WO2011020652A1 - Améliorations se rapportant à des assouplissants pour tissus - Google Patents

Améliorations se rapportant à des assouplissants pour tissus Download PDF

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Publication number
WO2011020652A1
WO2011020652A1 PCT/EP2010/059970 EP2010059970W WO2011020652A1 WO 2011020652 A1 WO2011020652 A1 WO 2011020652A1 EP 2010059970 W EP2010059970 W EP 2010059970W WO 2011020652 A1 WO2011020652 A1 WO 2011020652A1
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WIPO (PCT)
Prior art keywords
perfume
fabric
shell
core
composition
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PCT/EP2010/059970
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English (en)
Inventor
Paul Ferguson
Robert Allan Hunter
Craig Warren Jones
Janice Elaine Wright
Original Assignee
Unilever Plc
Unilever N.V.
Hindustan Unilever Limited
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Application filed by Unilever Plc, Unilever N.V., Hindustan Unilever Limited filed Critical Unilever Plc
Publication of WO2011020652A1 publication Critical patent/WO2011020652A1/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
    • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0039—Coated compositions or coated components in the compositions, (micro)capsules
    • 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

Definitions

  • Encapsulated perfume technologies are known in the market for use in laundry products. They provide a benefit over using standard free perfume oil through enhancing the fragrance delivery. This is believed to be due, at least in part, to the reduction of perfume loss during the drying process by the protection of the perfume in the capsule.
  • these encapsulated perfumes have problems of their own. Upon storage there can be leakage of the encapsulated fragrance into the bulk of the product carrying the capsules. This leads to a reduction in perfume performance with ageing and can also give rise to viscostability issues as the perfume level in the bulk of the product increases.
  • One known way to compensate for the loss of perfume performance over time is to add extra encaps. This, however, does not solve the viscostability issues.
  • WO2009/037060 (Unilever pic) discloses fabric treatment compositions
  • WO2007/062833 discloses a core-shell encapsulate comprising a benefit agent core (preferably a perfume), one or more inner shells and a polymeric outer shell comprising a polymer which is substantive to cellulose, at least one of the shells being impermeable to the benefit agent.
  • a benefit agent core preferably a perfume
  • a polymeric outer shell comprising a polymer which is substantive to cellulose, at least one of the shells being impermeable to the benefit agent.
  • encapsulates having a polysaccharide benefit agent may be components of laundry treatment compositions comprising a detersive surfactant or a fabric conditioner.
  • WO 2008/145547 discloses particles comprising a perfume and a non-ionic deposition aid (preferably a polysaccharide) and their uses in laundry compositions and delivery of perfume to fabric during laundering. Use of these particles in laundry detergent compositions is claimed and exemplified.
  • EP 0930334 A1 discloses a polysaccharide conjugate comprising a polysaccharide attached to a particle carrying perfume, the polysaccharide conjugate being capable of binding to cellulose.
  • the particle may be used in a fabric conditioning product. Solid particles impregnated with perfume are preferred and exemplified. Perfume release by desorption from the solid particle or by ironing is disclosed.
  • fabric conditioner composition comprising capsules made of melamine formaldehyde containing perfume having a polysaccharide based deposition aid covalently, directly attached onto the polymer shell gives dramatically improved perfume performance at lower capsule inclusion levels, over a storage period of at least 12 weeks.
  • the benefits are still apparent upon ageing of the products at elevated storage temperatures.
  • This invention thus provides a cost-effective way to deliver an increased perfume benefit/boost in- wear particularly advantageously in aged compositions.
  • a liquid fabric conditioner composition comprising: a) a fabric softening active; b) from 0.1 to 1 , preferably from 0.1 to 0.4 wt % of a core-shell particle comprising a core and a shell, wherein the shell is a melamine formaldehyde polymer, and wherein the shell comprises an outermost portion of melamine formaldehyde polymer, having a thickness of from 5 to 20 nm, which comprises a covalently attached deposition aid, and wherein the core comprises a liquid perfume, to deliver enhanced perfume intensity to fabric wherein the perfume intensity is apparent upon rupture of the core-shell particles upon application of a non-heated force to the fabric, such as rubbing.
  • the core-shell particles for use in the present invention comprise a core and a melamine formaldehyde shell.
  • the shell comprises an outermost portion of melamine formaldehyde polymer having a thickness of from 5 to 20 nm, which further comprises a deposition aid, which is covalently attached.
  • the core comprises a liquid perfume. Examples of suitable perfumes are listed hereunder.
  • the core may further comprise a perfume carrier.
  • the perfume carrier may be liquid or solid, for example a waxy solid.
  • the particles When used in a fabric conditioner composition, the particles deposit onto the fabric and are held on the fabric, in an unruptured state, by the covalently bound deposition aid. When the fabric is subsequently subject to force, the particles rupture, effecting release of the perfume core, thus delivering an enhanced perfume intensity, which may be perceived as a "burst" of perfume.
  • the force means a non-heated force, which is sufficient to cause the rupture of the core-shell particles, such as rubbing, brushing, even such actions as handling, folding and shaking of the treated fabric. It includes force applied at ambient or body temperatures. It does not include heated force applications such as ironing or pressing under heat. As such, natural movements and actions by the user/wearer of the treated fabric are sufficient to cause the perfume release from the core-shell particles.
  • the Deposition Aid is The Deposition Aid
  • the deposition aid is a polysaccharide.
  • the polysaccharide preferably has a ⁇ - 1 ,4-linked backbone.
  • the polysaccharide is a cellulose, a cellulose derivative, or another ⁇ - 1 ,4-linked polysaccharide having an affinity for cellulose, such as polymannan, polyglucan, polyglucomannan, polyxyloglucan and polygalactomannan or a mixture thereof. More preferably, the polysaccharide is selected from the group consisting of polyxyloglucan and polygalactomannan.
  • Highly preferred polysaccharides are selected from locust bean gum, tamarind gum, xyloglucan, non-ionic guar gum, cationic starch and mixtures thereof.
  • the deposition aid is locust bean gum.
  • the polysaccharide backbone has only ⁇ -1 ,4 linkages.
  • the polysaccharide has linkages in addition to the ⁇ -1 ,4 linkages, such as ⁇ -1 ,3 linkages.
  • linkages in addition to the ⁇ -1 ,4 linkages, such as ⁇ -1 ,3 linkages.
  • polysaccharide backbones which include some material which is not a saccharide ring are also within the ambit of the present invention (whether terminal or within the
  • the polysaccharide may be straight or branched. Many naturally occurring polysaccharides have at least some degree of branching, or at any rate at least some saccharide rings are in the form of pendant side groups (which are therefore not in themselves counted in determining the degree of substitution) on a main polysaccharide backbone.
  • the polysaccharide is present at levels of between 0.1 % to 10% w/w by weight of the total amount of the particle.
  • the deposition aid which is preferably a polysaccharide, is attached to the particle by means of a covalent bond, entanglement or strong adsorption, preferably by a covalent bond or entanglement and most preferably by means of a covalent bond.
  • entanglement as used herein is meant that the deposition aid is adsorbed onto the particle as the polymerisation proceeds and the particle grows in size, part of the adsorbed deposition aid becomes buried within the interior of the particle. Hence at the end of the polymerisation, part of the deposition aid is entrapped and bound in the polymer matrix of the particle, whilst the remainder is free to extend into the aqueous phase.
  • strong adsorption as used herein is meant strong adsorption of the deposition aid to the surface of the particle; such adsorption can, for example, occur due to hydrogen bonding, Van Der Waals or electrostatic attraction between the deposition aid and the particle.
  • the deposition aid is thus mainly attached to the particle surface and is not, to any significant extent, distributed throughout the internal bulk of the particle.
  • This is distinct from graft copolymers in which e.g. a polysaccharide may be grafted along the length of a polymer chain.
  • a particle which is formed from a graft copolymer would, therefore, contain polysaccharide throughout the internal bulk of the particle as well as on the particle surface and the present invention is not intended to cover such a particle.
  • the particle which is produced when using a polysaccharide as the deposition aid according to the process of the invention can be thought of as a "hairy particle", which is different from a graft copolymer.
  • This feature of the invention provides significant cost reduction opportunities for the manufacturer as much less deposition aid is required to achieve the same level of activity as systems which utilise polysaccharide copolymers.
  • the deposition aid is present in the outermost portion of the shell, which is made of melamine formaldehyde polymer having a thickness of from 5 to 20 nm.
  • a preferred process for the manufacture of core-shell particles comprising a core and a melamine formaldehyde shell, wherein the shell comprises an outermost portion of melamine formaldehyde polymer having a thickness of from 5 to 20 nm, which comprises a deposition aid comprises the steps of: i) preparing a mixture of melamine and formaldehyde in the presence of perfume such that a core and a melamine formaldehyde polymer shell are formed, wherein the core comprises the perfume, and
  • a further preferred process for the manufacture of core-shell particles comprising a core and a melamine formaldehyde shell, wherein the shell comprises an outermost portion of melamine formaldehyde polymer having a thickness of from 5 to 20 nm, which comprises a deposition aid, comprises the steps of: i) providing a core-shell particle having a core and a melamine
  • step ii) combining the particle of step i) with melamine and formaldehyde such that a further melamine formaldehyde polymer is formed on the shell of the particle, and
  • step iii) adding a deposition aid to the mixture of step ii) such that the deposition aid becomes attached to the further melamine formaldehyde polymer.
  • the Fabric Softening Active may be cationic or non-ionic.
  • the fabric conditioning compositions for use in the present 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, for example from 40 to 50 %, are defined as "super concentrated", depending on the active system, and are also intended to be covered by the present invention.
  • the preferred softening active for use in the rinse conditioner compositions used in the present invention is a quaternary ammonium compound (QAC).
  • QAC quaternary ammonium compound
  • the preferred quaternary ammonium fabric softener for use in compositions used in 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. 55 %, or 45 % of the fabric softening compound and at least 10 % of the monoester linked component, for example 11 % monoester.
  • a preferred hardened type of active has a typical mono:di:tri ester distribution of from 18 to 22 mono: from 58 to 62 di: from 18 to 22 tri; for example 20:60:20.
  • a soft TEA quat may have a typical mono:di:tri ester distribution of from 25 to 45 %, preferably from 30 to 40 % mono: from 45 to 60 %, preferably from 50 to 55 % di: and from 5 to 25 %, preferably from 10 to 15 % tri; for example
  • a first group of quaternary ammonium compounds (QACs) suitable for use in the present invention is represented by formula (I):
  • 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
  • TetranylTM AHT-1 ex Kao, (both di-[hardened tallow ester] of triethanolammonium methylsulphate), AT-1 (di-[tallow ester] of
  • soft quaternary ammonium actives such as Stepantex VK90, Stepantex VT90, SP88 (ex-Stepan), Ceca Noramine, 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 QACs suitable for use in the invention is represented by formula (II):
  • each R 1 group is independently selected from Ci -4 alkyl, hydroxyalkyl or C 2-4 alkenyl groups; and wherein each R 2 group is independently selected from Cs-28 alkyl or alkenyl groups; and wherein n, T, and X " are as defined above.
  • Preferred materials of this second group include 1 ,2 ⁇ b/s[tallowoyloxy]-3- trimethylammonium propane chloride, 1 ,2 ⁇ b/s[hardened tallowoyloxy]-3- trimethylammonium propane chloride, 1 ,2- ⁇ b/s[oleoyloxy]-3-trimethylammonium propane chloride, and 1 ,2 ⁇ b/s[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):
  • each R 1 group is independently selected from Ci -4 alkyl, or C 2-4 alkenyl groups; and wherein each R 2 group is independently selected from Cs -2 S 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.
  • 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., 34, 1136 (1962) Johnson and Shoolery.
  • a further type of softening compound is a non-ester quaternary ammonium material represented by formula (IV):-
  • compositions for use in the present invention may contain a non-cationic softening material, which is preferably an oily sugar derivative.
  • An oily sugar derivative is a liquid or soft solid derivative of a cyclic polyol (CPE) or of a reduced saccharide (RSE), said derivative resulting from 35 to 100 % of the hydroxyl groups in said polyol or in said saccharide being esterified or etherified.
  • the derivative has two or more ester or ether groups independently attached to a Cs- C22 alkyl or alkenyl chain.
  • the CPE or RSE does not have any substantial crystalline character at 2O 0 C. Instead it is preferably in a liquid or soft solid state as herein defined at 2O 0 C.
  • liquid or soft solid (as hereinafter defined) CPEs or RSEs suitable for use in the present invention result from 35 to 100% of the hydroxyl groups of the starting cyclic polyol or reduced saccharide being esterified or etherified with groups such that the CPEs or RSEs are in the required liquid or soft solid state.
  • These groups typically contain unsaturation, branching or mixed chain lengths.
  • the CPEs or RSEs have 3 or more ester or ether groups or mixtures thereof, for example 3 to 8, especially 3 to 5. It is preferred if two or more of the ester or ether groups of the CPE or RSE are independently of one another attached to a Cs to C22 alkyl or alkenyl chain.
  • the Cs to C22 alkyl or alkenyl groups may be branched or linear carbon chains.
  • the CPE or RSE contains at least 35 % tri or higher esters, eg at least
  • the CPE or RSE has at least one of the chains independently attached to the ester or ether groups having at least one unsaturated bond. This provides a cost effective way of making the CPE or RSE a liquid or a soft solid. It is preferred if predominantly unsaturated fatty chains, derived from, for example, rape oil, cotton seed oil, soybean oil, oleic, tallow, palmitoleic, linoleic, erucic or other sources of unsaturated vegetable fatty acids, are attached to the ester/ether groups.
  • ester or ether chains of the CPE or RSE.
  • the ester or ether chains of the CPE or RSE are preferably predominantly unsaturated.
  • Preferred CPEs or RSEs include sucrose tetratallowate, sucrose tetrarapeate, sucrose tetraoleate, sucrose tetraesters of soybean oil or cotton seed oil, cellobiose tetraoleate, sucrose trioleate, sucrose thapeate, sucrose pentaoleate, sucrose pentarapeate, sucrose hexaoleate, sucrose hexarapeate, sucrose thesters, pentaesters and hexaesters of soybean oil or cotton seed oil, glucose tiroleate, glucose tetraoleate, xylose trioleate, or sucrose tetra-,th-, penta- or hexa- esters with any mixture of predominantly unsaturated fatty acid chains.
  • the most preferred CPEs or RSEs are those with monosaturated fatty acid chains,
  • CPEs or RSEs based on polyunsaturated fatty acid chains e.g. sucrose tetralinoleate
  • sucrose tetralinoleate may be used provided most of the polyunsaturation has been removed by partial hydrogenation.
  • liquid CPEs or RSEs are any of the above but where the polyunsaturation has been removed through partial hydrogenation.
  • CPEs are preferred for use with the present invention.
  • Inositol is a preferred example of a cyclic polyol. Inositol derivatives are especially preferred.
  • cyclic polyol encompasses all forms of saccharides. Indeed saccharides are especially preferred for use with this invention. Examples of preferred saccharides for the CPEs or RSEs to be derived from are monosaccharides and disacchahdes.
  • Examples of monosaccharides include xylose, arabinose, galactose, fructose, sorbose and glucose. Glucose is especially preferred. Examples of
  • disacchahdes include maltose, lactose, cellobiose and sucrose. Sucrose is especially preferred.
  • An example of a reduced saccharide is sorbitan.
  • liquid or soft solid CPEs can be prepared by methods well known to those skilled in the art. These include acylation of the cyclic polyol or reduced
  • the CPE or RSE has 3 or more, preferably 4 or more ester or ether groups.
  • the CPE is a disaccharide it is preferred if the disacchahde has 3 or more ester or ether groups.
  • Particularly preferred CPEs are esters with a degree of esterification of 3 to 5, for example, sucrose tri, tetra and penta esters.
  • the cyclic polyol is a reducing sugar it is advantageous if each ring of the CPE has one ether or ester group, preferably at the Ci position. Suitable examples of such compounds include methyl glucose derivatives.
  • suitable CPEs include esters of alkyl(poly)glucosides, in particular alkyl glucoside esters having a degree of polymerisation from 1 to 2.
  • the length of the unsaturated (and saturated if present) chains in the CPE or RSE is C 8 -C 2 2, preferably Ci 2 -C 22 - It is possible to include one or more chains of CrC 8 , however these are less preferred.
  • the liquid or soft solid CPEs or RSEs which are suitable for use in the present invention are characterised as materials having a solid:liquid ratio of between 50:50 and 0:100 at 20°C as determined by T 2 relaxation time NMR, preferably between 43:57 and 0:100, most preferably between 40:60 and 0:100, such as, 20:80 and 0:100.
  • T 2 NMR relaxation time is commonly used for
  • any component of the signal with a T 2 of less than 100 ⁇ s is considered to be a solid component and any component with T 2 > 100 ⁇ s is considered to be a liquid component.
  • the prefixes e.g. tetra and penta
  • the compounds exist as a mixture of materials ranging from the monoester to the fully esterified ester. It is the average degree of esterification which is used herein to define the CPEs and RSEs.
  • the HLB of the CPE or RSE is typically between 1 and 3.
  • the CPE or RSE is preferably present in the composition in an amount of 0.5-50% by weight, based upon the total weight of the composition, more preferably 1-30% by weight, such as 2-25%, e.g. 2-20%.
  • the CPEs and RSEs for use in the compositions of the invention include sucrose tetraoleate, sucrose pentaerucate, sucrose tetraerucate and sucrose pentaoleate.
  • 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
  • compositions for use in the present invention may comprise a fatty acid
  • fatty complexing agent Especially suitable fatty complexing agents include fatty alcohols and fatty acids. Of these, fatty alcohols are most preferred.
  • Fatty complexing material may be used to improve the viscosity profile of the composition.
  • Preferred fatty acids include hardened tallow fatty acid (available under the tradename PristereneTM, ex Uniqema).
  • Preferred fatty alcohols include hardened tallow alcohol (available under the tradenames 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.
  • Thickening Polymers may be added to the compositions of the invention for further thickening. Any suitable thickener polymer may be used.
  • Polymers particularly useful in the compositions of the invention include
  • crosslinked water swellable cationic copolymers having at least one cationic monomer and optionally other non-ionic and/or anionic monomers.
  • Preferred polymers of this type are copolymers of acrylamide and thmethylamino- ethylacrylate chloride.
  • Preferred polymers comprise less than 25 % of water soluble polymers by weight of the total polymer, preferably less than 20 %, and most preferably less than 15 %, and a cross-linking agent concentration of from 500 ppm to 5000 ppm relative to the polymer, preferably from 750 ppm to 5000 ppm, more preferably from 1000 to 4500 ppm.
  • the cross-linking agent concentration must be higher than about 500 ppm relative to the polymer, and preferably higher than about 750 ppm when the crosslinking agent used is the methylene bisacrylamide, or concentrations of other cross-linking agents that lead to equivalent cross-linking levels of from 10 to 10,000 ppm.
  • a nonionic surfactant may be added to the polymer dispersion to improve its dispersability and/or handleability.
  • These polymers are prepared in conventional water in oil emulsion by
  • These polymers are made by reverse phase polymerisation of the monomer or monomers blend in the presence of cross linker(s). They are formed from monoethylenically unsaturated monomer(s), that is either a water soluble cationic monomer or a blend of cationic monomers that may consist of cationic monomer(s) alone, or may comprise a mixture of cationic monomer (or blend of cationic monomers) and from 0 to 50 moles % of non-ionic and/or anionic monomer(s).
  • Suitable cationic monomers are selected from the group consisting of the following monomers and derivatives and their quaternary or acid salts:
  • the monomers may also contain hydrophobic groups.
  • cross-linking agents methylene bisacrylamide (MBA), ethylene glycol diacrylate, polyethylene glycol dimethacrylate,
  • the cross-linking rate preferably ranges from 800 to 5000 ppm (on the basis of MBA) relative to the polymer or equivalent cross-linking with a cross-linking agent of different efficiency.
  • the degree of non-linearity can additionally be controlled by the inclusion of chain transfer agents (such as isopropyl alcohol, sodium hypophosphite, mercaptoethanol) in the polymerisation mixture in order to control the polymeric chain's length and the cross-linking density.
  • chain transfer agents such as isopropyl alcohol, sodium hypophosphite, mercaptoethanol
  • polymers are prepared by means of a reverse phase oil-in-water emulsion polymerization.
  • a reverse phase oil-in-water emulsion polymerization This means that when polymerized, the aqueous monomer(s) is emulsified into a suitable oil phase, in the presence of a water-in-oil emulsifier.
  • Emulsifiers, polymeric stabilisers, non-aqueous liquids and other reverse phase polymerisation materials and process details are described in, for instance, EP 126528. It is well known that the reverse phase emulsion so obtained can be dehydrated and the resulting polymeric thickener concentration in the reverse emulsion is between 15 to 65 percent by weight.
  • the polymer-in-oil emulsion that results from reverse phase polymerisation is used as such and directly added to water to form an aqueous composition, it is done in a conventional manner in the presence of oil-in-water emulsifier.
  • the final polymer has a water-soluble polymer fraction ranging below about 25 % by weight of the total polymer (as determined by a metering method such as that described on page 8 of patent EP 343840).
  • the amount of polymer used in the compositions of the invention is suitably from 0.001 to 0.5 wt %, preferably from 0.005 to 0.4 wt %, most preferably from 0,005 to 0.35 wt %.
  • composition is a concentrated fabric conditioning composition, particularly comprising a softening active in an amount of from 8.5 to 20 wt %, by weight of the total composition
  • polymer is preferably present in an amount of from 0.01 to 0.2 wt %, more preferably from 0.02 to 0.1 wt %, by weight of the total composition.
  • the polymer is preferably present in an amount of from 0.001 to 0.5, preferably from 0.15 to 0.35 wt %, by weight of the total composition.
  • 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 auto-oxidation, 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
  • 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:
  • ring D and E may be independently naphthyl or phenyl as shown;
  • Ri is selected from: hydrogen and C1 -C4-alkyl, preferably hydrogen;
  • R2 is selected from: hydrogen, C1-C4-alkyl, substituted or unsubstituted phenyl and substituted or unsubstituted naphthyl, preferably phenyl;
  • R3 and R 4 are independently selected from: hydrogen and C1-C4-alkyl, preferably hydrogen or methyl;
  • 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.
  • Acid Dyes 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: (i) azine dyes, wherein the dye is of the following core structure: wherein R 3 , Rb, Rc and Rd are selected from: H, an branched or linear C1 to C7- alkyl chain, benzyl a phenyl, and a naphthyl;
  • the dye is substituted with at least one SO3 " or -COO " group
  • the B ring does not carry a negatively charged group or salt thereof
  • a ring may further substituted to form a naphthyl
  • the dye is optionally substituted by groups selected from: amine, methyl, ethyl, hydroxyl, methoxy, ethoxy, phenoxy, Cl, Br, I, F, and NO 2 .
  • 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.
  • composition may comprise one or more hydrophobic dyes selected from benzodifuranes, methine, thphenylmethanes, napthalimides, pyrazole,
  • 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
  • Dyes may be selected from the basic violet and basic blue dyes listed in the Colour Index International.
  • Preferred examples include tharylmethane 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 include tharylmethane 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.
  • dyes Dependent on the choice of polymer or particle they deposit on cotton or synthetics. A description is given in WO2006/055787. They are not preferred. 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.
  • compositions for use in the present invention preferably comprise one or more perfumes.
  • 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 0.15 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 Nostrand; or Perfume and Flavor Chemicals by S.
  • 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:
  • AIIyI Caproate Amyl Acetate, Amyl Propionate, Anisic Aldehyde, Anisole,
  • 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
  • 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: lso E super, citronellol, Ethyl cinnamate, Bangalol, 2,4,6-Thmethylbenzaldehyde, 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, lsopropyl benzoate, Cyclohexanepropionic acid, Campholene aldehyde, Caprylic acid, Caprylic alcohol, Cuminaldehyde, 1-Ethyl-4-nitrobenzene, Heptyl formate,
  • 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.
  • 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-shhnking agents, anti-wrinkle agents, anti-oxidants, sunscreens, anti-corrosion agents, drape imparting agents, anti-static agents, ironing aids pearlisers and/or opacifiers, natural oils/extracts, processing aids, e.g. electrolytes, hygiene agents, e.g. anti-bacterials and antifungals, thickeners and skin benefit agents.
  • compositions for use in the present invention are liquid rinse-added softening compositions suitable for use in a laundry process.
  • the formaldehyde level in the final product should be below 70 ppm, preferably.
  • 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 water-soluble species, such as mineral salts or short chain (Ci -4 ) alcohols.
  • 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.
  • compositions of the invention may also contain pH modifiers such as hydrochloric acid or lactic acid.
  • pH modifiers such as hydrochloric acid or lactic acid.
  • the liquid compositions preferably have a pH of about 2.5.
  • the 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.
  • compositions of the present invention are also possible, though less desirable, for the compositions of the present invention to be used in industrial laundry operations, e.g. as a finishing agent for softening new clothes prior to sale to consumers.
  • compositions for use in the invention may be made by combining a melt comprising the fabric softening active with an aqueous phase.
  • the encapsulates may be combined with the aqueous phase or post-dosed after the melt and aqueous phase have been mixed.
  • Examples of the invention are represented by a number. Comparative examples are represented by a letter.
  • Example 1 - Preparation of Composition 1 in accordance with the invention and Comparative Examples A and B.
  • composition 1 in accordance with the invention, capsules modified with deposition aid were used to obtain a level of perfume equivalent to 0.25 wt %.
  • Comparative Example A contained unmodified capsules (comprising no deposition aid) at a level equivalent to 0.25 % perfume.
  • Comparative Example B contained unmodified capsules at a level equivalent to 0.5 % perfume.
  • the pre-formed melamine formaldehyde encapsulates were 5 ⁇ m in size and obtained from International Flavors and Fragrances (IFF) Limited.
  • the particle solids were 48.6 wt % and perfume solids were 35 wt % respectively.
  • a base fabric conditioner was prepared and then the capsules were post-dosed into the base. The process was as follows:
  • Table 1 Compositions of the liquid fabric softeners 1 , A and B.
  • Example 2 Use of Composition 1 and Comparative Examples A and B to confer perfume intensity
  • composition 1 The use of Composition 1 and the Comparative Examples for conferring perfume intensity was tested as follows:- Washing of cloths
  • Table 2 Average perfume intensity scores for cloths treated with compositions 1 , A and B as described above.

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  • Engineering & Computer Science (AREA)
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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)

Abstract

L'invention porte sur l'utilisation d'une composition liquide d'assouplissant pour tissu comprenant : a) un agent actif assouplissant les tissus ; b) de 0,1 à 1, de préférence de 0,1 à 0,4 % en poids de particules de type noyau-enveloppe comprenant un noyau et une enveloppe, l'enveloppe étant un polymère de mélanine-formaldéhyde et l'enveloppe comprenant une partie la plus à l'extérieur de polymère de mélanine-formaldéhyde, ayant une épaisseur de 5 à 20 nm, qui comprend un adjuvant de dépôt polysaccharide lié de façon covalente, et le noyau comprenant un parfum liquide, pour délivrer une intensité de parfum accrue au tissu, l'intensité de parfum apparaissant lors de la rupture des particules de type noyau-enveloppe lors de l'application d'une force non chauffée au tissu, telle qu'un frottement.
PCT/EP2010/059970 2009-08-20 2010-07-12 Améliorations se rapportant à des assouplissants pour tissus WO2011020652A1 (fr)

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WO2011127011A1 (fr) * 2010-04-06 2011-10-13 The Procter & Gamble Company Eléments encapsulés
WO2013107586A2 (fr) * 2012-01-17 2013-07-25 Unilever Plc Particule d'administration d'agent bénéfique, procédé de préparation de ladite particule, compositions comprenant lesdites particules et procédé pour traiter des substrats
WO2013156371A1 (fr) * 2012-04-17 2013-10-24 Unilever Plc Améliorations relatives à des conditionneurs de tissus
WO2015041791A1 (fr) * 2013-09-23 2015-03-26 The Procter & Gamble Company Particules
WO2016090624A1 (fr) * 2014-12-12 2016-06-16 The Procter & Gamble Company Composition de nettoyage liquide
CN107001985A (zh) * 2014-12-12 2017-08-01 宝洁公司 液体清洁组合物
WO2018149775A1 (fr) * 2017-02-15 2018-08-23 Givaudan Sa Procédé
EP3158039B1 (fr) 2014-06-18 2019-05-22 Rhodia Operations Composition comprenant un composé d'ammonium quaternaire, un polysaccharide cationique et un polysaccharide non-ionique
AU2018207828B2 (en) * 2017-01-10 2021-01-21 Unilever Plc Swellable silica microparticles
US11266144B2 (en) 2017-01-10 2022-03-08 Conopco, Inc. Biofilm targeting microcapsule carrying a non-volatile functional material

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US9023783B2 (en) 2010-04-06 2015-05-05 The Procter & Gamble Company Encapsulates
US8633148B2 (en) 2010-04-06 2014-01-21 The Procter & Gamble Company Encapsulates
US8822402B2 (en) 2010-04-06 2014-09-02 The Procter & Gamble Company Encapsulates
WO2011127011A1 (fr) * 2010-04-06 2011-10-13 The Procter & Gamble Company Eléments encapsulés
WO2013107586A2 (fr) * 2012-01-17 2013-07-25 Unilever Plc Particule d'administration d'agent bénéfique, procédé de préparation de ladite particule, compositions comprenant lesdites particules et procédé pour traiter des substrats
WO2013107586A3 (fr) * 2012-01-17 2013-09-06 Unilever Plc Particule d'administration d'agent bénéfique, procédé de préparation de ladite particule, compositions comprenant lesdites particules et procédé pour traiter des substrats
WO2013156371A1 (fr) * 2012-04-17 2013-10-24 Unilever Plc Améliorations relatives à des conditionneurs de tissus
CN105555940A (zh) * 2013-09-23 2016-05-04 宝洁公司 颗粒
WO2015041791A1 (fr) * 2013-09-23 2015-03-26 The Procter & Gamble Company Particules
JP2016538350A (ja) * 2013-09-23 2016-12-08 ザ プロクター アンド ギャンブル カンパニー 粒子
JP2019173025A (ja) * 2013-09-23 2019-10-10 ザ プロクター アンド ギャンブル カンパニーＴｈｅ Ｐｒｏｃｔｅｒ ＆ Ｇａｍｂｌｅ Ｃｏｍｐａｎｙ 粒子
EP3158039B1 (fr) 2014-06-18 2019-05-22 Rhodia Operations Composition comprenant un composé d'ammonium quaternaire, un polysaccharide cationique et un polysaccharide non-ionique
WO2016090624A1 (fr) * 2014-12-12 2016-06-16 The Procter & Gamble Company Composition de nettoyage liquide
CN107001985A (zh) * 2014-12-12 2017-08-01 宝洁公司 液体清洁组合物
AU2018207828B2 (en) * 2017-01-10 2021-01-21 Unilever Plc Swellable silica microparticles
US11266144B2 (en) 2017-01-10 2022-03-08 Conopco, Inc. Biofilm targeting microcapsule carrying a non-volatile functional material
WO2018149775A1 (fr) * 2017-02-15 2018-08-23 Givaudan Sa Procédé
US11384317B2 (en) 2017-02-15 2022-07-12 Givaudan S.A. Surface modification of microcapsules

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