Fragrance and flavour compositions containing acetophenone derivatives

Abstract

New perfume and fragrance compositions containing selected acetophenone derivatives are proposed for dissolving perfumes and fragrances and, in particular, for dissolving lipophilic ingredients used in such products.

Description

[0001] This application is a divisional application of patent application No. 201580000748.4, filed on June 30, 2015, by Simles AG, entitled "Fragrance and Flavor Composition Containing Acetophenone Derivatives". Invention Field

[0002] This invention belongs to the field of cosmetics and daily products and relates to fragrance and flavor compositions containing selected acetophenone derivatives for dissolving fragrances and flavors, and particularly for dissolving lipophilic compounds used in these products. Existing technology

[0003] Cosmetics and daily consumer products are often scented to meet consumer demand. The key functions of fragrances are to provide a pleasant aroma, mask the product's base odor, and impart unique olfactory characteristics.

[0004] However, because fragrances are typically compounds that are poorly soluble or insoluble in water, adding fragrance to products is difficult. Currently, the use of emulsifiers and surfactants is the standard solubilization technique to improve the solubility of fragrances (and lipophilic substances) in formulations. However, using them as solubilizers often leads to various further problems, such as causing turbidity in clear formulations, skin irritation, and photosensitivity. Furthermore, another major problem with using fragrances in products is the high rate of loss and rapid volume reduction during storage due to volatilization, evaporation, oxidation, and poor stability.

[0005] Another type of substance that exhibits the same solubility problems as fragrances and perfumes in (cosmetic and daily-use) products is lipophilic compounds. Many lipophilic molecules have very low solubility in (cosmetic) solvents and are readily recrystallized or separated. It is known in the prior art to address the solubility problem of lipophilic compounds by incorporating certain compounds, such as DHEA (dehydroandrostone). Furthermore, it is known to encapsulate lipophilic compounds in block copolymer micelles, such as poly(ethylene oxide-propylene oxide) diblock or triblock copolymers, thereby solubilizing lipophilic compounds. However, these block copolymers do not satisfactorily dissolve lipophilic compounds.

[0006] Therefore, there remains a great need for compounds and substances that can improve the solubility of fragrances and flavors, especially lipophilic fragrances and flavors, as well as other lipophilic compounds, and thereby improve the stability of formulations against flocculation, aggregation, or stratification.

[0007] Therefore, the object of this invention is to identify a multifunctional additive for use in cosmetics, pharmaceuticals, and daily-use formulations that improves the solubility of fragrances and flavorings, and especially lipophilic compounds. It is important that the identified additive does not negatively interact with other components of the formulation. Another object of this invention is to identify an additive that, in particular, possesses the aforementioned properties for fragrances and flavorings, and simultaneously exhibits additional properties that improve the stability and solubility of lipophilic components, such as vegetable oils, neutral oils, and fatty acid esters, especially in water-based formulations. Both characteristics result in a stable system, which, on the one hand, particularly stabilizes fragrances and flavorings, thereby improving and / or enhancing the long-lasting impression of fragrances and flavorings. On the other hand, the identified additive should exhibit good fat-soluble properties, thereby making lipophilic components, such as lipophilic fragrances and flavorings, more readily soluble, thus helping to avoid phase separation and formulation instability. Summary of the Invention

[0008] The objective of this invention is a composition containing at least one acetophenone derivative of formula (I).

[0009]

[0010] in

[0011] R1 represents hydrogen or methyl, and

[0012] R2 represents hydrogen, hydroxyl, or -OCH3 group.

[0013] Or its cosmetics or pharmaceuticals may accept salts, in cosmetics, pharmaceuticals or daily preparations.

[0014] (i) Improve the stability and / or solubility of fragrances and flavorings.

[0015] (ii) Improve the stability and / or solubility of lipophilic components and / or

[0016] (iii) Improve and / or enhance the long-lasting impression of fragrances and flavors

[0017] or

[0018] (iv) Use to suppress and / or reduce and / or counteract odors such as body odor or odors originating from the kitchen, bathroom or smoke.

[0019] Another objective is a composition containing at least one acetophenone derivative of formula (I).

[0020]

[0021] in

[0022] R1 represents hydrogen or methyl, and R2 represents hydrogen, hydroxyl, or -OCH3 group.

[0023] Or, the use of its cosmetic or pharmaceutical salts as a lipophilic ingredient dissolving system in cosmetics, pharmaceuticals, or daily preparations.

[0024] In this invention, the lipophilic component dissolving system is a system that can contain various components, particularly for use in formulations and formulations to improve and / or enhance the solubility of compounds, especially lipophilic compounds and / or fragrances and / or flavorings.

[0025] The lipophilic component of this invention can be selected from lipids, fatty acid esters, polymers, vegetable oils, neutral oils, or any molecule with lipophilic properties. The lipophilic component can also be a lipophilic fragrance or flavoring (e.g., essential oil) or other lipophilic substances with an HLB value of less than 20, preferably less than 15, and more preferably less than 10.

[0026] In the compositions of the present invention, the amount of the lipophilic component is typically 0.05 to 10% bw, preferably 0.1% to 5% bw, and more preferably 0.2% to 3% bw. They are present in small amounts in the formulations and formulations of the present invention.

[0027] In this invention, lipophilic fragrances and flavorings can be selected from the group of chemicals, such as, for example, the group containing hydrocarbons, such as, for example, 3-carene; α-pinene, β-pinene, α-terpinene, p-cymeneol, bisabolene, camphene, caryophyllene, cedrene, farnesene, limonene, longleafene, myrcene, ocimene, sesquiterpenes, (E,Z)-1,3,5-alkyltriene; and the group containing fatty alcohols, such as, for example: hexanol, octanol, 3-octanol, 2,6-dimethylheptanol, 2-methyl-2-heptanol, 2-methyl-2-octanol, (E)-2-hexenol, (E)- and (Z)-3-hexenol, 1-octen-3-ol, 3,4,5,6,6-pentamethyl-3 / 4-hepten-2-ol and 3,5,6,6-tetramethyl-4-ylene. Mixtures of methylhept-2-ol, (E,Z)-2,6-nonadienol, 3,7-dimethyl-7-methoxyoct-2-ol, 9-decenol, 10-undecenol, 4-methyl-3-decen-5-ol; the group comprising aliphatic aldehydes and their acetals, such as, for example, hexanal, heptanal, octanal, nonanal, decanal, undecanal, dodecanal, tridecanal, 2-methyloctanal, 2-methylnonanal, (E)-2-hexenal, (Z)-4-heptenal, 2,6-dimethyl-5-heptenal, 10-undecenal, (E)-4-decenal, 2-dodecenal, 2,6,10-trimethyl-5,9-undecadienal, heptanal-diethyl acetal, 1,1-dimethoxy-2,2,5-trimethyl-4-hexene; containing The group containing aliphatic ketones and their oximes, such as, for example: 2-heptanone, 2-octanone, 3-octanone, 2-nonanone, 5-methyl-3-heptanone, 5-methyl-3-heptanone oxime, 2,4,4,7-tetramethyl-6-octen-3-one; aliphatic sulfur-containing compounds, such as, for example: 3-methylthiohexanol, 3-methylthiohexyl acetate, 3-mercaptohexanol, 3-mercaptohexyl acetate, 3-mercaptohexyl butyrate, 3-acetylthiohexyl acetate, 1-menthol-8-thiol; the group containing aliphatic nitriles, such as, for example: 2-nonenonitrile, 2-tridecenonitrile, 2,12-tridecenonitrile, 3,7-dimethyl-2,6-octadienonitrile; the group containing aliphatic carboxylic acid esters, such as, for example: (E)- and (2)-3-hexenyl formate, ethyl acetoacetate, acetic acid Isoamyl acetate, hexyl acetate, 3,5,5-trimethylhexyl acetate, 3-methyl-2-butenyl acetate, (E)-2-hexenyl acetate, (E)- and (Z)-3-hexenyl acetate, octyl acetate, 3-octyl acetate, 1-octen-3-acetate, ethyl butyrate, butyl butyrate, isopentyl butyrate, hexyl butyrate, (E)- and (Z)-3-hexenyl isobutyrate, hexyl crotonate, ethyl isovalerate, ethyl-2-methyl valerate, ethyl hexanoate, allyl hexanoate, ethyl heptaate, allyl heptaate, ethyl octanoate, ethyl-(E,Z)-2,4-decadienoate, methyl-2-octanoate, methyl-2-nonanoate, allyl-2-isopentylhydroxyacetate, methyl-3,7-dimethyl-2,6-octadienoate;The group containing acyclic terpenoids, such as: citronellol, geraniol, nerol, linalool, lavenderol, nerolidol, farnesol, tetrahydrolinalool, tetrahydrogeraniol, 2,6-dimethyl-7-octen-2-ol, 2,6-dimethyloctyl-2-ol, 2-methyl-6-methylene-7-octen-2-ol, 2,6-dimethyl-5,7-octadien-2-ol, 2,6-dimethyl-3,5-octadien-2-ol, 3,7-dimethyl-4,6-octadien-3-ol, 3,7-dimethyl-1,5,7-octtrien-3-ol, 2,6-dimethyl-2,5,7-octtrien-1-ol, and their formate, acetate, propionate, and isocyanate esters. Butyrate, butyrate, isovalerate, valerate, hexanoate, crotonate, tiglinates and their 3-methyl-2-butenoate; the group containing acyclic terpenoid aldehydes and ketones, such as: geraniol, neraldehyde, citronellol, 7-hydroxy-3,7-dimethyloctanal, 7-methoxy-3,7-dimethyloctanal, 2,6,10-trimethyl-9-undecenal, geraniol acetone, and dimethyl and diethyl acetals of geraniol, neraldehyde, 7-hydroxy-3,7-dimethyloctanal; the group containing cyclic terpenoid alcohols, such as: menthol, isopreneol, α-terpineol, terpinenol-4, menthane-8-ol, menthane- 1-Alcohol, Menthane-7-ol, Borneol, Isobornol, Linalool Oxide, Nobutol, Cedarol, Ambergris Octahydronaphthol, Vetiverol, Guaiacol, and their formates, acetates, propionates, isobutyrate, butyrate, isovalerate, valerate, hexanoate, crotonate, cis-carboxylate, and 3-methyl-2-butenoate; the group containing cyclic terpene aldehydes and ketones, such as: menthone, isomenthone, 8-mercaptomenthane-3-one, carvone, camphor, fennelone, α-ionone, β-ionone, α-n-methylionone, β-n-methylionone, α-isomethylionone, β-isomethylionone, α-irisone, α-damasone, β- - Turkone, β-damasne, δ-turkone, γ-turkone, 1-(2,4,4-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one, 1,3,4,6,7,8a-hexahydro-1,1,5,5-tetramethyl-2H-2,4-a-methylenenaphthalene-8(5H-)-one, nocaconone, dihydroauroconone, α-hesperidin, β-hesperidin; the group containing cyclools, such as, for example: 4-tert-butylcyclohexanol, 3,3,5-trimethylcyclohexanol, 3-isocampylcyclohexanol, 2,6,9-trimethyl-Z2,Z5,E9-cyclododecathorien-1-ol, 2-isobutyl-4-methyltetrahydro-2H-pyran-4-ol;The group containing cyclic aliphatic alcohols, such as, for example: α-3,3-trimethylcyclohexylethanol, 2-methyl-4-(2,2,3-trimethyl-3-cyclopentan-1-yl)butanol, 2-methyl-4-(2,2,3-trimethyl-3-cyclopentan-1-yl)-2-buten-1-ol, 2-ethyl-4-(2,2,3-trimethyl-3-cyclopentan-1-yl)-2-buten-1-ol, 3-methyl-5-(2,2,3-trimethyl-3-cyclopentan-1-yl)-pentan-2-ol, 3-methyl-5-(2,2,3-trimethyl-3-cyclopentan-1-yl)-4-penten-2-ol, 3,3-dimethyl-5- -(2,2,3-trimethyl-3-cyclopentan-1-yl)-4-penten-2-ol, 1-(2,2,6-trimethylcyclohexyl)pentan-3-ol; 1-(2,2,6-trimethylcyclohexyl)hexan-3-ol; the group comprising cycloaliphatic carboxylic esters, such as, for example: allyl 3-cyclohexyl propionate, allyl cyclohexyl oxyacetate, methyl dihydrojasmonic acid ester, methyl jasmonic acid, methyl 2-hexyl-3-oxocyclopentanecarboxylate, ethyl 2-ethyl-6,6-dimethyl-2-cyclohexenecarboxylate, ethyl 2,3,6,6-tetramethyl-2-cyclohexenecarboxylate, ethyl 2-methyl-1,3-dioxolane-2-ethyl acetate; comprising The group comprising aromatic hydrocarbons, such as, for example, styrene and diphenylmethane; the group comprising aryl alcohols, such as, for example, benzyl alcohol, 1-phenylethanol, 2-phenylethanol, 3-phenylpropanol, 2-phenylpropanol, 2-phenoxyethanol, 2,2-dimethyl-3-phenylpropanol, 2,2-dimethyl-3-(3-methylphenyl)propanol, 1,1-dimethyl-2-phenylethanol, 1,1-dimethyl-3-phenylpropanol, 1-ethyl-1-methyl-3-phenylpropanol, 2-methyl-5-phenylpentanol, 3-methyl-5-phenylpropanol, 3-phenyl-2-propen-1-ol, 4-methoxybenzyl alcohol, 1-(4-isopropylphenyl)ethanol; esters comprising aryl alcohols and aliphatic carboxylic acids. Examples include: benzyl acetate, benzyl propionate, benzyl isobutyrate, benzyl isovalerate, 2-phenylethyl acetate, 2-phenylethyl propionate, 2-phenylethyl isovalerate, 1-phenylethyl acetate, α-trichloromethyl benzyl acetate, α,α-dimethylphenylethyl acetate, α,α-dimethylphenylethyl butyrate, cinnamic acid, 2-phenoxyethyl isobutyrate, 4-methoxybenzyl acetate; aryl ethers, such as: 2-phenylethyl methyl ether, 2-phenylethyl isopentyl ether, 2-phenylethyl-1-ethoxyethyl ether, phenylacetaldehyde dimethyl acetal, phenylacetaldehyde diethyl acetal, solanaldehyde dimethyl acetal, phenylacetaldehyde glycerol acetal;The group containing aromatic and aryl aliphatic aldehydes, such as: benzaldehyde, phenylacetaldehyde, 3-phenylpropanal, solanal, 4-methylbenzaldehyde, 4-methylphenylacetaldehyde, 3-(4-ethylphenyl)-2,2-dimethylpropanal, 2-methyl-3-(4-isopropylphenyl)propanal, 2-methyl-3-(4-tert-butylphenyl)propanal, 3-(4-tert-butylphenyl)propanal, cinnamaldehyde, α-butylcinnamaldehyde, α-pentylcinnamaldehyde, α-hexylcinnamaldehyde, 3-methyl-5-phenylpentanal, 4-methoxybenzaldehyde, 4-hydroxy-3-methoxybenzaldehyde, 4-hydroxy-3-ethoxybenzaldehyde, 3,4-methylenedioxybenzaldehyde, 3,4-dimethoxybenzaldehyde, 2-methyl-3-(4-methoxyphenyl) Propanal, 2-methyl-3-(4-methylenedioxyphenyl)propanal; the group comprising aromatic and aryl aliphatic ketones, such as, for example: acetophenone, 4-methylacetophenone, 4-methoxyacetophenone, 4-tert-butyl-2,6-dimethylacetophenone, 4-phenyl-2-butanone, 4-(4-hydroxyphenyl)-2-butanone, 1-(2-naphthyl)ethanol, benzophenone; and aromatic and aryl aliphatic carboxylic acids and their esters, such as, for example: benzoic acid, phenylacetic acid, methyl benzoate, ethyl benzoate, hexyl benzoate, benzyl benzoate, toluene acetate, ethylphenyl acetate, geraniol acetate, phenylethylphenyl acetate, methyl cinnamate, ethyl cinnamate, benzyl cinnamate, phenylethyl cinnamate, cinnamate, allyl phenoxyacetate. Methyl salicylate, isoamyl salicylate, hexyl salicylate, cyclohexyl salicylate, cis-3-hexenyl salicylate, benzyl salicylate, phenethyl salicylate, methyl 2,4-dihydroxy-3,6-dimethylbenzoate, ethyl 3-phenylglyceroate, ethyl 3-methyl-3-phenylglyceroate; the group containing nitrogen-containing aromatic compounds, such as, for example: 2,4,6-trinitro-1,3-dimethyl-5-tert-butylbenzene, 3,5-dinitro-2,6-dimethyl-4-tert-butylacetophenone, cinnamonitrile, 5-phenyl-3-methyl-2-pentenonitrile, 5-phenyl-3-methylpentanonitrile, methyl anthranilate, N-methyl anthranilate, methyl anthranilate and 7-hydroxy-3,7-dimethyl Schiff bases of octaldehyde, 2-methyl-3-(4-tert-butylphenyl)propanal or 2,4-dimethyl-3-cyclohexenecarboxaldehyde, 6-isopropylquinoline, 6-isobutylquinoline, 6-sec-butylquinoline, indole, methylindole, 2-methoxy-3-isopropylpyrazine, 2-isobutyl-3-methoxypyrazine; the group containing phenols, phenyl ethers and phenyl esters, such as, for example: artemisia argyi, anethole, eugenol, eugenol methyl ether, isoeugenol, isoeugenol methyl ether, thymol, carvacrol, diphenyl ether, β-naphthyl methyl ether, β-naphthyl ethyl ether, β-naphthyl isobutyl ether, 1,4-dimethoxybenzene, eugenol acetate, 2-methoxy-4-cresol, 2-ethoxy-5-(1-propenyl)phenol, p-cresol phenylacetate;The group containing heterocyclic compounds, such as, for example: 2,5-dimethyl-4-hydroxy-2H-furan-3-one, 2-ethyl-4-hydroxy-5-methyl-2H-furan-3-one, 3-hydroxy-2-methyl-4H-pyran-4-one, 2-ethyl-3-hydroxy-4H-pyran-4-one; the group containing lactones, such as, for example: 1,4-octyl lactone, 3-methyl-1,4-octyl lactone, 1,4-nonyl lactone, 1,4-decyl lactone, 8-decen-1,4-lactone, 1,4-undecyl lactone, 1,4-dodecyl lactone, 1,5-decyl lactone 1,5-Dodecyl lactone, 1,15-pentadecanolone, cis- and trans-11-pentadecanolone-1,15-lactone, cis- and trans-12-pentadecanolone-1,15-lactone, 1,16-hexadecyl lactone, 9-hexadecyl lactone, 10-oxa-1,16-hexadecyl lactone, 11-oxa-1,16-hexadecyl lactone, 12-oxa-1,16-hexadecyl lactone, vinyl-1,12-dodecyl lactone, vinyl-1,13-tridecanoic acid ester, coumarin, 2,3-dihydrocoumarin, and octahydrocoumarin.

[0028] Surprisingly, the acetophenone derivative of formula (I) used in the compositions of the present invention simultaneously satisfies the following requirements:

[0029] Adding acetophenone derivatives of formula (I) or their cosmetic or pharmaceutical products may be acceptable with the help of salt.

[0030] ■ Fragrances and flavorings and / or lipophilic components are dissolved in a water-alcohol, preferably water-ethanol, formulation to obtain a clear and transparent solution. Without the addition of the acetophenone derivative of formula (I), the same formulation will become cloudy due to the formation of droplets from the fragrances and flavorings and / or lipophilic components.

[0031] ■ Fragrances and flavorings and / or lipophilic components dissolve in an aqueous formulation to obtain a clear and transparent solution. Without the addition of the acetophenone derivative of formula (I), the same formulation will become cloudy due to the formation of droplets from the fragrances and flavorings and / or lipophilic components.

[0032] ■ Significantly counteracts odors, such as body odor, especially sweat odor, and further counteracts odors originating from the kitchen, bathroom, and smoke.

[0033] Therefore, the acetophenone derivative of formula (I) satisfies the need for a so-called "true multitasking ingredient".

[0034] Further surprising observations have been made that using acetophenone derivatives of formula (I) alone or in mixtures of two or more acetophenone derivatives can also improve the solubility of emulsions, especially o / w or w / o emulsions, through lipophilic compounds.

[0035] In a preferred embodiment of the above-described uses, the composition of the present invention contains...

[0036] (a) at least one acetophenone derivative of formula (I)

[0037]

[0038] Where R1 represents hydrogen or methyl, and R2 represents hydrogen, hydroxyl or -OCH3 group, or an acceptable salt thereof for cosmetics or pharmaceuticals.

[0039] (b) at least one spice and / or flavoring and / or

[0040] (c) at least one lipophilic component,

[0041] (d) Water,

[0042] and or

[0043] (e) at least one emulsifier or surfactant and / or

[0044] (f) At least one alcohol.

[0045] In this invention, suitable alcohols are selected from ethanol, glycerol, propylene glycol, butanediol, and mixtures thereof.

[0046] In the first preferred embodiment, the composition contains

[0047] (i) The acetophenone derivatives of formula (I) are selected from the group including: 2-hydroxyacetophenone, 3-hydroxyacetophenone, 4-hydroxyacetophenone, and mixtures thereof.

[0048] (ii) Fragrances and / or flavorings selected from synthetic or natural fragrances and flavorings such as essential oils and fragrances based on aldehydes, ketones, alcohols, ethers, lipids, hydrocarbons and mixtures thereof,

[0049] (iii) The lipophilic component is selected from lipids, fatty acid esters, polymers, vegetable oils, neutral oils or any molecule with lipophilic properties.

[0050] In a second preferred embodiment of the above-described use, the composition contains

[0051] (a) at least one acetophenone derivative of formula (I)

[0052]

[0053] Where R1 represents hydrogen or methyl, and R2 represents hydrogen, hydroxyl or -OCH3 group, or an acceptable salt thereof for cosmetics or pharmaceuticals.

[0054] (b) at least one spice and / or flavoring and / or

[0055] (c) at least one lipophilic component,

[0056] (d) Water,

[0057] (e) at least one emulsifier or surfactant.

[0058] In particular, the composition used in this invention preferably contains

[0059] (a) 0.05% to 5% bw of acetophenone derivatives of formula (I);

[0060] (b) 0.05 to 5% bw fragrance or flavoring,

[0061] (c) 0.05 to 10% bw lipophilic components,

[0062] (d) 50 to 99% bw water,

[0063] (e) 0.5 to 25% BW emulsifier or surfactant,

[0064] The condition is to increase the dosage—optionally with additional ingredients—to 100% bw.

[0065] In another preferred embodiment of the above-described use, the composition contains

[0066] (a) at least one acetophenone derivative of formula (I)

[0067]

[0068] Where R1 represents hydrogen or methyl, and R2 represents hydrogen, hydroxyl or -OCH3 group, or an acceptable salt thereof for cosmetics or pharmaceuticals.

[0069] (b) at least one spice and / or flavoring and / or

[0070] (c) at least one lipophilic component,

[0071] (d) Water,

[0072] (e) At least one alcohol.

[0073] In particular, the composition used in this invention preferably contains

[0074] (a) 0.05% to 5% bw of acetophenone derivatives of formula (I);

[0075] (b) 0.05 to 5% bw fragrance or flavoring,

[0076] (c) 0.05 to 5% bw lipophilic components,

[0077] (d) 50 to 95% bw water,

[0078] (e) 0.5 to 10% BW emulsifier or surfactant,

[0079] (f) 5 to 50% BW alcohol,

[0080] The condition is to increase the dosage—optionally with additional ingredients—to 100% bw.

[0081] The compositions described above are preferably used in cosmetics, pharmaceuticals, or daily-use preparations, and more preferably as fragrance or flavoring compositions. Therefore, another objective of the present invention relates to fragrance and flavoring compositions containing…

[0082] (a) at least one acetophenone derivative of formula (I)

[0083]

[0084] Where R1 represents hydrogen or methyl, and R2 represents hydrogen, hydroxyl or -OCH3 group, or an acceptable salt thereof for cosmetics or pharmaceuticals.

[0085] (b) at least one spice and / or flavoring

[0086] and optional

[0087] (c) At least one lipophilic component.

[0088] The fragrance and flavor composition of the present invention preferably contains

[0089] (a) at least one acetophenone derivative of formula (I) as described above, or a cosmetic or pharmaceutically acceptable salt thereof, and

[0090] (b) at least one spice and / or flavoring and / or

[0091] (c) at least one lipophilic component,

[0092] (d) Water,

[0093] and or

[0094] (e) at least one emulsifier or surfactant and / or

[0095] (f) at least one alcohol,

[0096] Preferably

[0097] (i) The acetophenone derivatives of formula (I) are selected from the group including: 2-hydroxyacetophenone, 3-hydroxyacetophenone, 4-hydroxyacetophenone, and mixtures thereof.

[0098] (ii) Fragrances and / or flavorings are selected from synthetic or natural fragrances and flavorings, such as those based on aldehydes, ketones, alcohols, ethers, lipids, hydrocarbons, and mixtures thereof.

[0099] (iii) The lipophilic component is selected from lipids, fatty acid esters, polymers, vegetable oils, neutral oils or any molecule with lipophilic properties.

[0100] In a preferred embodiment, the fragrance or flavoring composition contains

[0101] (a) 0.05% to 5% bw of acetophenone derivatives of formula (I);

[0102] (b) 0.05 to 5% bw fragrance or flavoring,

[0103] (c) 0.05 to 10% bw lipophilic components,

[0104] (d) 50 to 99% bw water,

[0105] (e) 0.5 to 25% BW emulsifier or surfactant,

[0106] (f) 5 to 50% BW alcohol,

[0107] The condition is to increase the dosage—optionally with additional ingredients—to 100% bw.

[0108] Acetophenone derivatives

[0109] The acetophenone derivatives of this invention represent known compounds that can be obtained by conventional methods of organic chemistry. It is understood that both substituents, OR1 and R2, can be located at the ortho, meta, or para position relative to the methyl ketone group.

[0110] Preferably, the group selected includes

[0111]

[0112]

[0113] Or mixtures thereof. This definition refers to cosmetic or pharmaceutically acceptable salts of the said derivatives, meaning that these salts are safe for pharmaceutical use. This does not mean that the invention or any part thereof is limited to pharmaceutical use of compounds of formula (I) or corresponding mixtures thereof. Generally, if a salt is suitable for pharmaceutical use, it is equally suitable for cosmetic use or for use in food or beverage formulations. In particular, sodium, potassium, and ammonium salts of compounds of formula (I) are considered (pharmaceutical) acceptable salts. In some cases, the use of individual ionic compounds or solute carriers has proven superior to unmodified derivatives. (Pharmaceutical) acceptable salts (and corresponding solvates) of compounds of formula (I) can be prepared by standard procedures. The reference below to compounds of formula (I) or corresponding mixtures thereof as defined above is understood to include additional references to their corresponding (pharmaceutical) acceptable salts.

[0114] In a preferred embodiment, the composition used according to the invention, as well as the fragrance and flavor composition, contains at least one, two, or three of compounds (Ia), (Ib), and (Ic), or is composed of at least one, two, or three of compounds (Ia), (Ib), and (Ic), such as, for example, 2-hydroxyacetophenone and 3-hydroxyacetophenone, or 2-hydroxyacetophenone and 4-hydroxyacetophenone, or 3-hydroxyacetophenone and 4-hydroxyacetophenone.

[0115] In another preferred embodiment, the composition used according to the invention, as well as the fragrance and flavor composition, contains compound (Ia) or (Ib) or (Ic) or a combination thereof, wherein the combination is preferably

[0116] (a) Compounds (Ia) and (Ib),

[0117] (b) Compounds (Ia), (Ib), and (Ic),

[0118] (c) Compounds (Ia) and (Ic),

[0119] (d) Compounds (Ib) and (Ic).

[0120] Surprisingly, the acetophenone derivatives according to the invention have shown particular suitability for stabilizing water-based formulations, especially non-emulsion water-based surfactant formulations. Particularly preferred water-based formulations include mouthwashes, aftershaves, facial cleansers, shampoos, shower gels, alcohol- and alcohol-free deodorant sprays, household cleaners, and liquid detergents.

[0121] Therefore, another aspect of the invention is the use of acetophenone of formula (I) as a preservative in water-based formulations, particularly in formulations based on water-based surfactants as described herein.

[0122] A particular objective of the present invention is the use of acetophenone-stabilized water-based formulations of formula (I), particularly the formulations based on water-based surfactants described herein.

[0123] The stability of the water-based system here is not based on the photostability or antioxidant properties of any compound in the formulation or preparation, nor on the antimicrobial activity stabilizing the system or on emulsion stability due to the formation of smaller droplets in the composition. In this invention, stability is based on synergistic properties, particularly as a solubilizer and solvent in water- or water-alcohol-based formulations and compositions, especially for fragrances and flavorings, and especially for lipophilic ingredients.

[0124] In particular, stability in this article refers to the physical stability achieved by using the acetophenone, rather than the chemical stability achieved by the molecule through chemical reactions, such as its use as a protecting group or to capture free radicals.

[0125] The acetophenone used in this article is a water-based formulation that maintains physical homogeneity.

[0126] Cosmetic and pharmaceutical compositions

[0127] Another embodiment of the invention covers personal care compositions, particularly cosmetic compositions containing an effective amount of an acetophenone derivative of formula (I), and pharmaceutical compositions, particularly fragrance compositions thereof.

[0128] In this composition, the total amount of all acetophenone derivatives of formula (I) is preferably from 0.05% to 5% by weight, more preferably from 0.5% to 2% by weight, and most preferably from 0.1% to 1% by weight, based on the final cosmetic or pharmaceutical composition.

[0129] In a preferred embodiment, the cosmetic composition contains

[0130] (a) 0.05% to 5% bw of acetophenone derivatives of formula (I);

[0131] (b) 0.05 to 5% BW flavoring agent,

[0132] (c) 0.05 to 10% bw lipophilic components,

[0133] (d) 50 to 99% bw water,

[0134] (e) 0.5 to 25% BW emulsifier or surfactant,

[0135] (f) 5 to 50% BW alcohol,

[0136] and optional additional

[0137] (g) 0 to 35% bw oil and / or wax, preferably 2-30% bw, and particularly preferably 5-30% bw

[0138] (h) 0 to approximately 25% bw active ingredient;

[0139] The condition is to increase the dosage—optionally with additional ingredients—to 100% bw.

[0140] In the specific case where the cosmetic composition is an emulsion, the fatty phase of the cosmetic composition consists of components (c) and (g), said fatty phase being less than 45% bw, particularly preferably less than 40% bw, based on the total amount of the cosmetic composition, thereby obtaining a stable emulsion.

[0141] The cosmetic and pharmaceutical compositions of the present invention may contain a variety of other ingredients for their intended use, such as abrasives, anti-acne agents, anti-skin aging agents, lipodils, anti-dandruff agents, anti-inflammatory agents, anti-irritant agents, anti-irritant agents, antioxidants, astringents, antiperspirants, bactericides, antistatic agents, adhesives, buffers, carriers, chelating agents, cell stimulants, cleansing agents, conditioning agents, depilatory agents, surfactants, deodorants, antiperspirants, emulsifiers, enzymes, essential oils, fibers, film-forming agents, color-fixing agents, foam-forming agents, foam stabilizers, defoamers, foam promoters, gelling agents, gelling agents, hair conditioning agents, hair styling agents, hair straighteners, humectants, wetting agents, moisturizers, bleaching agents, strengthening agents, detergents, optical brighteners, impregnating agents, stain repellents, friction reducers, lubricants, moisturizing creams, ointments, sunscreens, and plasticizers. Covering agents, polishing agents, gloss agents, polymers, powders, proteins, fatliquoring agents, abrasives, silicones, skin soothing agents, skin cleansers, skin care agents, skin healing agents, skin brighteners, skin protectants, skin softeners, coolants, skin cooling agents, warming agents, skin warming agents, stabilizers, UV absorbers, UV filters, detergents, fabric softeners, suspending agents, skin tanning agents, thickeners, vitamins, oils, waxes, fats, phospholipids, saturated fatty acids, monounsaturated or polyunsaturated fatty acids, α-hydroxy acids, polyhydroxy fatty acids, liquefying agents, dyes, color protectants, pigments, corrosion inhibitors, aromatic substances, flavoring substances, odor substances, polyols, surfactants, electrolytes, organic solvents or silicone derivatives, and other additional auxiliaries and additives.

[0142] However, each named (cosmetic, pharmaceutical, or daily-use) composition (or formulation) may further contain a variety of other ingredients, additives, and adjuvants. Some of these can be used in cosmetic and pharmaceutical formulations and compositions, as well as daily-use products and compositions / formulations. For some ingredients, additives, and adjuvants, there is no precise distinction as to which can only be used in one class of compositions or formulations. Therefore, a range of ingredients, additives, and adjuvants can be used as needed in cosmetic and pharmaceutical formulations and compositions, as well as daily-use products and compositions / formulations. Therefore, the ingredients, additives, and adjuvants listed below are not limited to the named compositions / formulations they specify.

[0143] A. Surfactants

[0144] Other preferred adjuvants and additives are anionic and / or amphoteric or zwitterionic surfactants. Typical examples of anionic surfactants are soaps, alkylbenzene sulfonates, alkane sulfonates, olefin sulfonates, alkyl ether sulfonates, glyceryl ether sulfonates, methyl ester sulfonates, sulfonated fatty acids, alkyl sulfates, fatty alcohol ether sulfates, glyceryl ether sulfates, fatty acid ether sulfates, hydroxy mixed ether sulfates, monoglyceride (ether) sulfates, fatty acid amide (ether) sulfates, mono- and dialkyl sulfosuccinates, mono- and dialkyl sulfosuccinates, sulfotriglycerides, amide soaps, ether carboxylic acids and their salts, fatty acid hydroxyethanesulfonates, fatty acid sarcosine salts, fatty acid taurine salts, N-acylamino acids such as, for example, acyl lactates, acyl tartrates, acyl glutamates and acyl aspartate salts, alkyl oligoglucosides sulfates, protein fatty acid condensates (especially wheat-based plant products), and alkyl (ether) phosphates. If anionic surfactants contain polyethylene glycol ether chains, they may have a conventional homologous distribution, but a narrow homologous distribution is preferred. Typical examples of amphoteric or zwitterionic surfactants are alkyl betaines, alkylamido betaines, aminopropionates, aminoglycinates, imidazoline betaines, and sulfobetaines. All of these surfactants are known compounds. Information on their structure and preparation can be found in relevant overview works, see, for example, J. Falbe (ed.), “Surfactants in Consumer Products”, Springer Verlag, Berlin, 1987, pp. 54-124 or J. Falbe (ed.), “Katalysatoren, Tenside und "-ditive (Catalysts, Surfactants and Mineral Oil Additives)," Thieme Verlag, Stuttgart, 1978, pp. 123-217. The percentage content of surfactants in the formulation can be 0.1 to 10% by weight, preferably 0.5 to 5% by weight, based on the formulation.

[0145] B. Oil body

[0146] Suitable oil bodies constituting the components of O / W emulsions are, for example, Guerbet alcohols based on fatty alcohols containing 6 to 18, preferably 8 to 10, carbon atoms, with straight-chain C6-C6 chains. 22 - Fatty acids and straight-chain or branched C6-C 22 -Ester or branched C6-C fatty alcohols 13 -Carboxylic acids with straight-chain or branched C6-C 22-Esters of fatty alcohols, such as, for example, tetradecyl myristate, tetradecyl palmitate, tetradecyl stearate, tetradecyl isostearate, tetradecyl oleate, tetradecyl behenate, tetradecyl erucate, hexadecyl myristate, hexadecyl palmitate, hexadecyl stearate, hexadecyl isostearate, hexadecyl oleate, hexadecyl behenate, hexadecyl erucate, octadecyl myristate, octadecyl palmitate, octadecyl stearate, octadecyl isostearate, octadecyl oleate, octadecyl behenate, octadecyl erucate, isooctadecyl myristate, isooctadecyl palmitate, iso... Octadecyl ester, isooctadecyl isostearate, isooctadecyl oleate, isooctadecyl behenate, isooctadecyl oleate, oleyl myristate, oleyl palmitate, oleyl stearate, oleyl isostearate, oleyl oleate, oleyl behenate, oleyl erucic acid, docosyl myristate, docosyl palmitate, docosyl stearate, isostearate, docosyl oleate, docosyl behenate, docosyl erucic acid, myristate mustard, palmitate mustard, stearate mustard, isostearate mustard, oleate mustard, behenate mustard, and mustard mustard. Also suitable are straight-chain C6-C. 22 - Fatty acids and branched-chain alcohols, especially esters of 2-ethylhexanol, C 18 -C 38 -alkyl hydroxycarboxylic acids with straight-chain or branched C6-C 22 - Esters of fatty alcohols, particularly dioctyl malate, straight-chain and / or branched-chain fatty acids with polyols (e.g., propylene glycol, dimerdiol, or trimertriol) and / or Guerbet alcohols, based on C6-C 10 - Triglycerides of fatty acids, C6-C 18 -A liquid mixture of mono- / di- / triglycerides of fatty acids, C6-C 22 - Fatty alcohols and / or Guerbet alcohols with aromatic carboxylic acids, especially benzoic acid esters, C2-C 12 - Dicarboxylic acids and esters of straight-chain or branched alcohols having 1 to 22 carbon atoms or polyols having 2 to 10 carbon atoms and 2 to 6 hydroxyl groups, vegetable oils, branched primary alcohols, substituted cyclohexanes, straight-chain and branched C6-C... 22 - Carbonates of fatty alcohols, such as, for example, dioctyl carbonate ( CC), based on fatty alcohols having 6 to 18, preferably 8 to 10, carbon atoms, Guerbet carbonates, benzoic acid, and straight-chain and / or branched C6-C 22 -Esters of alcohols (e.g.) TN), straight-chain or branched, symmetrical or asymmetrical dialkyl ethers, each alkyl group having 6 to 22 carbon atoms, such as, for example, dioctyl ether (TN). OE), ring-opening products of epoxidized fatty acid esters and polyols, silicone oils (cyclodimethylsiloxane, silicone methyl silicone oil grade, etc.) and / or aliphatic hydrocarbons or cycloalkanes, such as squalane, squalene or dialkylcyclohexane.

[0147] C. Emulsifiers

[0148] Other surfactants can also be added to the formulation as emulsifiers, including, for example:

[0149] • 2 to 30 moles of ethylene oxide and / or 0 to 5 moles of propylene oxide with straight-chain C 8-22 fatty alcohols, and C 12-22 Addition products of fatty acids and alkylphenols having 8-15 carbon atoms in the alkyl group;

[0150] • The C10 of the addition products of 1 to 30 moles of ethylene oxide with glycerol 12 / 18 Fatty acid monoesters and diesters;

[0151] • Glyceryl monoesters and diesters of saturated and unsaturated fatty acids having 6 to 22 carbon atoms, as well as sorbitol monoesters and diesters, and their ethylene oxide addition products;

[0152] • Addition products of 15 to 60 moles of ethylene oxide with castor oil and / or hydrogenated castor oil;

[0153] • Polyol esters, and especially polyglycerol esters such as, for example, polyglycerol ricinoleate, polyglycerol 12-hydroxystearate, or polyglycerol dimerate isostearate. Mixtures of some compounds in this group are also suitable;

[0154] • Addition products of 2 to 15 moles of ethylene oxide with castor oil and / or hydrogenated castor oil;

[0155] • Based on straight chain, branched chain, unsaturated or saturated C 6 / 22 Fatty acids, ricinoleic acid and 12-hydroxystearic acid and glycerol, polyglycerol, pentaerythritol, dipentaerythritol, sugar alcohols (e.g., sorbitol), alkyl glycosides (e.g., methyl glycosides, butyl glycosides, lauryl glycosides) and polyglycosides (e.g., cellulose) are esters;

[0156] • Mono-, di-, and trialkyl phosphates, as well as mono-, di-, and / or tri-PEG alkyl phosphates and their salts;

[0157] • Lanolin alcohols;

[0158] • Polysiloxane / polyalkyl-polyether copolymers and their derivatives;

[0159] • Mixed esters of pentaerythritol, fatty acids, citric acid and fatty alcohols and / or C 6-22 A mixture of fatty acids, methyl glucose and polyols, preferably glycerol or polyglycerol;

[0160] Polydiols and

[0161] ● Glyceryl carbonate.

[0162] The addition products of ethylene oxide and / or propylene oxide with fatty alcohols, fatty acids, alkylphenols, glycerol mono- and diesters of fatty acids, and dehydrated sorbitol mono- and diesters of fatty acids, or with castor oil, are commercially available and well-known products. They are homogeneous mixtures in which the average degree of alkoxylation corresponds to the molar ratio of ethylene oxide and / or propylene oxide to the substrate in the addition reaction. The C60 of the addition product of ethylene oxide with glycerol is... 12 / 18 Fatty acid monoesters and diesters are known to be used as lipid layer fortifiers in cosmetic formulations. Preferred emulsifiers are detailed below:

[0163] (i) Metaglycerides. Typical examples of suitable metaglycerides are glyceryl monohydroxystearate, glyceryl dihydroxystearate, glyceryl isostearate, glyceryl isostearate, glyceryl monooleate, glyceryl dioleate, glyceryl ricinoleate, glyceryl ricinoleate, glyceryl linoleate, glyceryl dioleate, glyceryl monooleate, glyceryl linoleate, glyceryl erucic acid, glyceryl dioleucic acid, glyceryl tartrate, glyceryl tartrate, glyceryl monocitrate, glyceryl citrate, glyceryl malate, glyceryl malate, and technical mixtures thereof that still contain small amounts of triglycerides derived from the production process. Addition products of 1 to 30, preferably 5 to 10, moles of ethylene oxide with the above-mentioned metaglycerides are also suitable.

[0164] (ii) Sorbitan esters. Suitable sorbitan esters are sorbitan monoisostearate, sorbitan sesquiisostearate, sorbitan diisostearate, sorbitan triisostearate, sorbitan monooleate, sorbitan sesquioleate, sorbitan dioleate, sorbitan trioleate, sorbitan monoerucic acid ester, sorbitan sesquierucic acid ester, sorbitan dierucic acid ester, sorbitan trierucic acid ester, sorbitan monoricinoleate, sorbitan sesquirucic acid ester, sorbitan diricinoleate, sorbitan triricinoleate, and sorbitan monoricinoleate. Sorbitol monohydroxy stearate, sorbitol sesquihydroxy stearate, sorbitol dihydroxy stearate, sorbitol trihydroxy stearate, sorbitol monotartrate, sorbitol sesquitartrate, sorbitol ditartrate, sorbitol tritartrate, sorbitol monocitrate, sorbitol sesquicitrate, sorbitol dicitrate, sorbitol tricitrate, sorbitol monomaleate, sorbitol sesquimaleate, sorbitol dimaleate, sorbitol trimaleate, and mixtures thereof. An addition product of 1 to 30, preferably 5 to 10, moles of ethylene oxide with the above-mentioned sorbitol is also suitable.

[0165] (iii) Polyglycerol esters. A typical example of a suitable polyglycerol ester is polyglycerol-2-dimeric hydroxystearate (…). PGPH), polyglycerol-3-diisostearate ( TGI), polyglycerol-4 isostearate ( GI34), polyglycerol-3 oleate, polyglycerol-3 diisostearate ( PDI), polyglycerol-3-methylglucose distearate (Tego) 450), polyglycerol-3 beeswax (Cera) ), polyglycerol-4-decanoate (polyglycerol decanoate T2010 / 90), polyglycerol-3-ceryl ether ( NL), polyglycerol-3 distearate ( GS 32) and polyglycerol polyricinoleate ( WOL 1403), polyglyceryl diisostearate esters, and mixtures thereof. Other suitable examples of polyol esters are monoesters, diesters, and trimers of lauric acid, coconut oil acid, tartrate, palmitic acid, stearic acid, oleic acid, behenic acid, etc., reacted with 1 to 30 moles of ethylene oxide with trimethylolpropane or pentaerythritol.

[0166] (iv) Anionic emulsifiers. Typical anionic emulsifiers are aliphatic C... 12-22 Fatty acids, such as palmitic acid, stearic acid, or behenic acid, and C12-22 Dicarboxylic acids, such as azelaic acid or sebacic acid.

[0167] (v) Amphoteric emulsifiers. Other suitable emulsifiers are amphoteric or zwitterionic surfactants. Amphoteric surfactants are surfactant compounds containing at least one quaternary ammonium group and at least one carboxylic acid ester group and one sulfonate ester group in their molecules. Particularly suitable zwitterionic surfactants are so-called betaines, such as N-alkyl-N,N-dimethylglycinine ammonium, for example coalkyl dimethylglycinine ammonium, N-amidopropyl-N,N-dimethylglycinine ammonium, for example coamidopropyl dimethylglycinine ammonium, and 2-alkyl-3-carboxymethyl-3-hydroxyethyl imidazoline and coamidoethyl hydroxyethyl carboxymethyl glycinate salts having 8-18 carbon atoms in the alkyl or acyl group. Fatty acid amide derivatives known as coamidopropyl betaine are particularly preferred. Equally suitable emulsifiers are amphoteric surfactants. Amphoteric surfactants are surfactants other than C 8 / 18 In addition to alkyl or acyl groups, the molecule contains at least one free amino group and at least one -COOH or -SO3H group, and is capable of forming an inner salt. Suitable examples of amphoteric surfactants are N-alkylglycine, N-alkylpropionic acid, N-alkylaminobutyric acid, N-alkyliminodipropionic acid, N-hydroxyethyl-N-alkylamidopropylglycine, N-alkyltaurine, N-alkylsarcosine, 2-alkylaminopropionic acid, and alkylaminoacetic acid, all having about 8-18 carbon atoms in the alkyl group. Particularly preferred amphoteric surfactants are N-cocoalkylaminopropionate, cocoamidoethylaminopropionate, and C... 12 / 18 Acylsarcosine.

[0168] D. Fat enriching agents and consistency factors

[0169] The fat enrichment agent can be selected from substances such as, for example, lanolin and lecithin, as well as polyethoxylated or acylated lanolin and lecithin derivatives, polyol fatty acid esters, monoglycerides and fatty acid alkanolamides; fatty acid alkanolamides can also be used as foam stabilizers.

[0170] Common consistency factors are fatty alcohols or hydroxy fatty alcohols having 12 to 22, preferably 16 to 18, carbon atoms, as well as glycerides, fatty acids, or hydroxy fatty acids. These substances are preferably used in combination with alkyl polyglycosides and / or fatty acids of the same chain length, N-methylglucamide, and / or polyglycerol poly-12-hydroxystearate.

[0171] E. Thickeners and rheology modifiers

[0172] A suitable thickener is a polymeric thickener, such as... Hydrophilic silica, polysaccharides, especially xanthan gum, guar gum, agar, alginate and tyloses, carboxymethyl cellulose and hydroxyethyl cellulose, and relatively high molecular weight polyethylene glycol monoesters and diesters, polyacrylates (e.g.) [Goodrich] or [Sigma]), polyacrylamide, polyvinyl alcohol and polyvinylpyrrolidone, surfactants such as ethoxylated fatty acid glycerides, esters of fatty acids and polyols such as pentaerythritol or trimethylolpropane, narrowly distributed fatty alcohol ethoxylates, and electrolytes such as sodium chloride and ammonium chloride.

[0173] F. Polymer

[0174] Suitable cationic polymers are, for example, cationic cellulose derivatives, such as those marketed under the trade name Polymer JR. Copolymers of quaternized hydroxyethyl cellulose, cationic starch, diallyl ammonium salt and acrylamide, and quaternized vinylpyrrolidone / vinylimidazol polymers obtained from Amerchol, such as... (BASF), condensation products of polyethylene glycol and amines, quaternized collagen peptides such as lauryl dimethylammonium hydroxypropylamine hydrolyzed collagen ( L, Grünau), quaternized wheat peptides, polyethyleneimine, cationic siloxane polymers such as amodimethicone, copolymers of adipic acid and dimethylaminohydroxypropyl diethylenetriamine ( Sandoz), a copolymer of acrylic acid and dimethyl diallyl ammonium chloride ( 550, Chemviron), polyamino polyamides and their crosslinked water-soluble polymers, cationic keratin derivatives such as, for example, quaternized chitosan optionally distributed in microcrystalline form, condensation products of dihaloalkyl groups such as dibromobutane and bis(dialkylamine), such as bis-dimethylamino-1,3-propane, cationic guar gum such as Celanese CBS C-17 C-16, quaternary ammonium salt polymers, such as Miranol. A-15 AD-1, AZ-1 and various polyquaternium salts (e.g., 6, 7, 32, or 37), which can be marketed under trade names CC or 300 is available from the market.

[0175] Suitable anionic, amphoteric, amphoteric, and nonionic polymers are, for example, vinyl acetate / crotonic acid copolymers, vinylpyrrolidone / vinyl acrylate copolymers, vinyl acetate / butyl maleate / isoborneol acrylate copolymers, methyl vinyl ether / maleic anhydride copolymers and their esters, uncrosslinked and polyol-crosslinked polyacrylic acid, acrylamidopropyltrimethylammonium chloride / acrylate copolymers, octylacrylamide / methyl methacrylate / tert-butylaminoethyl methacrylate / 2-hydroxypropyl methacrylate copolymers, polyvinylpyrrolidone, vinylpyrrolidone / vinyl acetate copolymers, vinylpyrrolidone / dimethylaminoethyl methacrylate / vinylcaprolactam terpolymers, and optionally derived cellulose ethers and siloxanes.

[0176] G. Pearl wax

[0177] Suitable pearlescent waxes are, for example, alkyl glycol esters, especially ethylene glycol distearate; fatty acid alkanolamides, especially coconut fatty acid diethanolamides; glyceryl esters, especially monoglycerides of stearate; esters of poly(substituted hydroxyl) carboxylic acids with fatty alcohols having 6-22 carbon atoms, especially long-chain esters of tartaric acid; aliphatic substances having a total of at least 24 carbon atoms, such as fatty alcohols, fatty ketones, fatty aldehydes, fatty ethers and fatty carbonates, especially lauryl ketones and distearates; ring-opening products of fatty acids such as stearic acid, hydroxystearic acid or behenic acid, epoxyolefins having 12-22 carbon atoms and fatty alcohols having 12-22 carbon atoms and / or polyols having 2-15 carbon atoms and 2-10 hydroxyl groups, and mixtures thereof.

[0178] H. Siloxane compounds

[0179] Suitable siloxane compounds are, for example, dimethylpolysiloxanes, methylphenylpolysiloxanes, cyclosiloxanes, and amino, fatty acid, alcohol, polyether, epoxy, fluorine, glycoside, and / or alkyl-modified siloxane compounds, which can be liquid or resinous at room temperature. Other suitable siloxane compounds are organosilicon resins, which are mixtures of dimethyl silicone oil and hydrogenated silicates with an average chain length of 200 to 300 dimethylsiloxane units. A detailed review of suitable volatile siloxanes can also be found in Cosm. Toil, Todd et al. 91 ,27(1976).

[0180] I. Waxes and stabilizers

[0181] In addition to natural oils, waxes can also be present in the formulation, especially natural waxes such as candelilla wax, carnauba wax, Japanese wax, espartograss wax, cork wax, guaruma wax, rice bran oil wax, sugarcane wax, ouricury wax, lignite wax, beeswax, schellacwax, whale wax, lanolin (wool wax), uropygial fat, (pure) ceresin, ceresin (paraffin), petroleum jelly, petroleum wax, and microwax; chemically modified waxes (hard waxes) such as montan ester waxes, Sasol Wax, hydrogenated jojoba waxes; and synthetic waxes such as polyalkylene waxes and polyethylene glycol waxes.

[0182] Metal salts of fatty acids, such as magnesium, aluminum and / or zinc salts of stearic acid or ricinoleic acid, are used as stabilizers.

[0183] J. Main sunscreen agents

[0184] In this invention, the main sunscreen agent is, for example, an organic substance (light-filtering substance) that is liquid or crystal at room temperature and is capable of absorbing ultraviolet radiation and releasing energy in the form of long-wave radiation, such as heat.

[0185] The formulations of the present invention may advantageously contain at least one UV-A filter and / or at least one UV-B filter and / or a broadband filter and / or at least one inorganic pigment. The formulations of the present invention preferably contain at least one UV-B filter or a broadband filter, and more particularly preferably at least one UV-A filter and at least one UV-B filter.

[0186] According to preferred cosmetic compositions of the present invention, preferably topical formulations, one, two, three or more sunscreen agents are selected from the group consisting of 4-aminobenzoic acid and its derivatives, salicylic acid derivatives, benzophenone derivatives, dibenzoylmethane derivatives, diphenyl acrylate, 3-imidazolyl-4-ylacrylic acid and its esters, benzofuran derivatives, benzyl malonate derivatives, polymeric UV absorbers containing one or more organosilicon radicals, cinnamic acid derivatives, camphor derivatives, triphenylamino-s-triazine derivatives, 2-hydroxyphenylbenzotriazole derivatives, phenylbenzimidazole sulfonic acid derivatives and their salts, menthyl anthranilate, benzotriazole derivatives, and indole derivatives.

[0187] Furthermore, it is advantageous to combine compounds of formula (I) with an active ingredient that penetrates the skin and protects cells from sun-induced damage from within, while also reducing the level of skin matrix metalloproteinases. WO 2007 / 128723 describes various preferred ingredients known as aryl hydrocarbon receptor antagonists, which are cited herein. A preferred ingredient is 2-benzyl-5,6-dimethoxy-3,3-dimethylindan-1-one.

[0188] The UV filter materials cited below that can be used in this invention are preferred, but not limited to these materials.

[0189] The preferred UV filter material is selected from the group including:

[0190] para-aminobenzoic acid

[0191] • Ethoxylated (25 mol) ethyl p-aminobenzoate (INCI name: PEG-25PABA)

[0192] ·2-Ethylhexyl p-dimethylaminobenzoate

[0193] N-propoxylated (2 mol) ethyl p-aminobenzoate

[0194] • p-Aminobenzoic acid glyceride

[0195] • High-menthol salicylate (Homosalyl) (Neo) HMS)

[0196] · 2-Ethylhexyl salicylate (Neo OS)

[0197] Triethanolamine salicylate

[0198] 4-Isopropylbenzyl salicylate

[0199] • Menthol ester of anthranilate (Neo MA)

[0200] Ethyl diisopropylcinnamate

[0201] · 2-Ethylhexyl p-methoxycinnamate (Neo AV)

[0202] Methyl diisopropylcinnamate

[0203] • Isoamyl p-methoxycinnamate (Neo E 1000)

[0204] • diethanolamine p-methoxycinnamate

[0205] Isopropyl p-methoxycinnamate

[0206] ·2-Phenylenol benzimidazole sulfonic acid and salt (Neo Hydro)

[0207] ·Methyl 3-(4'-trimethylammonium)-benzyl-campyl-2-one sulfate

[0208] ·β-Imidazole-4(5)-Acrylic acid (uric acid)

[0209] ·3-(4'-sulfonyl)benzylidene-camphyl-2-one and its salt

[0210] ·3-(4'-Methylbenzyl)-D,L-camphor (Neo MBC)

[0211] ·3-Benzylene-D,L-Camphor

[0212] ·N-[(2 and 4)-[2-(oxoborneol-3-ylidene)methyl]benzyl]-acrylamide polymer

[0213] ·4,4'-[(6-[4-(1,1-dimethyl)-aminocarbonyl)phenylamino]-1,3,5-triazine-2,4-diyl)diimino]-di

[0214] -(Ethylhexyl benzoate)( HEB)

[0215] • Benzyl malonate-polysiloxane ( SLX)

[0216] · Glyceryl ethylhexanoate dimethoxycinnamate

[0217] Dipropylene glycol salicylate

[0218] ·4,4',4”-(1,3,5-triazine-2,4,6-trimethyltriimino)-tri-benzoic acid tris(2-ethylhexyl ester)(2,4,6-triphenyl

[0219] Amin-(p-carbonyl-2'-ethylhexyl-1'-oxy)-1,3,5-triazine)( T150)

[0220] In the formulations of the present invention, the broadband filtering material preferably combined with one or more compounds of formula (I) is selected from the group comprising:

[0221] ·2-Cyano-3,3-diphenylacrylate-2-ethylhexyl ester (Neo 303)

[0222] ·Ethyl 2-cyano-3,3′-diphenylacrylate

[0223] ·2-Hydroxy-4-methoxybenzophenone (Neo BB)

[0224] ·2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid

[0225] · Dihydroxy-4-methoxybenzophenone

[0226] ·2,4-Dihydroxybenzophenone

[0227] Tetrahydroxybenzophenone

[0228] ●2,2′-Dihydroxy-4,4′-Dimethoxybenzophenone

[0229] ·2-Hydroxy-4-n-Octyloxybenzophenone

[0230] ·2-Hydroxy-4-methoxy-4′-methylbenzophenone

[0231] Sodium hydroxymethoxybenzophenone sulfonate

[0232] ●Disodium 2,2'-dihydroxy-4,4'-dimethoxy-5,5'-disulfo-benzophenone

[0233] ●Phenol, 2-(2H-benzotriazol-2-yl)-4-methyl-6-(2-methyl-3(1,3,3,3-tetramethyl-1-(trimethylsilyl)-oxy)-dimethsiloxy)-propyl)( XL)

[0234] ●2,2′-Methylene-bis-(6-(2H-benzotriazol-2-yl)-4-1,1,3,3-tetramethylbutyl)-phenol)( M)

[0235] ·2,4-Di-[4-(2-ethylhexyloxy)-2-hydroxyphenyl]-1,3,5-triazine

[0236] ·2,4-Di-[{(4-(2-ethylhexyloxy)-2-hydroxy}phenyl]-6-(4-methoxyphenyl)-1,3,5-triazine ( S)

[0237] ·2,4-Di-[{(4-(3-sulfonic acid)-2-hydroxypropoxy)-2-hydroxy}phenyl]-6-(4-methoxyphenyl)-1,3,5-triazine sodium salt

[0238] ·2,4-Di-[{(3-(2-propoxy)-2-hydroxypropoxy)-2-hydroxy}phenyl]-6-(4-methoxyphenyl)-1,3,5-triazine

[0239] ·2,4-Di-[{4-(2-ethylhexyloxy)-2-hydroxy}phenyl]-6-[4-(2-methoxyethylcarbonyl)phenylamino]-1,3,5-triazine

[0240] ·2,4-Di-[{4-(3-(2-propoxy)-2-hydroxypropoxy)-2-hydroxy}phenyl]-6-[4-(2-ethylcarbonyl)phenylamino]-1,3,5-triazine

[0241] ·2,4-Di-[{4-(2-ethylhexyloxy)-2-hydroxy}phenyl]-6-(1-methylpyrrolo-2-yl)-1,3,5-triazine

[0242] ·2,4-Di-[{4-tris-(trimethylsiloxysilylpropoxy)-2-hydroxy}phenyl]-6-(4-methoxyphenyl)-1,3,5-triazine

[0243] ·2,4-Di-[{4-(2″-methylpropoxyenyl)-2-hydroxy}phenyl]-6-(4-methoxyphenyl)-1,3,5-triazine

[0244] ·2,4-Di-[{4-(1′,1′,1′,3′,5′,5′,5′-heptamethylsiloxy-2″-methylpropoxy)-2-hydroxy}phenyl]-6-(4-methoxyphenyl)-1,3,5-triazine

[0245] In the formulations of the present invention, the UV-A filter material preferably combined with one or more compounds of formula (I) is selected from the group comprising:

[0246] ·4-Isopropyl dibenzoylmethane

[0247] ●Te-phenylenedimethyl-diborneol sulfonic acid and its salt ( SX)

[0248] ●4-tert-butyl-4′-methoxydibenzoylmethane (Avobenzone) / (Neo 357)

[0249] ● Disodium phenylene di-benzimidazolyl tetrasulfonate (Neo AP)

[0250] ●2,2′-(1,4-phenylene)-bis-(1H-benzimidazole-4,6-disulfonic acid), monosodium salt

[0251] ·2-(4-Diethylamino-2-hydroxybenzoyl)-hexyl benzoate ( A Plus)

[0252] • Indane subunit compounds according to DE 100 55 940A1 (=WO 2002038537)

[0253] In the formulations of the present invention, the UV filter material more preferably combined with one or more compounds of formula (I) is selected from the group consisting of...

[0254] ●p-Aminobenzoic acid

[0255] ·Methyl 3-(4′-trimethylammonium)-benzylidene camphene-2-one sulfate

[0256] ●High Menthol Salicylic Acid Ester (Neo HMS)

[0257] ·2-Hydroxy-4-methoxybenzophenone (Neo BB)

[0258] ·2-Phenylenimazole sulfonic acid (Neo Hydro)

[0259] • Terephthalimide-dicamphenesulfonic acid and its salt ( SX)

[0260] ·4-tert-butyl-4′-methoxydibenzoylmethane (Neo 357)

[0261] ·3-(4′-sulfonyl)benzylidene-camphyl-2-one and its salt

[0262] ●2-Cyano-3,3-diphenylacrylate-2-ethylhexyl ester (Neo 303)

[0263] ●N-[(2 and 4)-[2-(oxoborneol-3-ylidene)methyl]benzyl]-acrylamide polymer

[0264] · 2-Ethylhexyl p-methoxycinnamate (Neo AV)

[0265] • Ethoxylated (25 mol) ethyl p-aminobenzoate (INCI name: PEG-25PABA)

[0266] ●Isoamyl p-methoxycinnamate (Neo E 1000)

[0267] ·2,4,6-Triphenylamino-(p-carbonyl-2′-ethylhexyl-1′-oxy)-1,3,5-triazine ( T150)

[0268] Phenol, 2-(2H-benzotriazol-2-yl)-4-methyl-6-(2-methyl-3(1,3,3,3-tetramethyl-1-(trimethylsilyl)-oxy)-dimethsiloxy)-propyl)( XL)

[0269] ·4,4′-[(6-[4-(1,1-dimethyl)-aminocarbonyl)phenylamino]-1,3,5-triazine-2,4-diyl)diimino]-di-(2-ethylhexyl benzoate) (Uvasorb HEB)

[0270] ·3-(4′-methylbenzyl)-D,L-camphor (Neo MBC)

[0271] ·3-Benzylene-camphor

[0272] · 2-Ethylhexyl salicylate (Neo OS)

[0273] ·2-Ethylhexyl 4-dimethylaminobenzoate (Padimate O)

[0274] • Hydroxy-4-methoxybenzophenone-5-sulfonic acid and its sodium salt

[0275] ·2,2′-methylene-di-(6-(2H-benzotriazol-2-yl)-4-1,1,3,3-tetramethylbutyl)-phenol)( M)

[0276] • Sodium phenylene di-benzimidazolyl tetrasulfonic acid (Neo AP)

[0277] ·2,4-Di-[{(4-(2-ethylhexyloxy)-2-hydroxy}phenyl]-6-(4-methoxyphenyl)-1,3,5-triazine ( S)

[0278] • Benzyl malonate-polysiloxane ( SLX)

[0279] • Menthol ester of anthranilate (Neo MA)

[0280] ·2-(4-Diethylamino-2-hydroxybenzoyl)-hexyl benzoate ( A Plus)

[0281] ●Indane subunit compounds according to DE 100 55 940 (=WO 02 / 38537).

[0282] Advantageous primary and secondary sunscreen agents are described in WO 2005 123101A1. Advantageously, these formulations contain at least one UVA filter and / or at least one UVB filter and / or at least one inorganic pigment. The formulations in this invention can be present in various forms, such as those commonly used in sunscreen formulations. Therefore, they can be in the form of solutions, water-in-oil (W / O) or oil-in-water (O / W) emulsions or multiple emulsions, such as water-in-oil-in-water (W / O / W), gels, aqueous dispersions, solid rods, or aerosols.

[0283] In another preferred embodiment, the formulation of the present invention contains a light-blocking agent, specifically, the total amount of UV-filtering material and / or inorganic pigment (UV-filtering pigment) is sufficient to give the formulation of the present invention a light protection factor greater than or equal to 2 (preferably greater than or equal to 5). This formulation of the present invention is particularly suitable for protecting skin and hair.

[0284] H. Secondary sunscreen

[0285] In addition to the main sunscreen groups mentioned above, antioxidant-based secondary sunscreens can also be used. Antioxidant-based secondary sunscreens block the photochemical reaction chain triggered when ultraviolet rays penetrate the skin. Typical examples include amino acids (e.g., glycine, histidine, esters, tryptophan) and their derivatives, imidazoles (e.g., uric acid) and their derivatives, peptides such as D,L-carnosine, D-carnosine, L-carnosine and their derivatives (e.g., anserine), carotenoids, carotenoids (e.g., α-carotene, β-carotene, lycopene) and their derivatives, chlorogenic acid and its derivatives, keto acids and their derivatives (e.g., dihydroketoacid), aurora thiouracil, propylthiouracil, and other thiols (e.g., thioredoxin, glutathione, cysteine, cystine, cystamine and its glycosyl, N-acetyl, methyl groups, etc.). Ethyl, propyl, pentyl, butyl, lauryl, palmitoyl, oleylenyl, α-linoleyl, cholesterol, and their glycerides) and their salts, dilaurate thiodipropionate, dioctadecyl thiodipropionate, thiodipropionic acid and its derivatives (esters, ethers, peptides, lipids, nucleotides, nucleosides, and salts), and sulfonylimine compounds with very low resistance doses (e.g., sulfonyl butyrate, sulfocysteine, sulfonyl butyrate, pentyl, hexa-, and hepta-thione sulfonylimine), as well as (metal) chelating agents (e.g., α-hydroxy fatty acids, palmitic acid, phytic acid, lactoferrin), α-hydroxy acids Characteristic compounds (e.g., citric acid, lactic acid, malic acid), humic acid, bile acids, bile extracts, bilirubin, biliverdin, EDTA, EGTA and their derivatives, unsaturated fatty acids and their derivatives (e.g., linoleic acid, oleic acid), folic acid and its derivatives, ubiquinone and panthenol and their derivatives, vitamin C and its derivatives (e.g., ascorbate palmitate, ascorbate magnesium phosphate, ascorbate acetate), tocopherol and its derivatives (e.g., vitamin E acetate), vitamin A and its derivatives (vitamin A palmitate), as well as benzoic acid resins such as benzoyl benzoate, rutin and its derivatives, glycosylrutin, ferulic acid, and fenestrations. Sorbitol, carnosine, butylated hydroxytoluene, butylated hydroxyanisole, nordihydroguaiacol, lignan, trihydroxybutyrylbenzene, uric acid and its derivatives, mannose and its derivatives, superoxide dismutase, titanium dioxide (e.g., dispersions in ethanol), zinc and its derivatives (e.g., ZnO, ZnSO4), selenium and its derivatives (e.g., selenomethionine), stilbenes and their derivatives (e.g., stilbene oxide, trans-stilbene oxide), and derivatives of these active compounds suitable for the purposes of this invention (salts, esters, ethers, sugars, nucleotides, nucleosides, peptides, and lipids).

[0286] Advantageous inorganic secondary photoprotective pigments are finely dispersed in metal oxides and metal salts, as described in WO2005123101A1. The total amount of inorganic pigments, particularly hydrophobic inorganic micropigments, in the final cosmetic formulation of the invention is advantageously 0.1 to 30% by weight, preferably 0.5 to 10.0% by weight, based on the total amount of the formulation.

[0287] Also preferred are the use of particulate UV filter materials or inorganic pigments, which may optionally be hydrophobic, such as oxides of titanium (TiO2), oxides of zinc (ZnO), oxides of iron (Fe2O3), oxides of zirconium (ZrO2), oxides of silicon (SiO2), oxides of magnesium (e.g., MnO), oxides of aluminum (Al2O3), oxides of cerium (e.g., Ce2O3), and / or mixtures thereof.

[0288] J. Anti-aging active ingredients

[0289] In this invention, the anti-aging agent or bioactive agent is, for example, an antioxidant, a matrix metalloproteinase inhibitor (MMPI), a skin moisturizer, a glycosaminoglycan stimulant, an anti-inflammatory agent, a TRPV1 antagonist, and a plant extract.

[0290] (i) Antioxidants. Amino acids (preferably glycine, histidine, tyrosine, tryptophan) and their derivatives, imidazoles (preferably uric acid) and their derivatives, peptides, preferably D,L-carnosine, D-carnosine, L-carnosine and their derivatives (preferably cheesin), carnitine, creatine, matrikine peptides (preferably lysyl-threonyl-threonyl-lysyl-serine) and palmitoylated pentapeptides, carotenoids, carotenes (preferably α-carotene, β-carotene, lycopene) and their derivatives, lipoic acid and its derivatives (preferably dihydrolipoic acid), aureoside. propylthiouracil and other thiols (preferably thioredoxin, glutathione, cysteine, cystine, cystamine and glycosyl, N-acetyl, methyl, ethyl, propyl, pentyl, butyl and lauryl, palmitoyl, oleyl, γ-linoleyl, cholesterol, glyceryl and their oligoglycerides) and their salts, dilaurate thiodipropionate, distearate thiodipropionate, thiodipropionic acid and its derivatives (preferably esters, ethers, peptides, lipids, nucleotides, nucleosides and salts) and sulfoxide imine compounds (preferably butylthionine) at very low tolerance doses (e.g. pmol to μmol / kg). Sulfonyl imide, homocysteine ​​sulfonyl imide, sulfobutyrate sulfone, pentyl, hexa-, and hepta-thionine sulfonyl imide), and (metal) chelating agents (preferably α-hydroxy fatty acids, palmitic acid, phytic acid, lactoferrin, α-hydroxy acids (preferably citric acid, lactic acid, and malic acid), humic acid, bile acids, bile extracts, tannins, bilirubin, biliverdin, EDTA, EGTA, and their derivatives), unsaturated fatty acids and their derivatives (preferably γ-linolenic acid, linoleic acid, and oleic acid), folic acid and its derivatives, ubiquinone and its derivatives, panthenol and its derivatives, vitamin C and its derivatives (preferably anti-inflammatory agents). Ascorbyl palmitate, magnesium ascorbate phosphate, ascorbyl acetate, ascorbyl glucoside, tocopherol and its derivatives (preferably vitamin E acetate), vitamin A and its derivatives (vitamin A palmitate), as well as benzoic acid ester, rutin decaenoic acid and its derivatives, flavonoids and their glycosylated precursors of benzoin resin, specifically quercetin and its derivatives, preferably α-glucosylrutin, rosmarinic acid, caryophyllene, carnosic acid, resveratrol, caffeic acid and its derivatives, sinapic acid and its derivatives, ferulic acid and its derivatives, curcumin derivatives, chlorogenic acid and its derivatives, and retinoids.Preferred active ingredients include retinyl palmitate, retinol or retinoic acid, ursolic acid, levulinic acid, butylated hydroxytoluene, butylated hydroxyanisole, desdihydroguaiac acid, desmethyldihydroguaiac acid, trihydroxybutyrophenone, uric acid and its derivatives, mannose and its derivatives, zinc and its derivatives (preferably ZnO, ZnSO4), selenium and its derivatives (preferably selenomethionine), superoxide dismutase, stilbene derivatives and their derivatives (preferably stilbene oxide, trans-stilbene oxide), and those cited as active ingredients suitable for this invention. Derivatives (salts, esters, ethers, sugars, nucleotides, nucleosides, peptides, and lipids) or extracts or fractions of plants with antioxidant properties, preferably green tea, rooibos tea, honeysuckle tea, grape, rosemary, sage, lemon balm, thyme, lavender, olive, oats, cocoa, ginkgo, ginseng, licorice, honeysuckle, sophora flavescens, kudzu root, pine, citrus, amla, or St. John's wort, grape seed, wheat germ, amla, coenzyme, preferably coenzyme Q10, plastoquinone, and methylnaphthoquinone. Preferred antioxidants are selected from the group consisting of vitamin A and its derivatives, vitamin C and its derivatives, tocopherols and their derivatives, preferably tocopherol acetate, and ubiquinone.

[0291] (ii) Matrix metalloproteinase inhibitors (MMPIs). Preferred compositions contain matrix metalloproteinase inhibitors, particularly those that inhibit matrix metalloproteinases from cleaving collagen, selected from the group consisting of: ursolic acid, retinyl palmitate, propyl gallate, precocious pruners, 6-hydroxy-7-methoxy-2,2-dimethyl-1(2H)-benzopyran, 3,4-dihydro-6-hydroxy-7-methoxy-2,2-dimethyl-1(2H)-benzopyran, benzoamidine hydrochloride, cysteine ​​protease inhibitor N-ethylmaleamide, and serine protease inhibitor ε-amino-n-hexanoic acid: phenylmethylsulfonyl fluoride, colhibin (Pentapharm; INCI: hydrolyzed rice protein), oenotherol (Soliance; INCI: propylene glycol, water, evening primrose root extract, ellagic acid and ellagitannins, such as extracts from pomegranate), amiphenone phosphate, juniperol, EDTA, galardin, and EquiStat (Collaborative Group Corporation; Apple extract, soybean seed extract, ursolic acid, soy isoflavones and soy protein), sage extract, MDI (Atrium Corporation; INCI: glycosaminoglycans), fermiskin (Silab / Mawi Corporation; INCI: water and shiitake mushroom extract), actimp 1.9.3 (Expanscience / Rahn Corporation; INCI: hydrolyzed lupin protein), lipobelle soy glycosides (Mibelle Corporation; INCI: alcohol, polysorbate 80, lecithin and soy isoflavones) Extracts of green and black tea, as well as other plant extracts listed in WO02069992A1 (see Tables 1-12 therein, incorporated herein by reference), soy protein or soy glycoprotein, hydrolyzed protein from rice, peas or lupins, plant extracts that inhibit MMPs, preferably shiitake mushroom extract, leaf extracts of Rosaceae and Rosinoideae, especially blackberry leaf extract (preferably, as described in WO2005123101A1, incorporated herein by reference), such as SymMatrix (Symrise, Inc., INCI: maltodextrin, Rubus fruticosus leaf extract). Preferred active substances are selected from the group including retinyl palmitate, ursolic acid, leaf extracts of Rosaceae and Rosinoideae, genistein and daidzein.

[0292] (iii) Skin moisturizers. Preferred skin moisturizers are selected from the group consisting of alkyldiols or alkyltriols containing 3 to 12 carbon atoms, preferably C3-C. 10 -Alkanediols and C3-C 10- Alkanetriol. More preferably, the skin moisturizer is selected from the group consisting of: glycerin, 1,2-propanediol, 1,2-butanediol, 1,3-butanediol, 1,2-pentanediol, 1,2-hexanediol, 1,2-octanediol and 1,2-decanediol. (iv) Mucopolysaccharide stimulant. Preferred compositions contain substances that stimulate mucopolysaccharide synthesis, selected from the group consisting of hyaluronic acid and its derivatives or salts, Subliskin (Sederma, INCI: *Rhizobium sinense* fermentation filtrate, hexadecyl hydroxyethyl cellulose, lecithin), Hyalufix (BASF, INCI: water, butylene glycol, *Alpinia galanga* leaf extract, xanthan gum, caprylic / capric triglyceride), Stimulhyal (Soliance, INCI: calcium ketogluconate), Syn-Glycan (DSM, INCI: tetradecyl aminobutyrate valylaminobutyric urea trifluoroacetate, glycerol, magnesium chloride), Kalpariane (Biotech Ma-rine), DC Upregulex (Distinctive... Cosmetic components, INCI: water, butylene glycol, phospholipids, hydrolyzed sericin, glucosamine, N-acetylglucosamine, retinoids, preferably retinol and vitamin A, burdock fruit extract, loquat extract, genkwa extract, N-methyl-L-serine, (-)-α-bibasol or synthetic α-bibasol, such as Symrise's Dragosantol and Dragosantol 100, oat beta-glucan, echinacea extract and soy protein hydrolysate. Preferred active ingredients are selected from the group including hyaluronic acid and its derivatives or salts, retinol and its derivatives, (-)-α-bibasol or synthetic α-bibasol, such as Symrise's Dragosantol and Dragosantol 100, oat beta-glucan, echinacea extract, alfalfa rhizobium fermentation filtrate, calcium ketogluconate, galangal leaf extract and tetradecylaminobutyric acid valine butyl urea trifluoroacetate.

[0293] (v) Anti-inflammatory agents. The composition may also contain anti-inflammatory and / or anti-redness and / or pruritus-relieving ingredients, particularly steroidal substances selected from the following corticosteroids, which are advantageously used as anti-inflammatory active ingredients or pruritus-relieving active ingredients: hydrocortisone, dexamethasone, dexamethasone phosphate, methyldehydrocortisone, or cortisone, and this list may also cover the addition of other steroidal anti-inflammatory agents. Non-steroidal anti-inflammatory agents may also be used. Examples cited herein include oxacins such as piroxicam or tenoxacin; salicylates such as aspirin, disalcid, solprin, or fendusal; acetic acid derivatives such as diclofenac, clofenac, indomethacin, sulindac, tometidine, or clindanac; methyl esters such as mefenamic acid, meclofenamic acid, flufenamic acid, or niflufenac; propionic acid derivatives such as ibuprofen, naproxen, benzylprofen; or pyrazoles such as phenylbutazone, hydroxypropyl methylphenidate, febrazone, or azaprozin. Anthranilic acid derivatives, particularly avenanthramides described in WO 2004047833A1, are preferred antipruritic components in the compositions of this invention.

[0294] Also useful are mixtures of natural or naturally occurring anti-inflammatory substances or mixtures of substances that relieve redness and / or itching, especially chamomile, aloe vera, myrrh, madder, willow, willowleaf, oats, calendula, arnica, and St. Extracts or fractions of John's wort, honeysuckle, rosemary, passionflower, witch hazel, ginger, or echinacea; preferably selected from the group consisting of extracts or fractions of chamomile, aloe vera, oats, calendula, arnica, honeysuckle, rosemary, witch hazel, ginger, or echinacea, and / or pure substances, preferably α-bisabolol, apigenin, apigenin-7-glucoside, gingerols, shogaenools, ginger glycols, dehydroshogaconides, paradols, natural or naturally occurring alanine, preferably tranilast, alanine A, alanine B, alanine C, non-natural or non-naturally occurring alanine, preferably dihydroalanine D, dihydroalanine E, alanine D, alanine E, alanine F. Boswellic acid, phytosterols, glycyrrhizin, glycyrrhizin and glycyrrhizin chalcone A; preferably, selected from the group including α-bisabolol, natural avementamide, non-natural avementamide, preferably dihydroavementamide D (as described in WO2004047833A1), boswellic acid, phytosterols, glycyrrhizin, and glycyrrhizin chalcone A, and / or allantoin, panthenol, lanolin, (pseudo-)ceramides [preferably ceramide 2, hydroxypropyl bispalmitamide MEA, hexadecyloxypropylglyceromethoxypropyltetradecanoamide, N-(1-hexadecyl)-4-hydroxy-L-proline (1-hexadecyl) ester, hydroxyethylpalmityloxyhydroxypropylpalmitamide], glycosphingolipids, phytosterols, chitosan, mannose, lactose and β-glucan, especially 1,3-1,4-β-glucan from oats.

[0295] (vi) TRPV1 antagonists. Suitable compounds that reduce cutaneous neurosensitivity based on their role as TRPV1 antagonists include, for example, trans-4-tert-butylcyclohexanol as described in WO2009087242A1, or indirect TRPV1 modulators that activate μ-receptors, such as acetyl tetrapeptide-15, which are preferred.

[0296] (vii) Plant extracts. The composition may also contain various plant extracts, such as those of Ginkgobiloba, Oleacea Europensis, Glyzyrrhiza glabra, Vacciniummyrtillus, Trifolium pratense, Litchi sinensis, Vitis, Vinifera, Brassica oleracea, Punica granatum, Petroselinium crispum, Centella asiatica, Passiflora incarnata, Medicago sativa, Melissa officinalis, Valeriana officinalis, Castanea sativa, Salix alba, and Hapagophytum procumbens.

[0297] K. Cooling agent

[0298] The composition may also contain one or more substances (cooling agents) with physiological cooling effects, preferably from the following list: menthol and menthol derivatives (e.g., L-menthol, D-menthol, racemic menthol, isomenthol, neoisomenthol, neomenthol), menthyl ethers (e.g., (I-menthoxy)-1,2-propanediol, (I-menthoxy)-2-methyl-1,2-propanediol, I-menthyl-methyl ether), menthyl esters (e.g., menthyl formate, menthyl acetate, menthyl isobutyrate, menthyl lactate, L-lactic acid, D-menthyl ester ... L-menthyl lactate, (2-methoxy)-menthyl acetate, (2-methoxyethoxy)-menthyl acetate, pyroglutamic acid menthyl acetate, menthyl carbonate (e.g., propylene glycol menthyl carbonate, ethylene glycol menthyl carbonate, glyceryl menthyl carbonate, or mixtures thereof), half-esters of menthol with dicarboxylic acids or their derivatives (e.g., menthyl succinate, menthyl glutarate, menthyl malonic acid, O-menthyl succinate-N,N-(dimethyl)amide, O-menthyl succinate amide), menthane carboxylic amide (preferably, in this case, menthane carboxylic acid-N-acetamide [WS3] or N as described in US 4,150,052). α-(menthanecarbonyl)glycine ethyl ester [WS5], menthanecarboxylic acid-N-(4-cyanophenyl)amide or menthanecarboxylic acid-N-(4-cyanomethylphenyl)amide, methanecarboxylic acid-N-(alkoxyalkyl)amides, menthone and menthone derivatives (e.g., L-menthone glycerol ketal), 2,3-dimethyl-2-(2-propyl)-butyric acid derivatives (e.g., 2,3-dimethyl-2-(2-propyl)-butyric acid-N-formamide [WS23]), isoprene alcohol or its esters (I-(-)-isomenthane alcohol, I-(-)-isomenthane alcohol acetate), menthane derivatives (e.g., p-Menthane-3,8-diol), cinnamon alcohol or synthetic or natural mixtures containing cinnamon alcohol, pyrrolidone derivatives of cycloalkyl dione derivatives (e.g., 3-methyl-2(1-pyrrolyl)-2-cyclopenten-1-one) or tetrahydropyrimidin-2-one (e.g., iciline or related compounds described in WO2004 / 026840), other formamides (e.g., N-(2-(pyridin-2-yl)ethyl)-3-p-menthaneformamide or related compounds), (1R,2S,5R)-N-(4-methoxyphenyl)-5-methyl-2-(1-isopropyl)cyclohexane-formamide [WS12], oxaloacetate (preferably described in EP 2033688A2).

[0299] L. Antimicrobial agents

[0300] Appropriate antimicrobial agents are, in principle, all substances effective against Gram-positive bacteria, such as 4-hydroxybenzoic acid and its salts and esters, N-(4-chlorophenyl)-N'-(3,4-dichlorophenyl)urea, 2,4,4'-trichloro-2'-hydroxy-diphenyl ether (triclosan), 4-chloro-3,5-dimethylphenol, 2,2'-methylenebis(6-bromo-4-chlorophenol), 3-methyl-4-(1-methylethyl)phenol, 2-benzyl-4-chlorophenol, 3-(4-dichlorophenyl)-2-dichlorophenol, etc. 1,2-Propanediol (-chlorophenoxy)-3-iodo-2-propynyl butylcarbamate, chlorhexidine, 3,4,4'-trichlorocarbamate (TTC), antibacterial fragrance, thymol, thymol oil, eugenol, clove oil, menthol, peppermint oil, farnesol, phenoxyethanol, glyceryl monodecanoate, glyceryl monocaprylate, glyceryl monolaurate (GML), diglyceryl monodecanoate (DMC), N-alkylamine salicylate, such as n-octylsalicylate or n-decylsalicylate.

[0301] M. Enzyme inhibitors

[0302] Suitable enzyme inhibitors are, for example, esterase inhibitors. These inhibitors are preferably trialkyl citrates, such as trimethyl citrate, tripropyl citrate, triisopropyl citrate, tributyl citrate, and, in particular, triethyl citrate (HydagenCAT). These substances inhibit enzyme activity, thereby reducing odor formation. Other suitable substances as esterase inhibitors are sterol sulfates or sterol phosphates, such as lanosterol sulfate or phosphate, cholesterol sulfate or phosphate, campesterol sulfate or phosphate, stigmasterol sulfate or phosphate, and sitosterol sulfate or phosphate; dicarboxylic acids and their esters, such as glutaric acid, monoethyl glutarate, diethyl glutarate, adipic acid, monoethyl adipic acid, diethyl adipic acid, malonic acid, and diethyl malonate; hydroxycarboxylic acids and their esters, such as citric acid, malic acid, tartaric acid, or diethyl tartarate; and zinc glycinate.

[0303] N. Odor absorbents and antiperspirants

[0304] Suitable odor absorbers are substances capable of absorbing and largely retaining odor-forming compounds. They lower the partial pressure of the components, thereby reducing their diffusion rate. It is important that the fragrance remains undamaged during this process. Odor absorbers have no effect on bacteria. They contain, for example, complex zinc salts of ricinoleic acid as a main component, or specific main odor-neutralizing fragrances known to those skilled in the art as "fragrance fixatives," such as extracts of rockrose or styrax, or some abietic acid derivatives. Odor masking agents are fragrances or aromatic oils that, in addition to their function as odor maskers, also impart their respective fragrance to deodorants. Aromatic oils that may be mentioned are, for example, mixtures of natural and synthetic fragrances. Natural fragrances are extracts of flowers, stems and leaves, fruits, peels, roots, wood, herbs and grasses, pine needles and twigs, as well as resins and balsams. Animal products, such as civet and castoreum, are also suitable. Typical synthetic aromatic compounds are esters, ethers, aldehydes, ketones, alcohols, and hydrocarbon products. Ester aromatic compounds include, for example, benzyl acetate, p-tert-butylcyclohexyl acetate, linalyl acetate, phenethyl acetate, linalyl benzoate, benzyl formate, allyl cyclohexylpropionate, styraxyl propionate, and benzyl salicylate. Ethers include, for example, benzyl ethyl ether; aldehydes include, for example, straight-chain alkanes containing 8 to 18 carbon atoms, citral, citronellol, citronelloloxyacetaldehyde, cyclamenaldehyde, hydroxycitronellol, lily of the valley aldehyde, and bourgeonal; ketones include, for example, ionone and methyl cedrol; alcohols include anethole, citronellol, eugenol, isoeugenol, geraniol, linalool, phenethyl alcohol, and terpineol; hydrocarbons mainly include terpenes and balsams. However, mixtures of different aromatic compounds are preferred, as they together produce a pleasant fragrance. Essential oils with low volatility that are commonly used as aromatic components are also suitable as aromatic oils, such as sage oil, chamomile oil, clove oil, bee pollen oil, peppermint oil, cinnamon leaf oil, linden flower oil, juniper berry oil, vetiver oil, frankincense oil, galbanum oil, rockrose oil, and lavender oil.Bergamot oil, dihydromyrcenol, lily aldehyde, neolily aldehyde, citronellol, phenethyl alcohol, α-hexylcinnamaldehyde, geraniol, benzylacetone, cyclamate aldehyde, linalool, boisambreneforte, ambergris, indole, methyl dihydrojasmone, sandelice, lemon oil, citrus oil, orange oil, isopentoxyethyl acetate, cyclovertal, lavender oil, sage oil, β-damascone, bourbon geranium oil, cyclohexyl salicylate, Vertofix Coeur, Iso-E-Super, Fixolide NP, elephant moss, iraldein gamma, phenylacetic acid, geraniol acetate, benzyl acetate, rose ether, romilat, ethyl 2-ethylhexanoate, and 2-tert-butylcyclohexylethyl carbonate.

[0305] Suitable astringent and antiperspirant active ingredients are primarily salts of aluminum, zirconium, or zinc. These suitable antihydrotic active ingredients include, for example, aluminum chloride, aluminum hydrochloride, aluminum dihydrochloride, aluminum sesquihydrochloride, and their complexes, such as complexes with 1,2-propanediol; aluminum allantoinate; aluminum tartrate chloride; aluminum zirconium trihydrochloride, aluminum zirconium tetrahydrochloride, aluminum zirconium pentahydrochloride, and their complexes, such as complexes with amino acids like glycine.

[0306] O. Film-forming agents and anti-dandruff agents

[0307] Standard film-forming agents include, for example, chitosan, microcrystalline chitosan, quaternary ammonium chitosan, polyvinylpyrrolidone, vinylpyrrolidone / vinyl acetate copolymer, acrylic polymers, quaternary cellulose derivatives, collagen, hyaluronic acid and its salts and similar compounds.

[0308] A suitable anti-dandruff agent is Pirocton Olamin (1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2-(1H)-pyridone monoethanolamine salt). (clomibazole) (4-Acetyl-1-{4-[2-(2,4-dichlorophenyl)r-2-(1H-imidazol-1-ylmethyl)-1,3-dioxylan-c-4-ylmethoxyphenyl}-piperazine, ketoconazole, neoconazole, selenium disulfide, colloidal sulfur, sulfur-modified polyethylene glycol dehydrated sorbitan monooleate, sulfur-modified ricinoleic acid polyethoxylate, sulfur tar fraction, salicylic acid (or conjugated hexachlorophenol), undecanoic acid, sodium monoethanolamide sulfosuccinate. UD (protein / undecenoic acid concentrate), zinc pyrithione, aluminum pyrithione, and magnesium pyrithione / bispyrithione magnesium sulfate.

[0309] P. Carriers and water-soluble agents

[0310] Preferred cosmetic carrier materials are solid or liquid (including high-viscosity substances) at 25°C and 1013 mbar, such as glycerol, 1,2-propanediol, 1,2-butanediol, 1,3-propanediol, 1,3-butanediol, ethanol, water, and mixtures of two or more of the said liquid carrier materials with water. Optionally, these formulations of the present invention can be prepared using preservatives or solubilizers. Other preferred liquid carrier materials that can be used as components of the formulations of the present invention are selected from the group consisting of oils, such as vegetable oils, neutral oils, and mineral oils.

[0311] Preferred solid carrier substances that can be used as components of the formulations of the present invention are hydrocolloids, such as starch, degraded starch, chemically or physically modified starch, dextrin, (powdered) maltodextrin (preferably with a glucose value of 5 to 25, more preferably 10 to 20), lactose, silicon dioxide, glucose, modified cellulose, gum arabic, gum agar, tung oil gum, carrageenan, pullulan, gelatin, xanthan gum, gellan gum, guar gum, carob powder, alginate, agar, pectin and inulin, and mixtures of two or more of these solid substances, especially maltodextrin (preferably with a glucose value of 15 to 20), lactose, silicon dioxide and / or glucose.

[0312] In addition, water-soluble agents, such as ethanol, isopropanol, or polyols, can be used to improve flowability. Suitable polyols preferably contain 2 to 15 carbon atoms and at least two hydroxyl groups. Such polyols may contain other functional groups, more specifically amino groups, or may be nitrogen-modified. Typical examples include:

[0313] ·glycerin;

[0314] Alkanediols, such as ethylene glycol, diethylene glycol, propylene glycol, butanediol, hexanediol, and polyethylene glycol with an average molecular weight of 100 to 1000 Daltons;

[0315] • Oligoglyceride technical mixtures with a degree of self-condensation of 1.5 to 10, such as diglyceride technical mixtures with a diglyceride content of 40 to 50% by weight;

[0316] • Hydroxymethyl compounds, particularly, for example, trimethylolethane, trimethylolpropane, trimethylolbutane, pentaerythritol and dipentaerythritol;

[0317] • Lower alkyl glycosides, especially those alkyl glycosides containing 1 to 8 carbon atoms in the alkyl group, such as methyl glycosides and butyl glycosides;

[0318] • Sugar alcohols containing 5 to 12 carbon atoms, such as sorbitol or mannitol;

[0319] • Sugars containing 5 to 12 carbon atoms, such as glucose or sucrose;

[0320] Amino sugars, such as glucosamine;

[0321] Diolamines, such as diethanolamine or 2-aminopropane-1,3-diol.

[0322] Q. Preservatives

[0323] Suitable preservatives are, for example, phenoxyethanol, formaldehyde solution, parabens, pentylene glycol or sorbic acid, and other classes of compounds listed in Annex 6, Parts A and B of the Cosmetics Guide.

[0324] R. dyes

[0325] Suitable dyes are, for example, the publications of the German Research Society for Dyes, "Kosmetische". Any of the substances listed in Verlag Chemie, Weinheim, 1984, pp. 81-106 that are suitable for and approved for use in cosmetics. Examples include Carmine A (CI16255), Patent Blue V (CI42051), Indigo (CI73015), Phloroglucinol (CI75810), Quinoline Yellow (CI47005), Titanium Dioxide (CI77891), Indanthrene Blue RS (CI69800), and Madder Red (CI58000). Luminol can also be used as a fluorescent dye. Advantageous coloring pigments are, for example, titanium dioxide, mica, iron oxides (e.g., Fe2O3, Fe3O4, FeO(OH)) and / or tin oxide. Advantageous dyes are, for example, Carmine, Berlin Blue, Chromium Oxide Green, Ultramarine, and / or Manganese Violet.

[0326] Preferred compositions according to the present invention are selected from products for treating, protecting, caring for and cleansing skin and / or hair, or as cosmetic products, preferably as leave-on products (meaning that one or more compounds of formula (I) remain on the skin and / or hair for a longer time than rinse-off products, thereby making their moisturizing and / or anti-aging and / or wound healing promoting effects more significant).

[0327] The formulations of the present invention are preferably in the form of emulsions, such as W / O (water-in-oil), O / W (oil-in-water), W / O / W (oil-in-oil-in-water), O / W / O (oil-in-water-in-oil), PIT emulsions, Pickling emulsions, low-oil emulsions, micron emulsions or nano emulsions, solutions, for example, in oil (fatty oils or fatty acid esters, especially C6-C). 32 Fatty acid C2-C 30 Solutions in esters or silicone oils, dispersions, suspensions, creams, emulsions, or milks, depending on the preparation method and ingredients; gels (including hydrogels, aqueous dispersions, and oleogels); aerosols (e.g., pump-jet sprays or propellant-containing sprays); foams or impregnation solutions for wiping cosmetics; detergents such as soaps, synthetic detergents, washes, shower and bath preparations, bath products (capsules, oils, tablets, salts, bath salts, soaps, etc.); effervescent preparations; skin care products such as emulsions (as described above), ointments, pastes, gels (as described above), oils, sesame oils, whey, powders (e.g., face powder, body powder), masks, eyebrow pencils, lipsticks, roll-ons, pump-jet products, and aerosols (foaming, non-foaming, or post-foaming). Deodorants and / or antiperspirants, mouthwash and oral cleansers, foot care products (including exfoliants and deodorants), insect repellents, sunscreens, after-sun products, shaving products, aftershave balms, pre- and post-shave shampoos, depilatory agents, hair care products such as shampoos (including 2-in-1 shampoos, anti-dandruff shampoos, baby shampoos, dry hair shampoos, concentrated shampoos), conditioners, hair growth oils, hair growth solutions, hair dyes, styling creams, hair oils, perming and curling solutions, hair gels, styling aids (such as gels or waxes), hair smoothing agents (conditioners, relaxants), hair dyes such as short-term direct hair dyes, semi-permanent hair dyes, permanent hair dyes, conditioners, hair mousses, eye care products, cosmetics, makeup removers, or baby products.

[0328] The formulations of the present invention are particularly preferred in the form of emulsions, especially W / O, O / W, W / O / W, O / W / O emulsions, PIT emulsions, Pickering emulsions, low-oil-content emulsions, micron emulsions or nano emulsions, gels (including hydrogels, aqueous dispersions, and oleogels), and solutions, for example in oils (fatty oils or fatty acid esters, especially C6-C). 32 Fatty acid C2-C 30 Solutions in esters or silicone oils, or aerosols (e.g., pump aerosols or aerosols with propellants).

[0329] The content of auxiliary substances and additives can be from 5% to 99% bw, preferably from 10% to 80% bw, based on the total amount of the formulation. Those skilled in the art can readily determine the amount of cosmetic or skin care auxiliary substances, additives, and fragrances used in each case by simple trial and error, based on the properties of a particular product.

[0330] The formulation may also contain up to 99% bw, preferably 5 to 80% bw, of water, based on the total amount of the formulation.

[0331] S. Fragrances, flavorings and aromatic compounds

[0332] Fragrances, flavorings, and aromatic compounds known in the art can be added to the compositions of the present invention. These fragrances, flavorings, and aromatic compounds can be obtained from natural sources or prepared through organic synthesis. The terms "fragrances, flavorings, and aromatic compounds" are used interchangeably according to the present invention.

[0333] Spices and flavorings can be selected from synthetic flavoring liquids and / or oils derived from plant leaves, flowers, fruits, etc., and their combinations. Representative flavoring liquids include: artificial, natural, or synthetic fruit flavorings such as eucalyptus oil, lemon oil, orange oil, banana oil, grape oil, lime oil, apricot oil, and grapefruit oil; fruit flavorings including apple, strawberry, cherry, orange, pineapple, etc.; legume and nut-derived flavorings such as coffee, cocoa, cola, peanut, almond, etc.; and root-derived flavorings such as licorice or ginger.

[0334] The fragrances and flavorings are preferably derived from essential oils and extracts, tinctures and balsams, such as, for example, anethole, basil oil, bergamot oil, bitter almond oil, camphor oil, citronella oil, lemon oil, lemon eucalyptus oil, eucalyptus oil, fennel oil, grapefruit oil, chamomile oil, spearmint oil, wormwood oil, white lemon oil, orange oil, nutmeg oil (especially nutmeg flower oil), myrrh oil, clove oil, clove flower oil, orange oil, oregano oil, parsley (seed) oil, peppermint oil, rosemary oil, sage oil (sage, Dalmatian or Spanish sage oil), star anise oil, thyme oil, vanilla extract, cypress oil (especially juniper oil), wintergreen oil, cinnamon leaf oil, cinnamon bark oil, and their fractions or components separated from them.

[0335] Particularly advantageous is that the flavor and fragrance composition of the present invention contains at least one flavor and / or fragrance, preferably two, three, four, five, six, seven, eight or more flavors and / or fragrances selected from the group consisting of: menthol (preferably L-menthol and / or racemic menthol), anethole, anethole ether, anisaldehyde, anisyl alcohol, (racemic) neomenthol, eucalyptol (1,8-eucalyptol), menthone (preferably L-menthone), isomenthone (preferably D-menthone). -Isomenthone), isoprene, menthyl acetate (preferably L-menthyl acetate), menthyl propionate, carvone (preferably (-)-carvone, optionally as a component of spearmint oil), methyl salicylate (optionally as a component of wintergreen oil), eugenol acetate, isoeugenol methyl ether, β-cyclocitral, eugenol, isobutyraldehyde, 3-octanol, dimethyl sulfide, hexanol, hexanal, trans-2-hexanal, cis-3-hexenol, 4-terpineol, pinoxadenol, thiazolinone ... Hesperidone, Linalool, 8-Ocimenyl acetate, Isoamyl alcohol, Isovaleraldehyde, α-pinene, β-pinene, Limonene (preferably D-limonene, optional as a component of the essential oil), Menthone, trans-hydrated sapindusene, Menthofuran, Caryophyllene, Geraniol D, Cinnamaldehyde, Mentholactone, Thymol, γ-Octalolactone, γ-Nonolactone, γ-Decanolactone, (1,3E,5Z)-Undecanetriene, 2-Butanone, Ethyl formate, 3-Octalyl acetate, Isovaleric acid Amyl ester, cis- and trans-carvyl acetate, p-cymene, damascone, damascone, cis-rosinone, trans-rosinone, frankinc, acetaldehyde diethyl acetal, 1-ethoxyethyl acetate, cis-4-heptenal, cis-jasmone, methyl dihydrojasmonic acid, 2'-hydroxyphenylacetone, menthyl methyl ether, myrtyl acetate, 2-phenylethanol, 2-phenylethyl isobutyrate, 2-phenylethyl isovalerate, geraniol, nerol, and chlorophyllol.

[0336] The preferred spices and flavorings include menthol, eucalyptol, eugenol, thymol, cinnamaldehyde, peppermint oil, spearmint oil, eucalyptus oil, cinnamon oil, clove oil, spruce needle oil, fennel oil, sage oil, anise oil, star anise oil, citrus oil, and mugwort oil and mixtures thereof.

[0337] Synthetic fragrances and flavorings typically represent mixtures of aldehydes, ketones, alcohols, ethers, esters, and hydrocarbons. Examples of these fragrances and flavorings are given below, but are not limited to:

[0338] S.1 Aldehydes

[0339] Examples of suitable fragrances and flavorings possessing an aldehyde structure include melon aldehyde, privet aldehyde, adolox aldehyde, anisaldehyde, safflower aldehyde, ethyl vanillin, anthocyanin, floralozon, neojasmine aldehyde, piperaldehyde, hydroxyvanillin, koavon, lauraldehyde, cancinal, neolichal, lily aldehyde, adolox aldehyde, anisaldehyde, cuminaldehyde, methyl nonylacetaldehyde, citronellol, citronelloloxyacetaldehyde, safflower aldehyde, bourgeonal, ptbucinal, phenylacetaldehyde, undecenal, vanillin, 2,6,10-trimethyl-9-undecenal, 3-dodecen-1-aldehyde, α-n-Amyl cinnamaldehyde, 4-methoxy-benzaldehyde, benzaldehyde, 3-(4-tert-butylphenyl)-propanal, 2-methyl -3-(p-methoxyphenylpropanal), 2-methyl-4-(2,6,6-trimethyl-2(1)-cyclohexen-1-yl)butanal, 3-phenyl-2-propenal, cis- / trans-3,7-dimethyl-2,6-octadien-1-al, 3,7-dimethyl-6-octenen-1-al, [(3,7-dimethyl-6-octenyl)-xy]-al, 4-isopropylbenzaldehyde, 1,2,3,4,5,6,7,8-octahydro-8,8-dimethyl-2-naphthal, 2,4-dimethyl-3-cyclohexen-1-carboxal, 2-methyl-3-(isopropyl-phenyl)propanal, decanal, 2,6-dimethyl-5-hepteneal, 4-(tricyclo[5.2.1.0(2,6)]-decene-8)- Butyraldehyde, octahydro-4,7-methylene-1H-indaldehyde, 3-ethoxy-4-hydroxybenzaldehyde, p-ethyl-α,α-dimethylhydrocinnamaldehyde, α-methyl-3,4-(methylenedioxy)-hydrocinnamaldehyde, 3,4-methylenedioxybenzaldehyde, α-n-hexyl-cinnamaldehyde, meso-cymene-7-carboxaldehyde, α-methylphenylacetaldehyde, 7-hydroxy-3,7-dimethyloctanal, undecenal, 2,4,6-trimethyl-3-cyclohexene-1-carboxaldehyde, 4-(3)(4-methyl-3-pentenyl)-3-cyclohexene-carboxaldehyde, 1-dodecaldehyde, 2,4-dimethyl-cyclohexene-3-carboxaldehyde, 4-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carboxaldehyde, 7-methoxy-3,7-dimethyl Kioctyl-1-aldehyde, 2-methylundecaldehyde, 2-methyldecanal, 1-nonanal, 1-octanal, 2,6,10-trimethyl-5,9-undecanedienal, 2-methyl-3-(4-tert-butyl)propanal, 3-(4-ethylphenyl)-2,2-dimethylpropanal, 3-(4-methoxyphenyl)-2-methylpropanal, methyl n-nonylacetaldehyde, 2-phenylpropan-1-aldehyde, 3-phenylpropan-2-en-1-aldehyde, 3-phenyl-2-pentylpropan-2-en-1-aldehyde, 3-phenyl-2-hexylpropan-2-enal, 3-(4-isopropylphenyl)-2-methylpropan-1-aldehyde, 3-(4-ethylphenyl)-2,2-dimethylpropan-1-aldehyde, 3-(4-tert-butylphenyl)-2-methylpropanal, 3-(3,4-Methylenedioxyphenyl)-2-methylphen-1-aldehyde, 3-(4-ethylphenyl)-2,2-dimethylpropanal, 3-(3-isopropylphenyl)-but-1-aldehyde, 2,6-dimethylhept-5-en-1-aldehyde, dihydrocinnamaldehyde, 1-methyl-4-(4-methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde, 5- or 6-methoxyhexahydro-4,7-methyleneindene-1- or 2-carboxaldehyde, 3,7-dimethyloct-1-aldehyde, 1-undecane-1-aldehyde, 10-undecene-1-aldehyde, 4-hydroxy-3- Methoxybenzaldehyde, 1-methyl-3-(4-methylpentyl)-3-cyclohexenaldehyde, 7-hydroxy-3,7-dimethyl-octanal, trans-4-decenal, 2,6-nonadienol, 4-methylphenylacetaldehyde, 4-methylphenylacetaldehyde, 2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-butanal, o-methoxycinnamoaldehyde, 3,5,6-trimethyl-3-cyclohexenaldehyde, 3,7-dimethyl-2-methylene-6-octenal, phenoxyacetaldehyde, 5,9-dimethyl-4,8 -Decadienal, Paeonal (6,10-dimethyl-3-oxa-5,9-undecadien-1-al), Hexahydro-4,7-methyleneind-1-carboxaldehyde, Octal, 2-Methyloctanal, α-Methyl-4-(1-methylethyl)phenylacetaldehyde, 6,6-dimethyl-2-norphenoxyacetaldehyde, p-methylphenoxyacetaldehyde, 2-methyl-3-phenyl-2-propen-1-al, 3,5,5-trimethylhexanal, Hexahydro-8,8-dimethyl-2-naphthal, 3-propyl-bicyclo[2.2.1]-hept-5- 2-Thiophenecaraldehyde, 9-decenal, 3-methyl-5-phenyl-1-pentanal, methylnonylacetaldehyde, 1-p-menthene-q-carboxaldehyde, citral or mixtures thereof, lily aldehyde, citral, 1-decanal, undecanoal, dodecaneal, hlorhydral, 2,4-dimethyl-3-cyclohexene-1-carboxaldehyde, 4-methoxybenzaldehyde, 3-methoxy-4-hydroxybenzaldehyde, 3-ethoxy-4-hydroxybenzaldehyde, 3,4-methylenedioxybenzaldehyde, 3,4-dimethoxybenzaldehyde and mixtures thereof.

[0340] As described above, the ketone or aldehyde may have an aliphatic, cycloaliphatic, aromatic, olefinically unsaturated structure, or a mixture of these elements. These components may also contain heteroatoms or possess a polycyclic structure. Suitable substituents for all these structures are hydroxyl and / or amino groups. Other fragrances are listed in the following documents: Steffen Arctander, Published 1960 and 1969 respectively, Reprinted 2000 ISBN: Aroma Chemicals Vol.1:0-931710-37-5, Aroma Chemicals Vol.2:0-931710-38-3, which are cited herein.

[0341] S-2-ketone

[0342] Suitable examples of fragrances and flavorings possessing a ketone structure include buccoxime, isojasmone, methyl-β-naphthylone, muscone, tuna musk / musk plus, α-turaconone, β-turaconone, δ-turaconone, isoturaconone, damasne, damarose, methyl dihydrojasmone, menthone, carvone, camphor, fentanyl, α-ionone, β-ionone, dihydro-β-ionone, γ-methylionone, heptacyclopentanone, dihydrojasmone, cis-jasmone, Iso-E-Super, methyl cedryne or methyl cedryne, acetophenone, methyl acetophenone, p-methoxyacetophenone, methyl-β-naphthylone, benzylacetone, benzophenone, p-hydroxyphenylbutanone, apigenin, or Livescone, 6-isopropyldecahydro-2-naphthone, dimethyl-octenone, freskomenth, 4-(1-ethoxyvinyl)-3,3,5,5-tetramethylcyclohexanone, methylheptenone, 2-(2-(4-methyl-3-cyclohexen-1-yl)propyl)-cyclopentanone, 1-(parapine-6(2)-yl)-1-propanone, 4-(4-hydroxy-3-methoxyphenyl)-2-butanone, 2-acetyl-3,3-dimethyl-norkenane, 6,7-dihydro-1,1,2,3,3-pentamethyl-4(5H)-indanone, 4-damascol, Dulcinyl or farnesone, Gelsone, Hexalon, Isocyclemone E, methyl cyclolimonone, methyl lavenderone, p-tert-pentylcyclohexanone, p-tert-butylcyclohexanone, o-tert-butylcyclohexanone, Delphone, muscone, neobutenone, thujone, Veloutone, 2,4,4,7-tetramethyl-oct-6-en-3-one, Tetmmeran, methyl hedione (2-pentyl-3-oxo-1-cyclopentyl)acetate, and mixtures thereof. Preferred ketones are selected from the group consisting of α-turamitone, δ-turamitone, isoturamitone, carvone, γ-methyl ionone, Iso-E-Super, 2,4,4,7-tetramethyl-oct-6-en-3-one, benzylacetone, β-turamitone, damalenone, methyl dihydrojasmone, methyl cypressone, methyl (2-pentyl-3-oxo-1-cyclopentyl)acetate, and mixtures thereof.

[0343] S.3 alcohols

[0344] Suitable fragrance and flavor alcohols include, for example, 10-undecen-1-ol, 2,6-dimethylhept-2-ol, 2-methylbutanol, 2-methylpentanol, 2-phenoxyethanol, 2-phenylpropanol, 2-tert-butylcyclohexanol, 3,5,5-trimethylcyclohexanol, 3-hexanol, 3-methyl-5-phenylpentanol, 3-octanol, 1-oct-3-ol, 3-phenylpropanol, 4-heptenol, 4-isopropylcyclohexanol, 4-tert-butylcyclohexanol, 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, and salicylic acid. Butyl acetate, citronellol, cyclohexyl salicylate, decanol, dihydrogeraniol, dimethylphenylethanol, dimethylheptanol, dimethyloctanol, ethyl salicylate, ethyl vanillin, anethole, eugenol, geraniol, heptanol, hexyl salicylate, isoborneol, isoeugenol, isomenthyl alcohol, linalool, menthol, myrtol, n-hexanol, nerol, nonanol, octanol, para-menthol-7-ol, phenylethyl alcohol, phenol, phenyl salicylate, tetrahydrogeraniol, tetrahydrolinalool, thymol, trans-2-cis-6-nonadienol, trans-2-nonen-1-ol, trans-2-octenal, undecyl alcohol, vanillin, cinnamaldehyde, and mixtures thereof.

[0345] S.4 Esters

[0346] Suitable examples of fragrances and flavorings having an ester structure include benzyl acetate, phenoxy isobutyrate, tert-butyl cyclohexyl acetate, linaloyl acetate, dimethyl benzyl acetate (DMBCA), ethyl phenyl acetate, benzyl acetate, ethyl methylphenyl dehydroglyceroate, allyl cyclohexyl propionate, styraxyl propionate, benzyl salicylate, cyclohexyl salicylate, Floramat, melusat, jasmacyclatat, and mixtures thereof.

[0347] S.5 Ethers

[0348] Suitable examples of fragrances and flavorings that possess an ether structure include benzyl ethyl ether or ambroxan.

[0349] S.6 aromatic oil

[0350] Appropriate fragrances and flavorings can also be based on aromatic oils, which are mixtures of natural and synthetic fragrances. Natural fragrances include extracts from flowers (lily, lavender, rose, jasmine, orange blossom, ylang-ylang), stems and leaves (geranium, patchouli, bitter orange), fruits (fennel, coriander, cilantro, juniper), peels (bergamot, lemon, orange), roots (nutmeg, angelica, celery, cardamom, costus root, iris, calamus), woods (pine, sandalwood, guaiac, cedar, rosewood), herbs and grasses (tarragon, lemongrass, sage, thyme), pine needles and branches (spruce, fir, pine, dwarf pine), resins and balsams (galangal, elemi, benzoin, myrrh, frankincense, red myrrh). Animal ingredients, such as civet and castoreum, can also be used. Typical synthetic fragrance compounds are esters, ethers, aldehydes, ketones, alcohols, and hydrocarbon products. Examples of ester aromatic compounds are benzyl acetate, phenoxyethyl isobutyrate, p-tert-butyl cyclohexylacetate, linalyl acetate, dimethylbenzylcarbinylacetate, ethyl phenacetate, linalyl benzoate, benzyl formate, ethyl phenylglycine, allyl cyclohexylpropionate, styraxyl propionate, and benzyl salicylate. Ethers include, for example, benzyl ethyl ether; while aldehydes include, for example, straight-chain alkanes containing 8 to 18 carbon atoms, citral, citronellol, citronelloloxyacetaldehyde, cyclamenaldehyde, hydroxycitronellol, lily of the valley aldehyde, and bournezaldehyde. Suitable examples of ketones are ionone, α-isomethylionone, and methyl cedrol. Suitable alcohols are anethole, citronellol, eugenol, isoeugenol, geraniol, linalool, phenethyl alcohol, and terpineol. Hydrocarbons mainly include terpenes and balsams. However, it is preferable to use mixtures of different aromatic compounds that together produce a pleasant fragrance. Other suitable aromatic oils are essential oils with low volatility, which are mostly used as aromatic components. Examples are sage oil, chamomile oil, clove oil, bee pollen oil, peppermint oil, cinnamon leaf oil, lime flower oil, juniper berry oil, vetiver oil, frankincense oil, galbanum oil, rockrose oil, and lavender oil. The following substances are preferred for use alone or in combination: bergamot oil, dihydromyrcenol, lily aldehyde, neolily aldehyde, citronellol, phenethyl alcohol, hexylcinnamaldehyde, geraniol, benzylacetone, cyclamen aldehyde, linalool, ethoxymethoxycycloundecane, ambroxan, indole, hedione, sandelice, citrus essential oils, citrus oil, orange oil, allyl pentyl glycolate, cyclovertal, bright lavender oil, sage oil, damascone, bourbon geranium oil, cyclohexyl salicylate, Vertofix Coeur, Iso-E-Super, Fixolide NP, elephant moss, iraldein gamma, phenylacetic acid, geraniol acetate, benzyl acetate, rose ether, romilat, ethyl 2-ethylhexanoate (irotyl), and 2-tert-butylcyclohexyl ethyl carbonate (floramat).

[0351] Daily Composition

[0352] Another embodiment of the invention covers daily-use compositions, such as detergent compositions containing an effective amount of at least one acetophenone derivative of formula (I) and at least one fragrance and / or flavoring and / or lipophilic ingredient, water and at least one emulsifier or surfactant and / or at least one alcohol.

[0353] The total amount of all acetophenone derivatives of formula (I) in the composition is preferably from 0.05% to 5% by weight, more preferably from 0.5% to 2% by weight, and most preferably from 0.1% to 1% by weight, based on the final daily-use composition. The total amount of all fragrances and / or flavorings or lipophilic ingredients in the daily-use composition is preferably from 0.05% by weight to 10% by weight, more preferably from 0.1% to 5% by weight, and most preferably from 0.1% to 2% by weight, based on the final daily-use composition.

[0354] The daily-use compositions according to the present invention may also contain conventional additives, auxiliaries and ingredients such as, for example, anionic, nonionic, cationic, amphoteric or amphoteric (co-)surfactants, organic solvents, detergent builders, enzymes, stain removers, thickeners, colorants and foam inhibitors.

[0355] A. Anionic (co-)surfactants

[0356] Preferably, the anionic surfactant used is a sulfonate surfactant, an alkyl(olefin) sulfonate, an alkoxylated alkyl(olefin) sulfonate, an ester sulfonate, or a soap. A suitable sulfonate surfactant is preferably C. 9-13 - Alkylbenzene sulfonates, olefin sulfonates, i.e., mixtures of alkenyl and hydroxyalkyl sulfonates and disulfonates, such as those with terminal or intermediate double bonds (C1). 12-18 Monoolefins are obtained by sulfidation with gaseous sulfur trioxide followed by alkaline or acidic hydrolysis of the sulfidation product.

[0357] (i) Alkyl sulfonates. Preferred alkyl sulfonates are C 12 -C 18 Alkali metal sulfate half-esters of fatty alcohols

[0358] In particular, sodium salts, such as coconut oil fatty alcohol, tallow fatty alcohol, lauryl alcohol, myristyl alcohol, cetyl alcohol, or stearyl alcohol, or C8-C 20 Carbonyl synthetic alcohols and such long-chain secondary alcohol half-esters. Long-chain alkyl (olefin) sulfates containing petrochemically produced linear alkyl groups are also preferred. C is particularly preferred for detergency reasons. 12 -C 16 Alkyl sulfates and C 12 -C 15Alkyl sulfates and C 14 -C 15 Alkyl sulfates. 2,3-Alkyl sulfates, for example, under the product name DAN. TM It is commercially available from Shell Oil Company and is also a suitable anionic surfactant.

[0359] (ii) Alkyl (olefinic) ether sulfonates. Also suitable is the use of 1 to 6 moles of ethylene oxide ethoxylated from linear or branched C7-C derivatives. 21 Sulfonate monoesters of alcohols, such as 2-methyl-branched C9-C with an average of 3.5 moles of ethylene oxide (EO). 11 Alcohols or C with 1 to 4 EO 12 -C 18 Fatty alcohols.

[0360] (iii) Sulphates. Also suitable are α-sulfonated fatty acid esters (sulphates), such as α-sulfonated methyl esters of hydrogenated coconut acid, palmitic acid or shea butter.

[0361] (iv) Soaps. Soaps can be considered, in particular, another class of anionic surfactants. Saturated fatty acid soaps are especially suitable, such as laurates, myristicates, palmitates, stearates, hydrogenated erucic acids, and behenates, as well as soap mixtures derived particularly from natural fatty acids, such as coconut oil fatty acid salts, palm kernel fatty acid salts, or tallow fatty acid salts. A composition of 50 to 100% by weight saturated C is particularly preferred. 12 -C 24 Those soap mixtures consisting of fatty acid soaps and 0 to 50% by weight oleic acid soap.

[0362] (v) Ether carboxylic acids. Another class of anionic surfactants is ether carboxylic acids, which can be produced in the presence of a basic catalyst using chloroacetic acid.

[0363] They are obtained by treating fatty alcohol ethoxides with sodium. They have the general formula: RO(CH2CH2O) p CH2COOH, where R=Cl-C 18 And p = 0.1 to 20. Ether carboxylic acids are insensitive to water hardness and have excellent surface activity.

[0364] B. Nonionic (co-)surfactants

[0365] (i) Alkoxylated alcohols. The added nonionic surfactant is preferably alkoxylated and / or propoxylated, especially primary alcohols having 8 to 18 carbon atoms and an average of 1 to 12 moles of ethylene oxide (EO) and / or propylene oxide (PO) per mole of alcohol. C8-C is particularly preferred. 16 -Alkoxylation of alcohols, preferably ethoxylation and / or propoxylation of C-hydroxyl groups. 10 -C 15-Alkoxylated alcohols, especially C 12 -C 14 Alkoxylated alcohols having an ethoxylation degree of 2 to 10, preferably 3 to 8, and / or a propoxylation degree of 1 to 6, preferably 1.5 to 5. The ethoxylation degree and propoxylation degree constitute a statistical average and may be an integer or a fraction for a specific compound. Preferred ethoxylated alcohols and propoxylated alcohols have a narrow uniform distribution (narrow range of ethoxylate / propoxylate, NRE / NRP). Fatty alcohols having a content higher than 12EO can also be used as nonionic surfactants. Examples of this are (butter) fatty alcohols having 14EO, 16EO, 20EO, 25EO, 30EO, or 40EO.

[0366] (ii) Alkyl glycosides In addition, RO(G) conforming to the general formula can be added. x Alkyl glycosides are used as additional nonionic surfactants, particularly with anionic surfactants, wherein R is a straight-chain or methyl-branched chain, especially 2-methyl-branched, aliphatic group having 8 to 22, preferably 12 to 18 carbon atoms, and G represents a monosaccharide unit having 5 or 6 carbon atoms, preferably glucose. The degree of glycosylation x, which defines the distribution of monosaccharides and oligosaccharides, is a value between 1 and 10, preferably between 1.1 and 1.4.

[0367] (iii) Alkoxylated fatty acid esters. Another preferred class of nonionic surfactants, used as a single nonionic surfactant or in combination with other nonionic surfactants, particularly in combination with alkoxylated alcohols and / or alkyl glycosides, are alkoxylated, preferably ethoxylated or ethoxylated and propoxylated fatty acid alkyl esters, preferably containing 1 to 4 carbon atoms in the carbon chain, and more particularly fatty acid methyl esters as described in Japanese Patent Application JP-A-58 / 217598, preferably prepared by the method described in International Patent Application WO-A-90 / 13533. Particularly preferred are those containing an average of 3 to 15 EO atoms, particularly 5 to 12 EO atoms on the carbon chain. 12 -C 18 Fatty acid methyl esters.

[0368] (iv) Amine oxides. Amine oxide nonionic surfactants, such as N-cocoalkyl-N,N-dimethylamine oxide and N-tartrate alkyl-N,N-dihydroxyethylamine oxide, as well as fatty acid chain alkanolamides, are also suitable. The amount of these nonionic surfactants used is preferably no greater than the amount of ethoxylated fatty alcohol, especially no more than half of it.

[0369] (v) Gemini Surfactants. So-called gemini surfactants can be considered surfactants. Generally, these compounds refer to compounds containing two hydrophilic groups and two hydrophobic groups per molecule. These groups are typically separated by "spacers." These spacers are usually carbon chains, long enough to allow the hydrophilic groups sufficient distance to function independently. These surfactants are typically characterized by very low critical concentrations and a significant ability to reduce the surface tension of water. In special cases, gemini surfactants refer not only to dimers but also to trimers. Suitable gemini surfactants are, for example, sulfated hydroxyl mixed ethers according to German patent application DE 4321022, or dimerol-bis- and trimerol-tri-sulfates and ether sulfates according to international patent application WO 96 / 23768 A1. According to German patent application DE 19513391A1, the end-capped dimer and trimer mixed ethers are characterized by their bifunctionality and multifunctionality. Geminids or polyhydroxy fatty acid amides, such as those described in international patent applications WO 95 / 19953 A1, WO 95 / 19954 A1 and WO 95 / 19955 A1, may also be used.

[0370] C. Cationic co-surfactants

[0371] (i) Tetraalkylammonium salts. Cationic surfactants contain hydrophobic polymeric groups required for cationic surface activity, as separated from aqueous solutions. An important group of cationic surfactants is represented by the general formula (R...). 1 R 2 R 3 R 4 N + )X - Tetraalkylammonium salts. Among them, R... 1 Represents C1-C8 alkyl (alkene) groups, R 2 R 3 and R 4 Each group independently represents an alkyl (alkene) group containing 1 to 22 carbon atoms. X is a compensating ion, preferably self-assembled into halogens, alkyl sulfates, and alkyl carboxylates. Cationic surfactants are particularly preferred, wherein the nitrogen group is replaced by two long acyl groups and two short alkyl (alkene) groups.

[0372] (ii) Ester-based quaternary ammonium salts. Another class of cationic surfactants that are particularly used as co-surfactants in this invention are so-called ester-based quaternary ammonium salts. Ester-based quaternary ammonium salts are generally understood to be quaternized fatty acid triethanolamine esters. They are known compounds that can be obtained by relevant methods of preparative organic chemistry. In this regard, reference is made to International Patent Application WO 91 / 01295A1, which describes the partial esterification of triethanolamine with fatty acids in the presence of hypophosphite, passing air through the reaction mixture and subsequently quaternizing it bulk with dimethyl sulfate or ethylene oxide. Furthermore, German Patent DE 4308794 C1 describes a method for producing solid ester-based quaternary ammonium salts, wherein the quaternization of triethanolamine esters is carried out in the presence of a suitable dispersant, preferably a fatty alcohol.

[0373] Typical examples of ester-based quaternary ammonium salts suitable for use in this invention are products in which the acyl group is derived from a monocarboxylic acid corresponding to the formula RCOOH, wherein RCO is an acyl group containing 6 to 10 carbon atoms, and the amino group is triethanolamine (TEA). Examples of such monocarboxylic acids are hexanoic acid, octanoic acid, decanoic acid, and technical mixtures thereof, such as, for example, so-called fatty acid head fractions. Quaternary ammonium salts in which the acyl group is derived from a monocarboxylic acid containing 8 to 10 carbon atoms are preferred. Other quaternary ammonium salts are those in which the acyl group is derived from dicarboxylic acids, such as malonic acid, succinic acid, maleic acid, fumaric acid, glutaric acid, sorbic acid, pimelic acid, azelaic acid, sebacic acid, and / or dodecanoic acid, but adipic acid is preferred. In summary, ester-based quaternary ammonium salts in which the acyl group is derived from a monocarboxylic acid containing 6 to 22 carbon atoms and adipic acid are preferred. The molar ratio of mono- and dicarboxylic acids in the final ester-based quaternary ammonium salt can be from 1:99 to 99:1, and preferably from 50:50 to 90:10, and more particularly from 70:30 to 80:20. Besides quaternized fatty acid triethanolamine esters, other suitable quaternary ammonium salts are quaternized esters of mixtures of mono / dicarboxylic acids with diethanolalkylamines or 1,2-dihydroxypropyl dialkylamines. The ester-based quaternary ammonium salt can be obtained from fatty acids and from mixtures of the corresponding triglycerides with the corresponding dicarboxylic acids. One such method, which can be described as representative of the relevant prior art, is described in European Patent EP 0750606 B1. To prepare the quaternized ester, the mixture of mono- and dicarboxylic acids and triethanolamine—based on the presence of carboxyl groups—is used in an amount of 1.1:1 to 3:1. Depending on the properties of the ester-based quaternary ammonium salt, a ratio of 1.2:1 to 2.2:1, and preferably 1.5:1 to 1.9:1, has proven particularly advantageous. Preferred ester-based quaternary ammonium salts are technical mixtures of mono-, di-, and ternary esters with an average degree of esterification of 1.5 to 1.9.

[0374] D. Amphoteric or zwitterionic co-surfactants (i) betaine. Amphoteric or zwitterionic surfactants possess a variety of functional groups that can ionize in aqueous solutions and therefore...

[0375] This—depending on the medium conditions—imparts anionic or cationic properties to the compound (see DIN 53900, July 1972). Near the isoelectric point (approximately pH 4), amphoteric surfactants form internal salts, thus becoming poorly soluble or insoluble in water. Amphoteric surfactants are subdivided into amphoteric compounds and betaines, the latter existing as zwitterions in solution. Amphoteric compounds are amphoteric electrolytes, i.e., compounds possessing both acidic and basic hydrophilic groups, and therefore exhibiting either acidic or basic behavior depending on the conditions. Betaine is a known surfactant, primarily produced by the carboxylation of amine compounds, preferably by carboxylmethylation. The starting material is preferably condensed with a halocarboxylic acid or its salt, more particularly sodium chloroacetate, forming one mole of salt per mole of betaine. Addition to unsaturated carboxylic acids, such as acrylic acid, is also possible. Suitable examples of betaine are carboxylation products of secondary amines, especially tertiary amines, corresponding to the general formula R. 1 R 2 R 3 N-(CH2) q COOX, among which

[0376] R 1 It is an alkyl group having 6-22 carbon atoms, R 2 It is hydrogen or an alkyl group containing 1-4 carbon atoms, R 3 It is an alkyl group containing 1-4 carbon atoms, q is a number from 1 to 6, and X is a base and / or an alkaline earth metal or ammonium. Typical examples are hexylmethylamine, hexyldimethylamine, octyldimethylamine, decyldimethylamine, C 12 / 14 -Cocoyl dimethylamine, myristyl dimethylamine, cetyl dimethylamine, stearyl dimethylamine, stearyl ethyl methylamine, oleyl dimethylamine, C 16 / 18 - Animal fat alkyl dimethylamines and their industrial mixtures, and in particular carboxymethylated products of dodecyl methylamine, dodecyl dimethylamine, dodecyl ethyl methylamine and their industrial mixtures.

[0377] (ii) Alkylamide betaine. Other suitable betaines are those corresponding to the general formula R. 1 CO(R 3 (R) 4 )-NH-(CH2) p -N-(CH2) q The carboxyl alkylation product of COOX amide-amine, wherein R is 1 CO is an aliphatic acyl group containing 6 to 22 carbon atoms and 0 or 1 to 3 double bonds, R 2 It is hydrogen or an alkyl group containing 1 to 4 carbon atoms, R 3It is an alkyl group containing 1 to 4 carbon atoms, where p is a number from 1 to 6, q is a number from 1 to 3, and X is an alkali metal and / or alkaline earth metal or ammonium. Typical examples are fatty acids having 6 to 22 carbon atoms, such as hexanoic acid, octanoic acid, capric acid, lauric acid, myristic acid, palmitic acid, palmitoleic acid, stearic acid, isostearic acid, oleic acid, trans-octadecenoic acid, phellandrene, linolenic acid, linolenic acid, arachidonic acid, cis-9-eicosenoic acid, behenic acid, erucic acid, and industrial mixtures thereof with N,N-dimethylaminoethylamine, N,N-dimethylaminopropylamine, N,N-diethylaminoethylamine, and N,N-diethylaminopropylamine, which are condensed with sodium chloroacetate. Such products are commercially available, including... K and PK (Cognis Deutschland GmbH & Co., KG) and Betaine (Goldschmidt).

[0378] (iii) Imidazolinates. Other suitable starting materials for betaines used for the purposes of this invention are imidazolines.

[0379] It is also known, and for example, that it can be achieved by using 1 or 2 moles of C6-C 22 The product is obtained by cyclization condensation of fatty acids with polyfunctional amines, such as aminoethylethanolamine (AEEA) or diethylenetriamine. The corresponding carboxyalkylated products are mixtures of different open-chain betaines. A typical example is the condensation product of the above fatty acids and AEEA, preferably imidazoline-based lauric acid, which is subsequently alkalized with sodium chloroacetate betaine. Commercially available products include... G (Cognis Deutschland GmbH & Co., KG).

[0380] In the compositions of the present invention, the amount of (co-)surfactant is preferably from 0.1% to 90% by weight, particularly from 10% to 80% by weight, and especially preferably from 20% to 70% by weight.

[0381] E. Organic solvents

[0382] Liquid light-duty or heavy-duty detergents may contain organic solvents, preferably those miscible with water. For this purpose, 0 to 90% by weight, preferably 0.1 to 70% by weight, and particularly 0.1 to 60% by weight, of polyglycols, ethers, alcohols, ketones, amides, and / or esters are preferred as organic solvents. Low molecular weight polar substances are preferred, such as methanol, ethanol, propylene carbonate, acetone, acetone-based acetone, diacetone alcohol, ethyl acetate, 2-propanol, ethylene glycol, propylene glycol, glycerol, diethylene glycol, dipropylene glycol monomethyl ether, and dimethylformamide, or mixtures thereof.

[0383] F. enzymes

[0384] Suitable enzymes include, in particular, hydrolases such as proteases, esterases, lipases or fat-degrading enzymes, amylases, cellulases or other glycoside hydrolases and mixtures thereof. All these hydrolases are used in washing to remove stains such as protein, fat, or starch stains and discoloration. Furthermore, cellulases and other glycoside hydrolases are used to improve fabric softness and maintain color by removing lint and microfibers. Oxidoreductases can also be added to bleaching agents or to prevent dye transfer. Particularly suitable are enzymes derived from bacterial strains or fungi such as Bacillus subtilis, Bacillus licheniformis, Streptomyceus griseus, and Humicolainsolens. Proteases of the Bacillus subtilis class are preferred, especially those derived from Bacillus lentus. Particularly important are enzyme mixtures, such as those consisting of proteases and amylases, or proteases and esterases, or lipases, or proteases and cellulases, or cellulases and esterases, or lipases, or proteases, amylases and esterases, or lipases, or proteases, esterases, or lipases, and cellulases, however, especially mixtures containing proteases and / or esterases and mixtures containing lipases. Examples of such lipases are known keratinases. In some cases, peroxidases or oxidases have also proven suitable. Suitable amylases particularly include α-amylases, isoamylases, amylopectinases, and pectinsases. Preferred cellulases are cellobiases, endoglucanases, and p-glucosidases, also known as cellulases, and mixtures thereof. Since different cellulase types are distinguished by CMCase- and Avicelase- activities, desired activities can be modulated by purposefully mixing cellulases. The content of the enzyme or enzyme mixture can be, for example, from about 0.1 to 5% by weight, and preferably from 0.1 to about 3% by weight.

[0385] G. Detergent

[0386] (i) Zeolite. Finely crystalline synthetic zeolites containing bound water can be used as detergent aids, such as preferably zeolite A and / or P.

[0387] Zeolite MAP.RTM. (a commercially available product from Crosfield) is particularly preferred as zeolite P. However, mixtures of zeolite X and A, X, Y and / or P are also suitable. Particularly suitable is the co-crystallized sodium / potassium aluminosilicate of zeolite A and zeolite X, which... RX is available (a commercially available product of Condea Augusta SpA). Preferably, the zeolite can be used as a spray-dried powder. When the zeolite is added in a suspension, a small amount of nonionic surfactant can be contained as a stabilizer, such as 1 to 3% by weight of ethoxylated C containing 2 to 5 ethylene oxide groups based on the zeolite. 12 -C 18 Fatty alcohols, C4 containing 4 to 5 ethylene oxide groups 12 -C 14 Fatty alcohols or ethoxylated isotridecyl alcohol. Suitable zeolites have an average particle size of less than 10 μm (test method: volume distribution Coulter counter) and preferably contain 18 to 22% by weight, particularly 20 to 22% by weight, bound water. Alternatively, phosphates can be used as a detergent builder.

[0388] (ii) Layered silicates. Suitable or partial substitutes for phosphates and zeolites are crystalline layered sodium silicates. These crystals...

[0389] Layered silicates are described, for example, in European patent application EP 0164514 A1. Preferred crystalline layered sodium silicates are those obtained by methods described, for example, in International patent application WO 91 / 08171A1.

[0390] (iii) Amorphous silicates. Preferred detergent builders also include amorphous sodium silicate with a modulus (Na₂O:SiO₅ ratio) of 1:2 to 1:3.3, preferably 1:2 to 1:2.8, and particularly preferably 1:2 to 1:2.6, which exhibits delayed dissolution and multiple-wash properties. This delayed dissolution property, compared to conventional amorphous sodium silicate, can be obtained by various means, such as surface treatment, compounding, compaction / densification, or excessive drying. Within the scope of this invention, the term "amorphous" also refers to "X-ray amorphous." In other words, in X-ray diffraction tests, silicates do not produce the pronounced X-ray reflection typical of crystalline materials, but at most have one or more X-ray scattering peaks with a width of a few degrees of diffraction angle. However, when silicate particles produce blurred or even clear diffraction peaks in electron diffraction tests, they are very likely to provide excellent detergent builder properties. This can be explained by the product having a microcrystalline range of 10 to several hundred nanometers, with a preferred maximum of 50 nanometers, and particularly a maximum of 20 nanometers. These X-ray amorphous silicates also exhibit delayed dissolution characteristics compared to conventional water glass, as described in German patent application DE 4400024 A1. Particularly preferred are compacted / pressed amorphous silicates, composite amorphous silicates, and excessively dried X-ray amorphous silicates.

[0391] (iv) Phosphates. Commonly known phosphates may also be added as building blocks, provided that such use is not restricted for ecological reasons. Particularly suitable are sodium salts of orthophosphoric acid, pyrophosphoric acid, and especially tripolyphosphates. Their content is generally no more than 25% by weight, preferably no more than 20% by weight, based on the final composition. In some cases, specific tripolyphosphates have been shown to synergistically improve secondary washing performance, even at low contents of up to 10% by weight, when combined with other building blocks, based on the final composition. The preferred amount of phosphate is less than 10% by weight, particularly 0% by weight.

[0392] H. Co-adhesive Detergent

[0393] (i) Polycarboxylic acids. Useful organic co-agents are, for example, polycarboxylic acids that can be used in the form of sodium salts of polycarboxylic acids.

[0394] Polycarboxylic acids refer to carboxylic acids containing more than one acid group. These include, for example, citric acid, adipic acid, succinic acid, glutaric acid, malic acid, tartaric acid, maleic acid, fumaric acid, aminocarboxylic acid, NTA, and their derivatives and mixtures. Preferred salts are salts of polycarboxylic acids, such as salts of citric acid, adipic acid, succinic acid, glutaric acid, tartaric acid, and their mixtures.

[0395] (ii) Organic acids. The acid itself can also be used. Besides its washing-aiding effect, acids usually also possess the properties of acidic components, therefore...

[0396] It is also used to establish a relatively low and mild pH in detergents or cleaning compositions. Citric acid, adipic acid, succinic acid, glutaric acid, tartaric acid, and mixtures thereof are specifically mentioned in this regard. Other suitable acidifiers are pH adjusters such as sodium bicarbonate and sodium bisulfate.

[0397] (iii) Polymers. Particularly suitable polymeric co-cleansing agents are polyacrylates having a molecular weight of 2,000 to 20,000 g / mol.

[0398] Due to their excellent solubility, preferred representatives in this group are short-chain polyacrylates with a molecular weight of 2,000 to 10,000 g / mol, and particularly 3,000 to 5,000 g / mol. Suitable polymers may also include substances composed partly or entirely of vinyl alcohol units or derivatives thereof.

[0399] Other suitable copolycarboxylic acid esters, particularly those copolycarboxylic acid esters of acrylic acid with methacrylic acid and acrylic acid or methacrylic acid with maleic acid, have been shown to be particularly suitable. Copolymers of acrylic acid and maleic acid containing 50 to 90 wt% acrylic acid and 50 to 10 wt% maleic acid have been shown to be particularly suitable. Their relative molecular weight based on the free acid is typically 2000 to 70000 g / mol, preferably 20000 to 50000 g / mol, and especially 30000 to 40000 g / mol.

[0400] g / mol. The (co)polypolycarboxylic acid ester can be added in liquid solution or preferably as a powder. To improve water solubility, the polymer may also contain allyl sulfonic acid as a monomer, such as allyloxybenzenesulfonic acid and methyl allyl sulfonic acid in EP 0727448 B1, for example.

[0401] Biodegradable polymers containing more than two different monomer units are particularly preferred, such as those polymers containing monomers of acrylic acid and maleic acid salts and vinyl alcohol or vinyl alcohol derivatives, as described in DE 4300772.

[0402] A1, or those polymers containing acrylic acid and salts of 2-alkylallyl sulfonic acid and sugar derivatives as monomers. Other preferred copolymers are those described in German patent applications DE 4303320 A1 and DE 4417734 A1, and preferably include acrolein and acrylic acid / acrylate or acrolein and vinyl acetate as monomers.

[0403] Similarly, other preferred builders are polymeric aminodicarboxylic acids, their salts, or precursors. A particularly preferred material is polyaspartic acid or its salts and derivatives disclosed in German patent application DE 19540086 A1, because it has bleaching stabilizing properties in addition to its builder properties.

[0404] Other suitable detergent builders are polyacetals, which can be obtained by treating dialdehydes with a polyhydroxy polycarboxylic acid containing 5 to 7 carbon atoms and at least three hydroxyl groups, as described in European patent application EP 0280223 A1. Preferred polyacetals can be obtained from dialdehydes such as glyoxal, glutaraldehyde, terephthalaldehyde and mixtures thereof, and from polycarboxylic acids such as gluconic acid and / or glucoheponic acid.

[0405] (iv) Carbohydrates. Other suitable organic co-cleansing agents are dextrins, such as oligomers or polymers of carbohydrates obtained by partial hydrolysis of starch. Hydrolysis can be carried out by conventional methods, such as acid-catalyzed or enzyme-catalyzed methods. Preferred are hydrolysates with an average molecular weight of 400 to 500,000 g / mol. A preferred polysaccharide is one having a glucose equivalent (DE) of 0.5 to 40, more particularly 2 to 30, where DE is a commonly used measure of the reducing power of the polysaccharide compared to glucose with a DE of 100. Not only can maltodextrin with a DE of 3 to 20 and dried glucose syrup with a DE of 20 to 37 be used, but also so-called higher molecular weight yellow and white dextrins with a molecular weight of 2,000 to 30,000 g / mol can be used. Preferred dextrins are described in British Patent Application 94,19091.

[0406] These oxidized derivatives of dextrin involve the reaction products of dextrin with an oxidizing agent capable of oxidizing at least the alcohol functional group of the sugar ring to a carboxylic acid functional group. Such oxidized dextrins and methods for their preparation are known, for example, from European patent application EP0232202A1. A product oxidized at C6 of the sugar ring is particularly preferred.

[0407] (v) Oxodisuccinates and other derivatives of disuccinates, preferably ethylenediamine disuccinates.

[0408] It is also a suitable detergent builder. Ethylenediamine-N,N'-disuccinic acid (EDDS), the synthesis of which is described, for example, in US 3,158,615, is preferably used in its sodium or magnesium salt form. Glyceryl disuccinate and glyceryl trisuccinate, such as those described in US 4,524,009, are also particularly preferred herein. The appropriate addition amount in formulations containing zeolite and / or silicate is 3 to 25% by weight.

[0409] (vi) Lactones. Other useful co-cleansing agents are, for example, acetylated carboxylic acids and their salts, which may optionally be present in lactone form and

[0410] It contains at least four carbon atoms, at least one hydroxyl group, and at most two acid groups. Such co-adjuvant detergents are described, for example, in International Patent Application WO 95 / 20029A1.

[0411] I. Detergent

[0412] In addition, the composition may also contain ingredients that have a positive effect on removing oil and grease during the washing process (so-called stain repellents). The effect is particularly noticeable when fabrics are very dirty and have been washed several times with the detergent of the present invention containing such oil or grease-removing ingredients. Preferred oil or grease-removing ingredients include, for example, nonionic cellulose ethers such as methylcellulose and methyl hydroxypropyl cellulose, containing 15 to 30% by weight of methoxy and 1 to 15% by weight of hydroxypropoxy, based on nonionic cellulose ethers, and polymers of phthalic acid and / or terephthalic acid or their derivatives known in the art, particularly polymers of ethylene phthalate and / or polyethylene terephthalate or their anionic and / or nonionic modified derivatives. Sulfonated derivatives of phthalic acid and terephthalic acid polymers are particularly preferred.

[0413] J. Inorganic salts

[0414] Other suitable components of the composition are water-soluble inorganic salts such as bicarbonates, carbonates, amorphous silicates, or mixtures of these salts; alkali metal carbonates and amorphous silicates are particularly used, with sodium silicate theoretically having a Na₂O:SiO₂ molar ratio of 1:1 to 1:4.5, preferably 1:2 to 1:3.5. Preferred compositions contain 0.5 to 70% by weight of the amorphous substance, preferably 0.5 to 50% by weight, and particularly 0.5 to 30% by weight of alkali metal salts, detergent builders, and / or co-builders, preferably sodium carbonate, zeolite, crystalline layered sodium silicate, and / or trisodium citrate.

[0415] K. Foam Inhibitor

[0416] Especially when used in automated washing processes, conventional foam inhibitors can be advantageously added to the composition. Suitable foam inhibitors include, for example, soaps of natural or synthetic origin that contain a high amount of C. 18 -C 24 Fatty acids. Suitable non-surface-active types of foam inhibitors are, for example, organopolysiloxanes and their mixtures with micronized, optionally silanized silica, as well as paraffin, wax, microcrystalline wax, and their mixtures with silanized silica or distearate. Mixtures of various foam inhibitors are preferred, such as mixtures of silicone, paraffin, or wax. Foam inhibitors, especially silicone-containing and / or paraffin-containing foam inhibitors, are preferably loaded onto granular, water-soluble, or water-dispersible carrier materials. In this case, a mixture of paraffin and distearate is preferred.

[0417] L. Multivalent chelating agents

[0418] Polyphosphates can be considered as multivalent chelating agents or stabilizers, particularly for peroxides and enzymes sensitive to heavy metal ions. For example, sodium 1-hydroxyethylidene-1,1-bisphosphate, sodium diethylenetriaminepentamethylphosphonate, or sodium ethylenediaminetetramethylenephosphonate are used in amounts ranging from 0.1 to 5% by weight.

[0419] M. Browning Inhibitor

[0420] The task of browning inhibitors is to keep the dirt detached from the fibers suspended in the liquid, thereby preventing the re-adsorption of dirt. Most water-soluble sols with organic properties are suitable for this purpose, such as water-soluble salts of (co)polycarboxylic acids, gums, gelatin, salts of starch or cellulose carboxylic acid ethers or sulfonic acid ethers, or salts of acidic sulfate esters of cellulose or starch. Water-soluble acidic groups containing polyamides are also suitable for this purpose. Furthermore, soluble starch preparations, such as hydrolyzed starch and aldehyde starch, can be used as the aforementioned starch products. Polyvinylpyrrolidone can also be used. However, cellulose ethers such as carboxymethyl cellulose (sodium salt), methyl cellulose, hydroxyalkyl cellulose, and mixed ethers such as methyl hydroxyethyl cellulose, methyl hydroxypropyl cellulose, methyl carboxymethyl cellulose, and mixtures thereof, as well as polyvinylpyrrolidone, are preferred, in amounts from 0.1 to 5% by weight, based on the composition.

[0421] N. Fluorescent brighteners and UV absorbers

[0422] The composition may contain, for example, diaminostilbene disulfonic acid or a derivative thereof of an alkali metal salt as a fluorescent brightener. Suitable fluorescent brighteners are, for example, salts of 4,4'-bis-(2-anilino-4-morpholino-1,3,5-triazinyl-6-amino)stilbene-2,2'-disulfonic acid or compounds having a similar structure containing a diethanolamine group, methylamino, aniline, or 2-methoxyethylamino substituted for a morpholino group. Substituted diphenylstyrene-type brighteners may also be present, such as alkali metal salts of 4,4'-bis(2-sulfostyrene)-diphenyl, 4,4'-bis(4-chloro-3-sulfostyrene)-diphenyl, or 4-(4-chlorostyrene)-4'-(2-sulfostyrene)-diphenyl. Mixtures of the above brighteners may also be used.

[0423] In addition, UV absorbers can be added. These are compounds with significant absorption capacity for ultraviolet radiation, which act as UV stabilizers to improve the photostability of colorants and pigments, protecting fabric fibers and the skin of the wearer by preventing UV radiation from penetrating the fibers. Typically effective non-radioactive passivating compounds are benzophenones primarily substituted with hydroxyl and / or alkoxy groups at the 2 and / or 4 positions. Also suitable are substituted benzotriazoles, 3-phenyl-substituted acrylates (cinnamic acid derivatives) optionally substituted with a cyano group at the 2-position, salicylates, organic Ni complexes, and natural substances such as umbelliferone and uric acid naturally present in the body. In a preferred embodiment, the UV absorber absorbs UV-A and UV-B radiation, and possibly UV-C radiation, and emits blue light, thus providing additional optical luminescence. Preferred UV absorbers contain triazine derivatives, such as hydroxyaryl-1,3,5-triazine, sulfonated 1,3,5-triazine, o-hydroxyphenylbenzotriazole and 2-aryl-2H-benzotriazole, as well as bis(anilinetriazinyl-amino)stilbene disulfonic acid and its derivatives. UV absorbing pigments such as titanium dioxide can also be used as UV absorbers.

[0424] O. Thickener

[0425] The composition may also contain conventional thickeners and anti-deposition compositions, as well as viscosity modifiers such as polyacrylates, polycarboxylic acids, polysaccharides and their derivatives, polyureas, polyvinylpyrrolidone, castor oil derivatives, polyamine derivatives such as quaternized and / or ethoxylated hexamethylenediamine, and any mixtures thereof. Preferred compositions have a viscosity of less than 10,000 mPa*s, measured using a Brookfield viscometer at 20°C and for 50 min. -1 Measurement at shear rate.

[0426] P. Fragrances and colorants

[0427] The composition may further contain typical detergent and cleaning composition ingredients such as fragrances and / or colorants, wherein preferably the colorants leave no or only negligible staining on the washed fabric. The total amount of added colorants is preferably less than 1% by weight, more preferably less than 0.1% by weight, based on the composition. The composition may also contain a white pigment such as TiO2.

[0428] Formulations and formulations

[0429] Preferred compositional formulations and formulations according to the present invention are selected from the group comprising therapeutic, protective, caring and cleansing skin, mouth and / or hair or as cosmetic products, preferably as leave-on products (meaning that one or more compounds of formula (I) remain on the skin and / or hair for a longer period of time compared to wash-off products, thus making their moisturizing and / or anti-aging and / or wound-healing effects more significant) and preferably wash-off products, such as shampoos, shower gels, hair growth products, facial cleansers, and mouthwashes.

[0430] The formulations of the present invention are preferably water-based formulations. Such formulations or preparations may contain up to 99% by weight, preferably 50% to 99% by weight, based on the total weight of the formulation.

[0431] The preferred formulations and formulations are mouthwash, aftershave, facial cleanser, shampoo, shower gel, alcohol-based and alcohol-free deodorant spray, household cleaner, and liquid detergent.

[0432] In a preferred embodiment, the oral cleansing preparation preferably contains...

[0433] (i) 0 to 26.00% bw ethanol,

[0434] (ii) 0.2 to 3.00% bwCremophor CO 40 (PEG 40 hydrogenated castor oil),

[0435] (iii) 0.1 to 0.50% bw flavoring,

[0436] (iv) 2.00% to 7% bw of 70% sorbitol,

[0437] (v) 0.05 to 0.5% BW sodium saccharin 450,

[0438] (vi) 0.05 to 0.5% bw sodium fluoride,

[0439] (vii) 0.01 to 1.0% bw benzoic acid,

[0440] (viii) 0.05 to 1.0% bw of the acetophenone of the present invention,

[0441] (ix) (Deionized) water,

[0442] The condition is to increase the dosage—optionally with additional ingredients—to 100% bw.

[0443] In a preferred embodiment, the shampoo formulation and formula may preferably contain...

[0444] (i) 5.00-25.00% bw sodium dodecyl ether sulfate (e.g., Texapon NSO),

[0445] (ii) 1.00-5.00% bw cocamidopropyl betaine (e.g., Dehyton K),

[0446] (iii) 0.10-5.00% bw vegetable oil (e.g., avocado oil),

[0447] (iv) 0.10-10.00% bw fatty acid esters (e.g., Dragoxat 89: ethylhexyl isononanoate),

[0448] (v) 1.0-3.0% bw sodium chloride,

[0449] (vi) 0.5-2.0% bw citric acid,

[0450] (vii) 0.001-2.0% bw aromatic oil,

[0451] (viii) 0-1% bw phenoxyethanol, methyl paraben, ethylparaben, butylparaben, and propylparaben, wherein the amount used relates to a single compound, such as phenoxyethanol, or a mixture of two, three, four, or five of the listed compounds.

[0452] (ix) 0.05-3.00% bw acetophenone of the present invention,

[0453] (x) (deionized) water,

[0454] The condition is to increase the dosage—optionally with additional ingredients—to 100% bw.

[0455] As described above, component viii) may consist of a single compound (e.g., 0-1% bw phenoxyethanol, or 0-1% bw methylparaben or 0-1% bw propylparaben) and mixtures of two, three, four or five of the listed compounds (e.g., 0-1% bw a mixture consisting of phenoxyethanol, methylparaben, ethylparaben, butylparaben and propylparaben, or 0-1% bw a mixture consisting of phenoxyethanol, ethylparaben, butylparaben and propylparaben, or 0-1% bw a mixture consisting of phenoxyethanol, butylparaben and propylparaben, or 0-1% bw a mixture consisting of phenoxyethanol and propylparaben).

[0456] In a preferred embodiment, the deodorizing agent and formulation preferably contain...

[0457] (i) 0 to 90.00% bw ethanol,

[0458] (ii) 0.2 to 3.00% bwCremophor CO 40 (PEG 40 hydrogenated castor oil),

[0459] (iii) 0.1 to 2.00% BW flavoring,

[0460] (iv) 0.1 to 20% BW glycerin,

[0461] (v) 1 to 30% bw aluminum chloride,

[0462] (vi) 0.1% to 80.00% bw cyclomethyl silicone,

[0463] (vii) 0.01 to 1.0% bw phenoxyethanol,

[0464] (viii) 0.1 to 5.00% BW fatty acid esters or caprylic / capric triglycerides,

[0465] (ix) 0.1 to 1.00% bw ethylhexylglycerin

[0466] (x) 0.05 to 1.0% bw acetophenone of the present invention,

[0467] (xi) (deionized) water,

[0468] The condition is to increase the dosage—optionally with additional ingredients—to 100% bw.

[0469] In all these water-based formulations and formulations, the stability of lipophilic components and / or flavorings, in particular, leads to stable formulations and is therefore the most preferred.

[0470] The formulations according to the present invention can also be in the form of emulsions, such as W / O (water-in-oil), O / W (oil-in-water), W / O / W (oil-in-oil-in-water), O / W / O (oil-in-water-in-oil), PIT emulsions, Pickling emulsions, low-oil emulsions, micron emulsions or nano emulsions, solutions, for example, in oil (fatty oils or fatty acid esters, especially C6-C). 32 Fatty acid C2-C 30Solutions in esters or silicone oils, dispersions, suspensions, creams, emulsions, or milks, depending on the preparation method and ingredients; gels (including hydrogels, aqueous dispersions, and oleogels); aerosols (e.g., pump-jet sprays or propellant-containing sprays); foams or impregnation solutions for wiping cosmetics; detergents such as soaps, synthetic detergents, washes, shower and bath preparations, bath products (capsules, oils, tablets, salts, bath salts, soaps, etc.); effervescent preparations; skin care products such as emulsions (as described above), ointments, pastes, gels (as described above), oils, balms, whey, powders (e.g., face powder, body powder), masks, eyebrow pencils, lipsticks, roll-ons, pumps, and aerosols (foaming, non-foaming, or post-foaming). Deodorants and / or antiperspirants, mouthwash and oral cleansers, foot care products (including exfoliants and deodorants), insect repellents, sunscreens, after-sun products, shaving products, aftershave balms, pre- and post-shave shampoos, depilatory agents, hair care products such as shampoos (including 2-in-1 shampoos, anti-dandruff shampoos, baby shampoos, dry hair shampoos, concentrated shampoos), conditioners, hair growth oils, hair growth solutions, hair dyes, styling creams, hair oils, perming and curling solutions, hair gels, styling aids (such as gels or waxes), hair smoothing agents (conditioners, relaxants), hair dyes such as short-term direct hair dyes, semi-permanent hair dyes, permanent hair dyes, conditioners, hair mousses, eye care products, cosmetics, makeup removers, or baby products.

[0471] The amount of excipients and additives may range from 5% to 99% bw, preferably from 10% to 80% bw, based on the total amount of the formulation. Depending on the performance of a particular product, those skilled in the art can readily determine the amounts of cosmetic or dermatological adjuvants, additives, and fragrances used in various cases through simple trial and error.

[0472] Methods for stabilizing formulations and combating body odor

[0473] The acetophenone derivatives and representative compositions of formula (I) of the present invention exhibit synergistic properties, particularly as solubilizers and solvents / systems for fragrances and flavorings, and especially as lipophilic components in water-based or water-alcohol-based formulations.

[0474] Another objective of this invention is to improve and / or enhance the properties of cosmetic and daily-use compositions.

[0475] (i) the stability and / or solubility of flavorings and / or fragrances, and / or

[0476] (ii) Stability and / or solubility of lipophilic components and / or

[0477] (iii) Methods for achieving a long-lasting impression of fragrances,

[0478] This is achieved by adding to the cosmetic and daily-use composition.

[0479] (a) an effective amount of at least one acetophenone derivative of formula (I)

[0480]

[0481] Where R1 represents hydrogen or methyl, and R2 represents hydrogen, hydroxyl or -OCH3 group, or an acceptable salt thereof for cosmetics or pharmaceuticals.

[0482] Or join

[0483] (b) An effective amount of at least one fragrance or flavoring composition containing

[0484] (b1) At least one acetophenone derivative of formula (I)

[0485]

[0486] in

[0487] R1 represents hydrogen or methyl, and

[0488] R2 represents hydrogen, hydroxyl, or -OCH3 group.

[0489] Or its cosmetics or medicines may contain salt.

[0490] (b2) at least one spice and / or flavoring and / or

[0491] (b3) At least one lipophilic component, preferably further containing

[0492] (b4) Water,

[0493] (b5) at least one emulsifier or surfactant and / or

[0494] (b6) At least one alcohol.

[0495] The preferred composition contains:

[0496] (i) at least one acetophenone derivative of formula (I) is selected from the group comprising: 2-hydroxyacetophenone, 3-hydroxyacetophenone, 4-hydroxyacetophenone, and

[0497] (ii) At least one flavoring agent is selected from vegetable oils, synthetic or natural flavorings such as flavorings based on aldehydes, ketones, alcohols, ethers, lipids, hydrocarbons and mixtures thereof.

[0498] Therefore, another objective of the present invention covers methods for treating unpleasant body odor, particularly underarm and foot odor, by topically applying an effective amount of at least one acetophenone derivative of formula (I) or a (fragrance) composition containing an acetophenone derivative of formula (I). In particular, the present invention relates to the use of at least one acetophenone derivative of formula (I) or a (fragrance) composition containing an acetophenone derivative of formula (I) as a deodorant.

[0499] It should be understood that the explanations and preferred embodiments of the acetophenone derivatives and mixtures thereof of formula (I) given above, with necessary modifications, are also applicable to the required methods and uses, and therefore need not be repeated.

[0500] Industrial application

[0501] The acetophenone derivatives of formula (I) of the present invention are particularly suitable for cosmetic and pharmaceutical preparations and compositions, as well as household products and compositions, such as cleaners and detergents.

[0502] Therefore, an important objective of this invention is to develop cosmetic and pharmaceutical compositions or daily-use compositions containing the fragrance or flavoring compositions of this invention described above.

[0503] The cosmetic composition according to the present invention preferably contains

[0504] (a) 0.05% to 5% bw of acetophenone derivatives of formula (I),

[0505] (b) 0.05% to 5% bw flavoring or fragrance,

[0506] (c) 0.05 to 10% bw lipophilic components,

[0507] (d) 50 to 99% bw water,

[0508] (e) 0.5 to 25% BW emulsifier or surfactant,

[0509] (f) 0 to 50% BW alcohol,

[0510] and optional

[0511] (g) 0 to 35% bw oil and / or wax, preferably 2-30% bw, and particularly preferably 5-30% bw

[0512] (h) 0 to approximately 25% of the active ingredient (bw),

[0513] The condition is to increase the dosage—optionally with additional ingredients—to 100% bw.

[0514] In certain cases, the cosmetic composition is an emulsion, and the lipid phase of the cosmetic composition consists of components (c) and (g), said lipid phase being less than 45% bw, particularly preferably less than 40% bw, relative to the total weight of the cosmetic, thereby obtaining a stable emulsion.

[0515] In another preferred embodiment, the composition of the present invention contains the following components in amounts:

[0516] (a) 0.05% bw to 5% bw, preferably 0.1% bw to 2% bw and more preferably 0.2% bw to 1% bw

[0517] Acetophenone derivatives of formula (I),

[0518] (b) 0.05 to 5% bw, preferably 0.1% to 4% bw and more preferably 0.15% to 2% bw of fragrance or flavoring,

[0519] (c) 0.05 to 10% bw, preferably 0.1% to 5% bw, and more preferably 0.2% to 3% bw of lipophilic components.

[0520] (d) 0.5% to 25% bw, preferably 1% to 20% bw and more preferably 4% to 10% bw surfactant and / or emulsifier,

[0521] (e) from 0 to 50% bw, preferably 0% bw to 30% bw, and more preferably 0% bw to 25% alcohol.

[0522] The condition is to increase the dosage—optionally with additional ingredients—to 100% bw.

[0523] The compositions of the present invention are preferably water-based and contain up to 99% bw, preferably up to 95% bw water, based on the total amount of the final product.

[0524] The compositions of the present invention can be o / w, w / o, or multiple o / w / o or w / o / w emulsions. They can be used as intermediates or final products, such as emulsions, creams, or solid bars.

[0525] Another object of the present invention relates to a method for preparing cosmetic or daily-use compositions, comprising the following steps:

[0526] (i) Provide at least one flavoring composition of the present invention.

[0527] (ii) To provide a cosmetic or daily-use product base formulation, and

[0528] (iii) Mix the composition of step (i) with the formulation of step (ii). Example

[0529] Example 1: Water-ethanol deodorizing spray

[0530] Table 1: Turbidity units of deodorizing spray formulations containing 4-hydroxyacetophenone

[0531]

[0532] Increasing the amount of 4-hydroxyacetophenone added (Table 1) resulted in a significant decrease in specific turbidity units, indicating that the stability of aromatic oils in deodorizing spray formulations can be improved by adding 4-hydroxyacetophenone. Similar results were obtained using aromatic oils 962256, 06959, 906958, 906957, 906962, and 906961 (Tables 8-14).

[0533] Example 2: Ethanol mouthwash concentrate

[0534] Table 2: Turbidity units of mouthwash concentrate formulations containing 4-hydroxyacetophenone

[0535]

[0536] When the amount of 4-hydroxyacetophenone added is increased (Table 2), the significant decrease in turbidity units indicates that the stability of peppermint flavor in mouthwash concentrate can be improved by adding 4-hydroxyacetophenone.

[0537] Table 3: Peppermint Flavor Composition (Optamint FLO11158AA)

[0538]

[0539] Example 3: Shampoo

[0540] Table 4: Turbidity Units of Shampoo Formulations Containing 4-Hydroxyacetophenone

[0541]

[0542] When the amount of 4-hydroxyacetophenone added is increased (Table 4), the significant decrease in turbidity units indicates that the stability of neutral oils in shampoo formulations can be improved by adding 4-hydroxyacetophenone.

[0543] Example 4: Shampoo

[0544] Table 5: Turbidity Units of Shampoo Formulations Containing 4-Hydroxyacetophenone

[0545]

[0546]

[0547] The significantly reduced turbidity units (Table 5) indicate that the stability of aromatic oils in shampoo formulations can be improved by adding 4-hydroxyacetophenone.

[0548] Example 5: Enhancing the odor intensity of dihydroxymyrcenol by using 4-hydroxyacetophenone

[0549] 10 ml of solution was applied to blotter paper and stored at room temperature. The blotter paper was evaluated by a panel of 13 members using a two-option mandatory test (2-AFC-Test, ISO 5495, paired comparison). Panel members marked the stronger sample and scored both samples on a scale of 1 to 9 (1: odorless, 9: very strong). The mean and standard deviation of the intensity scores were calculated from the scores given by the 13 panel members.

[0550] Table 6: Enhancing the odor intensity of dihydroxymyrcenol with 4-hydroxyacetophenone

[0551]

[0552] Conclusion: Compared with the reference sample, dihydroxymyrcenol exhibited a higher odor intensity after 1 hour when bound to 4-hydroxyacetophenone (Table 6).

[0553] Example 6: Reduce bathroom odor with 4-hydroxyacetophenone

[0554] Fifteen expert members evaluated samples in 500ml wide-necked glass jars. One ml of sample (dissolved in 9 ml of diethyl phthalate) and one ml of bathroom odor (1% triethyl citrate solution) were injected into different locations on filter paper. The filter paper was placed in the glass jar and sealed for over 16 hours to allow for equilibration. Odor intensity was assessed on a scale of 1 (odorless) to 9 (very strong), with 6 serving as a reference for the odor sample. The mean and standard deviation of the intensity scores were calculated from three independent experiments.

[0555] Table 7: Reducing Bathroom Odor with 4-Hydroxyacetophenone

[0556]

[0557]

[0558] Conclusion: The bathroom odor standard bound to 4-hydroxyacetophenone showed an intensity score of 2.5, while the unchanged bathroom odor standard scored 6. This indicates that 4-hydroxyacetophenone significantly reduces bathroom odor (3.5 points) (Table 7).

[0559] Example 7: Aromatic oil composition

[0560] The aromatic oil compositions in Tables 8-14 below are combined with the acetophenone derivative of formula (I) of the present invention.

[0561] Table 8: Composition of aromatic oil 836720

[0562]

[0563]

[0564] Table 9: Composition of aromatic oil 962256

[0565]

[0566] Table 10: Composition of aromatic oil 906959

[0567]

[0568]

[0569] Table 11: Composition of aromatic oil 906958

[0570]

[0571]

[0572] Example 12: Composition of Aromatic Oil 906957

[0573]

[0574]

[0575] Table 13: Composition of Aromatic Oil 906962

[0576]

[0577]

[0578]

[0579] Table 14: Composition of Aromatic Oil 906961

[0580]

[0581]

Claims

1. Use of a composition comprising at least one acetophenone derivative selected from the group consisting of 2-hydroxyacetophenone, 3-hydroxyacetophenone, 4-hydroxyacetophenone and mixtures thereof for improving and / or enhancing the solubility of a lipophilic component in a cosmetic or household formulation, wherein the lipophilic component is any molecule having lipophilicity.

2. Use according to claim 1, wherein the lipophilic component is a lipid.

3. Use according to claim 2, wherein the lipophilic component is selected from the group consisting of fatty acid esters, vegetable oils or neutral oils.

4. Use according to claim 3, the composition further comprising (a) at least one fragrance and / or flavour and / or (b) at least one lipophilic ingredient, (c) water, and optionally (d) at least one surfactant and / or (e) at least one alcohol.

5. Use according to claim 4, wherein the surfactant is at least one emulsifier.

6. Use of a composition comprising at least one acetophenone derivative selected from the group consisting of 2-hydroxyacetophenone, 3-hydroxyacetophenone, 4-hydroxyacetophenone and mixtures thereof as a lipophilic component solubilizing system in a cosmetic or household formulation, wherein the lipophilic component is any molecule having lipophilicity.

7. Use according to claim 6, wherein the lipophilic component is a lipid.

8. Use according to claim 7, wherein the lipophilic component is selected from the group consisting of fatty acid esters, vegetable oils or neutral oils.

9. Use according to claim 8, the composition further comprising (a) at least one fragrance and / or flavour and / or (b) at least one lipophilic ingredient, (c) water, and optionally (d) at least one surfactant and / or (e) at least one alcohol.

10. Use according to claim 9, wherein the surfactant is at least one emulsifier.

11. Use according to any one of claims 1 to 10, wherein the lipophilic component is a lipophilic fragrance or flavour.

12. Use according to any one of claims 1 to 10, wherein the lipophilic component has an HLB value below 20.

13. Use according to any one of claims 1 to 10, wherein the lipophilic component is used in the composition in an amount ranging from 0.05 to 10% b.w.

14. A composition comprising (a) at least one acetophenone derivative selected from the group consisting of 2-hydroxyacetophenone, 3-hydroxyacetophenone, 4-hydroxyacetophenone and mixtures thereof, (b) at least one lipophilic component, (c) water, and optionally (d) at least one surfactant and / or (e) at least one alcohol.

15. Use according to claim 14, wherein the surfactant is at least one emulsifier.

16. Composition according to claim 14, wherein the lipophilic component is any molecule having lipophilicity.

17. Composition according to claim 16, wherein the lipophilic component is a lipid. ​ ​ ​ ​ ​ ​ ​ ​ ​ ​ ​ ​ ​ ​ ​ ​ 18. The composition according to claim 17, wherein the lipophilic component is selected from fatty acid esters, vegetable oils or neutral oils.

19. The composition according to claim 17, wherein the lipophilic component is a lipophilic fragrance or flavor.

20. The composition according to any one of claims 14-19, which is selected from the group consisting of mouthwashes, aftershaves, facial cleansers, shampoos, shower gels and deodorant sprays, both alcoholic and non-alcoholic.

21. The composition according to any one of claims 14-19, which is a household cleaner.

22. The composition according to any one of claims 14-19, wherein the amount of 4- hydroxyacetophenone is from 0.05% to 5% by weight.

23. The composition according to any one of claims 14-19, which is a liquid detergent.

24. A method of improving and / or enhancing the solubility of a lipophilic component in a cosmetic or household composition, which method is by adding to said cosmetic or household composition a working amount of at least one acetophenone derivative, wherein the acetophenone derivative is selected from the group consisting of 2-hydroxyacetophenone, 3-hydroxyacetophenone, 4-hydroxyacetophenone and mixtures thereof.

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