EP2855648B1 - Améliorations relatives à des conditionneurs pour textile - Google Patents

Améliorations relatives à des conditionneurs pour textile Download PDF

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EP2855648B1
EP2855648B1 EP13719489.0A EP13719489A EP2855648B1 EP 2855648 B1 EP2855648 B1 EP 2855648B1 EP 13719489 A EP13719489 A EP 13719489A EP 2855648 B1 EP2855648 B1 EP 2855648B1
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Prior art keywords
quaternary ammonium
water
group
surfactant
composition
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German (de)
English (en)
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EP2855648A1 (fr
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Christopher Boardman
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Unilever PLC
Unilever NV
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Unilever PLC
Unilever NV
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    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/001Softening compositions
    • C11D3/0015Softening compositions liquid
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38Cationic compounds
    • C11D1/645Mixtures of compounds all of which are cationic
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D11/00Special methods for preparing compositions containing mixtures of detergents
    • C11D11/0094Process for making liquid detergent compositions, e.g. slurries, pastes or gels
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/50Perfumes
    • C11D3/502Protected perfumes
    • C11D3/505Protected perfumes encapsulated or adsorbed on a carrier, e.g. zeolite or clay
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38Cationic compounds
    • C11D1/62Quaternary ammonium compounds

Definitions

  • the present invention concerns a process for the preparation of opaque fabric conditioner compositions comprising an encapsulated perfume, a water insoluble ester-linked quaternary ammonium softening active and a water soluble quaternary ammonium surfactant.
  • aqueous fabric conditioners that are preferably water-clear in appearance, which comprise up to 30 wt % of a water insoluble quaternary ammonium compound, up to 50 wt % of a water soluble quaternary ammonium compound, a water soluble acid and an emulsifier comprising an ethylene oxide adduct of a hydroxyl functional fatty compound having an HLB value of 12 to 19.
  • WO93/23510 discloses concentrated fabric softener compositions comprising an ester linked fabric softener active and an optional water soluble quaternary ammonium compound.
  • a lab scale preparation method is exemplified, whereby all components are mixed together in a sealed jar. Aging of the resultant compositions causes an increase in viscosity in as little as only 1 day at ambient temperature.
  • the present invention uses a water soluble quaternary ammonium surfactant to increase the storage stability of a laundry composition, comprising an ester-linked quaternary ammonium softening active, at elevated temperatures.
  • a water soluble quaternary ammonium surfactant to increase the storage stability of a laundry composition, comprising an ester-linked quaternary ammonium softening active, at elevated temperatures.
  • composition obtained from the process of the first aspect of the invention.
  • the water soluble quaternary ammonium surfactant is added to a water phase, before addition of a melt phase comprising molten water insoluble ester-linked quaternary ammonium softening active.
  • the water phase may also contain minor components, for example, preservatives and antifoam.
  • Encapsulated perfume may be added to the water phase.
  • Non-confined perfume oil is preferably added in the conventional way, after the active and water phases have been combined and cooled.
  • a preferred process of the invention comprises the steps of:-
  • the optional ingredients are added to the heated water before the addition of the water soluble quaternary ammonium surfactant.
  • Viscosity of the compositions may suitably be measured on a cup and bob viscometer; the viscosity being continuously measured under shear at 106s -1 for 60 seconds, at 25°C.
  • compositions made by the process of the invention have a viscosity in the range of from 50 to 150 mPas-1, more preferably from 70 to 110 mPas-1.
  • the water-soluble quaternary ammonium surfactant is a cationic surfactant having a solubility in distilled water at pH 2.5 and 20°C of greater than 1g/l.
  • the solubility of the water-soluble quaternary ammonium surfactant is defined with reference to the pure material in the form of a strong acid salt (e.g. chloride), and the soluble fraction of the surfactant is taken to be that material which cannot be separated from water by centrifugal action and which passes a 100nm Nuclepore filter (registered trade mark).
  • Preferred water-soluble quaternary ammonium surfactants are mono-C 8 -C 24 alkyl or alkenyl ammonium salts, imidazolinium salts, pyridinium salts and mixtures thereof.
  • Suitable water-soluble mono-ammonium surfactant compounds have the general formula: wherein:
  • Preferred materials of this general type include the tallow trimethyl ammonium salts, cetyl trimethyl ammonium salts, myristyl trimethyl ammonium salts, coconut alkyl trimethyl ammonium salts, cetyl dimethyl ammonium salts, myristyl dimethyl ammonium salts, benzalkonium chloride, coconut alkyl dimethyl ammonium salts, oleyl methyl ammonium salts, palmityl methyl ammonium salts, myristyl methyl ammonium salts, lauryl methyl ammonium salts, dodecyl dimethyl hydroxyethyl ammonium salts, dodecyl dimethyl hydroxypropyl ammonium salts, myristyl dimethyl hydroxyethyl ammonium salts, dodecyl dimethyl dioxyethylenyl ammonium salts, myristyl benzyl hydroxyethyl methyl ammonium salts, coconut alkyl benz
  • the most preferred compounds are selected from cetyl trimethyl ammonium chloride, benzalkonium chloride and a mixture of octyldecyldimethyl ammonium chloride, didecyldimethyl ammonium chloride and dioctyldimethyl ammonium chloride, most preferably benzalkonium chloride.
  • the water insoluble ester-linked quaternary ammonium softening active is a fabric-substantive quaternary ammonium compound which, in pure form as a strong acid salt (e.g. chloride), has a solubility in distilled water at pH 2.5 and 20°C of less than 1g/l, preferably less than 0.1g/l more preferably less than 0.01 g/l or can be a mixture of such compounds.
  • a strong acid salt e.g. chloride
  • the soluble fraction of the surfactant is taken to be that material which cannot be separated from water by centrifugal action and which passes a 100nm Nuclepore filter (registered trade mark).
  • Preferred materials are compounds having two -C 12 -C 24 alkyl or alkenyl groups, or a quaternary ammonium compound comprising a single chain with an average chain length equal to or greater than C 20 .
  • the water insoluble ester-linked quaternary ammonium softening active for use in the process and compositions of the invention is an ester-linked quaternary ammonium compound.
  • Preferred quaternary ammonium compounds for use in the process of the invention have unsaturated chains, i.e. are the so-called "soft" quats.
  • Such compounds are typically derived from fatty acyl or fatty acid feed stock having an Iodine Value of from 20 to 140, preferably from 20 to 60, more preferably from 20 to 50, most preferably from 25 to 45.
  • the unsaturated chains come from the unsaturated fatty feed stock.
  • the iodine value represents the mean iodine value of the parent fatty acyl compounds or fatty acids of all of the quaternary ammonium materials present.
  • the iodine value represents the mean iodine value of the parent fatty acyl compounds or fatty acids of all of the quaternary ammonium materials present.
  • Iodine value is defined as the number of grams of iodine absorbed per 100 g of test material. NMR spectroscopy is a suitable technique for determining the iodine value of the softening agents of the present invention, using the method described in Anal. Chem., 34, 1136 (1962) by Johnson and Shoolery and in EP 593,542 (Unilever, 1993 ).
  • the quaternary ammonium compound is preferably present in the compositions of the invention at a level of from 2 % to 55 %, preferably from 3 % to 50 %, more preferably from 4 % to 40 % even more preferably from 5 % to 25 %, still more preferably from 7 % to 14 %, by weight of the total composition, for example from 8 to 12 % by weight.
  • the compositions of the invention are preferably concentrated fabric conditioners.
  • Particularly preferred materials are water insoluble ester-linked triethanolammonium (TEA) quaternary ammonium compounds comprising a mixture of mono-, di- and tri-ester linked components.
  • TAA water insoluble ester-linked triethanolammonium
  • such TEA-based fabric softening compounds comprise a mixture of mono, di- and tri-ester forms of the compound.
  • the di-ester linked component comprises no more than 70 % by weight of the fabric softening compound, preferably no more than 60 %, e.g. no more than 55 %, or even no more than 45 % of the fabric softening compound and at least 10 % of the monoester linked component.
  • a first group of quaternary ammonium compounds (QACs) suitable for use in the present invention is represented by formula (I): [(CH 2 )n(TR)] m -(R 1 ).N + -[(CH 2 ) n (OH) 3-m X - (I) wherein each R is independently selected from a C 5 - 35 alkyl or alkenyl group; R 1 represents a C 1-4 alkyl, C 2-4 alkenyl or a C 1-4 hydroxyalkyl group; T is generally O-CO. (i.e. an ester group bound to R via its carbon atom), but may alternatively be CO.O (i.e.
  • TEA ester quats preparations which are rich in the di-esters of triethanolammonium methylsulphate, otherwise referred to as "TEA ester quats".
  • StepantexTM UL85 Ex Stepan, PrapagenTM TQL, ex Clariant, and TetranylTM AHT-1
  • Ex Kao both di-[hardened tallow ester] of triethanolammonium methylsulphate
  • AT-1 di-[tallow ester] of triethanolammonium methylsulphate
  • L5/90 di-[palm ester] of triethanolammonium methylsulphate
  • RewoquatTM WE15 a di-ester of triethanolammonium methylsulphate having fatty acyl residues deriving from C 10 -C 20 and C 16 -C 18 unsaturated fatty acids
  • soft quaternary ammonium actives such as Stepantex VK90, Stepantex VT90, SP88 (ex-Stepan), Prapagen TQ (ex-Clariant), Dehyquart AU-57 (ex-Cognis), Rewoquat WE18 (ex-Degussa) and Tetranyl L190 P, Tetranyl L190 SP and Tetranyl L190 S (all ex-Kao) are suitable.
  • a second group of quaternary ammonium compounds suitable for use in the invention is represented by formula (II): (R 1 ) 3 N + -(CH 2 ) n -CH.( CH 2 TR 2 )-TR 2 X - (II) wherein each R 1 group is independently selected from C 1-4 alkyl, hydroxyalkyl or C 2-4 alkenyl groups; and wherein each R 2 group is independently selected from C 8-28 alkyl or alkenyl groups; and wherein n, T, and X - are as defined above.
  • Preferred materials of this second group include 1,2 bis [tallowoyloxy]-3-trimethylammonium propane chloride, 1,2 and 1,2- bis [oleoyloxy]-3-trimethylammonium propane chloride. Such materials are described in US 4,137,180 (Lever Brothers). Preferably, these materials also comprise an amount of the corresponding mono-ester.
  • a third group of quaternary ammonium compounds suitable for use in the invention is represented by formula (III): (R 1 ) 2 -N + -[(CH 2 ) n -T-R 2 ] 2 X - (III) wherein each R 1 group is independently selected from C 1-4 alkyl, or C 2-4 alkenyl groups; and wherein each R 2 group is independently selected from C 8-28 alkyl or alkenyl groups; and n, T, and X- are as defined above.
  • Preferred materials of this third group include bis(2-tallowoyloxyethyl)dimethyl ammonium chloride.
  • compositions derived from the process of the present invention comprise comprise one or more encapsulated perfumes.
  • Non-encapsulated (also called non-confined, or free perfume) perfume may also be present.
  • the total amount of encapsulated and non-confined perfume present is preferably an amount of from 0.01 to 10 % by weight, more preferably from 0.05 to 5 % by weight, even more preferably from 0.1 to 4.0 %, most preferably from 0.5 to 3.0 % by weight, based on the total weight of the composition.
  • the amount of encaps present is preferably from 0.01 to 0.9 %, more preferably from 0.05 to 0.7 and most preferably from 0.1 to 0.5 % by weight of the total composition.
  • the fabric conditioners of the present invention comprise an encapsulated perfume.
  • the encapsulated perfumed is preferably present in an amount of from 0.1 to 5 wt %, by weight of the total composition.
  • the encapsulated perfume is preferably in the form of a slurry having a viscosity of from greater than water to 1000 cps at 21 s -1 and 25 °C.
  • the perfume loading of the encaps that is to say the amount of the total encap weight that is perfume, is preferably from 20 to 40 wt %, more preferably from 28 to 32 wt %, by total weight of the encaps.
  • the encaps (or "capsules") for use in the process of the present invention comprise a shell.
  • the shell is preferably comprised of materials including aminoplasts, proteins, polyurethanes, polysaccharides, gums, celluloses, and any other encapsulating material which may be used effectively in the present invention, such as polymethylmethacrylate.
  • Preferred encapsulating polymers include those formed from melamine formaldehyde or urea formaldehyde condensates, as well as similar types of aminoplasts.
  • Most preferably the shell comprises melamine formaldehyde.
  • microcapsules made via the simple or complex coacervation of gelatin are also preferred for use with the coating.
  • Microcapsules having shell walls comprised of polyurethane, polyamide, polyolefin, polysaccaharide, protein, silicone, lipid, modified cellulose, gums, polyacrylate, polystyrene, and polyesters or combinations of these materials are also possible.
  • a representative process used for aminoplast encapsulation is disclosed in U.S. Patent No. 3,516,941 though it is recognized that many variations with regard to materials and process steps are possible.
  • a representative process used for gelatin encapsulation is disclosed in U.S. Patent No, 2,800,457 though it is recognized that many variations with regard to materials and process steps are possible. Both of these processes are discussed in the context of fragrance encapsulation for use in consumer products in U.S. Patent Nos. 4,145,184 and US 5,112,688 respectively.
  • Encapsulation can provide pore vacancies or interstitial openings depending on the encapsulation techniques employed.
  • Fragrance capsules known in the art and suitable for use in the present invention comprise a wall or shell comprising a three-dimensional cross-linked network of an aminoplast resin, more specifically a substituted or un-substituted acrylic acid polymer or co-polymer cross-linked with a urea-formaldehyde pre-condensate or a melamine-formaldehyde pre-condensate.
  • Microcapsule formation using mechanisms similar to the foregoing mechanism, using (i) melamine-formaldehyde or urea-formaldehyde pre-condensates and (ii) polymers containing substituted vinyl monomeric units having proton-donating functional group moieties (e.g. sulfonic acid groups or carboxylic acid anhydride groups) bonded thereto is disclosed in U.S. Patent 4,406,816 (2-acrylamido-2-methyl-propane sulfonic acid groups), UK published Patent Application GB 2,062,570 A (styrene sulfonic acid groups) and UK published Patent Application GB 2,006,709 A (carboxylic acid anhydride groups).
  • Particle size and average diameter of the capsules can vary from about 10 nanometers to about 1000 microns, preferably from about 50 nanometers to about 100 microns, more preferably from about 2 to about 40 microns, even more preferably from about 3 to 30 microns. A particularly preferred range is from about 5 to 10 microns, for example 6 to 7 microns.
  • the capsule distribution can be narrow, broad or multimodal. Multimodal distributions may be composed of different types of capsule chemistries.
  • Useful components of the perfume include materials of both natural and synthetic origin. They include single compounds and mixtures. Specific examples of such components may be found in the current literature, e.g., in Fenaroli's Handbook of Flavor Ingredients, 1975, CRC Press ; Synthetic Food Adjuncts, 1947 by M. B. Jacobs, edited by Van Nostr and; or Perfume and Flavor Chemicals by S. Arctander 1969, Montclair, N.J. (USA ).
  • perfume in this context is not only meant a fully formulated product fragrance, but also selected components of that fragrance, particularly those which are prone to loss, such as the so-called 'top notes'.
  • Top notes are defined by Poucher (Journal of the Society of Cosmetic Chemists 6(2):80 [1955 ]). Examples of well known top-notes include citrus oils, linalool, linalyl acetate, lavender, dihydromyrcenol, rose oxide and cis-3-hexanol. Top notes typically comprise 15-25%wt of a perfume composition and in those embodiments of the invention which contain an increased level of top-notes it is envisaged at that least 20%wt would be present within the encapsulate.
  • perfume components which have a low Clog P (i.e. those which will be partitioned into water), preferably with a Clog P of less than 3.0.
  • Clog P i.e. those which will be partitioned into water
  • materials, of relatively low boiling point and relatively low Clog P have been called the "delayed blooming" perfume ingredients and include the following materials:
  • Suitable non-encapsulated perfume ingredients include those hydrophobic perfume components with a ClogP above 3.
  • ClogP means the logarithm to base 10 of the octanol/water partition coefficient (P).
  • the octanol/water partition coefficient of a PRM is the ratio between its equilibrium concentrations in octanol and water. Given that this measure is a ratio of the equilibrium concentration of a PRM in a non-polar solvent (octanol) with its concentration in a polar solvent (water), ClogP is also a measure of the hydrophobicity of a material--the higher the ClogP value, the more hydrophobic the material.
  • ClogP values can be readily calculated from a program called "CLOGP" which is available from Daylight Chemical Information Systems Inc., Irvine Calif., USA. Octanol/water partition coefficients are described in more detail in U.S. Pat. No. 5,578,563 .
  • Perfume components with a ClogP above 3 comprise: Iso E super, citronellol, Ethyl cinnamate, Bangalol, 2,4,6-Trimethylbenzaldehyde, Hexyl cinnamic aldehyde, 2,6-Dimethyl-2-heptanol, Diisobutylcarbinol, Ethyl salicylate, Phenethyl isobutyrate, Ethyl hexyl ketone, Propyl amyl ketone, Dibutyl ketone, Heptyl methyl ketone, 4,5-Dihydrotoluene, Caprylic aldehyde, Citral, Geranial, Isopropyl benzoate, Cyclohexanepropionic acid, Campholene aldehyde, Caprylic acid, Caprylic alcohol, Cuminaldehyde, 1-Ethyl-4-nitrobenzene, Heptyl formate, 4-I
  • perfumes with which the present invention can be applied are the so-called 'aromatherapy' materials. These include many components also used in perfumery, including components of essential oils such as Clary Sage, Eucalyptus, Geranium, Lavender, Mace Extract, Neroli, Nutmeg, Spearmint, Sweet Violet Leaf and Valerian.
  • Co-softeners may be used. When employed, they are typically present at from 0.1 to 20% and particularly at from 0.5 to 10%, based on the total weight of the composition.
  • Preferred co-softeners include fatty esters, and fatty N-oxides.
  • Fatty esters that may be employed include fatty monoesters, such as glycerol monostearate, fatty sugar esters, such as those disclosed WO 01/46361 (Unilever ).
  • compositions of the present invention will preferably comprise a fatty complexing agent.
  • suitable fatty complexing agents include fatty alcohols and fatty acids. Of these, fatty alcohols are most preferred.
  • the fatty complexing material improves the viscosity profile of the composition by complexing with mono-ester component of the fabric conditioner material thereby providing a composition which has relatively higher levels of di-ester and tri-ester linked components.
  • the di-ester and tri-ester linked components are more stable and do not affect initial viscosity as detrimentally as the mono-ester component.
  • compositions comprising quaternary ammonium materials based on TEA may destabilise the composition through depletion flocculation.
  • depletion flocculation is significantly reduced.
  • the fatty complexing agent at the increased levels as required by the present invention, "neutralises” the mono-ester linked component of the quaternary ammonium material. This in situ di-ester generation from mono-ester and fatty alcohol also improves the softening of the composition.
  • Preferred fatty acids include hardened tallow fatty acid (available under the trade name PristereneTM, ex Uniqema).
  • Preferred fatty alcohols include hardened tallow alcohol (available under the trade names StenolTM and HydrenolTM, ex Cognis and LaurexTM CS, ex Albright and Wilson).
  • the fatty complexing agent is preferably present in an amount greater than 0.3 to 5% by weight based on the total weight of the composition. More preferably, the fatty component is present in an amount of from 0.4 to 4%.
  • the weight ratio of the mono-ester component of the quaternary ammonium fabric softening material to the fatty complexing agent is preferably from 5:1 to 1:5, more preferably 4:1 to 1:4, most preferably 3:1 to 1:3, e.g. 2:1 to 1:2.
  • compositions may further comprise a nonionic surfactant, especially where the level of quaternary ammonium compound is above about 8 % by weight of the total composition. Typically these can be included for the purpose of stabilising the compositions.
  • Suitable nonionic surfactants include addition products of ethylene oxide and/or propylene oxide with fatty alcohols, fatty acids and fatty amines. Any of the alkoxylated materials of the particular type described hereinafter can be used as the nonionic surfactant.
  • Suitable surfactants are substantially water soluble surfactants of the general formula: R-Y-(C 2 H 4 O) z -CH 2 -CH 2 -OH where R is selected from the group consisting of primary, secondary and branched chain alkyl and/or acyl hydrocarbyl groups; primary, secondary and branched chain alkenyl hydrocarbyl groups; and primary, secondary and branched chain alkenyl-substituted phenolic hydrocarbyl groups; the hydrocarbyl groups having a chain length of from 8 to about 25, preferably 10 to 20, e.g. 14 to 18 carbon atoms.
  • Y is typically:
  • the nonionic surfactant has an HLB of from about 7 to about 20, more preferably from 10 to 18, e.g. 12 to 16.
  • GenapolTM C200 (Clariant) based on coco chain and 20 EO groups is an example of a suitable nonoionic surfactant.
  • the nonionic surfactant is present in an amount from 0.01 to 10%, more preferably 0.1 to 5 by weight, based on the total weight of the composition.
  • An antifoam may be present in an amount of from 0.025 to 0.45 wt %, preferably 0.03 to 0.4 wt %, most preferably from 0.05 to 0.35 wt %, for example 0.07 to 0.4 wt %, by weight of the total composition and based on 100 % antifoam activity.
  • antifoams A wide variety of materials may be used as antifoams, and antifoams are well known to those skilled in the art. See, for example, Kirk Othmer Encyclopedia of Chemical Technology, Third Edition, Volume 7, pages 430-447 (John Wiley & Sons, Inc., 1979 ).
  • Suitable antifoams include, for example, silicone antifoam compounds, alcohol antifoam compounds, for example 2-alkyl alcanol antifoam compounds, fatty acids, paraffin antifoam compounds, and mixtures thereof.
  • antifoam compound it is meant herein any compound or mixtures of compounds which act such as to depress the foaming or sudsing produced by a solution of a detergent composition, particularly in the presence of agitation of that solution.
  • silicone antifoam compounds defined herein as any antifoam compound including a silicone component.
  • silicone antifoam compounds also contain a silica component.
  • Silica particles are often hydrophobed, e.g. as Trimethylsiloxysilicate.
  • Silicone antifoam agents are well known in the art and are, for example, disclosed in U. S. Patent 4, 265, 779, issued May 5, 25 1981 to Gandolfo et al and European Patent Application No. 89307851. 9, published February 7, 1990, by Starch, M. S.
  • Other silicone antifoams are disclosed in U. S. Patent 3, 455, 839 which relates to compositions and processes for defoaming aqueous solutions by incorporating therein small amounts of polydimethylsiloxane fluids. Mixtures of silicone and silanated silica are described, for instance, in German Patent Application DOS 2, 124, 526 .
  • Silicone defoamers and suds controlling agents in granular detergent compositions are disclosed in U. S. Patent 3, 933, 672, 35 Bartolotta et al , and in U. S. Patent 4, 652, 392, Baginski et al, issued March 24, 1987 .
  • suitable silicone antifoam compounds are the combinations of polyorganosiloxane with silica particles commercially available from Dow Corning, Wacker Chemie and Momentive.
  • Suitable antifoam compounds include the monocarboxylic fatty acids and soluble salts thereof. These materials are described in US Patent 2, 954, 347 .
  • the monocarboxylic fatty acids, and salts thereof, for use as antifoam agents typically have hydrocarbyl chains of about 10 to about 24 carbon atoms, preferably about 12 to about 18 carbon atoms like the tallow amphopolycarboxyglycinate commercially available under the trade name TAPAC.
  • Suitable salts include the alkali metal salts such as sodium, potassium, and lithium salts, and ammonium and alkanolammonium salts.
  • Suitable antifoam compounds include, for example, high molecular weight hydrocarbons such as paraffin, light petroleum odourless hydrocarbons, fatty esters (e.g. fatty acid triglycerides, glyceryl derivatives, polysorbates), fatty acid esters of monovalent alcohols, aliphatic C18-C40 ketones (e.g.
  • N-alkylated amino triazines such as tri- to hexa- 10 alkylmelamines or di- to tetra alkyldiamine chlortriazines formed as products of cyanuric chloride with two or three moles of a primary or secondary amine containing 1 to 24 carbon atoms, propylene oxide, bis stearic acid amide and monostearyl phosphates such as monostearyl alcohol phosphate ester and monostearyl di-alkali metal (e.g. , K, Na, and Li) phosphates and phosphate esters, and nonionic polyhydroxyl derivatives.
  • the hydrocarbons such as paraffin and 15 haloparaffin, can be utilized in liquid form.
  • the liquid hydrocarbons will be liquid at room temperature and atmospheric pressure, and will have a pour point in the range of about -40°C and about 5°C, and a minimum boiling point not less than about 110°C (atmospheric pressure). It is also known to utilize waxy hydrocarbons, preferably having a melting point below about 100°C. Hydrocarbon suds suppressers are described, for example, in U. S. Patent 4, 265, 779 .
  • the hydrocarbons thus, include aliphatic, alicyclic, aromatic, and heterocyclic saturated or unsaturated hydrocarbons having from about 12 to about 70 carbon atoms.
  • the term "paraffin", as used in this suds suppresser discussion, is intended to include mixtures of true paraffins and cyclic hydrocarbons.
  • Copolymers of ethylene oxide and propylene oxide particularly the mixed ethoxylated/propoxylated fatty alcohols with an alkyl chain length of from about 10 to about 16 carbon atoms, a degree of ethoxylation of from about 3 to about 30 and a degree of propoxylation of from about 1 to about 10, are also suitable antifoam compounds for use herein.
  • antifoams useful herein comprise the secondary alcohols (e.g., 2-alkyl alkanols as described in DE 40 21 265 ) and mixtures of such alcohols with silicone oils, such as the silicones disclosed in US 4,798,679 , US 4,075,118 and EP 150,872 .
  • the secondary alcohols include the C6-C16 alkyl alcohols having a Cl-C16 chain like the 2-Hexyldecanol commercially available under the trade name ISOFOL16, 2-Octyldodecanol commercially available under the tradename ISOFOL20, and 2-butyl octanol, which is available under the trademark ISOFOL 12 from Condea.
  • a preferred alcohol is 2-butyl octanol, which is available from Condea under the trademark ISOFOL 12.
  • Mixtures of secondary alcohols are available under the trademark ISALCHEM 123 from Enichem.
  • Mixed antifoams typically comprise mixtures of alcohol to silicone at a weight ratio of about 1:5 to about 5:1.
  • antifoam agents are Silicone SRE grades and Silicone SE 47M, SE39, SE2, SE9 and SE10 available from Wacker Chemie; BF20+, DB310, DC1410, DC1430, 22210, HV495 and Q2-1607 ex Dow Coming; FD20P and BC2600 supplied by Basildon; and SAG 730 ex Momentive.
  • antifoams are selected from dimethicone, poloxamer, polypropyleneglycol, tallow derivatives, and mixtures thereof.
  • Preferred among the antifoams described above are the silicone antifoams, in particular the combinations of polyorganosiloxane with silica particles.
  • a non-ionic ethoxylated surfactant may be present in order to improve the appearance of the rinse liquor. It prevents the formation of scum which could potentially lead to deposition of scummy deposits on the laundered fabric. In particular it disperses the reaction product of the anionic surfactant from the wash and monoquat compound preventing flocculation and formation of scum resulting in a translucent dispersion.
  • Suitable non-ionic surfactants are alkoxylated materials, particularly addition products of ethylene oxide and/or propylene oxide with fatty alcohols, fatty acids and fatty amines.
  • Preferred materials are of the general formula: R-Y-(CH 2 CH 2 O) z H
  • R is a hydrophobic moiety, typically being an alkyl or alkenyl group, said group being linear or branched, primary or secondary, and preferably having from 8 to 25, more preferably 10 to 20, and most preferably 10 to 18 carbon atoms; R may also be an aromatic group, such as a phenolic group, substituted by an alkyl or alkenyl group as described above; Y is a linking group, typically being O, CO.O, or CO.N(R 1 ), where R 1 is H or a C 1-4 alkyl group; and z represents the average number of ethoxylate (EO) units present, said number being 20 or more, preferably at least 25, more preferably at least 30.
  • EO ethoxylate
  • non-ionic surfactants include the ethoxylates of mixed natural or synthetic alcohols in the "coco” or "tallow” chain length.
  • Preferred materials are condensation products of coconut fatty alcohol with 20-50 moles of ethylene oxide and condensation products of tallow fatty alcohol with 20-50 moles of ethylene oxide.
  • ethoxylates of secondary alcohols such as 3-hexadecanol, 2-octadecanol, 4-eicosanol, and 5-eicosanol may also be used.
  • Exemplary ethoxylated secondary alcohols have formulae C 12 -EO(20); C 14 -EO(20); C 14 -EO(25); and C 16 -EO(30).
  • Suitable commercially available non-ionic surfactants include Lutensol AT25, Lutensol AT50 and Unitol CE 200F.
  • the composition comprises an emulsifier that has an HLB of from 7 to 20, more preferably from 10 to 20, and most preferably from 15 to 20.
  • a particular surfactant may be useful in the present compositions alone or in combination with other surfactants.
  • the preferred amounts of non-ionic surfactant indicated below refer to the total amount of such materials that are present in the composition.
  • the non-ionic surfactant is generally from 0.05 to 10%, usually 0.1 to 5%, and often 3 to 4% by weight, based on the total weight of the composition.
  • compositions of the invention may contain one or more other ingredients.
  • ingredients include photobleaches, fluorescent agents, dyes, preservatives (e.g. bactericides), pH buffering agents, preferably inorganic or organic based such as hydrochloric acid, lactic acid and sodium lactate, etc, perfume carriers, hydrotropes, anti-redeposition agents, soil-release agents, polyelectrolytes, anti-shrinking agents, anti-wrinkle agents, anti-oxidants, sunscreens, anti-corrosion agents, drape imparting agents, anti-static agents and ironing aids.
  • cationic polymeric deposition aids include cationic guar polymers such as JaguarTM (ex Rhone Poulenc), cationic cellulose derivatives such as CelquatsTM (ex National Starch), FlocaidTM (ex National Starch), cationic potato starch such as SoftGelTM (ex Aralose), cationic polyacrylamides such as PCG (ex Allied Colloids).
  • a composition for use in the invention is in liquid form.
  • the composition may be a concentrate to be diluted, rehydrated and/or dissolved in a solvent, including water, before use.
  • the composition may also be a ready-to-use (in-use) composition.
  • the composition is provided as a ready to use liquid comprising an aqueous phase.
  • the aqueous phase may comprise water-soluble species, such as mineral salts or short chain (C 1-4 ) alcohols.
  • the mineral salts may aid the attainment of the required phase volume for the composition, as may water soluble organic salts and cationic deflocculating polymers, as described in EP 41,698 A2 (Unilever ). Such salts may be present at from 0.001 to 1% and preferably at from 0.005 to 0.1% by weight of the total composition. Examples of suitable mineral salts for this purpose include calcium chloride and magnesium chloride.
  • the compositions of the invention may also contain pH modifiers such as hydrochloric acid.
  • the short chain alcohols include primary alcohols, such as ethanol, propanol, and butanol, and secondary alcohols such as isopropanol. The short chain alcohol may be added with the cationic softening agent during the preparation of the composition.
  • the composition being a fabric softener or fabric conditioner composition, is preferably for use in the rinse cycle of a home textile laundering operation, where, it may be added directly in an undiluted state to a washing machine, e.g. through a dispenser drawer or, for a top-loading washing machine, directly into the drum. Alternatively, it can be diluted prior to use.
  • the compositions may also be used in a domestic hand-washing laundry operation.
  • Example 1 Preparation of Composition 1 and Comparative Examples A and B
  • Composition 1 and Comparative Example B both have the same composition but Composition 1 was prepared using the process of the invention, whilst Comparative Example B was prepared using the process of the prior art.
  • Table 1 Composition of Composition 1 and Comparative Examples A and B (wt %, by weight of total composition)
  • Ingredient 1 A B TEP-88L 1 Fabric softening active 12-13.5 12-13.5 12-13.5 Benzalkonium Chloride Water soluble quaternary ammonium surfactant 0.8 0.0 0.8 Lutensol AT25 Nonionic surfactant 0.1-2 0.1-2 0.1-2 Flosoft 270LS Thickening polymer 0.1 0.1 0.1 1M HCL pH adjustment To required pH To required pH To required pH Perfume encap slurry 2
  • CaCl 2 (10% Soln.)
  • Comparative Example A was made in the same way as Composition 1 with the omission of Benzalkonium Chloride.
  • Comparative Example B was made in the same way as Composition 1, only the Benzalkonium Chloride was added to the cooled product along with the perfume and antifoam and not before the addition of the melt.
  • Example 2 Storage Stability of Composition 1 and Comparative Examples A and B
  • compositions were placed on storage at temperatures of 5, 20, 37 and 45 °C for up to 12 weeks.
  • the viscosities of the formulations were measured after 4, 8 and 12 weeks storage.
  • Viscosity was measured on a cup and bob viscometer; the viscosity being continuously measured under shear at 106s -1 for 60 seconds, at 25°C.
  • Table 2 Viscosities (mPas-1) of Composition 1 upon storage at 5, 20, 37 and 45 °C for up to 12 weeks. initial 4wks 8wks 12wks 5°C 81.9 88.9 92.1 99 20°C 81.9 86.4 91.2 98 37°C 81.9 85.6 92.8 105 45°C 81.9 90.4 94.5 98
  • Table 3 Viscosity (mPas-1) of Comparative Example A upon storage at 5, 20, 37 and 45 °C for up to 12 weeks.

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  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Dispersion Chemistry (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
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Claims (11)

  1. Procédé de préparation d'une composition de conditionnement de tissu liquide aqueuse, opaque comprenant
    (a) un actif adoucissant d'ammonium quaternaire lié à un ester insoluble dans l'eau, lequel, dans une forme pure comme un sel d'acide fort, présente une solubilité dans l'eau distillée à pH 2,5 et 20°C inférieure à 1 g/l, et
    (b) un tensioactif d'ammonium quaternaire soluble dans l'eau, lequel est un tensioactif cationique ayant une solubilité dans l'eau distillée à pH 2,5 et 20°C supérieure à 1 g/l,
    (c) un parfum encapsulé,
    dans lequel le procédé comprend l'étape de dispersion dans l'eau du tensioactif d'ammonium quaternaire soluble dans l'eau avant l'addition à l'eau de l'actif adoucissant d'ammonium quaternaire lié à un ester insoluble dans l'eau.
  2. Procédé selon la revendication 1, dans lequel l'actif adoucissant d'ammonium quaternaire lié à un ester insoluble dans l'eau est conforme à la structure donnée par la formule I :

            [(CH2)n(TR)]m-(R1).N+-[(CH2)n(OH)]3-mX-     (I)

    dans laquelle chaque R est indépendamment choisi parmi un groupe alkyle ou alcényle en C5-35 ;
    R1 représente un groupe alkyle en C1-4, alcényle en C2-4 ou hydroxyalkyle en C1-4 ;
    T est en général O-CO., mais peut être alternativement CO.O ;
    n est un nombre choisi entre 1 et 4 ;
    m est un nombre choisi parmi 1, 2, ou 3 ; et
    X- est un contre-ion anionique.
  3. Procédé selon la revendication 2, dans lequel l'actif adoucissant d'ammonium quaternaire lié à un ester insoluble dans l'eau est un composé d'ammonium quaternaire de triéthanolamine.
  4. Procédé selon l'une quelconque des revendications précédentes, dans lequel le tensioactif d'ammonium quaternaire soluble dans l'eau est conforme à la structure donnée par la formule II :
    Figure imgb0004
    dans laquelle :
    R5 représente un groupe alkyle ou alcényle en C8-C24,
    R6 représente l'hydrogène, un groupe alkyle, alcényle ou hydroxyalkyle en C1-C12, un groupe aryle, un groupe alkylaryle en C1-6, ou un groupe poly(oxyde d'éthylène) présentant de 2 à 20 unités d'oxyde d'éthylène,
    R7 et R8 représentent individuellement l'hydrogène, un groupe alkyle, alcényle ou hydroxyalkyle en C1-C4 ou un groupe poly(oxyde d'éthylène) ayant de 2 à 20 unités oxyde d'éthylène ; et
    X est un contre-anion.
  5. Procédé selon la revendication 4, dans lequel le tensioactif d'ammonium quaternaire soluble dans l'eau est le chlorure de benzalkonium.
  6. Procédé selon l'une quelconque des revendications précédentes, dans lequel l'actif adoucissant d'ammonium quaternaire lié à un ester insoluble dans l'eau est dérivé d'une charge d'alimentation d'acyle gras ou d'acide gras ayant un indice d'iode de 20 à 60.
  7. Procédé selon l'une quelconque des revendications précédentes, dans lequel l'actif adoucissant d'ammonium quaternaire lié à un ester insoluble dans l'eau est présent dans la composition à une teneur de 8 % à 16 %, en poids de la composition totale.
  8. Procédé selon l'une quelconque des revendications précédentes, lequel comprend de plus un parfum non-encapsulé.
  9. Procédé selon la revendication 7, dans lequel la quantité totale de parfum non-encapsulé et encapsulé est de 0,01 à 10 % en poids de la composition totale.
  10. Procédé selon l'une quelconque des revendications précédentes, lequel comprend les étapes consistant :
    1) à mélanger le tensioactif d'ammonium quaternaire soluble dans l'eau et des capsules de parfum, avec des ingrédients éventuels, avec de l'eau chauffée pour former une phase d'eau ;
    2) à faire fondre l'actif adoucissant d'ammonium quaternaire lié à un ester insoluble dans l'eau, et tout tensioactif non ionique éventuel, pour former une masse en fusion ;
    3) à combiner la phase d'eau et la masse en fusion avec une agitation ;
    4) à ajouter un colorant, un opalescent et un électrolyte si nécessaire ;
    5) à laisser le mélange résultant refroidir ; et
    6) à ajouter toute huile de parfum non-confinée et un antimousse éventuel au mélange refroidi.
  11. Composition obtenue à partir du procédé selon l'une quelconque des revendications précédentes.
EP13719489.0A 2012-05-24 2013-04-24 Améliorations relatives à des conditionneurs pour textile Active EP2855648B1 (fr)

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EP13719489.0A EP2855648B1 (fr) 2012-05-24 2013-04-24 Améliorations relatives à des conditionneurs pour textile
PCT/EP2013/058501 WO2013174603A1 (fr) 2012-05-24 2013-04-24 Améliorations relatives à des conditionneurs pour textile

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EP3339411B1 (fr) * 2016-12-22 2019-12-11 The Procter & Gamble Company Composition d'adoucissant textile à stabilité de viscosité améliorée
US10676694B2 (en) 2016-12-22 2020-06-09 The Procter & Gamble Company Fabric softener composition having improved detergent scavenger compatibility
EP3339408B1 (fr) * 2016-12-22 2020-01-29 The Procter & Gamble Company Composition d'adoucissant textile présentant de meilleures propriétés de distribution
US20230407206A1 (en) * 2020-11-18 2023-12-21 Conopco, Inc., D/B/A Unilever Fabric conditioner

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CN104302750A (zh) 2015-01-21
BR112014025758B1 (pt) 2021-05-18
CN104302750B (zh) 2018-06-19
ES2560440T3 (es) 2016-02-19
EP2855648A1 (fr) 2015-04-08
WO2013174603A1 (fr) 2013-11-28

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