EP2310480B1 - Améliorations concernant des adoucissants textiles - Google Patents

Améliorations concernant des adoucissants textiles Download PDF

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Publication number
EP2310480B1
EP2310480B1 EP09802479A EP09802479A EP2310480B1 EP 2310480 B1 EP2310480 B1 EP 2310480B1 EP 09802479 A EP09802479 A EP 09802479A EP 09802479 A EP09802479 A EP 09802479A EP 2310480 B1 EP2310480 B1 EP 2310480B1
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EP
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Prior art keywords
composition
ester
quaternary ammonium
perfume
added
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EP09802479A
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German (de)
English (en)
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EP2310480A1 (fr
Inventor
Jane Howard
Robert Allan Hunter
Jeremy Robert Westwell
Janice Elaine Wright
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Unilever PLC
Unilever NV
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Unilever PLC
Unilever NV
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Priority to PL09802479T priority Critical patent/PL2310480T3/pl
Priority to EP09802479A priority patent/EP2310480B1/fr
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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
    • C11D1/645—Mixtures of compounds all of which are cationic
    • 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
    • C11D1/66—Non-ionic compounds
    • C11D1/835—Mixtures of non-ionic with cationic compounds
    • 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
    • C11D3/02—Inorganic compounds ; Elemental compounds
    • C11D3/04—Water-soluble compounds
    • C11D3/046—Salts
    • 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
    • C11D3/50—Perfumes
    • C11D3/502—Protected perfumes
    • C11D3/505—Protected perfumes encapsulated or adsorbed on a carrier, e.g. zeolite or clay
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/62—Quaternary ammonium compounds
    • 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
    • C11D1/66—Non-ionic compounds
    • C11D1/662—Carbohydrates or derivatives

Definitions

  • the present invention relates to stable liquid fabric softener compositions containing encapsulates.
  • WO2006/131846 discloses substantially non-aqueous cleaning or conditioning compositions comprising a fragrance encapsulated in aminoplast type microcapsules, and addresses the problem of instability of the perfume capsules themselves.
  • EP1589092 discloses fabric conditioner compositions comprising encapsulated fragrances, and describes the stabilising effect of non-ionic surfactants on the encapsulate slurry itself.
  • WO2008/016637 discloses fabric conditioner compositions comprising ester-linked quaternary ammonium compounds and particles having a polymeric wall material surrounding a benefit agent, which is a fragrance.
  • US2006/252669 discloses a fabric softener composition comprising cationic or non-ionic softening compound, a cross-linked cationic polymer and at least one fabric or skin beneficiating ingredient contained within a microcapsule.
  • Some known perfume encaps have weak acid groups present on the surface of the capsule wall or shell, for example, those disclosed in US2007/0138672 , EP-A-1407754 , EP-A-1533364 , EP-A-1797946 , EP-A-1797947 , EP-A-1407753 , EP-A-1589092 (all International Flavours and Fragrances Inc) and W02008/005693 (Colgate-Palmolive Company). These mainly arise from the use of a carboxylate based polymeric cross-linker during production of the polymeric shell.
  • This invention allows perfume encapsulates having surface weak acid groups to be incorporated into a fabric conditioner without loss of stability, thus enabling the use of a wider range of perfumes as well as extending the shelf life of the product.
  • liquid softening composition comprising:
  • a second aspect of the invention provides a method of stabilising a liquid fabric conditioning composition
  • the encaps for use in the present invention comprise a shell and a perfume core.
  • the shell is comprised of materials having weak acid groups on the surface, such as surface carboxylic acid groups or moieties.
  • surface carboxylate containing groups or moieties is meant that the encapsulate shell wall has a plurality of carboxylate containing groups on its outer surface, which can interact with species in the composition.
  • weak acid groups is meant those proton donating groups that are found on weak acids, i.e. acids that only partially dissociate in aqueous solution, for example, the so-called “organic acids”.
  • 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 ureaformaldehyde pre-condensate or a melamine-formaldehyde pre-condensate; and having surface weak acid groups.
  • Microcapsule formation suitable for use in the present invention, using (i) melamine-formaldehyde or ureaformaldehyde pre-condensates and (ii) polymers containing substituted vinyl monomeric units having carboxy-proton-donating functional group moieties (e.g. carboxylic acid anhydride groups) bonded thereto is disclosed in UK published Patent Application GB 2,006,709 A .
  • Preferred cross-linking polymers include those given in the list above.
  • the encaps are formed by reaction with a suitable monomer to form an insoluble shell.
  • the encaps are formed from melamine formaldehyde or urea formaldehyde condensates, as well as similar types of monomers, with the cross-linking polymers given above.
  • the shell comprises melamine formaldehyde.
  • Encapsulation can provide pore vacancies or interstitial openings depending on the encapsulation techniques employed.
  • the capsules for use in the invention have a perfume or perfume component core.
  • a carrier oil may also be present in the encaps core, in addition to the fragrance compound(s).
  • These oils are hydrophobic materials that are miscible in the perfume materials used in the present invention, suitable oils are those having reasonable affinity for the fragrance chemicals.
  • suitable materials include, but are not limited to triglyceride oil, mono and diglycerides, mineral oil, silicone oil, diethyl phthalate, polyalpha olefins, castor oil and isopropyl myristate.
  • the oil is a triglyceride oil, most preferably a capric/caprylic triglyceride oil.
  • the capsules may be used in the form of a slurry, which preferably comprises about 40 % solids.
  • the amount of such a 40% capsule slurry to be used in a composition is up to 10%, preferably from 0.1 to 5%, more preferably from 1 to 2% by weight of the total composition.
  • the level is in the range of from 0.1 to 0.7 wt%, by weight of the total composition.
  • 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 preferably from about 2 to about 40 microns, even more preferably from about 4 to 15 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.
  • the capsules can be combined with the composition at any time during the preparation of the laundry treatment composition.
  • the capsules can be added to the composition or vice versa.
  • the capsules may be post dosed to a pre-made composition or may be combined with other ingredients such as water, during the preparation of the composition.
  • the stabilizing active of the present invention is a mobile species which is capable of binding with weak acid groups.
  • the weak acid groups bind with the stabilising active in preference to the fabric conditioning active.
  • the stabilising actives are selected from the group consisting of water soluble non-ester-linked cationic quaternary ammonium compounds, non-ionic surfactants and mixtures thereof, preferably non-ionic surfactants.
  • Suitable water soluble cationic quaternary ammonium compounds include single long chain ethoxylated cationic surfactant with a counter ion which is preferably an alkyl sulphate, such as methyl sulphate and ethyl sulphate, and most preferably is a methylsulphate counter-ion.
  • the chains are not linked via ester groups.
  • the single long chain cationic surfactants alternatives are alkoxylated cationic quaternary ammonium surfactants.
  • Those suitable for use in this invention are generally derived from fatty alcohols, fatty acids, fatty methyl esters, alkyl substituted phenols, alkyl substituted benzoic acids, and/or alkyl, substituted benzoate esters, and/or fatty acids that are converted to amines which can optionally be further reacted with another long chain alkyl or alkyl-aryl group; this amine compound is then alkoxylated with one or two alkylene oxide chains each having less than or equal to about 50 moles alkylene oxide moieties (e.g.
  • ethylene oxide and/or propylene oxide per mole of amine.
  • Typical of this class are products obtained from the quaternization of aliphatic saturated or unsaturated, primary, secondary, or branched amines having one hydrocarbon chain from about 12 to about 22 carbon atoms alkoxylated with one or two alkylene oxide chains on the amine atom each having less than or equal to about 50 alkylene oxide moieties.
  • the amine hydrocarbons for use herein have from about 12 to about 22 carbon atoms, and are preferably in a straight chain configuration.
  • Suitable quaternary ammonium surfactants are made with one or two alkylene oxide chains attached to the amine moiety, in average amounts of less than or equal to about 50 moles of alkylene oxide per alkyl chain, more preferably from about 3 to about 20 moles of alkylene oxide, and most preferably from about 5 to about 12 moles of alkylene oxide per hydrophobic, e.g., alkyl group.
  • Suitable stabilizers of this type include Ethoquad® 18/25, C/25, and O/25 from Akzo and Variquat®-66 (soft tallow alkyl bis(polyoxyethyl) ammonium ethyl sulfate with a total of about 16 ethoxy units) from Goldschmidt.
  • the compounds of the ammonium alkoxylated cationic surfactants have the following general formula: ⁇ R1 m -Y- [(R2-O) z -H] p ⁇ + X - .
  • R1 is selected from the group consisting of saturated or unsaturated, primary, secondary chain alkyl or alkyl-aryl hydrocarbons; said hydrocarbon chain having a length of from 12 to 22;
  • each R2 is selected from the following groups or combinations of the following groups: -(CH 2 )n- and/or - [CH(CH 3 )CH 2] -;
  • Preferred examples are Benzalkonium Chloride (Barquat MB-50); ex LONZA Water soluble quat are selected from mono-long chain quaternary ammonium compound of general formula R(R1)3N+X- or alkyl benzyl quaternary ammonium compound of a general formula R2R3(R4)2N+X-
  • R1 is selected from C1-C3 alkyl group
  • R2 is selected from C6-C18 alkyl or alkenyl group
  • R3 is benzyl group
  • R4 is selected from C1-C3 alkyl group
  • X is an anion selected from chloride, bromide, iodide, nitrate, sulphate, methyl sulphate, ethyl sulphate, acetate and phosphate.
  • the water soluble quat of the present invention is either the alkyl benzyl quaternary ammonium chloride or the mono-long chain quaternary ammonium compound and most preferable the alkyl benzyl quaternary ammonium chloride.
  • the level of water soluble cationic ammonium compounds is suitably from 0.005 to 0.2 wt%.
  • Suitable non-ionic 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: --O-- , --C(O)O-- , --C(O)N(R)-- or --C(O)N(R)R-- in which R has the meaning given above or can be hydrogen; and Z is at least about 8, preferably at least about 10 or 11.
  • the nonionic surfactant has an HLB of from about 7 to about 20, more preferably from 10 to 18, e.g. 12 to 16.
  • Lutensol AT25 a non-ionic surfactant
  • ex BASF and GenapolTM C200 (Clariant), which is based on coco chain and 20 EO groups.
  • the nonionic surfactant is present in an amount of from greater than 0.65 to 1.5%, more preferably, from 0.7 to 1% by weight, most preferably from 0.7 to 0.9% based on the total weight of the composition.
  • Salts suitable for use in the compositions of the invention generally include any of the alkaline metals or alkaline earth metal salts of the mineral acids. NaCl, CaCl 2 , MgCl 2 and similar salts of alkaline and alkaline earth meals are preferred and CaCl 2 is especially preferred. Generally, amounts of electrolyte salt needed are from 0.005 to 0.1 wt%, preferably from 0.01 to 0.07 wt%, by weight of the total composition.
  • compositions of the invention preferably comprise one or more unconfined perfume, by which is meant a non-encapsulated perfume. Any suitable perfume or mixture of perfumes may be used.
  • the perfume must be compatible with the carrier oil as described above and must be able to permeate the shell of the capsule.
  • the present invention may contain a single ingredient, but it is much more likely that the present invention will comprise at least eight or more fragrance chemicals, more likely to contain twelve or more and often twenty or more fragrance chemicals.
  • the present invention also contemplates the use of complex fragrance formulations containing fifty or more fragrance chemicals, seventy five or more or even a hundred or more fragrance chemicals in a fragrance formulation.
  • Suitable unconfined perfumes for use in the present invention include those disclosed in EP1533364A2 (IFF).
  • the perfume is preferably present in an amount 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 0.2 to 4.0% by weight, based on the total weight of the composition.
  • 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 or pro-fragrance may be encapsulated, typical perfume components which it is advantageous to encapsulate, include those with a relatively low boiling point, preferably those with a boiling point of less than 300, preferably 100-250 Celsius and pro-fragrances which can produce such components.
  • 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:
  • Preferred non-encapsulated perfume ingredients are 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
  • compositions of the present invention it is envisaged that there will be four or more, preferably five or more, more preferably six or more or even seven or more different perfume components from the list given of delayed blooming perfumes given above and/or the list of perfume components with a ClogP above 3 present in the perfume.
  • 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.
  • the conditioning agents are cationic.
  • the fabric softening compositions of the invention may be dilute or concentrated.
  • Dilute products typically contain up to about 8%, preferably from 2 to 8% by weight of softening active, whereas concentrated products may contain from about 8 to about 50%, preferably from 8 to 25% by weight active.
  • Compositions of more than about 25% by weight of active are defined as "super concentrated", depending on the active system, and are also intended to be covered by the present invention.
  • the fabric conditioning agent may, for example, be used in amounts of from 0.5% to 35%, preferably from 2% to 30% more preferably from 5% to 25% and most preferably from 8% to 20% by weight of the composition.
  • the preferred softening active for use in rinse conditioner compositions of the invention is a quaternary ammonium compound (QAC).
  • QAC quaternary ammonium compound
  • the quaternary ammonium fabric conditioners for use in compositions of the present invention are the so called "ester quats”.
  • Particularly preferred materials are the ester-linked triethanolamine (TEA) quaternary ammonium compounds comprising a mixture of mono-, di- and tri-ester linked components.
  • TAA ester-linked triethanolamine
  • TEA-based fabric softening compounds comprise a mixture of mono, di- and tri-ester forms of the compound where 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): wherein each R is independently selected from a C 5-35 alkyl or alkenyl group; R 1 represents a C 1-4 alkyl, C 2-9 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
  • Ex Kao and RewoquatTM WE15 (a di-ester of triethanolammonium methylsulphate having fatty acyl residues deriving from C 10 -C 20 and C 16 -C 16 unsaturated fatty acids), ex Witco Corporation.
  • a second group of QACs suitable for use in the invention is represented by formula (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 bis [hardened tallowoyloxy]-3-trimethylammonium propane chloride, 1,2- bis [oleoyloxy]-3-trimethylammonium propane chloride, and 1,2 bis [stearoyloxy]-3-trimethylammonium propane chloride.
  • Such materials are described in US 4,137,180 (Lever Brothers).
  • these materials also comprise an amount of the corresponding mono-ester.
  • a third group of QACs 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 6-26 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 and hardened versions thereof.
  • the iodine value of the quaternary ammonium fabric conditioning material is preferably from 0 to 80, more preferably from 0 to 60, and most preferably from 0 to 45.
  • the iodine value may be chosen as appropriate.
  • Essentially saturated material having an iodine value of from 0 to 5, preferably from 0 to 1 may be used in the compositions of the invention. Such materials are known as "hardened" quaternary ammonium compounds.
  • a further preferred range of iodine values is from 20 to 60, preferably 25 to 50, more preferably from 30 to 45.
  • a material of this type is a "soft" triethanolamine quaternary ammonium compound, preferably triethanolamine di-alkylester methylsulphate.
  • Such ester-linked triethanolamine quaternary ammonium compound comprise unsaturated fatty chains.
  • Typical ester quat ratios of these materials are in the range of from 25 to 45% mono ester quat, from 45 to 60% diester quat and from 5 to 20% triester quat, preferably from 30 to 40% mono ester quat, from 50 to 55% diester quat and from 10 to 15% triester quat.
  • Iodine value refers to the measurement of the degree of unsaturation present in a material by a method of nmr spectroscopy as described in Anal. Chem., 3a, 1136 (1962) Johnson and Shoolery .
  • Iodine value is defined as the number of grams of iodine absorbed per 100g of the test material. Olefinic materials absorb 1 gram of iodine per atom of olefinic hydrogen. Hence measurement can be converted to the equivalent Iodine Value.
  • the hydrogen nmr spectrum at 360 MHz is obtained for the test material.
  • the integral intensity, I s of the band derived from olefinic hydrogen in the alkyl chain and the integral intensity, I m , of the band derived from terminal methyl groups in the alkyl chains are measured.
  • the number of olefinic hydrogens per molecule is given by: I s I m x 6 and the Iodine Value is given by: I 3 x 127 x 100 x 6 I m x MMW where MMW is the mean molecular weight of the test material.
  • Optional shading dyes can be used. Preferred dyes are violet or blue. Suitable and preferred classes of dyes are discussed below. Moreover the unsaturated quaternary ammonium compounds are subject to some degree of UV light and/or transition metal ion catalysed radical autooxidation, with an attendant risk of yellowing of fabric. The present of a shading dye also reduces the risk of yellowing from this source.
  • Direct dyes are the class of water soluble dyes which have a affinity for fibres and are taken up directly. Direct violet and direct blue dyes are preferred.
  • the dye are bis -azo or tris -azo dyes are used.
  • the direct dye is a direct violet of the following structures: wherein:
  • Preferred dyes are direct violet 7, direct violet 9, direct violet 11, direct violet 26, direct violet 31, direct violet 35, direct violet 40, direct violet 41, direct violet 51, and direct violet 99.
  • Bis-azo copper containing dyes such as direct violet 66 may be used.
  • the benzidene based dyes are less preferred.
  • the direct dye is present at 0.00001 wt% to 0.0010 wt% of the formulation.
  • the direct dye may be covalently linked to the photo-bleach, for example as described in WO2006/024612
  • Cotton substantive acid dyes give benefits to cotton containing garments.
  • Preferred dyes and mixes of dyes are blue or violet.
  • Preferred acid dyes are:
  • Preferred azine dyes are: acid blue 98, acid violet 50, and acid blue 59, more preferably acid violet 50 and acid blue 98.
  • non-azine acid dyes are acid violet 17, acid black 1 and acid blue 29.
  • the acid dye is present at 0.0005 wt% to 0.01 wt% of the formulation.
  • the composition may comprise one or more hydrophobic dyes selected from benzodifuranes, methine, triphenylmethanes, napthalimides, pyrazole, napthoquinone, anthraquinone and mono-azo or di-azo dye chromophores.
  • Hydrophobic dyes are dyes which do not contain any charged water solubilising group. Hydrophobic dyes may be selected from the groups of disperse and solvent dyes. Blue and violet anthraquinone and mono-azo dye are preferred.
  • Preferred dyes include solvent violet 13, disperse violet 27 disperse violet 26, disperse violet 28, disperse violet 63 and disperse violet 77.
  • the hydrophobic dye is present at 0.0001 wt% to 0.005 wt% of the formulation.
  • Basic dyes are organic dyes which carry a net positive charge. They deposit onto cotton. They are of particular utility for used in composition that contain predominantly cationic surfactants. Dyes may be selected from the basic violet and basic blue dyes listed in the Colour Index International.
  • Preferred examples include triarylmethane basic dyes, methane basic dye, anthraquinone basic dyes, basic blue 16, basic blue 65, basic blue 66, basic blue 67, basic blue 71, basic blue 159, basic violet 19, basic violet 35, basic violet 38, basic violet 48; basic blue 3, basic blue 75, basic blue 95, basic blue 122, basic blue 124, basic blue 141.
  • Reactive dyes are dyes which contain an organic group capable of reacting with cellulose and linking the dye to cellulose with a covalent bond. They deposit onto cotton.
  • the reactive group is hydrolysed or reactive group of the dyes has been reacted with an organic species such as a polymer, so as to the link the dye to this species.
  • Dyes may be selected from the reactive violet and reactive blue dyes listed in the Colour Index International.
  • Preferred examples include reactive blue 19, reactive blue 163, reactive blue 182 and reactive blue, reactive blue 96.
  • Dye conjugates are formed by binding direct, acid or basic dyes to polymers or particles via physical forces.
  • Particularly preferred dyes are: direct violet 7, direct violet 9, direct violet 11, direct violet 26, direct violet 31, direct violet 35, direct violet 40, direct violet 41, direct violet 51, direct violet 99, acid blue 98, acid violet 50, acid blue 59, acid violet 17, acid black 1, acid blue 29, solvent violet 13, disperse violet 27 disperse violet 26, disperse violet 28, disperse violet 63, disperse violet 77 and mixtures thereof.
  • Co-softeners may be used. When employed, they are typically present at from 0.1 to 20% and particularly at from 0.3 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.
  • 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 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 of greater than 0.1 to 10%, such as from 0.2 to 5% by weight based on the total weight of the composition. More preferably, the fatty component is present in an amount of from 0.3 to 4 weight %.
  • the weight ratio of the mono-ester component of the quaternary ammonium fabric softening material to the fatty complexing agent is preferably from 10:1 to 1:10, more preferably from 20:1 to 1:20.
  • a preferred composition in accordance with the present invention comprises,
  • compositions of the invention may contain one or more other ingredients.
  • ingredients include further preservatives (e.g. bactericides), pH buffering agents, 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.
  • the products of the invention preferably contain pearlisers and/or opacifiers.
  • cationic polymeric deposition aids include cationic guar polymers such as JaguarTM (ex Rhone Poulenc), cationic cellulose derivative 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).
  • compositions of the present invention are liquid rinse-added softening compositions suitable for use in a laundry process.
  • compositions are liquids.
  • the liquid compositions have a pH ranging of about 2.5.
  • the formaldehyde level in the final product should be below 70 ppm, preferably below 15 ppm and most preferable below 10 ppm.
  • the active ingredient in the compositions is a fabric softening agent. More than one active ingredient may be included.
  • a composition for use in the invention is in liquid form.
  • the composition may be a concentrate to be diluted 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 watersoluble species, such as mineral salts or short chain (C 1-4 ) alcohols.
  • compositions of the invention may also contain pH modifiers such as hydrochloric acid or lactic 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 is preferably a fabric softener or fabric conditioner composition, and 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.
  • compositions of the present invention can be used in industrial laundry operations, e.g. as a finishing agent for softening new clothes prior to sale to consumers.
  • compositions of the invention may be made by combining a melt comprising the fabric softening active with an aqueous phase comprising the encapsulated perfume components.
  • the stabilising active may be melted with the fabric softening active, or it may be post dosed into the composition after combination of the melt and water phase. Salt is then added to obtain the desired viscosity.
  • Examples of the invention are represented by a number. Comparative examples are represented by a letter.
  • Example 1 - Preparation of Compositions 1, 2 and 3 in accordance with the invention, Comparative Examples A, B and C, and a control.
  • compositions (wt%) of the liquid fabric softeners 1-3, A, B and Control (Cont).
  • Cmpn Active 1 Free perfume 2 Encap perfume LF 3
  • Encap perfume MF 4 CaCl 2 8 Lutensol AT25 5 Genapol C200 7 BKC 6
  • a 10.5 1.7 0.5 - 0.014 - - - B 10.5 1.7 - 0.5 0.017 - - - C 10.5 1.7 0.5 - 0.014 - 0.175 -
  • D 10.5 1.7 0.5 0.5 - - 0.75 - -
  • E 10.5 1.7 0.5 - - - - - 1 10.5 1.7 0.5 0.5 - 0.02 0.75 - - 2 13.1 1.7 0.5 - 0.0086 0.75 - - 3
  • 10.5 1.7 0.5 - 0.048 - - 0.2 Cont 10.5 2.2 - - 0.0057 0.0057 - - 1 - VT90 - Tallow based
  • nonionic surfactant in combination with salt is critical for the stabilization of the encapsulate containing compositions. It will further be seen that the correct level of nonionic surfactant is also essential for successful stabilization to be achieved.
  • Example 2 - Preparation of Composition 3 in accordance with the invention, and Comparative Example F.
  • compositions of the liquid fabric softeners 4 and E Composition Active 1 (wt %) Free perfume 2 (wt %) Encapsulated perfume LF 3 (wt %) CaCl 2 8 (wt %) BKC 6 (wt %) F 10.5 1.7 0.5 0.011 - 4 10.5 1.7 0.5 0.011 0.2 1 - VT90 - Tallow based soft TEA Quat; ex Stepan 2 - Free perfume oil; ex IFF 3 - Encapsulated perfume LF, low formaldehyde level in product; ex IFF 6 - Benzalkonium Chloride (Barquat MB-50); ex LONZA 8 - CaCl 2 , ex Aldrich
  • compositions were measured as described above.

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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)
  • Dispersion Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Fats And Perfumes (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Detergent Compositions (AREA)

Claims (15)

  1. Composition assouplissante liquide comprenant :
    i) des composants de parfum encapsulés ;
    ii) un agent actif assouplissant pour tissu, qui est un composé d'ammonium quaternaire lié à un ester ;
    iii) un agent actif stabilisant choisi dans le groupe consistant en 0,05 à 0,2 % en poids par rapport au poids total de la composition d'un ou plusieurs composés d'ammonium quaternaire cationiques non liés à un ester et solubles dans l'eau, de 0,65 à 1,5 % en poids par rapport au poids total de la composition d'un ou plusieurs tensioactifs non ioniques et des mélanges de ceux-ci ; et
    iv) de 0,005 à 0,1 % en poids par rapport au poids total de la composition d'un sel,
    dans laquelle les encapsulations comprennent une paroi de capsule ayant des groupes acides faibles en surface, les groupes acides faibles en surface comprenant des groupes contenant un carboxylate représenté par la formule (-C(OH)=O).
  2. Composition selon la revendication 1, dans laquelle le taux de tensioactif non ionique est de 0,7 à 0,9 %.
  3. Composition selon l'une quelconque des revendications précédentes, dans laquelle la paroi de capsule comprend du formaldéhyde-mélamine ou du formaldéhyde-urée.
  4. Composition selon la revendication 3, dans laquelle la paroi de capsule comprend du formaldéhyde-mélamine.
  5. Composition selon l'une quelconque des revendications précédentes, dans laquelle la capsule a une taille de particules d'environ 5 à 10 µm.
  6. Composition selon l'une quelconque des revendications précédentes, dans laquelle le taux de formaldéhyde est inférieur à 15 ppm.
  7. Composition selon l'une quelconque des revendications précédentes, dans laquelle le composé lié à un ester est un composé d'ammonium quaternaire de triéthanolamine lié à un ester comprenant des chaînes grasses insaturées.
  8. Composition selon l'une quelconque des revendications précédentes, dans laquelle l'agent actif assouplissant pour tissu est présent en une quantité de 8 à 50 % en poids, par rapport au poids total de la composition.
  9. Composition selon l'une quelconque des revendications précédentes, dans laquelle l'agent actif stabilisant est un tensioactif non ionique.
  10. Composition selon l'une quelconque des revendications précédentes, dans laquelle le sel est le chlorure de calcium.
  11. Composition selon l'une quelconque des revendications précédentes, qui comprend en outre un agent complexant gras.
  12. Composition selon la revendication 11, dans laquelle l'agent complexant gras est un alcool de suif.
  13. Composition selon l'une quelconque des revendications précédentes, qui comprend en outre un ou plusieurs parfums libres.
  14. Composition selon la revendication 13, dans laquelle le parfum est présent à un taux de 0,05 à 5 % en poids, par rapport au poids total de la composition.
  15. Procédé de stabilisation d'une composition assouplissante liquide pour tissu comprenant des composants de parfum encapsulés, un agent actif assouplissant pour tissu, qui est un composé d'ammonium quaternaire lié à un ester, et de 0,005 à 0,1 % en poids par rapport au poids total de la composition d'un sel, dans lequel les encapsulations comprennent une paroi de capsule ayant des groupes acides faibles en surface, comprenant l'étape d'ajout d'un agent stabilisant choisi dans le groupe consistant en 0,05 à 0,2 % en poids par rapport au poids total de la composition d'un ou plusieurs composés d'ammonium quaternaire cationiques non liés à un ester et solubles dans l'eau, de 0,65 à 1,5 % en poids par rapport au poids total de la composition de tensioactifs non ioniques et des mélanges de ceux-ci à la composition, dans lequel les groupes acides faibles en surface comprenant des groupes contenant un carboxylate représenté par la formule (-C(OH)=O).
EP09802479A 2008-07-29 2009-07-15 Améliorations concernant des adoucissants textiles Active EP2310480B1 (fr)

Priority Applications (2)

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PL09802479T PL2310480T3 (pl) 2008-07-29 2009-07-15 Ulepszenia dotyczące kompozycji do kondycjonowania tkanin
EP09802479A EP2310480B1 (fr) 2008-07-29 2009-07-15 Améliorations concernant des adoucissants textiles

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP08161377 2008-07-29
PCT/EP2009/059049 WO2010012590A1 (fr) 2008-07-29 2009-07-15 Perfectionnements se rapportant aux assouplissants pour tissus
EP09802479A EP2310480B1 (fr) 2008-07-29 2009-07-15 Améliorations concernant des adoucissants textiles

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CN (1) CN102112591B (fr)
AR (1) AR072841A1 (fr)
BR (1) BRPI0916561B1 (fr)
ES (1) ES2402487T3 (fr)
PL (1) PL2310480T3 (fr)
WO (1) WO2010012590A1 (fr)
ZA (1) ZA201100170B (fr)

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Publication number Priority date Publication date Assignee Title
EP2385099A1 (fr) 2010-05-06 2011-11-09 The Procter & Gamble Company Procédé de fabrication de compositions adoucissantes liquides pour tissus
WO2013040115A1 (fr) * 2011-09-13 2013-03-21 The Procter & Gamble Company Compositions fluides d'amélioration de tissu
ES2568743T3 (es) 2011-12-16 2016-05-04 Unilever N.V. Mejoras relacionadas con composiciones de tratamiento de tejidos
WO2013189661A1 (fr) * 2012-06-21 2013-12-27 Unilever Plc Améliorations relatives à des conditionneurs de tissus
EP2984161B1 (fr) * 2013-04-12 2018-12-12 Unilever PLC, a company registered in England and Wales under company no. 41424 of Améliorations concernant des adoucissants textiles
GB2513361A (en) * 2013-04-24 2014-10-29 Intelligent Fabric Technologies Plc Fabric softener
WO2021018805A1 (fr) * 2019-07-30 2021-02-04 Unilever Global Ip Limited Compositions de pulvérisation pour tissu
EP4150038B1 (fr) * 2020-05-14 2024-06-19 Unilever IP Holdings B.V. Composition de lessive
BR112023021094A2 (pt) * 2021-04-15 2023-12-12 Unilever Ip Holdings B V Composição condicionadora de tecido, método de preparação de uma composição condicionadora de tecido e uso de carbono derivado da captura de carbono
WO2022219111A1 (fr) * 2021-04-15 2022-10-20 Unilever Ip Holdings B.V. Composition à pulvériser pour tissu

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US20050227907A1 (en) * 2004-04-13 2005-10-13 Kaiping Lee Stable fragrance microcapsule suspension and process for using same
US20060252669A1 (en) * 2005-05-06 2006-11-09 Marija Heibel Fabric care composition comprising polymer encapsulated fabric or skin beneficiating ingredient
EP1893734B1 (fr) * 2005-06-08 2019-03-20 Firmenich Sa Produits de consommation quasi-anhydres comprenant des capsules aminoplastes parfumées
PL2046269T3 (pl) * 2006-08-01 2011-05-31 Procter & Gamble Cząstka dostarczająca zawierająca korzystny środek

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AR072841A1 (es) 2010-09-22
BRPI0916561A2 (pt) 2015-11-10
WO2010012590A1 (fr) 2010-02-04
CN102112591A (zh) 2011-06-29
PL2310480T3 (pl) 2013-06-28
ZA201100170B (en) 2012-03-28
BRPI0916561B1 (pt) 2018-11-06
ES2402487T3 (es) 2013-05-06
EP2310480A1 (fr) 2011-04-20

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