EP0763592A1 - Compositions assouplissantes stabilisées pour le linge - Google Patents
Compositions assouplissantes stabilisées pour le linge Download PDFInfo
- Publication number
- EP0763592A1 EP0763592A1 EP95870104A EP95870104A EP0763592A1 EP 0763592 A1 EP0763592 A1 EP 0763592A1 EP 95870104 A EP95870104 A EP 95870104A EP 95870104 A EP95870104 A EP 95870104A EP 0763592 A1 EP0763592 A1 EP 0763592A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- fabric softening
- compounds
- fatty acid
- composition according
- compositions
- 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.)
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Classifications
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/65—Mixtures of anionic with cationic compounds
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- 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
- C11D3/001—Softening compositions
- C11D3/0015—Softening compositions liquid
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/04—Carboxylic acids or salts thereof
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/62—Quaternary ammonium compounds
Definitions
- the present invention relates to fabric softening compositions showing excellent stability upon storage. More particularly, it relates to liquid fabric softening compositions.
- Liquid fabric compositions are well known to the consumer and may be divided in two types: concentrated compositions with 5% to 80% of fabric softening agents and diluted compositions with 1% to 5% of fabric softening agents.
- Concentrated fabric softening compositions are well appreciated by consumer. However, concentrated compositions may be expensive. This may be due to processing cost and/or material cost of the formulation.
- Diluted fabric softening compositions are also known by consumer for providing a cheaper alternative to concentrated compositions without reducing the softness performance. Consumer acceptance of such compositions is determined not only by the performance achieved with these products but the aesthetics associated therewith. Viscosity of the product is therefore an important aspect of the successful formulation of such commercial products: stable medium to medium-high viscosities being highly preferred by consumer.
- medium-high viscosities is meant viscosities of 50cps to 150cps when the fabric softening composition is in a diluted form and viscosities of 30cps to 90cps when the fabric softening composition is in a concentrated form.
- thickeners such as compounds of the polyacrylamide, polysacharide or polyurethanes type have been widely used in such compositions. Although, these compounds are effective in providing the thickening effect, they increase the cost of the formulation without adding any other benefit to the product. Another aesthetic point which may be of concern to the consumer is that of resulting odour of the product.
- the present invention relates to a liquid fabric softening composition
- a liquid fabric softening composition comprising
- An essential component of the invention is a biodegradable fabric softening compound.
- Fabric softening compositions in particular fabric softening compositions to be used in the rinse cycle of laundry washing processes, are well known.
- Biodegradable quaternary ammonium compounds contain long chain alk(en)yl groups interrupted by functional groups such as carboxy groups.
- EPA 239 910 a pH range of from 2.5 to 4.2 provides optimum storage stability to said rapidly biodegradable ammonium compounds.
- the quaternary ammonium compounds and amine precursors herein have the formula (I) or (II), below :
- 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.
- Specific examples of 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). Particularly preferred is 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.
- 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 pH of the compositions herein is an essential parameter of the present invention. Indeed, it influences the stability of the quaternary ammonium or amine precursors compounds, especially in prolonged storage conditions.
- the pH is measured in the neat compositions at 20°C.
- the neat pH measured in the above-mentioned conditions, must be in the range of from 2.0 to 4.5.
- the pH of the neat composition is in the range of 2.0 to 3.5, while if it is in a diluted form, the pH of the neat composition is in the range of 2.0 to 3.0.
- the pH of these compositions herein can be regulated by the addition of a Bronsted acid.
- Suitable acids include the inorganic mineral acids, carboxylic acids, in particular the low molecular weight (C 1 -C 5 ) carboxylic acids, and alkylsulfonic acids.
- Suitable inorganic acids include HCl, H 2 SO 4 , HNO 3 and H 3 PO 4 .
- Suitable organic acids include formic, acetic, citric, methylsulfonic and ethylsulfonic acid.
- Preferred acids are citric, hydrochloric, phosphoric, formic, methylsulfonic acid, and benzoic acids.
- the quaternary ammonium or amine precursors compounds herein are present at levels of from 1% to 80% of compositions herein, depending on the composition execution which can be dilute with a preferred level of active biodegradable fabric softening components from 1% to 5%, or concentrated, with a preferred level of active biodegradable fabric softening components from 5% to 80%, more preferably 10% to 50%, most preferably 15% to 35% by weight.
- Additional fabric softening materials may be used in addition to the biodegradable fabric softener. Theses may be selected from additional cationic fabric softening material such as di-long alkyl chain ammonium chloride, nonionic, amphoteric or anionic fabric softening material excluding fatty acids as defined herein after. Disclosure of such materials may be found in US 4,327,133; 4,421,792; 4,426,299; 4,460,485; 3,644,203 and 4,661,269.
- Another essential component of the invention is a fatty acid compound.
- Suitable fatty acids include those containing from 10 to 25, preferably from 12 to 25 total carbon atoms, with the fatty moiety containing from 10 to 22, preferably from 16 to 22, carbon atoms.
- the shorter moiety contains from 1 to 4, preferably from 1 to 2 carbon atoms.
- 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, more preferably in the range of from 0 to 25.
- fatty acid compounds suitable for use in the aqueous fabric softening compositions herein include compounds selected from lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, behenic acid, oleic acid, coconut fatty acid, tallow fatty acid, partially hydrogenated tallow fatty acid and mixtures thereof.
- a most preferred fatty acid compound is tallow fatty acid with an Iodine Value (IV) of 18.
- Another essential element of the invention is the ratio of said biodegradable fabric softening agents to said fatty acid compounds.
- Preferred ratios of said biodegradable fabric softening agents to said fatty acid compounds are from 25:1 to 6.5:1, more preferably from 20:1 to 10:1 and most preferably from 20:1 to 15:1. Ratios above 6.5:1 would tend to provide fabric softening compositions with a poor storage stability due to a phase instability, while ratios below 25:1 would not produce sufficient built-on viscosity of the fabric softening compositions to be noticeable.
- compositions according to the present invention have further been found to be beneficial to high ratios of perfumes relative to the total amount of biodegradable fabric softening components and fatty acid components which allows the use of highly scented product favoured by some consumer.
- high ratios is meant ratios of perfume to said total amount of biodegradable fabric softener components and fatty acid components components of 1:40 to 1:2, preferably 1:20 to 1:2 and more preferably 1:10 to 1:3.
- 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): wherein P is a polymerisable unit, whereto the R-N ⁇ O group can be attached to or wherein the R-N ⁇ O group forms part of the polymerisable unit or a combination of both.
- the N ⁇ O group can be represented by the following general structures : wherein 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 ⁇ 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.
- 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 pyridine, pyrrole, imidazole, pyrrolidine, piperidine, quinoline, acridine and derivatives thereof.
- polyamine N-oxides comprises the group of polyamine N-oxides wherein the nitrogen of the N ⁇ O group is attached to the R-group.
- 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 (A) wherein R is an aromatic, heterocyclic or alicyclic groups wherein the nitrogen of the N ⁇ O functional group is part of said R group.
- 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 pyridine, pyrrole, imidazole and derivatives thereof.
- 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.
- 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 10:1 to 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 2:3 to 1:1000000. More preferably from 1:4 to 1:1000000, most preferably from 1:7 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 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 500 to 1000,000; preferably from 1,000 to 50,000, more preferably from 2,000 to 30,000, most preferably from 3,000 to 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 5,000 to 100,000, preferably 5,000 to 50,000; said copolymers having a molar ratio of N-vinylimidazole to N-vinylpyrrolidone from 1 to 0.2, preferably from 0.8 to 0.3.
- PVP polyvinylpyrrolidone
- copolymers of N-vinylimidazole N-vinyl pyrrolidone having an average molecular weight range in the range 5,000 to 100,000, preferably 5,000 to 50,000; said copolymers having a molar ratio of N-vinylimidazole to N-vinylpyrrolidone from 1 to 0.2, preferably from 0.8 to 0.3.
- Additional softening agents which are nonionic fabric softener materials.
- nonionic fabric softener materials typically have a HLB of from 2 to 9, more typically from 3 to 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 0.1% to 10%, preferably from 1% to 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.
- sorbitan esters which are esterified dehydration products of sorbitol, and the glycerol esters.
- Commercial sorbitan monostearate is a suitable material.
- Mixtures of sorbitan stearate and sorbitan palmitate having stearate/palmitate weight ratios varying between 10:1 and 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 monoesters 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 monoester 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 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 N + R 3 ] X - wherein the R 2 group is C 10 -C 22 hydrocarbon group, preferably C 12 -C 18 alkyl group of the corresponding ester linkage interrupted group with a short alkylene (C 1 -C 4 ) group between the ester linkage and the N, and having a similar hydrocarbon group, e.g., a fatty acid ester of choline, preferably C 12 -C 14 (coco) choline ester and/or C 16 -C 18 tallow choline ester at from 0.1% to 20% by weight of the softener active.
- R 2 group is C 10 -C 22 hydrocarbon group, preferably C 12 -C 18 alkyl group of the corresponding ester linkage interrupted group with a short alkylene (C 1 -C 4 ) group between the este
- Each R is a C 1 -C 4 alkyl or substituted (e.g., hydroxy) alkyl, or hydrogen, preferably methyl
- the counterion X - is a softener compatible anion, for example, chloride, bromide, methyl sulfate, etc.
- Other cationic materials with ring structures such as alkyl imidazoline, imidazolinium, pyridine, and pyridinium salts having a single C 12 -C 30 alkyl chain can also be used. Very low pH is required to stabilize, e.g., imidazoline ring structures.
- Some alkyl imidazolinium salts and their imidazoline precursors useful in the present invention have the general formula : wherein
- 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 - Y - (C 2 H 4 O) z - C 2 H 4 OH wherein
- 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 dimethyloctylamine 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.
- 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. Incorporation of these components to the composition must be processed at a very slow rate. Components of this type have now been found less needed in the compositions of the invention, especially where such compositions are in a concentrated form. This has result in a simplification of the process formulation (i.e process time reduction).
- ionizable salts can be used.
- 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 obtain 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 20 to 20,000 parts per million (ppm), preferably from 20 to 11,000 ppm, by weight of the composition. Where the compositions of the invention are in a concentrated form, levels of salts used to control the composition viscosity are reduced by 20% to 50% of such typical levels.
- 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.
- Specific examples of alkylene polyammonium salts include l-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 50%, most preferably at least 60%, by weight of the carrier.
- Mixtures of water and low molecular weight, e.g., ⁇ 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 and reductive agents such as well known antioxidants and reductive agents, Soil Release Polymers, emulsifiers, bacteriocides, colorants, perfumes, preservatives, optical brighteners, anti ionisation agents, antifoam agents, enzymes, chelants and builders.
- Soil Release Polymers such as antioxidants and reductive agents, Soil Release Polymers, emulsifiers, bacteriocides, colorants, perfumes, preservatives, optical brighteners, anti ionisation agents, antifoam agents, enzymes, chelants and builders.
- emulsifiers such as well known antioxidants and reductive agents, Soil Release Polymers, emulsifiers, bacteriocides, colorants, perfumes, preservatives, optical brighteners, anti ionisation agents, antifoam agents, enzymes, chelants and builders.
- compositions C and E were then assessed for their storage stability. Viscosity measures were first made on freshly made product. The products were then put in a room with constant temperature for a specified period of time (See table below). After said storage period, two viscosity measures were made on the products:
Priority Applications (10)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE69526439T DE69526439T2 (de) | 1995-09-18 | 1995-09-18 | Stabilisierte Textilweichmacherzusammensetzungen |
EP95870104A EP0763592B1 (fr) | 1995-09-18 | 1995-09-18 | Compositions assouplissantes stabilisées pour le linge |
ES95870104T ES2174913T3 (es) | 1995-09-18 | 1995-09-18 | Composiciones estabilizadas suavizantes de tejidos. |
ZA9607563A ZA967563B (en) | 1995-09-18 | 1996-09-06 | Stabilised fabric softening compositions. |
BR9610489A BR9610489A (pt) | 1995-09-18 | 1996-09-13 | Composições estabilizadas para amaciar tecidos |
US09/029,780 US5929025A (en) | 1995-09-18 | 1996-09-13 | Stabilized fabric softening compositions comprising a fabric softening compound, fatty acid, and perfume |
JP9512825A JPH11512499A (ja) | 1995-09-18 | 1996-09-13 | 安定な布地柔軟化組成物 |
CA002232413A CA2232413C (fr) | 1995-09-18 | 1996-09-13 | Compositions adoucissantes stabilisees pour tissus |
PCT/US1996/014865 WO1997011142A1 (fr) | 1995-09-18 | 1996-09-13 | Compositions adoucissantes stabilisees pour tissus |
MX9802105A MX9802105A (es) | 1995-09-18 | 1998-03-17 | Composiciones estabilizadas suavizadoras de telas. |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP95870104A EP0763592B1 (fr) | 1995-09-18 | 1995-09-18 | Compositions assouplissantes stabilisées pour le linge |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0763592A1 true EP0763592A1 (fr) | 1997-03-19 |
EP0763592B1 EP0763592B1 (fr) | 2002-04-17 |
Family
ID=8222155
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP95870104A Revoked EP0763592B1 (fr) | 1995-09-18 | 1995-09-18 | Compositions assouplissantes stabilisées pour le linge |
Country Status (9)
Country | Link |
---|---|
EP (1) | EP0763592B1 (fr) |
JP (1) | JPH11512499A (fr) |
BR (1) | BR9610489A (fr) |
CA (1) | CA2232413C (fr) |
DE (1) | DE69526439T2 (fr) |
ES (1) | ES2174913T3 (fr) |
MX (1) | MX9802105A (fr) |
WO (1) | WO1997011142A1 (fr) |
ZA (1) | ZA967563B (fr) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2001002522A2 (fr) * | 1999-07-02 | 2001-01-11 | The Dow Chemical Company | Formulation adoucissantes limpides renfermant des additifs alcoxyles |
EP0842250B1 (fr) * | 1995-07-11 | 2003-03-05 | The Procter & Gamble Company | Composition d'adoucisseur de tissus stable et concentre |
EP0789070B2 (fr) † | 1996-02-09 | 2009-01-21 | Unilever Plc | Composition assouplissante pour textiles |
US7939505B2 (en) | 2007-05-04 | 2011-05-10 | Marina Biotech, Inc. | Amino acid lipids and uses thereof |
WO2011157490A1 (fr) | 2010-06-17 | 2011-12-22 | Henkel Ag & Co. Kgaa | Adoucissant textile épaissi |
WO2014037699A2 (fr) * | 2012-09-04 | 2014-03-13 | Reckitt Benckiser N.V. | Composition |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP4781527B2 (ja) * | 1997-07-29 | 2011-09-28 | ザ プロクター アンド ギャンブル カンパニー | アミン布地柔軟剤を含有する濃縮された安定な、好ましくは透明な布地柔軟組成物 |
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EP0040562A2 (fr) | 1980-05-14 | 1981-11-25 | Cotelle S.A. | Composition adoucissante concentrée pour fibres textiles |
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EP0239910A2 (fr) | 1986-04-02 | 1987-10-07 | The Procter & Gamble Company | Adoucissants biodégradables pour tissus |
EP0387064A2 (fr) * | 1989-03-10 | 1990-09-12 | Unilever Plc | Conditionnement des tissus |
WO1994020597A1 (fr) * | 1993-03-01 | 1994-09-15 | The Procter & Gamble Company | Compositions adoucissantes pour tissus concentrees et biodegradables a base d'ammonium quaternaire et composes contenant des chaines d'acide gras insature a indice d'iode intermediaire |
EP0643128A1 (fr) * | 1993-09-10 | 1995-03-15 | Kao Corporation | Compositions adoucinants aqueuses, nouveau sel d'ammonium quaternaire et procédé pour la préparation de ce sel |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2440433A1 (fr) * | 1978-11-03 | 1980-05-30 | Unilever Nv | Composition d'assouplissement des etoffes et procede pour la preparer |
US5409621A (en) * | 1991-03-25 | 1995-04-25 | Lever Brothers Company, Division Of Conopco, Inc. | Fabric softening composition |
GB9209170D0 (en) * | 1992-04-28 | 1992-06-10 | Unilever Plc | Rinse conditioner |
ES2227535T3 (es) * | 1994-10-14 | 2005-04-01 | Kao Corporation | Composicion suavizante liquida. |
-
1995
- 1995-09-18 EP EP95870104A patent/EP0763592B1/fr not_active Revoked
- 1995-09-18 DE DE69526439T patent/DE69526439T2/de not_active Revoked
- 1995-09-18 ES ES95870104T patent/ES2174913T3/es not_active Expired - Lifetime
-
1996
- 1996-09-06 ZA ZA9607563A patent/ZA967563B/xx unknown
- 1996-09-13 BR BR9610489A patent/BR9610489A/pt not_active Application Discontinuation
- 1996-09-13 JP JP9512825A patent/JPH11512499A/ja not_active Ceased
- 1996-09-13 CA CA002232413A patent/CA2232413C/fr not_active Expired - Fee Related
- 1996-09-13 WO PCT/US1996/014865 patent/WO1997011142A1/fr active Application Filing
-
1998
- 1998-03-17 MX MX9802105A patent/MX9802105A/es not_active IP Right Cessation
Patent Citations (11)
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US3644203A (en) | 1968-12-09 | 1972-02-22 | Lever Brothers Ltd | Fabric softener |
US4327133A (en) | 1977-11-21 | 1982-04-27 | Lever Brothers Company | Additives for clothes dryers |
US4426299A (en) | 1979-01-11 | 1984-01-17 | The Procter & Gamble Company | Concentrated fabric softening composition |
EP0040562A2 (fr) | 1980-05-14 | 1981-11-25 | Cotelle S.A. | Composition adoucissante concentrée pour fibres textiles |
US4421792A (en) | 1980-06-20 | 1983-12-20 | Lever Brothers Company | Additives for clothes dryers |
US4460485A (en) | 1983-07-15 | 1984-07-17 | Lever Brothers Company | Polyester fabric conditioning and whitening composition |
US4661269A (en) | 1985-03-28 | 1987-04-28 | The Procter & Gamble Company | Liquid fabric softener |
EP0239910A2 (fr) | 1986-04-02 | 1987-10-07 | The Procter & Gamble Company | Adoucissants biodégradables pour tissus |
EP0387064A2 (fr) * | 1989-03-10 | 1990-09-12 | Unilever Plc | Conditionnement des tissus |
WO1994020597A1 (fr) * | 1993-03-01 | 1994-09-15 | The Procter & Gamble Company | Compositions adoucissantes pour tissus concentrees et biodegradables a base d'ammonium quaternaire et composes contenant des chaines d'acide gras insature a indice d'iode intermediaire |
EP0643128A1 (fr) * | 1993-09-10 | 1995-03-15 | Kao Corporation | Compositions adoucinants aqueuses, nouveau sel d'ammonium quaternaire et procédé pour la préparation de ce sel |
Cited By (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0842250B1 (fr) * | 1995-07-11 | 2003-03-05 | The Procter & Gamble Company | Composition d'adoucisseur de tissus stable et concentre |
EP0789070B2 (fr) † | 1996-02-09 | 2009-01-21 | Unilever Plc | Composition assouplissante pour textiles |
WO2001002522A3 (fr) * | 1999-07-02 | 2002-09-26 | Dow Chemical Co | Formulation adoucissantes limpides renfermant des additifs alcoxyles |
WO2001002522A2 (fr) * | 1999-07-02 | 2001-01-11 | The Dow Chemical Company | Formulation adoucissantes limpides renfermant des additifs alcoxyles |
US8877729B2 (en) | 2007-05-04 | 2014-11-04 | Marina Biotech, Inc. | Amino acid lipids and uses thereof |
US7939505B2 (en) | 2007-05-04 | 2011-05-10 | Marina Biotech, Inc. | Amino acid lipids and uses thereof |
US9731016B2 (en) | 2007-05-04 | 2017-08-15 | Marina Biotech, Inc. | Tyrosine-based lipids for delivery of therapeutics |
US8501824B2 (en) | 2007-05-04 | 2013-08-06 | Marina Biotech, Inc. | Amino acid lipids and uses thereof |
US9339461B2 (en) | 2007-05-04 | 2016-05-17 | Marina Biotech, Inc. | Arginine-based lipids for delivery of therapeutics |
DE102010030217A1 (de) | 2010-06-17 | 2011-12-22 | Henkel Ag & Co. Kgaa | Verdickter Weichspüler |
US9090853B2 (en) | 2010-06-17 | 2015-07-28 | Henkel Ag & Co. Kgaa | Thickened fabric softener comprising free palmitic acid to increase viscosity |
WO2011157490A1 (fr) | 2010-06-17 | 2011-12-22 | Henkel Ag & Co. Kgaa | Adoucissant textile épaissi |
EP2582780B1 (fr) | 2010-06-17 | 2018-01-24 | Henkel AG & Co. KGaA | Adoucissant textile épaissi |
WO2014037699A3 (fr) * | 2012-09-04 | 2014-05-01 | Reckitt Benckiser N.V. | Composition |
WO2014037699A2 (fr) * | 2012-09-04 | 2014-03-13 | Reckitt Benckiser N.V. | Composition |
Also Published As
Publication number | Publication date |
---|---|
DE69526439T2 (de) | 2002-12-12 |
BR9610489A (pt) | 1999-03-23 |
EP0763592B1 (fr) | 2002-04-17 |
MX9802105A (es) | 1998-08-30 |
JPH11512499A (ja) | 1999-10-26 |
DE69526439D1 (de) | 2002-05-23 |
CA2232413C (fr) | 2002-11-12 |
ZA967563B (en) | 1997-10-24 |
WO1997011142A1 (fr) | 1997-03-27 |
ES2174913T3 (es) | 2002-11-16 |
CA2232413A1 (fr) | 1997-03-27 |
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