EP0534009A1 - Concentrated fabric-softening compositions - Google Patents
Concentrated fabric-softening compositions Download PDFInfo
- Publication number
- EP0534009A1 EP0534009A1 EP91202516A EP91202516A EP0534009A1 EP 0534009 A1 EP0534009 A1 EP 0534009A1 EP 91202516 A EP91202516 A EP 91202516A EP 91202516 A EP91202516 A EP 91202516A EP 0534009 A1 EP0534009 A1 EP 0534009A1
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- European Patent Office
- Prior art keywords
- acid
- composition
- softening
- chelating agent
- compositions
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- 0 C1C2C1CC**2 Chemical compound C1C2C1CC**2 0.000 description 2
Classifications
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/46—Compounds containing quaternary nitrogen atoms
- D06M13/461—Quaternised amin-amides from polyamines or heterocyclic compounds or polyamino-acids
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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
- C11D1/58—Heterocyclic 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2075—Carboxylic acids-salts thereof
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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
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2075—Carboxylic acids-salts thereof
- C11D3/2086—Hydroxy carboxylic acids-salts thereof
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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
- C11D3/16—Organic compounds
- C11D3/26—Organic compounds containing nitrogen
- C11D3/33—Amino carboxylic acids
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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
- C11D3/16—Organic compounds
- C11D3/36—Organic compounds containing phosphorus
- C11D3/364—Organic compounds containing phosphorus containing nitrogen
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/224—Esters of carboxylic acids; Esters of carbonic acid
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/35—Heterocyclic compounds
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/35—Heterocyclic compounds
- D06M13/352—Heterocyclic compounds having five-membered heterocyclic rings
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/35—Heterocyclic compounds
- D06M13/355—Heterocyclic compounds having six-membered heterocyclic rings
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/46—Compounds containing quaternary nitrogen atoms
- D06M13/463—Compounds containing quaternary nitrogen atoms derived from monoamines
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/46—Compounds containing quaternary nitrogen atoms
- D06M13/47—Compounds containing quaternary nitrogen atoms derived from heterocyclic compounds
- D06M13/473—Compounds containing quaternary nitrogen atoms derived from heterocyclic compounds having five-membered heterocyclic rings
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/50—Modified hand or grip properties; Softening compositions
Landscapes
- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Textile Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
Description
- The present invention relates to concentrated fabric-softening compositions in liquid form, to be used in the rinse step of the laundry cycle.
- Fabric-softening compositions to be added in the rinse step of a laundry cycle are well known in the art and have found wide-scale commercial application.
- In addition to achieving excellent fabric-softening performance, it has been, in recent years, the objective of fabric softener manufacturers to provide compositions which have an increased biodegradability.
- Accordingly, ester-containing fabric-softening actives have been disclosed, to be used in replacement of, or in combination with, conventional quaternary softening actives. Such ester-containing actives include the imidazoline ester derivatives disclosed in e.g. GB 1,561,808 and further disclosed in e.g. EP-A-345 842.
- It has been found, however, that concentrated compositions containing said ester imidazoline compounds have a tendency to develop an odor off-note, on prolonged storage.
- The present invention is based on the discovery that such a problem is surprisingly cured by the incorporation in said concentrated compositions of a small amount of chelating agent for heavy metal ions.
- In U.S. Patent 3, 756,950 are disclosed fabric-softening compositions containing conventional quaternary ammonium softening actives and an acid salt of amino-carboxylic acid chelating agent, to decrease fabric yellowing.
- The present invention encompasses concentrated fabric-softening compositions containing at least 10% by weight, preferably 15 to 25% by weight of an imidazoline ester softening active of the formula :
wherein X and X1 are, independently, C11-C21 hydrocarbyl groups, preferably C13-C17 alkyl, and m and n are, independently, from 2 to 4, preferably 2,
and a Bronstedt acid as levels such as to have a pH below 4, characterized in that, it contains a chelating agent for heavy metal ions, at levels of from 0.01% to 1%, preferably 0.05 to 0.2% of the composition. - The compositions of the present invention contain at least 10%, preferably from 15% to 25% of a substituted imidazoline ester softening compound having the formula
wherein X and X¹ are, independently, C₁₁-C₂₁ hydrocarbyl groups, preferably C₁₃-C₁₇ alkyl, most preferably straight chain C₁₇ alkyl, and m and n are, independently, from 2 to 4, preferably m and n are both 2. The total concentration of softener active cannot exceed about 40% by weight. It will be understood that substituents X and X¹ may optionally be substituted with various groups such as alkoxyl, hydroxyl, or can be branched, but such materials are not preferred herein. In addition X and/or X¹ may optionally be unsaturated (i.e., alkenyl groups). The preferred substituted imidazoline ester softening compounds will hereinafter be referred to as di-alkyl imidazoline ester compounds. Most preferred is ditallow imidazoline ester. - The pH, measured in distilled water at 3% dilution of the present compositions should be not greater than 4, preferably from 2.5-4.
- To achieve such a pH, a Bronstedt acid having a pKa value of 6 or less, is present in the present composition.
- Examples of suitable acids include the inorganic mineral acids, carboxylic acids, in particular the low molecular weight (C₁-C₅) carboxylic acids, aromatic carboxylic acids, like benzoic acid, and alkylsulfonic acids.
- Suitable ionorganic acids include HCl, HBr, H₂SO₄, HNO₃ and H₃PO₄. Suitable organic acids include benzoic acid, formic, acetic, methylsulfonic and ethylsulfonic acid. Preferred acids are phosphoric, formic, and methylsulfonic acid.
- The compositions herein comprise a liquid carrier, e.g., water, preferably a mixture of water and a C₁-C₄ monohydric alcohol (e.g., ethanol, propanol, isopropanol, butanol, and mixtures thereof), isopropanol being preferred. These compositions comprise from 60% to 98%, preferably from 70% to 95% of the liquid carrier. Preferably, the amount of the C₁-C₄ monohydric alcohol in the liquid carrier is from 5% to 50% by weight of the softening compounds, the balance of the liquid carrier being water.
- The chelating agents are present at levels of from 0.01% to 1% of the compositions herein, preferably from 0.05 to 0.2%.
- The chelating agents for heavy metal ions useful herein include any material known in the art for that purpose.
- Suitable compounds include the following carboxylic acids and salts thereof : citric acid, tartaric acid, oxydisuccinic acid, ethylene diamine -N,N disuccinic acid, oxydiacetic acid, carboxymethyltartronic acid, carboxymethyloxysuccinic acid, tartrate monosuccinic acid/tartrate disuccinic acid blend at 80:20 weight ratio, as well as 2-dodecenyl succinic acid, and dodecyl succinic acid.
- This category also includes polycarboxylic acids and salts thereof, such as polyacrylates and copolymers of maleic and acrylic acids.
- Other suitable compounds are the following amino-carboxylic acids and salts thereof, as nitrilotriacetic acid, ethylene diamine tetracetic acid, cyclo ethylene diamine tetracetic acid, trans 1,2 diamino cyclohexane N,N,N',N' tetraacetic monohydrate (CHELCD), hydroxyethylenediamine tetracetic acid, diethylene triaminopentacetic acid, N-glyceryl imino diacetic acid, N(-2 hydroxypropyl) iminodiacetic acid;
Polyamino polyalkylene phosphonic acids and salts thereof such as ethylenediamine tetramethylenephosphonic acid and diethylene triamine pentamethylenephosphonic acid are also suitable as chelating agents hereof. - Fully-formulated fabric softening compositions may optionally contain, in addition to the substituted imidazoline ester softening compounds of the formula herein, the liquid carrier and the acid, one or more of the following ingredients.
- The compositions of the present invention can further comprise a di(higher alkyl) quaternary ammonium softening agent. The compositions herein can contain from 0% to 25% (preferably from 0.1% to 10%) of the di(higher alkyl) quaternary ammonium softening agent.
- The quaternary softening agents useful herein are selected from the group of
- (i) acyclic quaternary ammonium salts having the formula:
Rapidly biodegradable compounds of formula (i) where R₂, and possibly R₄, are interupted by ester groups, are disclosed in EPA 239 910. - (ii) diamido quaternary ammonium salts having the formula :
- (iii) diamido alkoxylated quaternary ammonium salts having the formula :
- (iv) quaternary imidazolinium compounds having the formula :
- Examples of Component (i) are the well-known dialkyldimethylammoniums salts such as ditallowdimethylammonium chloride, ditallowdimethylammonium methylsulfate, di(hydrogenated tallow) dimethylammonium chloride, dibehenyldimethylammonium chloride.
- Examples of Component (ii) and (iii) are methylbis(tallowamidoethyl) (2-hydroxyethyl) ammonium methylsulfate and methylbis(hydrogenated tallowamidoethyl) (2-hydroxyethyl) ammonium methylsulfate, wherein R₁ is an acyclic aliphatic C₁₅-C₁₇ hydrocarbon group, R₂ is an ethylene group, R₅ is a methyl group, R₈ is a hydroxyalkyl group and A is a methylsulfate anion; these materials are available from Sherex Chemical Company under the trade names VarisoftR 222 and VarisoftR 110, respectively.
- Examples of component (iv) are 1-methyl-1-tallowamino-ethyl-2-tallowimidazolinium methylsulfate and 1-methyl-1-(hydrogenated tallowamidoethyl)methylsulfate.
- The ratio of quaternary ammonium salt to cyclicamine should not exceed 10:1, and preferably does not exceed 2:1.
- The aqueous dispersion of quaternary softening agent is prepared in a conventional way, typically by injecting the quaternary material in a molten form in a batch containing water, with continuous agitation.
- Once this dispersion is prepared, the concentrated composition resulting from steps a) to d) will be added to it;
In case of a continuous process, said concentrated composition will, immediately after step d) be added to the aqueous dispersion of quaternary ammonium compound. - In an alternative and convenient way, the concentrated composition obtained after step d) will first be cooled to a temperature of from 15 to 25°C, (room temperature) and then some time will be allowed for e.g. storage, shipment of the concentrated composition, before it is added to the aqueous dispersion of quaternary softening agent.
- In any case, the viscosity of the finished product will be in a range of 20 to 500 cp, preferably 50 to 150 cp.
- The co-softening agents for use herein can be selected from fatty acid esters of polyhydric alcohols having up to 8 carbon atoms such as described in DE-A-26 31 114. Examples of the like esters include sorbitan esters and glycerol esters such as sorbitan monostearate, sorbitan monooleate, glycerol mono-di- and tri-fatty acid esters wherein the acid is selected from stearic, oleic, lauric, capric, caprylic, caproic, valeric, butyric, propionic and acetic acid; an individual glycerol can be esterified by identical fatty acid groups or by mixed esters e.g. glycerol monostearatedioleate. Polyethyleneglycol esters monostearate, wherein the polyethyleneglycol moiety has a molecular weight in the range from 200 to 400 are also included in that class. Fatty acid esters of monohydric alcohols having at least 4 carbon atoms such as isobutyl stearate and ethyl hexyl stearate can also be useful.
- Additional co-softening agents which can be used are : glycerol, diglycerol, ethylene glycol, propylene glycol, diethylene glycol, dipropylene glycol, dihexylene glycol, polyethylene glycol (MW 200-100.000), polypropylene glycol (MW 200-100.000), polyvinylalcohol, polyoxyethylenepolyoxypropylene copolymers, polypropylene glycol (MW 900), glucose methylether, butyldiglycolether, diethyleneglycolmonobutylether, propyleneglycolmonoethyl or ethyl ether, ethylene carbonate, propylene carbonate.
- Useful also are alkylpolyglucosides of the general formula R₂O(CnH2nO)t (glucosyl)X wherein R² is alkyl, alkylphenyl, hydroxyalkyl, hydroxyalkylphenyl and mixtures thereof wherein the alkyl chain has from 8 to 18 carbon atoms, t is from 0 to 2 and x from 2 to 7, can also be used in the composition. These glucosides exhibit desirable solvent properties and in addition can confer fiber benefits such as softness.
- Lanolins and derivatives and paraffins having from 16 to 20 carbon atoms constitute another example of non-ionic agents which can be used if desired. Low melting oils from animal, vegetable or mineral origin are representative of this class of materials. Carnation oilR, Jojoba oilR and Sunflower oil are specific examples which are found to work.
- Another important class of co-softening agents is represented by materials of the general formula :
R₁COOR₂
wherein R₁ is a straight or branched chain alkyl or alkenyl group having from 8 to 23 carbon atoms and R₂ is hydrogen or an alkyl or hydroxyalkyl group having 1-4 carbon atoms. - Highly preferred materials of this class are the C₁₀ to C₂₀ saturated fatty acids, especially lauric acid, myristic acid, palmitic acid and stearic acid.
- Also suitable are linear fatty C₈₋₁₈ akanol ethoxylates such as LUTENSOL® compounds available from BASF, as well as branched C₈₋₁₈ akanols such as EXXAL compounds available from EXXON.
- Clay materials such as the low ion-exchange-capacity ones describerd in EPA 150.531 can also be used.
- The co-softening agents above can be used in combination with cation-active amines, namely primary, secondary and tertiary amines having, at least, one straight-chain organic group of from 12 to 22 carbon atoms. Preferred amines of this class are ethoxyamines, such as monotallow-dipolyethoxyamine, having a total of 2to 30 ethoxygroups per molecule. Suitable are also diamines such as tallow-N,N', N'-tris (2-hydroxyethyl)-1,3-propylenediamine, or C₁₆₋₁₈-alkyl-N-bis(2-hydroxyethyl) amines, examples of above amines are these sold under the trade name GENAMIN C, S, D, and T, by Hoechst.
- The co-softening agents above are used at ratios of from 5:1 of 20:1 of quaternary softening agent to co-softening agent.
- In the instance for fatty acids are used, a preferred ratio is from 8:1 to 10:1.
- Further other optional ingredients for use herein include silicone components such as described in British Patent No. 1,549,180, emulsifiers, preservatives, germicides, dyes, bactericides, stabilizers, brighteners, opacifiers, photoactivators, copolymeric carboxylates having sequestering properties, soil release agents, bleaches, bleach activators, and anti-yellowing agents. Suitable polymeric soil-release agents are disclosed in EP-A-220 156.
- These additives are normally incorporated at their conventional low levels e.g. from 0.001% to 5%, in the dilution step of the concentrates herein.
- The following examples illustrate the present invention.
-
Table 1 Ex 1 Ex 2 Ditallow Imidazoline Ester 20 22 Perfume 0.80 0.80 Polydimethyl siloxane 0.2 0.2 Soil Release Polymer 0.2 0.2 Citric acid 0.1 0.05 CaCl2 0.2 0.2 water and minors Balance pH 3% 3.0 - The compositions of Example 1 and 2 were stored for 3 weeks at 50°C and compared with similar compositions not containing citric acid, stored under the same conditions; the compositions of Example 1 and 2 did not develop any perfume off-note, contrary to the reference compositions.
-
Table 2 Ex 3 Ex 4 Ex 5 Ex 6 Dittalow Imidazoline Ester 21 22 23 23 Perfume 0.7 0.7 0.8 0.7 Polydimethyl siloxane 0.2 - 0.2 - Soil Release Polymer 0.2 0.2 - - Dequest 2066* 0.1 - - - EDTA disodiumsalt - 0.1 - - CHELCD** - - 0.05 - Tartaric Acid - - - 0.1 water and minors ----------Balance ----------- pH 3% ------------3.0 ------------- * diethylene triamine pentamethylene phosphonic acid ** trans 1,2 diamino cyclohexane N,N,N',N' tetraacetic monohydrate
Claims (7)
- A concentrated fabric-softening composition containing at least 10% by weight of an imidazoline ester softening active of the formula :
and a Bronstedt acid as levels such as to have a pH below 4, characterized in that, it contains a chelating agent for heavy metal ions, at levels of from 0.01% to 1% of the composition. - The composition of claim 1 wherein said imidazoline ester is ditallow imidazoline ester.
- The composition of claims 1-2 wherein said chelating agent is selected from the group of carboxylic acids, polycarboxylic acids, amino carboxylic acids, polyamino polyalkylenephosphonic acids, and salts thereof.
- The composition of claim 3 wherein said chelating agent is selected from the group of citric acid, EDTA, and diethylene triamine pentamethylene phosphonic acid.
- The composition of claims 1-4 wherein the level of chelating agent is from 0.05% to 0.2%.
- The composition of claims 1-5 wherein the level of imidazoline ester is from 15% to 25%.
- The composition of claims 1-6 wherein the pH of the composition is from 2.5 to 4.
Priority Applications (9)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP19910202516 EP0534009B1 (en) | 1991-09-27 | 1991-09-27 | Concentrated fabric-softening compositions |
ES91202516T ES2080241T3 (en) | 1991-09-27 | 1991-09-27 | SOFTENING COMPOSITIONS OF CONCENTRATED FABRICS. |
JP5506335A JPH07505189A (en) | 1991-09-27 | 1992-09-21 | Concentrated fabric softening composition |
CA002119767A CA2119767A1 (en) | 1991-09-27 | 1992-09-21 | Concentrated fabric-softening compositions |
PCT/US1992/008048 WO1993006294A1 (en) | 1991-09-27 | 1992-09-21 | Concentrated fabric-softening compositions |
PT10090892A PT100908A (en) | 1991-09-27 | 1992-09-25 | FRESHENING COMPOSITIONS OF CONCENTRATED FABRICS CONTAINING A CHELATING AGENT OF HEAVY METALLIC IONS |
IE922689A IE922689A1 (en) | 1991-09-27 | 1992-09-25 | Concentrated fabric softening compositions |
MX9205493A MX9205493A (en) | 1991-09-27 | 1992-09-25 | SOFTENING COMPOSITIONS OF CONCENTRATED FABRICS |
AR32326492A AR246566A1 (en) | 1991-09-27 | 1992-09-25 | Concentrated compounds for softening cloth. |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP19910202516 EP0534009B1 (en) | 1991-09-27 | 1991-09-27 | Concentrated fabric-softening compositions |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0534009A1 true EP0534009A1 (en) | 1993-03-31 |
EP0534009B1 EP0534009B1 (en) | 1995-12-06 |
Family
ID=8207907
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP19910202516 Expired - Lifetime EP0534009B1 (en) | 1991-09-27 | 1991-09-27 | Concentrated fabric-softening compositions |
Country Status (9)
Country | Link |
---|---|
EP (1) | EP0534009B1 (en) |
JP (1) | JPH07505189A (en) |
AR (1) | AR246566A1 (en) |
CA (1) | CA2119767A1 (en) |
ES (1) | ES2080241T3 (en) |
IE (1) | IE922689A1 (en) |
MX (1) | MX9205493A (en) |
PT (1) | PT100908A (en) |
WO (1) | WO1993006294A1 (en) |
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5403499A (en) * | 1993-04-19 | 1995-04-04 | Lever Brothers Company, Division Of Conopco, Inc. | Concentrated fabric conditioning compositions |
US5433869A (en) * | 1992-12-22 | 1995-07-18 | Colgate-Palmolive Co. | Liquid fabric conditioning composition containing amidoamine softening compound |
US5468398A (en) * | 1993-05-20 | 1995-11-21 | Colgate-Palmolive Company | Liquid fabric softening composition |
US5484540A (en) * | 1991-03-08 | 1996-01-16 | The Procter & Gamble Company | Concentrated fabric softening compositions |
WO1996021714A1 (en) * | 1995-01-12 | 1996-07-18 | The Procter & Gamble Company | Chelating agents for improved color fidelity |
WO1997003172A1 (en) * | 1995-07-11 | 1997-01-30 | The Procter & Gamble Company | Concentrated, stable fabric softening compositions including chelants |
EP0768369A1 (en) * | 1995-10-11 | 1997-04-16 | The Procter & Gamble Company | Fabric softener compositions |
US5767052A (en) * | 1995-01-12 | 1998-06-16 | The Procter & Gamble Company | Stabilized liquid fabric softener compositions |
US6998381B2 (en) * | 1997-07-29 | 2006-02-14 | The Procter & Gamble Company | Concentrated, stable, preferably clear, fabric softening composition containing amine fabric softener |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2000504370A (en) * | 1996-10-21 | 2000-04-11 | ザ、プロクター、エンド、ギャンブル、カンパニー | Concentrated fabric softening composition |
CA3015649C (en) | 2016-02-29 | 2022-08-16 | Kemira Oyj | A softener composition |
WO2023170124A1 (en) * | 2022-03-10 | 2023-09-14 | Unilever Ip Holdings B.V. | Concentrated fabric conditioner |
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US3756950A (en) * | 1971-03-08 | 1973-09-04 | Lever Brothers Ltd | Fabric softening compositions |
EP0201016A2 (en) * | 1985-05-04 | 1986-11-12 | Henkel Kommanditgesellschaft auf Aktien | Builder-free liquid detergents with softening properties |
EP0265187A2 (en) * | 1986-10-24 | 1988-04-27 | The Procter & Gamble Company | Detergent plus softener with imidazoline ingredient |
EP0313146A2 (en) * | 1987-10-19 | 1989-04-26 | The Procter & Gamble Company | Detergent compositions |
EP0331230A1 (en) * | 1988-02-26 | 1989-09-06 | The Procter & Gamble Company | Imidazole compounds and textile treatment compositions containing them |
EP0345842A2 (en) * | 1988-05-27 | 1989-12-13 | The Procter & Gamble Company | Fabric softening compositions containing mixtures of substituted imidazoline esters and quartenized ester-ammonium salts |
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US3904533A (en) * | 1963-07-16 | 1975-09-09 | Lever Brothers Ltd | Fabric conditioners |
EP0316996A3 (en) * | 1987-11-18 | 1990-04-04 | The Procter & Gamble Company | Method for preparing textile treatment compositions |
US5154841A (en) * | 1988-12-21 | 1992-10-13 | The Procter & Gamble Company | Process for preparing substituted imidazoline fabric conditioning compounds |
-
1991
- 1991-09-27 EP EP19910202516 patent/EP0534009B1/en not_active Expired - Lifetime
- 1991-09-27 ES ES91202516T patent/ES2080241T3/en not_active Expired - Lifetime
-
1992
- 1992-09-21 WO PCT/US1992/008048 patent/WO1993006294A1/en active Application Filing
- 1992-09-21 JP JP5506335A patent/JPH07505189A/en active Pending
- 1992-09-21 CA CA002119767A patent/CA2119767A1/en not_active Abandoned
- 1992-09-25 IE IE922689A patent/IE922689A1/en not_active IP Right Cessation
- 1992-09-25 AR AR32326492A patent/AR246566A1/en active
- 1992-09-25 MX MX9205493A patent/MX9205493A/en unknown
- 1992-09-25 PT PT10090892A patent/PT100908A/en not_active Application Discontinuation
Patent Citations (6)
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US3756950A (en) * | 1971-03-08 | 1973-09-04 | Lever Brothers Ltd | Fabric softening compositions |
EP0201016A2 (en) * | 1985-05-04 | 1986-11-12 | Henkel Kommanditgesellschaft auf Aktien | Builder-free liquid detergents with softening properties |
EP0265187A2 (en) * | 1986-10-24 | 1988-04-27 | The Procter & Gamble Company | Detergent plus softener with imidazoline ingredient |
EP0313146A2 (en) * | 1987-10-19 | 1989-04-26 | The Procter & Gamble Company | Detergent compositions |
EP0331230A1 (en) * | 1988-02-26 | 1989-09-06 | The Procter & Gamble Company | Imidazole compounds and textile treatment compositions containing them |
EP0345842A2 (en) * | 1988-05-27 | 1989-12-13 | The Procter & Gamble Company | Fabric softening compositions containing mixtures of substituted imidazoline esters and quartenized ester-ammonium salts |
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5484540A (en) * | 1991-03-08 | 1996-01-16 | The Procter & Gamble Company | Concentrated fabric softening compositions |
US5433869A (en) * | 1992-12-22 | 1995-07-18 | Colgate-Palmolive Co. | Liquid fabric conditioning composition containing amidoamine softening compound |
US5403499A (en) * | 1993-04-19 | 1995-04-04 | Lever Brothers Company, Division Of Conopco, Inc. | Concentrated fabric conditioning compositions |
US5468398A (en) * | 1993-05-20 | 1995-11-21 | Colgate-Palmolive Company | Liquid fabric softening composition |
WO1996021714A1 (en) * | 1995-01-12 | 1996-07-18 | The Procter & Gamble Company | Chelating agents for improved color fidelity |
US5686376A (en) * | 1995-01-12 | 1997-11-11 | The Procter & Gamble Company | Chelating agents for improved color fidelity |
US5767052A (en) * | 1995-01-12 | 1998-06-16 | The Procter & Gamble Company | Stabilized liquid fabric softener compositions |
CN1107716C (en) * | 1995-07-11 | 2003-05-07 | 普罗格特-甘布尔公司 | Concentrated, stable fabric softening composition containing chelant |
WO1997003172A1 (en) * | 1995-07-11 | 1997-01-30 | The Procter & Gamble Company | Concentrated, stable fabric softening compositions including chelants |
EP0768369A1 (en) * | 1995-10-11 | 1997-04-16 | The Procter & Gamble Company | Fabric softener compositions |
EP0856045A4 (en) * | 1995-10-11 | 1999-06-09 | Procter & Gamble | Fabric softener compositions |
EP0856045A1 (en) * | 1995-10-11 | 1998-08-05 | The Procter & Gamble Company | Fabric softener compositions |
US6998381B2 (en) * | 1997-07-29 | 2006-02-14 | The Procter & Gamble Company | Concentrated, stable, preferably clear, fabric softening composition containing amine fabric softener |
Also Published As
Publication number | Publication date |
---|---|
PT100908A (en) | 1993-11-30 |
JPH07505189A (en) | 1995-06-08 |
WO1993006294A1 (en) | 1993-04-01 |
MX9205493A (en) | 1993-04-01 |
ES2080241T3 (en) | 1996-02-01 |
AR246566A1 (en) | 1994-08-31 |
IE922689A1 (en) | 1993-04-07 |
CA2119767A1 (en) | 1993-04-01 |
EP0534009B1 (en) | 1995-12-06 |
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