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WO2024235792A1 - Composition - Google Patents

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Publication number
WO2024235792A1
WO2024235792A1 PCT/EP2024/062745 EP2024062745W WO2024235792A1 WO 2024235792 A1 WO2024235792 A1 WO 2024235792A1 EP 2024062745 W EP2024062745 W EP 2024062745W WO 2024235792 A1 WO2024235792 A1 WO 2024235792A1
Authority
WO
WIPO (PCT)
Prior art keywords
composition
benefit agent
core
optionally
water
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
PCT/EP2024/062745
Other languages
English (en)
Inventor
Emmanuel Aussant
Mathieu Zongo
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Givaudan SA
Original Assignee
Givaudan SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Givaudan SA filed Critical Givaudan SA
Publication of WO2024235792A1 publication Critical patent/WO2024235792A1/fr
Priority to MX2025013227A priority Critical patent/MX2025013227A/es
Anticipated expiration legal-status Critical
Pending legal-status Critical Current

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Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
    • B01J13/02—Making microcapsules or microballoons
    • B01J13/04—Making microcapsules or microballoons by physical processes, e.g. drying, spraying
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/26—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests in coated particulate form
    • A01N25/28—Microcapsules or nanocapsules
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P1/00—Disinfectants; Antimicrobial compounds or mixtures thereof
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23P—SHAPING OR WORKING OF FOODSTUFFS, NOT FULLY COVERED BY A SINGLE OTHER SUBCLASS
    • A23P10/00—Shaping or working of foodstuffs characterised by the products
    • A23P10/30—Encapsulation of particles, e.g. foodstuff additives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/11—Encapsulated compositions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73—Polysaccharides
    • A61K8/732—Starch; Amylose; Amylopectin; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q13/00—Formulations or additives for perfume preparations
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
    • B01J13/02—Making microcapsules or microballoons
    • B01J13/06—Making microcapsules or microballoons by phase separation
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0097—Dye preparations of special physical nature; Tablets, films, extrusion, microcapsules, sheets, pads, bags with dyes
    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/41—Particular ingredients further characterized by their size
    • A61K2800/412—Microsized, i.e. having sizes between 0.1 and 100 microns

Definitions

  • the present invention relates to a composition for controlled release of a benefit agent.
  • the invention is concerned with a composition comprising a water-soluble matrix and a benefit agent that is at least partially encapsulated in core-shell microcapsules comprising a core and a shell surrounding the core.
  • the invention also relates to a method of making a composition as defined herein, to a consumer product comprising the composition as defined herein and to the use of the composition and the consumer product to improve the perception or enhance the performance of the benefit agent in the consumer product.
  • Benefit agents include for example fragrances, cosmetic agents, food ingredients, nutraceuticals, drugs and substrate enhancers.
  • Microcapsules can isolate and protect such materials from external suspending media, such as consumer product bases, in which they may be incompatible or unstable. They are also used to assist in the deposition of benefit agents onto substrates, such as skin or hair, fabrics or hard household surfaces. They can also act as a means of controlling the spatio-temporal release of a benefit agent.
  • Spray-drying is a well-known technique for the encapsulation of benefit agents.
  • Such spray-dried compositions are commonly prepared from an emulsion of the benefit agent to be encapsulated, which is sprayed into a drying chamber.
  • biopolymers with surface active properties are generally used as emulsifiers which, upon spray-drying, form a water-soluble matrix in which the benefit agent becomes entrapped.
  • Such spray-dried compositions provide a powder format which is simple to manufacture and shows good odor benefits. Furthermore, since nowadays consumers are more aware of environmental and resource protection, those encapsulates have become even more attractive, as they are often based on bio-sourced materials.
  • the spray-dried compositions thus have a low ecological footprint and allow for encapsulation of benefit agents with high efficiency. They also exhibit beneficial release properties.
  • benefit agent it is important to control the release of benefit agent in a consumer product over a desired site and at a desired rate.
  • the consumer product is a fabric care product
  • Such a release profile is achieved by combining free, non-encapsulated benefit agent, such as a fragrance, with encapsulated benefit agent, wherein the non-encapsulated fragrance contributes essentially to enhancing fragrance perception on wet fabrics, while the encapsulated fragrance contributes essentially to enhancing fragrance perception on dry fabrics. Additionally, the encapsulated fragrance may be released during fabric handling, typically under the action of mechanical forces. Core-shell microcapsules may be used, wherein the core comprises the encapsulated fragrance and is surrounded by an impervious, frangible shell.
  • WO2018/172514 is concerned with a composition comprising a solid carrier and a granulated powder comprising particles having a low perfume loading, which is employed as a solid scent booster.
  • the low perfume loading was deemed necessary in order to avoid breakage during a manufacturing process requiring high shearing and for providing stability to leakage.
  • compositions employing higher benefit agent loading would provide enhanced perception of the benefit agent to the consumer.
  • the present invention solves the above-mentioned shortcomings.
  • the present invention provides a composition
  • a composition comprising a) a water-soluble matrix; and b) a benefit agent that is at least partially encapsulated in core-shell microcapsules comprising a core and a shell surrounding the core; wherein the composition comprises between about 54 wt% to about 85 wt%, optionally about 55 wt% to about 75 wt%, preferably about 55 wt% of benefit agent based on the total dry weight of the composition.
  • the invention provides methods of preparing the composition as described herein.
  • the invention further provides a consumer product comprising the composition as described herein.
  • compositions and consumer product as described herein to improve the perception or enhance the performance of the benefit agent in the consumer product is provided in a further aspect.
  • benefit agent refers to any substance which, when added to a product, may improve the perception of this product by a consumer or may enhance the action of this product in an application.
  • benefit agents include perfume or fragrance ingredients, cosmetic ingredients, bioactive agents (such as bactericides, insect repellents and pheromones), substrate enhancers (such as silicones and brighteners), enzymes (such as lipases and proteases), dyes, pigments and nutraceuticals.
  • encapsulated benefit agent refers to benefit agent that is encapsulated in a core-shell microcapsule.
  • non-encapsulated benefit agent refers to benefit agent that is simply entrapped (or dispersed) within the water-soluble matrix but that is not encapsulated in a core-shell microcapsule.
  • solid indicates that the material is in a solid state of aggregation at a temperature below about 40 °C.
  • water-soluble indicates that the material completely dissolves in water at a temperature above about 10 °C.
  • post-rub intensity refers to the intensity of a fragrance released upon breaking the coreshell microcapsules. In the context of the present invention, all percentages refer to weight percentages (% w/w), unless otherwise indicated.
  • Dv50 or Dv(50) represents the maximum particle diameter below which 50% of the sample volume exists - also known as the median particle size by volume. It is also known as the median value of the “volume weighted distributions” or the Malvern volume weighted particle size distribution and is commonly measured using light scattering techniques.
  • dry weight refers to the weight of the composition after water has been removed by spray drying.
  • compositions comprising a) a water-soluble matrix; and b) a benefit agent that is at least partially encapsulated in core-shell microcapsules comprising a core and a shell surrounding the core; wherein the composition comprises between about 54 wt% to about 85 wt% of benefit agent based on the total dry weight of the composition can be provided and such compositions provide improved perception of the benefit agent when employed in a consumer product compared to a composition comprising lower amounts of benefit agent.
  • the invention therefore, provides a composition comprising a) a water-soluble matrix; and b) a benefit agent that is at least partially encapsulated in core-shell microcapsules comprising a core and a shell surrounding the core; wherein the composition comprises between about 54 wt% to about 85 wt% of benefit agent based on the total dry weight of the composition.
  • the water-soluble polymer matrix may comprise at least one material selected from the group consisting of starch, in particular water-soluble modified starch, maltodextrin, mannitol, chitosan, gum Arabic, alginate, cellulose, pectins, gelatin, polyvinyl alcohol and mixtures thereof.
  • starch in particular water-soluble modified starch, maltodextrin, mannitol, chitosan, gum Arabic, alginate, cellulose, pectins, gelatin, polyvinyl alcohol and mixtures thereof.
  • the resulting benefit agent encapsulates are facile and cost-effective to manufacture. Furthermore, they are prepared of naturally-based materials, which are non-toxic and biodegradable. Such encapsulates therefore have an increased consumer appeal.
  • starch When the starch is a water-soluble modified starch, such starch can be made from raw starch or pre-gelatinized starch. It can be derived from tubers, legumes, cereals and grains, for example corn starch, wheat starch, rice starch, waxy corn starch, oat starch, cassava starch, waxy barley starch, waxy rice starch, sweet rice starch, amioca starch, potato starch, tapioca starch and mixtures thereof.
  • raw starch or pre-gelatinized starch It can be derived from tubers, legumes, cereals and grains, for example corn starch, wheat starch, rice starch, waxy corn starch, oat starch, cassava starch, waxy barley starch, waxy rice starch, sweet rice starch, amioca starch, potato starch, tapioca starch and mixtures thereof.
  • the water-soluble modified starch can be selected from the group consisting of bleached starch, hydroxypropyl starch, hydroxypropyl distarch phosphate, dydroxypropyl distarch glycerol, acetylated distarch phosphate, starch acetate esterified with acetic anhydride, starch acetate esterified with vinyl acetate, acetylated distarch adipate, acetylated distarch glycerol, starch sodium octenyl succinate and mixtures thereof.
  • Water-soluble modified starches have emulsifying and emulsion-stabilizing capacity. They have the ability to entrap benefit agent droplets in the form of oil-in-water emulsions due to the hydrophobic character of the starch modifying agent.
  • the modified starches as described herein above bring numerous advantages including high emulsification and entrapment performance when the composition is dried, low viscosity, even at high solids content, and excellent oxidation resistance to ensure good fragrance and/or cosmetic preservation and stabilization of sensitive ingredients.
  • the water-soluble matrix comprises a water-soluble modified starch
  • it can additionally comprise a material selected from the group consisting of maltodextrin, mannitol and mixtures thereof.
  • Maltodextrin and mannitol both increase the glass transition temperature of the matrix.
  • maltodextrin is a film forming agent upon drying.
  • Maltodextrins are characterized by their dextrin equivalent (DE). The higher the DE, the lower is the molecular weight of the maltodextrin.
  • DE dextrin equivalent
  • maltodextrin having different DE may be combined to provide optimized encapsulation properties. Without being bound by any theory, it is supposed that mixtures of low and high DE maltodextrins improve the packing of the water-soluble matrix in case the composition is dried, for example by spray dying.
  • the water-soluble matrix can additionally comprise a hemicellulose.
  • hemicellulose is to be understood as a polysaccharide selected from the group consisting of glucans, in particular xyloglucans, mannans, in particular glucomannans, and xylans, in particular arabinoxylans and glucuronoxylans.
  • the hemicellulose is preferably a xyloglucan, in particular a xyloglucan obtainable from tamarind seeds.
  • Xyloglucans are the most abundant hemicellulose in the primary walls of non- graminaceous plants, often comprising 20 wt.-% of the dry mass of the wall.
  • a xyloglucan has a backbone composed of 1 ,4-linked [3-D-glucose residues. Up to 75 % of the backbone residues are substituted at C6 with mono-, di-, or trisaccharide sidechains.
  • the hemicellulose is a xyloglucan obtainable from tamarind seeds, in particular obtained from tamarind seeds, also known as “tamarind kernel powder” or “tamarind gum”.
  • the side chains consist of one or two a-D-xylopyranosyl units, optionally capped with [3-D-galactopyranosyl, a-L- arabinofuranosyl or [3-D-xylopyranosyl.
  • the water soluble matrix is in a powder form.
  • Spray-drying is a well-known technique for the encapsulation of perfumes or fragrances.
  • Such spray-dried perfume compositions are commonly prepared from an emulsion of the perfume to be encapsulated, which is sprayed into a drying chamber.
  • biopolymers with surface active properties are generally used as emulsifiers which, upon spray-drying, form a water-soluble matrix in which the perfume becomes entrapped.
  • Such spray-dried compositions provide a powder perfume format which is simple to manufacture and shows good odor benefits.
  • Core-Shell Microcapsules Core-Shell Microcapsules
  • the benefit agent is at least partially encapsulated in coreshell microcapsules comprising a core and a shell surrounding the core.
  • compositions allow for benefit agent release either through activation by mechanical action or by moisture, for instance in deodorant or antiperspirant applications. But such compositions are also particularly useful when employed as benefit agent delivery means in consumer products that require, for delivering optimal benefits, core-shell microcapsules to adhere to a substrate on which they are applied, for instance laundry detergents.
  • composition of the benefit agent that is encapsulated in the core-shell microcapsules and the composition of the benefit agent that is not encapsulated in the core-shell microcapsules can be the same or different. This results in a modulated release of the same or of different benefit agent components, depending on whether the encapsulate is exposed to moisture or mechanical stresses. In particular, a sequential release of the benefit agent components may be envisioned.
  • the shell of the core-shell microcapsules can comprise a polymer selected from the group consisting of a melamine-formaldehyde polymer, a ureaformaldehyde polymer, a polyurea, a polyurethane, a polyamide, a polyacrylate, a polycarbonate, and mixtures thereof.
  • Core-shell microcapsules with a shell of a melamine-formaldehyde polymer have proven to be particularly suitable for fragrance encapsulation. They are described in the prior art, for instance in WO 2008/098387 A1 , WO 2016/207180 A1 , WO 2017/001672 A1 and WO 2018/197266 A1.
  • Suitable examples of core-shell microcapsules comprise a shell surrounding the core, wherein the shell comprises a network of cross-linked resin, wherein the resin comprises a terpolymer and a polymeric stabilizer, wherein the terpolymer comprises moieties derived from at least one polyamine; moieties derived from a milk protein or a milk protein derivative; and moieties derived from the group consisting of alkylene and alkylenoxy moieties having 1 to 6 methylene units.
  • core-shell microcapsules with a shell of a polyurea or polyurethane polymer have been successfully used for perfume encapsulation. They have the advantage to address consumer concerns with regard to residual formaldehyde in the composition. Such capsules are also described in the prior art, for instance in WO 2016/071151 A1 and WO 2019/174978 A1.
  • the shell comprises a thermosetting resin formed by reaction of a polyfunctional amine comprising at least one amino group with at least one polyfunctional isocyanate, wherein the shell further comprises a cationic polymer comprising quaternary ammonium groups, wherein the shell further comprises a polymeric stabilizer comprising fully or partially dissociated carboxylic acid groups, such as those described in WO 2023/017014 A1.
  • Core-shell microcapsules with a shell of a polyacrylate i.e. one or more monoethylenically unsaturated and/or polyethylenically unsaturated monomer(s) in polymerized form, have also been successfully used for perfume encapsulation.
  • a polyacrylate i.e. one or more monoethylenically unsaturated and/or polyethylenically unsaturated monomer(s) in polymerized form
  • the core-shell microcapsules comprise a shell comprising a thermosetting resin formed by the reaction of shell-forming monomers comprising a polyamine and a material comprising a plurality of olefinic double bonds capable of reacting with the polyamine, such as those described in WO 2019/121738 A1.
  • the shell comprises a thermosetting resin formed by the reaction of shellforming materials selected from monomers, pre-polymers and/or pre-condensates, and comprising a polymeric stabilizer that is the reaction product of a polymeric surfactant and a silane containing a functional group capable of forming covalent bonds with the shell, such as those described in WO 2019/121736 A1.
  • the shell may comprise a polymeric stabilizer that is formed by combination of a polymeric surfactant with at least one aminosilane.
  • the polymeric surfactant comprises a polysaccharide comprising carboxylic acid groups.
  • the aminosilane is as defined hereinbelow.
  • the shell may further comprise a polysaccharide, preferably a polysaccharide comprising beta (1 —> 4) linked monosaccharide units, even more preferably a cellulose derivative, in particular selected form the group consisting of hydroxyethyl cellulose, hydroxypropylmethyl cellulose, cellulose acetate, carboxymethyl cellulose, and combinations thereof, preferably hydroxyethyl cellulose.
  • Such capsules are described in the prior art, for instance in WO 2020/233887A1 .
  • the shell may comprise a hydrated polymer phase and a polymeric stabilizer at an interface between the shell and the core.
  • the polymeric stabilizer provides an impervious encapsulating material
  • the hydrated polymer phase provides the desired deposition and adherence to the substrate.
  • the hydrated polymer phase also provides an optimal point of attack for microbial degradation.
  • the polymeric stabilizer may be selected from a broad range of film-forming materials and resins.
  • the polymeric stabilizer is highly cross-linked, in order to decrease significantly the diffusion of the encapsulated benefit agent through the shell.
  • the imperviousness of the shell is sufficiently high to significantly prevent the leakage of the benefit agent in extractive base, such as consumer products comprising surfactants.
  • the polymeric stabilizer is a thermosetting resin.
  • Thermosetting resins are typically obtained by reacting polyfunctional monomers, such as amines, isocyanates, alcohols or phenols, chlorocarboxylic acids, (meth)acrylates, epoxides, silanes and aldehydes.
  • polyfunctional monomers such as amines, isocyanates, alcohols or phenols, chlorocarboxylic acids, (meth)acrylates, epoxides, silanes and aldehydes.
  • the polymeric stabilizer is formed by reaction of an aminosilane with a polyfunctional isocyanate.
  • a polymeric stabilizer has the advantage of being highly crosslinked and susceptible of providing surface anchoring groups that can be used to immobilize additional materials to complete shell formation.
  • additional materials may comprise additional encapsulating materials, coatings and, as described in more details hereinafter, simple and complex coacervate, and hydrogels.
  • the aminosilane employed in the formation of the polymeric stabilizer can be selected from a compound of Formula (I).
  • R 1 is a linear or branched alkyl or alkenyl residue comprising an amine functional group
  • R 2 is each independently a linear or branched alkyl group with 1 to 4 carbon atoms
  • R 3 is each independently a H or a linear or branched alkyl group with 1 to 4 carbon atoms
  • f is 0, 1 or 2.
  • the silane groups may undergo polycondensation reactions with one another to form a silica network at the oil/water interface that additionally stabilizes this interface.
  • R 2 and R 3 are each independently methyl or ethyl.
  • f is 0 or 1.
  • R 1 is a C1-C12 linear or branched alkyl or alkenyl residue comprising an amine functional group.
  • R 1 is a C1-C4 linear or branched alkyl or alkenyl residue comprising an amine functional group.
  • the amine functional group is a primary, a secondary or a tertiary amine.
  • the at least one aminosilane is a bipodal aminosilane.
  • bipodal aminosilane it is meant a molecule comprising at least one amino group and two residues, each of these residues bearing at least one alkoxysilane moiety.
  • Bipodal aminosilanes are particularly advantageous for forming stable oil-water interfaces, compared to conventional aminosilanes. Without wishing to be bound by theory, it is believed that this beneficial role is due to the particular, bi-directional arrangement of the silane moieties in the molecule of a bipodal aminosilane, which allows formation of a more tightly linked silica network at the oil-water interface.
  • the bipodal aminosilane is a compound of Formula (II).
  • R 2 is each independently a linear or branched alkyl group with 1 to 4 carbon atoms
  • R 3 is each independently H or a linear or branched alkyl group with 1 to 4 carbon atoms
  • R 4 is each independently a linear or branched alkylene group with 1 to 6 carbon atoms
  • R 5 is each independently H, CH 3 or C 2 H 5 ; and f is each independently 0, 1 or 2.
  • R 2 is CH3 or C 2 Hs. In one embodiment, R 3 is CH 3 or C 2 H 5
  • R 4 is -CH 2 -, -CH 2 -CH 2 - or -CH 2 -CH 2 -CH 2 -.
  • R 5 is H or CH 3 .
  • f is 0 or 1.
  • bipodal aminosilanes include, but are not limited to, bis(3- (triethoxysilyl)propyl)amine, N,N’-bis(3-(trimethoxysilyl)propyl)urea, bis(3-(methyldiethoxysilyl) propyl)amine, N,N’-bis(3-(trimethoxysilyl)propyl)ethane-1 ,2-diamine, bis(3-
  • the bipodal aminosilane is bis(3-(triethoxysilyl)propyl)amine, which has the advantage of releasing ethanol instead of more toxic and less desirable methanol during the polycondensation of the ethoxysilane groups.
  • the bipodal aminosilane can be a secondary aminosilane.
  • Using a secondary bipodal aminosilane instead of a primary aminosilane decreases the reactivity of the polymeric stabilizer with respect to electrophilic species, in particular aldehydes.
  • benefit agents containing high levels of aldehydes may be encapsulated with a lower propensity for adverse interactions between coreforming and shell-forming materials.
  • aminosilanes may also be used in combination with the aforementioned bipodal aminosilanes, in particular the aminosilanes described hereinabove.
  • the polyfunctional isocyanate may be selected from alkyl, alicyclic, aromatic and alkylaromatic, as well as anionically modified polyfunctional isocyanates, with two or more (e.g. 3, 4, 5, etc.) isocyanate groups in a molecule, and mixtures thereof.
  • the polyfunctional isocyanate is an aromatic or an alkylaromatic isocyanate, the alkylaromatic polyfunctional isocyanate having preferably methylisocyanate groups attached to an aromatic ring.
  • aromatic and methylisocyanate-substituted aromatic polyfunctional isocyanates have a superior reactivity compared to alkyl and alicyclic polyfunctional isocyanates.
  • 2-ethylpropane-1 ,2,3-triyl tris((3-(isocyanatomethyl)phenyl)carbamate) is particularly preferred, because of its trifunctional nature that favors the formation of intermolecular cross-links and because of its intermediate reactivity that favors network homogeneity.
  • This alkylaromatic polyfunctional isocyanate is commercially available under the trademark Takenate D-100 N, sold by Mitsui or under the trademark Desmodur® Quix175, sold by Covestro.
  • aromatic or alkylaromatic polyfunctional isocyanates it may also be advantageous to add an anionically modified polyfunctional isocyanates, because of the ability of such polyfunctional isocyanates to react at the oil/water interface and even in the water phase close to the oil/water interface.
  • a particularly suitable anionically modified polyfunctional isocyanate has Formula (III).
  • Formula (III) shows a commercially available anionically modified polyisocyanate, which is a modified isocyanurate of hexamethylene diisocyanate, sold by Covestro under the trademark Bayhydur® XP2547.
  • polyfunctional isocyanate is 2-ethylpropane- 1 ,2,3-triyl tris((3-(isocyanatomethyl)phenyl)carbamate).
  • the polymeric stabilizer is formed by reaction of bis(3-(triethoxysilyl)propyl)amine and 2-ethylpropane-1 ,2,3-triyl tris((3-(isocyanatomethyl)phenyl)carbamate).
  • This particular bipodal secondary aminosilane and polyfunctional isocyanate provides advantageous interface stability and release properties.
  • the stabilized interface is sufficiently impervious to effectively encapsulate the at least one benefit agent comprised in the core and possesses the desired surface functional groups.
  • the shells may be as described in WO 2020/207849 A1.
  • the hydrated polymer phase can be a coacervate, in particular a complex coacervate.
  • complex coacervation is meant the formation of an interfacial layer comprising a mixture of polyelectrolytes.
  • the phenomenon of coacervation may be observed under a light microscope, wherein it is marked by the appearance of a ring around the core composition droplet.
  • This ring consists of the aforementioned polyelectrolyte-rich phase that has a different refractive index than the surrounding aqueous phase.
  • the coacervation of a polyelectrolyte is generally induced by bringing the polyelectrolyte to its isoelectric point, meaning the point where the net charge of the polyelectrolyte is zero or close to zero. This may be achieved by changing the salt concentration or the pH of the medium.
  • complexation occurs at the pH where one of the polyelectrolytes has an overall positive electrical charge (polycation), whereas the other polyelectrolyte has an overall negative charge (polyanion), so that the overall electrical charge of the complex is neutral.
  • the coacervate may be formed from a polycation and a polyanion.
  • the shell can comprise a complex coacervate formed of at least one protein and at least one polysaccharide.
  • core-shell capsules have proved suitable for benefit agent encapsulation and are described, for instance in WO 1996/020612 A1 , WO 2001/03825 A1 or WO 2015/150370 A1.
  • the pH is used as parameter driving the coacervation.
  • the polycation preferably has a pH-dependent electrical charge. This is the case for polymers bearing primary, secondary and tertiary amino groups, such as polyamines, for example chitosan, and most proteins, for example gelatin. Proteins have the additional advantage of being prone to temperature-dependent structural transitions that may also be used to control the morphology of the coacervates. In particular, varying the temperature of some proteins may induce the formation of secondary, tertiary or quaternary structures of the protein that may also be used to control the properties of the coacervate.
  • Chitosan has the advantage of being derived from chitin, which is a natural polymer.
  • the polycation is selected from the group consisting of proteins, chitosan, and combinations thereof. More particularly, the polycation can be a protein selected from the group consisting of gelatin, casein, albumin, polylysine, soy proteins, pea proteins, rice proteins, hemp proteins, potato protein, and combinations thereof.
  • the at least one protein is a gelatin, even more preferably a Type B gelatin, or a potato protein.
  • Type B gelatin can be obtained from the alkaline treatment of collagen and is well known for its ability to form complexes with anionic polyelectrolytes, such as negatively charged polysaccharides under mild acidic conditions.
  • the Bloom Strength refers to the rigidity of a gelatin film, as measured by so-called “Bloom Gelometer”, according to the Official Procedures of the Gelatin Manufacturers Institute of America, Inc., revised 2019, Chapter 2.1. According to this procedure, the Bloom Strength, expressed in Bloom, is equal to the weight, expressed in g, required to move vertically a standardized plunger, having a diameter of 12.5 mm, to a depth of 4 mm into a gelatin gel, which has been prepared under controlled conditions, i.e.
  • the Type B gelatin has a Bloom Strength of 90 to 250 Bloom.
  • the gel is mechanically weak and coacervates obtained therefrom may not form a self-standing layer of gelatin-rich phase around the core composition. If the Bloom Strength is too high, then the coacervates and the gelatin-rich phase obtained therefrom may be too brittle.
  • the Type B gelatin is obtainable from fish, because fish gelatin meets better acceptance within consumer than beef or pork gelatin, mainly due to health concerns, sociological context or religious rules.
  • the polyanion may be any negatively charged polymer.
  • pH is preferably used to control coacervation, it may be more advantageous that the electrical charge of the polymer is pH- dependent.
  • Such polymer may be selected from polymers having pendent carboxylic groups, such as methacrylic acid and acrylic acid polymers and copolymers, hydrolyzed maleic anhydride copolymers and polysaccharides bearing carboxylic groups.
  • the polyanion is a polysaccharide comprising carboxylate groups and/or sulfate groups.
  • Polysaccharides comprising carboxylate groups are particularly suitable for complex coacervation with proteins. This is due to the fact that the net electrical charge of these polysaccharides may be adjusted by adjusting the pH, so that the complexation with ampholytic proteins is facilitated. Complexation occurs at the pH where the protein has an overall positive electrical charge, whereas the polysaccharide as an overall negative charge, so that the overall electrical charge of the complex is neutral.
  • These polysaccharides include native polysaccharides, i.e. unmodified from nature, and modified polysaccharides.
  • the polysaccharide comprising carboxylic acid groups may comprise uronic acid units, in particular hexuronic acid units.
  • Such polysaccharides are broadly available in nature.
  • the hexuronic acid units can be selected from the group consisting of galacturonic acid units, glucuronic acid units, in particular 4-O-methyl-glucuronic acid units, guluronic acid units, mannuronic acid units, and combinations thereof.
  • the carboxylate groups can be at least partially present in the form of the corresponding carboxylate salt, in particular the corresponding sodium, potassium, magnesium or calcium carboxylate salt.
  • gum acacia Senegal is preferred, owing to the higher level of glucuronic acid in gum acacia Senegal.
  • the hydrated polymer phase can be a hydrogel.
  • Such a hydrogel can be formed by several methods at interfaces, especially by self-assembly of polyelectrolytes around existing interfaces, covalent grafting of pre-formed hydrogel particles in solution, polymerization of hydrosoluble monomers initiated at the interface and phase separation of water soluble macromolecules onto the interface.
  • a coacervate especially a complex coacervate, which is cross-liked, in particular by covalent bonds, is considered as a hydrogel.
  • hydrogels particularly enhances both the deposition and adherence of microcapsules on substrates, in particular on fabrics.
  • the hydrogel can be interlinked with the polymeric stabilizer, in particular via the functional groups present on the surface of this stabilizer.
  • hydrogel cross-linking and hydrogel interlinking with the polymeric stabilizer may be performed sequentially or simultaneously.
  • the hydrogel is a crosslinked coacervate, in particular a complex coacervate crosslinked with polyfunctional aldehyde, more particularly a difunctional aldehyde selected from the group consisting of succinaldehyde, glutaraldehyde, glyoxal, benzene-1 ,2-dialdehyde, benzene-1 ,3-dialdehyde, benzene-1 ,4-dialdehyde, piperazine- N,N-dialdehyde, 2,2'-bipyridyl-5,5'-dialdehyde, and combinations thereof.
  • Difunctional aldehydes are known to be effective cross-linking agents for proteins.
  • the hydrogel can be thermosensitive and possess a gelation temperature, in particular between 20 °C and 50 °C, preferably between 25 °C and 40°C.
  • a gelation temperature in particular between 20 °C and 50 °C, preferably between 25 °C and 40°C.
  • the shell comprises a polymeric stabilizer that is formed by combination of a polymeric surfactant with at least one aminosilane; a hydrocollolid; and a linker derived from an epoxy resin.
  • the polymeric surfactant and at least one aminosilane are as defined hereinabove.
  • hydrocolloid is selected from the group consisting of polysaccharides, such as pectin, modified starches, guar gum, locust bean gum, konjac mannan, gum arabic, gum ghatti, tragacanth, agar, alginates and carrageenan; proteins such as gelatin or potato protein; and combinations thereof.
  • the epoxy resin is selected from the group consisting of epoxidised plant oils, epoxidised alcohols, epoxidised furans, epoxidised phenols and combinations thereof.
  • the volume median diameter Dv(50) of the plurality of core-shell microcapsules is from 1 to 100 pm, preferably 5 to 75 pm, more preferably 8 to 60 pm, even more preferably 10 to 30 pm.
  • Microcapsules having volume median diameter in the range from 10 to 30 pm show optimal deposition on various substrates, such as fabrics and hair.
  • the resultant encapsulated composition presented in the form of a slurry of microcapsules suspended in an aqueous suspending medium, may be incorporated as such in a composition comprising a water-soluble matrix, optionally comprising benefit agent that is entrapped therein. If desired, however, the slurry may be dried to present the encapsulated composition in dry powder form. Drying of a slurry of microcapsules is conventional, and may be carried out according to techniques known in the art, such as spray-drying, evaporation, lyophilization or use of a desiccant.
  • dried microcapsules will be dispersed or suspended in a suitable powder, such as powdered silica, which can act as a bulking agent or flow aid.
  • suitable powder such as powdered silica, which can act as a bulking agent or flow aid.
  • suitable powder may be added to the encapsulated composition before, during or after the drying step.
  • Suitable benefit agents to be encapsulated into the core of the core-shell microcapsules of the present invention include fragrance or perfume ingredients, cosmetic ingredients, bioactive agents (such as bactericides, insect repellents and pheromones), substrate enhancers (such as silicones and brighteners), enzymes (such as lipases and proteases), dyes, pigments and nutraceuticals.
  • bioactive agents such as bactericides, insect repellents and pheromones
  • substrate enhancers such as silicones and brighteners
  • enzymes such as lipases and proteases
  • dyes such as pigments and nutraceuticals.
  • the benefit agent comprises, optionally consist of at least one fragrance ingredient.
  • a comprehensive list of fragrance ingredients that may be encapsulated in accordance with the present invention may be found in the perfumery literature, for example “Perfume & Flavor Chemicals”, S. Arctander (Allured Publishing, 1994).
  • Encapsulated fragrance ingredients according to the present invention preferably comprise fragrance ingredients selected from the group consisting of ACETYL ISOEUGENOL ((E)-2-methoxy-4-(prop-1-en-1-yl)phenyl acetate); ADOXAL (2,6,10-trimethylundec-9-enal); AGRUMEX (2-(tert-butyl)cyclohexyl acetate); ALDEHYDE C 10 DECYLIC (decanal); ALDEHYDE C 11 MOA (2-methyldecanal); ALDEHYDE C 11 UNDECYLENIC (undec-10-enal); ALDEHYDE C 110 UNDECYLIC (undecanal); ALDEHYDE C 12 LAURIC (dodecanal); ALDEHYDE C 12 MNA PURE (2-methylundecanal); ALDEHYDE C 8 OCTYLIC (octanal); ALDEHYDE C 9 ISONONYLIC (3,5,5-trimethylhexanal); ALDEHYDE C 9 NONYLIC FOOD GRADE
  • JASMONE ((Z)-3-methyl-2-(pent-2-en-1-yl)cyclopent-2-enone); CIS-3-HEXENOL ((Z)-hex-3-en- 1-ol); CITRAL TECH ((E)-3,7-dimethylocta-2,6-dienal); CITRATHAL R ((Z)-1 ,1-diethoxy-3,7- dimethylocta-2,6-diene); CITRONELLAL (3,7-dimethyloct-6-enal); CITRONELLOL EXTRA (3,7- dimethyloct-6-en-1-ol); CITRONELLYL ACETATE (3,7-dimethyloct-6-en-1-yl acetate); CITRONELLYL FORMATE (3,7-dimethyloct-6-en-1-yl formate); CITRONELLYL NITRILE (3,7- dimethyloct-6-enitrile); CLONAL (do
  • PEONILE (2-cyclohexylidene-2-phenylacetonitrile); PETALIA (2-cyclohexylidene-2-(o- tolyl)acetonitrile); PHARAONE (2-cyclohexyl hepta- 1 ,6-dien-3-one); PHENOXY ETHYL ISOBUTYRATE (2-(phenoxy)ethyl 2-methylpropanoate); PHENYL ACETALDEHYDE (2-phenyl- ethanal); PHENYL ETHYL ACETATE (2-phenylethyl acetate); PHENYL ETHYL ALCOHOL (2- phenylethanol); PHENYL ETHYL ISOBUTYRATE (2-phenylethyl 2-methylpropanoate); PHENYL ETHYL PHENYL ACETATE (2-phenylethyl 2-phenylacetate); PHENYL PROPYL ALCOHOL (3- phenylpropan-1-ol); P
  • more than 75 %, preferably more than 80 %, even more preferably more than 85 %, even still more preferably more than 90 %, even yet still more preferably more than 95 %, of the fragrance ingredients are biodegradable and selected from ACETYL ISOEUGENOL ((E)-2-methoxy-4-(prop-1-en-1-yl)phenyl acetate); ADOXAL (2,6,10- trimethylundec-9-enal); AGRUMEX (2-(tert-butyl)cyclohexyl acetate); ALDEHYDE C 10 DECYLIC (decanal); ALDEHYDE C 11 UNDECYLENIC (undec-10-enal); ALDEHYDE C 110 UNDECYLIC (undecanal); ALDEHYDE C 12 LAURIC (dodecanal); ALDEHYDE C 12 MNA (2- methylundecanal); ALDEHYDE C 8 OCTYLIC (octanal); CYCLAMEN ALDE
  • ingredients have all been identified as not only being biodegradable, but also as being suitable for encapsulation with respect to their physical and chemical properties, such as lipophilicity, molecular size and reactivity towards shell materials. They therefore provide a useful selection of perfume ingredients for readily and reliably providing more sustainable fragrance encapsulates.
  • the benefit agent may comprise at least one fragrance precursor, meaning a material that is capable of releasing a fragrance ingredient by the means of a stimulus, such as a change of temperature, the presence of oxidants, the action of enzymes or the action of light.
  • fragrance precursors are well-known to the art.
  • the benefit agent may comprise at least one functional cosmetic ingredient.
  • the functional cosmetic ingredients for use in the encapsulated composition are preferably hydrophobic.
  • the cosmetic ingredients have a calculated octanol/water partition coefficient (ClogP) of 1.5 or more, optionally 3 or more.
  • the ClogP of the cosmetic ingredient is from 2 to 7.
  • Particularly useful functional cosmetic ingredients may be selected from the group consisting of emollients, smoothening ingredients, hydrating ingredients, soothing and relaxing ingredients, decorative ingredients, deodorants, anti-aging ingredients, cell rejuvenating ingredients, draining ingredients, remodeling ingredients, skin levelling ingredients, preservatives, anti-oxidants, antibacterial or bacteriostatic ingredients, cleansing ingredients, lubricating ingredients, structuring ingredients, hair conditioning ingredients, whitening ingredients, texturing ingredients, softening ingredients, anti-dandruff ingredients, and exfoliating ingredients.
  • emollients smoothening ingredients, hydrating ingredients, soothing and relaxing ingredients, decorative ingredients, deodorants, anti-aging ingredients, cell rejuvenating ingredients, draining ingredients, remodeling ingredients, skin levelling ingredients, preservatives, anti-oxidants, antibacterial or bacteriostatic ingredients, cleansing ingredients, lubricating ingredients, structuring ingredients, hair conditioning ingredients, whitening ingredients, texturing ingredients, softening ingredients, anti-dandruff ingredients, and exfoliating ingredients.
  • suitable functional cosmetic ingredients include, but are not limited to hydrophobic polymers, such as alkyldimethylsiloxanes, polymethylsil-sesquioxanes, polyethylene, polyisobutylene, styrene-ethylene-styrene and styrene-butylene-styrene block copolymers, and the like; mineral oils, such as hydrogenated isoparaffins, silicone oils and the like; vegetable oils, such as argan oil, jojoba oil, aloe vera oil, and the like; fatty acids and fatty alcohols and their esters; glycolipides; phospholipides; sphingolipides, such as ceramides; sterols and steroids; terpenes, sesquiterpenes, triterpenes and their derivatives; essential oils, such as Arnica oil, Artemisia oil, Bark tree oil, Birch leaf oil, Calendula oil, Cinnamon oil, Echinacea oil, Eucalyp
  • the at least one functional cosmetic ingredient may be selected from the group consisting of Sandal wood oil, such as Fusanus Spicatus kernel oil; Panthenyl triacetate; Tocopheryl acetate; Tocopherol; Naringinin; Ethyl linoleate; Farnesyl acetate; Farnesol; Citronellyl methyl crotonate; and Ceramide-2 (1-Stearoiyl-C18-Sphingosine, CAS-No: 100403-19-8).
  • Sandal wood oil such as Fusanus Spicatus kernel oil
  • Panthenyl triacetate Tocopheryl acetate
  • Tocopherol Naringinin
  • Ethyl linoleate Farnesyl acetate
  • Farnesol Citronellyl methyl crotonate
  • Ceramide-2 (1-Stearoiyl-C18-Sphingosine, CAS-No: 100403-19-8).
  • the benefit agent may comprise agents which suppress or reduce malodour and its perception by adsorbing odour, agents which provide a warming or cooling effect, insect repellents or UV absorbers.
  • the benefit agent is totally encapsulated in core-shell microcapsules comprising a core and a shell surrounding the core.
  • the non-encapsulated benefit agent can be identical or different from the encapsulated benefit agent used in the microcapsule composition as described herein above. This results in a modulated release of the same or of different odor impressions, depending on whether the encapsulate is exposed to moisture or mechanical stresses. In particular, a sequential release of the benefit agent may be envisioned.
  • compositions of the present invention allow for benefit agent release either through activation by mechanical action or by moisture, for instance in deodorant or antiperspirant applications. But such compositions are also particularly useful when employed as fragrance delivery means in consumer products that require, for delivering optimal perfumery benefits, core-shell microcapsules to adhere to a substrate on which they are applied, for instance laundry detergents.
  • the non-encapsulated benefit agent can comprise, preferably consists of, at least one, preferably at least two, more preferably at least four, even more preferably at least eight, even still more preferably at least sixteen, biodegradable ingredient(s).
  • the biodegradable ingredient(s) can be present at a total concentration of at least 75 wt.-%, preferably at least 80 wt.-%, more preferably at least 85 wt.-%, even more preferably at least 90 wt.-%, even still more preferably at least 95 wt.-%, relative to the total weight of the non-encapsulated benefit agent.
  • the biodegradable ingredient(s) can be selected from the groups as defined hereinabove.
  • composition of the present invention comprises between about 54 wt% to about 85 wt%, optionally about 55 wt% to about 75 wt%, preferably about 55 wt% of benefit agent based on the total dry weight of the composition.
  • compositions of the present invention are stable in dry form.
  • the composition comprises more than about 31 wt% benefit agent that is encapsulated in core-shell microcapsules with respect to the total dry weight of the composition.
  • the olfactive performance of a composition comprising more than about 31 wt% of encapsulated benefit agent with respect to the total dry weight of the composition has been found to be higher than the olfactive performance of compositions comprising less than about 31 wt% encapsulated benefit agent.
  • the composition comprises a) from about 3 wt% to about 44 wt%, optionally from about 36 wt% to about 40 wt% of a water-soluble matrix based on the total dry weight of the composition; b) from about 10 wt% to about 97 wt%, optionally between about 36.5 wt% to about 64 wt% of core-shell microcapsules comprising a core and a shell surrounding the core; and c) from 0 to about 46 wt% non-encapsulated benefit agent, based on the total dry weight of the composition.
  • the shell of the microcapsules comprises a thermosetting resin, in particular a shell of a melamine-formaldehyde polymer.
  • the composition comprises: between about 1 wt% to about 35 wt% starch sodium octenyl succinate; between about 2 wt% to about 9 wt% mannitol; between about 10 wt% to about 97 wt% core-shell microcapsules comprising a core and a shell surrounding the core, wherein benefit agent is encapsulated therein; and between 0 wt% to about 46 wt% non-encapsulated benefit agent, based on the total dry weight of the composition.
  • the shell of the microcapsules comprises a thermosetting resin, in particular a shell of a melamine-formaldehyde polymer.
  • the composition comprises: between about 29 wt% to about 32 wt% starch sodium octenyl succinate; between about 7 wt% to about 8 wt% mannitol; between about 36.5 wt% to about 64 wt% core-shell microcapsules comprising a core and a shell surrounding the core, wherein benefit agent is encapsulated therein; and between 0 wt% to about 26 wt% non-encapsulated benefit agent, based on the total dry weight of the composition.
  • the shell of the microcapsules comprises a thermosetting resin, in particular a shell of a melamine-formaldehyde polymer.
  • the composition is provided in solid form.
  • a solid carrier is further comprised in the composition.
  • Solid carrier may be any particles, preferably porous particles suitable to vehicle the benefit agent on fabrics.
  • the solid carrier is water soluble, to avoid staining of the fabrics.
  • Diluting the composition in a solid form with a solid carrier allows for providing formulations that are compliant with dust explosion regulations, as it is known that the explosion risk increases with the concentration of the benefit agent in a solid composition, especially when in the form of a powder.
  • the solid carrier may be selected from the group consisting of inorganic or organic salts or oxides of alkali metals, alkaline earth metals or transition metals, carbohydrates such as mono-, di-, and polysaccharides and derivatives thereof, polyethylene glycol (PEG), polyvinyl pyrrolidone (PVP), urea, water soluble organic solid acids, water soluble fatty alcohols or fatty acids and mixtures thereof.
  • the solid carrier is selected from the group consisting of sodium chloride, sodium sulfate, sodium acetate, zeolite, sodium carbonate, sodium bicarbonate, clay, talc, calcium carbonate, magnesium sulfate, gypsum, calcium sulfate, magnesium oxide, zinc oxide, titanium dioxide, calcium chloride, potassium chloride, magnesium chloride, zinc chloride and combination thereof.
  • the solid carrier is a sodium salt such as sodium sulfate.
  • the solid carrier is selected from the group consisting of mono-, di-, and polysaccharides and derivatives thereof such as sucrose, starch, cellulose, methyl cellulose, ethyl cellulose, propyl cellulose, polyols/sugar alcohols such as sorbitol, maltitol, xylitol, erythritol, and isomalt.
  • the solid carrier is selected from the group consisting of polyethylene glycol (PEG), polyvinyl pyrrolidone (PVP), urea, water soluble organic solid acids, water soluble fatty alcohols or fatty acids and mixtures thereof.
  • the proportion of the solid carrier can be between about 10 wt.-% to 99.9 wt.-%, preferably between about 30 wt.-% to about 97 wt.-%, even more preferably between about 50 wt.-% to about 95 wt.-%, relative to the total weight of the solid composition. Under such conditions, the solid composition may be maintained below critical explosion values even when in powder form, in terms of explosivity class and minimal ignition energy value.
  • the composition according to the present invention in solid form may also comprise a flowing agent.
  • the flowing agent may be selected from the group consisting of silicon dioxide, sodium salts, calcium salts and zeolites. Flowing agents limit the risk of powder agglomeration and clogging, and ease the transfer of the solid composition from one vessel to another.
  • the median particle size by volume (Dv(50)) of the composition in solid form is between about 10 pm to about 10000 pm, optionally between about 25 pm to about 1000 pm, optionally between about 50 pm to about 500 pm, optionally between about 50 pm to about 250 pm.
  • a further aspect of the present invention relates to a method of making a composition as described herein.
  • the method comprises the steps of: a) providing a slurry of microcapsules comprising encapsulated benefit agent, wherein the benefit agent is encapsulated in core-shell microcapsules comprising a core and a shell surrounding the core; b) optionally, subjecting the slurry of microcapsules of step a) to drying, in particular spraydrying, to obtain a solid composition; c) providing an emulsion or a suspension of a water-soluble polymer matrix material and, optionally, a non-encapsulated benefit agent; d) optionally, subjecting the emulsion or suspension of a water-soluble polymer matrix material and, optionally, a non-encapsulated benefit agent to drying, in particular spraydrying, to obtain a solid composition; e) blending the composition of step a) with the composition of step c) or blending the composition of step b) with the composition of step d
  • the water-soluble matrix, benefit agent and core-shell microcapsules are as defined hereinabove.
  • a solid carrier may be added during step e) if both steps b) and d) are carried out; or during step f).
  • the present invention also relates to a consumer product comprising a composition as described herein above.
  • the consumer product is selected from the group consisting of a personal care product, a fabric care product, a home care product or a pet care product, preferably wherein the consumer product is a fabric care product.
  • the consumer product is a laundry detergent.
  • a consumer product can contain the compositions as described herein above, preferably at a level of 0.005 to 5 wt.-%, more preferably from 0.01 to 1 wt.-%, and still more preferably from 0.02 to 0.5 wt.-%, of the consumer product.
  • the present invention also relates to the use of composition or the consumer product as described herein to improve the perception or enhance the performance of the benefit agent in the consumer product
  • Example 1 Preparation of compositions 1 to 4 (according to the invention) and 5 and 6 (comparative) by co-atomisation
  • Tap water (450 g) is weighted into a stainless steel beaker.
  • Starch sodium octenyl succinate E1450 (in the amount according to Table 1)
  • mannitol 60 (in the amount according to Table 1) are subsequently weighted into the same beaker.
  • the resulting mixture is first manually stirred with a stainless steel rod and then homogenized with an IKA T25 Ultra-Turrax Homogenizer at 13,500 rpm to obtain a homogeneous solution.
  • a fragrance (in the amount according to Table 1) is added.
  • a two-stage high-pressure homogenizer a stable emulsion is produced.
  • the droplet size is controlled by dynamic light scattering to be between 1 and 5 pm.
  • Wash load 2 pieces of 100% cotton terry towels. (Approximately 70g, 30cmx30cm)
  • compositions of the present invention (1 to 4, 2’ and 3’) show at least as good a stability over 2 weeks (at both low and high temperature) as comparative composition 6, comprising significantly less total fragrance than the compositions of the invention, when employed in a laundry detergent.
  • comparative composition 5 (not comprising fragrance encapsulated in core-shell microcapsules) did not show any post-rub intensity.
  • compositions comprising, in addition to between about 54 wt% to about 85 wt% total fragrance based on the total dry weight of the composition, at least 31 wt% fragrance encapsulated in core-shell microcapsules, perform better olfactively (compositions 1 to 3, 2’ and 3’) than the composition where the concentration of fragrance encapsulated in coreshell microcapsules is below 31 wt% (capsule 4) when employed in a laundry detergent.
  • Example 4 Preparation of compositions 7 to 10 employing high amounts of fragrance Compositions 7 to 10 employing above 54 wt%, up to about 85 wt% of total fragrance were prepared following the same method as described in Example 1 , using the same ingredients as in Example 1 , in the amounts according to Table 3.
  • Compositions 7 to 10 exhibit good stability and a stable performance over a period of time of about 12 weeks at 37°C.

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Abstract

La présente invention concerne une composition comprenant une matrice polymère soluble dans l'eau ; et un agent bénéfique qui est au moins partiellement encapsulé dans des microcapsules noyau-enveloppe comprenant un noyau et une enveloppe entourant le noyau ; la composition comprenant entre environ 54 % en poids à environ 85 % en poids d'agent bénéfique sur la base du poids sec total de la composition. L'invention concerne également un procédé de préparation de telles compositions, un produit de consommation comprenant de telles compositions et l'utilisation des compositions pour améliorer la perception ou améliorer les performances de l'agent bénéfique dans le produit de consommation.
PCT/EP2024/062745 2023-05-12 2024-05-08 Composition Pending WO2024235792A1 (fr)

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