EP3360951B1 - Composition comprising perfumed oil and encapsulated perfumes - Google Patents

Description

The present invention relates to a composition in the form of a suspension comprising at least one free perfume oil, at least one encapsulated perfume oil and at least one specific stabilizer. Furthermore, the present invention is directed to a method for producing such a composition and to the use of the specific stabilizers described herein for stabilizing a composition comprising both a perfume oil and perfume capsules. Furthermore, an agent is disclosed, such as, for example, cosmetic products, detergents or cleaning agents, containing at least one composition as described herein.

The common detergents and cleaning agents as well as cosmetic products are usually perfumed. In addition to the actual perfuming through the free fragrances, for example in the form of perfume oils, encapsulated perfuming is also increasingly being used. Consumers want both a sufficient scenting of the product and a masking of "bad" side odors. Long-lasting and fresh perfumes are also desired. Such properties can be achieved in an advantageous manner through the use of encapsulated fragrances.

In the manufacture of corresponding products, the perfume oil is currently dosed directly into the corresponding product formulations or, in the case of powdery products, also sprayed on. The latter inevitably leads to undesirable losses. Before and during the dosing of encapsulated perfumes (capsule slurries), it is necessary to homogenize them thoroughly to ensure a homogeneous and qualitatively appropriate dosage. This process step is not particularly economical due to the high expenditure of time. In addition, two dosing processes with two separate dosing units are required for dosing the perfume oil and the encapsulated perfuming. Here, too, the economic aspect is not optimal due to the longer production times and investments in dosing units. In addition, very small amounts (<0.05%) of encapsulated perfumes can currently only be dosed with a high degree of error.

EP 2 468 239 A1 discloses, for example, capsules with a diameter of 1 µm to 100 µm and a breaking strength of 0.1 MPa to 5 MPa, at least 80% of the capsules comprising a shell and a core, the shell comprising a polyamide polymer that forms a wall that encapsulates the core, and wherein the core comprises a perfume composition, the perfume composition including perfume raw materials having a ClogP of 2.0 to 4.5.

Stable dispersions containing (d) 50 to 80% by weight of perfume oils; (e) 10 to 30 weight percent encapsulated fragrances; and (f) 0.01 to 0.1% by weight of nonionic polymers with the proviso that the constituents with water and optionally other typical auxiliaries and additives add up to 100% by weight, are used in EP 3 061 500 A1 disclosed.

The object of the present invention was therefore to provide a stable combination of perfume oils and encapsulated perfumes (capsule slurries) in order to implement simple and efficient dosing of the components described.

It has now been found that this object can be achieved by adding at least one stabilizer selected from the group of alk (en) ylsulfosuccinamates according to formula I, where R = C ₈ -C ₁₈ -alkyl or C ₈ -C ₁₈ -alkenyl and M ⁺ = Na ⁺ , K ⁺ , NH ₄ ⁺ , can be dissolved into a mixture that contains both perfume oil and fragrance capsules.

In a first aspect, the present invention is therefore directed to a composition comprising at least one free perfume oil, which is contained in an amount of 10 to 95 wt .-% based on the total weight in the composition and at least one encapsulated perfume oil in the form a capsule slurry is present, the capsule slurry being contained in the composition in an amount of 2 to 90% by weight based on the total weight, characterized in that the composition comprises at least one stabilizer selected from the group consisting of alk (en ) ylsulfosuccinamates according to formula I, where R is C ₈ to C ₁₈ alkyl or C ₈ to C ₁₈ alkenyl, and where M ⁺ is Na ⁺ , K ⁺ or NH ₄ ⁺ , the at least one stabilizer in an amount from 0.05 to 10% by weight based on the total weight in the composition. The composition is in the form of a stable suspension of the perfume capsules in the liquid components of the composition.

In a further aspect, the present invention is directed to a method for producing a composition as described herein, characterized in that the at least one perfume oil, the at least one encapsulated perfume oil and the at least one stabilizer are mixed with one another.

In a further aspect, the present invention is directed to the use of at least one stabilizer selected from the group of alk (en) ylsulfosuccinamates according to formula I, where R is C ₈ to C ₁₈ alkyl or C ₈ to C ₁₈ alkenyl, and where M ⁺ is Na ⁺ , K ^+, or NH ₄ ⁺ ; to stabilize a composition comprising at least one free perfume oil in an amount of 10 to 95 wt .-% based on the total weight in the composition and at least one encapsulated perfume oil in the form of a capsule slurry, the capsule slurry in an amount of 2 to 90% by weight based on the total weight is contained in the composition, and wherein the at least one stabilizer is contained in an amount of 0.05 to 10% by weight based on the total weight in the composition.

Furthermore, a cosmetic product, a washing or cleaning agent comprising at least one composition as described herein is disclosed.

These and other aspects, features and advantages of the invention will become apparent to those skilled in the art upon studying the following detailed description and claims. Each feature from one aspect of the invention can be used in any other aspect of the invention. Furthermore, it goes without saying that the examples contained herein are intended to describe and illustrate the invention, but not to limit it and, in particular, the invention is not limited to these examples.

Unless stated otherwise, all percentages are percentages by weight, in each case based on the total weight of the corresponding composition. Numerical ranges that are specified in the format "from x to y" include the values mentioned. If several preferred numerical ranges are specified in this format, it goes without saying that all ranges that result from the combination of the different endpoints are also covered.

"At least one" as used herein refers to 1 or more, for example 1, 2, 3, 4, 5, 6, 7, 8, 9 or more.

"Approximately" as used herein in relation to numerical values means the corresponding value ± 10%, preferably ± 5%, more preferably ± 3%, most preferably ± 1%.

A first object of the present invention is a composition which is preferably in the form of a suspension. The suspension comprises at least one free perfume oil, at least one encapsulated perfume oil and at least one stabilizer according to the present invention.

In the context of the present invention, the term "perfume oil" denotes individual fragrance or fragrance compounds or mixtures of several such compounds, and thus includes e.g. synthetic products of the type of esters, ethers, aldehydes, ketones, alcohols and hydrocarbons, as well as natural fragrance mixtures, such as those obtained from vegetable sources.

In the context of the present invention the term "free perfume oil" denotes a perfume oil which is present as such in a suspension as described herein, i. the individual components of the perfume oil are in particular not encapsulated.

A fragrance is a chemical substance that stimulates the sense of smell. In order to stimulate the sense of smell, the chemical substance should be at least partially dispersible in the air, i.e. the fragrance should e.g. 25 ° C at least slightly volatile. If the fragrance is very volatile, the intensity of the odor will quickly subside. If the volatility is lower, the odor impression is more lasting, i.e. it doesn't go away anytime soon. In one embodiment, the fragrance therefore has a melting point which is in the range from -100 ° C to 100 ° C, preferably from -80 ° C to 80 ° C, even more preferably from -20 ° C to 50 ° C, in particular from - 30 ° C to 20 ° C. In a further embodiment, the fragrance has a boiling point which is in the range from 25 ° C. to 400 ° C., preferably from 50 ° C. to 380 ° C., more preferably from 75 ° C. to 350 ° C., in particular from 100 ° C. to 330 ° C.

Overall, a chemical substance should not exceed a certain molecular weight in order to function as a fragrance, since the required volatility can no longer be guaranteed if the molecular weight is too high. In one embodiment, the fragrance has a molecular weight of 40 to 700 g / mol, more preferably 60 to 400 g / mol.

The smell of a fragrance is perceived as pleasant by most people and often corresponds to the smell of, for example, flowers, fruits, spices, bark, resin, leaves, grasses, mosses and roots. For example, fragrances can also be used to mask unpleasant odors or to provide a non-odorous substance with a desired odor.

According to the present invention, a fragrance can be an aldehyde, preferably selected from adoxal (2,6,10-trimethyl-9-undecenal), anisaldehyde (4-methoxybenzaldehyde), cymal (3- (4-isopropylphenyl) - 2-methylpropanal), ethylvanillin, florhydral (3- (3-isopropylphenyl) butanal), helional (3- (3,4-methylenedioxyphenyl) -2-methylpropanal), heliotropin, hydroxycitronellal, lauraldehyde, lyral (3- and 4- ( 4-Hydroxy-4-methylpentyl) -3-cyclohexene-1-carboxaldehyde), methylnonylacetaldehyde, Lilial (3- (4-tert-butylphenyl) -2-methylpropanal), phenylacetaldehyde, undecylene aldehyde, vanillin, 2,6,10-trimethyl -9-undecenal, 3-dodecen-1-al, alpha-n-amylcinnamaldehyde, melonal (2,6-dimethyl-5-heptenal), 2,4-dimethyl-3-cyclohexene-1-carboxaldehyde (triplal), 4-methoxybenzaldehyde, benzaldehyde, 3- (4-tert-butylphenyl ) propanal, 2-methyl-3- (para-methoxyphenyl) propanal, 2-methyl-4- (2,6,6-timethyl-2 (1) -cyclohexen-1-yl) butanal, 3-phenyl-2- propenal, cis / trans-3,7-dimethyl-2,6-octadien-1-al, 3,7-dimethyl-6-octen-1-al, [(3,7-dimethyl-6-octenyl) oxy ] acetaldehyde, 4-isopropylbenzylaldehyde, 1,2,3,4,5,6,7,8-octahydro-8,8-dimethyl-2-naphthaldehyde, 2,4-dimethyl-3-cyclohexene-1-carboxaldehyde, 2 -Methyl-3- (isopropylphenyl) propanal, 1-decanal, 2,6-dimethyl-5-heptenal, 4- (tricyclo [5.2.1.0 (2,6)] -decylidene-8) butanal, octahydro-4,7 -methane-1H-indene carboxaldehyde, 3-ethoxy-4-hydroxybenzaldehyde, para-ethyl-alpha, alpha-dimethylhydrocinnamaldehyde, alpha-methyl-3,4- (methylenedioxy) hydrocinnamaldehyde, 3,4-methylenedioxybenzaldehyde, alpha-n-hexylcinnamaldehyde, m-cymene-7-carboxaldehyde, alpha-methylphenylacetaldehyde, 7-hydroxy-3,7-dimethyloctanal, undecenal, 2,4,6-trimethyl -3-cyclohexene-1-carboxaldehyde, 4- (3) (4-methyl-3-pentenyl) -3-cyclohexenecarboxaldehyde, 1-dodecanal, 2,4-dimethylcyclohexene-3-carboxaldehyde, 4- (4-hydroxy-4 -methylpentyl) -3-cyclohexene-1-carboxaldehyde, 7-methoxy-3,7-dimethyloctan-1-al, 2-methylundecanal, 2-methyldecanal, 1-nonanal, 1-octanal, 2,6,10-trimethyl- 5,9-undecadienal, 2-methyl-3- (4-tert-butyl) propanal, dihydrocinnamaldehyde, 1-methyl-4- (4-methyl-3-pentenyl) -3-cyclohexene-1-carboxaldehyde, 5- or 6-methoxyhexahydro-4,7-methanindan-1- or -2-carboxaldehyde, 3,7-dimethyloctan-1-al, 1-undecanal, 10-undecen-1-al, 4-hydroxy-3-methoxybenzaldehyde, 1- Methyl 3- (4-methylpentyl) -3-cyclohexenecarboxaldehyde, 7-hydroxy-3,7-dimethyloctanal, trans-4-decenal, 2,6-nonadienal, para-tolylacetaldehyde, 4-methylphenylacetaldehyde, 2-methyl-4- (2,6,6-trimethyl-1-cyclohexen-1-yl) -2-butenal, ortho-methoxycinnamaldehyde, 3,5,6-trimethyl-3-cyclohexenecarboxaldehyde, 3,7-dimethyl-2-methylene-6- octenal, phenoxyacetaldehyde, 5,9-dimethyl-4,8-decadienal, peony aldehyde (6,10-dim ethyl-3-oxa-5,9-undecadien-1-al), hexahydro-4,7-methanindane-1-carboxaldehyde, 2-methyloctanal, alpha-methyl-4- (1-methylethyl) benzene acetaldehyde, 6,6- Dimethyl-2-norpinen-2-propionaldehyde, para-methylphenoxyacetaldehyde, 2-methyl-3-phenyl-2-propen-1-al, 3,5,5-trimethylhexanal, hexahydro-8,8-dimethyl-2-naphthaldehyde, 3-propyl-bicyclo- [2.2.1] -hept-5-en-2-carbaldehyde, 9-decenal, 3-methyl-5-phenyl-1-pentanal, methylnonylacetaldehyde, hexanal and / or trans-2-hexenal. Mixtures of the substances mentioned can also be used.

In a further embodiment, a fragrance can be a ketone, preferably selected from methyl beta-naphthyl ketone, musk indanone (1,2,3,5,6,7-hexahydro-1,1,2,3,3- pentamethyl-4H-inden-4-one), tonalid (6-acetyl-1,1,2,4,4,7-hexamethyltetralin), alpha-damascone, beta-damascone, delta-damascone, iso-damascone, damascenone, Methyl dihydrojasmonate, menthone, carvone, camphor, koavone (3,4,5,6,6-pentamethylhept-3-en-2-one), fenchone, alpha-ionone, betalonone, gamma-methyl-ionone, fleuramon (2-heptylcyclopen -tanone), dihydrojasmone, cis -jasmon, iso-E-Super (1- (1,2,3,4,5,6,7,8-octahydro-2,3,8,8-tetramethyl-2-naphthalenyl ) -ethan-1-one (and isomers)), methyl cedrenyl ketone, acetophenone, methylacetophenone, para-methoxyacetophenone, methyl-beta-naphthyl ketone, benzylacetone, benzophenone, para-hydroxyphenylbutanone, celery ketone (3-methyl-5-propyl-2 -cyclohexenone), 6-isopropyldecahydro-2-naphton, dimethyloctenone, Frescomenthe (2-butan-2-yl-cyclohexan-1-one), 4- (1-ethoxyvinyl) -3,3,5,5-tetramethylcyclohexanone, methylheptenone, 2- (2- (4-methyl-3-cyclohexene -1-yl) propyl) cyclopentanone, 1- (p-menthen-6 (2) yl) -1-propanone, 4- (4-hydroxy-3-methoxyphenyl) -2-butanone, 2-acetyl-3,3 -dimethylnorbornane, 6,7-dihydro-1,1,2,3,3-pentamethyl-4 (5H) -indanone, 4-damascol, dulcinyl (4- (1,3-benzodioxol-5-yl) butan-2 -on), hexalone (1- (2,6,6-trimethyl-2-cyclohexene-1-yl) -1,6-heptadien-3-one), isocyclemon E (2-acetonaphthon-1,2,3, 4,5,6,7,8-octahydro-2,3,8,8-tetramethyl), methyl nonyl ketone, methylcyclocitron, methyl lavender ketone, orivon (4-tert-amyl-cyclohexanone), 4-tert-butylcyclohexanone, Delphon (2- Pentylcyclopentanone), Muscon (CAS 541-91-3), Neobutenone (1- (5,5-Dimethyl-1-cyclohexenyl) pent-4-en-1-one), Plicaton (CAS 41724-19-0), Velouton (2,2,5-trimethyl-5-pentylcyclopentan-1-one), 2,4,4,7-tetramethyl-oct-6-en-3-one and / or tetrameran (6,10-dimethylundecen-2- on). Mixtures of the substances mentioned can also be used.

In a further embodiment, a fragrance can be an alcohol, preferably selected from 10-undecen-1-ol, 2,6-dimethylheptan-2-ol, 2-methylbutanol, 2-methylpentanol, 2-phenoxyethanol, 2- Phenylpropanol, 2-tert-butycyclohexanol, 3,5,5-trimethylcyclohexanol, 3-hexanol, 3-methyl-5-phenylpentanol, 3-octanol, 3-phenylpropanol, 4-heptenol, 4-isopropylcyclohexanol, 4-tert-butycyclohexanol, 6,8-dimethyl-2-nonanol, 6-nonen-1-ol, 9-decen-1-ol, α-methylbenzyl alcohol, α-terpineol, amyl salicylate, benzyl alcohol, benzyl salicylate, β-terpineol, butyl salicylate, citronellol, cyclohexyl salicylate, Decanol, dihydromyrcenol, dimethylbenzylcarbinol, dimethylheptanol, dimethyloctanol, ethyl salicylate, ethylvanilin, eugenol, farnesol, geraniol, heptanol, hexyl salicylate, isoborneol, isoeugenol, isopulegol, linalool, n-nerhanol, n-hexanol, menthol, myrtane 7-ol, phenylethyl alcohol, phenol, phenyl salicylate, tetrahydrogeraniol, tetrahydrolinalool, thymol, trans-2- cis-6-nonadicnol, trans-2-nonen-1-ol, trans-2-octenol, undecanol, vanillin, champiniol, hexenol and / or cinnamon alcohol. Mixtures of the substances mentioned can also be used.

In a further embodiment, the fragrance can be a fragrance of natural or synthetic origin, for example of the ester, ether, aldehyde, ketone, alcohol and hydrocarbon type. Fragrance compounds of the ester type are, for example, benzyl acetate, phenoxyethyl isobutyrate, p-tert-butylcyclohexyl acetate, linalyl acetate, dimethylbenzylcarbinylacetate (DMBCA), phenylethyl acetate, benzyl acetate, ethylmethylphenylglycinate, allylcyclohexylglycinate, allylcyclohexylpropionate, allylcyclohexylpropionate, allylcyclohexylpropionate, allylcyclohexylpropionate, allylcyclohexylpropionate, allylcyclohexylpropionate, benzacylsalylpropionate, benzacylsallylpropionate, benzacylsalhexylpropionate, benzacylate, cyclohexylpropionate, butylcyclohexyl acetate, linalyl acetate, The ethers include, for example, benzyl ethyl ether and ambroxan, the aldehydes include, for example, the linear alkanals with 8 to 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde, cyclamenaldehyde (3- (4-propan-2-ylphenyl) butanal), Lilial and Bourgeonal, the ketones, for example, the ionones, α-isomethylionone and methyl cedryl ketone, the alcohols anethole, citronellol, eugenol, geraniol, linalool, phenylethyl alcohol and terpineol, the hydrocarbons mainly include terpenes such as limonene and pinene. However, preference is given to using mixtures of different fragrances which together produce an appealing fragrance note.

In a further embodiment, a fragrance can be an essential oil, such as angelica root oil, anise oil, arnica flower oil, basil oil, bay oil, champaca flower oil, citrus oil, noble fir oil, noble fir cone oil, elemi oil, eucalyptus oil, fennel oil, spruce needle oil, galbanum oil, geranium oil , Gurjun balsam oil, helichrysum oil, Ho oil, ginger oil, iris oil, jasmine oil, kajeput oil, calamus oil, chamomile oil, camphor oil, kanaga oil, cardamom oil, cassia oil, pine needle oil, copaiva balsam oil, coriander oil, lime oil, lemon lime oil, lavender oil, cumin oil , Mandarin oil, lemon balm oil, mint oil, musk seed oil, muscatel oil, myrrh oil, clove oil, neroli oil, niaouli oil, olibanum oil, orange blossom oil, orange peel oil, origanum oil, palmarosa oil, patchouli oil, Peru balsam oil, rosemary oil, sage oil, rose oil, rosemary oil, pepper oil , Sandalwood oil, celery oil, spiked oil, star anise oil, turpentine oil, thuja oil, thyme oil, verbs oil, vetiver oil, juniper berry oil, wormwood oil, wintergreen oil, ylang-ylang oil, hyssop oil, cinnamon oil, cinnamon leaf oil, citronella oil, lemon oil and cypress oil as well as ambrettolide, ambroxan, alpha-amylcinnamaldehyde, anethole, anisaldehyde, acetopemethylester, anisaldehyde, anisole Benzyl acetone, benzaldehyde, benzoic acid ethyl ester, benzophenone, benzyl alcohol, benzyl acetate, benzyl benzoate, benzyl formate, benzyl valerianate, borneol, bornyl acetate, boisambrene forte, alpha-bromostyrene, n-decylaldehyde, n-dodecylaldehyde, eugenol, eugenol methylene ether, farenyl acetate , Geranyl formate, heliotropin, heptine carboxylic acid methyl ester, heptaldehyde, hydroquinone dimethyl ether, hydroxycinnamaldehyde, hydroxycinnamic alcohol, indole, iron, isoeugenol, isoeugenol methyl ether, isosafrole, jasmone, camphor, carvakrol, carvone, methyl p-cresol acetyl methyl ether, methyl p-cresol methyl ether, methyl-p-cresol methyl ether, methyl-p-cresol-methyl-amethyl-amethyl-amethyl-amethyl-amethyl-methyl ether , p-methylacetophenone, methylchavikol, p-methylquinoline, M ethyl-beta-naphthyl ketone, methyl-n-nonylacetaldehyde, methyl-n-nonyl ketone, muscon, beta-naphthol ethyl ether, beta-naphthol methyl ether, nerol, n-nonyl aldehyde, nonyl alcohol, n-octyl aldehyde, p-oxy-acetophenone, pentadecanolide, beta Phenylethyl alcohol, phenylacetic acid, pulegon, safrol, salicylic acid isoamyl ester, salicylic acid methyl ester, salicylic acid hexyl ester, salicylic acid cyclohexyl ester, santalol, sandelice, skatol, terpineol, thyme, thymol, troenan, cinnamaldic acid, cinnamic acid, cinnamic acid, cinnamic acid, cinnamic acid, vanillic acid alcohol Limonene, linalool, linalyl acetate and propionate, melusate, menthol, menthone, methyl-n-heptenone, pinene, phenylacetaldehyde, terpinylacetate, citral, citronellal and mixtures thereof. Mixtures of the substances mentioned can also be used.

It goes without saying that all of the aforementioned fragrances and fragrance mixtures can be combined with other fragrances and / or fragrance mixtures in each case in order to obtain the desired perfuming.

The composition described herein contains the at least one free perfume oil in an amount of 10 to 95% by weight. The composition described according to the invention preferably contains the at least one free perfume oil in an amount of 50 to 95% by weight, based on the total weight of the composition.

Furthermore, the composition / suspension according to the present invention comprises at least one perfume oil, which is in the form of an encapsulated perfume oil, i. in the form of perfume oil capsules.

In the context of the present invention the term "encapsulated perfume oil" denotes a perfume oil which is present in the interior of a capsule, i. it is not a free perfume oil. The at least one correspondingly encapsulated perfume oil can be a perfume oil as defined above and can comprise one or more of the aforementioned fragrances.

A "capsule" within the meaning of the present invention is composed in particular of a shell and a core, with at least one perfume oil, as defined above, being contained in the core, and optionally other beneficial agents, for example textile care agents. Here, the core can have a solid form, be liquid or viscous, i.e. for example also be present as a melt or have a waxy structure. Both capsules in which the at least one perfume oil and, optionally, the further benefit agent (s) is / are essentially contained in pure substance, and capsules in which the core is mixed with the at least one perfume oil and, optionally , the / the further benefit agent (s) mixed or impregnated carrier is formed. The core of the capsules is preferably liquid, viscous or at least meltable at temperatures below 120 °, preferably below 80 ° C, in particular below 40 ° C.

In the context of the present invention, particularly preferred capsules are those which have a mean diameter d ₅₀ of <250 μm, preferably 1 to 100 μm, preferably 5 to 80 μm, particularly preferably 10 to 50 μm and in particular 15 to 40 μm exhibit. The d ₅₀ value indicates the diameter which results when 50% by weight of the capsules have a smaller diameter and 50% by weight of the capsules have a larger diameter than the d ₅₀ value determined. It is further preferred that the d ₅₀ value of the particle size distribution of the microcapsules is <70 μm, preferably <60 μm, particularly preferably <50 μm. The d ₉₀ value of the particle size distribution is the value at which 90% of all particles are smaller and 10% of the particles are larger than this value.

The diameter of the capsules or the particle size of the microcapsules can be determined using customary methods. It can be determined, for example, with the aid of dynamic light scattering, which is usually carried out on dilute suspensions, for example 0.01 to 1% by weight of capsules contain, can be carried out. It can also be carried out by evaluating light microscopic or electron microscopic images of capsules.

The materials used for the capsule wall are usually high molecular weight compounds, in particular polymers, such as e.g. Proteins (e.g. gelatin, albumin, casein and others), cellulose derivatives (e.g. methyl cellulose, ethyl cellulose, cellulose acetate, cellulose nitrate, carboxymethyl cellulose and others) and, above all, synthetic polymers (e.g. polyamides, polyethylene glycols, polyurethanes, epoxy resins and others). For example, melamine-urea-formaldehyde resins or melamine-formaldehyde resins or urea-formaldehyde resins can preferably be used as capsule wall materials.

The capsules can release the encapsulated fragrances through various mechanisms. There are e.g. Capsules can be used which have a mechanically stable capsule shell, but which then becomes permeable to the agents contained due to one or more environmental influences, such as a change in temperature or the ionic strength or the pH of the surrounding medium. Stable capsule wall materials through which the at least one perfume oil and the further beneficial agent (s) can diffuse over time are also possible. The capsules can release the at least one perfume oil they contain and the further beneficial agent (s), preferably when the pH value or the ionic strength of the environment changes, when the temperature changes, when exposed to light, through diffusion and / or when subjected to mechanical stress.

In a preferred embodiment of the present invention, the capsules are fragile, that is to say they can release entrapped agents due to mechanical stresses such as friction, pressure or shear stresses which break open the shell of the capsules. In another preferred embodiment, the capsule is thermally labile, that is, trapped substances can be released when the capsules have a temperature of at least 70 ° C, preferably at least 60 ° C, preferably at least 50 ° C and in particular at least 40 ° C.

In a further preferred embodiment, the capsule can become transparent for the enclosed agent (s) (at least one perfume oil and optionally one or more further beneficial agents) after exposure to radiation of a certain wavelength, preferably through exposure to sunlight.

It is also possible that the capsules are fragile and at the same time thermally unstable and / or unstable with respect to radiation of a certain wavelength.

The capsules which can be used according to the invention can be water-soluble and / or water-insoluble capsules, but they are preferably water-insoluble capsules.

The water-insolubility of the capsules has the advantage that these washing, cleaning or other treatment applications can survive and are thus able to deliver the at least one perfume oil and other beneficial agents only after the aqueous washing, cleaning or treatment process, such as For example, when drying by simply increasing the temperature or by exposure to sunlight or, in particular, when the surface is rubbing.

Particularly preferred are water-insoluble capsules that are broken open by friction, the wall material preferably comprising melamine-formaldehyde resins, polyurethanes, polyolefins, polyamides, polyureas, polyesters, polysaccharides, epoxy resins, silicone resins and / or polycondensation products made from carbonyl compounds and compounds containing NH groups .

The term “friable” or “frictionally breakable” capsules means in particular those capsules which, when they adhere to a surface treated therewith (eg textile surface), can be opened or broken by mechanical rubbing or pressure, so that a Release of contents only results as a result of a mechanical action, for example when you dry your hands with a towel on which such capsules are deposited. Capsules that can be used with preference have an average diameter d ₅₀ in the range from 1 to 100 μm, preferably between 5 and 95 μm, in particular between 10 and 90 μm, for example between 10 and 80 μm, for example between 15 and 40 μm. The shell of the capsules surrounding the core or (filled) cavity preferably has an average thickness in the range between about 0.01 and 50 μm, preferably between about 0.1 μm and about 30 μm, in particular between about 0.5 μm and about 8 µm or about 5 µm. Capsules are particularly easy to break open if they are within the ranges given above with regard to the mean diameter and with regard to the average thickness.

Microcapsules with capsule walls made of melamine-formaldehyde resins are particularly advantageous due to their excellent tightness and mechanical stability.

Processes for microcapsule formation are known and for example in US 20030004226 A1 (BASF), to which reference is hereby made.

During production, the core material, ie the at least one perfume oil and possibly other beneficial agents, is usually emulsified to form fine droplets in an aqueous solution of a protective colloid, which preferably has an acidic pH. The aqueous solution of a melamine-formaldehyde precondensate or melamine and formaldehyde, for example, is then added individually to the resulting emulsion with thorough mixing for in-situ polymerization. Microcapsules form in the process. When the addition is complete, the condensation is brought to an end. One can but also preform the capsules, which is preferred, and then preferably harden the capsule wall by increasing the temperature (eg temperature of at least approx. 40 ° C., preferably approx. 75 to 95 ° C.).

According to a preferred embodiment of the invention, the capsule dispersion according to the invention comprises water-insoluble microcapsules, preferably core-shell microcapsules, the capsule walls in particular comprising melamine-formaldehyde resins. In addition to the at least one perfume oil, these microcapsules can contain other liquids, but also easily contain solids, e.g. in the form of dispersions, for example extremely fine hydrophobic silica finely distributed in the at least one perfume oil.

• Texilpflegemittel wie Weichmacher, Phobier- und Imprägniermittel gegen Wasser und Wiederanschmutzungen, Bleichmittel, Bleichaktivatoren, Enzyme, Silikonöle, Antiredepositionsmittel, optische Aufheller, Vergrauungsinhibitoren, Einlaufverhinderer, Knitterschutzmittel, Farbübertragungsinhibitoren, antimikrobiellen Wirkstoffe, Germizide, Fungizide, Antioxidantien, Antistatika, Bügelhilfsmittel, Quell- und Schiebefestmittel, UV- Absorber, kationische Polymere,
• Behandlungsmittel für harte Oberflächen wie Desinfektionsmittel, Imprägnierungen gegen Wasser und Wiederanschmutzungen, Glanzförderer oder -verhinderer, Hydrophobier- oder Hydrophiliermittel, Filmbildner,
• Hautpflegemittel (wie z.B. Vitamin E, natürliche Öle, Aloe- Vera-Extrakt, Grüner-Tee- Extrakt, D-Panthenol, Plankton Extrakt, Vitamin C, Harnstoff und/oder Glycin)
• Geruchsneutralisierer (z.B. umfassend Cyclodextrine, Cyclodextrin-Derivate, Triethylenglykol und/oder Natriumhydrogencarbonat)
• bakterienhemmende Wirkstoffe

verstanden.In various embodiments of the invention, in addition to the at least one perfume oil, the capsules can comprise at least one beneficial agent, such as in particular skin care agents, textile care agents and / or odor neutralizers. The term benefit means in particular

• Texilpflegemittel such as plasticizers, proofing and impregnating agents against water and Wiederanschmutzungen, bleaches, bleach activators, enzymes, silicone oils, antiredeposition agents, optical brighteners, graying inhibitors, shrink preventatives, anticrease agents, dye transfer inhibitors, antimicrobial active ingredients, germicides, fungicides, antioxidants, antistatic agents, ironing aids, swelling and Anti-slip agents, UV absorbers, cationic polymers,
• Treatment agents for hard surfaces such as disinfectants, impregnations against water and resoiling, gloss promoters or preventers, water repellants or water repellants, film formers,
• Skin care products (such as vitamin E, natural oils, aloe vera extract, green tea extract, D-panthenol, plankton extract, vitamin C, urea and / or glycine)
• Odor neutralizers (e.g. comprising cyclodextrins, cyclodextrin derivatives, triethylene glycol and / or sodium hydrogen carbonate)
• bacteria-inhibiting agents

Roger that.

1. a) Wachse wie Carnauba, Spermaceti, Bienenwachs, Lanolin, Derivate davon sowie Mischungen daraus;
2. b) Pflanzenextrakte, zum Beispiel pflanzliche Öle wie Avokadoöl, Olivenöl, Palmöl, Palmkernöl, Rapsöl, Leinöl, Sojaöl, Erdnussöl, Korianderöl, Ricinusöl, Mohnöl, Kakaoöl, Kokosnussöl, Kürbiskernöl, Weizenkeimöl, Sesamöl, Sonnenblumenöl, Mandelöl, Macadamianussöl, Aprikosenkernöl, Haselnussöl, Jojobaöl oder Canolaöl, Kamille, Aloe Vera oder auch Grüner-Tee-oder Plankton-Extrakt sowie Mischungen daraus;
3. c) höhere Fettsäuren wie Laurinsäure, Myristinsäure, Palmitinsäure, Stearinsäure, Behensäure, Ölsäure, Linolsäure, Linolensäure, Isostearinsäure oder mehrfach ungesättigte Fettsäuren;
4. d) höhere Fettalkohole wie Laurylalkohol, Cetylalkohol, Stearylalkohol, Oleylalkohol, Behenylalkohol oder 2-Hexadecanol,
5. e) Ester wie Cetyloctanoat, Lauryllactat, Myristyllactat, Cetyllactat, Isopropylmyristat, Myristylmyristat, Isopropylpalmitat, Isopropyladipat, Butylstearat, Decyloleat, Cholesterolisostearat, Glycerolmonostearat, Glyceroldistearat, Glyceroltristearat, Alkyllactat, Alkylcitrat oder Alkyltartrat;
6. f) Kohlenwasserstoffe wie Paraffine, Mineralöle, Squalan oder Squalen;
7. g) Lipide;
8. h) Vitamine wie Vitamin A, C oder E oder Vitaminalkylester;
9. i) Phospholipide;
10. j) Sonnenschutzmittel wie Octylmethoxylcinnamat und Butylmethoxybenzoylmethan;
11. k) Silikonöle wie lineare oder cyclische Polydimethylsiloxane, Amino-, Alkyl-, Alkylaryl- oder Aryl-substituierte Silikonöle und
12. l) Mischungen daraus

umfassen.The skin care compound (skin care agent) is preferably hydrophobic and can be liquid or solid. The skin care compound can, for example

1. a) waxes such as carnauba, spermaceti, beeswax, lanolin, derivatives thereof and mixtures thereof;
2. b) Plant extracts, for example vegetable oils such as avocado oil, olive oil, palm oil, palm kernel oil, rapeseed oil, linseed oil, soybean oil, peanut oil, coriander oil, castor oil, poppy seed oil, cocoa oil, coconut oil, pumpkin seed oil, wheat germ oil, sesame oil, sunflower oil, hazelnut oil, macaw oil , Jojoba oil or canola oil, chamomile, aloe vera or green tea or plankton extract and mixtures thereof;
3. c) higher fatty acids such as lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, linoleic acid, linolenic acid, isostearic acid or polyunsaturated fatty acids;
4. d) higher fatty alcohols such as lauryl alcohol, cetyl alcohol, stearyl alcohol, oleyl alcohol, behenyl alcohol or 2-hexadecanol,
5. e) esters such as cetyl octanoate, lauryl lactate, myristyl lactate, cetyl lactate, isopropyl myristate, myristyl myristate, isopropyl palmitate, isopropyl adipate, butyl stearate, decyl oleate, cholesterol ostearate, glycerol monostearate, alkyltrol tristate, glycerol tristate distearate,
6. f) hydrocarbons such as paraffins, mineral oils, squalane or squalene;
7. g) lipids;
8. h) vitamins such as vitamin A, C or E or vitamin alkyl esters;
9. i) phospholipids;
10. j) sunscreens such as octyl methoxyl cinnamate and butyl methoxybenzoyl methane;
11. k) silicone oils such as linear or cyclic polydimethylsiloxanes, amino, alkyl, alkylaryl or aryl-substituted silicone oils and
12. l) mixtures thereof

include.

According to the present invention, the at least one encapsulated perfume oil is in the form of a (capsule) slurry, i.e. a slurry of the capsules in a liquid medium.

In the context of the present invention, the term “slurry” denotes a, typically aqueous, slurry of the perfume capsules, as defined above. The liquid medium preferably consists for the most part, ie more than 50% by weight, of water, but it can also consist entirely, ie 100% of water. The slurry is preferably pourable, ie it can be poured out of a vessel by tilting the vessel. A pourable slurry is understood to mean, in particular, a capsule-liquid mixture which, particularly at the processing temperature, preferably at a maximum of 40 ° C., in particular at a maximum of 20 ° C., has a viscosity below 10-10 ⁴ mPas (Brookfield rotary viscometer; spindle 2, 20 U / min.).

The slurry can contain further auxiliaries, for example those that ensure a certain shelf life or stability. Frequently used auxiliaries include, for example, surfactants, in particular anionic and / or nonionic surfactants. Corresponding capsule slurries are commercially available and are known as such to the person skilled in the art.

In various embodiments, the capsules described above are contained in the slurry in an amount of 1 to 50% by weight, preferably 20 to 48% by weight, in particular 35 to 45% by weight.

The composition according to the invention is characterized in that the at least one encapsulated perfume oil in the form of a capsule slurry in an amount of 2 to 90% by weight, preferably 3 to 70% by weight, more preferably 4 to 50% by weight, based on the total weight of the composition is contained therein. The proportion of capsules is accordingly, taking into account the fact that the slurry contains the capsules preferably only in an amount of 1 to 50, in particular 20 to 48% by weight, in various embodiments 0.02 to 45, preferably 0.4 to 43.2, more preferably 0.6 to 33.6% by weight based on the total weight of the composition.

In various embodiments, the weight ratio of the at least one free perfume oil to the capsule slurry, as described above, is 10:90 to 98: 2, preferably from 50:50 to 95: 5.

The perfume oil capsule suspension according to the present invention further comprises at least one stabilizer selected from the group consisting of alk (en) ylsulfosuccinamates according to the present invention.

The stabilizer serves to stably disperse the capsules in the composition.

According to the present invention, the at least one stabilizer is contained in the composition in an amount of 0.05 to 10% by weight, preferably in an amount of 0.5 to 5% by weight, based on the total weight.

As already mentioned above, the composition according to the invention is preferably in the form of a suspension of the capsules in a continuous, liquid phase. The suspension is preferably stable, ie even after longer storage periods of, for example, several days to weeks at customary temperatures in the range up to 40 ° C., for example 4 weeks at a temperature between> 0 and 40 ° C., there is no agglomeration, sedimentation and / or floating of the capsules or some other phase separation. In various embodiments, the composition contains water, which is introduced, for example, via the capsule slurry. The water content can, in various embodiments, be from approximately 5 to 50% by weight, preferably 5 to 40% by weight. In such embodiments, water can form the continuous phase in which the capsules and possibly also the perfume oil are (stably) dispersed, ie the suspension is an aqueous suspension. It should be mentioned here that even in embodiments in which the water phase does not form the main part of the liquid phase, for example the perfume oil can be contained in a comparatively larger amount, the water phase can form the continuous phase in which the other phase is suspended or emulsified are.

In various embodiments, the composition, as described above, is further characterized in that it has a viscosity of 50 to 5000 mPas, preferably 100 to 3000 mPas (Brookfield rotary viscometer; spindle 2, 20 rpm).

In addition, the composition / suspension can also contain other ingredients that are typically contained in detergents or cleaning agents or cosmetic products. In one embodiment, for example, the perfume oil capsule suspension contains, in addition to the at least one free perfume oil, the at least one encapsulated perfume oil in the form of a capsule slurry and the at least one stabilizer, as described herein, one or more colorants (e ). The dye can be present in the composition in an amount of 0.01-5% by weight.

The present invention also provides a method of making a composition, i. a perfume oil capsule suspension as described above, characterized in that the at least one perfume oil, the at least one encapsulated perfume oil in the form of a capsule slurry and the at least one stabilizer are mixed with one another. Suitable methods of mixing the aforementioned components are known in the art and may include, for example, mixing in a homogenizer. In the event that one or more of the aforementioned components are not liquid at room temperature, the respective components can be heated before mixing with the other components, for example to temperatures between 20 ° C and 100 ° C, preferably between 25 ° C and 60 ° C to facilitate mixing with the other components.

The present invention also relates to the use of the stabilizers described above for stabilizing a perfume oil capsule suspension, as described herein.

The perfume oil capsule suspension as described herein can be part of a cosmetic product. A cosmetic product containing at least one perfume oil capsule suspension, as described herein, is therefore also disclosed.
The perfume capsule suspensions stabilized according to the present invention are particularly advantageous in the production of detergents or cleaning agents. A washing or cleaning agent containing at least one perfume capsule suspension, as described herein, is therefore also disclosed.

All conceivable types of detergents or cleaning agents, both concentrates and agents to be used undiluted, for use on a commercial scale, in the washing machine or for hand washing or cleaning are suitable in this context. These include, for example, detergents for textiles, carpets, or natural fibers for which the Designation detergent is used. This also includes, for example, dishwashing detergents for dishwashers or manual dishwashing detergents or cleaners for hard surfaces such as metal, glass, porcelain, ceramics, tiles, stone, painted surfaces, plastics, wood or leather, for which the term detergent is used, i.e. in addition to manual and mechanical ones Dishwashing detergents, for example, also scouring agents, glass cleaners, toilet scented rinsing agents, etc. The detergents and cleaning agents also include auxiliary washing agents that are added to the actual washing agent during manual or machine laundry in order to achieve a further effect. Detergents and cleaning agents also include textile pretreatment and aftertreatment agents, i.e. agents with which the item of laundry is brought into contact before the actual washing, for example to loosen stubborn dirt, and also agents that are used in a step following the actual textile washing Give laundry other desirable properties such as a pleasant grip, crease resistance or low static charge. The last-mentioned agents include fabric softeners.

A method is also disclosed in which a liquid detergent or cleaning agent is mixed with a perfume capsule suspension, as described above, preferably by stirring the perfume capsule suspension into the washing or cleaning agent matrix or by continuously adding it to a Liquid detergent or cleaning agent and mixing via static mixing elements.

A method is also disclosed in which a solid detergent or cleaning agent is mixed with a perfume capsule suspension as described herein, for example by spraying the perfume capsule suspension onto the solid washing or cleaning agent.

The amount in which the perfume oil capsule suspension, as described herein, can be present in a detergent or cleaning agent, is between 0.5 and 40% by weight, preferably between 1 and 30% by weight, in particular between 5 to 15% by weight, based on the total weight of the detergent or cleaning agent.

In addition to the perfume capsule suspensions as described herein, the detergent or cleaning agent also contains other ingredients that are customary and known as such to the person skilled in the art, for example at least one or preferably more substances from the group of enzymes, surfactants, bleaching agents, complexing agents, builders, electrolytes , non-aqueous solvents, pH adjusters, other fragrances, other fragrance carriers, fluorescent agents, dyes, hydrotropes, foam inhibitors, silicone oils, anti-redeposition agents, graying inhibitors, enema inhibitors, anti-crease agents, dye transfer inhibitors, antimicrobial agents, antimicrobial agents, anti-corrosion agents, antioxidants, antioxidants, antioxidants, antioxidants, antioxidants, antioxidants, antioxidants , Phobic and impregnating agents, swelling and anti-slip agents, softening components and UV absorbers.

All facts, objects and embodiments which are described for the compositions / suspensions described herein are also applicable to the aforementioned methods, uses and agents containing these compositions. For this reason, reference is expressly made at this point to the disclosure at the appropriate point with the note that this disclosure also applies to the methods and uses described above.

Examples Example 1: Mixing ratio 65% perfume, 35% capsule slurry containing 41% capsules Recipe:

63.7% perfume oil 07-10353
2.0% di-sodium sulfosuccinamate (C18)
34.3% FS Slurry 12-11723 Fresh Boost V2 (perfume capsule slurry)

Manufacturing:

1. 1) Di-Na-sulfosuccinamate (C18) is heated to 70 ° C
2. 2) Dosing of di-Na-sulfosuccinamate (C18) in the perfume oil
3. 3) Switch on the Ultra Turrax
4. 4) Dosage of encapsulated perfume oil to the above mixture
5. 5) 1 minute of stirring time

Phase stability

Storage interval Starting value 4 weeks 5 ° C 4 weeks 20 ° C 4 weeks 40 ° C Perfume oil 07-10353 stable stable stable stable Encapsulated perfume oil FS Slurry 12-11723 Fresh Boost V2 stable Phase separation Phase separation Phase separation Perfume oil capsule suspension stable stable stable stable

Odor assessment (storage of perfume oil capsule suspension)

0.65% perfume oil 07-10353 Rose Rain + 0.35% FS Slurry 12-11723 1.00% perfume oil capsule suspension 65:35 starting value 1.00% perfume oil capsule suspension 65:35 2 weeks 5 ° C 1.00% perfume oil capsule suspension 65:35 2 weeks RT 1.00% perfume oil capsule suspension 65:35 2 weeks 40 ° C product 7th 7th 7th 7th 7th Damp laundry 7th 7th 7th 7th 7th Dry laundry 7th 7th 7th 7th 7th Boost effect 5 5 5 5 5

Example 2: Mixing ratio 20% perfume, 80% capsule slurry containing 41% capsules Recipe:

19.6% perfume oil 99-6236
2.0% di-sodium sulfosuccinamate (C18)
78.4% FS Slurry 12-11723 Fresh Boost V2

Manufacturing:

1. 1) Di-Na-sulfosuccinamate (C18) is heated to 70 ° C
2. 2) Dosing of di-Na-sulfosuccinamate (C18) in the perfume oil
3. 3) Switch on the Ultra Turrax
4. 4) Dosage of encapsulated perfume oil to the above mixture
5. 5) 1 minute of stirring time

Phase stability

Storage interval Starting value 4 weeks 5 ° C 4 weeks 20 ° C 4 weeks 40 ° C Perfume oil 99-6236 stable stable stable stable Encapsulated perfume oil FS Slurry 12-11723 Fresh Boost V2 stable Phase separation Phase separation Phase separation Perfume oil capsule suspension stable stable stable stable

Odor assessment (storage of perfume oil capsule suspension)

0.20% perfume oil 99-6236 Flower Power + 0.80% FS slurry 1.00% perfume oil capsule suspension 20:80 starting value 1.00% perfume oil capsule suspension 20:80 2 weeks 5 ° C 1.00% perfume oil capsule suspension 20:80 2 weeks RT 1.00% perfume oil capsule suspension 20:80 2 weeks 40 ° C product 8th 8th 8th 8th 8th Damp laundry 8th 8th 8th 8th 8th Dry laundry 7th 7th 7th 7th 7th Boost effect 5 5 5 5 5

Example 3: Mixing ratio 90% perfume, 10% capsule slurry containing 41% capsules Recipe:

89.5% perfume oil 9907-10353 Rose Rain
1.0% hydrogenated castor oil, ethoxylated
9.5% FS Slurry 12-11641 Fougere Caps 50% DIF

Manufacturing:

1. 1) Hydrogenated castor oil, ethoxylated, melt at 50 ° C
2. 2) Submit encapsulated perfume oil
3. 3) Switch on the Ultra Turrax
4. 4) Add perfume oil
5. 5) Homogenize for 1 minute
6. 6) Dosing of hydrogenated castor oil
7. 7) 1 minute of stirring time

Phase stability

Storage interval Starting value 4 weeks 5 ° C 4 weeks 20 ° C 4 weeks 40 ° C Perfume oil 07-10353 stable stable stable stable Encapsulated perfume oil FS Slurry 12-11641 Fougere Caps 50% DIF stable Phase separation Phase separation Phase separation Perfume oil capsule suspension stable stable stable stable

Claims (9)

1. A composition comprising at least one free perfume oil which is contained in the composition in an amount of from 10 to 95 wt.% based on the total weight, and at least one encapsulated perfume oil which is in the form of a capsule slurry, the capsule slurry being contained in the composition in an amount of from 2 to 90 wt.% based on the total weight, characterized in that the composition comprises at least one stabilizer selected from the group consisting of alk(en)ylsulfosuccinamates according to formula I,

   

   where R is C₈ to C₁₈ alkyl or C₈ to C₁₈ alkenyl and

   where M⁺ is Na⁺, K⁺ or NH₄ ⁺;

   the at least one stabilizer being contained in the composition in an amount of from 0.05 to 10 wt.% based on the total weight.
2. The composition according to claim 1, characterized in that the at least one free perfume oil is contained in the composition in an amount of from 50 to 95 wt.% based on the total weight.
3. The composition according to claim 1, characterized in that the capsule slurry is contained in the composition in an amount of from 3 to 70 wt.%, preferably 5 to 50 wt.%, based on the total weight.
4. The composition according to claim 1 or 3, characterized in that the capsules are contained in the slurry in an amount of from 1 to 50 wt.%, preferably 20 to 48 wt.%, in particular 35 to 45 wt.%.
5. The composition according to one of the preceding claims, characterized in that the composition is in the form of an aqueous suspension and the water content is preferably from 5 to 50 wt.% based on the total weight of the composition.
6. The composition according to one of the preceding claims, characterized in that the at least one stabilizer is selected from the group consisting of alk(en)ylsulfosuccinamates according to formula (I), R being C₁₈ alkenyl.
7. The composition according to one of the preceding claims, characterized in that the at least one suspension stabilizer is contained in the composition in an amount of from 0.5 to 5 wt.% based on the total weight of the composition.
8. The use of a compound selected from the group consisting of alk(en)ylsulfosuccinamates according to formula I,

   

   where R is C₈ to C₁₈ alkyl or C₈ to C₁₈ alkenyl and

   where M⁺ is Na⁺, K⁺ or NH₄ ⁺;

   as a stabilizer for stabilizing a composition containing at least one free perfume oil in an amount of from 10 to 95 wt.% based on the total weight in the composition and at least one encapsulated perfume oil in the form of a capsule slurry, wherein the capsule slurry is contained in the composition in an amount of from 2 to 90 wt.% based on the total weight, and wherein the at least one stabilizer is contained in the composition in an amount of from 0.05 to 10 wt.% based on the total weight.
9. A method for preparing a composition according to one of claims 1 to 7, wherein the at least one free perfume oil is provided, and the at least one encapsulated perfume oil and the at least one stabilizer are added thereto.