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WO2002036729A1 - Composition pour traitement de textiles - Google Patents

Composition pour traitement de textiles Download PDF

Info

Publication number
WO2002036729A1
WO2002036729A1 PCT/EP2001/012577 EP0112577W WO0236729A1 WO 2002036729 A1 WO2002036729 A1 WO 2002036729A1 EP 0112577 W EP0112577 W EP 0112577W WO 0236729 A1 WO0236729 A1 WO 0236729A1
Authority
WO
WIPO (PCT)
Prior art keywords
composition according
initiator
radical
photo
composition
Prior art date
Application number
PCT/EP2001/012577
Other languages
English (en)
Inventor
Stephen Norman Batchelor
Jacqueline Williams
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
Priority claimed from GB0026831A external-priority patent/GB0026831D0/en
Priority claimed from GB0101606A external-priority patent/GB0101606D0/en
Application filed by Unilever Plc, Unilever Nv, Hindustan Lever Limited filed Critical Unilever Plc
Priority to AU2002218270A priority Critical patent/AU2002218270A1/en
Priority to AT01992759T priority patent/ATE285468T1/de
Priority to DE60107973T priority patent/DE60107973T2/de
Priority to EP01992759A priority patent/EP1330510B1/fr
Publication of WO2002036729A1 publication Critical patent/WO2002036729A1/fr

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
    • 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
    • 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
    • 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

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:
  • Typical surfactant phases in the present specification comprise more than about 10% water.
  • ⁇ liquid crystalline phase' is meant to include both lamellar phase and other forms of liquid crystalline phases including hexagonal and cubic phases.
  • the common property of these phases is that while a significant quantity of water may be present the water is structured by the presence of surfactant and its activity is greatly reduced.
  • Liquid crystalline phases are well understood in the detergent art and most surfactants can be induced to for liquid crystalline phases over some region of their water/surfactant phase diagram.
  • the lamellar phase is a particularly preferred liquid crystalline phase.
  • 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. Mode of application:
  • 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 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.
  • 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, amphoteric and zwitterionic detergent active compounds, and mixtures thereof. It is necessary that the combination of surfactant any water present forms a liquid crystal phase. The size of the phase region over which such a phase forms can be modified by the presence of salts .
  • the preferred textile-compatible carriers that can be used are soaps and synthetic non-soap anionic and nonionic compounds .
  • Preferred soaps are those having a C8-C18 alkyl chain.
  • Nonionic surfactants that may be used include the primary and secondary alcohol ethoxylates, especially the C 8 -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 C 8 -C ⁇ 5 ; 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 R 4 N + 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 22 alkyl group, preferably a C 8 -C ⁇ o or C ⁇ 2 -Ci4 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.
  • R groups are independently hydrocarbyl chains of C ⁇ C 22 length, typically alkyl, hydroxyalkyl or ethoxylated alkyl groups
  • X is a solubilising c
  • Amphoteric surfactants may also be used, for example amine oxides or betaines. Radical Initiators :
  • 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);
  • 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 ex CIBA), (2,4,6- trimethylbenzoyl)phenyl phosphinic acid ethyl ester (Lucerin TPO-L (trade mark) ex BASF) ;
  • dialkoxy acetophenones particularly Benzildimethylketal (Esacure TM KBl ex Lamberti SPA) ;
  • Radical photoinitiators are discussed in general in A.F. Cunningham, V. Desorby, K. Dietliker, R. Husler and D.G. Leppard, Chemia 48 (1994) 423-426 and H.F.Gruber, Prog. Polym. Sci., 17, (1992), 953-1044.
  • 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.
  • 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. The so-formed solid was wiped across the surface of ⁇ -carotene stained cotton and cotton dyed with Remazol Black B then irradiated in a WeatherometerTM for 6 minutes. Control experiments were also carried out using C-12 soap only.
  • Table 1 Stain bleaching and Dye damage from Lucirin TPO-L applied from 50g/l C-12 soap.
  • Cotton cloth samples were reactively dyed with Remazol Black B T so that the cloth contained 1.5x10 4 mol kg -1 of dye,
  • This cloth is a sensitive monitor of dye damage.
  • a C-14 soap was dissolved in hot water such that its concentration was 50gl _1 .
  • 1% IrgacureTM 184 (ex. Ciba Speciality Chemicals, also sold under the EsacureTM KS 300 name by Lamberti Spa) was dissolved in the hot liquid and the solution then poured into a plastic mould and allowed to solidify by cooling. The so-formed solid was wiped across the surface of the ⁇ -carotene stained cotton and then irradiated in a WeatherometerTM for 6 minutes . The procedure was repeated for the dyed cotton except the clothes were irradiated for 18 minutes. Control experiments were performed using C-14 soap only.
  • Table 2 Stain bleaching and Dye damage from Irgacure 184 applied from C-14 soap solutions.
  • Example 4 (comparative):
  • initiator 0.2% was dissolved in Genapol C-050 at room temperature. Water was added to this solution until the initiator precipitated. For both Irgacure 184 and Lucirin TPO-L precipitation occurred with less than 10% added water.

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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 contenant des initiateurs de radicaux. L'invention concerne plus particulièrement des compositions 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 à cristaux liquides. 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/EP2001/012577 2000-11-02 2001-10-29 Composition pour traitement de textiles WO2002036729A1 (fr)

Priority Applications (4)

Application Number Priority Date Filing Date Title
AU2002218270A AU2002218270A1 (en) 2000-11-02 2001-10-29 Fabric treatment composition
AT01992759T ATE285468T1 (de) 2000-11-02 2001-10-29 Gewebehandlungszubereitung
DE60107973T DE60107973T2 (de) 2000-11-02 2001-10-29 Gewebehandlungszubereitung
EP01992759A EP1330510B1 (fr) 2000-11-02 2001-10-29 Composition pour traitement de textiles

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
GB0101606A GB0101606D0 (en) 2001-01-22 2001-01-22 Fabric treatment composition
GB0101606.2 2001-01-22

Publications (1)

Publication Number Publication Date
WO2002036729A1 true WO2002036729A1 (fr) 2002-05-10

Family

ID=26245230

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2001/012577 WO2002036729A1 (fr) 2000-11-02 2001-10-29 Composition pour traitement de textiles

Country Status (7)

Country Link
EP (1) EP1330510B1 (fr)
AR (1) AR031191A1 (fr)
AT (1) ATE285468T1 (fr)
AU (1) AU2002218270A1 (fr)
DE (1) DE60107973T2 (fr)
ES (1) ES2231573T3 (fr)
WO (1) WO2002036729A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20130117941A1 (en) * 2010-06-28 2013-05-16 Basf Se Metal free bleaching composition

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0073413A2 (fr) * 1981-08-24 1983-03-09 BASF Aktiengesellschaft Composés d'oxydes d'acylphosphines et leur utilisation
GB2179053A (en) * 1985-08-16 1987-02-25 Unilever Plc Heavy-duty detergent gel compositions
EP0446175A2 (fr) * 1990-03-09 1991-09-11 Ciba-Geigy Ag Mélange de photoinitiateurs

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0073413A2 (fr) * 1981-08-24 1983-03-09 BASF Aktiengesellschaft Composés d'oxydes d'acylphosphines et leur utilisation
GB2179053A (en) * 1985-08-16 1987-02-25 Unilever Plc Heavy-duty detergent gel compositions
EP0446175A2 (fr) * 1990-03-09 1991-09-11 Ciba-Geigy Ag Mélange de photoinitiateurs

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20130117941A1 (en) * 2010-06-28 2013-05-16 Basf Se Metal free bleaching composition
US9657435B2 (en) * 2010-06-28 2017-05-23 Basf Se Metal free bleaching composition

Also Published As

Publication number Publication date
ES2231573T3 (es) 2005-05-16
AR031191A1 (es) 2003-09-10
DE60107973T2 (de) 2005-09-01
ATE285468T1 (de) 2005-01-15
AU2002218270A1 (en) 2002-05-15
EP1330510A1 (fr) 2003-07-30
EP1330510B1 (fr) 2004-12-22
DE60107973D1 (de) 2005-01-27

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