Improvements in or relating to organic compounds

JP2024532132A5Pending Publication Date: 2025-08-08GIVAUDAN SA
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Patent Information

Application Number
JP2024509045
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Priority Date
2021-08-16
Filing Date
2022-08-09
Publication Date
2025-08-08

AI Technical Summary

Technical Problem

Existing encapsulated benefit agents, particularly core-shell microcapsules, face challenges in deposition and adhesion to substrates like fabrics, with limited biodegradability and stability, especially when using natural materials.

Method used

The encapsulated composition includes a core-shell microcapsule with a hydrated polymer phase and a polymer stabilizer at the interface, utilizing crosslinked polymeric stabilizers and bimodal aminosilanes to enhance deposition and adhesion, while ensuring biodegradability and impermeability to benefit agents.

Benefits of technology

The solution provides improved deposition and adhesion to substrates, maintains benefit agent release properties, and enhances biodegradability, while being operationally safe and cost-effective, with reduced leakage into consumer product bases.

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Abstract

Encapsulated compositions are disclosed that include at least one core-shell microcapsule. The at least one core-shell microcapsule includes a core that includes at least one benefit agent, and a shell surrounding the core. The shell includes a hydrated polymer phase and a polymeric stabilizer at the interface between the shell and the core. Methods for preparing such encapsulated compositions and the use of such compositions to enhance the performance of benefit agents in consumer products are also disclosed.
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Description

[Technical field]

[0001] The present invention relates to an encapsulated composition comprising at least one core-shell microcapsule, a method for preparing such an encapsulated composition, and the use of such an encapsulated composition to enhance the performance of a benefit agent in a consumer product. [Background technology]

[0002] It is known to incorporate encapsulated benefit agents into consumer products such as household care, personal care and fabric care products, including, for example, fragrances, cosmetics, food ingredients, nutraceuticals, drugs and substrate enhancers.

[0003] Particularly suitable microcapsules for delivery of such benefit agents are core-shell microcapsules, where the core usually contains the benefit agent and the shell is impermeable or at least partially impermeable to the benefit agent. Generally, these microcapsules are used in aqueous media and the encapsulated benefit agent is hydrophobic. A wide variety of shell materials can be used, provided the shell is impermeable or at least partially impermeable to the encapsulated benefit agent.

[0004] Benefit agents are encapsulated for a variety of reasons. Microcapsules can separate and protect them from external suspension media, such as consumer product bases, in which such materials are incompatible or unstable. They are also used to aid in the deposition of benefit agents onto substrates, such as skin or hair, or, in the case of perfume ingredients, onto fabrics or hard household surfaces. They also function as a means of controlling the spatiotemporal release of benefit agents.

[0005] A wide variety of encapsulation vehicles and benefit agents suitable for the preparation of encapsulated compositions have been proposed in the prior art, including synthetic resins made from polyamides, polyureas, polyurethanes, polyacrylates, melamine-derived resins, or mixtures thereof.

[0006] However, today, consumers are increasingly concerned about using materials that are obtained from non-refinable resources, such as synthetic petrochemicals.In other words, consumers tend to prefer materials that have more sustainable origins, from the perspective of environmental and resource conservation.Nevertheless, it is generally difficult to address all aspects of benefit agent encapsulation using natural materials or materials derived from nature.

[0007] WO2020 / 233887A1 discloses core-shell microcapsules containing a pectin-based polymer stabilizer and hydroxyethylcellulose. These microcapsules exhibit optimal performance in terms of stability and perfume release while being of bio-origin. However, the microcapsules still have limited deposition and adhesion capabilities to fabrics. Furthermore, these capsules exhibit good biodegradability, but it is desirable to improve their ability of biodegradation. Summary of the Invention

[0008] The problem underlying the present invention is therefore to overcome the above-mentioned shortcomings in the prior art. In particular, the problem underlying the present invention is to enhance the deposition and adhesion of capsules to substrates, more specifically to fabrics. Furthermore, the encapsulated composition should still meet the highest standards of sustainability, in particular by including high levels of natural or naturally derived materials or by exhibiting improved biodegradation, while maintaining the desired benefit agent release characteristics during manufacture, storage and application. Moreover, the composition should be operationally safe, robust and producible in a cost-effective process.

[0009] These problems are solved by the encapsulated compositions according to the present invention. Such compositions comprise at least one core-shell microcapsule. The at least one core-shell microcapsule comprises a core comprising at least one benefit agent, and a shell surrounding the core. The shell comprises a hydrated polymer phase and a polymeric stabilizer at the interface between the shell and the core.

[0010] In such an arrangement, the polymeric stabilizer provides an impermeable encapsulating material while the hydrated polymer phase provides the desired deposition and adhesion to the substrate. Furthermore, without being bound by theory, it is speculated that this also provides an optimal point for microbial degradation.

[0011] The polymeric stabilizer may be selected from a wide range of film-forming materials and resins. Preferably, the polymeric stabilizer is highly crosslinked to significantly reduce diffusion of the encapsulated benefit agent through the shell. Preferably, the impermeability of the shell is high enough to significantly prevent leakage of the benefit agent in the extract base, such as a consumer product containing a surfactant.

[0012] In the context of the present invention, leakage is considered to be significantly reduced if the amount of benefit agent dissolved into the consumer product base within a 3 month period at 40°C is less than 75 wt%, preferably less than 50 wt%, more preferably less than 25 wt%, and even more preferably less than 10 wt% of the nominal amount of encapsulated benefit agent.

[0013] In a preferred embodiment of the invention, 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.

[0014] In a specifically preferred embodiment of the invention, the polymeric stabilizer is formed by the reaction of an aminosilane with a multifunctional isocyanate. Such polymeric stabilizers have the advantage that they are highly crosslinked and prone to provide surface anchoring groups that can be used to immobilize additional materials to complete the shell formation. These additional materials may include additional encapsulating materials, coatings, and simple and complex coacervates, and hydrogels, as described in more detail below.

[0015] The aminosilane used in forming the polymeric stabilizer can be selected from compounds represented by formula (I).

[0016] [ka]

[0017] In the above formula (I), R 1 , R 2 and R 3 are each independently a C1-C4 linear or branched alkyl or alkenyl residue, in particular methyl or ethyl, and R 4 contains an amino functional group, C1-C 12 , preferably C1-C4, linear or branched alkyl or alkenyl residues, especially primary, secondary or tertiary amines.

[0018] When the functional group is a primary amine, it can be a terminal primary amine. 4 is then preferably a C1-C8, even more preferably a C1-C4, linear terminal primary aminoalkyl residue. Particular aminosilanes of this category are selected from the group consisting of: aminomethyltriethoxysilane, 2-aminoethyltriethoxysilane, 3-aminopropyltriethoxysilane, 4-aminobutyltri-ethoxysilane, 5-aminopentyltriethoxysilane, 6-aminohexyltriethoxysilane, 7-aminoheptyltriethoxysilane and 8-aminooctyltriethoxysilane.

[0019] Without being bound by theory, it is speculated that the silane groups polycondense with each other to form a silica network at the liquid-liquid interface, further stabilizing this interface.

[0020] In a specific embodiment of the present invention, the aminosilane is a bimodal aminosilane. "Bimodal aminosilane" refers to a molecule that contains at least one amino group and two residues, each of which has at least one alkoxysilane moiety. At least one bimodal aminosilane can have the formula (II).

[0021] [ka]

[0022] In the above formula (II), X is -NR 1 -, -NR 1 -CH2-NR 1 -, -NR 1 -CH2-CH2-NR 1 -, -NR 1 -CO-NR 1 -,or [ka] Represents.

[0023] In the above formula (II), R 1 R each independently represents H, CH3 or C2H5. 2 R each independently represents a linear or branched alkylene group having 1 to 6 carbon atoms. 3 R each independently represents a linear or branched alkyl group having 1 to 4 carbon atoms. 4 each independently represents H or a linear or branched alkyl group having 1 to 4 carbon atoms. F represents 0, 1 or 2.

[0024] Bimodal aminosilanes are particularly advantageous for forming stable oil-water interfaces.

[0025] Examples of bimodal 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-(methyldimethoxysilyl)propyl)-N-methylamine, and N,N'-bis(3-(triethoxysilyl)propyl)piperazine.

[0026] The bimodal aminosilane can be a secondary aminosilane. The use of a secondary bimodal aminosilane instead of a primary aminosilane reduces the reactivity of the polymeric stabilizer to electrophilic species, especially aldehydes. Thus, benefit agents containing high levels of aldehydes can be encapsulated with less tendency for deleterious interactions between the core-forming material and the shell-forming material.

[0027] The secondary bimodal aminosilane can be bis(3-(triethoxysilyl)propyl)amine. This particular secondary aminosilane has the advantage that during polycondensation of the ethoxysilane groups, it releases, for example, ethanol instead of the more toxic and less desirable methanol. Other aminosilanes can also be used in combination with the aforementioned bimodal aminosilanes, especially those mentioned herein above.

[0028] The polyfunctional isocyanate may be selected from organic isocyanates in which the isocyanate group is bonded to an organic residue (RN=C=O or R-NCO). In the context of the present invention, the polyfunctional isocyanate may be selected from alkyl, cycloaliphatic, aromatic and alkylaromatic, as well as anionically modified polyfunctional isocyanates having two or more (e.g. 3, 4, 5, etc.) isocyanate groups in the molecule.

[0029] Preferably, the polyfunctional isocyanate is an aromatic or alkylaromatic isocyanate, with the alkylaromatic polyfunctional isocyanate preferably having a methylisocyanate group attached to the aromatic ring. Both aromatic and methylisocyanate-substituted aromatic polyfunctional isocyanates have superior reactivity compared to alkyl and alicyclic polyfunctional isocyanates. Among these, 2-ethylpropane-1,2,3-tolyltris((3-(isocyanatomethyl)phenyl)carbamate) is particularly preferred due to its trifunctional nature, which favors the formation of intermolecular crosslinks, and due to its intermediate reactivity, which favors network uniformity. This alkylaromatic polyfunctional isocyanate is commercially available and sold under the trademark Takenate D-100 N by Mitsui, or Desmodur by Covestro. (登録商標) Sold under the trademark Quix175.

[0030] As an alternative to aromatic or alkylaromatic polyfunctional isocyanates, it may also be advantageous to add anionically modified polyfunctional isocyanates, due to the ability of such polyfunctional isocyanates to react at the oil / water interface and even in the aqueous phase close to the oil / water interface. A particularly suitable anionically modified polyfunctional isocyanate has the formula (III):

[0031] [ka]

[0032] Formula (III) shows a commercially available anionically modified polyisocyanate, which is sold by Covestro under the trade name Bayhydur (登録商標) It is a modified isocyanurate of hexamethylene diisocyanate sold under the trademark XP2547.

[0033] In a preferred embodiment of the invention, the polyfunctional isocyanate is 2-ethylpropane-1,2,3-tolyltris((3-(isocyanatomethyl)phenyl)carbamate). Specifically preferred, the polymeric stabilizer is formed by the reaction of bis(3-(triethoxysilyl)propyl)amine with 2-ethylpropane-1,2,3-tolyltris((3-(isocyanatomethyl)phenyl)carbamate). This specific combination of bimodal secondary aminosilane and polyfunctional isocyanate provides advantageous interface stability and release characteristics. The stabilized interface is sufficiently impermeable and has the desired surface functionality to effectively encapsulate at least one benefit agent contained in the core.

[0034] In a preferred embodiment of the invention, the hydrated polymer phase can be a coacervate, especially a complex coacervate.

[0035] "Coacervate" means that polyelectrolyte-rich droplets coexist with an aqueous, polyelectrolyte-poor continuous phase. The droplets can coalesce at the interface to form an interfacial layer. In this context, the coacervate droplets coalesce at the interface between the polymeric stabilizer and the aqueous phase. As a result, an encapsulated composition in water is formed that includes multiple core composition droplets, stabilized with the polymeric stabilizer, each droplet surrounded by a coacervate droplet.

[0036] "Complex coacervation" refers to the formation of an interfacial layer comprising a mixture of polyelectrolytes. The phenomenon of coacervation can be observed by optical microscopy, where it is manifested by the appearance of a ring around the droplet of the core composition, which consists of the aforementioned polyelectrolyte-rich phase, which has a different refractive index than the surrounding aqueous phase.

[0037] Polyelectrolyte coacervation is generally induced by bringing the polyelectrolyte close to its isoelectric point, the point at which the net charge of the polyelectrolyte is zero or close to zero. This can be achieved by altering the salt concentration or the pH of the medium. In complex coacervation, complexation occurs at a pH where one of the polyelectrolytes has an overall positive charge (polycation) and the other polyelectrolyte has an overall negative charge (polyanion), resulting in a neutral overall charge for the complex.

[0038] In a preferred embodiment of the invention, a coacervate may be formed from a polycation and a polyanion.

[0039] Preferably, pH is used as a parameter to drive coacervation. Thus, polycations preferably have a charge that is pH-dependent. This is the case for polymers with primary, secondary and tertiary amino groups, such as polyamines, e.g. chitosan, and most proteins, e.g. gelatin. Proteins have the added advantage of being prone to temperature-dependent structural changes, which can also be used to control the morphology of the coacervate. Notably, changing the temperature of some proteins induces the formation of secondary, tertiary and quaternary protein structures, which can be used to control the properties of the coacervate.

[0040] Chitosan has the advantage that it is derived from the natural polymer chitin. In a preferred embodiment of the invention, the polycation is selected from the group consisting of proteins and chitosan.

[0041] More specifically, the polycation can be a protein selected from the group consisting of gelatin, casein, albumin, polylysine, soy protein, pea protein, rice protein and hemp protein. In a preferred embodiment of the present invention, the at least one protein is gelatin, even more preferably type B gelatin. Type B gelatin is 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 slightly acidic conditions.

[0042] Gelatins are often characterized by their so-called "bloom strength". It refers to the stiffness of a gelatin film, measured by the so-called "Bloom Gelometer" according to the official procedure of the Gelatin Manufacturers Institute of America, Inc., revised in 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 a standardized plunger with a diameter of 12.5 mm vertically to a depth of 4 mm into a gelatin gel prepared under controlled conditions, i.e., in a standardized bottle, by dissolving 6.67% by weight of gelatin in deionized water at 60 °C and allowing the gel to form for 17 hours at 10 °C. The higher the weight, the higher the bloom strength of the gelatin used to produce the tested gel.

[0043] In a preferred embodiment of the present invention, Type B gelatin has a Bloom strength of 90 to 250 Bloom.

[0044] If the bloom strength is too low, the gel will be mechanically weak and the resulting coacervate may not form a self-supporting layer of gelatin-rich phase around the core composition, and if the bloom strength is too high, the coacervate and resulting gelatin-rich phase will be too brittle.

[0045] In a preferred embodiment of the present invention, type B gelatin is obtained from fish, since fish gelatin is better accepted by consumers than beef or pork gelatin, mainly due to health concerns, social background or religious rules.

[0046] Alternatively, the protein may be a vegetable protein, in particular pea protein and / or soy protein, which have the advantage of being vegan.

[0047] The polycation may be a denatured protein. Contrary to native proteins, denatured proteins are deprived of the ability to form secondary, tertiary or quaternary structures and are essentially amorphous. Such amorphous proteins may form more impermeable membranes compared to native proteins, thus also contributing to the encapsulating power of the shell. Denaturation can be achieved by treating the protein with chemical or physical means, such as, for example, acid or alkali treatment, heat, or exposure to hydrogen bond-disrupting agents.

[0048] In the case where the polycation is chitosan, the chitosan may have a molecular weight between 3,000 and 1,000,000 g / mol, more specifically between 10,000 and 500,000 g / mol, and even more specifically between 30,000 and 300,000 g / mol.

[0049] In one embodiment, the polycation is a permanently charged cationic polysaccharide, such as cationic hydroxypropyltrimonium starch or hydroxypropyltrimonium guar gum. Such cationic polysaccharides are of plant origin.

[0050] The polyanion may be any negatively charged polymer. However, since pH is preferably used to control coacervation, it may be more advantageous for the charge of the polymer to be pH dependent. Such polymers may be selected from polymers with pendant carboxyl groups, such as methacrylic and acrylic acid polymers and copolymers, hydrolyzed maleic anhydride copolymers and polysaccharides with carboxyl groups.

[0051] In a preferred embodiment of the invention, the polyanion is a polysaccharide containing carboxylate and / or sulfate groups.

[0052] Polysaccharides containing carboxylate groups are particularly suitable for complex coacervation with proteins. This is because the net charge of these polysaccharides can be adjusted by adjusting the pH, facilitating complexation with amphoteric proteins. Complexation occurs at a pH where proteins have an overall positive charge, whereas polysaccharides have an overall negative charge, resulting in a neutral overall charge for the complex. These polysaccharides include native polysaccharides, i.e., polysaccharides that are not modified from nature, and modified polysaccharides.

[0053] Polysaccharides containing carboxylic acid groups may contain uronic acid units, especially hexuronic acid units. Such polysaccharides are widely available in nature. The hexuronic acid unit is selected from the group consisting of a galacturonic acid unit, a glucuronic acid unit, in particular a 4-O-methyl-glucuronic acid unit, a glucuronic acid unit and a mannuronic acid unit.

[0054] The polysaccharides containing carboxylic acid groups may be branched. Branched polysaccharides containing carboxylic acid groups have the advantage of forming a more compact network than linear polysaccharides, which favors the impermeability of the encapsulation shell, resulting in reduced leakage and higher encapsulation efficiency.

[0055] The carboxylate groups can be at least partially present in the form of the corresponding carboxylate salts, especially the corresponding sodium, potassium, magnesium or calcium carboxylate salts.

[0056] In a particular embodiment of the invention, the polyanion is selected from the group consisting of pectin, gum arabic and alginate.

[0057] In pectins, the carboxylic acid groups can be partially present in the form of the corresponding methyl esters. The percentage of carboxylic acid groups present in the form of the corresponding methyl esters can be between 3% and 95%, preferably between 4% and 75%, more preferably between 5 and 50%. Pectins containing more than 50% of the carboxylic acid groups present in the form of the corresponding methyl esters are called "highly methoxylated". Pectins containing less than 50% of the carboxylic acid groups present in the form of the corresponding methyl esters are called "lowly methoxylated".

[0058] Of the two variants of gum arabic, namely, gum acacia Senegal and gum acacia Seyal, gum acacia Senegal is preferred owing to the high levels of glucuronic acid in gum acacia Senegal.

[0059] In the context of the present invention, a "hydrogel" is a three-dimensional (3D) network of hydrophilic polymers that can swell in water while maintaining structure due to chemical or physical crosslinking of the individual polymer chains.

[0060] Such hydrogels can be formed at interfaces by several methods, notably by self-assembly of polyelectrolytes around existing interfaces, covalent grafting of preformed hydrogel particles in solution, polymerization of water-soluble monomers initiated at the interface, and phase separation of water-soluble polymers on the interface.

[0061] For the avoidance of doubt, in the context of the present invention, covalently crosslinked coacervates, especially complex coacervates, are considered to be hydrogels. The use of a hydrogel has been found to particularly enhance both the deposition and adhesion of the microcapsules onto substrates, particularly onto fabrics.

[0062] The hydrogels can be interconnected with the polymeric stabilizer, particularly through functional groups present on the surface of the stabilizer. This allows for the hydrogel layer to be locked onto the polymer stabilizer present at the droplet interface, creating a shell composed of a polymer composite instead of just a blend. Both the hydrogel crosslinking and the hydrogel interconnection with the polymeric stabilizer can be performed sequentially or simultaneously.

[0063] In a preferred embodiment of the invention, the hydrogel is a crosslinked coacervate, in particular a complex coacervate crosslinked with a multifunctional aldehyde, more particularly a bifunctional 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 and 2,2'-bipyridyl-5,5'-dialdehyde. Bifunctional aldehydes are known to be effective crosslinkers for proteins.

[0064] The hydrogel is temperature sensitive and can have a gelling temperature between 20° C. and 50° C., preferably between 25° C. and 40° C. When using such a hydrogel, the deposition performance of capsules in the fabric can be improved when the fabric is selected at a temperature higher than the hydrogel gelling temperature.

[0065] The shell can be further stabilized with a stabilizer. Preferably, the stabilizer comprises at least two carboxylic acid groups. Even more preferably, the stabilizer is selected from the group consisting of citric acid, benzene-1,3,5-tricarboxylic acid, benzene-1,2,4-tricarboxylic acid, 2,5-furandicarboxylic acid, itaconic acid, poly(itaconic acid), and combinations thereof.

[0066] A further aspect of the present invention relates to a method for preparing an encapsulated composition, in particular an encapsulated composition as described herein above, which method comprises the following steps: a) providing an aqueous phase; b) providing an oil phase comprising at least one benefit agent; c) emulsifying the oil phase in the water phase to form an emulsion of oil droplets in the water phase; d) forming a polymeric stabilizer surrounding the oil droplets; e) Providing a hydrated polymer phase outside the polymeric stabilizer to obtain a microcapsule shell.

[0067] The emulsion of oil droplets in an aqueous phase has the advantage of providing multiple droplets that can be used as templates for shell formation, where a shell is built around each of these droplets. In addition, the droplet size distribution can be controlled in the emulsion by controlling the emulsification conditions, such as stirring speed and stirrer geometry. As a result, multiple microcapsules with controlled average size and size distribution are obtained, where the oil phase is encapsulated, thereby forming the core of the microcapsule. Appropriate stirring speed and mixer geometry can be selected to obtain the desired average droplet size and droplet size distribution.

[0068] In the process according to the invention, a 1 liter vessel equipped with a cross beam agitator with pitched beams, such as a turbine or Mig agitator, with an agitator diameter to reactor diameter of 0.6-0.8 can be used. Agitation speeds of about 100 to about 1200 rpm, more specifically about 600 to 1000 rpm, can be formed in such a reactor with a volume average size (d50) of 30 μm or less, more specifically 20 μm or less. Preferably, a Mig agitator is used operating at a speed of 850±50 rpm. The skilled person will readily understand, however, that the agitation conditions can vary depending on the size of the reactor and the batch size, the exact shape of the agitator, and the ratio of the agitator diameter to the reactor diameter.

[0069] For example, for a Mig agitator with an agitator to reactor diameter ratio of 0.5-0.9 and a slurry volume of 0.5-8 tons, the preferred agitation speed in the context of the present invention is 150 rpm-50 rpm.

[0070] Regarding step c), the emulsification of the oil phase in the aqueous phase may be carried out in the presence of a polymeric surfactant, which serves to promote the formation of dispersed oil droplets having the desired droplet size.

[0071] Polymeric surfactants that can be used for the present invention are well known to those skilled in the art and include a wide range of hydrocolloids such as acrylamide, benzenesulfonated, (meth)acrylic acid, maleic anhydride, polyvinyl alcohol, polyvinylpyrrolidone, and native modified biopolymers such as proteins, lignin, and polysaccharides.

[0072] Regarding step d), the polymeric stabilizer may be formed by reaction of an aminosilane with a polyfunctional isocyanate, which are preferably both included in the oil phase provided in step b).

[0073] The polymeric stabilizer may additionally be formed by the combination of an aminosilane and a polymeric surfactant.

[0074] Regarding step e), the hydrated polymer phase may be formed as a complex coacervate from polycations and polyanions.

[0075] In a preferred embodiment of the invention, the polyanion used in step e) for the formation of the complex coacervate is identical to the polymeric surfactant used in step c) for the emulsification of the oil phase in the aqueous phase.

[0076] By using one component of the system for two purposes, the overall complexity and cost of the encapsulated composition can be reduced, and also the environmental impact of the product can be improved since less material is required for its manufacture.

[0077] Apart from the above mentioned advantages, when the polymeric surfactant is immobilized or contained in the polymeric stabilizer, especially in combination with aminosilanes, it is possible to form a composite structure between the polymeric stabilizer and a complex coacervate, which can also reduce the "free" polymeric water-soluble residue in the continuous phase.

[0078] As mentioned above, the polycation may be selected from the group consisting of proteins and chitosan. In a preferred embodiment of the invention, the polymeric surfactant and / or polyanion is a polysaccharide containing carboxylate and / or sulfonate groups.

[0079] The carboxylate and / or sulfonate groups provide strong electrostatic interactions while at the same time avoiding extensive dehydration: the hydrated polymer phase formed by the interactions between these groups remains well hydrated (as opposed to a precipitate) and has better viscoelastic properties, leading to improved deposition.

[0080] The method according to the invention may additionally comprise the following steps: f) Crosslinking the complex coacervates to form hydrogels and optionally linking the hydrogels with polymeric stabilizers.

[0081] After the formation of the microcapsules, the encapsulated composition is usually cooled to room temperature. Before, during or after cooling, the encapsulated composition may be further processed. Further processing may include treating the composition with an antimicrobial preservative, which are well known in the art. Further processing may include adding a suspending aid, such as a hydrocolloid suspending aid, to aid in the stable physical dispersion of the microcapsules and prevent any creaming or coalescence. Any additional adjuvants conventional in the art may also be added during further processing.

[0082] The benefit agent contained in the core may be selected from the group consisting of fragrance ingredients, cosmetic ingredients and biologically active ingredients.

[0083] In a particular embodiment of the invention, the core comprises at least one fragrance ingredient.

[0084] Comprehensive listings of fragrance ingredients that may be encapsulated according to the present invention can be found in perfumery literature, such as "Perfume & Flavor Chemicals", S. Arctander (Allured Publishing, 1994). The encapsulated perfume according to the invention is preferably 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)hexyl cycloacetate); 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(NONANAL);ALDEHYDE C 90 NONENYLIC((E)-NONA-2-ENAL);ALDEHYDE ISO C 11((E)-UNDEC-9-ENAL);ALDEHYDE MANDARINE((E)-DODECA-2-ENAL);ALLYL AMYL GLYCOLATE(PROP-2-ENYL 2-(3-METHYLBUTOXY)ACETATE);ALLYL CAPROATE(PROP-2-ENYL HEXANOATE);ALLYL CYCLOHEXYL PROPIONATE(PROP-2-ENYL 3-CYCLOHEXYLPROPANOATE);ALLYL OENANTHATE(PROP-2-ENYLHEPTANOATE);AMBER CORE(1-((2-(tert-butyl)cyclohexyl)oxy)butan-2-ol);AMBERKETAL(3,8,8,11a-tetramethyldodecahydro-1H-3,5a-epoxynaphtho[2,1-c]oxepin);AMBERMAX (1,3,4,5,6,7-Hexahydro-beta,1,1,5,5-pentamethyl-2H-2,4a-methanonaphthal-ene-8-ethanol);AMBRETTOLIDE ((Z)-Oxacycloheptadec-10-en-2-one);AMBROFIX ((3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyl-2,4,5,5a,7,8,9,9b-octahydro-1H-benzo[e][1]benzofuran);AMYL BUTYRATE (Pentyl butanoate);AMYL CINNAMIC ALDEHYDE ((Z)-2-benzylideneheptanal);AMYL SALICYLATE (Pentyl 2-hydroxybenzoate);ANETHOLE SYNTHETIC((E)-1-METHOXY-4-(PROP-1-EN-1-YL)BENZENE);ANISYL ACETATE(4-METHOXYBENZYL ACETATE);APHERMATE(1-(3,3-DIMETHYLCYCLOHEXYL)ETHYL FORMATE);AUBEPINE PARA CRESOL(4-METHOXYBENZALDEHYDE);AURANTIOL((E)-METHYL 2-((7-HYDROXY-3,7-DIMETHYLOCTYLIDENE)AMINO)BENZOATE);BELAMBRE((1R,2S,4R)-2'-ISOPROPYL-1,7,7-TRIMETHYLSPIRO[BICYCLO[2.2.1]HEPTANE-2,4'-[1,3]DIOXANE]);BENZALDEHYDE(BENZALDEHYDE);BENZYL ACETATE(BENZYL ACETATE);BENZYL ACETONE(4-PHENYLBUTAN-2-ONE);BENZYL BENZOATE(Benzyl benzoate);BENZYL SALICYLATE(Benzyl 2-hydroxybenzoate);BERRYFLOR(Ethyl 6-acetoxyhexanoate);BICYCLO NONALACTONE(Octahydro-2H-chromen-2-one);BOISAMBRENE FORTE((ethoxymethoxy)-cyclododecane);BOISIRIS((1S,2R,5R)-2-ethoxy-2,6,6-trimethyl-9-methylenebicyclo[3.3.1]nonane);BORNEOL CRYSTALS((1S,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol);BORNYL ACETATE((2S,4S)-1,7,7-TRIMETHYLBICYCLO[2.2.1]HEPTANE-2-YL ACETATE);BOURGEONAL(3-(4-(TERT-BUTYL)PHENYL)PROPANAL);BUTYL BUTYRO LACTATE(1-BUTOXY-1-OXOPROPAN-2-YL BUTANATE);BUTYL CYCLOHEXYL ACETATE PARA(4-(TERT-BUTYL)CYCLOHEXYL ACETATE);BUTYL QUINOLINE SECONDARY(2-(2-METHYLPROPYL)QUINOLINE);CAMPHOR SYNTHETIC((1S,4S)-1,7,7-TRIMETHYLBICYCLO[2.2.1]HEPTANE-2-ONE);CARVACROL(5-ISOPROPYL-2-METHYLPHENOL);CARVONE LAEVO((5R)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one);CASHMERAN(1,1,2,3,3-pentamethyl-2,3,6,7-tetrahydro-1H-inden-4(5H)-one);CASSYRANE(5-tert-butyl-2-methyl-5-propyl-2H-furan);CEDRENE((1S,8aR)-1,4,4,6-tetramethyl-2,3,3a,4,5,8-hexahydro-1H-5,8a-methanoazulene);CEDRYL ACETATE((1S,6R,8aR)-1,4,4,6-tetramethyloctahydro-1H-5,8a-methanoazulen-6-yl acetate);CEDRYL METHYL ETHER((1R,6S,8aS)-6-Methoxy-1,4,4,6-tetramethyloctahydro-1H-5,8a-methanoazulene);CETONE V((E)-1-(2,6,6-trimethylcyclohex-2-en-1-yl)hepta-1,6-dien-3-one);CINNAMIC ALCOHOL SYNTHETIC((E)-3-Phenylprop-2-en-1-ol);CINNAMIC ALDEHYDE((2E)-3-Phenylprop-2-enal);CINNAMYL ACETATE((E)-3-Phenylprop-2-en-1-yl acetate);CIS 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-DIMETHYLOCTA-6-ENAL);CITRONELLOL EXTRA(3,7-DIMETHYLOCTA-6-EN-1-OL);CITRONELLYL ACETATE(3,7-DIMETHYLOCTA-6-EN-1-YL ACETATE);CITRONELLYL FORMATE(3,7-DIMETHYLOCTA-6-EN-1-YL FORMATE);CITRONELLYL NITRILE(3,7-DIMETHYLOCTA-6-ENE NITRILE);CLONAL(DODECANE NITRILE);CORANOL(4-CYCLOHEXYL-2-METHYLBUTANE-2-OL);COSMONE((Z)-3-METHYLCYCLOTETRADECA-5-ENONE);COUMARIN PURE CRYSTALS(2H-CHROMEN-2-ONE);CRESYL ACETATE PARA((4-METHYLPHENYL)ACETATE);CRESYL METHYL ETHER PARA(1-METHOXY-4-METHYLBENZENE);CUMIN NITRILE(4-ISOPROPYLBENZONITRILE);CYCLAL C(2,4-DIMETHYLCYCLOHEX-3-ENE-1-CARBALDEHYDE);CYCLAMEN ALDEHYDE EXTRA(3-(4-ISOPROPYLPHENYL)-2-METHYLPROPANAL);CYCLOGALBANATE(ALLYL 2-(CYCLOHEXYLOXY)ACETATE);CYCLOHEXYL ETHYL ACETATE(2-CYCLOHEXYL ETHYL ACETATE);CYCLOHEXYL SALICYLATE(CYCLOHEXYL 2-HYDROXYBENZOATE);CYCLOMYRAL(8,8-DIMETHYL-1,2,3,4,5,6,7,8-OCTAHYDRONAPHTHALENE-2-CARBALDEHYDE);CYMENE PARA(1-METHYL-4-PROPAN-2-YL BENZENE);DAMASCENONE((E)-1-(2,6,6-TRIMETHYLCYCLOHEXA-1,3-DIEN-1-YL)BUTA-2-EN-1-ONE);DAMASCONE ALPHA((E)-1-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-en-1-one);DAMASCONE DELTA(1-(2,6,6-trimethyl-1-cyclohex-3-enyl)but-2-en-1-one);DECALACTONE GAMMA(5-hexyloxolan-2-one);DECENAL-4-TRANS((E)-dec-4-enal);DELPHONE(2-pentylcyclopentanone);DELTA-3 CARENE((1S,6S)-3,7,7-trimethylbicyclo[4.1.0]hept-3-ene);DIHEXYL FUMARATE(dihexyl-but-2-enedioate);DIHYDRO ANETHOLE(1-methoxy-4-propylbenzene);DIHYDRO JASMONE(3-METHYL-2-PENTYLCYCLOPENT-2-ENONE);DIHYDRO MYRCENOL(2,6-DIMETHYLOCTA-7-EN-2-OL);DIMETHYL ANTHRANILATE(METHYL 2-(METHYLAMINO)BENZOATE);DIMETHYL BENZYL CARBINOL DIMETHYL BENZYL CARBINOL(2-METHYL-1-PHENYLPROPAN-2-OL);DIMETHYL BENZYL CARBINYL ACETATE(2-METHYL-1-PHENYLPROPAN-2-YL ACETATE);DIMETHYL BENZYL CARBINYL BUTYRATE(2-METHYL-1-PHENYLPROPAN-2-YL BUTANOAATE);DIMETHYL OCTENONE(4,7-DIMETHYLOCTA-6-EN-3-ONE);DIMETOL(2,6-DIMETHYLHEPTA-2-OL);DIPENTENE(1-METHYL-4-(PROP-1-EN-2-YL)CYCLOHEX-1-ENE);DIPHENYL OXIDE(OXYDIBENZENE);DODECALACTONE DELTA(6-HEPTYLTETRAHYDRO-2H-PYRAN-2-ONE);DODECALACTONE GAMMA(5-OCTYLOXOLAN-2-ONE);DODECENAL((E)-DODECA-2-ENAL);DUPICAL((E)-4-((3aS,7aS)-HEXAHYDRO-1H-4,7-METHANOINDEN-5(6H)-YLIDENE)BUTANAL);EBANOL((E)-3-methyl-5-(2,2,3-trimethylcyclopent-3-en-1-yl)pent-4-en-2-ol);ESTERLY(ethyl cyclohexyl carboxylate);ETHYL ACETATE;ETHYL ACETOACETATE;ETHYL CINNAMATE;ETHYL HEXANOATE;ETHYL LINALOO((E)-3,7-dimethylnona-1,6-dien-3-ol);ETHYL LINALYL ACETATE((Z)-3,7-dimethylnona-1,6-dien-3-yl acetate);ETHYL MALTOL(2-ethyl-3-hydroxy-4H-pyran-4-one);ETHYL METHYL-2-BUTYRATE;ETHYL OCTANOATE;ETHYL OENANTHATE;ETHYL PHENYL GLYCIDATE;ETHYL SAFRANATE;ETHYL VANILLIN;ETHYLENE BRASSYLATE;EUCALYPTOL;EUGENOL;EVERNYL;METHYL 2,4-DIHYDROXY-3,6-DIMETHYLBENZOATE;FENCHYL ACETATE ((2S)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-yl acetate); FENCHYL ALCOHOL ((1S,2R,4R)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-ol); FENNALDEHYDE (3-(4-methoxyphenyl)-2-methylpropanal); FIXAMBRENE (3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan);FIXOLIDE(1-(3,5,5,6,8,8-Hexamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)ethanone);FLORALOZONE(3-(4-ethylphenyl)-2,2-dimethylpropanal);FLORHYDRAL(3-(3-isopropylphenyl)butanal);FLORIDILE((E)-undec-9-enenitrile);FLOROCYCLENE((3aR,6S,7aS)-3a,4,5,6,7,7a-hexahydro-1H-4,7-methanoinden-6-ylpropanoate);FLOROPAL(2,4,6-trimethyl-4-phenyl-1,3-dioxane);FLOROSA HC(tetrahydro-4-methyl-2-(2-methylpropyl)-2H-pyran-4-ol);FRESKOMENTHE(2-(se; c-Butyl)cyclohexanone;FRUCTONE(ethyl 2-(2-methyl-1,3-dioxolan-2-yl)acetate;FRUITATE((3aS,4S,7R,7aS)-ethyl octahydro-1H-4,7-methanoindene-3a-carboxylate);FRUTONILE(2-methyldecanenitrile);GALBANONE PURE(1-(5,5-dimethylcyclohex-1-en-1-yl)pent-4-en-1-one);GARDENOL(1-phenylethyl acetate);GARDOCYCLENE((3aR,6S,7aS)-3a,4,5,6,7,7a-hexahydro-1H-4,7-methanoinden-6-yl 2-methylpropanoate);GERANIOL((E)-3,7-dimethylocta-2,6-dien-1-ol);GERANYL ACETATE((E)-3,7-dimethylocta-2,6-dien-1-yl acetate);GERANYL CROTONATE((E)-3,7-dimethylocta-2,6-dien-1-yl but-2-enoate);GERANYL ISOBUTYRATE((E)-3,7-DIMETHYLOCTA-2,6-DIEN-1-YL 2-METHYLPROPANOATE);GIVESCONE(ETHYL 2-ETHYL-6,6-DIMETHYL CYCLOHEX-2-ENE CARBOXYLATE);HABANOLIDE((E)-OXACYCLOHEXADECA-12-EN-2-ONE);HEDIONE(METHYL 3-OXO-2-PENTYL CYCLOPENTANEACETATE);HELIOTROPINE CRYSTALS(BENZO[d][1,3]DIOXOLE-5-CARBALDEHYDE);HERBANATE((2S)-ETHYL 3-ISOPROPYL BICYCLO[2.2.1]HEPTA-5-ENE-2-CARBOXYLATE);HEXENAL-2-TRANS((E)-HEX-2-ENAL);HEXENOL-3-CIS((Z)-HEX-3-EN-1-OL);HEXENYL-3-CIS ACETATE((Z)-Hex-3-en-1-yl acetate);HEXENYL-3-CIS BUTYRATE((Z)-Hex-3-en-1-yl butanoate);HEXENYL-3-CIS ISOBUTYRATE((Z)-Hex-3-en-1-yl 2-methylpropanoate);HEXENYL-3-CIS SALICYLATE ((Z)-HEX-3-EN-1-YL 2-HYDROXYBENZOATE);HEXYL ACETATE;HEXYL BENZOATE;HEXYL BUTYRATE;HEXYL CINNAMIC ALDEHYDE ((E)-2-BENZYLIDENEOCTANAL);HEXYL ISOBUTYRATE (HEXYL 2-METHYLPROPANOATE);HEXYL SALICYLATE (HEXYL 2-HYDROXYBENZOATE);HYDROXYCITRONELLAL (7-HYDROXY-3,7-DIMETHYLOCTANAL);INDOFLOR (4,4a,5,9b-TETRAHYDROINDENO[1,2-D][1,3]DIOXINE);INDOLE PURE(1H-INDOLE);INDOLENE(8,8-DI(1H-INDOLE-3-YL)-2,6-DIMETHYLOCTANE-2-OL);IONONE BETA((E)-4-(2,6,6-TRIMETHYLCYCLOHEX-1-EN-1-YL)BUTA-3-EN-2-ONE);IRISANTHEME((E)-3-METHYL-4-(2,6,6-TRIMETHYLCYCLOHEX-2-EN-1-YL)BUTA-3-EN-2-ONE);IRISONE ALPHA((E)-4-(2,6,6-TRIMETHYLCYCLOHEX-2-EN-1-YL)BUTA-3-EN-2-ONE);IRONE ALPHA((E)-4-(2,5,6,6-TETRAMETHYLCYCLOHEX-2-EN-1-YL)BUTA-3-EN-2-ONE);ISO E SUPER(1-(2,3,8,8-TETRAMETHYL-1,2,3,4,5,6,7,8-OCTAHYDRONAPHTHALEN-2-YL)ETHANONE);ISOAMYL ACETATE(3-METHYLBUTYL ACETATE);ISOAMYL BUTYRATE(3-METHYLBUTYL BUTANOAATE);ISOBUTYL METHOXY PYRAZINE(2-METHYLPROPYL 3-METHOXYPYRAZINE);ISOCYCLOCITRAL(2,4,6-TRIMETHYLCYCLOHEX-3-ENECARBALDEHYDE);ISOEUGENOL((E)-2-METHOXY-4-(PROP-1-EN-1-YL)PHENOL);ISOJASMONE B 11(2-HEXYLCYCLOPENT-2-EN-1-ONE);ISOMENTHONE DL(2-ISOPROPYL-5-METHYLCYCLOHEXANONE);ISONONYL ACETATE(3,5,5-TRIMETHYLHEXYL ACETATE);ISOPROPYL METHYL-2-BUTYRATE(ISOPROPYL 2-METHYL BUTANATE);ISOPROPYL QUINOLINE(6-ISOPROPYL QUINOLINE);ISORALDEINE((E)-3-METHYL-4-(2,6,6-TRIMETHYLCYCLOHEX-2-EN-1-YL)BUTA-3-EN-2-ONE);JASMACYCLENE((3aR,6S,7aS)-3a,4,5,6,7,7a-HEXAHYDRO-1H-4,7-METHANOINDEN-6-YL ACETATE);JASMONE CIS((Z)-3-methyl-2-(pent-2-en-1-yl)cyclopent-2-enone);JASMONYL(3-butyl-5-methyltetrahydro-2H-pyran-4-yl acetate);JASMOPYRANE FORTE(3-pentyltetrahydro-2H-pyran-4-yl acetate);JAVANOL((1-methyl-2-((1,2,2-trimethylbicyclo[3.1.0]hexan-3-yl)methyl)cyclopropyl)methanol);KOAVONE((Z)-3,4,5,6,6-pentamethylhept-3-en-2-one);LAITONE(8-isopropyl-1-oxaspiro[4.5]decan-2-one);LEAF ACETAL((Z)-1-(1-ethoxyethoxy)hex-3-ene);LIFFAROME((Z)-hex-3-en-1-yl methyl carbonate);LILIAL(3-(4-(tert-butyl)phenyl)-2-methylpropanal);#N / ALINALOOL(3,7-dimethylocta-1,6-dien-3-ol);LINALOOL OXIDE(2-(5-methyl-5-vinyltetrahydrofuran-2-yl)propan-2-ol);LINALYL ACETATE(3,7-dimethylocta-1,6-dien-3-yl acetate);MAHONIAL((4E)-9-hydroxy-5,9-dimethyl-4-decenal);MALTOL(3-hydroxy-2-methyl-4H-pyran-4-one);MALTYL ISOBUTYRATE (2-methyl-4-oxo-4H-pyran-3-yl 2-methylpropanoate);MANZANATE(ETHYL 2-METHYLPENTANOATE);MAYOL((4-ISOPROPYLCYCLOHEXYL)METHANOL);MEFROSOL(3-METHYL-5-PHENYLPENTANOATE);MELONAL(2,6-DIMETHYLHEPTA-5-ENAL);#N / A#N / AMERCAPTO-8-METHANE-3-ONE(MERCAPTO-PARA-MENTHANE-3-ONE);METHYL ANTHRANILATE(METHYL 2-AMINOBENZOATE);METHYL BENZOATE(METHYL BENZOATE);METHYL CEDRYL KETONE(1-((1S,8aS)-1,4,4,6-TETRAMETHYL-2,3,3a,4,5,8-HEXAHYDRO-1H-5,8a-METHANOAZULEN-7-YL)ETHANONE);METHYL CINNAMATE(METHYL 3-PHENYLPROP-2-ENOATE);METHYL DIANTILIS(2-Ethoxy-4-(methoxymethyl)phenol);METHYL DIHYDRO ISOJASMONATE(METHYL 2-HEXYL-3-OXOCYCLOPENTANE-1-CARBOXYLATE);METHYL HEPTENONE PURE(6-METHYLHEPTA-5-EN-2-ONE);METHYL LAITONE(8-METHYL-1-OXASPIRO[4.5]DECAN-2-ONE);METHYL NONYL KETONE(UNDECA-2-ONE);METHYL OCTYNE CARBONATE(METHYL NONA-2-YNOATE);METHYL PAMPLEMOUSSE(6,6-DIMETHYL-2,5,5-TRIMETHYLHEX-2-ENE);METHYL SALICYLATE (Methyl 2-hydroxybenzoate);MUSCENONE ((Z)-3-Methylcyclopentadeca-5-enone);MYRALDENE (4-(4-Methylpent-3-en-1-yl)cyclohex-3-enecarbaldehyde);MYRCENE (7-Methyl-3-methyleneocta-1,6-diene);MYSTIKAL (2-Methylundecanoic acid);NECTARYL (2-(2-(4-Methylcyclohex-3-en-1-yl)propyl)cyclopentanone);NEOBERGAMATE FORTE (2-Methyl-6-methyleneoct-7-en-2-yl acetate);NEOCASPIRENE EXTRA(10-isopropyl-2,7-dimethyl-1-oxaspiro[4.5]deca-3,6-diene);NEOFOLIONE((E)-methylnon-2-enoate);NEROLEX((2Z)-3,7-dimethylocta-2,6-dien-1-ol);NEROLIDOL((Z)-3,7,11-trimethyldodeca-1,6,10-trien-3-ol);NEROLIDYLE((Z)-3,7,11-trimethyldodeca-1,6,10-trien-3-yl acetate);NEROLINE CRYSTALS(2-ethoxynaphthalene);NEROLIONE(1-(3-methylbenzofuran-2-yl)ethanone);NERYL ACETATE((Z)-3,7-DIMETHYLOCTA-2,6-DIEN-1-YL ACETATE);NIRVANOLIDE((E)-13-METHYLOXACYCLOPENTADECA-10-EN-2-ONE);NONADIENAL((2E,6Z)-NONA-2,6-DIENAL);NONADIENOL-2,6((2Z,6E)-2,6-NONADIEN-1-OL);NONADYL(6,8-DIMETHYLNONAN-2-OL);NONALACTONE GAMMA(5-PENTYLOXOLAN-2-ONE);NONENAL-6-CIS((Z)-NONA-6-ENAL);NONENOL-6-CIS((Z)-NONA-6-EN-1-OL);NOPYL ACETATE(2-(6,6-DIMETHYLBICYCLO[3.1.1]HEPTA-2-EN-2-YL)ETHYL ACETATE);NYMPHEAL(3-(4-(2-METHYLPROPYL)-2-METHYLPHENYL)PROPANAL);OCTALACTONE DELTA(6-PROPYLTETRAHYDRO-2H-PYRAN-2-ONE);METHYL HEXYL KETONE(OCTAN-2-ONE);ORANGER CRYSTALS(1-(2-NAPHTHALENYL)-ETHANONE);ORIVONE(4-(TERT-PENTYL)CYCLOHEXANONE);PANDANOL((2-METHOXYETHYL)BENZENE);PARA TERT BUTYL CYCLOHEXYL ACETATE(4-(TERT-BUTYL)CYCLOHEXYL ACETATE);PARADISAMIDE(2-ETHYL-N-METHYL-N-(M-TOLYL)BUTANIMIDE);PEACH PURE(5-Heptyldihydrofuran-2(3H)-one);PELARGENE(2-Methyl-4-methylene-6-phenyltetrahydro-2H-pyran);PELARGOL(3,7-Dimethyloctan-1-ol);PEONILE(2-Cyclohexylidene-2-phenylacetonitrile);PETALIA(2-Cyclohexylidene-2-(o-tolyl)acetonitrile);PHARAONE(2-Cyclohexylhepta-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);PINENE ALPHA(2,6,6-trimethylbicyclo[3.1.1]hept-2-ene);PINENE BETA(6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptane);PINOACETALDEHYDE(3-(6,6-Dimethylbicyclo[3.1.1]hept-2-en-2-yl)propanal);PIVAROSE(2,2-Dimethyl-2-phenylethylpropanoate);POMAROSE((2E,5E)-5,6,7-Trimethylocta-2,5-dien-4-one);POMELOL(2,4,7-Trimethyl-6-octen-1-ol);PRECYCLEMONE B(1-Methyl-4-(4-methylpent-3-en-1-yl)cyclohex-3-enecarbaldehyde);PRENYL ACETATE(3-Methylbut-2-en-1-yl acetate);PRUNOLIDE(5-Pentyldihydrofuran-2(3H)-one);RADJANOL SUPER((E)-2-ethyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)but-2-en-1-ol);RASPBERRY KETONE(4-(4-hydroxyphenyl)butan-2-one);RHUBAFURAN(2,4-dimethyl-4-phenyltetrahydrofuran);ROSACETOL(2,2,2-trichloro-1-phenylethyl acetate);ROSALVA(dec-9-en-1-ol);ROSE OXIDE(4-methyl-2-(2-methylprop-1-en-1-yl)tetrahydro-2H-pyran); ;ROSE OXIDE CO(4-METHYL-2-(2-METHYLPROP-1-EN-1-YL)TETRAHYDRO-2H-PYRAN);ROSYFOLIA(1-METHYL-2-(5-METHYLHEX-4-EN-2-YL)CYCLOPYLMETHANOL);ROSYRANE SUPER(4-METHYLENE-2-PHENYL TETRAHYDRO-2H-PYRAN);SAFRALEINE(2,3,3-TRIMETHYL-1-INDANONE);SAFRANAL(2,6,6-TRIMETHYLCYCLOHEXA-1,3-DIENECARBALDEHYDE);SANDALORE EXTRA(3-METHYL-5-(2,2,3-TRIMETHYLCYCLOPENT-3-EN-1-YL)PENTAN-2-OL);SCENTAURUS CLEAN(ETHYL(Z)-2-ACETYL-4-METHYLTRIDECA-2-ENOATE);SCENTAURUS JUICY(4-(dodecylthio)-4-methylpentan-2-one);SERENOLIDE(2-(1-(3,3-dimethylcyclohexyl)ethoxy)-2-methylpropyl cyclopropanecarboxylate);SILVANONE SUPRA(cyclopentadecanone, hexadecanolide);SILVIAL(2-methyl-3-[4-(2-methylpropyl)phenyl]propanal);SPIROGALBANONE(1-(spiro[4.5]dec-6-en-7-yl)pent-4-en-1-one);STEMONE((E)-5-methylheptan-3-one oxime);STYRALLYL ACETATE(1-phenylethyl acetate);SUPER MUGUET((E)-6-ethyl-3-methyloct-6-en-1-ol);SYLKOLIDE((E)-2-((3,5-dimethylhex-3-en-2-yl)oxy)-2-methylpropyl cyclopropanecarboxylate);TERPINENE ALPHA(1-methyl-4-propan-2-ylcyclohexa-1,3-diene);TERPINENE GAMMA(1-methyl-4-propan-2-ylcyclohexa-1,4-diene);TERPINEOL(2-(4-methylcyclohex-3-en-1-yl)propan-2-ol);TERPINEOL ALPHA(2-(4-methyl-1-cyclohex-3-enyl)propan-2-ol);TERPINEOL PURE(2-(4-methylcyclohex-3-en-1-yl)propan-2-ol);TERPINOLENE(1-methyl-4-(propan-2-ylidene)cyclohex-1-ene);TERPINYL ACETATE(2-(4-methyl-1-cyclohex-3-enyl)propan-2-yl acetate);TETRAHYDRO LINALOOL(3,7-dimethyloctan-3-ol);TETRAHYDRO MYRCENOL(2,6-DIMETHYLOCTANE-2-OL);THIBETOLIDE(OXACYCLOHEXADECAN-2-ONE);THYMOL(2-ISOPROPYL-5-METHYLPHENOL);TOSCANOL(1-(CYCLOPYLMETHYL)-4-METHOXYBENZENE);TRICYCLAL(2,4-DIMETHYLCYCLOHEX-3-ENECARBALDEHYDE);TRIDECENE-2-NITRILE((E)-TRIDECENENITRILE);TRIFERNAL(3-PHENYLBUTANAL);TROPIONAL(3-(BENZO[d][1,3]DIOXO) TROPIONAL(3-(BENZO[d][1,3]DIOXOL-5-YL)-2-METHYLPROPANAL); UNDECATRIENE((3E,5Z)-UNDECA-1,3,5-TRIENE); UNDECAVERTOL((E)-4-METHYLDECA-3-EN-5-OL); VANILLIN(4-HYDROXY-3-METHOXYBENZALDEHYDE); VELOUTONE(2,2,5-TRIMETHYL-5-PENTYL CYCLOPENTANONE); VELVIONE((Z)-CYCLOHEXADECA-5-ENONE); VIOLET NITRILE((2E,6Z)-NONA-2,6-DIENENITRILE);YARA YARA(2-METHOXYNAPHTHALENE);ZINARINE(2-(2,4-DIMETHYLCYCLOHEXYL)PYRIDINE);BOIS CEDRE ESS CHINE(CEDARWOOD OIL);EUCALYPTUS GLOBULUS ESS CHINA(EUCALYPTUS OIL);GALBANUM ESS(GALBANUM OIL);GIROFLE FEUILLES ESS RECT MADAGASCAR(Clove OIL);LAVANDIN GROSSO OIL FRANCE ORPUR(LAVANDIN OIL);The fragrance ingredients are selected from the group consisting of MANDARIN OIL WASHED COSMOS, ORANGE TERPENES, PATCHOULI ESS INDONESIE, and YLANG ECO ESSENCE, which, thanks to their advantageous lipophilicity and olfactory performance, are particularly suitable for obtaining stable and performant microcapsules;

[0085] In a particularly preferred embodiment of the present invention, more than 75 wt.-%, preferably more than 80 wt.-%, even more preferably more than 85 wt.-%, even more preferably more than 90 wt.-%, even more preferably more than 95 wt.-% of the fragrance ingredients are biodegradable and are 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 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 ALDEHYDE EXTRA(3-(4-ISOPROPYLPHENYL)-2-METHYLPROPANAL);ALDEHYDE ISO C 11((E)-UNDECAN-9-ENAL);ALLYL AMYL GLYCOLATE(PROP-2-ENYL 2-(3-METHYLBUTOXY)ACETATE);ALLYL CYCLOHEXYL PROPIONATE(PROP-2-ENYL 3-CYCLOHEXYLPROPANOATE);ALLYL OENANTHATE(PROP-2-ENYLHEPTANOATE);AMBRETTOLIDE((Z)-OXACYCLOHEPTADECA-10-EN-2-ONE);AMBROFIX((3aR,5aS,9aS,9bR)-3a,6,6,9a-TETRAMETHYL-2,4,5,5a,7,8,9,9b-OCTAHYDRO-1H-BENZO[E][1]BENZOFURAN);AMYL SALICYLATE(PENTYL 2-HYDROXYBENZOATE);AUBEPINE PARA CRESOL(4-METHOXYBENZALDEHYDE);BENZYL ACETATE(BENZYL ACETATE);BENZYL SALICYLATE(BENZYL 2-HYDROXYBENZOATE);BORNYL ACETATE((2S,4S)-1,7,7-TRIMETHYLBICYCLO[2.2.1]HEPTANE-2-YL ACETATE);CARVACROL(5-ISOPROPYL-2-METHYLPHENOL);CEDRENE((1S,8aR)-1,4,4,6-TETRAMETHYL-2,3,3a,4,5,8-HEXAHYDRO-1H-5,8a-METHANOAZULENE);CEDRYL ACETATE((1S,6R,8aR)-1,4,4,6-TETRAMETHYLOCTAHYDRO-1H-5,8a-METHANOAZULENE-6-YL ACETATE);CEDRYL METHYL ETHER((1R,6S,8aS)-6-Methoxy-1,4,4,6-tetramethyloctahydro-1H-5,8a-methanoazulene);CITRAL((E)-3,7-dimethylocta-2,6-dienal);CITRONELLOL(3,7-dimethyloct-6-en-1-ol);CITRONELLYL ACETATE(3,7-dimethyloct-6-en-1-yl acetate);COSMONE((Z)-3-methylcyclotetradec-5-enone);CRESYL METHYL ETHER PARA(1-methoxy-4-methylbenzene);CYCLOHEXYL ETHYL ACETATE(2-cyclohexyl ethyl acetate);CYCLOHEXYL SALICYLATE(CYCLOHEXYL 2-HYDROXYBENZOATE);DAMASCENONE((E)-1-(2,6,6-TRIMETHYLCYCLOHEXA-1,3-DIEN-1-YL)BUTA-2-EN-1-ONE);DAMASCONE ALPHA((E)-1-(2,6,6-TRIMETHYLCYCLOHEXA-2-EN-1-YL)BUTA-2-EN-1-ONE);DECALACTONE GAMMA(5-HEXYLOXOLAN-2-ONE);DECENAL-4-TRANS((E)-DECA-4-ENAL);DIHYDRO MYRCENOL(2,6-DIMETHYLOCTA-7-EN-2-OL);DIPHENYL OXIDE(OXYDIBENZENE);DIHYDRO ANETHOLE(1-METHOXY-4-PROPYLBENZENE);DIHYDRO JASMONE(3-METHYL-2-PENTYLCYCLOPENT-2-ENONE);DIMETHYL ANTHRANILATE (methyl 2-(methylamino)benzoate);DIMETHYL BENZYL CARBINYL ACETATE(2-METHYL-1-PHENYLPROPAN-2-YL ACETATE);DIMETHYL BENZYL CARBINYL BUTYRATE(2-METHYL-1-PHENYLPROPAN-2-YL BUTANATE);DIMETOL(2,6-DIMETHYLHEPTANE-2-OL);DODECALACTONE DELTA(6-HEPTYLTETRAHYDRO-2H-PYRAN-2-ONE);DODECALACTONE GAMMA(5-OCTYLOXOLAN-2-ONE);DODECENAL((E)-DODECA-2-ENAL);EBANOL((E)-3-METHYL-5-(2,2,3-TRIMETHYLCYCLOPENT-3-EN-1-YL)PENT-4-EN-2-OL);ETHYL HEXANOATE(ETHYLHEXANOATE);ETHYL METHYL-2-BUTYRATE;ETHYL MALTOL;ETHYL OENANTHATE;ETHYL VANILLIN;ETHYLENE BRASSYLATE(1,4-DIOXACYCLOHEPTADECANE-5,17-DIONE);EUCALYPTOL((1s,4s)-1,3,3-TRIMETHYL-2-OXABICYCLO[2.2.2]OCTANE);EUGENOL(4-ALLYL-2-METHOXYPHENOL);EVERNYL(METHYL 2,4-DIHYDROXY-3,6-DIMETHYLBENZOATE);FIXAMBRENE(3a,6,6,9a-TETRAMETHYLDODECAHYDRONAPHTHO[2,1-B]FURAN);FLORHYDRAL(3-(3-ISOPROPYLPHENYL)BUTANAL);FLORIDILE((E)-UNDECA-9-ENENITRILE);GALBANONE PURE(1-(5,5-dimethylcyclohex-1-en-1-yl)pent-4-en-1-one);GARDENOL(1-phenylethyl acetate);GERANIOL((E)-3,7-dimethylocta-2,6-dien-1-ol);GERANYL ACETATE((E)-3,7-dimethylocta-2,6-dien-1-yl acetate);HABANOLIDE((E)-oxacyclohexadec-12-en-2-one);HEDIONE(METHYL 3-OXO-2-PENTYL CYCLOPENTANE ACETATE);HEXENAL-2-TRANS((E)-HEX-2-ENAL);HEXENOL-3-CIS((Z)-HEX-3-EN-1-OL);HEXENYL-3-CIS ACETATE((Z)-HEX-3-EN-1-YL ACETATE);HEXENYL-3-CIS SALICYLATE((Z)-HEX-3-EN-1-YL 2-HYDROXYBENZOATE);HEXYL ACETATE(HEXYL ACETATE);INDOLENE(8,8-DI(1H-INDOLE-3-YL)-2,6-DIMETHYLOCTANE-2-OL);IONONE BETA((E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-one);IRISANTHEME((E)-3-methyl-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one);IRISONE ALPHA((E)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one);ISOAMYL ACETATE(3-methylbutyl acetate);ISOAMYL BUTYRATE(3-methylbutyl butanoate);ISOEUGENOL((E)-2-methoxy-4-(prop-1-en-1-yl)phenol);ISOJASMONE B 11(2-Hexylcyclopent-2-en-1-one);ISORALDEINE((E)-3-methyl-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one);JASMONYL(3-butyl-5-methyltetrahydro-2H-pyran-4-yl acetate);LAITONE(8-isopropyl-1-oxaspiro[4.5]decan-2-one);LEMONILE((2E,6Z)-3,7-dimethylnona-2,6-dienenitrile);LINALOOL(3,7-dimethylocta-1,6-dien-3-ol);LINALOOL OXIDE(2-(5-methyl-5-vinyltetrahydrofuran-2-yl)propan-2-ol);LINALYL ACETATE (3,7-dimethylocta-1,6-dien-3-yl acetate);MANZANATE (ethyl 2-methylpentanoate);MAYOL((4-ISOPROPYLCYCLOHEXYL)METHANOL);MEFROSOL(3-METHYL-5-PHENYLPENTAN-1-OL);MELONAL(2,6-DIMETHYLHEPTA-5-ENAL);MERCAPTO-8-METHANE-3-ONE(MERCAPTO-PARA-MENTHAN-3-ONE);METHYL ANTHRANILATE(METHYL 2-AMINOBENZOATE);METHYL BENZOATE(METHYL BENZOATE);METHYL DIANTILIS(2-ETHOXY-4-(METHOXYMETHYL)PHENOL);METHYL HEPTENONE PURE(6-METHYLHEPTA-5-EN-2-ONE);METHYL LAITONE(8-METHYL-1-OXASPIRO[4.5]DECAN-2-ONE);METHYL OCTYNE CARBONATE(METHYL NONA-2-YNOATE);METHYL SALICYLATE(METHYL 2-HYDROXYBENZOATE);NECTARYL(2-(2-(4-METHYLCYCLOHEX-3-EN-1-YL)PROPYL)CYCLOPENTANONE);NEOFOLIONE((E)-METHYLNONA-2-ENOATE);NEROLEX((2Z)-3,7-DIMETHYLOCTA-2,6-DIEN-1-OL);NEROLIDOL((Z)-3,7,11-TRIMETHYLDODECA-1,6,10-TRIEN-3-OL);NEROLINE CRYSTALS(2-ETHOXYNAPHTHALENE);NEROLIONE(1-(3-METHYLBENZOFURAN-2-YL)ETHANONE);NERYL ACETATE((Z)-3,7-DIMETHYLOCTA-2,6-DIEN-1-YL ACETATE);NONADIENAL((2E,6Z)-NONA-2,6-DIENAL);NONENAL-6-CIS((Z)-NONA-6-ENAL);NONENOL-6-CIS((Z)-NONA-6-EN-1-OL);NYMPHEAL(3-(4-(2-METHYLPROPYL)-2-METHYLPHENYL)PROPANAL);OCTALACTONE DELTA(6-PROPYLTETRAHYDRO-2H-PYRAN-2-ONE);ORANGER CRYSTALS(1-(2-NAPHTHALENYL)-ETHANONE);PARA TERT BUTYL CYCLOHEXYL ACETATE(4-(TERT-BUTYL)CYCLOHEXYL ACETATE);PEACH PURE(5-Heptyldihydrofuran-2(3H)-one);PELARGOL(3,7-Dimethyloctan-1-ol);PHENYL ETHYL ACETATE(2-Phenylethyl acetate);PINENE ALPHA(2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene);PINENE BETA(6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptane);POMAROSE((2E,5E)-5,6,7-Trimethylocta-2,5-dien-4-one);POMELOL FF(2,4,7-Trimethyl-6-octen-1-ol);PRENYL ACETATE(3-Methylbut-2-en-1-yl acetate);PRUNOLIDE(5-Pentyldihydrofuran-2(3H)-one);RASPBERRY KETONE(4-(4-hydroxyphenyl)butan-2-one);ROSALVA(Deca-9-en-1-ol);ROSE OXIDE CO(4-methyl-2-(2-methylprop-1-en-1-yl)tetrahydro-2H-pyran);ROSYRANE SUPER(4-methyl-2-phenyl-3,6-dihydro-2H-pyran);SAFRANAL(2,6,6-trimethylcyclohexa-1,3-dienecarbaldehyde);SCENTAURUS JUICY(4-(dodecylthio)-4-methylpentan-2-one);SILVIAL(2-methyl-3-[4-(2-methylpropyl)phenyl]propanal);STYRALLYL ACETATE(1-PHENYLETHYL ACETATE);SYLKOLIDE((E)-2-((3,5-DIMETHYLHEX-3-EN-2-YL)OXY)-2-METHYLPROPYL CYCLOPANECARBOXYLATE);TERPINENE GAMMA(1-METHYL-4-PROPAN-2-YLCYCLOHEXA-1,4-DIENE);TERPINEOL(2-(4-METHYLCYCLOHEX-3-EN-1-YL)PROPAN-2-OL);TERPINOLENE(1-METHYL-4-(PROPAN-2-YLIDENE)CYCLOHEX-1-ENE);TETRAHYDRO LINALOOL(3,7-DIMETHYLOCTANE-3-OL);TOSCANOL(1-(CYCLOPYLMETHYL)-4-METHOXYBENZENE);TRIDECENE-2-NITRILE ((E)-TRIDECENE-2-ENENITRILE);TRIFERNAL (3-PHENYLBUTANAL);TROPIONAL (3-(BENZO[d][1,3]DIOXOL-5-YL)-2-METHYLPROPANAL);UNDECAVERTOL ((E)-4-METHYLDECA-3-EN-5-OL);YARA YARA (2-METHOXYNAPHTHALENE);BOIS CEDRE ESS CHINE (CEDARWOOD OIL);EUCALYPTUS GLOBULUS ESS CHINA (EUCALYPTUS OIL);GALBANUM ESS (GALBANUM OIL);GIROFLE FEUILLES ESS RECT MADAGASCAR (Clove OIL);LAVANDIN; GROSSO OIL FRANCE ORPUR (lavandin oil); MANDARIN OIL WASHED COSMOS (mandarin oil); ORANGE TERPENES (orange terpenes); PATCHOULI ESS INDONESIE (patchouli oil); and YLANG ECO ESSENCE (ylang ylang oil). These ingredients have the advantage of providing microcapsules that are particularly sustainable.

[0086] In the context of the present invention, a "biodegradable component" or generally a biodegradable material, illustratively a shell material, is a material that meets the passing criteria of "inherently biodegradable" and / or "readily biodegradable" in at least one OECD biodegradability test. For the avoidance of ambiguity, this means that if an component passes one test but fails one or more other tests, the passing result takes precedence over the other test results.

[0087] For the assessment of the pass criteria for "ready biodegradability", the biodegradation study may be selected from the group consisting of OECD Method 301B, OECD Method 301C, OECD Method 301D, OECD Method 301F and OECD Method 310. These methods are suitable for volatile materials.

[0088] OECD Method 301B, OECD Method 301C, OECD Method 301D and OECD Method 301F are described in the OECD Guidelines for the Testing of Chemicals, Section 3, Test No. 301: Ready Biodegradability (adopted: July 17, 1992; https: / / doi.org / 10.1787 / 9789264070349-en).

[0089] In a specific aspect of the invention, the pass criteria for "ready biodegradability" is evaluated according to OECD Method 301F, which refers to manometric respirometry. In this method, the pass level for "ready biodegradability" is to reach 60% of the theoretical oxygen demand and / or chemical oxygen demand. This pass value must be achieved within 10 days of the 28-day test period. The 10-day window begins when the degree of biodegradation reaches 10% of the theoretical oxygen demand and / or chemical oxygen demand and must end by the 28th day of the test.

[0090] If the test for ready biodegradability gives a positive result, it is assumed that the chemical will undergo rapid and ultimate biodegradation in the environment (Introduction to the OECD Guidelines for the Testing of Chemicals, Section 3, Part 1: Principles and Strategies Related to the Testing of Degradation of Organic Chemicals; adopted: July 2003).

[0091] To assess the pass criteria for "intrinsically biodegradable," biodegradation studies can be OECD Method 302C, but OECD Method 301F can also be used, although with different pass criteria. These methods are also suitable for volatile materials.

[0092] OECD Method 302C is described in OECD Guidelines for the Testing of Chemicals, Section 3, Test No. 302C: Inherent Biodegradability: Modified MITI Test (II) (Adopted: May 12, 1981; amended September 8, 2009; https: / / doi.org / 10.1787 / 9789264070400-en).

[0093] In a specific aspect of the present invention, the pass criteria for "intrinsic biodegradability" is evaluated by OECD Method 302C. In this method, the pass level for "intrinsic biodegradability" is then to reach 70% of the theoretical oxygen demand. There is no time limit for reaching this level.

[0094] A biodegradation rate above 70% may be considered as evidence of substantial and ultimate biodegradability (OECD Guidelines for the Testing of Chemicals, Section 3, Part 1: Principles and Strategies Related to the Testing of Degradation of Organic Chemicals; adopted: July 2003).

[0095] When OECD Method 301F is used to assess the pass criteria for "intrinsic biodegradability", the pass level is 60% of the theoretical oxygen demand and / or chemical oxygen demand. This pass value can be reached after a 28-day test period (often extended to 60 days), the 10-day window does not apply.

[0096] In the present context, if an ingredient is an essential oil, it is considered to be a "biodegradable ingredient" if all of its constituents present at a level of ≧1 wt.-% meet the definition of "intrinsically biodegradable" and / or "readily biodegradable" as defined herein. However, essential oils may also be subject to the biodegradation tests described above.

[0097] The core composition may also contain at least one fragrance precursor (meaning a material capable of releasing a fragrance component by means of a stimulus such as a change in temperature, the presence of an oxidizing agent, the action of an enzyme or the action of light.) Such fragrance precursors are well known in the art.

[0098] The core composition may also include at least one functional cosmetic ingredient. The functional cosmetic ingredient for use in the encapsulated composition is preferably hydrophobic. Preferably, the cosmetic ingredient has a calculated octanol / water partition coefficient (ClogP) of 1.5 or more, more preferably 3 or more. Alternatively, preferably, the cosmetic ingredient has a ClogP of 2-7.

[0099] Particularly useful functional cosmetic ingredients may be selected from the group consisting of emollients, smoothing ingredients, hydrating ingredients, soothing and relaxing ingredients, decorative ingredients, deodorants, anti-aging ingredients, cell rejuvenating ingredients, draining ingredients, remodeling ingredients, skin leveling ingredients, preservatives, antioxidants, antibacterial or bacteriostatic ingredients, cleansing ingredients, lubricating ingredients, structuring ingredients, hair conditioning ingredients, whitening ingredients, texturizing ingredients, softening ingredients, anti-dandruff ingredients, and exfoliating ingredients.

[0100] Specifically useful functional cosmetic ingredients include, but are not limited to, the following: hydrophobic polymers such as alkyldimethylsiloxanes, polymethylsilsesquioxanes, 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; glycolipids; phospholipids; selenium oils; and the like. sphingolipids such as amides; 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, eucalyptus oil, ginseng oil, jujube oil, helianthus oil, jasmine oil, lavender oil, lotus seed oil, perilla oil, rosemary oil, sandalwood oil, tea tree oil, thyme oil, valerian oil, absinthe oil, ylang ylang oil, and yucca oil.

[0101] In particular, the at least one functional cosmetic ingredient may be selected from the group consisting of sandalwood oil, such as Fusanus Spicatus kernel oil; panthenyl triacetate; tocopherol acetate; tocopherol; naringinin; ethyl linoleate; farnesyl acetate; farnesol; citronellyl methyl crotonate; and ceramide-2 (1-stearoyl-C18-sphingosine, CAS number: 100403-19-8).

[0102] To provide an optimal balance between stability, deposition on substrates and performance, the volume average size (d50) of the microcapsules can be 1-50 μm, preferably 5-30 μm, and even more preferably 7-20 μm. Microcapsules with a diameter smaller than 5 μm have a large surface to volume ratio and are therefore more susceptible to leaching, while microcapsules that are too large may not be available in sufficient numbers to provide significant benefits, as the number of microcapsules decreases with increasing diameter. Furthermore, large microcapsules may result in visible staining in the product or on the substrate.

[0103] The method according to the invention may comprise the additional step of drying the microcapsules in order to obtain the microcapsule power.

[0104] Optionally, additional materials may be added to the powder, for example, carrier materials such as salts, silicates, clays and carbohydrates, fire resistant materials, additional functional materials such as fragrance ingredients, cosmetic ingredients, biologically active ingredients and matrix enhancers, additional encapsulating materials such as polysaccharides, proteins, alkoxysilanes, synthetic polymers and copolymers, surfactants and waxes.

[0105] Drying methods such as spray drying, spray coating, belt and drum drying may be used and are well known to those skilled in the art.

[0106] In particular, the drying process may be accompanied by an additional encapsulation process, where additional functional materials are encapsulated in additional encapsulation materials. For example, the slurry to be dried may contain at least one non-encapsulated functional material and at least one water-soluble encapsulation material in addition to the core-shell microcapsules obtained in the process according to the present invention, and the non-encapsulated functional material in the core-shell microcapsules is encapsulated in the water-soluble encapsulation material during drying. Typically, the at least one water-soluble encapsulation material comprises at least one hydrocolloid, such as starch octenyl succinate and gum acacia. The hydrocolloid protects and stabilizes the dispersion of the non-encapsulated material in the aqueous phase of the slurry, and is formed around or together with the core-shell microcapsules upon drying.

[0107] The encapsulated functional material in the core-shell microcapsules may include a first fragrance, while the functional material encapsulated in the water-soluble encapsulating material may include a second fragrance, where the first and second fragrances may be the same or different.

[0108] Combining at least two encapsulation processes has the advantage of providing different mechanisms for releasing the functional material, for example a combination of moisture-induced and mechanical stress-induced release.

[0109] The drying step may also be accompanied or followed by a mechanical or thermal treatment, such as spheronization, granulation, extrusion, etc.

[0110] In another aspect, the present invention relates to an encapsulated composition obtainable by the method described herein above. The encapsulated composition may be in the form of a liquid slurry, powder, granules, flakes or extrudates. The composition may be used as is, for example as a fragrance booster, or in diluted form in a product.

[0111] The encapsulated composition in the form of a liquid slurry may contain 10 to 50 wt.-% of core-shell microcapsules, more specifically 15 to 25 wt.-%.

[0112] The encapsulated composition in solid form may contain 1-100 wt.-% core-shell microcapsules. However, depending on the application or the nature of the functional material, it may be preferable to limit or conversely maximize the level of core-shell microcapsules in the solid form. For example, limiting the level of core-shell microcapsules in the solid may be specifically desired when the encapsulated material is flammable, reactive, irritating or expensive.

[0113] Hence, the optimal level of encapsulated fragrance ingredients in a solid composition is less than 50 wt.-%, more specifically less than 35 wt.-% and even more specifically less than 20 wt.-%, or even less than 15 wt.-%, depending on the flammability of such fragrance ingredients and the associated explosion risks.

[0114] The encapsulated fragrance may be diluted in a carrier material as described herein above.

[0115] In another aspect, the present invention relates to the use of an encapsulated composition as described herein above to enhance the performance of a benefit agent in a consumer product.

[0116] The present invention also relates to consumer products comprising the encapsulated compositions described herein above, preferably selected from the group consisting of fabric care cleaners and conditioners, hair care conditioners, shampoos, heavy duty liquid cleaners, hard surface cleaners, detergent powders, soaps, shower gels and skin care products.

[0117] The compositions encapsulated according to the present invention are particularly useful when used as perfume delivery vehicles to deliver optimal perfume benefits in consumer products that require good adhesion of the microcapsules to the substrate to which they are applied, including hair shampoos and conditioners, and fabric treatment products such as laundry detergents and conditioners.

[0118] Specific features and further advantages of the present invention will become apparent from the following examples.

[0119] Example 1 - Formation of Microcapsules Containing Hydrogels Formed by Combination of Pectin and Gelatin (According to the Invention) The microcapsules were obtained as follows: a) A core composition was prepared by mixing 0.7 g of bimodal aminosilane (bis(3-triethoxysilylpropyl)amine), 0.48 g Takenate D-110N (ex Mitsui) and 38.5 g of the fragrance composition; b) The core composition obtained in step a) was emulsified in a mixture of 1.0 g high methoxylated grade pectin (type APA 104, ex Roeper) in 73.3 g water using a 300 ml reactor and a cross beam agitator with a pitched beam operating at an agitation speed of 600 rpm and a temperature of 25+ / -2°C for 10 minutes. c) While maintaining stirring as in step b), the temperature of the system was raised to 85+ / -2°C over 4 hours, 0.3 g of trimesic acid (1,3,5-benzenetricarboxylic acid) was added, and the system was maintained at this temperature for 1.3 h; d) While maintaining stirring as in step b), the system was slowly cooled to 40° C. over 2.25 hours; e) While maintaining stirring as in step b), 10 g of 10% gelatin solution in water was added at a temperature of 40+ / -2°C; f) The system was slowly cooled to 10° C. over 2.25 hours while maintaining stirring as in step b); g) while maintaining stirring as in step b), when the system reaches a temperature of 10° C., add 0.02 g of 50 wt.-% aqueous glutaraldehyde solution and maintain the system at this temperature for 1 hour to form a slurry of core-shell microcapsules; h) The slurry of core-shell capsules obtained in step f) is finally allowed to stabilize at room temperature. The solids content of the resulting slurry was 33.1 wt.-%, the volume median capsule size (d50) was 32 μm, and the encapsulation efficiency was 99%.

[0120] Example 2 - Formation of microcapsules containing a cellulose shell (comparative example) The microcapsules were obtained as follows: a) A core composition was prepared by mixing 0.66 g bimodal aminosilane (bis(3-triethoxysilylpropyl)amine), 0.48 g Takenate D-110N (ex Mitsui) and 38.5 g of the fragrance composition; b) The core composition obtained in step a) was emulsified in a mixture of 1.4 g high methoxylated grade pectin (type APA 104, ex Roeper) in 66.2 g water using a 300 ml reactor and a cross beam agitator with pitched beam operating at an agitation speed of 600 rpm and a temperature of 25+ / -2°C for 10 minutes; c) The temperature of the system was increased to 85+ / -2°C over a period of 4 hours, 0.3g of trimesic acid (1,3,5-benzenetricarboxylic acid) and 1.8g of hydroxyethylcellulose (Natrosol 250L, ex Ashland) were added and this temperature was maintained for 1.30h while maintaining stirring as in step b) to complete the formation of core-shell capsules; d) The core-shell capsule slurry obtained in step c) was cooled to room temperature. The solids content of the resulting slurry was 39.0 wt.-%, the volume median capsule size (d50) was 20 μm, and the encapsulation efficiency was 99%.

[0121] Example 3 - Formation of microcapsules containing hydrogels formed by a combination of gum arabic and gelatin (in accordance with the present invention) The microcapsules were obtained as follows: a) A slurry of melamine-formaldehyde microcapsules was prepared according to the procedure described in WO 2016 / 207187 A1, example 2b. The slurry was washed twice by centrifugation and the pH was adjusted to 4.5 with 10% HCl solution; b) A 10 wt.-% gelatin solution in deionized water was prepared and the pH was adjusted to 7 with NaOH; c) A 2 wt.-% gum arabic solution was prepared in deionized water and the pH was adjusted to 7 with NaOH; d) In separate vessels, 50 g of a 10 wt.-% aqueous gelatin solution and 50 g of 2 wt.-% gum arabic in water were mixed and the resulting mixture was heated to a temperature of 40° C.; e) The pH of the mixture obtained in step d) was then reduced to 4.5 with 10% HCl solution under vigorous stirring (500 RPM). The temperature was maintained at 40° C. for 15 minutes and then reduced to 35° C., while maintaining stirring, to induce coacervation. f) The slurry obtained in step a) was then added to the mixture obtained in step e) to obtain a microcapsule concentration of 13 wt.-%; i) cooling the system to 10° C. while maintaining stirring as in step e), adding 0.3 g of 50 wt.-% glutaraldehyde in water, and maintaining the system at this temperature for 1 hour while maintaining stirring to form a slurry of core-shell microcapsules; g) The slurry of core-shell capsules obtained in step h) was finally allowed to stabilize at room temperature. The solids content of the resulting slurry was 15.7 wt.-% and the volume average capsule size (d50) was 23 μm with an encapsulation efficiency of 99%.

[0122] Example 4 - Formation of Microcapsules Containing Aminoplast Resin (Comparative Example) Melamine-formaldehyde microcapsules were prepared according to the procedure described in WO 2016 / 207187 A1, example 2b. The solids content of the resulting slurry was 40.4 wt.-%, the volume average capsule size (d50) was 19 μm, and the encapsulation efficiency was 99%.

[0123] Example 5 - Comparison of microcapsule deposition on fabrics Microcapsule deposition onto fabrics was measured in a model washing set-up (Tergotomer). The device consisted of a cylindrical stainless steel tank equipped with a three-blade stirring device. 1.0 g of fabric conditioner containing 0.1 wt.-% microcapsules containing a fluorescent dye (Uvinul A (diethylaminohydroxybenzoylhexylbenzoate)) was added to 500 ml of tab water and dispersed in Tergotomer at wash temperature (e.g. 25°C, 30°C or 40°C; see results below). 20 g of cotton fabric was added and the agitator was set at a speed of 80 rpm for 10 minutes and then switched off. To mimic a rinsing step, 300 ml of liquid was removed and replaced with 800 ml of fresh water at 25°C, 30°C or 40°C, respectively. The agitator was switched on again for 10 minutes and then switched off. The water was removed and the fabric was allowed to dry at room temperature. The amount of deposited microcapsules was measured by fluorimetry.

[0124] result: [Table 1]

[0125] [Table 2]

[0126] [Table 3]

[0127] Capsules with a hydrated polymer phase showed higher deposition at all temperatures investigated and in different environments such as water or laundry care conditioner. In laundry care conditioner, the increase was between 34 and 43% compared to the control capsules. In water, values ​​from 50% up to 330% were achieved.

[0128] Furthermore, capsule deposition without a hydrated polymer phase was observed to not change significantly with temperature, whereas for capsules with a hydrated polymer phase, an increase in deposition from 240 to 330% was found from 25°C to 40°C.

[0129] [Table 4]

[0130] The presence of the shell with hydrogel (Example 1) shows a biodegradability of over 60%, whereas the capsule without hydrogel (Example 2) has a biodegradability of less than 40%.

Claims

1. An encapsulated composition comprising at least one core-shell microcapsule, wherein the at least one core-shell microcapsule comprises a core comprising at least one benefit agent, and a shell surrounding the core, wherein the shell comprises a hydrated polymer phase and a polymeric stabilizer at the interface between the shell and the core.

2. The encapsulated composition of claim 1 , wherein the polymeric stabilizer is a thermosetting resin.

3. The encapsulated composition of claim 2 , wherein the polymeric stabilizer is formed by the reaction of an aminosilane with a polyfunctional isocyanate.

4. The encapsulated composition of claim 3 , wherein the aminosilane is a bimodal aminosilane.

5. The encapsulated composition of claim 4 , wherein the bimodal aminosilane is a secondary aminosilane.

6. 6. The encapsulated composition of claim 5, wherein the secondary bimodal aminosilane is bis(3-(triethoxysilyl)propyl)amine.

7. The encapsulated composition of claim 3, wherein the polyfunctional isocyanate is 2-ethylpropane-1,2,3-tolyltris((3-(isocyanatomethyl)phenyl)carbamate).

8. The encapsulated composition of claim 1 , wherein the hydrated polymer phase is a coacervate, especially a complex coacervate.

9. 10. The encapsulated composition of claim 8, wherein the complex coacervate is formed from a polycation and a polyanion.

10. 10. The encapsulated composition of claim 9, wherein the polycation is selected from the group consisting of proteins, chitosan, and cationic polysaccharides.

11. 11. The encapsulated composition of claim 10, wherein the polycation is a protein selected from the group consisting of gelatin, casein, albumin, polylysine, soy protein, pea protein, rice protein, and hemp protein.

12. 12. The encapsulated composition of claim 11, wherein the protein is gelatin, preferably type B gelatin.

13. 13. The encapsulated composition of claim 12, wherein the Type B gelatin has a bloom strength of 90 to 250 Bloom.

14. The encapsulated composition of claim 10 , wherein the polycation is a denatured protein.

15. 11. The encapsulated composition of claim 10, wherein the polycation is a cationic polysaccharide selected from the group consisting of cationic hydroxypropyltrimonium starch and hydroxypropyltrimonium guar gum.

16. 10. The encapsulated composition of claim 9, wherein the polyanion is a polysaccharide containing carboxylate and / or sulfate groups.

17. 17. The encapsulated composition of claim 16, wherein the polysaccharide containing carboxylate groups contains uronic acid units, especially hexuronic acid units.

18. 18. The encapsulated composition of claim 17, wherein the hexuronic acid unit is selected from the group consisting of a galacturonic acid unit, a glucuronic acid unit, especially a 4-O-methyl-glucuronic acid unit, a glucuronic acid unit and a mannuronic acid unit.

19. 17. The encapsulated composition of claim 16, wherein the polysaccharide containing carboxylate groups is branched.

20. 17. The encapsulated composition of claim 16, wherein the carboxylate groups are at least partially present in the form of the corresponding carboxylate salts, in particular the corresponding sodium, potassium, magnesium or calcium carboxylate salts.

21. 17. The encapsulated composition of claim 16, wherein the polyanion is selected from the group consisting of gum arabic and alginate.

22. The encapsulated composition of claim 1 , wherein the hydrated polymer phase is a hydrogel.

23. 23. The encapsulated composition of claim 22, wherein the hydrogel is interconnected with a polymeric stabilizer.

24. 23. The encapsulated composition of claim 22, wherein the hydrogel is a crosslinked coacervate, particularly a complex coacervate crosslinked with a multifunctional aldehyde, more particularly a bifunctional 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, and 2,2'-bipyridyl-5,5'-dialdehyde.

25. A method for preparing an encapsulated composition, particularly the encapsulated composition of claim 1, comprising the following steps: a) providing an aqueous phase; b) providing an oil phase comprising at least one benefit agent; c) emulsifying the oil phase in the water phase to form an emulsion of oil droplets in the water phase; d) forming a polymeric stabilizer surrounding the oil droplets; e) Providing a hydrated polymer phase on the outside of the polymeric stabilizer to obtain a microcapsule shell. The method comprising:

26. 26. The method of claim 25, wherein in step c) the emulsification of the oil phase in the polymeric surfactant aqueous phase is carried out in the presence of a polymeric surfactant.

27. 26. The method of claim 25, wherein in step d) the polymeric stabilizer is formed by reaction of an aminosilane with a polyfunctional isocyanate, which are preferably both contained in the oil phase provided in step b).

28. 28. The method of claim 27, wherein in step d), the polymeric stabilizer is formed by combining an aminosilane with a polymeric surfactant.

29. 26. The method of claim 25, wherein in step e) the hydrated polymer phase is formed as a complex coacervate from a polycation and a polyanion.

30. 30. The method of claim 29, wherein the polyanion used in step e) for the formation of the complex coacervate is the same as the polymeric surfactant used in step c) for the emulsification of the oil phase in the aqueous phase.

31. 30. The method of claim 29, wherein the polycation is selected from the group consisting of proteins, chitosan, and cationic polysaccharides.

32. 27. The method of claim 26, wherein the polymeric surfactant and / or polyanion is a polysaccharide containing carboxylate and / or sulfonate groups.

33. Steps below: f) Crosslinking the complex coacervate to form a hydrogel and optionally linking the hydrogel with a polymeric stabilizer.

30. The method of claim 29, further comprising:

34. 26. An encapsulated composition obtainable by the method of claim 25.

35. 37. Use of the encapsulated composition of claim 1 or claim 34 to enhance the performance of a benefit agent in a consumer product.

36. 35. A consumer product comprising the encapsulated composition of claim 1 or claim 34, wherein the consumer product is preferably selected from the group consisting of fabric care detergents and conditioners, hair care conditioners, shampoos, heavy duty liquid detergents, hard surface cleaners, detergent powders, soaps, shower gels and skin care products.