WO2001007549A1 - Composition de traitement des tissus et procede de traitement - Google Patents

Composition de traitement des tissus et procede de traitement Download PDF

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Publication number
WO2001007549A1
WO2001007549A1 PCT/EP2000/005530 EP0005530W WO0107549A1 WO 2001007549 A1 WO2001007549 A1 WO 2001007549A1 EP 0005530 W EP0005530 W EP 0005530W WO 0107549 A1 WO0107549 A1 WO 0107549A1
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WO
WIPO (PCT)
Prior art keywords
fabric
composition
radical
mixtures
photoinitiators
Prior art date
Application number
PCT/EP2000/005530
Other languages
English (en)
Inventor
Stephen Norman Batchelor
Colette Elizabeth Coleman
Robert John Crawford
Lynnette Fairclough
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
Priority to JP2001512821A priority Critical patent/JP2003505578A/ja
Priority to EP00943815A priority patent/EP1196521B1/fr
Priority to AU58148/00A priority patent/AU757696B2/en
Priority to AT00943815T priority patent/ATE293669T1/de
Priority to BR0012648-9A priority patent/BR0012648A/pt
Priority to DE60019600T priority patent/DE60019600T2/de
Priority to CA002372289A priority patent/CA2372289C/fr
Publication of WO2001007549A1 publication Critical patent/WO2001007549A1/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
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/0084—Antioxidants; Free-radical scavengers
    • 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
    • C11D3/16—Organic compounds
    • C11D3/24—Organic compounds containing halogen
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/26—Organic compounds containing nitrogen
    • C11D3/28—Heterocyclic compounds containing nitrogen in the ring

Definitions

  • the present invention relates to a fabric care treatment composition comprising a novel colour care and stain treatment system.
  • the present invention also relates to a method of treating fabric using the novel colour care and stain treatment system.
  • the present invention further relates to the use of the novel colour care and stain treatment system in fabric care treatment.
  • the present invention is concerned with fabric treatment that takes place after use of the fabric, in particular to reverse degradation of fabric that occurs as a result of that use, for example soiling and staining.
  • Such treatments are referred to herein as fabric care.
  • Fabric care treatments include laundering and the application of non- detergent -based fabric care products, such as spray-on products.
  • components for inclusion in fabric care compositions which are specifically intended for colour care.
  • these components may comprise dye transfer inhibitors, stain removers, photofading inhibitors, and fluorescence inhibitors .
  • European patent application no. 97200107.7 discloses a fabric wash detergent composition in which a specific polymer system is included to provide stain removal benefits.
  • International patent application no. PCT/EP 97/07289 discloses fabric treatment compositions comprising a sunscreen material for preventing sun damage to colour.
  • WO 95/13354 discloses compositions comprising polymers such as PVPNO and N-vinyl pyrollidone/N-vinyl imidazole copolymers as dye transfer inhibitors.
  • EP-A-0035470 discloses a textile treatment composition which comprises a photobleaching component . The photobleach material has some effect against stains, but can also attack dye.
  • the present inventors have sought further colour care and stain treatment components which are suitable for incorporation into fabric care compositions.
  • radical photoinitiator systems that operate by a hydrogen abstraction mechanism or a bond cleavage mechanism can act as colour care and stain removal components in fabric care compositions .
  • Radical photoinitiators themselves are well known and used in the unrelated fields of polymerisation, polymer cross linking and curing reactions in materials.
  • the present invention accordingly provides a fabric care composition, comprising a radical photoinitiator selected from hydrogen abstraction radical photoinitiators, bond- cleavage radical photoinitiators and mixtures thereof.
  • the present invention further provides a fabric care treatment method, comprising treating the fabric with a radical photoinitiator selected from hydrogen abstraction radical photoinitiators, bond cleavage radical photoinitiators and mixtures thereof.
  • the present invention further provides use of a radical photoinitiator selected from hydrogen abstraction radical photoinitiators, bond-cleavage radical photoinitiators or mixtures thereof in a fabric care treatment method.
  • a radical photoinitiator selected from hydrogen abstraction radical photoinitiators, bond-cleavage radical photoinitiators or mixtures thereof in a fabric care treatment method.
  • radical photoinitiators of the present invention have the advantage that they are stable in solution if kept in the dark. It is found that they do not degrade spontaneously on storage.
  • radical photoinitiators of the present invention will act on stains without the need for agitation. This has the advantage that they can be used in simple application methods. Further, damage to fabrics such as fibrillation can be avoided.
  • radical photoinitiator 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.
  • Radical photoinitiators suitable for use m the present invention are components which produce radicals capable of attacking stains on fabric, on photoexcitation by one of the following routes.
  • Hydrogen abstraction radical photoinitiators operate according to the following reaction:
  • X is the radical photoinitiator and R-H is a hydrogen donating compound.
  • Suitable examples of hydrogen abstraction radical photoinitiators X include benzophenones , acetophenones, pyrazines, qumones and benzils.
  • Suitable examples of hydrogen donating compounds R-H include organic molecules containing an aliphatic C-H group and include propan-2-ol, and compounds comprising a cellulose, polyester, or nylon backbone, for example.
  • k(l) is the rate constant of the hydrogen abstraction reaction.
  • the rate constant k(l) is greater than 10 mol " Is " when RH is propan-2-ol.
  • Bond cleavage radical photoinitiators operate according to the following reaction:
  • k(2) is the rate constant of the bond-cleavage reaction.
  • k(2) is greater than 10 6
  • Suitable bond cleavage radical initiators may be selected from the following groups.
  • alpha amino ketones particuarly those containing a benzoyl moiety, otherwise called alpha-amino acetophenones, for example 2-methyl 1- [4-phenyl] -2 -morpholinopropane-1-one (Irgacure 907, trade mark), (2 -benzyl -2 -dimethyl amino-1- (4- morpholinophenyl) -butan-1-one (Irgacure 369, trade mark).
  • alphahydroxy ketones particuarly alpha-hydroxy acetophenones, eg (1- [4- (2-hydroxyethoxy) -phenyl] -2 -hydroxy- 2 -methyl -1 -propane- 1 -one) (Irgacure 2959, trade mark), 1- hydroxy-cyclohexyl -phenyl -ketone (Irgacure 184, trade mark).
  • phosphorus containing photoinitiators including monoacyl and bisacyl phosphine oxide and sulphides, for example 2 -4-6- (trimethylbenzoyl) diphenyl -phosphine oxide, bis (2 , 4 , 6-trimethylbenzoyl) -phenyl-phosphine oxide (Irgacure 819, trade mark) .
  • Suitable radical photoinitiators are disclosed in WO 9607662 (trisacyl phosphine oxides) , US 5399782 (phosphine sulphides), US 5410060, EP-A-57474, EP-A-73413 (phosphine oxides), EP-A-088050, EP-A-0117233, EP-A-0138754, EP-A-0446175 and US 4559371.
  • Suitable hydrogen-abstaction photoinitiators are disclosed for example in EP-A-0003002 in the name of Ciba Geigy, EP-A-0446175 in the name of Ciba Geigy, GB 2259704 in the name of Ciba Geigy (alkyl bisacyl phosphine oxides) ,
  • Radical photoinitiators are all discussed in A.F. Cunningham, V. Desorby, K. Dietliker, R. Husler and D.G. Leppard, Chemia 48 (1994) 423-426. Without wishing to be bound by theory, it is preferred that the radical photoinitiators all react through their excited triplet state, to reduce the influence of the cage effect.
  • the radical photoinitiator suitably undergoes one of the reactions set out above when excited by radiation falling generally in the range 290-800 nm.
  • natural sunlight which comprises light in this region, will be suitable for causing the radical photoinitiator to undergo one of the reactions described above.
  • the radical photoinitiator has a maximum extinction coefficient in the ultraviolet range (290-400 nm) which is greater than 100 mol "1 1cm "1 .
  • the radical photoinitiator is a solid or a liquid at room temperature.
  • the radical photoinitiator is substantially colourless and gives non-coloured photo products upon undergoing one of the reactions set out above.
  • compositions comprise sensitisers such as thioxanthones, for example as described in EP-A-0088050 , EP- A-0138754.
  • radical photoinitiators having a specified hydrophobicity, measured by their log P value, have a particularly preferred effect. All materials for the removal of stains also have a tendency to attack dye.
  • the preferred radical photoinitiator systems have a particularly beneficial balance of stain removal versus dye attack tendency.
  • the radical photoinitiators have a high log P value, where log P is the octanol -water partition coefficient. It is preferred that the radical photoinitiators have a log P measured at 25°C m excess of 2.5 and more preferably m excess of 4.0.
  • the present invention is suitable for use m industrial or domestic fabric wash compositions, fabric conditioning compositions and compositions for both washing and conditioning fabrics (so-called through the wash conditioner compositions) .
  • the present invention can also be applied to industrial or domestic non-detergent based fabric care compositions, for example spray-on compositions.
  • Fabric wash compositions according to the present invention may be m any suitable form, for example powdered, tableted powders, liquid or solid detergent bars.
  • Fabric wash compositions according to the present invention comprise a fabric wash detergent material selected from non- soap anionic surfactant, nonionic surfactants, soap, amphoteric surfactants, zwitterionic surfactants and mixtures thereof.
  • Suitable amonic surfactants are well known to the person skilled m the art and include alkyl benzene sulphonate, primary and secondary alkyl sulphates, particularly C-Ci 5 primary alkyl sulphates; alkyl ether sulphates; olefin sulphonates ; alkyl xylene sulphonates, dialkyl sulphosuccmates ; ether carboxylates ; lsethionates ; sarcosmates ; fatty acid ester sulphonates and mixtures thereof.
  • the sodium salts are generally preferred.
  • Nomonic surfactants are also well known to the person skilled m the art and include primary and secondary alcohol ethoxylates, especially C-C 20 aliphatic alcohol ethoxylated with an average of from 1 to 20 moles of ethylene oxide per mole of alcohol, and more especially the C 10 -C 15 primary and secondary aliphatic alcohols ethoxylated with an average of from 1 to 10 moles of ethylene oxide per mole of alcohol.
  • Non-ethoxylated nomonic surfactants include alkyl polyglycosides, glycerol monoethers and polyhydroxy amides (glucamide) . Mixtures of nomonic surfactant may be used.
  • Detergent compositions suitable for use m domestic or industrial automatic fabric washing machines generally contain anionic non-soap surfactant or nomonic surfactant, or combinations of the two m suitable ratio, as will be known to the person skilled m the art, optionally together with soap.
  • Anionic surfactant is suitably present at a level of from 5 wt% to 50 wt%, preferably 10 wt%-40 wt% based on the fabric treatment composition.
  • Nomonic surfactant is suitably present at a level of 1-20 wt%, preferably 5-15 wt%.
  • the total amount of surfactant present will depend upon the intended end use and may be as high as 60 wt% for example m a composition for washing fabrics by hand. In compositions for machine washing of fabric, an amount of from 5 to 40 wt% is generally appropriate.
  • the detergent compositions of the invention will generally also contain one or more detergency builders.
  • the total amount of detergency builder m the compositions will suitably range from 5 to 80 wt%, preferably from 10 to 60 wt%.
  • Inorganic builders that may be present include sodium carbonate, if desired m combination with a crystallisation seed for calcium carbonate, as disclosed m GB 1 437 950 (Unilever); crystalline and amorphous alummosilicates, for example, zeolites as disclosed m GB 1 473 202 (Henkel) and mixed crystalline/amorphous alummosilicates as disclosed in GB 1 470 250 (Procter ⁇ . Gamble) ; and layered silicates as disclosed m EP 164 514B (Hoechst) .
  • Inorganic phosphate builders for example, sodium orthophosphate, pyrophosphate and tripolyphosphate are also suitable for use with this invention.
  • the detergent compositions of the invention preferably contain an alkali metal, preferably sodium, aluminosilicate builder.
  • Sodium alummosilicates may generally be incorporated in amounts of from 10 to 70% by weight (anhydrous basis), preferably from 25 to 50 wt%.
  • the alkali metal aluminosilicate may be either crystalline or amorphous or mixtures thereof, having the general formula :
  • the preferred sodium alummosilicates contain 1.5- 3.5 Si0 2 units (in the formula above) . Both the amorphous and the crystalline materials can be prepared readily be reaction between sodium silicate and sodium aluminate, as amply described in the literature.
  • Suitable crystalline sodium aluminosilicate ion-exchange detergency builders are described, for example, in GB 1 429 143 (Procter & Gamble) .
  • the preferred sodium alummosilicates of this type are the well-known commercially available zeolites A and X, and mixtures thereof .
  • the zeolite may be the commercially available zeolite 4A now widely used in laundry detergent powders.
  • the zeolite builder incorporated in the compositions of the invention may be maximum aluminium zeolite P (zeolite MAP) as described and claimed m EP 384 070A (Unilever) .
  • Zeolite MAP is defined as an alkali metal aluminosilicate of the zeolite P type having a silicon to aluminium ratio not exceeding 1.33, preferably within the range of from 0.90 to 1.33, and more preferably within the range of from 0.90 to 1.20.
  • zeolite MAP having a silicon to aluminium ratio not exceeding 1.07, more preferably about 1.00.
  • the calcium binding capacity of zeolite MAP is generally at least 150 mg CaO per g of anhydrous material.
  • Organic builders that may be present include polycarboxylate polymers such as polyacrylates, acrylic/maleic copolymers, and acrylic phosphmates; monomeric polycarboxylates such as citrates, gluconates, oxydisuccmates , glycerol mono-, di- and t ⁇ succmates , carboyxmethyloxysuccmates , carboxymethyloxymalonates, dipicolmates, hydroyxethylimmodiacetates, alkyl- and alkenylmalonates and succmates,; and sulphonated fatty acid salts. This list is not intended to be exhaustive.
  • polycarboxylate polymers such as polyacrylates, acrylic/maleic copolymers, and acrylic phosphmates
  • monomeric polycarboxylates such as citrates, gluconates, oxydisuccmates , glycerol mono-, di- and t ⁇ succmates , carboyxmethyloxysuccmates , carboxymethyloxymalonates
  • Especially preferred organic builders are citrates, suitable used m amounts of from 5 to 30 wt%, preferably from 10 to 25 wt%; and acrylic polymers, more especially acrylic/maleic copolymers, suitably used amounts of from 0.5 to 15 wt%, preferably from 1 to 10 wt%.
  • Detergent compositions according to the invention may also suitably contain a peroxy bleach system for example, inorganic persalts or organic peroxyacids, capable of yielding hydrogen peroxide in aqueous solution.
  • a peroxy bleach system for example, inorganic persalts or organic peroxyacids, capable of yielding hydrogen peroxide in aqueous solution.
  • Suitable peroxy bleach compounds include organic peroxides such as urea peroxide, and inorganic persalts such as the alkali metal perborates, percarbonates , perphosphates , persilicates and persulphates .
  • organic peroxides such as urea peroxide
  • inorganic persalts such as the alkali metal perborates, percarbonates , perphosphates , persilicates and persulphates .
  • Preferred inorganic persalts are sodium perborate monohydrate and tetrahydrate, and sodium percarbonate .
  • sodium percarbonate having a protective coating against destabilisation by moisture Especially preferred is sodium percarbonate having a protective coating against destabilisation by moisture.
  • Sodium percarbonate having a protective coating comprising sodium metaborate and sodium silicate is disclosed in GB 2 123 044B (Kao) .
  • compositions may further comprise a photobleach system as described, for example, in EP-A-0035470.
  • the fabric treatment composition of the present invention may be a fabric conditioning composition or it may comprise fabric conditioner.
  • Fabric Softening Compound
  • the fabric softening compound is preferably a cationic nonionic or anionic fabric softening compound.
  • the fabric softening compound may be a quaternary ammonium material comprising a polar head group and one or two alkyl or alkenyl chains .
  • the fabric softening compound may also be a nonionic fabric softening compound such as a fabric softening oil, a fabric softening silicone composition or a fabric softening ester composition such as sugar esters .
  • the fabric softening compound has two long chain alkyl or alkenyl chains with an average chain length greater than C ⁇ 4 , more preferably each chain has an average chain length greater than C i4 , more preferably at least 50% of each long chain alkyl or alkenyl group has a chain length of C ⁇ 8 .
  • the long chain alkyl or alkenyl groups of the fabric softening compound are predominantly linear.
  • the fabric softening compounds are substantially water-insoluble.
  • Substantially insoluble fabric softening compounds in the context of this invention are defined as fabric softening compounds having a solubility less than 1 x 10 "3 wt% in demineralised water at 20°C, preferably the fabric softening compounds have a solubility less than 1 x 10 "4 , most preferably the fabric softening compounds have a solubility at 20°C in demineralised water from 1 x 10 "3 to 1 x 10 ⁇ 6 .
  • R 1 and R 2 represent hydrocarbyl groups having from 12 to 24 carbon atoms
  • R 3 and R 4 represent hydrocarbyl groups containing 1 to 4 carbon atoms
  • X is an anion, preferably selected from halide, methyl sulphate and ethyl sulphate groups are preferred.
  • quaternary softeners include di (tallow alkyl) dimethyl ammonium methyl sulphate; dihexadecyl dimethyl ammonium chloride; di (hydrogenated tallow alkyl) dimethyl ammonium chloride; dioctadecyl dimethyl ammonium chloride; di (hydrogenated tallow alkyl) dimethyl ammonium methyl sulphate; dihexadecyl diethyl ammonium chloride; di (coconut alkyl) dimethyl ammonium chloride, ditallow alkyl dimethyl ammonium chloride and di (hydrogenated tallow alkyl) dimethyl ammonium chloride (Arquad 2HT Trade Mark) .
  • Other preferred softeners contain esters or amide links, for example those available under the trade names Accosoft 580, Varisoft 222, and Stepantex.
  • Particularly preferred fabric softening compounds are water- insoluble quaternary ammonium materials which comprise a compound having two C ⁇ 2 -i 8 alkyl or alkenyl groups connected to the molecule via at least one ester link. It is more preferred if the quaternary ammonium material has two ester links present.
  • the preferred ester- linked quaternary ammonium material for use in the invention can be represented by the formula:
  • each R 1 group is independently selected from C ⁇ - 4 alkyl, hydroxyalkyl or C 2 - 4 alkenyl groups; and wherein each R 2 group is independently selected from C 8 -28 alkyl or alkenyl groups;
  • T is -C-O- or -0-C-;
  • X is any suitable anion and n is an integer from 0-5.
  • Particularly preferred is di (ethyl ester) dimethyl ammonium chloride (DEEDMAC) .
  • a second preferred type of quaternary ammonium material can be represented by the formula:
  • the quaternary ammonium material is biologically degradable.
  • Preferred materials of this class such as 1,2 bis [hardened tallowoyloxy] -3-trimethylammonium propane chloride and their methods of preparation are, for example, described in US 4 137 180 (Lever Brothers) .
  • these materials comprise small amounts of the corresponding monoester as described in US 4 137 180 for example 1-hardened tallowoyloxy-2-hydroxy trimethylammonium propane chloride.
  • the fabric softening agent may also be a polyol ester quat (PEQ) as described in EP 0 638 639 (Akzo) .
  • PEQ polyol ester quat
  • 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 fabric softening composition may be in the form of a powder for use in the rinse cycle of an automatic washing machine.
  • the fabric softening 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 fabric conditioning composition may be in the form of a substantially non-aqueous concentrate as described in international patent application no. PCT/EP99/00497.
  • Fabric wash detergent compositions according to the present invention may further include through the wash softening material, such as cationic fabric softener.
  • 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.
  • radical initiators are used in the present examples. They are available commercially under the trade marks set out below from Ciba Specialty Chemicals.
  • Irgacure 819 - bis (2 , 4 , 6-trimethyl benzoyl) - phenyl phosphine oxide (log P 5.8, measured at 25°C) .
  • Treatment 1 no immersion.
  • Treatment 2 place stained cloth in ethanol , remove and dry, wet with water, placed in Weatherometer for 12 minutes.
  • Irgacure 2959 (trade mark) , remove and dry, wet with water, place in WOM for 12 minutes.
  • Treatment 4 place in ethanol containing 0.20% Irgacure 819 (trade mark) , remove and dry, wet with water, place in Weatherometer for 12 minutes.
  • the radical initiators lead to an increase in reflectance at 460 nm for a variety of stains. That is, the radical initiators effectively bleach the stains from the fabric .
  • Example 2 The method of Example 1 was repeated, using treatment 1, 2 and 4 except that the quantity of Irgacure 819 (trade mark) in the ethanol was varied. The results are shown in Table 2.
  • the dyes were as follows:
  • Example 4 1 gram of this base powder was intimately mixed with 0.024 g of Irgacure 819. The final product contains 2.3% by weight of Irgacure 819.
  • Example 5 1 gram of base powder was intimately mixed with 0.024 g of Irgacure 369. The final product thus contains 2.3% by weight Irgacure 369.
  • the mixture of base powder and radical photoinitiator was dissolved in 400 grams water at 40°C.
  • Three lots of cotton cloth were prepared. Each contained sheets weighing 16.1 grams in total and brushed cotton weighing 10 grams in total. All cloth was white. For each lot, both types of cloth were cut into four pieces. The lots were then washed in the solution prepared above for 5 minutes. One piece of cotton sheeting and one piece of brushed cotton was removed and dried. The wash solution was discarded and the cotton rinsed in 600 grams of cold water. One piece of the cotton sheeting and brushed cotton was removed and dried. The first rinse solution was then discarded. A second rinse was then conducted with a further 600 grams of water. Again, one piece of cotton sheeting and one piece of brushed cotton were removed.
  • the reflectance of the cloth washed with powder compositions containing radical initiator is lower than the control composition which contains no radical initiator. This is because the Irgacure radical initiator absorbs strongly at 320 nm reducing the reflectance. The changes in reflectance measured were significantly above the noise level for this type of measurement and confirm the deposition of the initiators.
  • Examples 4 and 5 demonstrate that radical photoinitiators may be deposited onto fabric from a laundry composition.
  • the following rinse conditioner formulation was prepared:
  • 1 HEQ 1,2 bis [hardened tallowoyloxy] -3- trimethylammonium propanechloride, ex Hoechst .
  • Example 7 The procedure of Example 7 was repeated except that Irgacure 819 (trade mark) was padded from ethanol onto stained cloths at 0.1% on-weight-fabric . For each stam, separate samples were taken and then wetted with buffer solution of varying pH. The resulting cloths were irradiated for 12 minutes in the Atlas S3000 (trade mark) Weatherometer. The variation in average reflectance at 460 nm after treatment is shown m the table. The average reflectance at 460 nm for the four treatments was 46.5. It can be seen that the radical photoinitiators give a substantial improvement in reflectance over a wide range of pH.
  • Liquid detergents were created from, Coco5E0 (ex Clariant - a non ionic surfactant) , SDS (sodium dodecyl sulphate - an anionic surfactant) , CTAC (cetyl trimethyl ammonium chloride -a cationic surfactant) , Arquad 2HT (ex Akzo Nobel - a cationic surfactant), with 0.1% Lucerin TPO-L and 10% ethanol on weight of formulation; the remainder was water.
  • the amount of surfactant in each formulation is given in the table:
  • Formulation LI of example 11 was made using Irgacure 819 instead of TPO-L. Good stain removal benefits above control were obtained.
  • a detergent composition was created containing 15.3% of an anionic surfactant, 10% ethanol, 0.1% Lucerin TPO-L, remainder water.
  • the anionic surfactants were LAS, and SDS. They were tested using the wash protocol of example 11, both showed large increased in stain removal benefit on irradiation, compared to a control of water only. This indicated that the initiator was effective from the wash. Benefits were also found for a ⁇ -carotene and a paprika stain.
  • Persil liquid was purchased in Ireland and 0.01% on weight Lucerin TPO-L added to the product. On washing, rinsing and irradiating cloth stained with ⁇ -carotene, much greater stain removal was found when the initiator was present.
  • the initiators benzoin, dimethoxyphenylacetophenone, benzoin methyl ether, and benzoin ethyl ether (ex Aldrich) were seperately applied from ethanol to cotton cloth stained with ⁇ -carotene. All bleached the stain. As expected the initiators with higher logP value gave less dye damage.
  • An oil tomato skin was created by smearing an oily tomato paste (ex Salca; ingredients:- rehydrated sun dried tomatoes, sunflower seed oil, white wine vinegar, salt, sugar, flavourings, garlic, black pepper and lactic acid) on white cotton.
  • the paste was left to dry for 24 hours. This gave a circular stain of 4.5 cm in diameter.
  • Each cloth was treated with ethanol solutions containing different amounts of perfumes. The ethanol was left to evaporate for 15 minutes. The cloths were irradiated dry in a WOM for 6 minutes. The cloths were then washed in ECE Reference detergent (containing no fluorescer) for 10 minutes at room temperature lOOrp , then rinsed and tumble dried. (All water was demineralised) .
  • the reduction in colour of the stain was measured using a Spectraflash 600 and the ⁇ E measurements relative to a white original.
  • the stain was measured at the centre and at the edge.
  • the average Delta E before treatments were; (stain centre) -50 units, (stain edge) -35-40 units.

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Abstract

L'invention concerne un système de traitement des tissus. Ce système comprend un photoamorceur radical sélectionné parmi des photoamorceurs à extraction d'hydrogène, des photoamorceurs radicaux à clivage de liaison ou des mélanges de ces derniers. Ce système est utilisé pour traiter un tissu, par exemple, pour enlever des tâches lors du lavage ou du rinçage du tissu. Ce système peut également être incorporé dans une composition de lavage du tissu ou dans une composition de traitement du tissu.
PCT/EP2000/005530 1999-07-23 2000-06-15 Composition de traitement des tissus et procede de traitement WO2001007549A1 (fr)

Priority Applications (7)

Application Number Priority Date Filing Date Title
JP2001512821A JP2003505578A (ja) 1999-07-23 2000-06-15 布の保護処理組成物及び布の処理方法
EP00943815A EP1196521B1 (fr) 1999-07-23 2000-06-15 Composition de traitement des tissus et procede de traitement
AU58148/00A AU757696B2 (en) 1999-07-23 2000-06-15 Fabric care treatment composition and a method of treating fabric
AT00943815T ATE293669T1 (de) 1999-07-23 2000-06-15 Wäschepflegemittel sowie ein textilbehandlungsverfahren
BR0012648-9A BR0012648A (pt) 1999-07-23 2000-06-15 Composição de cuidado de tecido, método de tratamento de cuidado de tecido, e, uso de fotoiniciadores de radical de clivagem de ligação
DE60019600T DE60019600T2 (de) 1999-07-23 2000-06-15 Wäschepflegemittel sowie ein textilbehandlungsverfahren
CA002372289A CA2372289C (fr) 1999-07-23 2000-06-15 Composition de traitement des tissus et procede de traitement

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB9917451.8 1999-07-23
GBGB9917451.8A GB9917451D0 (en) 1999-07-23 1999-07-23 Fabric care treatment composition and a method of treating fabric

Publications (1)

Publication Number Publication Date
WO2001007549A1 true WO2001007549A1 (fr) 2001-02-01

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PCT/EP2000/005530 WO2001007549A1 (fr) 1999-07-23 2000-06-15 Composition de traitement des tissus et procede de traitement

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EP (1) EP1196521B1 (fr)
JP (1) JP2003505578A (fr)
CN (1) CN1151246C (fr)
AR (1) AR024897A1 (fr)
AT (1) ATE293669T1 (fr)
AU (1) AU757696B2 (fr)
BR (1) BR0012648A (fr)
CA (1) CA2372289C (fr)
DE (1) DE60019600T2 (fr)
ES (1) ES2238293T3 (fr)
GB (1) GB9917451D0 (fr)
WO (1) WO2001007549A1 (fr)
ZA (1) ZA200108953B (fr)

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002036723A1 (fr) * 2000-11-02 2002-05-10 Unilever Plc Compositions de blanchiment contenant des initiateurs de radicaux
WO2002036722A1 (fr) * 2000-11-02 2002-05-10 Unilever Plc Composition pour traitement de textiles contenant des initiateurs de radicaux
GB2371310A (en) * 2001-01-22 2002-07-24 Unilever Plc Bleaching stains on fabrics using radical initiators
WO2002088292A1 (fr) * 2001-04-27 2002-11-07 Unilever Plc Composition d'amorceur radicalaire
WO2004072217A1 (fr) * 2003-02-15 2004-08-26 Unilever Plc Composition de blanchiment
WO2006002777A1 (fr) * 2004-07-06 2006-01-12 Unilever Plc Composition de blanchiment
EP2285160A1 (fr) 2006-02-10 2011-02-16 Lucent Technologies Inc. Déclencher la migration vers un agent d'un réseau d'accès
US20150209808A1 (en) * 2014-01-24 2015-07-30 The Procter & Gamble Company Package for Light Activated Treatment Composition
US9657435B2 (en) 2010-06-28 2017-05-23 Basf Se Metal free bleaching composition

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2635947A1 (fr) * 2006-01-23 2007-08-02 The Procter & Gamble Company Compositions contenant une enzyme et un agent de photoblanchiment
CN107700223B (zh) * 2017-11-08 2020-03-27 安徽工程大学 一种防沾污免洗羽毛绒的加工方法

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Publication number Priority date Publication date Assignee Title
US3915974A (en) * 1973-06-29 1975-10-28 Du Pont Pyrazine compounds
WO1996012785A1 (fr) * 1994-10-20 1996-05-02 The Procter & Gamble Company Compositions d'adoucissants textiles moins nuisibles pour l'environnement
JPH08239700A (ja) * 1995-03-03 1996-09-17 Kao Corp 高嵩密度粒状洗剤組成物

Patent Citations (3)

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Publication number Priority date Publication date Assignee Title
US3915974A (en) * 1973-06-29 1975-10-28 Du Pont Pyrazine compounds
WO1996012785A1 (fr) * 1994-10-20 1996-05-02 The Procter & Gamble Company Compositions d'adoucissants textiles moins nuisibles pour l'environnement
JPH08239700A (ja) * 1995-03-03 1996-09-17 Kao Corp 高嵩密度粒状洗剤組成物

Non-Patent Citations (1)

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Title
DATABASE WPI Section Ch Week 199647, Derwent World Patents Index; Class D23, AN 1996-472453, XP002148824 *

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002036723A1 (fr) * 2000-11-02 2002-05-10 Unilever Plc Compositions de blanchiment contenant des initiateurs de radicaux
WO2002036722A1 (fr) * 2000-11-02 2002-05-10 Unilever Plc Composition pour traitement de textiles contenant des initiateurs de radicaux
GB2371310A (en) * 2001-01-22 2002-07-24 Unilever Plc Bleaching stains on fabrics using radical initiators
WO2002088292A1 (fr) * 2001-04-27 2002-11-07 Unilever Plc Composition d'amorceur radicalaire
WO2004072217A1 (fr) * 2003-02-15 2004-08-26 Unilever Plc Composition de blanchiment
WO2006002777A1 (fr) * 2004-07-06 2006-01-12 Unilever Plc Composition de blanchiment
EP2285160A1 (fr) 2006-02-10 2011-02-16 Lucent Technologies Inc. Déclencher la migration vers un agent d'un réseau d'accès
US9657435B2 (en) 2010-06-28 2017-05-23 Basf Se Metal free bleaching composition
US20150209808A1 (en) * 2014-01-24 2015-07-30 The Procter & Gamble Company Package for Light Activated Treatment Composition

Also Published As

Publication number Publication date
ES2238293T3 (es) 2005-09-01
AU5814800A (en) 2001-02-13
GB9917451D0 (en) 1999-09-29
CN1362989A (zh) 2002-08-07
BR0012648A (pt) 2002-04-09
DE60019600T2 (de) 2006-01-19
EP1196521A1 (fr) 2002-04-17
EP1196521B1 (fr) 2005-04-20
JP2003505578A (ja) 2003-02-12
ZA200108953B (en) 2002-10-30
DE60019600D1 (de) 2005-05-25
ATE293669T1 (de) 2005-05-15
AR024897A1 (es) 2002-10-30
CA2372289C (fr) 2010-02-02
CA2372289A1 (fr) 2001-02-01
AU757696B2 (en) 2003-03-06
CN1151246C (zh) 2004-05-26

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