AU670851B2 - Stable liquid detergent compositions inhibiting dye transfer - Google Patents

Stable liquid detergent compositions inhibiting dye transfer

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Publication number
AU670851B2
AU670851B2 AU55904/94A AU5590494A AU670851B2 AU 670851 B2 AU670851 B2 AU 670851B2 AU 55904/94 A AU55904/94 A AU 55904/94A AU 5590494 A AU5590494 A AU 5590494A AU 670851 B2 AU670851 B2 AU 670851B2
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Australia
Prior art keywords
dye transfer
polyamine
brightener
oxide
group
Prior art date
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AU55904/94A
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AU5590494A (en
Inventor
Abdennaceur Fredj
Patrick Willy M. Goethals
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Procter and Gamble Co
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Procter and Gamble Co
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Publication of AU5590494A publication Critical patent/AU5590494A/en
Application granted granted Critical
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Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/04Carboxylic acids or salts thereof
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/40Dyes ; Pigments
    • C11D3/42Brightening agents ; Blueing agents
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D17/00Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0004Non aqueous liquid compositions comprising insoluble particles
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/0021Dye-stain or dye-transfer inhibiting compositions
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/37Polymers
    • C11D3/3792Amine oxide containing polymers
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38Cationic compounds
    • C11D1/52Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
    • C11D1/525Carboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain two or more hydroxy groups per alkyl group, e.g. R3 being a reducing sugar rest

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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)
  • Detergent Compositions (AREA)
  • Cosmetics (AREA)

Description

STABLE LIQUID DETERGENT COMPOSITIONS INHIBITING DYE TRANSFER
Technical Field
The present invention relates to stable liquid detergent compositions inhibiting dye transfer
Background of the Invention
Optical brighteners, also known as fluorescent whitening agents, are commonly used in laundry detergents. Brighteners deposit onto fabrics where they absorb ultraviolet radiant energy and reemit it as blue light.
This reduces or eliminates any yellowish cast to fabrics and gives them a bright appearance.
However, it has been found to be difficult to create and maintain the brightener dispersed in liquid detergent compositions containing polymers which exhibit dye transfer inhibiting properties. These polymers are used to complex or absorb the fugitive dyes washed out of dyed fabrics before they have the opportunity to become attached to other articles in the wash.
Such polymers that have been used within detergent compositions to inhibit dye transfer are disclosed in EP-A-0 102 923, DE-A-2 814 329, FR-A-2 144 721 and EP-265 257.
Copending EP Patent Application 92202168.8 describes dye transfer inhibiting compostions comprising polyamine N-oxides containing polymers.
Surprisingly, it has now been found that improved storage stability of liquid detergent compositions comprising polyamine N-oxide containing polymers and brightener can be achieved by adding non-aromatic anionic surfactants.
According to the present ' invention, a dye transfer inhibiting composition comprising a brightener is provided which has improved stability upon storage.
Summary of the Invention
The present invention relates to inhibiting dye transfer compositions comprising
(a) from 0.01% to 5% of a polyamine N-oxide containing polymer
(b) from 0.01% to 1% of a brightener
(c) from 5% to 30% of a non-aromatic anionic surfactant
Detailed description of the invention
The compositions of the present invention comprise as essential elements
(a) from 0.01% to 5% of a polyamine N-oxide polymer
(b) from 0.01% to 1% of a brightener
(c) from 5% to 30% of a non-aromatic anionic surfactant (a) Polyamine N-oxide containing polymers
The polyamine N-oxide polymers contain units having the following structure formula : P
A
wherein P is a polymerisable unit, whereto the N-O group can be attached to or wherein the N-O group forms part of the polymerisable unit or a combination of both.
0 O 1/ V A is NC, CO, C, -0-,-S-, -N- x is or 0 or 1;
R are aliphatic, ethoxylated aliphatics, aromatic, heterocyclic or alicyclic groups or any combination thereof whereto the nitrogen of the N-O group can be attached or wherein the nitrogen of the N-O group is part of these groups.
The N-O group can be represented by the following general structures :
0 0
1 I
(Rl)x -N- (R2)y =N- (Rl)x I (R3) z
wherein Rl, R2, R3 are aliphatic groups, aromatic, heterorocyclic or alicyclic groups or combinations thereof, x or/and y or/and z is 0 or 1 and wherein the nitrogen of the» N-O group can be attached or wherein the nitrogen of the N-O group forms part of these groups. The N-O group can be part of the polymerisable unit (P) or can be attached to the polymeric backbone or a combination of both.
Suitable polyamine N-oxides wherein the N-O group forms part of the polymerisable unit comprise polyamine N-oxides wherein R is selected from aliphatic, aromatic, alicyclic or heterocyclic groups.
One class of said polyamine N-oxides comprises the group of polyamine N-oxides wherein the nitrogen of the N-O group forms part of the R-group. Preferred polyamine N-oxides are those wherein R is a heterocyclic group such as pyrridine, pyrrole, imidazole, pyrrolidine, piperidine and derivatives thereof. Another class of said polyamine N-oxides comprises the group of polyamine N-oxides wherein the nitrogen of the N-O group is attached to the R-group.
Other suitable polyamine N-oxides are the polyamine oxides whereto the N-O group is attached to the polymerisable unit. Preferred class of these polyamine N-oxides are the polyamine N-oxides having the general formula (I) wherein R is an aromatic, heterocyclic or alicyclic groups wherein the nitrogen of the N-O functional group is part of said R group.
Examples of these classes are polyamine oxides wherein R is a heterocyclic compound such as pyrridine, pyrrole, imidazole and derivatives thereof.
Another preferred class of polyamine N-oxides are the polyamine oxides having the general formula (I) wherein R are aromatic, heterocyclic or alicyclic groups wherein the nitrogen of the N-O functional group is attached to said R groups.
Examples of these classes are polyamine oxides wherein R groups can be aromatic such as phenyl.
Any polymer backbone can be *used as long as the amine oxide polymer formed is water-soluble and has dye transfer inhibiting properties. Examples of suitable polymeric backbones are polyvinyls, polyalkylenes, polyesters, polyethers, polyamide, polyimides, polyacrylates and mixtures thereof.
The a ine N-oxide polymers of the present invention typically have a ratio of amine to the amine N-oxide of 10 : 1 to 1: 1000000. However the amount of amine oxide groups present in the polyamine oxide polymer can be varied by appropriate copolymerization or by appropriate degree of N- oxidation . Preferably, the ratio of amine to amine N-oxide is from 3:1 to 1:1000000. The polymers of the present invention actually encompass random or block copolymers where one monomer type is an amine N-oxide and the other monomer type is an N-oxide or not.
The amine oxide unit of the polyamine N-oxides has a pKa < 10, preferably pKa < 1 , more preferred PKa < 6. The polyamine oxides can be obtained in almost any degree of polymerisation. The degree of polymerisation is not critical provided the material has the desired water-solubility and dye-suspending power.
Typically, the average molecular weight is within the range of 500 to 1000,000 ; more preferred 1000 to 500,000 ; most preferred 5000 to 100,000.
The polyamine N-oxides of the present invention are typically present from 0.01 to 10% , more preferably from 0.05 to 1%, most preferred from 0.05 to 0.5 % by weight of the dye transfer inhibiting composition.
B) Brightener
Preferred brighteners according to the present invention are hydrophobic brighteners which have the general formula:
wherein R]_, R2 R3 and R represent, selected independently, anilino, cyclohexylamino, piperazino, phenylenediamino, toluenediamino, morpholino, aminophenol, N-2-hydroxyethyl-N- methyla ino, N-2-Bis-hydroxyethyl.
Suitable brightener species include any combination of the possible R3.-4 moieties. Examples of preferred brightener species are the tetra-anilino, tetra-piperazino, tetra- cyclohexylamino and combinations thereof such as for example the di-anilinodipiperazino; and the dianilino- dicyclohexylamino species.
Highly preferred for reasons of minimizing brightener staining are the tetraanilino derivatives, having the following formula : 4,4' -bis '(4-anilino-6-anilino-s-triazin- 2-yl) amino) -2, 2 - stilbe ne disulfonic acid sodium salt (A) . A preferred brightener system in the context of this invention contains at least 40% (by reference to the total amount of the detergent brightener) of the specific hydrophobic brightener referred to hereinbefore in combination with a conventional detergent brightener, e.g., a di-sulfonated dianilino, dimorpholino stilbene brightener.
Conventional detergent brighteners for use in combination with the hydrophobic species described hereinabove embrace common detergent brighteners inclusives of:
4,4 (2H-naphtho (1,2-d) triazol-2-yl) -2-stilbenesulfonic acid, sodium salt; (i)
4, 4^-bis ( (4-anilino-6 (N-2-hydroxyethyl-N-methylamino) -s- triazin-2-yl) amino) -2, 21-stilbenedisulfonic acid disodium salt; (ii)
4, 4^-bis ( (4-anilino-6-morpholino-s-triazine-2-yl) amino) - 2, 21-stilbenedisulfonic acid, sodium salt; (iii)
2, 2- (4, ^-biphenylene divinylene) -dibenzenesulfonic acid, disodium salt; (ivi)
4, 41-bis (4-phenyl-2H-l,2, 3-triazol-2-yl) disodium salt (vi) 4, 41-bis (4-anilino-6-morpholino-l,3, 5-triazin-2-yl)amino)-2- stilbene sulfonate sodium salt. (vii)
C) Non-aromatic anionic surfactants
Non-aromatic anionic surfactants suitable for the present invention are generally disclosed in US-A-3, 929, 678.
Classes of non-aromatic anionic surfactants include the classes are :
1. Ordinary alkali metal soaps such as the sodium, potassium, ammonium and alkylolammonium salts of higher fatty acids containing from 8 to 24 carbon atoms, preferably from 10 to 20 carbon atoms.
2. Water-soluble salts, preferably the alkali metal, ammonium and alkylolammonium salts, of organic sulfuric reaction products having in their molecular structure an alkyl group containing from 10 to 20 carbon atoms and a sulfonic acid or sulfuric acid ester group.
Examples of this group of anionic surfactants are the sodium and potassium alkylsulfates, especially those obtained by sulfating the higher alcohols (C8-C18 carbon atoms) such as those produced by reducing the glycerides of tallow or coconut oil; in straight chain or branched configuration.
Other anionic surfactants suitable for the present invention are the alkyl polyethoxylate sulfates, particulary those in which the alkyl group contains from 10 to 22, preferably from 12 to 18 carbon atoms, and wherein the polyethoxylate chain contains from 1 to 15 ethoxylate moieties.
Other anionic surfactants suitable for the present invention include sodium alkyl glyceryl ether sulfonates, especially those ethers of higher alcohols derived from tallow and coconut oil; sodium coconut oil fatty acid monoglyceride sulfonates and sulfates; sodium or potassium salts of alkyl ethylene oxide ether sulfates containing 1 to 10 units of ethylene oxide per molecule and wherein the alkyl group contains from 10 to 20 carbon atoms. Mixtures of anionic surfactants are particularly suitable herein, especially mixtures of sulphonate and sulphate surfactants in a weight ratio of from 5:1 to 1:2, preferably from 3:1 to 2:3, more preferably from 3:1 to 1:1. Preferred sulphonates include alpha-sulphonated methyl fatty acid esters in which the fatty acid is derived from a Ci2~c18 fa ty source preferably from a Cιg-C_g fatty source. In each instance the cation is an alkali metal, preferably sodium. Preferred sulphate surfactants are alkyl sulphates having from 12 to 18 carbon atoms in the alkyl radical, optionally in admixture with ethoxy sulphates having from 10 to 20, preferably 10 to 16 carbon atoms in the alkyl radical and an average degree of ethoxylation of 1 to 6. Examples of preferred alkyl sulphates herein are tallow alkyl sulphate, coconut alkyl sulphate, and c14-15 alkyl sulphates. The cation in each instance is again an alkali metal cation, preferably sodium.
Detergent ingredients
In another embodiment of the present invention, a liquid detergent composition is provided comprising the dye transfer inhibiting composition mixed with detergent ingredients. A wide range of surfactants can be used in the detergent composition of the present invention.
A typical listing of anionic, nonionic, ampholytic and zwitterionic classes, and species of these surfactants, is given in US Patent 3,664,961 issued to Norris on May 23, 1972.
One class of nonionic surfactants useful in the present invention are condensates of ethylene oxide with a hydrophobic moiety to provide a surfactant having an average hydrophilic- lipophilic balance (HLB) in the range from 8 to 17, preferably from 9.5 to 13.5, more preferably from 10 to 12.5. The hydrophobic (lipophilic) moiety may be aliphatic or aromatic in nature and the length of the polyoxyethylene group which is condensed with any particular hydrophobic group can be readily adjusted to yield a water-soluble compound having the desired degree of balance between hydrophilic and hydrophobic elements.
Especially preferred nonionic surfactants of this type are the C9-C15 primary alcohol ethoxylates containing 3-8 moles of ethylene oxide per mole of alcohol, particularly the C1 -C15 primary alcohols containing 6-8 moles of ethylene oxide per mole of alcohol and the C]_2"c14 primary alcohols containing 3- 5 moles of ethylene oxide per mole of alcohol.
Another class of nonionic surfactants comprises alkyl polyglucoside compounds of general formula
RO (CnH2n0) t
wherein Z is a moiety derived from glucose; R is a saturated hydrophobic alkyl group that contains from 12 to 18 carbon atoms; t is from 0 to 10 and n is 2 or 3; x is from 1.3 to 4, the compounds including less than 10% unreacted fatty alcohol and less than 50% short chain alkyl polyglucosides. Compounds of this type and their use in detergent are disclosed in EP-B 0 070 077, 0 075 996 and 0 094 118.
Also suitable as nonionic surfactants are poly hydroxy fatty acid amide surfactants of the formula
R2 - C - N - Z, II I 0 R1
wherein R-- is H, or R^ is C^- hydrocarbyl, 2-hydroxy ethyl, 2-hydroxy propyl or a mixture thereof, R2 is C5-.31 hydrocarbyl, and Z is a polyhydroxyhydrocarbyl having a linear hydrocarbyl chain with at least 3 hydroxyls directly connected to the chain, or an alkoxylated derivative thereof. Preferably, R1 is methyl, R2 is a straight Cι_ι__τ_5 alkyl or alkenyl chain such as coconut alkyl or mixtures thereof, and Z is derived from a reducing sugar such as glucose, fructose, maltose, lactose, in a reductive amination reaction.
The compositions according to the present invention may further comprise a builder system. Any conventional builder system is suitable for use herein including aluminosilicate materials, silicates, polycarboxylates and fatty acids, materials such as ethylenediamine tetraacetate, metal ion sequestrants such as aminopolyphosphonates, particularly ethylenediamine tetramethylene phosphonic acid and diethylene triamine pentamethylenephosphonic acid. Though less preferred for obvious environmental reasons, phosphate builders can also be used herein.
Suitable builders can be an inorganic ion exchange material, commonly an inorganic hydrated aluminosilicate material, more particularly a hydrated synthetic zeolite such as hydrated zeolite A, X, B or HS.
Another suitable inorganic builder material is layered silicate, e.g. SKS-6 (Hoechst) . SKS-6 is a crystalline layered silicate consisting of sodium silicate (Na2Si2θ5) . Suitable polycarboxylates builders for use herein include citric acid, preferably in the form of a water-soluble salt, derivatives of succinic acid of the formula R- CH(COOH)CH2 (COOH) wherein R is C10-20 alkyl or alkenyl, preferably C12-16, or wherein R can be substituted with hydroxyl, sulfo sulfoxyl or sulfone substituents. Specific examples include lauryl succinate , myristyl succinate, palmityl succinate2-dodecenylsuccinate, 2-tetradecenyl succinate. Succinate builders are preferably used in the form of their water-soluble salts, including sodium, potassium, ammonium and alkanolammonium salts.
Other suitable polycarboxylates are oxodisuccinates and mixtures of tartrate monosuccinic and tartrate disuccinic acid such as described in US 4,663,071.
Especially for the liquid execution herein, suitable 'fatty acid builders for use herein are saturated or unsaturated C10- 18 fatty acids, as well as the corresponding soaps. Preferred saturated species have from 12 to 16 carbon atoms in the alkyl chain. The preferred unsaturated fatty acid is oleic acid. Another preferred builder system for liquid compositions is based on dodecenyl succinic acid.
Other suitable water-soluble organic salts are the homo- or co-polymeric acids or their salts, in which the polycarboxylic acid comprises at least two carboxyl radicals separated from each other by not more than two carbon atoms.
Polymers of this type are disclosed in GB-A-1, 596, 756. Examples of such salts are polyacrylates of MW 2000-5000 and their copolymers with aleic anhydride, such copolymers having a molecular weight of from 20,000 to 70,000, especially about 40,000.
Detergency builder salts are normally included in amounts of from 10% to 80% by weight of the composition preferably from 20% to 70% and most usually from 30% to 60% by weight.
Other components used in detergent compositions may be employed, such as enzymes and stabilizers or activators therefore, soil-suspending agents soil-release agents, optical brighteners, abrasives, bactericides, tarnish inhibitors, coloring agents, and perfumes. Especially preferred are combinations with enzyme technologies which also provide a type of color care benefit. Examples are cellulase for color maintenance/ rejuvenation. Other examples are the polymers disclosed in EP 92870017.8 filed January 31,1992 and enzyme oxidation scavengers disclosed in EP 92870018.6 filed January 31, 1992.
Also particulary suitable are amine base catlyst stabilizers disclosed in EP 92870019.4 filed January 31, 1992.
These components, particularly the enzymes, optical brighteners, coloring agents, and perfumes, should preferably be chosen such that they are compatible with the bleach component of the composition.
The liquid compositions according to the present invention can also be in "concentrated form"; in such case, the liquid detergent compositions according to the present invention will contain a lower amount of water, compared to conventional liquid detergents.
The following examples are meant to exemplify compositions of the present inventions, but are not necessarily meant to limit the scope of the invention.
Test procedure
To assess the stabilizing effect of the non-aromatic anionic surfactants , the stability of the brightener and polyamine N- oxide containing polymer incorporated in liquid detergent compositions were compared in the absence and presence of non- aromatic anionic surfactants. More in particular, the stability of polyamine N-oxide polymer/brightener was determined in the absence of ethoxylated surfactant and in the presence of ethoxylated surfactant.
Similar measurements were made for samples wherein the polyamine N-oxide was replaced by another dye transfer inhibiting polymer known in the art e.g polyvinylpyrrolidόne. The stability was determined by visual inspection of the samples after one month of storage at room temperature/at 35°C/50°C and at 4°C.
The following liquid detergent compositions were made :
I II III IV
c12"c15 Alkyl sulfate c12-c15 Alkyl ethoxylated sulfate c12~c14 N-methyl glucamide c12~c14 fatty alcohol ethoxylate c12~c16 Fatty acid
Brightener FWA-36
Polyvinyl pyrrolidone
Poly(4-vinylpyridine) -N-oxide citric acid anhydrous
Diethylene triamine penta methylene phosphonic acid
Monoethanolamine
Propanediol
Ethanol
Enzymes
Terephtalate-based polymer
Boric acid
2-butyl-0ctanol
DC 3421 R (1)
FF 400 R (2)
Water & Minors
(1) DC 3421 is a silicone oil commercially available from Dow Corning. (2) is a silicone glycol emulsifier available from Dow Corning.
Liquid detergent compositions according to the present invention, containing the brightener/polyamine N-oxide/non- aromatic anionic surfactant system have a translucent appearance.
In the abscence of non-aromatic anionic surfactants, the brightener starts to bind with the polyamine N-oxide containing polymer resulting in a complex, which in turn flocculates and changes the visual appearance of the bulk solution from translucent to transparent. In the presence of non-aromatic anionic surfactant the brightener remains homogeneously dispersed in the liquid, resulting in a translucent liquid even after long periods of storage. Liquid detergent compositions containing the brightener/polyvinylpyrrolidone/non-aromatic anionic surfactant system have a transparent appearance both in the presence or abscense of non-aromatic anionic surfactant.

Claims (6)

1. A liquid dye transfer inhibiting composition comprising
(a) from 0.01% to 5% of a polyamine N-oxide containing polymer
(b) from 0.01% to 1% of a brightener
(c) from 5% to 30% of a non-aromatic anionic surfactant
2. A dye transfer inhibiting composition according to claim 1 wherein the brightener is a hydrophobic brightener.
3. A dye transfer inhibiting composition according to claim 1-2 wherein the non-aromatic anionic surfactant is an ethoxylated surfactant.
4. A dye transfer inhibiting composition according to claim 1- 3 wherein the polyamine N-oxide is polyvinylpyridine N-oxide.
5. A dye transfer inhibiting composition according to claims 1-4 which is a detergent additive, in the form of a liquid.
6. A detergent composition which comprises a dye transfer inhibiting composition according to claims 1-5 further comprising surfactants, builders, enzymes and other conventional detergent ingredients.
AU55904/94A 1992-11-06 1993-11-03 Stable liquid detergent compositions inhibiting dye transfer Ceased AU670851B2 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP92870182A EP0596185A1 (en) 1992-11-06 1992-11-06 Stable liquid detergent compositions inhibiting dye transfer
BEEP92870182 1992-11-06
PCT/US1993/010542 WO1994011473A1 (en) 1992-11-06 1993-11-03 Stable liquid detergent compositions inhibiting dye transfer

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AU5590494A AU5590494A (en) 1994-06-08
AU670851B2 true AU670851B2 (en) 1996-08-01

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JP (1) JPH08503246A (en)
KR (1) KR950704458A (en)
CN (1) CN1041840C (en)
AU (1) AU670851B2 (en)
CA (1) CA2148808C (en)
CZ (1) CZ116595A3 (en)
HU (1) HUT71963A (en)
MX (1) MX9306971A (en)
PL (1) PL175677B1 (en)
WO (1) WO1994011473A1 (en)

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EP0186386B1 (en) * 1984-12-28 1992-03-04 The Procter & Gamble Company Liquid hypochlorite bleach containing optical brightener solubilized by amine oxide
EP0314630A3 (en) * 1987-10-30 1989-10-25 Sandoz Ag Detergent compositions
EP0350449A3 (en) * 1988-07-08 1990-10-24 Ciba-Geigy Ag Liquid detergent containing optical brighteners

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PL175677B1 (en) 1999-01-29
EP0596185A1 (en) 1994-05-11
KR950704458A (en) 1995-11-20
CN1088610A (en) 1994-06-29
WO1994011473A1 (en) 1994-05-26
CA2148808A1 (en) 1994-05-26
JPH08503246A (en) 1996-04-09
PL308760A1 (en) 1995-08-21
AU5590494A (en) 1994-06-08
CN1041840C (en) 1999-01-27
HU9501296D0 (en) 1995-06-28
HUT71963A (en) 1996-02-28
CA2148808C (en) 1999-05-18
CZ116595A3 (en) 1995-12-13
MX9306971A (en) 1995-01-31

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