Leave-on composition

Abstract

The present invention relates to the field of perfumery. In particular, the present invention relates to a consumer product comprising at least one compound of formula (I) and optionally a personal care active base. Furthermore, the present invention relates to a method for imparting a long-lasting odor, particularly a green odor, to a surface, such as skin or hair.

Description

[Technical Field]

[0001] This invention relates to the field of fragrances. In particular, this invention relates to a consumer product comprising at least one compound of formula (I) and optionally a personal care active base. Furthermore, this invention relates to a method for imparting a long-lasting odor, particularly a green odor, to a surface such as skin or hair.

[0002] Background of the Invention The fragrance industry is interested in compositions or additives that can extend or enhance the fragrance effect of at least one fragrance component for a certain period of time. There is a particular desire for standard fragrance raw materials that are too volatile, have poor persistence on their own, or adhere only in small amounts to the surface of the end application to achieve long-lasting properties. Furthermore, some fragrance components are unstable and need to be protected from slow degradation before use. Long-lasting fragrances are desired for a variety of applications, such as fine or functional fragrances or cosmetic formulations.

[0003] To improve the long-lasting properties of fragrances, fragrance precursors, also known as pro-fragrances or pro-fragrances, have been extensively developed and used in this industry. The controlled release of at least one fragrance component from these precursors is triggered by covalent bond cleavage under mild environmental conditions. Laundry care applications have particularly desired these types of technologies because many active substances particularly suited to this type of application are known to lack tenacity during washing or do not remain on laundry after rinsing, resulting in their fragrance effect being short-lived and not very strong. Pro-fragrances developed for laundry care allow for the slow release of fragrance components over several days. However, other applications, such as leave-on applications, require the fragrance or fragrance composition to be effective for up to 24 hours. Due to this different time scale between the two types of applications, most fragrance precursors that are particularly effective for laundry care applications have less impact on leave-on applications. Therefore, there is a need to develop more versatile fragrance precursors that perform well in all types of applications.

[0004] Surprisingly, it was found that the compound of formula (I) solved the above problem and could efficiently release (2E,6Z)-nona-2,6-dien-1-ol in all types of applications, especially in leave-on applications. [Brief explanation of the drawing]

[0005] [Figure 1] This figure shows the analysis of the concentrations of 3,7-dimethyl-2,6-octadiene-1-ylhexadecanoate and (2E,6Z)-nona-2,6-diene-1-ylhexadecanoate in solution over time. [Figure 2] This figure shows the analysis of the concentration of ethyl hexadecanate released from 3,7-dimethyl-2,6-octadiene-1-ylhexadecanoate and (2E,6Z)-nona-2,6-diene-1-ylhexadecanoate in solution over time. [Figure 3] This figure shows the analysis of the concentrations of 3,7-dimethyl-2,6-octadiene-1-ol and (2E,6Z)-nona-2,6-diene-1-ol in the sample headspace after 4 hours on the surface, as a function of their respective ester concentrations: 3,7-dimethyl-2,6-octadiene-1-ylhexadecanoate and (2E,6Z)-nona-2,6-diene-1-ol. [Figure 4] This figure shows the analysis of the abundance of (2E,6Z)-nona-2,6-diene-1-ylhexadecanoate, (2E,6Z)-nona-2,6-diene-1-yltetradecanoate, (2E,6Z)-nona-2,6-diene-1-yldodecanoate, and (2E,6Z)-nona-2,6-diene-1-ylbenzoate in the headspace after 4 hours of evaporation on the surface. [Figure 5] This figure shows the analysis of the abundance of (2E,6Z)-non-2,6-dien-1-ol in the personal care base in the headspace after 4 hours of evaporation from the surface (in the presence of hydrolase at a physiologically relevant concentration (0.1 LU / ml)). [Figure 6] This figure shows a panel for measuring the performance of 3,7-dimethyl-2,6-octadiene-1-ylhexadecanoate, (Z)-3-hexene-1-ylhexadecanoate, and (2E,6Z)-nona-2,6-diene-1-ylhexadecanoate on a glass slide at 0.1 LU / ml after 4 hours. [Figure 7] This figure shows the forced selection sensory evaluation of 3,7-dimethyl-2,6-octadiene-1-ylhexadecanoate, (Z)-3-hexen-1-ylhexadecanoate, and (2E,6Z)-nona-2,6-diene-1-ylhexadecanoate on a glass slide at 0.1 LU / ml after 4 hours.

[0006] Description of the present invention Surprisingly, it was found here that the compound of formula (I) is particularly efficient at releasing (2E,6Z)-nona-2,6-dien-1-ol in a controlled manner and on a timescale particularly suitable for leave-on applications.

[0007] Therefore, the first object of the present invention is, A flavored consumer product, a) Formula (I) in any one form of the stereoisomer, or as a mixture thereof [ka] [In the formula, R is linear or branched saturated or unsaturated C] 7~24 [Represents an alkyl group] A fragrance oil containing at least one compound of, b) Optionally, Personal Care Activation Base and It is a flavored consumer product that includes [the specified ingredient].

[0008] For clarity, the expression "one of its stereoisomers or a mixture thereof" or similar means in the ordinary sense as understood by those skilled in the art, i.e., the compound of formula (I) may be a pure enantiomer or diastereomer. In other words, the compound of formula (I) may have several stereocenters, in particular R groups, each of which may have two different stereochemistrys (e.g., R or S), or the compound of formula (I) may have one or more double bonds, in particular R groups, each of which may be in the form of its E or Z isomer or a mixture thereof. The compound of formula (I) may be in the form of a pure enantiomer (if chiral), a pure diastereoisomer (if two or more stereocenters or one or more double bonds), or even a mixture of enantiomers or diastereoisomers. The compound of formula (I) may be in racemic or scalemic form. Thus, the compound of formula (I) may be a single stereoisomer, or may contain various stereoisomers, or may be in the form of a composition of these substances.

[0009] According to any embodiment of the present invention, R may be a linear, saturated or unsaturated C 9~21 alkyl group. In particular, R may be a linear saturated C 10~18 alkyl group. In particular, R may be a linear saturated C 11~16 alkyl group. In particular, R may be a linear saturated C 11 alkyl group, a linear saturated C 13 alkyl group or a linear saturated C 15 alkyl group.

[0010] According to any embodiment of the present invention, the compound of formula (I) may be (2E,6Z)-nona-2,6-dien-1-yl hexadecanoate, (2E,6Z)-nona-2,6-dien-1-yl tetradecanoate or (2E,6Z)-nona-2,6-dien-1-yl dodecanoate.

[0011] Here, "perfume oil" means a component or composition that is liquid at about 20 °C. According to any one of the above embodiments, the perfume oil may be only the compound of formula (I), or a mixture of components currently used in perfumes, such as a perfume carrier, a perfume co-component and / or a perfume adjuvant. [[ID=2,3]]

[0012] Here, "perfume carrier" means a material that is substantially neutral from the perspective of perfume, that is, a material that does not significantly change the functional properties of the perfume component. The carrier may be liquid or solid.

[0013] Examples of liquid carriers, though not limited, include emulsions, i.e., solvents and surfactants, or solvents commonly used in fragrances. A detailed description of the properties and types of solvents commonly used in fragrances cannot be exhaustive. However, some of the most commonly used solvents, though not limited, include butylene or propylene glycol, glycerol, dipropylene glycol and its monoethers, 1,2,3-propanetriyltriacetate, dimethyl glutarate, dimethyl adipate, 1,3-diacetyloxypropane-2-yl acetate, diethyl phthalate, isopropyl myristate, benzyl benzoate, benzyl alcohol, 2-(2-ethoxyethoxy)-1-ethanol, triethyl citrate, or mixtures thereof. For compositions containing both a fragrance carrier and a fragrance base, other suitable fragrance carriers other than those previously specified may include ethanol, water / ethanol mixtures, limonene or other terpenes, isoparaffins such as those known as trademark Isopar® (manufactured by Exxon Chemical), glycol ethers and glycol ether esters such as those known as trademark Dowanol® (manufactured by Dow Chemical Company), or hydrogenated castor oil such as those known as trademark Cremophor® RH 40 (manufactured by BASF).

[0014] The term "solid carrier" is intended to refer to a material to which a fragrance composition or several elements of a fragrance composition can be chemically or physically bound. Generally, such solid carriers are used to stabilize a composition or to control the evaporation rate of a composition or several components. Solid carriers are currently used in the art, and those skilled in the art know how to achieve the desired effect. However, non-limiting examples of solid carriers include porous polymers, cyclodextrins, wood-based materials, organic or inorganic gels, clays, gypsum talc, or zeolites, which are absorbent gums or polymers or inorganic materials.

[0015] Other non-limiting examples of solid carriers include encapsulating materials. Examples of such materials include wall-forming and plasticizing materials such as monosaccharides, disaccharides or trisaccharides, natural or modified starches, hydrophilic colloids, cellulose derivatives, polyvinyl acetates, polyvinyl alcohols, proteins or pectin, or materials cited in reference texts such as H. Scherz, Hydrokolloide: Stabilisatoren, Dickungs- und Geliermittel in Lebensmitteln, Band 2 der Schriftenreihe Lebensmittelchemie, Lebensmittelqualitaet, Behr's Verlag GmbH & Co., Hamburg, 1996. Encapsulation is a process well known to those skilled in the art and may be carried out, for example, by using techniques such as spray drying, agglomeration or even extrusion; or it may consist of coating encapsulation including coacervation and composite coacervation techniques.

[0016] Non-limiting examples of solid supports include core-shell capsules made of aminoplasts, polyamides, polyesters, polyureas, or polyurethane-type resins or mixtures thereof (all of which are well known to those skilled in the art), using techniques such as a phase separation process induced by polymerization, interfacial polymerization, coacervation, or all of the above, optionally in the presence of a polymeric stabilizer or cationic copolymer (all of which are described in the prior art).

[0017] The resin may be produced by polycondensation of amines such as urea, benzoguanamine, glycoluryl, melamine, methylolmelamine, methylated methylolmelamine, guanazole, and the like, and mixtures thereof, with aldehydes (e.g., formaldehyde, 2,2-dimethoxyethanal, glyoxal, glyoxylic acid, or glycolaldehyde, and mixtures thereof). Alternatively, pre-molded resin alkylolated polyamines, such as those commercially available under trademarks Urac® (manufactured by Cytec Technology Corp.), Cymel® (manufactured by Cytec Technology Corp.), Urecoll®, or Luracoll® (manufactured by BASF), can be used.

[0018] Other resins are produced by polycondensation of polyols such as glycerol with polyisocyanates such as a trimer of hexamethylene diisocyanate, a trimer of isophorone diisocyanate or xylylene diisocyanate, or a biuret of hexamethylene diisocyanate or a trimer of xylylene diisocyanate with trimethylolpropane (known by the trade name Takenate®, manufactured by Mitsui Chemicals). Among these, the trimer of xylylene diisocyanate with trimethylolpropane and the biuret of hexamethylene diisocyanate are preferred.

[0019] Some of the most important literature on the encapsulation of fragrances by polycondensation of aldehydes with amino resins, i.e., melamine-based resins, includes papers such as those published by K. Dietrich et al. in Acta Polymerica, 1989, vol. 40, pages 243, 325 and 683, and 1990, vol. 41, page 91. Such papers already describe various parameters that affect the preparation of such core-shell microcapsules following prior art methods, which are also further detailed and illustrated in the patent literature. U.S. Patent No. 4396670 by Wiggins Teape Group Limited is an early example of the latter. Since then, many other authors have enriched the literature in this field, and it would be impossible to cover all published developments here, but a general understanding of encapsulation techniques is very important. More recent relevant publications disclosing suitable uses for such microcapsules are represented, for example, by the article K. Bruyninckx and M. Dusselier, ACS Sustainable Chemistry & Engineering, 2019, vol. 7, pages 8041-8054.

[0020] Here, “fragrance co-component” means a compound used in a fragrance preparation or composition to impart a pleasurable effect. In other words, such co-components considered to be fragrance co-components should be recognized by those skilled in the art not merely as having an odor, but as being capable of positively or pleasantly imparting or modifying the odor of a composition. The fragrance co-component is not of formula (I).

[0021] Herein, the properties and types of fragrance components present in the composition are not guaranteed to be exhaustive (and will not be exhaustive in any case), and those skilled in the art can select them according to their intended use or application and desired sensory effect based on their general knowledge. Generally speaking, these fragrance components belong to various chemical classifications such as alcohols, lactones, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenoids, nitrogen-containing or sulfur-containing heterocyclic compounds and essential oils, and these fragrance components may be of natural or synthetic origin.

[0022] In particular, the following are examples of fragrance components commonly used in fragrance formulations: -Aldehyde components: decanal, dodecanal, 2-methyl-undecinal, 10-undecenal, octanal, nonanal and / or nonenal; - Aromatic herbal components: Eucalyptus oil, camphor, eucalyptol, 5-methyltricyclo[6.2.1.0~2,7~]undecane-4-one, 1-methoxy-3-hexanethiol, 2-ethyl-4,4-dimethyl-1,3-oxatian, 2,2,7 / 8,9 / 10-tetramethylspiro[5.5]undecane-8-en-1-one, menthol and / or alpha-pinene; - Balsam components: Coumarin, ethyl vanillin and / or vanillin; - Citrus components: Dihydromyrcenol, citral, orange oil, linalyl acetate, citronellyl nitrile, orange terpene, limonene, 1-p-menthen-8-yl acetate and / or 1,4(8)-p-mentadiene; -Floral components: Methyldihydrojasmonate, linalool, citronellol, phenylethanol, 3-(4-tert-butylphenyl)-2-methylpropanal, hexylcinnamaldehyde, benzyl acetate, benzyl salicylate, tetrahydro-2-isobutyl-4-methyl-4(2H)-pyranol, beta-ionone, methyl 2-(methylamino)benzoate, (E)-3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one, (1E)-1-(2,6,6-trimethyl-2-cyclo Hexen-1-yl)-1-penten-3-one, 1-(2,6,6-trimethyl-1,3-cyclohexadiene-1-yl)-2-buten-1-one, (2E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one, (2E)-1-[2,6,6-trimethyl-3-cyclohexen-1-yl]-2-buten-1-one, (2E)-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-buten-1-one, 2,5-dimethyl-2-indanmethanol, 2,6,6-trimethyl-3-cyclo Hexen-1-carboxylate, 3-(4,4-dimethyl-1-cyclohexen-1-yl)propanal, hexyl salicylate, 3,7-dimethyl-1,6-nonadien-3-ol, 3-(4-isopropylphenyl)-2-methylpropanal, virgin acetate, geraniol, p-mentha-1-en-8-ol, 4-(1,1-dimethylethyl)-1-cyclohexyl acetate, 1,1-dimethyl-2-phenylethyl acetate, 4-cyclohexyl-2-methyl-2-butanol, amyl salicylate, high cis-methyldihydrochloride Jasmonate, 3-methyl-5-phenyl-1-pentanol, virsylpropionate, geranyl acetate, tetrahydrolinalool, cis-7-p-menthanol, propyl(S)-2-(1,1-dimethylpropoxy)propanoate, 2-methoxynaphthalene, 2,2,2-trichloro-1-phenylethyl acetate, 4 / 3-(4-hydroxy-4-methylpentyl)-3-cyclohexen-1-carbaldehyde, amyl cinnamaldehyde, 8-decene-5-olido, 4-phenyl-2-butanone, isononyl acetate, 4-(1,A mixture of 1-dimethylethyl)-1-cyclohexyl acetate, virzyloisobutyrate and / or methyl ionone isomers; -Fruity components: gamma-undecalactone, 2,2,5-trimethyl-5-pentylcyclopentanone, 2-methyl-4-propyl-1,3-oxatian, 4-decanolide, ethyl 2-methyl-pentanoate, hexyl acetate, ethyl 2-methylbutanoate, gamma-nonalactone, allylheptanoate, 2-phenoxyethyl isobutyrate, ethyl 2-methyl-1,3-dioxolan-2-acetate, 3-(3,3 / 1,1-dimethyl-5-indanyl)propanal, diethyl 1,4-cyclohexanedicarboxylate, 3-methyl-2-hexen-1-yl acetate, 1-[3,3-dimethylcyclohexyl]ethyl[3-ethyl-2-oxyranyl]acetate and / or diethyl 1,4-cyclohexanedicarboxylate; -Green components: 2-methyl-3-hexanone(E)-oxime, 2,4-dimethyl-3-cyclohexen-1-carboaldehyde, 2-tert-butyl-1-cyclohexyl acetate, styraryl acetate, allyl(2-methylbutoxy) acetate, 4-methyl-3-decen-5-ol, diphenyl ether, (Z)-3-hexen-1-ol and / or 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one; -Musk components: 1,4-dioxa-5,17-cycloheptadecanedione, (Z)-4-cyclopentadecene-1-one, 3-methylcyclopentadecanone, 1-oxa-12-cyclohexadecene-2-one, 1-oxa-13-cyclohexadecene-2-one, (9Z)-9-cycloheptadecene-1-one, 2-{1S)-1-[(1R)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethylpropionate, 3-methyl-5-cyclopene Tadecene-1-one, 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylcyclopenta-g-2-benzopyran, (1S,1'R)-2-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxy]-2-methylpropylpropanoate, oxacyclohexadecan-2-one and / or (1S,1'R)-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxycarbonyl]methylpropanoate; -Woody components: 1-[(1RS,6SR)-2,2,6-trimethylcyclohexyl]-3-hexanol, 3,3-dimethyl-5-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-4-penten-2-ol, 3,4'-dimethylspiro[oxiran-2,9'-tricyclo[6.2.1.0 2,7 Undeca[4]ene, (1-ethoxyethoxy)cyclododecane, 2,2,9,11-tetramethylspiro[5.5]undeca-8-ene-1-ylacetate, 1-(octahydro-2,3,8,8-tetramethyl-2-naphthalenyl)-1-ethanone, patchouli oil, terpene fraction of patchouli oil, clearwood(registered trademark), (1'R,E)-2-ethyl-4-(2',2',3'-trimethyl-3'-cyclopentene-1'- Il)-2-buten-1-ol, 2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, methylcedyl ketone, 5-(2,2,3-trimethyl-3-cyclopentenyl)-3-methylpentan-2-ol, 1-(2,3,8,8-tetramethyl-1,2,3,4,6,7,8,8a-octahydronaphthalene-2-yl)ethane-1-one and / or isobornyl acetate; -Other ingredients (e.g., amber, powdery spicy, or watery): dodecahydro-3a,6,6,9a-tetramethyl-naphtho[2,1-b]furan and any of its stereoisomers, heliotropin, anisic aldehyde, eugenol, cinnamaldehyde, clove oil, 3-(1,3-benzodioxol-5-yl)-2-methylpropanal, 7-methyl-2H-1,5-benzodioxepin-3(4H)-one, 2,5,5-trimethyl-1,2,3,4,4a,5,6,7-octahydro-2-naphthalenol, 1-phenylvinyl acetate, 6-methyl-7-oxa-1-thia-4-azaspiro[4.4]nonane and / or 3-(3-isopropyl-1-phenyl)butanal.

[0023] The flavored consumer products of the present invention may further include other flavoring co-components listed in reference texts such as the book *Perfume and Flavor Chemicals*, 1969, Montclair, New Jersey, USA by S. Arctander, or more recent editions thereof, or other works of a similar nature, as well as in the extensive patent literature in the field of fragrances. It is also understood that the co-components may be compounds known to release various types of flavoring compounds, also known as pro-fragrances or pro-scents, under controlled conditions. Non-limiting examples of suitable pro-fragrances include 4-(dodecylthio)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-butanone, 4-(dodecylthio)-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-butanone, 3-(dodecylthio)-1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-1-butanone, and 2-(dodecylthio)oc Tan-4-one, 2-phenylethyl oxo(phenyl)acetate, 3,7-dimethylocta-2,6-dien-1-yloxo(phenyl)acetate, (Z)-hexa-3-en-1-yloxo(phenyl)acetate, 3,7-dimethyl-2,6-octadien-1-ylhexadecanoate, bis(3,7-dimethylocta-2,6-dien-1-yl)succinate, (2-( (2-methylundeca-1-en-1-yl)oxy)ethyl)benzene, 1-methoxy-4-(3-methyl-4-phenethoxybuta-3-en-1-yl)benzene, (3-methyl-4-phenethoxybuta-3-en-1-yl)benzene, 1-(((Z)-hexa-3-en-1-yl)oxy)-2-methylundeca-1-ene, (2-((2-methylundeca-1-en-1-yl) Oxy)ethoxy)benzene, 2-methyl-1-(octan-3-yloxy)undeca-1-ene, 1-methoxy-4-(1-phenethoxypropa-1-en-2-yl)benzene, 1-methyl-4-(1-phenethoxypropa-1-en-2-yl)benzene, 2-(1-phenethoxypropa-1-en-2-yl)naphthalene, (2-phenethoxyvinyl)benzene, 2-(1-((3,This may include 7-dimethylocta-6-en-1-yl)oxy)propa-1-en-2-yl)naphthalene, (2-((2-pentylcyclopentylidene)methoxy)ethyl)benzene, (2-((2-heptylcyclopentylidene)methoxy)ethyl)benzene, 1-isopropyl-4-methyl-2-((2-pentylcyclopentylidene)methoxy)benzene, 2-methoxy-1-((2-pentylcyclopentylidene)methoxy)-4-propylbenzene, 3-methoxy-4-((2-methoxy-2-phenylvinyl)oxy)benzaldehyde, 4-((2-(hexyloxy)-2-phenylvinyl)oxy)-3-methoxybenzaldehyde, or mixtures thereof.

[0024] Here, "fragrance adjuvants" refer to ingredients that can impart additional benefits such as color, specific lightfastness, and chemical stability. A detailed description of the properties and types of adjuvants commonly used in fragrance compositions cannot be exhaustive, but it should be noted that such ingredients are well known to those skilled in the art. Specific non-limiting examples include: viscosities (e.g., surfactants, thickeners, gelling and / or rheological modifiers), stabilizers (e.g., preservatives, antioxidants, heat / light and / or buffering or chelating agents, e.g., BHT), colorants (e.g., dyes and / or pigments), preservatives (e.g., antibacterial or antimicrobial or antifungal or anti-irritant agents), abrasives, skin coolants, fixatives, insecticides, ointments, vitamins, and mixtures thereof.

[0025] Those skilled in the art will understand that by mixing the above-mentioned components of the perfume oil, by simply applying standard knowledge in the art, and by trial and error, it is possible to perfectly design a perfume oil formulation that is optimal for the desired effect.

[0026] A fragrance oil comprising at least one compound of formula (I) and at least one fragrance carrier comprises a fragrance oil containing at least one compound of formula (I) as in a specific embodiment of the present invention, at least one fragrance carrier, at least one fragrance cocomponent, and optionally at least one fragrance adjuvant.

[0027] According to a particular embodiment, the above-described fragrance oil comprises one or more compounds of formula (I), enabling a perfumer to prepare accords or fragrances with the olfactory properties of various compounds of the present invention, and thus to create new components for creative purposes.

[0028] For clarity, it is also understood that any mixture resulting directly from a chemical synthesis in which the compound of formula (I) is involved as a starting, intermediate, or final product, such as an unpurified reaction medium, cannot be considered a fragrance composition according to the present invention unless the mixture provides the compound of formula (I) in a form suitable for fragrance. Therefore, unpurified reaction mixtures are generally excluded from the present invention unless otherwise specified.

[0029] To clarify, “Fragrant consumer products” are intended to refer to consumer products that, among various benefits, are expected to deliver a pleasant fragrance effect to the surface or space to which they are applied (e.g., skin, hair, textiles, paper, or residential surfaces) or into the air (e.g., air fresheners, deodorizers). In other words, a fragrance consumer product according to the present invention is an industrial product comprising a functional formulation, also called a “base,” corresponding to the desired consumer product, which together contains beneficial agents, and at least one compound of formula (I) in an olfactory effective amount. To clarify, said fragrance consumer products are non-edible products.

[0030] Herein, the properties and types of components of the flavored consumer products are not intended to provide a more detailed description (and will not be exhaustive in any case), and those skilled in the art can select them according to the properties of the product and the desired effect based on their general knowledge.

[0031] Suitable fragranced consumer products include, but are not limited to, fragrances such as fine fragrances, splashes or eau de parfums, colognes or shave or aftershave lotions; body care products such as hair care products (e.g., shampoos, coloring formulations or hair sprays, color care products, hair styling products), dental care products, disinfectants, and intimate care products; cosmetic formulations (e.g., skin creams or lotions, vanishing creams or deodorants or antiperspirants (e.g., sprays or roll-ons), depilators, tanning or sun or after-sun products, nail products, skin cleansers, and makeup); or skincare products (e.g., soaps, shower or bath mousses, oils or gels, or hygiene products or foot / hand care products).

[0032] According to certain embodiments, flavored consumer products are leave-on consumer products.

[0033] The term "leave-on consumer product" or similar means that the consumer product is intended to maintain prolonged contact with the skin, hair, or mucous membranes, as opposed to rinse-off consumer products.

[0034] Non-exclusive examples of suitable flavored leave-on consumer products include: -Fragrances such as fine fragrances, splashes, eau de toilette, eau de parfum, cologne, or shave or aftershave lotion; - Hair care products such as hair creams, hair oils, hair styling products (sprays, mousses, or gels, etc.), leave-on hair conditioners, and hair tonics; - Skin care products such as facial creams, facial lotions, shaving products (such as foams, creams, gels or oils), body and / or hand products (such as lotions, creams, gels or oils), skin farming products, depilatory agents, talcum powders, foot care creams or lotions, baby wipes, cleansing wipes, moisturizer wipes, sun protection products (such as sprays, lotions, creams or oils), aftersun lotions, or self-tanning products; - Body deodorant or antiperspirant products such as body deodorant sprays, roll-on deodorants, deodorant sticks, deodorant creams, antiperspirant sprays, antiperspirant sticks, roll-on antiperspirants, antiperspirant sticks, or antiperspirant creams; Here, the personal care active base means a component capable of imparting benefits related to personal consumer products such as texture, moisturizing agents, etc. Personal care active bases capable of incorporating the compounds of formula (I) can be found in the extensive literature on such products. Here, these formulations are not guaranteed to be detailed (nor will they be comprehensive in any case). One skilled in formulating such consumer products can fully select suitable components based on their general knowledge and the available literature.

[0035] According to any embodiment of the present invention, the perfumed consumer product may be in the form of a perfume. In particular, the perfumed consumer product may be in the form of a fine fragrance, splash, eau de toilette, eau de parfum, cologne or shave or aftershave lotion. The perfumed consumer product is a) 0.0001% - 5% w / w, preferably 0.01% - 1% w / w of formula (I) in the form of any one of its stereoisomers or as a mixture thereof

Chemical formula

[0036] According to any embodiment of the present invention, a flavored consumer product in the form of a fragrance may further contain a modifier, also known as a fixative.

[0037] Here, “modifier” is understood to be an agent having the ability to influence the odor, particularly the evaporation rate and intensity, of a composition incorporating the modifier in a manner that can be perceived over time by its observer or user compared to the same perception in the absence of the modifier. In particular, modifiers allow for an extension of the time that their fragrances are perceived. Non-limiting examples of suitable modifiers include: methyl glucoside polyols; ethyl glucoside polyols; propyl glucoside polyols; isocetyl alcohol; PPG-3 myristyl ether; neopentyl glycol diethylhexanoate; sucrose laurate; sucrose dilaurate, sucrose myristate, sucrose palmitate, sucrose stearate, sucrose distearate, sucrose tristearate, sodium hyaluronate disaccharide, sodium hyaluronate, propylene glycol propyl ether; dicetyl ether; polyglycerin-4 ether This may include: Isoceteth-5; Isoceteth-7, Isoceteth-10; Isoceteth-12; Isoceteth-15; Isoceteth-20; Isoceteth-25; Isoceteth-30; Disodium lauroamphodipropionate; Hexaethylene glycol monododecyl ether; and mixtures thereof; Neopentyl glycol diisononanoate; Cetearyl ethyl hexanoate; Panthenol ethyl ether, DL-Panthenol, N-Hexadecyl n-nonanoate, Octadecyl n-nonanoate, ProFragrance, Cyclodextrin, encapsulating agents, and combinations thereof. Based on the total weight of the fragrance composition, at most 20% by weight of the modifiers can be incorporated into the fragranced consumer product.

[0038] According to any embodiment of the present invention, when the scented consumer product is in the form of a body spray or body splash, the fragrance carrier may be water, ethanol, or a mixture thereof. The body spray or body splash may be in the form of an aerosol or natural spray. Fragrance consumer products in the form of fragrance body sprays or body splashes may further contain: hydrating agents such as glycerin, propylene glycol, butylene glycol, polyethylene glycol, or other suitable glycol-type compounds; emollients such as silicones, esters, caprylic / capric triglycerides; activators (sedatives, anti-aging agents, humectants, UV filters such as methoxycinnamate or benzophenone, plant extracts such as aloe vera or rose extract); cooling compounds; polymers such as carbomers, acrylates, polyvinylpyrrolidone; surfactants such as quaternium; solubilizers such as nonionic surfactants with high HLB, mainly PEG-40 or 60 hydrogenated castor oil, polysorbate, etc.; antibacterial activators such as triethyl citrate, ethylhexylglycerin, or ethanol; or propellants such as compressed air.

[0039] According to any embodiment of the present invention, the scented consumer product may be in the form of a skincare consumer product. In particular, the scented consumer product may be in the form of a face cream, face lotion, shaving product, body and / or hand product, skin firming product, depilatory agent, talcum powder, foot care cream or lotion, baby wipes, cleansing wipes, moisturizing wipes, sun protection product, after-sun lotion, or self-tanning product. The scented consumer product may be in the form of a skincare product comprising at least one skincare active base. Non-limiting examples of suitable skincare active bases may include dermatologically acceptable carriers, stabilizers, humectants, thickeners, gelling agents, preservatives, anti-inflammatory agents, or anti-acne agents.

[0040] The dermatologically acceptable carriers used may be water or aqueous solutions; oils such as capric or caprylic triglycerides, or castor oil; fats, waxes, and other natural and synthetic fatty materials, preferably esters of fatty acids with low carbon alcohols, such as isopropanol, propylene glycol, or glycerol, or esters of fatty alcohols with low carbon alkanates or fatty acids; low carbon alcohols, and their ethers, preferably ethanol, isopropanol, glycerol, ethylene glycol, ethylene glycol monoethyl or monobutyl ether, propylene glycol monomethyl, monoethyl or monobutyl ether, diethylene glycol monomethyl or monoethyl ether, and similar products. In some cases, mixtures of the above solvents may be used. In the case of alcoholic solvents, water may be a further component.

[0041] Some specific examples of dermatologically acceptable carriers suitable for application in the present invention include water, olive oil, peanut oil, sesame oil, sunflower oil, safflower oil, peanut oil, coconut oil, liquid paraffin, polyethylene glycol, ethanol, propanol, isopropanol, glycerol, fatty alcohols, triglycerides, polyvinyl alcohol, and partially hydrolyzed polyvinyl acetate. Other suitable carriers will be understood by those skilled in the art.

[0042] The carrier components may include, in one embodiment, hydrocarbon oils such as paraffin or mineral oil; b) waxes such as beeswax or paraffin wax; c) natural oils such as sunflower oil, apricot kernel oil, shea butter or jojoba oil; d) silicone oils such as dimethicone, cyclomethicone or cetyl dimethicone; e) fatty acid esters such as isopropyl palmitate, isopropyl myristate, dioctyl maleate, glyceryl oleate and cetostearyl isononanoate; f) fatty alcohols such as cetyl alcohol or stearyl alcohol and mixtures thereof (e.g., cetearyl alcohol); g) polypropylene glycol or polyethylene glycol ether, e.g., PPG-14 butyl ether; or h) mixtures thereof, e.g., oils present in the oil phase of the emulsion, selected from a blend of waxes commercially available under the trade name Cutina (Cognis).

[0043] The carrier may be in the form of an aqueous alcohol system (e.g., liquid and gel), anhydrous oil or silicone-based system, or, but not limited to, an emulsion system including oil-in-water, water-in-oil, water-in-oil-in-water, and oil-in-water-in-silicone emulsions. The emulsion can cover a wide range of viscosities, including thin lotions (which may also be suitable for spray or aerosol delivery), cream lotions, light creams, heavy creams, and the like. The emulsion may also include microemulsion systems. Other suitable topical carriers include anhydrous solids and semi-solids (such as gels and sticks); and aqueous-based mousse systems. Non-limiting examples of topical carrier systems useful in the present invention are described in the following four references, all of which are incorporated herein by reference in their entirety: “Sun Products Formulary”, Cosmetics & Toiletries, Vol. 105, pp.

[0044] Various embodiments of the skincare activity base of the present invention may include stabilizers. Stabilizers include amino acids (e.g., glycine, histidine, tyrosine, tryptophan) and their derivatives, imidazoles (e.g., urocanic acid) and their derivatives, peptides such as D,L-carnosine, D-carnosine, L-carnosine and their derivatives (e.g., anserine), carotenoids, carotenes (e.g., α-carotene, β-carotene, lycopene) and their derivatives, lipoic acid and its derivatives (e.g., dihydrolipoic acid), aurothioglucose, propylthiouracil and other thiols (e.g., thioredox). Syn, glutathione, cysteine, cystine, cystamine, and their glycosyl, N-acetyl, methyl, ethyl, propyl, amyl, butyl, and lauryl, palmitoyl, oleyl, γ-linoleyl, cholesteryl, and glyceryl esters) and their salts, dilauryl thiodipropionate, distearyl thiodipropionate, thiodipropionic acid and its derivatives (esters, ethers, peptides, lipids, nucleotides, nucleosides, and salts), and very low tolerable doses (e.g., pmol~μmol / kg). ) sulfoximine compounds (e.g., butionine sulfoximines, homocysteine ​​sulfoximine, butionine sulfone, penta-, hexa- or heptathionine sulfoxime), further (metal) chelating agents (e.g., alpha-hydroxy fatty acids, palmitic acid, phytic acid, lactoferrin), alpha-hydroxy acids (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., gamma-linolenic acid) Acids, linoleic acid, oleic acid), folic acid and its derivatives, ubiquinone and ubiquinol and their derivatives, vitamin C and its derivatives (e.g., ascorbyl palmitate, Mg-ascorbyl phosphate, ascorbyl acetate), tocopherol and its derivatives (e.g., vitamin E acetate), vitamin A and its derivatives (vitamin A palmitate), coniferyl benzoate from benzoin, rutic acid and its derivatives, ferulic acid and its derivatives, butylhydroxytoluene, butylhydroxyanisole,The antioxidant may be selected from the group consisting of nordihydroguaiaretic acid, trihydroxybutyrophenone, uric acid and its derivatives, mannose and its derivatives, 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 suitable derivatives of these active compounds according to the present invention (salts, esters, ethers, sugars, nucleotides, nucleosides, peptides, and lipids). The stabilizer may be present at a concentration of 0.2-3.0%.

[0045] The skincare active base according to the present invention may contain one or more humectants, i.e., ingredients intended to increase moisture in the uppermost layer of skin. Examples of such ingredients are emollients such as squalane, glycerin, 1,3-butylene glycol, propylene glycol, urea, panthenol, alpha-hydroxy acids such as lactic acid, hydrolyzed proteins, hyaluronic acid, pyrrolidone carbonate, and naturally occurring materials such as aloe barbadensis. Other suitable ingredients include glycerol quat, glycerol, and hydroxyethyl urea, which are marketed by Unilever under the names Stratys-3 system or Sheer Infusion. The humectants are generally water-soluble.

[0046] The skincare active base of the present invention may also include a thickening agent. Suitable thickening agents include cellulose and its derivatives such as carboxymethylcellulose, hydroxyethylcellulose, cellulose acetate propionate carboxylate, hydroxyethylcellulose, hydroxyethylmethylcellulose, hydroxypropylcellulose, hydroxypropylmethylcellulose, methylhydroxyethylcellulose, microcrystalline cellulose, sodium cellulose sulfate, and mixtures thereof. Further suitable thickening agents include alkyl-substituted cellulose. In these polymers, some of the hydroxyl groups of the cellulose polymer are hydroxyalkylated (preferably hydroxyethylated or hydroxypropylated) to form hydroxyalkylated cellulose, which is then linked to C through ether bonds. 10 ~C 30 They are further modified with linear or branched alkyl groups. Typically, these polymers are C with hydroxyalkylcellulose. 10 ~C 30 These are ethers of linear or branched alcohols. Examples of alkyl groups useful for modifying hydroxyalkylcellulose include those selected from the group consisting of stearyl, isostearyl, lauryl, myristyl, cetyl, isocetyl, cocoyl (i.e., alkyl groups derived from coconut oil alcohols), palmityl, oleyl, linoleyl, linolenyl, ricinoleyl, behenyl, and mixtures thereof.

[0047] Other thickeners suitable for use with the skincare consumer products of the present invention include acacia, agar, algin, alginic acid, ammonium alginate, amylopectin, calcium alginate, calcium carrageenan, carnitine, carrageenan, dextrin, gelatin, gellan gum, guar gum, guar hydroxypropyltrimonium chloride, hectorite, hyaluronic acid, hydrated silica, hydroxypropyl chitosan, hydroxypropyl guar, karaya gum, kelp, locust bean gum, natto gum, potassium alginate, potassium carrageenan, propylene glycol alginate, sclerotia gum, sodium carboxymethyl dextran, sodium carrageenan, tragacanth gum, xanthan gum, and mixtures thereof.

[0048] The gels provided by the present invention may be aqueous or non-aqueous. Aqueous gels are preferred. The gels will contain a gelling agent to give the gel sufficient viscosity. Particularly suitable gelling agents are copolymers of acryloyldimethyltaurate (or salts thereof), especially copolymers of that monomer with another vinyl monomer. The salts may be salts of Group I alkali metals, but are more preferably ammonium salts. Examples of suitable copolymer gelling agents are ammonium acryloyldimethyltaurate / vinylpyrrolidone copolymer, ammonium acryloyldimethyltaurate / Beheneth-25 methacrylate copolymer, and ammonium acryloyldimethyltaurate / vinylformamide copolymer. These materials are available from Clariant GmbH under the trade name Aristoflex in various products.

[0049] A preferred aqueous system contains at least 40% w / w, more preferably at least 50% w / wt, and most preferably at least 60% w / w of water. Some compositions may contain at least 70% w / w or even more at least 75% w / w. The upper limit of water will depend on the amount of other components incorporated into the composition such that water forms the remainder of the composition, up to 100% w / w of the composition. Typical maximum values ​​are less than 90% w / w, e.g., less than 85% w / w or 80% w / w.

[0050] The skincare active base according to the present invention may further contain preservatives. Suitable preservatives include, but are not limited to, C1-C3 alkylparabens and phenoxyethanol, calcium propionate, sodium nitrate, sodium nitrite, sulfites (such as sulfur dioxide, sodium bisulfite, potassium bisulfite, etc.), and disodium EDTA. The preservatives are typically present in an amount ranging from about 0.5% to about 2.0% by weight, based on the total weight of the skincare consumer product.

[0051] In one embodiment of the present invention, the skincare active base may contain an anti-inflammatory agent. Examples of anti-inflammatory drugs include hydrocortisone, hydroxyltriamcinolone, alphamethyldexamethasone, dexamethasone phosphate, beclomethasone dipropionate, clobetasol valerate, desonide, desoxymethasone, desoxycorticosterone acetate, dexamethasone, dichlorizone, diflorasone diacetate, diflucortolone valerate, fluadrenolone, fluclarorone acetonide, fludrocortisone, flumethasone pivalate, fluocinolone acetonide, fluocinonide, flucortin butyl ester, fluocortolone, fluprednilidene, (fluprednilidene) acetate, fludrenolone, halcinonide, hydrocortisone acetate, hydrocortisone butyrate, methylprednisolone, triamcinolone acetonide, cortisone, and cortolone. This includes, but is not limited to, non-steroidal and steroidal anti-inflammatory drugs such as corticosteroids, including doxone, flucetonide, fludrocortisone difluorosone diacetate, fluradrenaline acetonide, medrisone, amsiafel, amsinafid, betamethasone, chlorprednisone, chlorprednisone acetate, crocorterone, cresinolone, dichlorizone, difluprednate, fluchlorid, flunisolide, fluoromethalone, fluperolon, fluprednisolone, hydrocortisone valerate, hydrocortisone cyclopentylpropionate, hydrocortamate, meprednisone, paramethasone, prednisolone, prednisone, beclomethasone dipropionate, betamethasone dipropionate, and triamcinolone, as well as combinations thereof. Examples of nonsteroidal anti-inflammatory drugs include, but are not limited to, COX inhibitors, LOX inhibitors, and p38 kinase inhibitors, immunosuppressants such as cyclosporine, and cytokine synthesis inhibitors. Other natural anti-inflammatory agents include, but are not limited to, feverfew, soybean or oat extracts, beta-glucans, and totarol.

[0052] In further embodiments of the present invention, the skincare active base may comprise one or more anti-acne agents. Preferably, the additional anti-acne agents are selected from desquamants, keratolytics, comedone-dissolving agents, non-comedone-dissolving agents, and exfoliating agents. Compounds that can help the penetration of activators into the skin and perform one or more of these functions are well known in the art. Compounds may have one or more of these properties; for example, a desquamant may also act as a keratolytic agent.

[0053] According to any embodiment of the present invention, the scented consumer product may be in the form of a deodorant or antiperspirant product.

[0054] As used herein, the term “antiperspirant or deodorant product” has the common meaning in the art; that is, a composition applied to the skin that enables the reduction or prevention of body odor.

[0055] In particular, scented consumer products may take the form of body deodorant sprays, roll-on deodorants, deodorant sticks, deodorant creams, antiperspirant sprays, antiperspirant sticks, roll-on antiperspirant liquids, antiperspirant sticks, or antiperspirant creams. Scented consumer products may also take the form of deodorant or antiperspirant products comprising at least one deodorant or antiperspirant active base. Non-limiting examples of suitable deodorant or antiperspirant active bases may include emollients, solubilizers, deodorant activators, antioxidants, preservatives, carriers, odor scavengers, propellants, primary structuring agents, antiperspirant activators, additional chassis components, volatile silicone solvents, gelling agents, buffers, and residue masking materials. Those skilled in the art can, based on their general knowledge, select them according to the desired form of the deodorant or antiperspirant composition.

[0056] Deodorants or antiperspirants may be in the form of wax-based sticks, soap-based sticks, compressed powder sticks, roll-on suspensions or solutions, emulsions, gels, creams, squeeze sprays, pump sprays, aerosols, and the like. Each product form may include its own selection of additional deodorant or antiperspirant active bases, some mandatory, some optional.

[0057] For example, a roll-on deodorant or antiperspirant product may contain water, a emollient, a solubilizer, a deodorant or antiperspirant agent, an antioxidant, a preservative, or a combination thereof; a transparent gel product or antiperspirant product may contain water, a emollient, a solubilizer, a deodorant or antiperspirant agent, an antioxidant, a preservative, ethanol, or a combination thereof; a body spray may contain a carrier, a deodorant or antiperspirant agent, an odor capture agent, a propellant, or a combination thereof; an invisible solid deodorant or antiperspirant product may contain a primary structurer, a deodorant or antiperspirant agent, and (one or more) additional chassis components; a soft solid deodorant or antiperspirant product may contain a volatile silicone, a deodorant or antiperspirant agent, a gelling agent, a residue masking material, or a combination thereof; an aerosol deodorant or antiperspirant product may contain a carrier, a propellant, or a combination thereof.

[0058] Suitable emollients for deodorants or antiperspirants include propylene glycol, polypropylene glycol (such as dipropylene glycol, tripropylene glycol, etc.), diethylene glycol, triethylene glycol, neopentyl glycol diheptanoate, PEG-4, PEG-8, 1,2-pentanediol, 1,2-hexanediol, hexylene glycol, glycerin, C2-C2 20 Monohydric alcohol, C2~C 40These include, but are not limited to, dihydric or polyhydric alcohols, alkyl ethers of polyhydric and monohydric alcohols, volatile silicone emollients such as dicaprylyl carbonate, dicaprylyl ether, diethylhexylcyclohexane, dibutyl adipate, and cyclopentasiloxane, non-volatile silicone emollients such as dimethicone, mineral oil, polydecene, petrolatum, and combinations thereof. One example of a suitable emollient is PPG-15 stearyl ether. Other examples of suitable emollients include dipropylene glycol and propylene glycol.

[0059] Suitable deodorant activators may include any topical material known or otherwise effective in preventing or eliminating odors, including odors associated with sweat and / or perspiration. Suitable deodorant activators may be selected from the group consisting of antimicrobial agents (e.g., bactericidal agents, fungicides), odor-absorbing materials, and combinations thereof.

[0060] Antimicrobial agents may include cetyl-trimethylammonium bromide, cetylpyridinium chloride, benzethonium chloride, diisobutylphenoxyethoxyethyldimethylbenzylammonium chloride, sodium N-lauryl sarcosine, sodium N-palmethylsarcosine, lauroyl sarcosine, N-myristoyl glycine, potassium N-lauryl sarcosine, trimethylammonium chloride, sodium aluminum chlorohydroxylactate, triethyl citrate, tricetylmethylammonium chloride, 2,4,4'-trichloro-2'hydroxydiphenyl ether (triclosan), 3,4,4'-trichlorocarbanilide (triclocarban), diaminoalkylamides such as L-lysine hexadecylamide, citrates, salicylates, and heavy metal salts of piroctone, especially zinc salts, and their acids, heavy metal salts of pyrithione, especially zinc pyrithione, zinc phenol sulfate, farnesol, and combinations thereof.

[0061] Suitable odor scavengers for use herein include, for example, solubilized, water-soluble, and uncomplexed cyclodextrins. As used herein, the term "cyclodextrin" includes any known cyclodextrin, such as alpha-cyclodextrin, beta-cyclodextrin, gamma-cyclodextrin and / or their derivatives and / or mixtures thereof, including unsubstituted cyclodextrins containing 6 to 12 glucose units.

[0062] Suitable solubilizers may be surfactants, such as non-foaming or low-foaming surfactants. Suitable surfactants include nonionic surfactants, cationic surfactants, amphoteric surfactants, amphoteric surfactants, and mixtures thereof. Suitable solubilizers include, for example, polyethylene glycol ether of cetearyl alcohol, hydrogenated castor oil such as polyoxyethylene hydrogenated castor oil, polyoxyethylene 2-stearyl ether, polyoxyethylene 20-stearyl ether, and combinations thereof.

[0063] Suitable preservatives include organosulfur compounds, halogenated compounds, cyclic organic nitrogen compounds, low molecular weight aldehydes, parabens, propanediol materials, isothiazolinones, quaternary compounds, benzoates, low molecular weight alcohols, dehydroacetic acid, phenyl and phenoxy compounds, or mixtures thereof.

[0064] Non-exclusive examples of commercially available preservatives include a mixture of approximately 77% 5-chloro-2-methyl-4-isothiazolin-3-one and approximately 23% 2-methyl-4-isothiazolin-3-one, a broad range of preservatives available as a 1.5% aqueous solution under the trade name Kathan® CG by Rohm and Haas Co.; 5-bromo-5-nitro-1,3-dioxane available from Henkel under the trade name Bronidocox L®; 2-bromo-2-nitropropane-1,3-diol available from Inolex under the trade name Bronopol®; 1,1'-hexamethylenebis(5-(p-chlorophenyl)biguanide), commonly known as chlorhexidine, and its salts, e.g., salts with acetic acid and digluconate; and the trade name Glydant. A 95:5 mixture of 1,3-bis(hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione and 3-butyl-2-iodopropynylcarbamate, available from Lonza under the trade name Plus®; N-[1,3-bis(hydroxymethyl)2,5-dioxo-4-imidazolidinyl]-N,N'-bis(hydroxymethyl)urea, available from Sutton Laboratories, Inc. under the trade name Germall® II, commonly known as diazolidinyl urea; for example, from 3V-Sigma under the trade name Abiol®, from Induchem under the trade name Unicide U-13®, from Sutton Laboratories, Inc. under the trade name German 115®, commonly known as imidazolidinyl urea. N,N''-methylenebis{N'-[1-(hydroxymethyl)-2,5-dioxo-4-imidazolidinyl]urea} available from Inc.; polymethoxy bicyclic oxazolidine available from Hills America under the trade name Nuosept(registered trademark) C; formaldehyde; glutaraldehyde; and ICI Americas, Inc. under the trade name Cosmocil CQ(registered trademark).This includes polyaminopropyl biguanide; dehydroacetic acid; available from Brooks, Inc. under the trade name Mikrokill®; and benzisothiazolinone; available from Rohm and Hass Corporation under the trade name Koralone® B-119.

[0065] Suitable levels of preservatives may range from about 0.0001% to about 0.5% by weight of the composition, or from about 0.0002% to about 0.2% by weight, or from about 0.0003% to about 0.1% by weight.

[0066] Suitable carriers may include water, alcohol, or a combination thereof. Useful alcohols include C1-C3 alcohols. In some embodiments, the alcohol is ethanol.

[0067] Some examples of propellants include compressed air, nitrogen, inert gases, carbon dioxide, and mixtures thereof. Propellant may also include gaseous hydrocarbons such as propane, n-butane, isobutene, cyclopropane, and mixtures thereof; for example, A-46 (a mixture of isobutane, butane, and propane), A-31 (isobutane), A-17 (n-butane), A-108 (propane), AP70 (a mixture of propane, isobutane, and n-butane), AP40 (a mixture of propane, isobutene, and n-butane), and AP30 (a mixture of propane, isobutane, and n-butane). Some non-limiting examples of propellants include 1,1-difluoroethane, 1,1,1,2,2-pentafluoroethane, 1,1,1,2-tetrafluoroethane, 1,1,1,2,3,3,3-heptafluoropropane, trans-1,3,3,3-tetrafluoropropane-1-ene, dimethyl ether, dichlorodifluoromethane (propellant 12), 1,1-dichloro-1,1,2,2-tetrafluoroethane (propellant 114), 1-chloro-1,1-difluoro-2,2-trifluoroethane (propellant 115), 1-chloro-1,1-difluoroethylene (propellant 142B), 1,1-difluoroethane (propellant 152A), monochlorodifluoromethane, and mixtures thereof.

[0068] As used herein, the term “primary structural agent” means any material known or otherwise effective in imparting suspension, gelation, viscosity, solidification, and / or thickening properties to a composition, or otherwise imparting structure to the final product form. These primary structural agents include gelling agents and polymers, nonpolymers, or inorganic thickeners or viscosifiers. Such materials typically become solid under ambient conditions, and such materials include organic solids, crystalline or other gelling agents, inorganic fine particles such as clay or silica, or combinations thereof. Non-limiting examples of suitable primary structural agents include stearyl alcohol and other fatty alcohols; hydrogenated castor wax (e.g., Castorwax MP80, Castor Wax, etc.); hydrocarbon waxes such as paraffin wax, beeswax, carnauba wax, candelilla wax, whale wax, ozokerite, ceresin, bayberry wax; synthetic waxes such as Fischer-Tropsch wax and microcrystalline wax; polyethylene with molecular weights of 200-1000 daltons; solid triglycerides; behenyl alcohol, or combinations thereof.

[0069] Antiperspirant agents may include astringent metal salts, particularly inorganic and organic salts of aluminum, zirconium, and zinc, as well as mixtures thereof. More specifically, antiperspirant agents may be selected from the group consisting of aluminum chloride, aluminum chlorohydrate, aluminum chlorohydrate, aluminum chlorohydrate PG, aluminum chlorohydrate PEG, aluminum dichlorohydrate, aluminum dichlorohydrate PG, aluminum dichlorohydrate PEG, aluminum sesquichlorohydrate, aluminum sesquichlorohydrate PG, aluminum sesquichlorohydrate PEG, aluminum sulfate, aluminum zirconium octachlorohydrate, aluminum zirconium octachlorohydrate GLY, aluminum zirconium pentachlorohydrate, aluminum zirconium pentachlorohydrate GLY, aluminum zirconium tetrachlorohydrate, aluminum zirconium trichlorohydrate, aluminum zirconium tetrachlorohydrate GLY, and aluminum zirconium trichlorohydrate GLY.

[0070] The chassis components include additional structural agents, such as stearyl alcohol and other fatty alcohols; hydrogenated castor wax (e.g., Castorwax MP80, Castor Wax, etc. may be used; hydrocarbon waxes include paraffin wax, beeswax, carnauba wax, candelilla wax, whale wax, ozokerite, ceresin, bayberry wax, synthetic waxes, e.g., Fischer-Tropsch wax, and microcrystalline wax; polyethylene having a molecular weight of 200-1000 daltons; and solid triglycerides; behenyl alcohol, or combinations thereof; non-volatile organic fluids, e.g., mineral oil, PPG-14 butyl ether, isopropyl myristate, petrolatum, butyl stearate, cetyl octanoate, butyl myristate, myristyl myristate, C12-15 alkyl benzoates (e.g., Finsolv.TN.), octyldodecanol, isostearyl isostearate, octadodecyl benzoate, isostearyl lactate, isostearyl palmitate, or isobutyl stearate; clay mineral powders, e.g. , talc, mica, sericite, silica, magnesium silicate, synthetic fluorophlogopite, calcium silicate, aluminum silicate, bentonite and montmorillonite; pearl pigments, such as alumina, barium sulfate, dicalcium phosphate, calcium carbonate, titanium dioxide, finely ground titanium dioxide, zirconium oxide, zinc oxide, hydroxyapatite, iron oxide, iron citrate, ultramarine blue, Prussian blue, chromium oxide, chromium hydroxide, cobalt oxide, cobalt titanate, titanium dioxide-coated mica; organic powders, such as polyester, polyethylene, polystyrene, methyl methacrylate resin, cellulose, nylon 12, nylon 6, styrene-acrylic acid copolymer, polypropylene, vinyl chloride polymer, tetrafluoroethylene polymer, boron nitride, fish scale guanine, lake-type tar coloring dyes, lake-type natural coloring dyes; and combinations thereof.

[0071] Suitable volatile silicone solvents for use in antiperspirant compositions include, but are not limited to, solvents such as Cyclomethicone D-5; GE 7207 and GE 7158 (commercially available from General Electric Co.); Dow Corning 344; Dow Corning 345; Dow Corning 200; and DC1184 (commercially available from Dow Corning Corp.); and SWS-03314 (commercially available from SWS Silicones).

[0072] The gelling agent material may contain saturated or unsaturated substituted or unsubstituted fatty alcohols or mixtures of fatty alcohols having about 20 to about 60 carbon atoms, or about 20 to about 40 carbon atoms. In some embodiments, the gelling agent material contains a combination of fatty alcohols.

[0073] In some embodiments, the fatty alcohol gelling agent may be a saturated unsubstituted monohydric alcohol or a combination thereof having a melting point of less than about 110°C, or between about 60°C and about 110°C, or between about 100°C and 110°C.

[0074] Specific examples of fatty alcohol gelling agents for use in commercially available antiperspirant products include, but are not limited to, Unilin® 425, Unilin® 350, Unilin® 550, and Unilin® 700 (supplied by Petrolite).

[0075] Suitable buffers may be alkaline, acidic, or neutral. Buffers may be used in the composition or product to maintain a desired pH. Suitable buffers include, for example, hydrochloric acid, sodium hydroxide, potassium hydroxide, and combinations thereof.

[0076] Non-limiting examples of residue-masking materials suitable for use in antiperspirant products include butyl stearate, diisopropyl adipate, petrolatum, non-volatile silicones, octyldodecanol, phenyl trimethicone, isopropyl myristate, and C 12~15 It contains ethanol benzoate and PPG-14 butyl ether.

[0077] The deodorant or antiperspirant products disclosed herein may contain other optional ingredients such as emulsifiers, dispersants, antimicrobial agents, pharmaceutical or other topical active agents, surfactants, and the like.

[0078] Herein, the properties, quantities, and types of the components are not intended to provide a more detailed description (and will not be exhaustive in any case), and those skilled in the art can select them according to their general knowledge and in accordance with the desired form.

[0079] In some aspects, the composition contains less than 95 wt% water relative to the total weight of the composition. In some aspects, the composition contains less than 90 wt% water relative to the total weight of the composition. In some aspects, the composition contains less than 85 wt% water relative to the total weight of the composition. In some aspects, the composition contains less than 80 wt% water relative to the total weight of the composition. In some aspects, the composition contains less than 75 wt% water relative to the total weight of the composition. In some aspects, the composition contains less than 70 wt% water relative to the total weight of the composition. In some aspects, the composition contains less than 65 wt% water relative to the total weight of the composition. In some aspects, the composition contains less than 60 wt% water relative to the total weight of the composition. In some aspects, the composition contains less than 55 wt% water relative to the total weight of the composition. In some aspects, the composition contains less than 50 wt%, or less than 40 wt%, or less than 30 wt%, or less than 20 wt%, or less than 10 wt% water relative to the total weight of the deodorant or antiperspirant composition. In some aspects, the composition does not contain water.

[0080] According to any embodiment of the present invention, the scented consumer product may be in the form of a hair care consumer product. In particular, the scented consumer product may be in the form of a hair cream, hair oil, hair styling product (such as a spray, mousse, or gel), leave-on hair conditioner, or hair tonic. The scented consumer product may be in the form of a hair care product comprising at least one hair care active base.

[0081] Suitable hair care surfactants include: water and other moisturizing agents; alcohol, such as denatured alcohol or isopropyl alcohol and other disinfectants; fragrances; PEG-40 hydrogenated castor oil, hydrogenated ethoxylated castor oil (also known as Cremophore® RH60, manufactured by BASF), polyoxyethylene (20) sorbitan monolaurate, a mixture of naturally derived surfactants (also known as Symbio® Solve Clear plus, manufactured by Evonik), a mixture of polyglyceryl-6 caprylate and polyglyceryl-4 caprate (also known as Tego® Solve 90, manufactured by Evonik), and / or a mixture of polyglyceryl-4 laurate / sebacate and polyglyceryl-6 caprylate / caprate and water (Natragem® S140 Fragrance solubilizers such as NP-LQ (manufactured by Croda); humectants such as 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide, glycerin, aloe vera, avocado oil, jojoba oil, sweet peach oil and / or castor oil; cooling agents such as menthol, menthol glycerin acetal, menthyl lactate and / or N-(1H-pyrazole-5-yl)-N-(thiophen-2-ylmethyl)-2-(p-tolyloxy)acetamide; caffeine, zinc, copper, silicone, and a cocktail of keratin amino acids, 6-piperine The following may be selected from the group consisting of hair growth activators such as din-1-ylpyrimidine-2,4-diamine 3-oxide and / or pyridine-3-carboxamide; anti-dandruff agents such as zinc PCA and / or pyridine-3-carboxamide; acidifying agents such as citric acid; antioxidants such as vitamin E, tocopheryl acetate, tocopherol, dioleyltocopherylmethylsilanol and / or potassium ascorbyl tocopheryl phosphate; and / or conditioning agents such as retinyl acetal, retinol and / or retinyl palmitate.

[0082] Some of the aforementioned flavored consumer products may be aggressive media for compounds of formula (I), and therefore, it may be necessary to protect the compounds of formula (I) from premature degradation, for example, by encapsulation. Accordingly, according to any embodiment of the present invention, fragrance oils may be fully or partially encapsulated in microcapsules, in particular in core-shell microcapsules in which a fragrance oil containing at least one compound of formula (I) is contained within a core surrounded by a shell. In one embodiment, the shell of the microcapsule protects the fragrance oil containing at least one compound of formula (I) from the environment. The shell is made of a material capable of releasing the fragrance oil containing at least one compound of formula (I). In one embodiment, the shell is made of a material capable of releasing the fragrance oil containing at least one compound of formula (I) upon rupture of the shell and / or by diffusion through the shell. Those skilled in the art are familiar with the process of preparing such microcapsules.

[0083] The properties of the shell can vary. According to a particular embodiment, the shell of the microcapsule comprises a material selected from the group consisting of polyurea, polyurethane, polyamide, polyester, poly(meth)acrylate (i.e., polyacrylate and / or polymethacrylate), polysiloxane, polycarbonate, polysulfonamide, polymers of urea and formaldehyde, melamine and formaldehyde, melamine and urea, or melamine and glyoxal, and mixtures thereof. The shell may also be a hybrid, i.e., organic-inorganic, such as a hybrid shell composed of at least two types of crosslinked inorganic particles, or a shell resulting from hydrolysis and condensation reactions of a polyalkoxysilane macromonomer composition.

[0084] According to certain embodiments, core-shell microcapsules (one or more types) can be prepared by using different encapsulation methods.

[0085] In a preferred embodiment, the microcapsule shell may be independently selected from the group consisting of aminoplasts, polyamides, polyesters, polyureas, and polyurethane shells, as well as mixtures thereof.

[0086] In certain embodiments, the microcapsule shell comprises an aminoplast copolymer such as melamine-formaldehyde or urea-formaldehyde or cross-linked melamine-formaldehyde or melamine-lyoxal.

[0087] In certain embodiments, the microcapsule shell is polyurea-based, made from an isocyanate-based monomer such as guanidine carbonate and / or guanazole, and an amine-containing crosslinker, for example, but not limited to these. Certain polyurea microcapsules include a polyurea wall, which is a polymerization reaction product between at least one polyisocyanate containing at least two isocyanate functional groups and at least one reactant selected from the group consisting of amines (e.g., water-soluble guanidine salts and guanidine); colloidal stabilizers or emulsifiers; and encapsulating fragrances. However, the use of amines can be omitted.

[0088] In certain embodiments, the colloidal stabilizer comprises an aqueous solution of a cationic copolymer of polyvinyl alcohol between 0.1% and 0.4%, vinylpyrrolidone between 0.6% and 1%, and quaternized vinylimidazole (all percentages are defined by weight relative to the total weight of the colloidal stabilizer). In certain embodiments, the emulsifier is an anionic or amphiphilic biopolymer, which may be selected from the group consisting of, for example, gum arabic, soy protein, gelatin, sodium caseinate, and mixtures thereof.

[0089] In certain embodiments, the microcapsule shell is polyurethane-based, made from, for example, but not limited to, polyisocyanates and polyols, polyamides, polyesters, and the like.

[0090] In certain embodiments, the microcapsules have a polymer shell resulting from composite coacervation, in which the polymer shell is possibly crosslinked.

[0091] In a particular embodiment of the core-shell microcapsule, the core-shell microcapsule comprises an oil-based core containing a hydrophobic surfactant, preferably at least one compound of formula (I), and a composite shell containing a first material and a second material, wherein the first and second materials are different, the first material being a coacervate and the second material being a polymer material.

[0092] In certain embodiments, the weight ratio between the first material and the second material is between 50:50 and 99.9:0.1.

[0093] In certain embodiments, the coacervate comprises a first polyelectrolyte preferably selected from proteins (such as gelatin), polypeptides or polysaccharides (such as chitosan), most preferably gelatin, and a second polyelectrolyte preferably an alginate, cellulose derivative, guar gum, pectinate, carrageenan, polyacrylic and methacrylic acid or xanthan gum, or further a plant gum such as acacia gum (gum arabic), most preferably gum arabic.

[0094] Coacervate material 1 can be chemically cured using a suitable crosslinking agent such as glutaraldehyde, glyoxal, formaldehyde, tannic acid, or genipin, or it can be enzymatically cured using an enzyme such as transglutaminase.

[0095] The second polymer material can be selected from the group consisting of polyurea, polyurethane, polyamide, polyester, polyacrylate, polysiloxane, polycarbonate, polysulfonamide, polymers of urea and formaldehyde, melamine and formaldehyde, melamine and urea, or melamine and glyoxal, and mixtures thereof, preferably polyurea and / or polyurethane. The second material is preferably present in an amount of less than 3 wt.%, preferably less than 1 wt.%, based on the total weight of the microcapsule slurry.

[0096] The preparation of aqueous dispersions / slurries of core-shell microcapsules is well known to those skilled in the art. In certain embodiments, the microcapsule wall material may include any suitable resin, in particular resins including melamine, glyoxal, polyurea, polyurethane, polyamide, polyester, etc. Suitable resins include reaction products of aldehydes and amines, and suitable aldehydes include formaldehyde and glyoxal. Suitable amines include melamine, urea, benzoguanamine, glycoluryl, and mixtures thereof. Suitable melamines include methylolmelamine, methylated methylolmelamine, iminomelamine, and mixtures thereof. Suitable ureas include dimethylolurea, methylated dimethylolurea, urea-resorcinol, and mixtures thereof. Suitable materials for preparation can be obtained from one or more of the following companies: Solutia Inc. (St. Louis, Missouri, USA), Cytec Industries (West Paterson, New Jersey, USA), and Sigma-Aldrich (St. Louis, Missouri, USA).

[0097] In a particular embodiment of the core-shell microcapsule, the core-shell microcapsule is - An oil-based core containing a fragrance oil containing a hydrophobic surfactant, preferably containing at least one compound of formula (I), -Optional inner shell made of polymerized polyfunctional monomers; - A biopolymer shell containing proteins, wherein at least one protein is crosslinked, Includes.

[0098] According to a particular embodiment, the protein is selected from the group consisting of milk protein, caseinates such as sodium caseinate or calcium caseinate, casein, whey protein, hydrolyzed protein, gelatin, gluten, pea protein, soy protein, silk protein, and mixtures thereof, preferably sodium caseinate.

[0099] According to a particular embodiment, the protein comprises sodium caseinate and a globular protein selected from the group consisting of whey protein, beta-lactoglobulin, ovalbumin, bovine serum albumin, plant protein, and mixtures thereof.

[0100] The protein is preferably a mixture of sodium caseinate and whey protein.

[0101] According to a particular embodiment, the biopolymer shell comprises a cross-linked protein selected from the group consisting of sodium caseinate and / or whey protein.

[0102] According to a particular embodiment, the microcapsule slurry comprises at least one type of microcapsule made as follows: - An oil-based core containing a fragrance oil, preferably containing at least one compound of formula (I), which includes a hydrophobic surfactant; - Polymerized polyfunctional monomer; preferably an inner shell made of polyisocyanate having at least two isocyanate functional groups. - A biopolymer shell containing a protein, wherein at least one protein is crosslinked; the biopolymer shell preferably contains a mixture of sodium caseinate and a globular protein, preferably a whey protein. -Optionally, at least the outer mineral layer.

[0103] According to one embodiment, sodium caseinate and / or whey protein are (one or more) cross-linked proteins.

[0104] The weight ratio between sodium caseinate and whey protein is preferably between 0.01 and 100, more preferably between 0.1 and 10, and more preferably between 0.2 and 5.

[0105] In a particular embodiment, the microcapsule is a one-shell aminoplast core-shell microcapsule that can be obtained by a process comprising: 1) A step of mixing a fragrance oil with at least one polyisocyanate having at least two isocyanate functional groups in order to form an oil phase; 2) A step of dispersing or dissolving the aminoplast resin and optionally a stabilizer in water to form an aqueous phase; 3) A step of preparing an oil-in-water dispersion by mixing an oil phase and an aqueous phase, wherein the average droplet size is between 1 and 100 microns; 4) A step of performing a curing step to form the wall of the microcapsule; and 5) Optionally, a step of drying the final dispersion to obtain dried core-shell microcapsules.

[0106] In certain embodiments, the core-shell microcapsules are formaldehyde-free capsules. A typical process for preparing a formaldehyde-free aminoplast microcapsule slurry is: 1) a. Polyamine components in the form of melamine, or a mixture of melamine and at least one C1-C4 compound containing two NH2 functional groups; b. Glyoxal, C 4~6An aldehyde component in the form of a mixture of 2,2-dialkoxy-ethanal and optionally glyoxalate, wherein the mixture contains glyoxal / C between 1 / 1 and 10 / 1. 4~6 Aldehyde components having a 2,2-dialkoxy-ethanal molar ratio; and c. Protic acid catalysts Steps to prepare an oligomeric composition containing the reaction products of, or obtainable by reacting them together: 2) A step of preparing an oil-in-water dispersion, wherein the droplet size is between 1 and 600 microns, a. Oil; b.Aqueous medium: c. At least one oligomer composition obtained in step 1; d. At least one crosslinking agent, i.C4~C 12 Aromatic or aliphatic di- or tri-isocyanates and their biuretes, triuretes, trimers, trimethylolpropane adducts and mixtures thereof; and / or ii.Formula: Q-(oxiran-2-ylmethyl) n [In the formula, n represents 2 or 3, and Q represents a C2-C6 group optionally containing 2-6 nitrogen and / or oxygen atoms.] di- or tri-oxirane compounds At least one crosslinking agent selected from among the following; e. Optionally, C1-C4 compounds containing two NH2 functional groups. Steps including; 3) The step of heating the dispersion; and 4) Step of cooling the dispersion Includes.

[0107] The above process is described in detail in International Publication No. 2013 / 068255.

[0108] In a particular embodiment of the core-shell microcapsule, the core-shell microcapsule is a polyamide core-shell polyamide microcapsule comprising: - An oil-based core containing a hydrophobic surfactant, preferably at least one compound of formula (I), and -·Acyl chloride, • The first amino compound, and • Second amino compound A polyamide shell containing or obtainable from them.

[0109] According to a particular embodiment, the polyamide core-shell microcapsule includes: An oil-based core containing a hydrophobic surfactant, preferably containing at least one compound of formula (I), and Acyl chloride, preferably in an amount between 5 and 98%, preferably between 20 and 98%, more preferably between 30 and 85% w / w. • A first amino compound, preferably in an amount between 1% and 50% w / w, preferably between 7% and 40% w / w; • A second amino compound, preferably in an amount between 1% and 50% w / w, preferably between 2% and 25% w / w. Stabilizer, preferably a biopolymer, preferably in an amount between 0 and 90%, preferably between 0.1 and 75%, more preferably between 1 and 70%, preferably a biopolymer. A polyamide shell containing or obtainable from them.

[0110] According to a particular embodiment, the polyamide core-shell microcapsule includes: - An oil-based core containing a fragrance oil containing a hydrophobic surfactant, preferably containing at least one compound of formula (I), and -·Acyl chloride, A first amino compound, which is an amino acid, preferably an amino acid selected from the group consisting of L-lysine, L-arginine, L-histidine, L-tryptophan and / or mixtures thereof. A second amino compound selected from the group consisting of ethylenediamine, diethylenetriamine, cystamine and / or mixtures thereof, and • Biopolymers selected from the group consisting of casein, sodium caseinate, bovine serum albumin, whey protein, and / or mixtures thereof. A polyamide shell containing or obtainable from them.

[0111] The first amino compound may differ from the second amino compound.

[0112] Typically, the process for preparing polyamide-based microcapsules involves the following steps: a) Dissolve at least one acyl chloride in a hydrophobic material, preferably a fragrance, to form an oil phase; b) Dispersing the oil phase obtained in step a) in an aqueous phase containing a first amino compound in order to produce an oil-in-water emulsion; c) A step of performing a curing step to form polyamide microcapsules in the form of a slurry. The stabilizer is added to the oil phase and / or aqueous phase, At least a second amino compound is added to the aqueous phase before the formation of the oil-in-water emulsion and / or to the oil-in-water emulsion obtained after step b).

[0113] In certain embodiments, the microcapsule shell is polyurea-based or polyurethane-based. Examples of processes for preparing polyurea and polyurethane-based microcapsule slurries are described, for example, in International Publication 2007 / 004166, European Patent No. 2300146, and European Patent No. 2579976. Typically, a process for preparing a polyurea or polyurethane-based microcapsule slurry includes the following steps: a) Dissolving at least one polyisocyanate having at least two isocyanate groups in oil to form an oil phase; b) The step of preparing an aqueous solution of an emulsifier or colloidal stabilizer to form an aqueous phase; c) a step of adding an oil phase to an aqueous phase to produce an oil-in-water dispersion, wherein the average droplet size is between 1 and 500 μm, preferably between 5 and 50 μm; and d) Applying conditions sufficient to induce interfacial polymerization and form microcapsules in the form of a slurry.

[0114] In certain embodiments, the microcapsules may be in powder form, which can be obtained, in particular, by subjecting a microcapsule slurry to drying, such as spray drying, to provide microcapsules in powder form, i.e., on their own. It is understood that any standard method known to those skilled in the art to perform such drying is also applicable. In particular, the slurry may be spray-dried in the presence of a polymer carrier material, preferably polyvinyl acetate, polyvinyl alcohol, dextrin, natural or modified starch, gum arabic, plant gum, pectin, xanthan gum, alginate, carrageenan, or cellulose derivatives, to provide microcapsules in powder form.

[0115] However, other drying methods such as extrusion, plating, spray granulation, and fluidized bed drying are also possible, as well as room temperature drying using materials (carriers, desiccants) that meet specific criteria, as disclosed in International Publication No. 2017 / 134179.

[0116] The proportion of the compound of formula (I) that can be incorporated into a flavored consumer product varies widely. These values ​​depend on the properties of the article to be flavored, the desired sensory effect, and the properties of the co-components when the compound according to the present invention is mixed with (one or more) flavoring co-components, (one or more) fragrance carriers, or (one or more) fragrance adjuvants commonly used in the art.

[0117] Typical concentrations of the compounds of formula (I) are approximately 0.0001% to 5% by weight of the compounds of the present invention, or even greater, based on the weight of the consumer product into which they are incorporated. In particular, the compounds of formula (I) can be incorporated into flavored consumer products at concentrations between 0.0050% and 1% by weight of the consumer product.

[0118] The final subject of the present invention is a method for imparting a long-lasting odor or substantial green odor to a surface, such as skin or hair, by adding at least one compound of formula (I) as defined in claim 1 to a fragrance composition or a fragranced consumer product and applying them to a corresponding target surface.

[0119] The compound of formula (I) can be prepared according to methods reported in the literature or according to standard methods known in the art, as described below herein. The flavored consumer products of the present invention can be prepared according to methods reported in the literature or according to standard methods known in the art, as described below herein.

[0120] Examples The present invention will now be described in more detail by the following embodiments. Hereinafter, abbreviations have the usual meanings in the art, and temperatures are given in degrees Celsius (°C). 400MHz, ( 1 H) and 100MHz ( 13 C) Bruker Avance II Ultrashield 400 plus or 500MHz (1 H) and 125MHz ( 13 C) Bruker Avance III 500 or 600MHz operating 1 H) and 150MHz ( 13 NMR spectra were acquired using one of the Bruker Avance III 600 cryoprobes operating in C). The spectra were internally referenced to 0.0 ppm tetramethylsilane. 1 The 1H NMR signal shift was expressed in δ ppm, and the coupling constant (J) was expressed in Hz using the following multiplicities: s, single; d, double; t, triple; q, quadruple; m, multiplicity; b, and broad (indicating unseparated coupling), and interpreted using Bruker Topspin software. 13 ¹³C NMR data are expressed as chemical shifts δ ppm and hybridizations (¹³C, quaternary; CH, methine; CH2, methylene; CH3, methyl) from DEPT 90 and DEPT 135 experiments.

[0121] All experimental evaporation was performed using a lightweight aluminum crucible (TA instruments Tzero airtight lid or equivalent [part number 901671.901]) and a high-precision hot plate Prezitherm PZ72 or equivalent by Harry Gestigkeit GmbH. GC / MS analytical analysis was performed with an Agilent Gas Chromatograph 7890B coupled to an Agilent MS detector 5977B. Direct injection was performed using a standard Agilent inlet with an Agilent liner 5190-2293. Dynamic headspace evaluation was performed using a Gerstel Cooled Injection System inlet cooled to low temperature with CCD2. A thermal desorption unit 2 was attached to this inlet to allow thermal desorption of the sample while cryofocusing with CIS before separation in the column. This setup requires the use of a sample trap Tenax TA (Gerstel 020810-005-00 or Supelco 6484U). The column used for separation was an Agilent J&W DB-1ms Ultra Inert GC Column [part number 121-0122UI] with dimensions: length 20m, inner diameter 0.18mm, film thickness 0.18μm, and 7-inch cage.

[0122] Example 1 Preparation of the compound of formula (I) Synthesis of (2E,6Z)-nona-2,6-diene-1-ylhexadecanoate The title compound was prepared by the following two procedures.

[0123] Palmitoyl chloride (20 g, 72.7 mmol) dissolved in 50 ml of CH2Cl2 was added dropwise over 1 hour to a cold (ice bath) CH2Cl2 (150 ml) solution of triethylamine (8.1 g, 80 mmol), 4-dimethylaminopyridine (1.8 g, 14.7 mmol), and (2E,6Z)-nona-2,6-dien-1-ol (12.3 g, 87.4 mmol). The reaction mixture was removed from the cold bath and stirred at room temperature for 20 hours. The mixture was carefully poured into 1 M HCl (300 ml) and then extracted with diethyl ether (2 × 300 ml). The combined organic phases were washed with water, saturated Na2CO3, and water. The combined organic phases were dried over Na2SO4, filtered, and concentrated. The resulting material was subjected to flash chromatography (silica gel, hexane / siRNA, 100:0~98:2) to obtain 20.2 g (53.3 mmol, 73% yield) of (2E,6Z)-nona-2,6-dien-1-ylhexadecanoate as a pale yellow oil.

[0124] [ka]

[0125] Methyl palmitate, (2E,6Z)-nona-2,6-dien-1-ol, and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) were added to a 100 ml flask equipped with a distillation head. The mixture was heated in an oil bath at 150°C for 4 hours while distilling MeOH from the flask. Excess pelargodienol was removed from the reaction mixture by vacuum distillation (vapor temperature 50-55°C, 20 mTorr). The remaining residue was diluted with ethyl acetate and washed with water (3×). The organic phase was dried over Na₂SO₄, filtered, and concentrated. The residue was further concentrated by heating under vacuum (200°C, 20 mTorr) to remove residual methyl palmitate. The material was then dissolved in diethyl ether and filtered through a silica gel bed. The solution was concentrated under vacuum to obtain 9.51 g (52% yield) of (2E,6Z)-nona-2,6-diene-1-ylhexadecanoate as a pale amber oil.

[0126] Synthesis of (2E,6Z)-nona-2,6-diene-1-yltetradecanoate The title compound (2E,6Z)-nona-2,6-dien-1-ylhexadecanoate was prepared from tetradecanoyl chloride (5.0 g, 20.3 mmol) and (2E,6Z)-nona-2,6-dien-1-ol (3.41 g, 24.3 mmol) according to the procedure described for (2E,6Z)-nona-2,6-dien-1-ol, and isolated as a colorless oil by silica gel flash chromatography (6.2 g, yield 87%).

[0127] [ka]

[0128] Synthesis of (2E,6Z)-nona-2,6-diene-1-yldodecanoate The title compound (2E,6Z)-nona-2,6-dien-1-ylhexadecanoate was prepared from dodecanoyl chloride (5 g, 22.4 mmol) and (2E,6Z)-nona-2,6-dien-1-ol (3.77 g, 26.9 mmol) according to the procedure described for (2E,6Z)-nona-2,6-dien-1-ol, and isolated as a colorless oil by silica gel flash chromatography (5.85 g, yield 81%).

[0129] [ka]

[0130] (2E,6Z)-nona-2,6-diene-1-ylbenzoate - Synthesis of comparative compounds The title compound (2E,6Z)-nona-2,6-dien-1-ylhexadecanoate was prepared from benzoyl chloride (10 g, 71.1 mmol) and (2E,6Z)-nona-2,6-dien-1-ol (12.0 g, 85.4 mmol) according to the procedure described for (2E,6Z)-nona-2,6-dien-1-ol, and isolated as a colorless oil by silica gel flash chromatography (16.3 g, yield 94%).

[0131] [ka]

[0132] Example 2 Reaction rate measurement (in solution) of the compound of the present invention and comparative compounds. The release kinetics of 3,7-dimethyl-2,6-octadiene-1-ylhexadecanoate (comparative compound) and (2E,6Z)-nona-2,6-diene-1-ylhexadecanoate (compound of the present invention) in the presence of hydrolase were compared.

[0133] To compare the reaction rates of the esters, the amounts of 3,7-dimethyl-2,6-octadiene-1-ylhexadecanoate and (2E,6Z)-nona-2,6-diene-1-ylhexadecanoate, as well as the amount of ethyl hexadecanoate, were measured over time by GC / MS. Ethyl hexadecanoate was produced by the reaction between the released hexadecanoic acid and ethanol.

[0134] Enzyme solution preparation: The lipase enzyme source used was Enzyme Innovation Addclean LP L with an activity of 20,000 lipase units / g. A 100 LU / ml stock solution was prepared and diluted to working concentrations by serial dilutions as follows: [Table 1]

[0135] A solution containing 3,7-dimethyl-2,6-octadiene-1-ylhexadecanoate or (2E,6Z)-nona-2,6-diene-1-ylhexadecanoate (also called palmitate solution) was prepared by dissolving it in ethanol to 5% by weight. Subsequently, these solutions were diluted to the experimental working conditions.

[0136] 50 µl of 100 LU / ml solution was added to a 2 ml Agilent GC vial (Agilent 5183-2068) using a micropipette. 100 µl of deionized water was added to continue the hydrolysis. Samples were prepared for each time condition, repeat, and for the palmitate ester solution of interest, because the reaction stopped at 0, 0.5, and 1 hour and was measured only once. Two additional samples were prepared as negative controls using only 150 µl of deionized water.

[0137] Palmitic acid ester was prepared by dissolving it in ethanol to 5% by weight (stock). The palmitic acid ester solution was further diluted to 0.2%, and 50 μl was added to all of the above sample vials, with time recorded as zero. The sample vials were left open to the atmosphere on a high-precision hot plate preheated to 32°C. At 0 hours, 0.5 hours, and 1 hour, 800 μl of ethanol was added to each of the vials to stop the reaction. The vials were closed and mixed by shaking. The samples were analyzed by GC / MS direct injection as follows.

[0138] GC-MS analysis was performed using an Agilent Gas Chromatograph system 7890B coupled to an Agilent Mass Selective Detector 5977B and equipped with a Gerstel MPS autosampler or equivalent. Chromatographic separation was achieved using an Agilent J&W DB-1ms Ultra Inert Capillary GC Column [part number 121-0122UI] with a length of 20 m, an inner diameter of 0.18 mm, and a film thickness of 0.18 μm. Volatile material was eluted at a constant flow rate of 1.2 mL / min using helium, with a temperature gradient increasing at a rate of 15 °C / min from 50 °C (held for 2 minutes) to 300 °C and a final holding time of 2 minutes (giving a total test time of 20.667 minutes). The solution preparation was injected by injecting 1 μL into the Agilent inlet (inlet 1) using a 10 μL syringe. An Agilent 5190-2293 inlet liner was inserted into inlet 1, and splitless mode was used with an injector set to 250°C. The mass spectrometer was operated in scan mode for masses from 48 to 350. External calibration curves for (2E,6Z)-nona-2,6-diene-1-ylhexadecanoate and 3,7-dimethyl-2,6-octadiene-1-ylhexadecanoate were prepared at 10 to 500 ppm, and the sample signals were quantified in ppm. The analysis yielded results as shown in Figures 1 and 2.

[0139] As shown in Figure 1, the concentration of (2E,6Z)-nona-2,6-dien-1-ylhexadecanoate in solution decreased more rapidly than the concentration of 3,7-dimethyl-2,6-octadien-1-ylhexadecanoate. As the released hexadecanoic acid reacted with ethanol present in the solution, the increase in ethyl hexadecanoate resulted in the faster release of (2E,6Z)-nona-2,6-dien-1-ol compared to 3,7-dimethyl-2,6-octadien-1-ol, as shown in Figure 2.

[0140] The combination of a faster depletion of the reactants and a faster accumulation of ethyl hexadecanate results in a higher total lipase catalytic reaction rate for (2E,6Z)-nona-2,6-diene-1-ylhexadecanoate than for 3,7-dimethyl-2,6-octadiene-1-ylhexadecanoate.

[0141] Example 3 Fragrance generation in Tzero Lids (Dynamic Headspace) using the compounds of the present invention and comparative compounds. To further investigate the release kinetics of palmitate esters in the presence of hydrolase, we devised an in-vitro assay to measure functional fragrance components in the gas phase.

[0142] Three palmitic acid esters releasing (2E,6Z)-nona-2,6-dien-1-ol (corresponding to the compound of the present invention) and 3,7-dimethyl-2,6-octadien-1-ol (corresponding to the comparative compound), respectively, were tested in the presence of hydrolase (0.1 LU / ml) at physiologically relevant concentrations as follows: 2.5 ul of lipase solution (0.100 LU / ml) was added to a Tzero Lids TA [part number 901671.901] crucible. 2.5 ul of 0%, 0.5%, 0.1%, 0.5%, and 1% solutions of palmitic acid esters in ethanol were added to the same crucible and placed on a high-precision hot plate preheated to 32°C. Additional aliquots of 2.5 ul of water were added to the crucible at 1 hour and 4 hours to simulate moisture on skin and facilitate hydrolysis. After X hours at 32C, the crucible was transferred to a 20 ml headspace vial.

[0143] The analysis performed using Dynamic Headspace with a Tenax TA trap was summarized as follows: GC-MS-DHS analysis was performed on an Agilent Gas Chromatograph system 7890B coupled to an Agilent Mass Selective Detector 5977B and equipped with a Gerstel MPS autosampler. In addition, an automated Gerstel Dynamic Headspace System setup was used, including an ATEX air sampling tube gripper for a 20 mL headspace vial with a metal screw cap (assembled with a 1.3 mm PTFE septum), and a Gerstel CIS 4C cryogenic cooler CCD2 (Inlet 2) fitted with a Gerstel TDU2 thermal desorption unit. The purge and trap dynamic headspace technique was used to perform GC headspace analysis with a purge volume of 20 mL at a rate of 100 mL / min at 32°C and a trap volume of 30 mL at a rate of 5 mL / min at 32°C. The TDU desorption mode was set to splitless to desorb a TDU tube Tenax TA Gerstel 020810-005-00 or Supelco 6484U air sampling trap in TDU2, using a temperature gradient rising from 25°C (held for 0.3 minutes) to 270°C at a rate of 240°C / min and a final holding time of 5 minutes. A CIS 4C Gerstel Tenax TA 013247-005-00 or Supelco 6823-U liner was used with a temperature gradient rising from -10°C (held for 0.5 minutes) to 300°C at a rate of 12°C / min and a final holding time of 10 minutes. The solvent vent mode was used with a purge flow rate of 50 mL / min at 7 minutes and a vent flow rate of 50 mL / min until 0 minutes. Chromatographic separation was achieved using an Agilent J&W DB-1ms Ultra Inert Capillary GC Column [part number 121-0122UI] with a length of 20 m, an inner diameter of 0.18 mm, and a film thickness of 0.18 μm. Volatile material was eluted at a constant flow rate of 1.2 mL / min using helium with the following oven temperature program: 50°C (held for 2 minutes) was increased to 300°C at a rate of 10°C / min and a final holding time of 3 minutes.The mass spectrometer was operated in scan mode for masses between 48 and 350.

[0144] The controls are (2E,6Z)-nona-2,6-dien-1-ol (corresponding to the compound released from the compound of the present invention) and 3,7-dimethyl-2,6-octadien-1-ol (corresponding to the compound released from the comparative compound) by weight equivalent.

[0145] A standard curve is created by diluting and spiking the control using a blank Tenax trap.

[0146] Figure 3 shows the results for alcohol released in headspace over 4 hours.

[0147] It was observed that (2E,6Z)-nona-2,6-diene-1-ylhexadecanoate releases fragrance material to it at a higher rate than 3,7-dimethyl-2,6-octadiene-1-ylhexadecanoate.

[0148] Example 4 Fragrance generation in Tzero Lids (Dynamic Headspace) using the compounds of the present invention and comparative compounds. To further investigate the effect of the "R" group on the release kinetics of esters in the presence of hydrolase, we devised an in-vitro assay to measure functional fragrance components in the gas phase.

[0149] Four esters releasing (2E,6Z)-nona-2,6-dien-1-ol (corresponding to the compound of the present invention) were tested: (2E,6Z)-nona-2,6-dien-1-ylhexadecanoate, (2E,6Z)-nona-2,6-dien-1-yltetradecanoate, (2E,6Z)-nona-2,6-dien-1-yldodecanoate, and (2E,6Z)-nona-2,6-dien-1-ylbenzoate (comparative compound). The tests were performed in the presence of hydrolase at physiologically relevant concentrations (0.1 LU / ml) as follows: 2.5 ul lipase solution (0.100 LU / ml) was added to a Tzero Lids TA [part number 901671.901] crucible. A 2.5 µl 1% solution of palmitate ester in ethanol was added to the same crucible and placed on a high-precision hot plate preheated to 32°C. Additional aliquots of 2.5 µl of water were added to the crucible at 1 hour and 4 hours to simulate moisture on skin and facilitate hydrolysis. After 4 hours at 32°C, the crucible was transferred to a 20 ml headspace vial.

[0150] The analysis performed using Dynamic Headspace with a Tenax TA trap was summarized as follows: GC-MS-DHS analysis was performed on an Agilent Gas Chromatograph system 7890B coupled to an Agilent Mass Selective Detector 5977B and equipped with a Gerstel MPS autosampler. In addition, an automated Gerstel Dynamic Headspace System setup was used, including an ATEX air sampling tube gripper for a 20 mL headspace vial with a metal screw cap (assembled with a 1.3 mm PTFE septum), and a Gerstel CIS 4C cryogenic cooler CCD2 (Inlet 2) fitted with a Gerstel TDU2 thermal desorption unit. The purge and trap dynamic headspace technique was used to perform GC headspace analysis with a purge volume of 20 mL at a rate of 100 mL / min at 32°C and a trap volume of 30 mL at a rate of 5 mL / min at 32°C. The TDU desorption mode was set to splitless to desorb a TDU tube Tenax TA Gerstel 020810-005-00 or Supelco 6484U air sampling trap in TDU2, using a temperature gradient rising from 25°C (held for 0.3 minutes) to 270°C at a rate of 240°C / min and a final holding time of 5 minutes. A CIS 4C Gerstel Tenax TA 013247-005-00 or Supelco 6823-U liner was used with a temperature gradient rising from -10°C (held for 0.5 minutes) to 300°C at a rate of 12°C / min and a final holding time of 10 minutes. The solvent vent mode was used with a purge flow rate of 50 mL / min at 7 minutes and a vent flow rate of 50 mL / min until 0 minutes. Chromatographic separation was achieved using an Agilent J&W DB-1ms Ultra Inert Capillary GC Column [part number 121-0122UI] with a length of 20 m, an inner diameter of 0.18 mm, and a film thickness of 0.18 μm. Volatile material was eluted at a constant flow rate of 1.2 mL / min using helium with the following oven temperature program: 50°C (held for 2 minutes) was increased to 300°C at a rate of 10°C / min and a final holding time of 3 minutes.The mass spectrometer was operated in scan mode for masses between 48 and 350.

[0151] The control is (2E,6Z)-nona-2,6-dien-1-ol by weight equivalent (corresponding to the compound released from the compound of the present invention). A standard curve is created by diluting and spiking the control in a blank Tenax trap.

[0152] Figure 4 shows the results of (2E,6Z)-nona-2,6-diene-1-ylhexadecanoate, (2E,6Z)-nona-2,6-diene-1-yltetradecanoate, (2E,6Z)-nona-2,6-diene-1-yldodecanoate, and (2E,6Z)-nona-2,6-diene-1-ylbenzoate releases of (2E,6Z)-nona-2,6-diene-1-ol in headspace over 4 hours.

[0153] C 11 Linear alkyl chain, C 13 It was observed that compounds having an R group that is a linear alkyl chain or a C15 linear alkyl chain release (2E,6Z)-nona-2,6-dien-1-ol, while compounds having an R group that is a benzoate do not release it.

[0154] Example 5 Fragrance generation of the compound of the present invention in Tzero Lids (Dynamic Headspace) within a personal care base.

[0155] To confirm fragrance release in the presence of the personal care base, the personal care base was combined with the compound of the present invention and analyzed by an in-vitro assay measuring the functional fragrance components in the gas phase.

[0156] [Table 2]

[0157] The experiment was conducted in the presence of hydrolase at a physiologically relevant concentration (0.1 LU / ml) as follows: 2.5 UL of lipase solution (0.100 LU / ml) was added to a Tzero Lids TA [part number 901671.901] crucible. 2.5 UL of personal care base containing (2E,6Z)-nona-2,6-diene-1-ylhexadecanoate was added to the same crucible and placed on a high-precision hot plate preheated to 32°C. Additional aliquots of 2.5 UL of water were added to the crucible at 1 hour and 4 hours to simulate moisture on the skin and facilitate hydrolysis. After 4 hours at 32°C, the crucible was transferred to a 20 ml headspace vial.

[0158] The analysis performed using Dynamic Headspace with a Tenax TA trap was summarized as follows: GC-MS-DHS analysis was performed on an Agilent Gas Chromatograph system 7890B coupled to an Agilent Mass Selective Detector 5977B and equipped with a Gerstel MPS autosampler. In addition, an automated Gerstel Dynamic Headspace System setup was used, including an ATEX air sampling tube gripper for a 20 mL headspace vial with a metal screw cap (assembled with a 1.3 mm PTFE septum), and a Gerstel CIS 4C cryogenic cooler CCD2 (Inlet 2) fitted with a Gerstel TDU2 thermal desorption unit. The purge and trap dynamic headspace technique was used to perform GC headspace analysis with a purge volume of 20 mL at a rate of 100 mL / min at 32°C and a trap volume of 30 mL at a rate of 5 mL / min at 32°C. The TDU desorption mode was set to splitless to desorb a TDU tube Tenax TA Gerstel 020810-005-00 or Supelco 6484U air sampling trap in TDU2, using a temperature gradient rising from 25°C (held for 0.3 minutes) to 270°C at a rate of 240°C / min and a final holding time of 5 minutes. A CIS 4C Gerstel Tenax TA 013247-005-00 or Supelco 6823-U liner was used with a temperature gradient rising from -10°C (held for 0.5 minutes) to 300°C at a rate of 12°C / min and a final holding time of 10 minutes. The solvent vent mode was used with a purge flow rate of 50 mL / min at 7 minutes and a vent flow rate of 50 mL / min until 0 minutes. Chromatographic separation was achieved using an Agilent J&W DB-1ms Ultra Inert Capillary GC Column [part number 121-0122UI] with a length of 20 m, an inner diameter of 0.18 mm, and a film thickness of 0.18 μm. Volatile material was eluted at a constant flow rate of 1.2 mL / min using helium with the following oven temperature program: 50°C (held for 2 minutes) was increased to 300°C at a rate of 10°C / min and a final holding time of 3 minutes.The mass spectrometer was operated in scan mode for masses between 48 and 350.

[0159] The control is (2E,6Z)-nona-2,6-dien-1-ol by weight equivalent (corresponding to the compound released from the compound of the present invention). A standard curve is created by diluting and spiking the control in a blank Tenax trap.

[0160] Figure 5 shows the results of (2E,6Z)-nona-2,6-dien-1-ol release from (2E,6Z)-nona-2,6-dien-1-ylhexadecanoate in a personal care base containing a physiologically relevant concentration of hydrolase (0.1 LU / ml). No release was observed in the absence of hydrolase (water control).

[0161] Example 6: Panel of released fragrance alcohol on a glass slide Evaporation kinetics were performed using 76 mm × 51 mm glass slides. A Prazitherm high-precision hot plate was preheated to 32 degrees Celsius for 30 minutes. Three glass slides were placed on the high-precision hot plate. Each glass slide was labeled with a unique code to prevent its identity from being known to the panelists. Using a Gilson Microman M25 volumetric pipette, 20 μl of 0.1 LU lipase solution was directly delivered to the center of one of the glass slides. Then, 20 μl of 1% (2E,6Z)-nona-2,6-diene-1-ylhexadecanoate was very slowly delivered onto the lipase droplet. After all sample solutions had been applied to the glass slides, the applied glass slides were evaporated on the high-precision hot plate at 32 degrees Celsius for 4 hours. Sample preparations for 1% (Z)-3-hexen-1-ylhexadecanoate solution and 1% 3,7-dimethyl-2,6-octadiene-1-ylhexadecanoate solution were carried out in the same manner. Sample preparations for all three solutions were repeated for pairs, and each glass slide was changed twice during the sensory evaluation panel period—the limit of the glass slide sample set (for three different glass slide samples) was 10 evaluations. At 4-hour time intervals, spray bottles filled with deionized water were primed, and then water was sprayed directly onto each glass slide once. One spray was sufficient to cover the glass slide. All glass slides were left to stand for 10 minutes before the sensory evaluation panel, so that the water could be absorbed by the evaporated mixture, replacing the moisture on the surface. For evaluation, panelists picked up the treated glass slides, smelled the center, and rated the intensity of each slide on an evaluation sheet.

[0162] In a single test, panelists rated the odor intensity of each glass slide, evaluated under hydrolase release for 4 hours, on a scale of 1 to 7. The results are shown in Figure 6.

[0163] The second approach was a so-called forced selection, in which panelists were compelled to select the strongest of three hexanoic acid esters after release by hydrolase at 0.1 LU / ml for 4 hours. The results are shown in Figure 7.

[0164] (2E,6Z)-nona-2,6-diene-1-ylhexadecanoate was observed to be significantly stronger than 3,7-dimethyl-2,6-octadiene-1-ylhexadecanoate or (Z)-3-hexene-1-ylhexadecanoate.

[0165] When forced to choose, 20 out of 21 panelists selected (2E,6Z)-nona-2,6-diene-1-ylhexadecanoate as the strongest sample. (Z)-3-hexene-1-ylhexadecanoate was also observed to release faster than 3,7-dimethyl-2,6-octadiene-1-ylhexadecanoate, but this was not well perceived by the panelists. (2E,6Z)-nona-2,6-diene-1-ylhexadecanoate was the compound that made the strongest impression.

[0166] Example 7 Performance of fine fragrances applied to the skin, containing compounds of formula (I) [Table 3-1] [Table 3-2]

[0167] To this fine fragrance formulation corresponding to fragrance A, 0.7 parts of (2E,6Z)-nona-2,6-diene-1-ylhexadecanoate corresponding to fragrance B or 2 parts of (2E,6Z)-nona-2,6-diene-1-ylhexadecanoate corresponding to fragrance C were added.

[0168] Fragrances A-C were supplied at 18% by weight in ethanol / water (95:5). The fragrance solution was applied to the forearms of two subjects with three pump sprays (approximately 240 ul). The fragrances were left on for 6 hours, avoiding contact with clothing. After 6 hours of dry-down, evaluations were conducted by three trained evaluators and three professional (perfumer) evaluators, assessing the intensity and freshness of the fragrances.

[0169] All panelists found fragrance C to be the strongest and freshest, while fragrance A was the weakest in terms of both strength and freshness.

[0170] Example 8 Preparation of perfumed oils By mixing the following fragrance components, a non-limiting example of a typical perfume oil is prepared: [Table 4-1] [Table 4-2]

[0171] Example 9 Preparation of anhydrous antiperspirant spray formulations containing the compound of formula (I) Table 3 lists typical unscented, anhydrous antiperspirant spray formulations.

[0172] The anhydrous antiperspirant spray formulation is prepared using a high-speed stirrer. Silica and quaternium-18-hectorite are added to the mixture of isopropyl myristate and cyclomethicone. Once fully swollen, aluminum chlorohydrate is added in portions under stirring until the mixture is homogeneous and free of lumps.

[0173] [Table 5]

[0174] Next, a scented formulation is obtained by adding the fragrance oil of Example 8 (0.85% by weight relative to the total weight of the antiperspirant spray formulation) and at least one compound of formula (I) (0.15% by weight relative to the total weight of the antiperspirant spray formulation) to the unscented antiperspirant spray formulation shown in Table 3.

[0175] Fill the aerosol can with a 25% suspension and 75% propane / butane (2.5 bar).

[0176] Example 10 Preparation of a deodorant spray emulsion formulation containing the compound of formula (I) A typical deodorant spray emulsion formulation is prepared by mixing and dissolving all components in the order shown in Table 4. Then, the fragrance oil reported in Example 8 (1.35% by weight of the total weight of the deodorant spray formulation) and at least one compound of formula (I) (0.10-0.20% by weight of the total weight of the deodorant spray formulation) are added under gentle shaking. Then, the aerosol can is filled, and the propellant is pressed in and added. Aerosol filling: 40% activator solution, 60% propane / butane (2.5 bar).

[0177] [Table 6]

[0178] Example 11 Preparation of a deodorant stick formulation containing the compound of formula (I) Table 5 shows a typical unscented deodorant stick formulation. The deodorant stick formulation is obtained by weighing all the components of Part A and heating them to 70-75°C. After mixing and heating the other Part A components, ceteareth-25 is added. Once ceteareth-25 has dissolved, stearic acid is added. Part B is prepared by dissolving triclosan in 1,2-propylene glycol. Water is added to compensate for the evaporation. Then, under mixing conditions, Part B is slowly poured into Part A.

[0179] [Table 7]

[0180] Next, under gentle shaking, the fragrance oil of Example 8 (0.85% by weight relative to the total weight of the deodorant stick formulation) and at least one compound of formula (I) (0.10-0.20% by weight relative to the total weight of the deodorant stick formulation) are added to obtain a scented deodorant stick formulation. For storage, the plastic bag is placed in a bucket and sealed after cooling. The mold was filled at approximately 70°C.

[0181] Example 12 Preparation of a deodorant roll-on formulation containing the compound of formula (I) Table 6 lists typical unscented deodorant roll-on formulations. Part A is prepared by gradually adding hydroxyethylcellulose to water while stirring at high speed with a turbine until the hydroxyethylcellulose is completely swollen and a clear gel is obtained. Part B is slowly poured into Part A while continuing to stir until the entire mixture is homogeneous. Then Part C is added.

[0182] [Table 8]

[0183] Next, under gentle shaking, the fragrance oil of Example 8 (0.85% by weight relative to the total weight of the deodorant stick formulation) and at least one compound of formula (I) (0.10-0.20% by weight relative to the total weight of the deodorant stick formulation) are added to obtain a scented deodorant roll-on formulation.

[0184] Example 13 Preparation of a day cream-based O / W emulsion containing the compound of formula (I) Table 7 lists typical day cream-based O / W emulsion formulations containing the compound of formula (I). Phases A and B are heated separately to 70-75°C, then phase A is added to phase B and a vacuum is applied. The mixture is stirred and cooled to 55°C for 15 minutes. After cooling to room temperature, when the temperature reaches 45°C, phenoxyethanol (and) piroctone olamine (part C) is added. The mixture is stirred for 5 minutes, then sodium carbomer (part D), fragrance oil and at least one compound of formula (I) (part E) are added. The mixture is stirred for 3 minutes. Then, stirring is stopped for 15 minutes. When the temperature of the mixture reaches 30°C, stirring is continued for another 15 minutes until the cream is homogeneous, glossy and free of lumps. If necessary, adjust the pH to 6.70-7.20 using Glydant®, Phenoni® p, or Nipaguard® PO5, or to 6.30-7.00 using Nikkoguard®.

[0185] [Table 9]

[0186] Example 14 Preparation of a body spray containing the compound of formula (I) A typical body spray is prepared by mixing and dissolving all components in the order shown in Table 8. Then, the aerosol can is filled, and the propellant is pressed in and added. Aerosol filling: 40% activator solution, 60% propane / butane (2.5 bar).

[0187] [Table 10]

[0188] Example 15 Preparation of a rinse-off hair conditioner formulation containing the compound of formula (I) Table 9 lists typical unscented rinse-off hair conditioner formulations. An unscented rinse-off hair conditioner formulation is prepared by mixing the components of Phase A until a homogeneous mixture is obtained. Completely dissolve Tylose®. Then heat the mixture to 70-75°C. Combine the components of Phase B and melt them at 70-75°C. Then, while stirring well, add the components of Phase B to Phase A and continue mixing until the mixture reaches a temperature of 60°C. Then, while stirring, add the components of Phase C and continue mixing until the mixture cools to 40°C. Adjust the pH to 3.5-4.0 using a citric acid solution.

[0189] [Table 11]

[0190] Next, under gentle shaking, the fragrance oil reported in Example 8 (0.2 to 1.0% by weight relative to the total weight of the unscented conditioner formulation) and at least one compound of formula (I) (0.05 to 0.5% by weight relative to the total weight of the unscented conditioner formulation) are added to the unscented rinse-off hair conditioner formulation listed in Table 9 to obtain a scented rinse-off hair conditioner formulation.

Claims

1. A flavored consumer product, a) Formula (I) in any one form of the stereoisomer, or as a mixture thereof. 【Chemistry 1】 [In the formula, R is linear or branched saturated or unsaturated C] ７～２４ [Represents an alkyl group] A fragrance oil containing at least one compound of, b) Optionally, personal care activation base and A flavored consumer product comprising a compound of formula (I) in which at least one compound of formula (I) releases a fragrance component in the presence of a hydrolase.

2. R is linear, saturated or unsaturated C ９～２１ The flavored consumer product according to claim 1, wherein the alkyl group is an alkyl group.

3. R is linear saturated C １０～１８ A flavored consumer product according to claim 1 or 2, wherein the alkyl group is an alkyl group.

4. R is linear saturated C １１～１６ A flavored consumer product according to any one of claims 1 to 3, wherein the alkyl group is an alkyl group.

5. The flavored consumer product according to any one of claims 1 to 4, wherein the compound of formula (I) is (2E,6Z)-nona-2,6-diene-1-ylhexadecanoate, (2E,6Z)-nona-2,6-diene-1-yltetradecanoate and (2E,6Z)-nona-2,6-diene-1-yldodecanoate.

6. A flavored consumer product according to any one of claims 1 to 5, in the form of a leave-on consumer product.

7. The scented consumer product according to claim 6, wherein the leave-on consumer product is a fine fragrance, eau de toilette, eau de parfum, cologne, or shave or aftershave lotion.

8. The fine fragrance, the eau de toilette, the eau de parfum, the cologne, or the shave or aftershave lotion, a) Formula (I) in 0.0001% to 5% w / w of any one form of the stereoisomer or a mixture thereof 【Chemistry 2】 [In the formula, R is linear or branched saturated or unsaturated C] ７～２４ [Represents an alkyl group] At least one compound of, b) A fragrance carrier consisting of ethanol, in a concentration of 20% to 90% w / w, c) At least one fragrance co-component in an amount of 0.3% to 30% w / w, d) At least one fragrance adjuvant of any choice Includes, The percentage is relative to the total weight of the aforementioned flavored consumer product. The flavored consumer product according to claim 7.

9. A scented leave-on consumer product according to any one of claims 1 to 6, which is in the form of a body spray or body splash.

10. A fragranced leave-on consumer product according to any one of claims 1 to 6, in the form of a skincare product.

11. The scented leave-on consumer product according to claim 10, wherein the skincare product is a face cream, face lotion, shaving product, body and / or hand product, skin firming product, depilatory agent, talcum powder, foot care cream or lotion, baby wipes, cleansing wipes, moisturizing wipes, sun protection product, after-sun lotion, or self-tanning product.

12. A scented leave-on consumer product according to any one of claims 1 to 6, in the form of a deodorant or antiperspirant product.

13. The scented leave-on consumer product according to claim 12, wherein the deodorant or antiperspirant product is a body deodorant spray, a roll-on deodorant, a deodorant stick, a deodorant cream, an antiperspirant spray, an antiperspirant stick, a roll-on antiperspirant liquid, or an antiperspirant cream.

14. A scented leave-on consumer product according to any one of claims 1 to 6, in the form of a leave-on hair care product.

15. A method for imparting a long-lasting odor or substantial green odor to a surface by adding at least one compound of formula (I) as defined in claim 1 to a fragrance composition or a fragranced consumer product, and applying them to a corresponding target surface.

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