EP1888731A1 - Composition de blanchiment - Google Patents

Composition de blanchiment

Info

Publication number
EP1888731A1
EP1888731A1 EP06743028A EP06743028A EP1888731A1 EP 1888731 A1 EP1888731 A1 EP 1888731A1 EP 06743028 A EP06743028 A EP 06743028A EP 06743028 A EP06743028 A EP 06743028A EP 1888731 A1 EP1888731 A1 EP 1888731A1
Authority
EP
European Patent Office
Prior art keywords
alkyl
bleaching composition
catechol
transition metal
bleaching
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.)
Withdrawn
Application number
EP06743028A
Other languages
German (de)
English (en)
Inventor
Matthew Unilever R & D Port Sunlight HELTON
Matthew Unilever R & D Port Sunlight PARRY
Christopher Unilever R & D P. Sunlight WHITEOAK
Marc Philip Unilever Research Port Sunlight WOOLFALL
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Unilever PLC
Unilever NV
Original Assignee
Unilever PLC
Unilever NV
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Unilever PLC, Unilever NV filed Critical Unilever PLC
Publication of EP1888731A1 publication Critical patent/EP1888731A1/fr
Withdrawn legal-status Critical Current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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/39—Organic or inorganic per-compounds
    • C11D3/3902—Organic or inorganic per-compounds combined with specific additives
    • C11D3/3905—Bleach activators or bleach catalysts
    • C11D3/3932—Inorganic compounds or complexes
    • 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
    • C11D3/0021—Dye-stain or dye-transfer inhibiting 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
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/0042—Reducing agents
    • 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
    • C11D3/168—Organometallic compounds or orgometallic complexes
    • 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
    • C11D3/2041—Dihydric alcohols
    • C11D3/2058—Dihydric alcohols aromatic
    • 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
    • C11D3/34—Organic compounds containing sulfur

Definitions

  • This invention relates to bleaching compositions primarily for use in laundry bleaching.
  • the bleaching composition of the present invention also has use as an anti-dye transfer agent.
  • the present invention provides a bleaching composition
  • a bleaching composition comprising between 0.001 to 50 wt % of a catechol moiety or transition metal complex thereof together with between 2 to 60 wt % of a surfactant, wherein the bleaching composition is substantially devoid of a peroxygen bleach or a peroxy-based or peroxyl-generating bleach system, wherein the catechol of the following formula:
  • Rl, R2, R3, and R4 may be independently selected from -H, - Cl, -F, -S03, -NO3, -COOH, -CH3, -C2H5, -OMe, -OEt and R2 and R3 may together form a another five or six membered aromatic ring optionally substituted with one or more groups selected from the group consisting of -H, -Cl, -F, -S03, - N03, -COOH, -CH3, -C2H5, -OMe, and -OEt.
  • the present invention provides a method of treating a textile, the method comprising the steps of: (i) treating a textile with an aqueous solution of the catechol moiety, the aqueous solution having a pH of at least 7 and substantially devoid of a peroxygen bleach or a peroxy-based or peroxyl-generating bleach system, the aqueous solution comprising from 1 ⁇ M to 50 mM of a catechol transition metal complex and from 0.2 g/L to 3 g/L of a surfactant; and, (ii) rinsing and drying the textile.
  • the term "substantially devoid of a peroxygen bleach or a peroxy-based or peroxyl-generating bleach system” should be construed within spirit of the invention. It is preferred that the composition has as low a content of peroxyl species present as possible. It is preferred that the bleaching formulation contains less that 1 % wt/wt total concentration of peracid or hydrogen peroxide or source thereof, preferably the bleaching formulation contains less that 0.3 % wt/wt total concentration of peracid or hydrogen peroxide or source thereof, most preferably the bleaching composition is devoid of peracid or hydrogen peroxide or source thereof. In a wash environment the concentration of hydrogen peroxide or source thereof will be below 0.5 mMolar.
  • a unit dose as used herein is a particular amount of the bleaching composition used for a type of wash. The unit dose may be in the form of a defined volume of powder, granules or tablet or unit dose detergent liquid.
  • the catechol moiety has the core structure of 1,2- benzenediol as given immediately below.
  • catechol moiety includes the deprotonated form thereof.
  • the core structure may in essence have any substituents about it, including conjugation with other aromatics, and still be able to co-ordinate to a transition metal centre.
  • the catechol moiety will be present as its deprotonated analogue.
  • extended conjugated aromatics are those of aromatic structures of naphthalene, indole, antharcene, and indene.
  • the catechol moiety is of the core 1,2- benzenediol structure, that is to say that it is not in conjugation with other aromatics. Further is preferred that the catechol moiety only has two hydroxyl groups.
  • the catechol moiety is preferably soluble in water to the extent of at least 5mg/mL.
  • the water solubilizing group is most preferably a charged species: cationic or anionic. Examples of such water solubilising groups are: -S03, and -COOH.
  • An example of a preferred catechol is Tiron® which is commercially available (4,5- dihydroxy-m-benzenedisulfonic acid disodium salt).
  • the catechol moiety may be used such that it forms a complex in situ during the wash.
  • a transition metal salt in the formulation will aid complexation.
  • transition metal ions particularly iron and manganese are present in tap water and textile stains.
  • the catechol moiety is present as a performed complex and this is one preferred embodiment of the invention.
  • the catechol is uncomplexed and is used preferably in combination with sulphite and/or a transition metal complex.
  • the level of the catechol moiety in a laundry detergent product will be present at 0.001 to 50 wt %, most preferably 0.1 to 25 wt %, and even more preferably from 1 to 15 wt %.
  • the level of catechol moiety present in the wash liquor is between 0.001 to 5 g/L, most preferably between 0.01 to 3 g/L, and even more preferably from 0.1 to 1.0 g/L.
  • the level of transition metal salt is preferably 10 to 50 micromolar.
  • the transition metal salt is preferably Mn(II)- (HI)-(IV)-(V) or Fe(II)-(III)-(IV)-(V) for generation of the catechol complex in situ.
  • the transition metal of the complex of the catechol is preferably that of Mn(II)-(III)-(IV)-(V), Fe(II)-(III)-(IV)- (V), Cu(I)-(II), Mo(IV)-(V)-(VI), W(IV)-(V)-(VI), or V(III)- (IV)-(V).
  • the level of the transition metal-catechol complex is such that the in-use level is from 1 ⁇ M to 50 mM, with preferred in- use levels for domestic laundry operations falling in the range 1 ⁇ M to 100 ⁇ M. This is preferably provided by a preformed complex in the bleaching composition. Higher levels may be desired and applied in industrial bleaching processes, such as textile and paper pulp bleaching.
  • the levels of active in the bleaching composition are provided by a unit dose of the laundry bleaching composition in a designated aqueous volume as directed on the package of a commercial formulation. It is also preferred that the aqueous solution has an ionic strength from 0.001 to 0.5 which is conferred by use of a unit dose of the laundry bleaching composition. It is most preferred that a unit dose of the bleaching composition confers a pH to the aqueous wash environment of at least 7, most preferably 8 and even more preferably 9.5.
  • the bleaching composition comprises a second catalyst which is other than a catechol moiety such as exemplified in WO9965905; WO0012667; WO0012808; WO0029537, and, WO0060045.
  • the level of the second catalyst is in the same range as that for the catechol transition metal catalyst.
  • the second transition metal catalyst is preferably of the form:
  • each R is independently selected from: hydrogen, hydroxyl, -NH-CO-H, -NH-CO-Cl-C4-alkyl, -NH2, -NH-C1-C4- alkyl, and Cl-C4-alkyl;
  • Rl and R2 are independently selected from:
  • Cl to ClO-alkyl preferably Cl-C4-alkyl
  • R3 and R4 are independently selected from hydrogen, C1-C8 alkyl, Cl-C8-alkyl-O-Cl-C8-alkyl, Cl-C8-alkyl-O-C6-C10-aryl,
  • heterocycloalkyl selected from the group consisting of: pyrrolinyl; pyrrolidinyl; morpholinyl; piperidinyl; piperazinyl; hexamethylene imine; 1, 4-piperazinyl; tetrahydrothiophenyl; tetrahydrofuranyl; tetrahydropyranyl; and oxazolidinyl, wherein the heterocycloalkyl may be connected to the ligand via any atom in the ring of the selected heterocycloalkyl, a -Cl-C6-alkyl-heterocycloalkyl, wherein the heterocycloalkyl of the -Cl-C6-heterocycloalkyl is selected from the group consisting of: piperidinyl; piperidine; 1,4- piperazine, tetrahydr
  • Examples of most preferred groups containing the heteroatom are optionally substituted tertiary amine of the form -C2- C4-alkyl-NR7R8, in which R7 and R8 are independently selected from the group consisting of straight chain, branched or cyclo C1-C12 alkyl, benzyl, the -C2-C4-alkyl- of the -C2-C4-alkyl-NR7R8 may be substituted by 1 to 4 C1-C2- alkyl, or may form part of a C3 to C6 alkyl ring, and in which R7 and R8 may together form a saturated ring containing one or more other heteroatoms .
  • -C2-C4-alkyl-NR7R8 are -CH2CH2-NR7R8 , -CH2CMe2- NR7R8, -CMe2CH2-NR7R8, -CMeHCH2-NR7R8, -CMeHCMeH-NR7R8 , - CH2CMeH-NR7R8, -CH2CH2CH2-NR7R8, -CH2CH2CMe2-NR7R8, - CH2CMe2CH2-NR7R8, -CH2CH2-NEt2, -CH2CH2-N (i-Pr) 2,
  • the second transition metal is preferably of the complex of the general formula (Al) :
  • M represents a metal selected from Mn(II)-(III)-(IV)-
  • L represents a ligand as herein defined, or its protonated or deprotonated analogue
  • X represents a coordinating species selected from any mono, bi or tri charged anions and any neutral molecules able to coordinate the metal in a mono, bi or tridentate manner, preferably selected from O 2" , RBO 2 2" , RCOO ' , RCONR , OH “ , NO 3 " , NO, S 2" , RS “ , PO 4 3” , PO 3 OR 3” , H 2 O, CO 3 2” , HCO 3 " , ROH, N(R) 3 , ROO “ , O 2 2” , O 2 " , RCN, Cl “ , Br “ , OCN “ , SCN “ , CN “ , N 3 “ , F “ , I “ , RO “ , ClO 4 “ , and CF 3 SO 3 “ , and more preferably selected from O 2” , RBO 2 2" , RCOO “
  • Y represents any non-coordinated counter ion, preferably selected from ClO 4 " , BR 4 " , [MX 4 ] “ , [MX 4 ] 2" , PF 6 “ , RCOO “ , NO 3 “ , RO “ , N + (R) 4 , ROO “ , O 2 2” , O 2 “ , Cl “ , Br “ , F “ , I “ ,
  • Y in formula (Al) balance the charge z on the complex formed by the ligand L, metal M and coordinating species X.
  • Y may be an anion such as RCOO “ , BPh 4 “ , ClO 4 “ , BF 4 “ , PF 6 “ , RSO 3 “ , RSO 4 “ , SO 4 2” , NO 3 “ , F “ , Cl “ , Br “ , or I “ , with R being hydrogen, optionally substituted alkyl or optionally substituted aryl.
  • Y may be a common cation such as an alkali metal, alkaline earth metal or (alkyl) ammonium cation.
  • the alkali metal sulphite is present in the composition in the range of 0.001 to 50 wt %, most preferably 0.1 to 25 wt %, and even more preferably from 1 to 15 wt %.
  • the level of alkali metal sulphite present in the wash liquor is between 0.001 to 5 g/L, most preferably 0.01 to 3 g/L, and even more preferably from 0.1 to 1 g/L.
  • the alkali metal sulphite is preferably sodium sulphite .
  • the preferred medium for use of the bleaching composition is an aqueous medium. However, organic solvents may be used, for example, methanol or ethanol .
  • the bleaching composition in addition to the transition metal-catechol complex/catechol comprises the balance carriers and adjunct ingredients to 100 wt % of the composition.
  • compositions may be, for example, surfactants, builders, foam agents, anti-foam agents, solvents, fluorescers, bleaching agents, perfume and enzymes.
  • surfactants for example, surfactants, builders, foam agents, anti-foam agents, solvents, fluorescers, bleaching agents, perfume and enzymes.
  • the use and amounts of these components are such that the composition performs depending upon economics, environmental factors and use of the 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 to 50 wt %, based on the total detergent composition, of one or more surfactants.
  • This surfactant system may in turn comprise 0 to 95 wt % of one or more anionic surfactants and 5 to 100 wt % 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 wt%.
  • the composition comprises between 2 to 60 wt % of a surfactant, most preferably 10 to 30 wt %.
  • a surfactant most preferably 10 to 30 wt %.
  • the nonionic and anionic surfactants of the surfactant system may be chosen from the surfactants described "Surface Active Agents" Vol. 1, by Schwartz &
  • 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 Ce to 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 Cs to Ci ⁇ 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 Ce to Cie alcohols, produced for example from tallow or coconut oil, sodium and potassium alkyl C 9 to C 20 benzene sulphonates, particularly sodium linear secondary alkyl Cio to 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 Cu to Ci 5 alkyl benzene sulphonates and sodium C 12 to Cis 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 Ci 6 to Ci 8 primary alcohol sulphate together with a C12 to C1 5 primary alcohol 3 to 7 EO ethoxylate.
  • the nonionic detergent is preferably present in amounts greater than 10%, e.g. 25 to 90 wt % of the surfactant system.
  • Anionic surfactants can be present for example in amounts in the range from about 5% to about 40 wt % of the surfactant system.
  • the bleaching compositions of the present invention preferably comprise one or more enzymes, which provide cleaning performance, fabric care and/or sanitation benefits.
  • enzymes which provide cleaning performance, fabric care and/or sanitation benefits.
  • Lipex® is the preferred enzyme.
  • the laundry treatment composition preferably comprises a fluorescent agent (optical brightener) .
  • fluorescent agents are well known and many such fluorescent agents are available commercially. Usually, these fluorescent agents are supplied and used in the form of their alkali metal salts, for example, the sodium salts.
  • the total amount of the fluorescent agent or agents used in laundry treatment composition is generally from 0.005 to 2 wt %, more preferably 0.01 to 0.1 wt %.
  • Preferred classes of fluorescer are: Di-styryl biphenyl compounds, e.g. Tinopal (Trade Mark) CBS-X, Di-amine stilbene di-sulphonic acid compounds, e.g.
  • Preferred fluorescers are: sodium 2 (4-styryl-3-sulfophenyl) -2H- napthol [1,2-d] trazole, disodium 4 , 4 ' -bis ⁇ [ (4-anilino- ⁇ - (N methyl-N-2 hydroxyethyl) amino 1, 3, 5-triazin-2- yl) ] amino ⁇ stilbene-2-2 ' disulfonate, disodium 4 , 4 ' -bis ⁇ [ (4- anilino-6-morpholino-l, 3, 5-triazin-2-yl) ] amino ⁇ stilbene-2- 2' disulfonate, and disodium 4, 4 '-bis (2- sulfoslyryl) biphenyl .
  • the bleaching composition composition comprises a perfume.
  • the perfume is preferably in the range from 0.001 to 3 wt %, most preferably 0.1 to 1 wt %.
  • CTFA Cosmetic, Toiletry and Fragrance Association
  • MnOOl (H 2 bispictn) [Mn 2 111 (Cl 4 Cat) 4 (DMF) 2 ] is described by Pradyot Banerjee in Inorganic Chemistry 2004, 43(19), 5908-5918; this compound was provided by the Author.
  • Mn003 (Bu 4 N) 2 [Mn (Cl 4 Cat) 3 ] is described by Tippu S. Sheriff in Inorganica Chimica Acta 2004, 357, 2494-2502; this compound was provided by the Author.
  • Mn004 (Tiron® derivative): [Na] 5 [Mn (3, 5- (SO 3 ) 2 Cat) 2 ] .10 (H 2 O) (EtOH) ] is described by Tippu S. Sheriff in Inorganica Chimica Acta 2003, 348, 115-122; this compound was provided by the Author.
  • deltaE is defined as the difference between a white cloth and that of the stained cloth after being washed. Mathematically, the definition of deltaE is:
  • the wash was conducted in an aqueous carbonate buffer environment at pH 10 for 60 minutes.
  • a metal salt [Mn(II)Cl 2 ] and catecholate ligands were mixed in a wash experiment in the presence of reducing agents, the resulting systems were tested for bleaching activity against home-made tea (PG Tips) and red wine (Jacob's Creek) stains at pH 8.5.
  • the wash was conducted in an aqueous EPPS buffer at pH .5 for 30 minutes.
  • catechol formulation per se may be used in air or peroxyl mode, as demonstrated above, permits options for duel bleaching.
  • a peroxyl pretreatment of a stained garment followed by addition to an aqueous medium containing catechol which is substantially devoid of peroxyl species permits the stain to be subjected to two different types of bleaching.
  • a peroxyl species may be post dosed to an aqueous washing medium.

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

Abstract

La présente invention concerne une composition de blanchiment comprenant un complexe d'un métal de transition ayant un groupe pyrocatéchol.
EP06743028A 2005-06-11 2006-05-23 Composition de blanchiment Withdrawn EP1888731A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB0511874A GB0511874D0 (en) 2005-06-11 2005-06-11 Bleaching composition
PCT/EP2006/004889 WO2006133790A1 (fr) 2005-06-11 2006-05-23 Composition de blanchiment

Publications (1)

Publication Number Publication Date
EP1888731A1 true EP1888731A1 (fr) 2008-02-20

Family

ID=34855358

Family Applications (1)

Application Number Title Priority Date Filing Date
EP06743028A Withdrawn EP1888731A1 (fr) 2005-06-11 2006-05-23 Composition de blanchiment

Country Status (6)

Country Link
EP (1) EP1888731A1 (fr)
CN (1) CN101248167A (fr)
AR (1) AR054469A1 (fr)
BR (1) BRPI0611890A2 (fr)
GB (1) GB0511874D0 (fr)
WO (1) WO2006133790A1 (fr)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2009087515A1 (fr) 2008-01-07 2009-07-16 The Procter & Gamble Company Détergents de couleur acceptable
US9187616B2 (en) 2012-10-29 2015-11-17 Ashland Licensing And Intellectual Property Llc Resin compositions
DE102018217392A1 (de) * 2018-10-11 2020-04-16 Henkel Ag & Co. Kgaa Mehrkomponenten-Waschmittel mit Catechol-Metallkomplex
DE102018217393A1 (de) * 2018-10-11 2020-04-16 Henkel Ag & Co. Kgaa Waschmittelzusammensetzung mit Catechol-Metallkomplexverbindung

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3864286A (en) * 1972-11-06 1975-02-04 Chevron Res Detergent composition with disulfonated catechol as detergent builder
EP0050015A3 (fr) * 1980-10-14 1982-06-09 Yuken Industries Co. Ltd. Composition de nettoyage
US4728455A (en) * 1986-03-07 1988-03-01 Lever Brothers Company Detergent bleach compositions, bleaching agents and bleach activators
US6001794A (en) * 1996-06-14 1999-12-14 The Procter & Gamble Company Laundry pretreatment peroxygen bleach with radical scavenger giving improved fabric/color safety
TR200003705T2 (tr) * 1998-06-15 2001-06-21 Unilever N.V. Ağartıcı katalizörleri ve bunları içeren formülasyonlar.
WO2000060045A1 (fr) * 1999-04-01 2000-10-12 The Procter & Gamble Company Agents de blanchiment de metaux de transition
WO2002055640A1 (fr) * 2001-01-11 2002-07-18 Pro Power Technologies Limited Compositions de nettoyage de moteur a combustion interne
GB0313246D0 (en) * 2003-06-09 2003-07-16 Unilever Plc Bleaching composition

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO2006133790A1 *

Also Published As

Publication number Publication date
WO2006133790A1 (fr) 2006-12-21
CN101248167A (zh) 2008-08-20
GB0511874D0 (en) 2005-07-20
BRPI0611890A2 (pt) 2010-10-05
AR054469A1 (es) 2007-06-27

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