EP0409503B1 - Composition adoucissante pour textile - Google Patents

Composition adoucissante pour textile Download PDF

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Publication number
EP0409503B1
EP0409503B1 EP90307692A EP90307692A EP0409503B1 EP 0409503 B1 EP0409503 B1 EP 0409503B1 EP 90307692 A EP90307692 A EP 90307692A EP 90307692 A EP90307692 A EP 90307692A EP 0409503 B1 EP0409503 B1 EP 0409503B1
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EP
European Patent Office
Prior art keywords
composition
fatty acid
amine
materials
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.)
Expired - Lifetime
Application number
EP90307692A
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German (de)
English (en)
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EP0409503A3 (en
EP0409503A2 (fr
Inventor
Sabine Dagmer Tandela
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Unilever PLC
Unilever NV
Original Assignee
Unilever PLC
Unilever NV
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Publication of EP0409503A2 publication Critical patent/EP0409503A2/fr
Publication of EP0409503A3 publication Critical patent/EP0409503A3/en
Application granted granted Critical
Publication of EP0409503B1 publication Critical patent/EP0409503B1/fr
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Expired - Lifetime legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/001—Softening compositions
    • C11D3/0015—Softening compositions liquid
    • 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
    • C11D1/40—Monoamines or polyamines; 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
    • 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
    • C11D3/2079—Monocarboxylic acids-salts thereof

Definitions

  • the present invention relates to a fabric softening composition, in particular to an aqueous based fabric softening composition containing one or more amines as active materials.
  • fabric softening agents are applied from an aqueous liquor which is made up by adding a relatively small volume of a fabric softening composition to a large volume of water, for example during the rinse cycle in an automatic washing machine.
  • the fabric softening composition is usually an aqueous liquid product containing a cationic fabric softening agent,most typically a quaternary ammonium salt such as ditallow dimethyl ammonium chloride.
  • alternative softeners to the quaternary ammonium salts could be used in aqueous liquid products for example to replace or partially replace the quaternary ammonium salts with softeners which are most environmentally friendly or less costly, easier to handle or less prone to causing skin reaction.
  • this replacement or partial replacement with alternative softeners should maintain or substantially maintain the softening performance of the product.
  • Amine fabric softening agents provide a potential solution to these problems however, one of the problems of amine containing fabric softener compositions for use in the rinse is that they often do not soften as well as compositions comprising quaternary ammonium softener materials.
  • EP 0 043 622A discloses certain concentrated fabric softening compositions comprising water-insoluble imidazoline salts and a viscosity control system.
  • EP 0 194 127 discloses a certain fabric softening composition comprising a tertiary amine softener and a soil release polymer for application to fabrics in a tumble dryer.
  • GB 2 192 909 discloses certain detergent compositions for fabric washing which can comprise amine complexes to soften during the wash.
  • EP 0 281 975 discloses fabric softening compositions comprising a carboxylic acid and an amine and/or quaternary ammonium compound. The document contains no teaching as to the pH's of the compositions.
  • EP 0 206 375 discloses liquid detergent compositions for simultaneous cleaning and softening of fabrics.
  • the compositions include a long-chain fatty amine softener; a nonionic and/or anionic detergent; and a hydrotropic agent.
  • the pH of the composition is said to be below the isoelectric point of the amine component.
  • compositions of the invention have the advantage that they can easily be prepared and that they are of acceptable stability and viscosity.
  • the present invention relates to a fabric conditioning composition
  • a fabric conditioning composition comprising an amine softener material; a non-saponified fatty acid material; and a buffer acid; the pH of the composition being less than 6.5.
  • amine as used herein can refer to any amine material which can be used for the softening of fabrics, for example one or more amines of the following formula can be used:
  • R15 is a C6 to C24, hydrocarbyl group
  • R16 is a C1 to C24 hydrocarbyl group
  • R17 is a C1 to C10 hydrocarbyl group.
  • Suitable amines include those materials wherein both R15 and R16 are C6-C20 alkyl with C16-C18 being most preferred and with R17 as C1 ⁇ 3 alkyl, or R15 is an alkyl or alkenyl group with at least 22 carbon atoms and R16 and R12 are C1 ⁇ 3 alkyl.
  • R18 is a C6 to C24 hydrocarbyl group
  • R19 is an alkoxylated group of formula -(CH2CH2O) y H, where y is within the range from 0 to 6
  • R20 is an alkoxylated group of formula -(CH2CH2O) z H where z is within the range from 0 to 6 and m is an integer within the rnage from 0 to 6, and is preferably 3.
  • m it is preferred that R18 is a C16 to C22 alkyl and that the sum total of z and y is within the range from 1 to 6, more preferably 1 to 3.
  • m is 1, it is preferred that R18 is a C16 to C22 alkyl and that the sum total of x and y and z is within the range from 3 to 10.
  • Representative commercially available materials of this class include Ethomeen (ex Armour) and Ethoduomeen (ex Armour).
  • R11 is a hydrocarbyl group containing from 8 to 25 carbon atoms
  • R14 is an hydrocarbyl group containing from 8 to 25 carbon atoms
  • R12 is hydrogen or an hydrocarbyl containing from 1 to 4 carbon atoms
  • a ⁇ is an anion, preferably a halide, methosulfate or ethosulfate.
  • Suitable buffer acids for use in the invention are citric acid, phosphoric acid, hydrochloric acid, sulphuric acid and benzoic acid.
  • Preferred buffer acids are citric and phosphoric acids.
  • the amine and buffer acid may be used in a molar ratio of from 5:1 to 1:10 amine to buffer acid but preferably the buffer acid is used in molar excess to the amine so that molar ratios of from 1:1 to 1:10 are preferred.
  • Preferred amine materials are materials of formula (i), which comprise two long alkyl groups and one short alkyl group. Especially preferred is the use of dihardened tallow methyl amine, as marketed under the tradename ARMEEN M2HT (Atlas).
  • hydrocarbyl group refers to alkyl or alkenyl groups optionally substituted or interrupted by functional groups such as -OH, -O-, -CONH, -COO-, etc.
  • the level of amine softener materials is preferably more than 1% by weight of the composition, more preferred more than 2%, most preferred more than 3%.
  • Preferably the level of amine softener materials will not exceed 70% by weight of the composition, more preferred the level is less than 30%, especially preferred are compositions comprising from 3 to 20% by weight of amine softener materials.
  • the non-saponified fatty acid material can be any mono-, di- or tri-carboxylic acid comprising an alkyl or alkenyl chain having from 8 to 28 carbon atoms.
  • Preferred fatty acid materials may be represented by the formula: R1COOR2 wherein R1 is a straight or branched alkyl or alkenyl chain having from 8 to 28 carbon atoms, and wherein R2 is hydrogen.
  • Preferred is the use of free fatty acids having a chain length of from 12 to 18, such as oleic acid, lauric acid, tallow fatty acid etc.
  • the level of fatty acid material is more than 0.1% by weight of the composition, more preferred more than 0.2%, especially preferred are systems comprising more than 0.5% of fatty acid material.
  • the level of fatty acid material will usually not exceed 50% by weight of the composition, more preferred the level of fatty acid material is less than 30%, typically from 0.5 to 10% by weight of the composition.
  • the weight ratio of amine softening material to fatty acid material is preferably from 10:1 to 1:10, more preferred from 9:1 to 1:1, most preferred from 7:1 to 3:1.
  • compositions according to the invention can be further improved by incorporating therein a nonionic material of specific HLB value.
  • Preferred nonionic materials for use in compositions of the invention have an HLB value in the range from 7.0 to 21.0, more preferred from 9.0 to 19.0, especially preferred from 10.0 to 18.0. It is believed that the nonionic materials may contribute in two ways to a quality improvement of the compositions of the invention: firstly the softening performance may be enhanced and secondly the viscosity of the product is decreased.
  • nonionic materials of relative low HLB are especially useful for use in compositions of low active level, while compositions of high active level preferably comprise nonionic materials of relative high HLB.
  • compositions wherein the total level of amine and fatty acid material is from 5 to 10% by weight of the composition comprise a nonionic material having an HLB of between 9.0 and 13.0; compositions wherein the active level is from 10-15% by weight of the composition, preferably comprise a nonionic material of HLB between 11.5 and 16.5.
  • An active level of 15-20% by weight corresponds to a preferred HLB value of from 14.0-19.0; compositions of active level between 20 and 25% preferably comprise a nonionic material of HLB of between 16.5 and 21.0.
  • Preferred nonionic materials are alkoxylated fatty alcohols, preferably containing a fatty alcohol having from 8-28 carbon atoms, said alcohol being ethoxylated with from 2-50, preferably from 4-40 ethoxy-groups.
  • the level of nonionic material is more than 0.1% by weight of the composition, more preferred more than 0.2%, especially preferred are systems comprising more than 0.5% of nonionic material.
  • the level of nonionic material will usually not exceed 50% by weight of the composition, more preferred the level of nonionic material is less than 30%, typically from 0.5 to 10% by weight of the composition.
  • the ester materials for incorporation into a product of the present invention is preferably a mono-di- or triester of a C1 ⁇ 5 polyol with a fatty acid material.
  • the polyol is ethylene glycol, glycerol or propylene glycol.
  • Preferred fatty acid materials comprise an alkyl or alkenyl chain of from 8 to 28 carbon atoms, preferably from 12 to 20 carbon atoms.
  • fatty acid materials selected from lauric acid, tallow fatty acid, hardened tallow fatty acid, coconut fatty acid, stearic acid or mixtures thereof.
  • di-esters of fatty acid materials and polyols are particularly preferred.
  • di-fatty acid of ethylene glycol Especially preferred is the use of ethylene glycol distearate.
  • the level of fatty ester materials is more than 0.1% by weight of the composition, more preferred more than 0.5%.
  • the level of fatty ester material does not exceed the 30%, more preferably the level is less than 20%, most preferred between 0.7 and 10%.
  • compositions of the present invention may comprise in addition to the above mentioned amine, fatty acid and optional materials one or more other softener materials selected from cationic, amphoteric and nonionic softening materials.
  • suitable materials are for example described in EP 239 910 (P&G), US 3 915 865 (STEPAN) and US 4 137 180 (Lever Brothers).
  • the weight ratio of these additional softening materials to the total of the two above mentioned essential softening materials is less than 3:1, more preferred less than 1:1, especially preferred less than 0.5:1.
  • compositions of the present invention may take a variety of forms such as liquids, pastes and gels.
  • compositions of the present invention are liquids, comprising an aqueous phase.
  • water level in such aqueous liquids is from 97 to 20% by weight of the composition, more preferred from 95 to 70%.
  • the composition can also contain one or more optional ingredients selected from non-aqueous solvents such as C1-C4 alkanols and polyhydric alcohols, rewetting agents, viscosity modifiers such as electrolytes, for example calcium chloride, antigelling agents, perfumes, perfume carriers, fluorescers, colourants, hydrotropes, antifoaming agents, antiredeposition agents, enzymes, optical brightening agents, opacifiers, stabilisers such as guar gum and polyethylene glycol, emulsifiers, anti-shrinking agents, anti-wrinkle agents, fabric crisping agents, anti-spotting agents, soil-release agents, germicides, linear or branched silicones, fungicides, anti-oxidants, anti-corrosion agents, preservatives such as Proxel, ascoric acid, Bronopol (Trade Mark), a commercially available form of 2-bromo-2-nitropropane-1,3-diol, dyes, bleaches and bleach precursor
  • These optional ingredients if added, preferably are present at levels up to 5% by weight of the composition.
  • the liquid compositions according to the inventions may be prepared by a variety of methods.
  • One suitable method is to form a molten mixture of the amine materials and the fatty acid materials eventually in combination with other softening materials, and adding this premix to water under stirring to form a dispersion and thereafter adding any optional ingredients.
  • compositions of the present invention have a pH of less than 6.5, more preferred less than 5.0, especially preferred are compositions which have a pH of between 2.0 and 4.0, especially from 3.0 to 4.0.
  • the fabric conditioning composition of the invention may be added to a large volume of water to form a liquor with which the fabrics to be treated are contacted.
  • the total concentration of the amine compound and the fatty acid ester compound in this liquor will be between about 30ppm and 1000ppm.
  • the weight ratio of the fabrics to liquor will generally be between 1:1 to 1:10.
  • the pH of a rinse liquor comprising the amine and fatty acid materials in a total concentration of from 30 to 1000ppm (preferably around 200ppm) should be less than 6.5, more preferred less than 6.0.
  • This low pH is preferably effected by acidifying ingredients such as phosphoric or citric acid which are already present in the fabric softener; if necessary, however, separate ingredients may be added to the rinse water for lowering the pH.
  • compositions were made by pre-heating a mixture of amine, fatty acid and nonionic and dispersing the mixture in water.
  • the amine materials were protonated with an equimolar amount of citric acid.
  • the compositions were tested by adding 2g of the compositions to 1 litre of water (11 FH) and rinsing therein 3 pieces of terry towelling (total weight 48g) for 5 minutes at 100 rpm.
  • the pieces of cloth were line dried and assessed for softness by a trained panel of 8 persons. A higher score indicates a better softening.
  • Composition D was prepared as in example 1 and compared to a commercially available rinse conditioner containing a conventional dihardened tallow dimethyl ammonium chloride softener material.
  • a 2.5kg load of terry towelling was washed at 60°C in an AEG Lavamat 570 with water of 26 FH in the presence of 100g Persil Automatic (UK).
  • UPM Persil Automatic
  • the cloths were line dried and assessed for softness by a trained panel of 8 persons; a higher softness indicates a better softening.
  • compositions F and G were prepared as in example 1, and compared to a commercially available softener material on the basis of dihardened tallow dimethyl ammonium chloride.
  • a 2.5kg load of desized terry towelling cloths was washed at 60°C in a Siemens washing machine with water of 26 FH in the presence of 100g of Persil Automatic (UK).
  • 100g of the compositions F-H was added to the last rinse cycle, the cloths were line dried and assessed for softness by a trained panel of 8 members, a higher softening score indicates a better softening.
  • compositions were prepared as in example 1 and tested as in example 3.
  • INGREDIENT (%wt) I J K Armeen M2HT 6.0 6.0 6.0 Fatty acid 1) 1.5 1.5 1.5 nonionic 2) 1.5 1.5 1.5 citric acid 4) 3.0 4.25 8.0 pH (in rinse) 6.5 5.9 4.9 softening score -0.38 0.12 0.33 1) Hardened tallow fatty acid 2) coconut alcohol ethoxylated with 5EO groups (HLB 10) 4) amount of citric acid on-top of the citric acid used for protonating the amine.
  • This example illustrates that by lowering the pH in the rinse water, a better softening can be obtained.
  • compositions were prepared as in example 1.
  • the viscosity of the products was measured at 110 s-1.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Claims (8)

  1. Composition liquide d'adoucissement de textiles sous forme d'une dispersion dans un milieu aqueux comprenant :
    (i) une amine adoucissante ;
    (ii) un acide gras non saponifié ; et
    (iii) un acide tampon,
    le pH de la composition étant inférieur à 6,5.
  2. Conposition liquide d'adoucissement de textiles selon la revendication 1, dans laquelle l'amine adoucissante répond à la formule :
    Figure imgb0006
     dans laquelle R₁₅ est un groupe hydrocarbyle en C₆₋₂₄,
    R₁₆ est un groupe hydrocarbyle en C₁₋₂₄, et
    R₁₇ est un groupe hydrocarbyle en C₁₋₁₀.
  3. Composition liquide d'adoucissement de textiles selon la revendication 1 ou 2, qui comprend en outre une matière non ionique ayant un indice d'amphipathie (HCB) compris entre 7,0 et 21,0.
  4. Composition liquide d'adoucissement de textiles selon l'une quelconque des revendications précédentes, qui comprend en outre un ester d'un acide gras et d'un polyol à chaîne courte.
  5. Composition liquide d'adoucissement de textiles selon l'une quelconque des revendications précédentes, qui comprend moins de 30% en poids d'un acide gras non saponifié.
  6. Composition liquide d'adoucissement de textiles sous forme d'une dispersion en milieu aqueux qui comprend :
    (i) de 3 à 20% en poids d'une amine adoucissante,
    (ii) de 0,5 à 10% en poids d'un acide gras non saponifié ; et
    (iii) un acide tampon,
    le rapport molaire de l'amine adoucissante à l'acide tampon étant compris entre 5:1 et 1:10 et le pH de la composition étant inférieur à 6,5.
  7. Composition liquide d'adoucissement de textiles selon la revendication 6, qui comprend en outre une matière non ionique dont l'indice d'amphipathie (HCB) est compris entre 7,0 et 10,0.
  8. Composition liquide d'adoucissement de textiles selon l'une quelconque des revendications précédentes qui donne, lors de la dilution dans l'eau jusqu'à une concentration totale des amines et des acides gras à une valeur de 30 à 1000 ppm, une liqueur ayant un pH inférieur à 6,5.
EP90307692A 1989-07-17 1990-07-13 Composition adoucissante pour textile Expired - Lifetime EP0409503B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB898916308A GB8916308D0 (en) 1989-07-17 1989-07-17 Fabric softening
GB8916308 1989-07-17

Publications (3)

Publication Number Publication Date
EP0409503A2 EP0409503A2 (fr) 1991-01-23
EP0409503A3 EP0409503A3 (en) 1991-11-21
EP0409503B1 true EP0409503B1 (fr) 1995-04-19

Family

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EP90307692A Expired - Lifetime EP0409503B1 (fr) 1989-07-17 1990-07-13 Composition adoucissante pour textile

Country Status (9)

Country Link
EP (1) EP0409503B1 (fr)
JP (1) JP2757892B2 (fr)
AU (1) AU639702B2 (fr)
BR (1) BR9003455A (fr)
CA (1) CA2021128C (fr)
DE (1) DE69018718T2 (fr)
ES (1) ES2071025T3 (fr)
GB (1) GB8916308D0 (fr)
ZA (1) ZA905609B (fr)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB8920468D0 (en) * 1989-09-11 1989-10-25 Unilever Plc Fabric softening
CA2108905A1 (fr) * 1991-04-30 1992-10-31 Alice Marie Vogel Adoucissant qui contient un substituant d'imidazoline et des composes fortement ethoxyles
WO1993019156A1 (fr) * 1992-03-16 1993-09-30 The Procter & Gamble Company Procede de preparation de compositions de produit assouplissant concentre a base d'imidazoline
CA2131306C (fr) * 1992-03-16 1998-02-10 Alice Marie Vogel Compositions adoucissantes pour tissus, a base d'une matiere adoucissante et d'un compose fortement ethoxyle pour disperser la mousse
WO1994019439A1 (fr) * 1993-02-25 1994-09-01 Unilever Plc Utilisation d'une composition assouplissante pour tissus
US5503756A (en) * 1994-09-20 1996-04-02 The Procter & Gamble Company Dryer-activated fabric conditioning compositions containing unsaturated fatty acid
GB2375356A (en) * 2001-05-11 2002-11-13 Reckitt Benckiser Nv Cationic fabric softening compositions

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4045361A (en) * 1975-05-21 1977-08-30 The Procter & Gamble Company Fabric conditioning compositions
US4233164A (en) * 1979-06-05 1980-11-11 The Proctor & Gamble Company Liquid fabric softener
US4514444A (en) * 1984-02-03 1985-04-30 The Procter & Gamble Company Fabric cleaning/conditioning compositions
GB8508129D0 (en) * 1985-03-28 1985-05-01 Procter & Gamble Ltd Textile treatment composition
GB2172910B (en) * 1985-03-28 1989-06-21 Procter & Gamble Detergent containing a fabric conditioner
DE3661481D1 (en) * 1985-05-28 1989-01-26 Unilever Nv Liquid cleaning and softening compositions
MX169902B (es) * 1986-07-10 1993-07-30 Colgate Palmolive Co Mejoras a composiciones acondicionadoras de tela a traves del lavado
DE3706664A1 (de) * 1987-02-28 1988-09-08 Henkel Kgaa Fluessige textilbehandlungsmittel
DE3708132A1 (de) * 1987-03-13 1988-09-22 Henkel Kgaa Waessriges weichspuelmittel fuer die behandlung von textilien
DE3730792A1 (de) * 1987-09-14 1989-03-23 Henkel Kgaa Textilbehandlungsmittel
US4869836A (en) * 1988-05-03 1989-09-26 Colgate-Palmolive Co. Wash cycle fabric conditioning compositions: tertiaryamine-multi-functional carboxylic acid complex

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ZA905609B (en) 1992-03-25
DE69018718T2 (de) 1995-08-17
ES2071025T3 (es) 1995-06-16
DE69018718D1 (de) 1995-05-24
GB8916308D0 (en) 1989-08-31
AU5894590A (en) 1991-01-17
CA2021128A1 (fr) 1991-01-18
EP0409503A3 (en) 1991-11-21
EP0409503A2 (fr) 1991-01-23
JP2757892B2 (ja) 1998-05-25
CA2021128C (fr) 2000-12-26
AU639702B2 (en) 1993-08-05
JPH03113074A (ja) 1991-05-14
BR9003455A (pt) 1991-08-27

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