WO1997004068A1 - Fabric softeners containing water soluble dyes for reduced staining - Google Patents

Fabric softeners containing water soluble dyes for reduced staining Download PDF

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Publication number
WO1997004068A1
WO1997004068A1 PCT/US1996/010843 US9610843W WO9704068A1 WO 1997004068 A1 WO1997004068 A1 WO 1997004068A1 US 9610843 W US9610843 W US 9610843W WO 9704068 A1 WO9704068 A1 WO 9704068A1
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WO
WIPO (PCT)
Prior art keywords
color index
blue
parts
fabric softener
dye
Prior art date
Application number
PCT/US1996/010843
Other languages
English (en)
French (fr)
Inventor
Jacquy De Pauw
Karel Engels
Dominique Lecluyse
Didier Perot
Original Assignee
The Procter & Gamble Company
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 The Procter & Gamble Company filed Critical The Procter & Gamble Company
Priority to JP9506679A priority Critical patent/JPH11509588A/ja
Priority to BR9609708A priority patent/BR9609708A/pt
Priority to MX9800572A priority patent/MX9800572A/es
Publication of WO1997004068A1 publication Critical patent/WO1997004068A1/en

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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
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/40Dyes ; Pigments
    • 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
    • C11D3/001Softening compositions
    • C11D3/0015Softening compositions liquid

Definitions

  • the present invention relates to the selection of certain water soluble dyes to be incorporated into liquid fabric softener compositions to reduce staining of fabrics.
  • Fabric softening compositions have long been known in the art and are widely utilized by consumers during the rinse cycles of automatic laundry operations.
  • fabric softening refers to a process whereby a desirably soft hand and fluffy appearance are imparted to fabrics.
  • Dyes are often used in consumer products to provide pleasing aesthetics.
  • fabric care products one wants to be able to provide the desired color aesthetics with as little dye as possible to minimize chances for staining clothes.
  • WO 94/10285 fabric softening compositions comprising a dye system with water soluble Liquitint R dyes.
  • Liquitint R dyes available from Milliken Chemical Co., also reduce staining as disclosed in said WO 94/10285, however a disadvantage of Liquitint R dyes is its color strength. It appears that the color strength of Liquitint R is very low and thus in order to obtain a satisfactory level of colorant in a finished fabric softener product, one need to add high amounts of said Liquitint R dye.
  • Said water soluble dyes when applied in fabric softening compositions also give less hueing than with conventional dyes.
  • Vitasyn R dyes are known as colorants in food, however nowhere is disclosed that Vitasyn R dyes can be used in liquid fabric softener compositions leading to a reduced staining potential. In addition, it appears that the presence of Vitasyn R dyes in the fabric softener compositions surprisingly also leads to less hueing on fabrics.
  • the present invention relates to fabric softener compositions especially liquid fabric softener compositions, comprising a water soluble dye system.
  • This dye system comprises dyes selected from the group consisting of :
  • compositions Most preferred in a composition are the combinations of Vitasyn R dyes Patent Blue V85 and Ponceau or Patent Blue AE85 and Ponceau.
  • Said dyes are to be mixed at a certain level and ratio viz. the dyes are present from O.lppm to 1000 ppm, preferably from lppm to lOOppm while the ratio of the present dyes ranges from 19:1 to 1:19.
  • the present invention is concerned with fabric softener compositions comprising
  • the dye system consists of a) 4 parts Patent Blue V85/V50 with color index no. 42051 and 1 part Ponceau 4RC82 with color index no. 16255 or b) 4 parts Blue AE85 with color index no. 42090 and 1 part Ponceau 4RC82 with color index no. 16255.
  • Patent Blue V85/V50 with color index no. 42051 and 3 parts Tartrazine XX90 with color index no. 19140 or b)2 parts Patent Blue V85/V50 with color index no. 42051 and 3 parts Quinoline Yellow 70 with color index no.
  • the dyes according to the invention can also be mixed with other commercially available conventional dyes which are for instance Acid Red 52 with color index no. 45100, Acid Yellow 3 with color index no. 47005, Acid Blue 127 with color index no. 61135, Acid Blue 5 with color index no. 42051, Acid Blue 80 with color index no. 61585 and mixtures thereof.
  • the pH of the composition is less than about 6, preferably less than about 4 and more preferably from 1.8 to 3.5.
  • 2 parts Patent Blue V85/V50 can be mixed with 3 parts Acid Red 52 or 2 parts Blue AE85 can be mixed with 3 parts Acid Red 52.
  • the Vitasyn R dyes are highly water-soluble. So a high color intensity is possible because of the high color strength of the Vitasyn R dyes itself. Consequently only small amounts of the respective Vitasyn R dye is needed to obtain the desired color in the finished fabric softening product.
  • the dyes are water soluble and non-reactive and are therefore compatible with fragrances and preservatives and tend not to complex with other usual ingredients of the composition.
  • the dyes are stable in a wide pH range, especially at a lower pH in the range of 1.8 to 3.5 which is important in especially biodegradable softener compositions.
  • the dyes can be added to the composition at any point during the processing including into the water seat, after the addition of electrolyte (hot) or post-addition to the cooled product or mixed with any other raw material prior to the addition into the final mix.
  • Fabric conditioning compositions in particular fabric softening compositions to be used in the rinse cycle of laundry washing processes, are well known.
  • the fabric softening materials may be selected from cationic, nonionic, amphoteric or anionic fabric softening material.
  • compositions of the present invention preferably comprise from 1 to 80% by weight of fabric softening active, more preferably from 2 to 70% by weight, most preferably from 5 to 50% by weight of the composition.
  • compositions typically contain a water-insoluble quaternary-ammonium fabric softening active, the most commonly used having been di-long alkyl chain ammonium chloride.
  • the quaternary ammonium compounds and amine precursors herein have the formula (I) or (II), below :
  • Q is -0-C- or -C-O- or -O-C-O- or -NR 4 -C- or -C- NR 4 -;
  • R 1 is (CH 2 ) n -Q-T 2 or T 3 ;
  • R 2 is (CH 2 ) m -Q-T 4 or T 5 or R 3 ;
  • R 3 is C-L-C alkyl or C1-C4 hydroxyalkyl or H;
  • R 4 is H or C1-C alkyl or C1-C4 hydroxyalkyl
  • T 1 , T 2 , T 3 , T 4 , T 5 are (the same or different) CH-C22 alkyl or alkenyl; n and m are integers from 1 to 4; and
  • X ⁇ is a softener-compatible anion.
  • the alkyl, or alkenyl, chain T 1 , T 2 , T 3 , T 4 , T 5 must contain at least 11 carbon atoms, preferably at least 16 carbon atoms.
  • the chain may be straight or branched.
  • Tallow is a convenient and inexpensive source of long chain alkyl and alkenyl material.
  • the compounds wherein T 1 , T 2 , T 3 , T 4 , T 5 represents the mixture of long chain materials typical for tallow are particularly preferred.
  • quaternary ammonium compounds suitable for use in the aqueous fabric softening compositions herein include :
  • compounds 1-7 are examples of compounds of Formula (I); compound 8 is a compound of Formula (II) .
  • N,N-di (tallowoyl-oxy-ethyl) - N,N-dimethyl ammonium chloride where the tallow chains are at least partially unsaturated.
  • the level of unsaturation of the tallow chain can be measured by the Iodine Value (IV) of the corresponding fatty acid, which in the present case should preferably be in the range of from 5 to 100 with two categories of compounds being distinguished, having a IV below or . above 25.
  • IV Iodine Value
  • the anion is merely present as a counterion of the positively charged quaternary ammonium compounds.
  • the nature of the counterion is not critical at all to the practice of the present invention. The scope of this invention is not considered limited to any particular anion.
  • amine precursors thereof is meant the secondary or tertiary amines corresponding to the above quaternary ammonium compounds, said amines being substantially protonated in the present compositions due to the claimed pH values.
  • the quaternary ammonium or amine precursors compounds herein are present at levels of from about 1% to about 80% of compositions herein, depending on the composition execution which can be dilute with a preferred level of active from about 5% to about 15%, or concentrated, with a preferred level of active from about 15% to about 50%, most preferably about 15% to about 35%.
  • Optional ingredients are present at levels of from about 1% to about 80% of compositions herein, depending on the composition execution which can be dilute with a preferred level of active from about 5% to about 15%, or concentrated, with a preferred level of active from about 15% to about 50%, most preferably about 15% to about 35%.
  • Optional ingredients are present at levels of from about 1% to about 80% of compositions herein, depending on the composition execution which can be dilute with a preferred level of active from about 5% to about 15%, or concentrated, with a preferred level of active from about 15% to about 50%, most preferably about 15% to about 35%.
  • Fully formulated fabric softening compositions can contain polymers having a partial or net cationic charge.
  • Such polymers can be used at levels of from 0.001% to 10%, preferably 0.01% to 2% by weight of the compositions.
  • Such polymers having a partial cationic charge can be polyamine N-oxide containing polymers which contain units having the following structure formula (A) :
  • II II II A is -NC-, -CO-, -C-, -0-, -S-, -N- ; x is 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- ⁇ 0 group is part of these groups.
  • the N->0 group can be represented by the following general structures :
  • R 1 , R 2 , and R 3 are aliphatic groups, aromatic, heterocyclic or alicyclic groups or combinations thereof, x or/and y or/and z is 0 or 1 and wherein the nitrogen of the N->0 group can be attached or wherein the nitrogen of the N - ⁇ 0 group forms part of these groups.
  • the N->0 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.
  • polyamine N-oxides comprises the group of polyamine N-oxides wherein the nitrogen of the N->0 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, quinoline, acridine and derivatives thereof.
  • Another class of said polyamine N-oxides comprises the group of polyamine N-oxides wherein the nitrogen of the N- ⁇ 0 group is attached to the R-group.
  • polyamine N-oxides are the polyamine oxides whereto the N->0 group is attached to the polymerisable unit.
  • Preferred class of these polyamine N-oxides are the polyamine N-oxides having the general formula (A) wherein R is an aromatic, heterocyclic or alicyclic groups wherein the nitrogen of the N- 0 functional group is part of said R group.
  • polyamine N-oxides are the polyamine oxides having the general formula (A) wherein R are aromatic, heterocyclic or alicyclic groups wherein the nitrogen of the N- ⁇ O functional group is attached to said R groups.
  • 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.
  • suitable polymeric backbones are polyvinyls, polyalkylenes, polyesters, polyethers, polyamide, polyimides, polyacrylates and mixtures thereof.
  • the amine N-oxide polymers useful herein typically have a ratio of amine to the amine N-oxide of about 10:1 to about 1:1000000.
  • the amount of amine oxide groups present in the polyamine N-oxide containing polymer can be varied by appropriate copolymerization or by appropriate degree of N-oxidation.
  • the ratio of amine to amine N- oxide is from about 2:3 to about 1:1000000. More preferably from about 1:4 to about 1:1000000, most preferably from about 1:7 to about 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 either an amine N-oxide or not.
  • the amine oxide unit of the polyamine N-oxides has a PKa ⁇ 10, preferably PKa ⁇ 7, more preferred PKa ⁇ 6.
  • the polyamine N-oxide containing polymer 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.
  • the average molecular weight of the polyamine N-oxide containing polymer is within the range of about 500 to about 1000,000; preferably from about 1,000 to about 50,000, more preferably from about 2,000 to about 30,000, most preferably from about 3,000 to about 20,000.
  • Such polymers having a net cationic charge include polyvinylpyrrolidone (PVP) as well as copolymers of N- vinylimidazole N-vinyl pyrrolidone, having an average molecular weight range in the range about 5,000 to about 100, 000,preferably about 5,000 to about 50,000; said copolymers having a molar ratio of N-vinylimidazole to N- vinylpyrrolidone from about 1 to about 0.2, preferably from about 0.8 to about 0.3.
  • Other optional ingredients include :
  • Addi tional softening agents which are nonionic fabric softener materials.
  • nonionic fabric softener materials have a HLB of from about 2 to about 9, more typically from about 3 to about 7.
  • Such nonionic fabric softener materials tend to be readily dispersed either by themselves, or when combined with other materials such as single-long-chain alkyl cationic surfactant described in detail hereinafter. Dispersibility can be improved by using more single-long-chain alkyl cationic surfactant, mixture with other materials as set forth hereinafter, use of hotter water, and/or more agitation.
  • the materials selected should be relatively crystalline, higher melting, (e.g. >40°C) and relatively water-insoluble.
  • the level of optional nonionic softener in the compositions herein is typically from about 0.1% to about 10%, preferably from about 1% to about 5%.
  • Preferred nonionic softeners are fatty acid partial esters of polyhydric alcohols, or anhydrides thereof, wherein the alcohol, or anhydride, contains from 2 to 18, preferably from 2 to 8, carbon atoms, and each fatty acid moiety contains from 12 to 30, preferably from 16 to 20, carbon atoms.
  • such softeners contain from one to 3, preferably 2 fatty acid groups per molecule.
  • the polyhydric alcohol portion of the ester can be ethylene glycol, glycerol, poly (e.g., di-, tri-, tetra, penta-, and/or hexa-) glycerol, xylitol, sucrose, erythritol, pentaerythritol, sorbitol or sorbitan. Sorbitan esters and polyglycerol monostearate are particularly preferred.
  • the fatty acid portion of the ester is normally derived from fatty acids having from 12 to 30, preferably from 16 to 20, carbon atoms, typical examples of said fatty acids being lauric acid, myristic acid, palmitic acid, stearic acid and behenic acid.
  • Highly preferred optional nonionic softening agents for use in the present invention are the sorbitan esters, which are esterified dehydration products of sorbitol, and the glycerol esters.
  • sorbitan monostearate is a suitable material. Mixtures of sorbitan stearate and sorbitan palmitate having stearate/palmitate weigt ratios varying between about 10:1 and about 1:10, and 1,5-sorbitan esters are also useful.
  • Glycerol and polyglycerol esters especially glycerol, diglycerol, triglycerol, and polyglycerol mono- and/or di ⁇ esters, preferably mono-, are preferred herein (e.g. polyglycerol monostearate with a trade name of Radiasurf 7248) .
  • Useful glycerol and polyglycerol esters include mono ⁇ esters with stearic, oleic, palmitic, lauric, isostearic, myristic, and/or behenic acids and the diesters of stearic. oleic, palmitic, lauric, isostearic, behenic, and/or myristic acids. It is understood that the typical mono ⁇ ester contains some di- and tri-ester, etc.
  • the "glycerol esters” also include the polyglycerol, e.g., diglycerol through octaglycerol esters.
  • the polyglycerol polyols are formed by condensing glycerin or epichlorohydrin together to link the glycerol moieties via ether linkages.
  • the mono- and/or diesters of the polyglycerol polyols are preferred, the fatty acyl groups typically being those described hereinbefore for the sorbitan and glycerol esters.
  • compositions of the unsaturated material of Formula (I) and (II) above can be prepared that are stable without the addition of concentration aids
  • the concentrated compositions of the present invention may require organic and/or inorganic concentration aids to go to even higher concentrations and/or to meet higher stability standards depending on the other ingredients.
  • Surfactant concentration aids are typically selected from the group consisting of single long chain alkyl cationic surfactants; nonionic surfactants; amine oxides; fatty acids; or mixtures thereof, typically used at a level of from 0 to about 15% of the composition.
  • Such mono-long-chain-alkyl cationic surfactants useful in the present invention are, preferably, quaternary ammonium salts of the general formula :
  • R 2 group is Cio ⁇ c 22 hydrocarbon group, preferably Ci2" c 18 alkyl group of the corresponding ester linkage interrupted group with a short alkylene (C1-C4) group between the ester linkage and the N, and having a similar hydrocarbon group, e.g., a fatty acid ester of choline, preferably Ci2 ⁇ c 1 (coco) choline ester and/or C ⁇ g-C ⁇ g tallow choline ester at from about 0.1% to about 20% by weight of the softener active.
  • a fatty acid ester of choline preferably Ci2 ⁇ c 1 (coco) choline ester and/or C ⁇ g-C ⁇ g tallow choline ester at from about 0.1% to about 20% by weight of the softener active.
  • Each R is a C1-C4 alkyl or substituted (e.g., hydroxy) alkyl, or hydrogen, preferably methyl, and the counterion X ⁇ is a softener compatible anion, for example, chloride, bromide, methyl sulfate, etc.
  • cationic materials with ring structures such as alkyl imidazoline, imidazolinium, pyridine, and pyridinium salts having a single C ⁇ 2 ⁇ C30 alkyl chain can also be used. Very low pH is required to stabilize, e.g., imidazoline ring structures.
  • alkyl imidazolinium salts and their imidazoline precursors useful in the present invention have the general formula :
  • Y 2 is -C(0)-0-, -0-(0)C-, -C(0)-N(R 5 )-, or -N(R 5 )-C(0)- in which R ⁇ is hydrogen or a C1-C4 alkyl radical; R ⁇ is a C -C4 alkyl radical or H (for imidazoline precursors) ; R ⁇ and R ⁇ are each independently selected from R and R 2 as defined hereinbefore for the single-long-chain cationic surfactant with only one being R 2 .
  • alkyl pyridinium salts useful in the present invention have the general formula :
  • R 2 and X- are as defined above.
  • a typical material of this type is cetyl pyridinium chloride.
  • Nonionic Surfactant (Alkoxylated Materials) Suitable nonionic surfactants for use herein include addition products of ethylene oxide and, optionally, propylene oxide, with fatty alcohols, fatty acids, fatty amines, etc.
  • Suitable compounds are substantially water-soluble surfactants of the general formula :
  • R 2 is selected from the group consisting of primary, secondary and branched chain alkyl and/or acyl hydrocarbyl groups; primary, secondary and branched chain alkenyl hydrocarbyl groups; and primary, secondary and branched chain alkyl- and alkenyl-substituted phenolic hydrocarbyl groups; said hydrocarbyl groups having a hydrocarbyl chain length of from 8 to 20, preferably from 10 to 18 carbon atoms.
  • Y is typically -0-, -C(0)0-, -C(0)N(R)-, or - C(0)N(R)R-, in which R 2 and R, when present, have the meanings given hereinbefore, and/or R can be hydrogen, and z is at least 8, preferably at least 10-11.
  • nonionic surfactants herein are characterized by an HLB (hydrophilic-lipophilic balance) of from 7 to 20, preferably from 8 to 15.
  • HLB hydrophilic-lipophilic balance
  • nonionic surfactants examples include buthionic surfactants
  • Alkyl Phenol Alkoxylates such as p-tridecylphenol EO(ll) and p-pentadecylphenol EO(18), as well as
  • Suitable amine oxides include those with one alkyl or hydroxyalkyl moiety of 8 to 28 carbon atoms, preferably from 8 to 16 carbon atoms, and two alkyl moieties selected from the group consisting of alkyl groups and hydroxyalkyl groups with 1 to 3 carbon atoms.
  • Examples include di ethyloctylamine oxide, diethyldecylamine oxide, bis- (2-hydroxyethyl)dodecylamine oxide, dimethyldodecyl-amine oxide, dipropyltetradecylamine oxide, methylethylhexadecylamine oxide, dimethyl-2- hydroxyoctadecylamine oxide, and coconut fatty alkyl dimethylamine oxide.
  • Suitable fatty acids include those containing from 12 to 25, preferably from 16 to 20 total carbon atoms, with the fatty moiety containing from 10 to 22, preferably from 10 to 14 (mid cut), carbon atoms.
  • the shorter moiety contains from 1 to 4, preferably from 1 to 2 carbon atoms.
  • Inorganic viscosity control agents which can also act like or augment the effect of the surfactant concentration aids, include water-soluble, ionizable salts which can also optionally be incorporated into the compositions of the present invention.
  • ionizable salts can be used. Examples of suitable salts are the halides of the Group IA and IIA metals of the Periodic Table of the Elements, e.g., calcium chloride, magnesium chloride, sodium chloride, potassium bromide, and lithium chloride.
  • the ionizable salts are particularly useful during the process of mixing the ingredients to make the compositions herein, and later to obtiain the desired viscosity.
  • the amount of ionizable salts used depends on the amount of active ingredients used in the compositions and can be adjusted according to the desires of the formulator. Typical levels of salts used to control the composition viscosity are from about 20 to about 20,000 parts per million (ppm), preferably from about 20 to about 11,000 ppm, by weight of the composition.
  • Alkylene polyammonium salts can be incorporated into the composition to give viscosity control in addition to or in place of the water-soluble, ionizable salts above.
  • these agents can act as scavengers, forming ion pairs with anionic detergent carried over from the main wash, in the rinse, and on the fabrics, and may improve softness performance. These agents may stabilize the viscosity over a broader range of temperature, especially at low temperatures, compared to the inorganic electrolytes.
  • alkylene polyammonium salts include 1-lysine monohydrochloride and 1,5-diammonium 2-methyl pentane dihydrochloride.
  • the liquid carrier employed in the instant compositions is preferably at least primarily water due to its low cost relative availability, safety, and environmental compatibility.
  • the level of water in the liquid carrier is preferably at least about 50%, most preferably at least about 60%, by weight of the carrier.
  • Mixtures of water and low molecular weight, e.g., ⁇ about 200, organic solvent, e.g., lower alcohol such as ethanol, propanol, isopropanol or butanol are useful as the carrier liquid.
  • Low molecular weight alcohols include monohydric, dihydric (glycol, etc.) trihydric (glycerol, etc.), and higher polyhydric (polyols) alcohols.
  • antioxidants such as well known antioxidants and reductive agents.
  • Soil Release Polymers such as well known antioxidants and reductive agents.
  • Soil Release Polymers thickeners, emulsifiers, bacteriocides, colorants, perfumes, preservatives, optical brighteners.
  • anti ionisation agents such as antifoam agents, enzymes and the like.
  • liquid fabric softening compositions with the respective Vitasyn R dyes were prepared and tested for stain removal and hueing.
  • the fabric softening product contains either commercial available current used dyes or Vitasyn R dyes according to the invention.
  • Vitasyn blue dye delivers a significant improvement in terms of staining. Stains with Vitasyn Blue are fully removed at 40°C or at 60°C wash, as opposed to the current (reference) blue dye.
  • White swatches were cumulative washed (1-20 cycles) with detergent composition and fabric softener composition accordingly with eiter reference Blue dye or Vitasyn Blue dye.
  • Vitasyn blue dye has a directionally better hueing profile than current reference blue dye (the higher the number, the less hueing) .

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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)
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  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
PCT/US1996/010843 1995-07-20 1996-06-25 Fabric softeners containing water soluble dyes for reduced staining WO1997004068A1 (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
JP9506679A JPH11509588A (ja) 1995-07-20 1996-06-25 低汚染の水溶性色素を含有する布帛柔軟剤
BR9609708A BR9609708A (pt) 1995-07-20 1996-06-25 Amaciante de tecidos contendo corantes solúveis em água para manchamento reduzido
MX9800572A MX9800572A (es) 1995-07-20 1996-06-25 Suavizantes de telas que contienen colorantes solubles en agua para manchado reducido.

Applications Claiming Priority (2)

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EP95202003.0 1995-07-20
EP95202003A EP0754749A1 (en) 1995-07-20 1995-07-20 Fabric softeners containing water soluble dyes for reduced staining

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WO1997004068A1 true WO1997004068A1 (en) 1997-02-06

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JP (1) JPH11509588A (pt)
CN (1) CN1196751A (pt)
AR (1) AR002873A1 (pt)
BR (1) BR9609708A (pt)
CA (1) CA2227341A1 (pt)
MX (1) MX9800572A (pt)
WO (1) WO1997004068A1 (pt)

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US8933131B2 (en) 2010-01-12 2015-01-13 The Procter & Gamble Company Intermediates and surfactants useful in household cleaning and personal care compositions, and methods of making the same
BR112013019684A2 (pt) 2011-02-17 2016-10-18 Procter & Gamble alquil-fenil-sulfonatos lineares biobaseados
CN103380204B (zh) 2011-02-17 2016-02-03 宝洁公司 包含c10-c13烷基苯基磺酸盐的混合物的组合物
MX2015011690A (es) 2013-03-05 2015-12-07 Procter & Gamble Composiciones de azucares mezclados.
CN107747236A (zh) * 2017-09-20 2018-03-02 安徽省无为县永昌鬃刷制造有限公司 一种改善猪鬃柔软性用染色剂

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MX9800572A (es) 1998-04-30
CA2227341A1 (en) 1997-02-06
AR002873A1 (es) 1998-04-29
JPH11509588A (ja) 1999-08-24
BR9609708A (pt) 1999-03-23
EP0754749A1 (en) 1997-01-22
CN1196751A (zh) 1998-10-21

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