-27 Marechal Raymond Compositions topiques a base de composes aromatiques contenant au moins un groupe quinonique ou phenolique, utilisables sur le cuir chevelu
WO1996003481A1 (fr) * 1994-07-26 1996-02-08 The Procter & Gamble Company Adoucisseur s'ajoutant au rinçage et contenant des antioxydants protegeant le linge de la decoloration sous l'effet du soleil
JPH09143042A (ja) * 1995-11-24 1997-06-03 Lion Corp 口腔用組成物
WO2001007549A1 (fr) * 1999-07-23 2001-02-01 Unilever Plc Composition de traitement des tissus et procede de traitement

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3207694A (en) * 1961-05-26 1965-09-21 Colgate Palmolive Co Compositions for and processes of removing stains
FR2385390A1 (fr) * 1977-04-01 1978-10-27 Marechal Raymond Compositions topiques a base de composes aromatiques contenant au moins un groupe quinonique ou phenolique, utilisables sur le cuir chevelu
WO1996003481A1 (fr) * 1994-07-26 1996-02-08 The Procter & Gamble Company Adoucisseur s'ajoutant au rinçage et contenant des antioxydants protegeant le linge de la decoloration sous l'effet du soleil
JPH09143042A (ja) * 1995-11-24 1997-06-03 Lion Corp 口腔用組成物
WO2001007549A1 (fr) * 1999-07-23 2001-02-01 Unilever Plc Composition de traitement des tissus et procede de traitement

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
DATABASE WPI Section Ch Week 199732, Derwent World Patents Index; Class B05, AN 1997-347365, XP002278949 *

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AR049574A1 (es) 2006-08-16
AR049579A1 (es) 2006-08-16
GB0415127D0 (en) 2004-08-11

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