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WO2002036722A1 - Composition pour traitement de textiles contenant des initiateurs de radicaux - Google Patents

Composition pour traitement de textiles contenant des initiateurs de radicaux Download PDF

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Publication number
WO2002036722A1
WO2002036722A1 PCT/EP2001/012578 EP0112578W WO0236722A1 WO 2002036722 A1 WO2002036722 A1 WO 2002036722A1 EP 0112578 W EP0112578 W EP 0112578W WO 0236722 A1 WO0236722 A1 WO 0236722A1
Authority
WO
WIPO (PCT)
Prior art keywords
composition according
initiator
radical
surfactant
fabric
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/EP2001/012578
Other languages
English (en)
Inventor
Stephen Norman Batchelor
Jacqueline Williams
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.)
Hindustan Unilever Ltd
Unilever NV
Original Assignee
Hindustan Lever Ltd
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
Priority claimed from GB0026831A external-priority patent/GB0026831D0/en
Priority claimed from GB0101604A external-priority patent/GB0101604D0/en
Application filed by Hindustan Lever Ltd, Unilever NV filed Critical Hindustan Lever Ltd
Priority to EP01990375A priority Critical patent/EP1337614A1/fr
Priority to AU2002229523A priority patent/AU2002229523A1/en
Publication of WO2002036722A1 publication Critical patent/WO2002036722A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

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
    • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/04—Detergent materials or soaps characterised by their shape or physical properties combined with or containing other objects
    • C11D17/049—Cleaning or scouring pads; Wipes
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/72—Ethers of polyoxyalkylene glycols
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • 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
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2072—Aldehydes-ketones
    • 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
    • C11D3/30—Amines; Substituted amines ; Quaternized amines
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/36—Organic compounds containing phosphorus
    • 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
    • C11D3/36—Organic compounds containing phosphorus
    • C11D3/361—Phosphonates, phosphinates or phosphonites

Definitions

  • the present invention relates to bleaching compositions comprising radical initiators. More particularly the invention relates to laundry treatment compositions for the spot or other direct treatment of soiled articles and to a process using the said compositions.
  • Typical laundry stains contain chromophores based on carotenoids, phenolics and phytoestrogens. Radical photoinitiators are known as stain bleaches for laundry application. These are materials, which on exposure to light generate reactive radicals. In turn, these radicals cause chemical changes in the stain, which decolourise it.
  • Radical photo-initiators are well known in the unrelated fields of polymerisation and curing reactions.
  • radical initiators such as thermal or chemical initiators
  • use of these in bleaching and sewage or other effluent treatment has also been envisaged.
  • the present invention provides a fabric treatment composition which comprises:
  • neat' surfactant in the present specification is meant a surfactant composition, which comprises less than about 10% water, and preferably less than about 5% water.
  • the most preferred compositions are essentially free of water.
  • the present invention further provides a method for the treatment of fabrics, which comprises applying to the fabric a composition according to the invention.
  • the preferred radical initiators are photo and thermal initiators.
  • the use of photo initiator systems is preferred as sunlight and other suitable sources of illumination are generally freely available. It is commonplace, for example, to dry laundered articles in sunlight.
  • the surfactant may be contained in a wipe and the wipe used to physically remove stain and apply photo-initiator to it.
  • the composition may be applied directly to the substrate being treated.
  • Surfactants may be employed in solid or liquid form. In some markets, liquid surfactants are preferred for ease of application. In other markets solid forms, particularly soft solid forms, will be preferred. Preferably, these can take the form of soap or other non-soap detergent bars, although embodiments of the invention may take the form of other applicator sticks. A range of suitable application forms can be found in the art of deodorant sticks and other applicators.
  • the initiator may be a perfume material or the carrier of a perfume material. Inclusion of the initiator in a final composition together with the perfume is advantageous as both classes of materials may require careful dosing and the composition is generally not subjected to heating once the perfume has been added.
  • the photo-initiator system must generally be stored in the absence of light of wavelength below 500nm, to avoid photo- reaction. An opaque packaging is sufficient for this purpose.
  • the surfactant may be chosen from soap and non-soap anionic, cationic, non-ionic, a photeric and zwitterionic detergent active compounds, and mixtures thereof.
  • the preferred textile-compatible carriers that can be used are soaps and synthetic non-soap anionic and nonionic compounds.
  • Nonionic surfactants particularly alkoxylated nonionics are preferred.
  • Nonionic surfactants that may be used include the primary and secondary alcohol ethoxylates, especially the Cs-C 2 o aliphatic alcohols ethoxylated with an average of from 1 to 20 moles of ethylene oxide per mole of alcohol, and more especially the C ⁇ 0 -C ⁇ 5 primary and secondary aliphatic alcohols ethoxylated with an average of from 1 to 10 moles of ethylene oxide per mole of alcohol.
  • Non-ethoxylated nonionic surfactants include alkylpolyglycosides, glycerol monoethers, and polyhydroxyamides (glucamide) .
  • Anionic surfactants are well-known to those skilled in the art. Examples include alkylbenzene sulphonates, particularly linear alkylbenzene sulphonates having an alkyl chain length of Ca-Cis; primary and secondary alkylsulphates, particularly C 8 -C ⁇ S primary alkyl sulphates; alkyl ether sulphates; olefin sulphonates; alkyl xylene sulphonates; dialkyl sulphosuccinates; and fatty acid ester sulphonates.
  • Sodium salts are generally preferred.
  • Cationic surfactants that may be used include quaternary ammonium salts of the general formula R ⁇ R 2 R 3 RN + X ⁇ wherein the R groups are independently hydrocarbyl chains of C ⁇ -C 22 length, typically alkyl, hydroxyalkyl or ethoxylated alkyl groups, and X is a solubilising cation (for example, compounds in which Ri is a C 8 -C 2 2 alkyl group, preferably a Ca-Cio or C ⁇ 2 -C ⁇ 4 alkyl group, R 2 is a methyl group, and R 3 and R 4 , which may be the same or different, are methyl or hydroxyethyl groups) ; and cationic esters (for example, choline esters) and pyridinium salts.
  • Amphoteric surfactants may also be used, for example amine oxides or betaines.
  • the photo-initiators can be hydrogen abstraction radical photoinitiators. These include benzophenones, acetophenones, pyrazines, quinones and benzils.
  • Bond cleavage photoinitiators are preferred. Suitable bond cleavage radical initiators may be selected from the following groups:
  • alpha amino ketones particularly those containing a benzoyl moiety, otherwise called alpha-amino acetophenones, for example 2-methyl 1- [4-phenyl] -2- morpholinopropan-1-one (Irgacure 907, trade mark, ex CIBA) , (2-benzyl-2-dimethyl amino-l-(4- morpholinophenyl) -butan-1-one (Irgacure 369, trade mark, ex CIBA) ;
  • alphahydroxy ketones particularly alpha-hydroxy acetophenones, eg (1- [4- (2-hydroxyethoxy) -phenyl] -2- hydroxy-2-methyl-l-propan-l-one) (Irgacure 2959, trade mark, ex CIBA) , 1-hydroxy-cyclohexyl-phenyl-ketone (Irgacure 184, trade mark, ex CIBA); 2-hydroxy-2-methyl- 1-phenylpropan-l-one (Esacure TM KL200 ex Lamberti SPA) ; and, oligomeric polyfunctional alpha-hydroxyketones (such as Esacure KIP150 ex Lamberti SPA) ; (c) phosphorus-containing photoinitiators, including monoacyl and bisacyl phosphine oxide and sulphides, for example 2-4-6- (tri ethylbenzoyl) diphenyl-phosphine oxide, bis (2,4, 6-trimethylbenzoyl
  • dialkoxy acetophenones particularly Benzildimethylketal (Esacure TM KBl ex Lamberti SPA) ;
  • radical photoinitiators are disclosed 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) , US 4792632 (bisacyl phosphine oxides), US 5554663 in the name of Ciba Geigy (alpha amino acetophenones) , US 5767169 (alkoxy phenyl substituted bisacyl phosphine oxides) and US 4719297 (acylphosphine compounds) . Radical photoinitiators are discussed in general in A.F.
  • the preferred radical photoinitiators become active 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 lcm ⁇ 1 .
  • the radical photoinitiator is a solid or a liquid at room temperature.
  • Particularly preferrred photo-initiators include alpha hydroxy ketones, particularly those containing a benzoyl moiety.
  • 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.
  • the radical photoinitiators are preferably activated by ambient light eg, domestic lighting or sunlight.
  • a separate light source for example a tungsten filament or gas discharge tube
  • tungsten filament or gas discharge tube may be employed for activation of the photoinitiator.
  • the initiator may be a thermal initiator, which decomposes to form radicals on heating.
  • the classes of initiator which may be used in these two aspects of the invention.
  • Some radical photoinitiators also decompose by heating (particularly at higher temperatures), and some thermal initiators decompose on exposure to light (particularly at shorter wavelengths) .
  • Suitable thermal initiators include compounds comprising an azo group or a peroxygen group.
  • Preferred materials exclude those containing a peroxygen group and include those forming a carbon-centred radical rather than an oxygen-centred radical.
  • the thermal initiators are preferably stable at ambient temperature. Temperatures to which the thermal initiators should be heated to cause them to decompose are preferably in the range of up to 100°C, more preferably from 35°C to 90°C, most preferably 35°C to 40°C. Heat may conveniently be applied by means available in the laundering environment such as by use of an iron or tumble drier.
  • Cotton cloth samples were reactively dyed with Remazol Black B TM so that the cloth contained 1.5xl0 -4 mol kg -1 of dye. This cloth is a sensitive monitor of dye damage.
  • the cloths were irradiated for 18 minutes in a
  • results are shown in Table 1 and compared to controls using Genopol alone and applying 1% Irgacure 184 from ethanol. Results are also shown for a lower level of radical initiator.
  • Example 1 was repeated using the radical initiator Lucirin TPO-LTM (ex. BASF) , again excellent stain bleaching was observed with little dye damage. Results are shown in Table 2 below.
  • This example uses a solid surfactant.
  • the waxy solid, ethoxylated alcohol, surfactant Synperonic A20TM (ex ICI surfactants) was melted by heating. 1% of Lucirin TPO-L or Irgacure 184 was dissolved in the hot liquid and then the solution poured into a plastic mould and allowed to solidify by cooling.
  • PEG-50 Hydrogenated Tallow Amide a waxy solid at room temperature (ex Akzo Nobel Chemicals) was melted by heating. 1% of Lucirin TPO-L or Irgacure 184 was dissolved in the hot liquid and then the solution poured into a plastic mould and allowed solidified by cooling.

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

Abstract

L'invention concerne des compositions de blanchiment comprenant des initiateurs de radicaux. L'invention concerne plus particulièrement des compositions de traitement pour lessive destinées au traitement localisé d'articles salis, ainsi qu'un procédé faisant appel auxdites compositions. L'invention concerne une composition de traitement de textiles contenant : a) un initiateur de radicaux, et b) un tensioactif pur. L'invention concerne en outre un procédé de traitement de textiles comprenant le fait d'appliquer au textile concerné une composition selon l'invention.
PCT/EP2001/012578 2000-11-02 2001-10-29 Composition pour traitement de textiles contenant des initiateurs de radicaux Ceased WO2002036722A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
EP01990375A EP1337614A1 (fr) 2000-11-02 2001-10-29 Composition pour traitement de textiles contenant des initiateurs de radicaux
AU2002229523A AU2002229523A1 (en) 2000-11-02 2001-10-29 Fabric treatment composition comprising radical initiators

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
GB0026831A GB0026831D0 (en) 2000-11-02 2000-11-02 Bleaching composition
GB0026831.8 2000-11-02
GB0101604A GB0101604D0 (en) 2001-01-22 2001-01-22 Fabric treatment composition
GB0101604.7 2001-01-22

Publications (1)

Publication Number Publication Date
WO2002036722A1 true WO2002036722A1 (fr) 2002-05-10

Family

ID=26245229

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2001/012578 Ceased WO2002036722A1 (fr) 2000-11-02 2001-10-29 Composition pour traitement de textiles contenant des initiateurs de radicaux

Country Status (4)

Country Link
EP (1) EP1337614A1 (fr)
AR (1) AR031190A1 (fr)
AU (1) AU2002229523A1 (fr)
WO (1) WO2002036722A1 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007069215A3 (fr) * 2005-12-14 2007-10-11 Procter & Gamble Compositions detergentes contenant un des composes initiateurs azoïques pour des performances de blanchiment ameliorees et des benefices d'elimination de taches
US12139840B2 (en) 2018-06-11 2024-11-12 The Procter & Gamble Company Photoactivating device for washing machine
US12398345B2 (en) 2019-10-08 2025-08-26 The Procter & Gamble Company Method of laundering fabric

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2179053A (en) * 1985-08-16 1987-02-25 Unilever Plc Heavy-duty detergent gel compositions
US5882355A (en) * 1996-04-10 1999-03-16 Lever Brothers Company, Division Of Conopco, Inc. Cleaning process
US6117833A (en) * 1998-12-16 2000-09-12 Lever Brothers Company Bleaching compositions and method for bleaching substrates directly with air
WO2001007549A1 (fr) * 1999-07-23 2001-02-01 Unilever Plc Composition de traitement des tissus et procede de traitement
WO2001044424A1 (fr) * 1999-12-15 2001-06-21 Unilever Plc Composition d'entretien de tissus

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2179053A (en) * 1985-08-16 1987-02-25 Unilever Plc Heavy-duty detergent gel compositions
US5882355A (en) * 1996-04-10 1999-03-16 Lever Brothers Company, Division Of Conopco, Inc. Cleaning process
US6117833A (en) * 1998-12-16 2000-09-12 Lever Brothers Company Bleaching compositions and method for bleaching substrates directly with air
WO2001007549A1 (fr) * 1999-07-23 2001-02-01 Unilever Plc Composition de traitement des tissus et procede de traitement
WO2001044424A1 (fr) * 1999-12-15 2001-06-21 Unilever Plc Composition d'entretien de tissus

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007069215A3 (fr) * 2005-12-14 2007-10-11 Procter & Gamble Compositions detergentes contenant un des composes initiateurs azoïques pour des performances de blanchiment ameliorees et des benefices d'elimination de taches
US12139840B2 (en) 2018-06-11 2024-11-12 The Procter & Gamble Company Photoactivating device for washing machine
US12398345B2 (en) 2019-10-08 2025-08-26 The Procter & Gamble Company Method of laundering fabric
US12404476B2 (en) 2019-10-08 2025-09-02 The Procter & Gamble Company Method of laundering fabric

Also Published As

Publication number Publication date
AR031190A1 (es) 2003-09-10
AU2002229523A1 (en) 2002-05-15
EP1337614A1 (fr) 2003-08-27

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