Long-lasting mixture, perfumed composition comprising the mixture, and perfumed alcoholic solution

A 30% diisopropyl sebacate and 70% triheptanoin mixture enhances fragrance longevity on skin and textiles by maintaining olfactory profile and regulatory compliance, addressing the rapid evaporation and regulatory challenges of alcohol-based perfumes.

WO2026008539A1PCT designated stage Publication Date: 2026-01-08EXPRESSIONS PARFUMEES
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Patent Information

Application Number
PCT/EP2025/068473
Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
Priority Date
2024-07-02
Filing Date
2025-06-30
Publication Date
2026-01-08

AI Technical Summary

Technical Problem

Existing perfumes formulated with alcohol as a solvent rapidly evaporate, leading to quick diminishment of fragrance intensity and altering the olfactory profile, while current solutions either sequester top notes or fail to meet evolving chemical regulations and consumer demand for natural products.

Method used

A mixture comprising 30% diisopropyl sebacate and 70% triheptanoin is used to enhance fragrance longevity without sequestering top notes, maintaining olfactory profile, and complies with chemical regulations.

Benefits of technology

The mixture significantly improves fragrance longevity on surfaces like skin and textiles, maintaining stability and olfactory intensity over time, while being natural and compliant with regulatory standards.

✦ Generated by Eureka AI based on patent content.

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Patent Text Reader

Abstract

The invention relates to a long-lasting mixture comprising 30% of diisopropyl sebacate and 70% of triheptanoin, the percentages being percentages by weight relative to the total weight of the mixture. The invention relates to a perfumed composition according to the preceding claim, comprising from 5% to 30% by weight of the long-lasting mixture relative to the total weight of the perfumed composition. The invention relates to a perfumed alcoholic solution comprising alcohol as the diluent and from 3% to 30% by weight of perfumed composition relative to the total weight of the perfumed alcoholic solution. The invention is applicable in the field of perfumery, cosmetics, detergency or air fresheners in order to improve longevity on any medium, whether it be skin, hair or textile.
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Description

[0001] "Permanent mixture, perfumed composition comprising the mixture, and perfumed alcoholic solution"

[0002] TECHNICAL FIELD

[0003] The present invention relates to a fragrance longevity optimization blend, a perfumed composition comprising the blend, and a perfumed alcoholic solution comprising said composition. The invention finds particular application in the fields of perfumery, cosmetics, detergents, and home fragrance to improve longevity on any surface, such as skin, hair, or textiles.

[0004] STATE OF THE ART

[0005] Improving the potency and longevity of fragrances is a constant challenge in the perfume industry. Consumers expect a product that delivers not only long-lasting functional performance but also an emotional experience through its fragrance.

[0006] Perfumes are commonly formulated with alcohol as a solvent or diluent. Alcohol has the advantage and disadvantage of carrying aromatic molecules with it as it evaporates. This allows the user to quickly absorb the aromatic molecules. However, the fragrance's intensity diminishes rapidly, and it does not last long.

[0007] While some well-known, state-of-the-art blends used to enhance the longevity of perfumes, such as polycitronellol or sucrose acetate isobutyrate, they tend to sequester the top notes, meaning the fragrance intensity diminishes a few seconds after application. Furthermore, existing solutions can alter the perfume's olfactory profile. In addition, current regulations concerning chemical compounds are constantly evolving, and consumers are increasingly seeking natural products that comply with standards such as COSMOS.

[0008] The present invention aims to provide a solution that optimizes the longevity of perfumes and meets these new requirements.

[0009] The other objects, features, and advantages of the present invention will become apparent from an examination of the following description and accompanying drawings. It is understood that other advantages may be incorporated.

[0010] SUMMARY

[0011] To achieve this objective, according to one embodiment, a residual mixture is provided comprising 30% disopropyl sebacate and 70% triheptanoin, the percentages being by weight of the total weight of the mixture.

[0012] The selection of the compounds of the mixture according to the invention made it possible to obtain a very good residual fragrance efficiency of a perfumed composition or a perfumed alcoholic solution in which it can be integrated.

[0013] According to another aspect, the invention relates to a perfumed composition comprising the residual mixture.

[0014] According to another aspect, the invention relates to a perfumed alcoholic solution comprising alcohol as a diluent and 3% to 30% perfumed composition, by weight of the total weight of the perfumed alcoholic solution.

[0015] BRIEF DESCRIPTION OF THE FIGURES

[0016] The aims, objects, features and advantages of the invention will become clearer from the detailed description of an embodiment thereof, which is illustrated by the following accompanying drawings in which:

[0017] Figure 1 shows the results of the triangular tests at t=0 from example 3.

[0018] Figure 2 shows the results of the skin test of the floral perfume composition after 2 hours, according to example 4.

[0019] Figure 3 represents the results on skin of the floral perfume composition after 4 hours, according to example 4.

[0020] Figure 4 shows the results on skin of the floral perfume composition after 8 hours, according to example 4.

[0021] Figure 5 represents the results of the skin test of the citrus perfume composition after 2 hours, according to example 4.

[0022] Figure 6 shows the results on skin of the citrus perfume composition after 4 hours, according to example 4.

[0023] Figure 7 shows the results on skin of the citrus fragrance composition after 8 hours, according to example 4. DETAILED DESCRIPTION

[0024] Before proceeding with a detailed review of embodiments of the invention, the following are optional features that may be used in combination or alternatively:

[0025] According to one example, the perfume composition comprises 5% to 30% of the residual mixture by weight of the total weight of the perfume composition;

[0026] According to one example, the fragrance composition comprises 10% of the residual mixture by weight of the total weight of the fragrance composition.

[0027] In one example, the perfumed alcoholic solution comprises alcohol as a diluent and 3% to 30% of the fragrance composition by weight of the total weight of the perfumed alcoholic solution. Alternatively, the alcoholic solution may also include water as a diluent. For example, the alcohol could be chosen from ethanol, isopropanol, methoxymethylbutanol, and other diluents such as glycol ethers, for example, dipropylene glycol methyl ether.

[0028] As an example, the perfumed alcoholic solution comprises 15% perfumed composition by weight of the total weight of the perfumed alcoholic solution.

[0029] According to another aspect, the invention relates to a cosmetic base comprising the perfumed mixture or composition or the alcoholic solution.

[0030] According to another aspect, the invention relates to a detergent base comprising the perfumed mixture or composition or the alcoholic solution.

[0031] According to another aspect, the invention relates to a toilet water comprising the perfumed mixture or composition or the alcoholic solution.

[0032] According to another aspect, the invention relates to the use of the mixture or the perfumed composition or the alcoholic solution to improve the longevity of a perfume.

[0033] According to another aspect, the invention relates to a method for improving the longevity of a perfume comprising the use of the perfumed mixture or composition or the alcoholic solution, alone or added to a perfume.

[0034] A parameter "approximately equal to / greater than / less than" or "of the order of" a given value means that this parameter is equal to / greater than / less than the given value, to within 10% or even 5% of that value.

[0035] For the purposes of this disclosure, "A and / or B" means (A), (B), or (A and B). For the purposes of this disclosure, "A, B, and / or C" means (A), (B), (C), (A and B), (A and C), (B and C), or (A, B, and C).

[0036] According to the invention, "mixture" and "residual mixture" refer to a mixture comprising diisopropyl sebacate and triheptanoin. For the purposes of this invention, "mixture" and "residual mixture" may be used interchangeably.

[0037] The term "composition" refers to a composition comprising the mixture according to the invention. Typically, this composition is a perfumed composition.

[0038] A "perfume composition" is defined as a composition comprising a mixture of perfume substances, said perfume substances being in their usual form, in solution, or in suspension, within their diluents, solvents, or co-ingredients. Such a composition is intended to provide a pleasant olfactory component. A perfume composition may also be called a fragrance.

[0039] By "pleasant smell" we mean a smell that is detected by the human sense of smell and is perceived as pleasant.

[0040] By "alcoholic solution" we mean a solution which includes alcohol as a solvent or diluent which may or may not be supplemented with water to form a hydroalcoholic solution.

[0041] By "perfuming substance" we mean one or more perfumed raw materials of natural or synthetic origin.

[0042] By "stable" we mean a composition that does not degrade over time and whose components do not react with each other. By "stable" we mean that the homogeneity, color, olfactory intensity, olfactory quality, and / or viscosity of the composition are maintained. More specifically, the composition according to the present invention is stable under accelerated aging after 24 hours under UV light (Suntest) and after 2 months at 25°C and 45°C compared to a sample kept at 5°C, protected from light.

[0043] Percentages are understood as mass percentage, that is to say, weight relative to a weight of the complex or composition.

[0044] The present invention relates to a mixture comprising diisopropyl sebacate and triheptanoin. Advantageously, the mixture consists of diisopropyl sebacate and triheptanoin.

[0045] Diisopropyl sebacate is a compound with CAS No.: 7491-02-3, EINECS No.: 231-306-4 and IUPAC name: 1,10-bis(propan-2-yl) decanedioate.

[0046] Triheptanoin is a compound with CAS No.: 620-67-7, EINECS No.: 210-647-2 and IUPAC name: 1,3-bis(heptanoyloxy)propan-2-yl heptanoate or 2,3-di(heptanoyloxy)propyl heptanoate or propane-1,2,3-triyl triheptanoate or Propane-1,2,3-triyl trisheptanoate.

[0047] Advantageously, it has been identified that the mixture comprising 30% diisopropyl sebacate and 70% triheptanoin, the percentages being by weight of the total weight of the mixture, exhibits very good residual efficacy of the olfactory profile of a composition in which it is incorporated.

[0048] The mixture according to the invention is advantageously an emollient mixture. Being emollient, the mixture improves the longevity of the fragrance without sequestering the top notes, as is the case with prior art compositions which are film-forming.

[0049] Preferably, the mixture consists of 30% diisopropyl sebacate and 70% triheptanoin, the percentages being by weight of the total weight of the mixture.

[0050] The components of the residual mixture are not classified according to EC Regulation No. 1272 / 2008. According to a preferred option, the mixture is used in a composition.

[0051] The invention relates to an advantageously perfumed composition comprising the mixture as described above.

[0052] The composition comprises 5% to 30% of the mixture by weight of the total weight of the composition.

[0053] For example, the composition comprises 10% of the mixture by weight of the total composition, i.e., 3% diisopropyl sebacate and 7% triheptanoin, the percentages being expressed by weight of the total composition. The composition is advantageously a perfumed composition, that is, a composition comprising one or a mixture of perfume substances, also generically referred to as perfume.

[0054] According to a preferred embodiment, the perfumed composition comprises the residual mixture, preferably from 5 to 30%, and one or a mixture of perfume substances or perfume, preferably in an amount between 70% and 95%, possibly additives may be added.

[0055] Advantageously, the mixture and composition are stable.

[0056] A perfumed composition according to the invention may include esters, ethers, alcohols, aldehydes, ketones, lactones, acetals, nitriles, phenols, acids, terpenes, nitrogenous or sulfurous heterocyclic compounds, saturated or unsaturated, and products of natural origin.

[0057] Examples of esters include, but are not limited to, benzyl acetate, p-tert-butylcyclohexyl acetate, linalyl acetate, dimethylbenzylcarbinyl acetate, phenylethyl acetate, 1,1-dimethyl-2-phenylethyl acetate, linalyl benzoate, ethylmethylphenyl glycinate, allylcyclohexyl propionate, styrallyl propionate, benzyl salicylate, methyl-3-oxo-2-pentylcyclopentane acetate, prop-2-enyl-2,3-methylbutoxy acetate (allyl amyl glycolate, 2-propenyl ester of 3-methylbutoxyacetic acid), phenylmethyl ester of acetic acid, isoamyl acetate (isopentyl acetate), cis- hex-3-enyl ((Z)-hex-3-enyl acetate), citronellyl acetate (3,7-dimethyl-6-octen-1-ol acetate), hexyl acetate, isobornyl acetate (bicyclo[2.2.1]heptan-2-ol,1,7,7-trimethyl exo-acetate), methanyl acetate (alpha,alpha,4-trimethylcyclohexylmethyl acetate), ethyl acetate,prenyl acetate (3-methyl-2-butenyl acetate), terpenyl acetate (4-methyl-1-propan-2-yl-1-cyclohex-2-enyl acetate), alpha-3,3-trimethylcyclohexylmethyl formate, 3-methylbutyl butanoate (isoamyl butyrate), alpha, alpha-dimethylphenethyl butanoate, 3-dihydrodicyclopentadien-2,3-yl prop-2-enyl acetate, 3-cyclohexyl propanoate (allyl cyclohexane propionate), allyl heptanoate (2-propenyl heptanoate), 2-phenoxyethyl 2-methylpropanoate (phenoxyethyl isobutyrate), ethyl 2-methylpentanoate, ethyl 2-methylbutyrate (ethyl ester of 2-methylbutanoic acid), 1,4-dioxacycloheptadecane-5,17-dione (ethylene brassylate), (2S)-2-propyl-1,1-dimethylpropoxy propanoate ((2S)-Propyl ester of 2-(1,1-dimethylpropoxy)-propanoic acid), 2-tert-butylcyclohexyl acetate (2-(1,1-dimethylethyl)cyclohexyl acetate), ci-3-hexenyl salicylate, [(1S)-3-(4-methylpent-3-enyl)-1-cyclohex-3-enyl]methyl acetate,3-Pentyltetrahydro[2H]pyranyl acetate, linalyl propionate, cedryl acetate, anisyl acetate, nopyl acetate, neryl acetate, 3a,4,5,6,7,7a-hexahydro-4,7-methanoinden-6-yl acetate, 3a,4,5,6,7,7a-hexahydro-4,7-methano-1H-inden-6-yl propanoate, 2-propenyl 3-cyclohexanepropanoate, 1,2,3-triethyl 2-hydroxypropane-1,2,3-tricarboxylate, (2E)-3,7-dimethylocta-2,6-dien-1-yl acetate, 3,5,5-trimethylhexyl acetate, 3,7-dimethylocta-1 ,6-diene-3-yl, cis-3,7-dimethyl-2,6-octadienyl ethanoate, 1-methylethyl ester of tetradecanoic acid, 3-methylbutyl ester of 2-hydroxybenzoic acid, phenylmethyl ester of 2-hydroxybenzoic acid, 2-hexyl ester of 2-hydroxybenzoic acid, methyl ester of 2-hydroxybenzoic acid, ethyl ester of acetoacetic acid, 3,7-dimethyl-octa-1,6-diene-3-yl acetate, 1,2-diethyl ester of 1,2-benzenedicarboxylic acid,2-methylpropanoate of (Z)-hex-3-enyl, acetate of (4-methyl-1-propan-,

[0058] 2-yl-1-cyclohex-2-enyl), 3a,4,5,6,7,7a-hexahydro-4,7-methanoinden-6-yl, 2,3-epoxy- acetate

[0059] ethyl 3-phenylbutyrate, methyl 2-aminobenzoate, methyl 2-(methylamino)benzoate, methyl benzoate, methyl 2,4-dihydroxy-3,6-dimethylbenzoate, (3R-(3alpha,3beta,6beta,7beta,8alpha))-octahydro-6-methoxy-3,6,8,8-tetramethyl-1 H-3a,7-methanoazulene and hexyl salicylate. Preferably, examples of esters include, but are not limited to, linalyl propionate, cedryl acetate, anisyl acetate, nopyl acetate, neryl acetate, (3R-(3alpha,3beta,6beta,7beta,8alpha))-octahydro-6-methoxy-3,6,8,8-tetramethyl-1 H-3a,7-methanoazulene and hexyl salicylate.

[0060] Examples of ethers include, but are not limited to, benzyl ether, ethyl ether, ambergris, diphenyl oxide, 4,6,6,7,8,8-hexamethyl-1,3,4,6,7,8-hexahydrocyclopenta[g]isochromene, carane amber, 1,1-dimethoxy-2,2,5-trimethyl-4-hexene, (ethoxymethoxy)cyclododecane, (E)-1-methoxy-4-(1-propenyl)-benzene, 1-methoxy-4-(2-propenyl)-benzene and 2-naphthyl ethyl ether. Preferably, examples of ethers include, but are not limited to, 1,1-dimethoxy-2,2,5-trimethyl-4-hexene and 2-naphthyl ethyl ether.

[0061] Examples of alcohols include, but are not limited to, menthol ([1R-(1α,2β,5α)]-5-methyl-2-isopropylcyclohexanol), citronellol, geraniol, linalool (e.g., ethyl linalool and tetrahydro linalool), phenylethyl alcohol, terpineol, 2,6-dimethylheptan-2-ol, 2-methyl-1-phenylpropan-2-ol (dimethylphenyl carbinol), 3-methyl-5-[2,2,3-trimethylcyclopent-3-en-1-yl]pent-4-en-2-ol, 2-phenylethanol, 2-ethyl-4-(2,2,3-trimethyl-1-cyclopent-3-enyl)but-2-en-1-ol, (E)-4-methyldec-3-en-5-ol, and cinnamic alcohol. (3-phenyl-2-propen-1-ol), 2,6-dimethyloct-7-en-2-ol, alpha, beta, 2,2,3-pentamethylcyclopent-3-ene-1-butanol, 3-(5,5,6-trimethylbicyclo[2.2.1]hept-2-yl)cyclohexan-1-ol (IBCH), cis-3-hexen-1-ol, methyl-trimethylbicyclo-hexylmethyl-cyclopropyl methanol benzyl alcohol, endo-1,7,7-trimethyl-bicyclo-[2.2.1 ]heptan-2-ol, 3,7-dimethyl-6-octen-1-ol, 3,7-dimethyl-1-octanol, (2E)-3,7-dimethyl-2,6-octadien-1-ol, cis-3,7-dimethyl-2,6-octadien-1-ol, 3,7-dimethyl-octa-1,6-diene-3-ol, 2-(4-methyl-1-cyclohex-3-enyl)propan-2-ol, 4-methyl-1-(1-methylethyl)-3-cyclohexen-1-ol, (1R,2S,5R)-5-methyl-2-(1-methylethyl)-cyclohexanol, (2E)-3,7-dimethyl-2,6-octadien-1-ol and 3-methylbutan-1-ol. Preferably, examples of alcohols include, but are not limited to, alpha, beta, 2, 2, 3-pentamethylcyclopent-3-ene-1-butanol, 3-(5,5,6-trimethylbicyclo[2.2.1]hept-2-yl)cyclohexan-1-ol (IBCH), cis-3-hexenol, methyl-trimethylbicyclo-hexylmethyl-cyclopropyl methanol, 3-methylbutan-1-ol, ethyl linalool, tetrahydro linalool and [1 R-(1 alpha,2beta,5alpha)]-5-methyl-2-isopropylcyclohexanol (menthol).

[0062] Examples of aldehydes include, but are not limited to, linear alkanals comprising between 8 and 18 carbon atoms, citral, citronellal, cyclamen aldehyde, hydroxycitronellal, 3-(4-tert-butylphenyl)-2-methylpropanal, 3-(4-tert-butylphenyl)propanal, 2,6,10-trimethylundec-9-enal, 4(octahydro-4,7-methano[5H]inden-5-ylidene)butanal, 3-(3-propan-2-ylphenyl)butanal, 7-hydroxy-3,7-dimethyloctanal (hydroxycitronellal, 3,7-dimethyl-7-hydroxyoctane-1-al), 4-(4-hydroxy-4-methylpentyl)cyclohex-3-ene-1-carbaldehyde, octahydro- 5-Methoxy-4,7-Methane-1-H-Indene-2-carboxaldehyde, alpha-methylcinnamic aldehyde (2-methyl-3-phenyl-2-propenal), 4-Methoxybenzaldehyde (Anisic aldehyde), C10 aldehyde (decanal), undec-10-enal, C12 aldehyde (lauric or dodecanal), methylnonyl acetaldehyde (2-methylundecanal), C16 aldehyde, C6 aldehyde (hexanal), cinnamic aldehyde (3-phenyl-2-propenal), 3-Ethyoxy-4-hydroxybenzaldehyde (Ethylvanillin),hexyl cinnamic aldehyde (2-benzylideneheptanal), 3-phenylbutanal (3-phenylbutyraldehyde), 2,4-dimethylcyclohex-3-ene-1-carbaldehyde, 5-heptanal, 2,6-dimethylhept-5-enal, 4-hydroxy-3-methoxybenzaldehyde (Vanillin), alpha-methyl-1,3-benzodioxole-5-propionaldehyde, 4-isopropylbenzaldehyde, 3,7-dimethyl-6-octenal, 3,7-dimethyl-2,6-octadienal, 4-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carboxaldehyde, trans-hex-2-enal, 2,4,6-trimethyl-3-cyclohexene-1-carboxaldehyde, 2-(4-tert-butylbenzyl)propionaldehyde and benzaldehyde. Preferably, examples of aldehydes include, but are not limited to, 2,4-dimethylcyclohex-3-ene-1-carbaldehyde, 5-heptanal, 2,6-dimethyl-hept-5-enal, 4-hydroxy-3-methoxybenzaldehyde (vanillin), alpha-methyl-1,3-benzodioxole-5-propionaldehyde, and benzaldehyde.

[0063] Examples of ketones include, but are not limited to, ionones, isomethylionone, methyl cedryl, (E)-1-(2,6,6-trimethyl-1-cyclohex-2-enyl)but-2-en-1-one (alpha-damascone), 3-methyl-2-[(2Z)-pent-2-en-1-yl]cyclopent-2-en-1-one (cis-jasmone), 4-(4-methoxyphenyl)-butan-2-one, 4(3)-(4-methylpent-3-enyl)cyclohex-3-enecarbaldehyde, methyl cedryl ketone, 7-methylbenzo[b][1,4]dioxepin-3-one, 1,7,7-trimethylbicyclo[2,2,1]heptan-2-one, 1-benzopyran-2-one (Coumarin), 1-(2,6,6-trimethyl-1-cyclohex-3-enyl)but-2-en-1-one, butan-2,3-dione (Diacetyl), 1-(1,2,3,4,5,6,7,8-octahydro-2,3,8,8-tetramethyl-2-naphthyl)ethan-1-one, irones, 1-(2-naphthalenyl)ethanone (2-acetonaphtone), menthone, carvone, 3-methyl-2-pentyl-2-cyclopentenone, 1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-2-buten-1-one, 1-(2,6,6-trimethyl-2-cyclohexenyl)hepta-1,6-dien-3-one, 2-ethyl-3-hydroxy-4H-pyran-4-one, (5R)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one, 1-(6-tert-butyl-1,1-dimethyl-2,3-dihydro-1 H-inden-4-yl)ethanone, 1- (5,6,7,8-tetrahydro-3,5,5,6,8,8-hexamethyl-2-naphthyl)ethan-1-one, 4-(2,6,6-trimethylcyclohex-2-enyl)-but-3-ene-2-one, octan-2-one and 1,3,4,6,7,8a-Hexahydro-1,1,5,5-tetramethyl-2H-2,4a-methanonaphthalen-8(5H)-one. Preferably, examples of ketones include, but are not limited to, irones, 1-(2-naphthalenyl) ethanone (2-acetonaphtone), menthone, carvone, 3-methyl-2-pentyl-2-cyclopentenone and 1,3,4,6,7,8a-Hexahydro-1,1,5,5-tetramethyl-2H-2,4a-methanonaphthalen-8(5H)-one.

[0064] Examples of lactones include, but are not limited to, gamma decalactone (decan-4-olide), gamma undecalactone (undecan-4-olide), cis-jasmone lactone, gamma undecalactone, delta octalacone, delta decalactone, and hexahydro-3,6-dimethyl-2(3H)-benzofuranone. Preferably, examples of lactones include, but are not limited to, gamma undecalactone, delta octalacone, delta decalactone, and hexahydro-3,6-dimethyl-2(3H)-benzofuranone. Examples of acetals include, but are not limited to, 2,4-dimethyl tetrahydroindenodioxine, phenylacetic aldehyde diacetal, phenylacetaldehyde glyceryl acetal, citral diethyl acetal, citral dimethyl acetal, 2,6-octadienal, 1,1-dimethoxy-2-phenylethane and 3,7-dimethyl isomerized acid.Preferably, examples of acetals include, but are not limited to, phenylacetaldehyde glyceryl acetal, citral diethyl acetal, citral dimethyl acetal, 2,6-octadienal, and isomerized 3,7-dimethyl acid. Examples of nitriles include, but are not limited to, 3,7-dimethyloct-6-ene nitrile (citronellyl nitrile), tridec-2-enenitrile, 3-phenyl-2-propenenitrile, dodecanenitrile, and 3,7-dimethylnona-2,6-dienenitrile. Preferably, examples of nitriles include, but are not limited to, tridec-2-enenitrile, 3-phenyl-2-propenenitrile, dodecanenitrile and 3,7-dimethylnona-2,6-dienenitrile.

[0065] Examples of phenols include, but are not limited to, eugenol (2-methoxy-4-(2-propenyl)-phenol), iso-eugenol, 5-methyl-2-(1-methylethyl)-phenol, 2-ethoxy-4-methylphenol, 2,6-di-tert-butyl-p-cresol and 2-ethoxy-4-(methoxymethyl)-phenol.

[0066] Examples of acids include, but are not limited to, pentanoic acid, butyric acid, and 2-methylpent-2-en-1-oic acid.

[0067] Examples of terpenes, such as cyclic (e.g., sesquiterpenes) or non-cyclic terpene hydrocarbons, include, but are not limited to, limonene, 1-methyl-4-isopropenyl-1-cyclohexene, 1-methyl-4-isopropyl-1,4-cyclohexadiene, 7-methyl-3-methyleneocta-1,6-diene, 1-methyl-4-(1-methylethyl)-1,3-cyclohexadiene, 2,6,6-trimethylbicyclo[3.1,1]hept-2-ene, 6,6-dimethyl-2-methylenebicyclo[3.1,1]heptane, 2,2-dimethyl-3-methylenebicyclo-[2.2.1]heptane, [1R,(1R*,4E,9S*)]-4,1 11-trimethyl-8-methylene-bicyclo[7.2.0]undec-4-ene, 1-methyl-4-(1-methylethyl)benzene, and sesquiterpene-containing essential oils. Preferably, examples of terpenes include, but are not limited to, sesquiterpene-containing essential oils.

[0068] Examples of nitrogenous or sulfurous heterocyclic compounds, saturated or unsaturated, include, but are not limited to, indole, 1,3-benzopyrrole, tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-2H-pyrane, 2-methyl-pyrazine, 4-methyl-5-hydroxyethyl thiazole (2-(4-methylthiazol-5-yl)ethanol), 6-tert-butylquinoline, 6-(isopropyl)quinoline, cis-2-methyl-4-propyl-1,3-oxathiane and the pyrazines. Preferably, examples of nitrogenous or sulfurous heterocyclic compounds, saturated or unsaturated, include, but are not limited to, 6-tert-butylquinoline, 6-(isopropyl)quinoline, cis-2-methyl-4-propyl-1,3-oxathiane and the pyrazines.

[0069] Examples of products of natural origin include, but are not limited to, essential oils extracted from different parts of plants (flowers, stems, leaves, fruits, bark, roots, woody parts, herbs, needles, sap and gums), resinoids, concretes, or absolutes obtained from these.Preferably, examples of products of natural origin include, but are not limited to, white wormwood (Artemisia herba-alba) oil, lemon peel extract, eucalyptus globulus leaf oil, Dipterocarpus turbinatus balsam oil, Pogostemon cablin leaf oil, Rosmarinus officinalis leaf oil, Juniperus virginiana oil, Mentha arvensis leaf oil, Mentha viridis leaf oil, Citrus aurantium dulcis peel oil, Citrus aurantium dulcis peel extract, Mediterranean cypress (Cupressus sempervirens) leaf oil, patchouli (Pogostemon cablin) leaf oil, Texas cedar (Juniperus mexicana) oil, and oil of Hybrid Lavandula (Lavandula Hybrida).

[0070] The fragrance composition may include ingredients of natural or synthetic origin. The choice of this fragrance composition depends on the desired scent effect and the nature of the product it contains.

[0071] Preferably, the perfume composition does not include allergenic substances or preferably includes 10 or fewer allergenic substances, preferably 5 or fewer allergenic substances.

[0072] According to one aspect, the invention relates to an alcoholic solution comprising from 3 to 30% of the composition and at least one diluent, preferably, the alcoholic solution comprises 15% of the perfumed composition.

[0073] As an example, the alcoholic solution comprises 10% of the composition by weight of the total weight of the solution, i.e. 0.3% diisopropyl sebacate and 0.7% triheptanoin, the percentages being by weight of the total weight of the composition.

[0074] Preferably, the diluent, or at least one diluent, is an alcohol. The alcohol used as a diluent is chosen to suit the final application; preferred examples include ethanol, isopropanol, methoxymethylbutanol, and other diluents such as glycol ethers, for example, dipropylene glycol methyl ether. Alternatively, the diluent, or at least one diluent, may be a mixture of alcohol and water.

[0075] Preferably, the alcoholic solution comprises 25 to 80% alcohol by weight of the total weight of the solution. Alternatively, the alcoholic solution may also comprise 0 to 60% water by weight of the total weight of the solution.

[0076] The alcoholic solution according to the invention is intended to be applied (by spreading for example) or sprayed onto a support such as skin, hair, or textile for example.

[0077] The perfumed solution according to the invention may further comprise bactericidal, bacteriostatic, insecticidal and repellent agents.

[0078] The present invention also relates to a cosmetic base comprising the mixture or perfumed composition or alcoholic solution of the present invention.

[0079] The term "cosmetic base" refers to a cosmetic or personal care product in the form of a cream, emulsion, foam, wax, oil, lotion, gel, suspension, solution, powder, balm, serum, mask, or scrub. Examples of cosmetic products include, but are not limited to, perfumes (finished products, i.e., those usable directly on the skin: skin perfumes), eau de parfum, eau de toilette, pet perfumes, hair care products, shaving and aftershave products, essential oils, skin care products, deodorants, antiperspirants, skin cleansers, hair removal products, self-tanning products, sunscreens, makeup products, etc.Examples of hygiene care include, but are not limited to, wipes, talcum powder, diapers, bibs, tissues, paper towels, soaps, shower gel, shampoos and other body cleaning products, oral care, feminine hygiene products, etc.

[0080] Such products can be intended for both humans and animals.

[0081] The present invention also relates to a detergent base comprising the mixture or perfumed composition or alcoholic solution of the present invention.

[0082] The term "detergent base" refers to cleaning or maintenance products. Examples of cleaning or maintenance products include, but are not limited to, surface, textile and dishwashing detergents, bleaching agents, fabric softeners, conditioners, paint strippers, varnishes and other household products.

[0083] The present invention also relates to weed killers and fertilizers comprising the mixture or perfumed composition or alcoholic solution of the present invention.

[0084] The present invention also relates to a toilet water or room fragrance comprising the mixture or perfumed composition or alcoholic solution of the present invention.

[0085] By "eau de toilette" we mean products intended to perfume the body, and in particular fine perfumery perfumes, also called skin perfume, eau de parfum or eau de toilette.

[0086] The term "air fragrance" refers to products intended to scent the air. Air fragrance products may, but are not limited to, be contained in aerosols, vaporizers, sprays, candles, scented gels, solid carriers, oil burners, incense, beads, and fragrance diffusers. The air fragrance of the present invention can be used in enclosed public, professional, or private spaces; for example, cars, homes, office buildings, public transportation, museums, historical monuments, churches, cellars, schools, restaurants, cinemas, hospitals, factories, water or waste treatment plants, shops, and hotels. The air fragrance can also be used in air conditioning systems.

[0087] The present invention also relates to perfumed materials comprising, or coated, by the mixture or by the perfumed composition or the alcoholic solution according to the invention, in particular polymers for example plastics, macromolecules such as cellulose or textiles, etc.

[0088] The mixture or perfumed composition or alcoholic solution according to the invention is intended to be used in concentrated or non-concentrated form in cosmetic bases, detergent bases or toilet waters or room fragrances or on perfumed materials.

[0089] The present invention also relates to the use of the mixture or perfumed composition or the alcoholic solution according to the invention to prepare a cosmetic base, a detergent base or a toilet water or a room fragrance or a perfumed material.

[0090] The present invention also relates to the use of the mixture, the perfumed composition, the alcoholic solution according to the invention, the cosmetic base, the detergent base, or a toilet water, room fragrance, or perfumed material. In a particular embodiment, the mixture, the perfumed composition, or the alcoholic solution of the present invention improves the longevity of the fragrance while preserving its olfactory profile.

[0091] According to one aspect, the invention relates to a method for preparing a finished perfumed product comprising: incorporating an amount of the mixture or perfumed composition or an alcoholic solution as described above to prepare a finished product, the finished product being selected from a group consisting of a cosmetic base, a detergent base, or an eau de toilette or eau de toilette, or a room fragrance or a perfumed material.

[0092] The present invention will be described in more detail with the help of the following examples, which are purely illustrative.

[0093] Example 1: Floral arrangement containing the residual mixture

[0094] [Table 1]

[0095] Description Quantity W / P Percentage (%)

[0096] residual mixture 0.11 10.00

[0097] Hedione without BHT 0.324 29.45

[0098] Musk T 0.25 22.73

[0099] Florosa 0.125 11.36

[0100] Ethyl linalool 0.06 5.45

[0101] Extra yellow Italian mandarin 0.035 3.18

[0102] Isoraldeine 95 0.035 3.18

[0103] Linalyl acetate 0.035 3.18

[0104] ONatural lemon HE Argentina 0.03 2.73

[0105] Helional 0.022 2.00

[0106] Phenylethyl alcohol 0.017 1.55

[0107] Blackcurrant 345 B 0.011 1.00

[0108] Hexyl salicylate 0.011 1.00

[0109] Benzyl acetate 0.1% max ale benz 0.011 1.00

[0110] Pure citronellol 0.007 0.64

[0111] Mayol 0.006 0.55

[0112] Cis 3 hexenol 0.002 0.18

[0113] Styrallyl acetate 0.002 0.18

[0114] Evernyl 0.001 0.09 Damascenone 0.001 0.09

[0115] Aldehyde C14 0.001 0.09

[0116] Ambrofix 0.001 0.09

[0117] Sandalore extra 0.001 0.09

[0118] Cyclo galbanate 0.001 0.09

[0119] Calone Fine 0.0005 0.05

[0120] C10 lauric aldehyde NB 0.0005 0.05

[0121] Total 1.10 100.00 Example 2: Citrus composition containing the residual mixture

[0122] [Table 2]

[0123] Description Quantity W / P Percentage (%)

[0124] residual mixture 0.1000 10.00

[0125] Hedione without BHT 0.2230 22.30

[0126] Iso E Super 0.1050 10.50

[0127] Natural orange terpenes 0.1000 10.00

[0128] Musk T (Ethylene brassylate) 0.0800 8.00

[0129] Natural bergamot without furocoumarin 0.0750 7.50

[0130] Natural sweet orange Mediterranean essential oil 0.0600 6.00

[0131] Linalyl acetate 0.0514 5.14

[0132] Extra Yellow Italian Mandarin 0.0250 2.50

[0133] Methyl grapefruit 0.0250 2.50

[0134] Dihydro ionone beta 0.0250 2.50

[0135] Ambrofix 0.0200 2.00

[0136] Herbanate 0.0200 2.00

[0137] Hydroxycitronellal 0.0200 2.00

[0138] Linalool 0.0200 2.00

[0139] Natural ginger from China 0.0200 2.00

[0140] Beta pinene 95 0.0150 1.50

[0141] Gamma terpinene 0.0100 1.00

[0142] Natural large green Egyptian basil HE 0.0020 0.20

[0143] Damascenone 0.0020 0.20

[0144] Trans 2 dodecenal 0.0010 0.10

[0145] Natural pink peppercorn extract CO2 R 0.0005 0.05

[0146] Dimetol 0.0001 0.01

[0147] Total 1.0000 100.00

[0148] Example 3: Triangular tests of sensory analysis

[0149] The compositions in Examples 1 and 2 are used at 15% in hydroalcoholic solutions, compared to 15% hydroalcoholic solutions of the control compositions in which the residual fragrance is replaced by DPG (Dipropylene Glycol) to compare the olfactory performance at t=0 (triangle test) and the potency over time (skin persistence test at t=2h, 4h, and 8h). The alcoholic solution comprises 15% of the fragrance composition, 6% water, and 79% ethanol; more precisely, in this example, the alcoholic solution is a hydroalcoholic solution.

[0150] Method

[0151] Panelists are given two identical samples and one different sample. They are asked to identify the different product. If enough panelists give the correct answer, the products are considered different. If enough panelists give the incorrect answer, the products are considered identical. The differentiation threshold is set according to the number of panelists for a confidence level of 0.95 and according to the differentiation threshold table found in ISO 4120:2021.

[0152] In our case, we have 21 participants. The differentiation threshold is therefore 12 correct answers for a confidence level of 0.95.

[0153] Results

[0154] At t=0, no significant difference was identified between the solutions without the residual mixture and with the residual mixture, neither on the alcoholic solution comprising the citrus perfume composition nor on the alcoholic solution comprising the floral perfume composition.

[0155] The formulated residual mixture therefore does not cause any change in the olfactory profile of the compositions in alcoholic solution at t=0. Figure 1.

[0156] Therefore, we do not observe a sequestering effect of the top notes.

[0157] Example 4: Skin persistence test on alcoholic solutions of compositions with and without mixture

[0158] Method

[0159] The compositions of Examples 1 and 2, as well as the control compositions in which the residual mixture is replaced by DPG (Dipropylene glycol), are used in a 15% alcoholic solution and then applied to the arms of a volunteer. One arm is treated with the alcoholic solution containing 15% of the fragrance composition (which includes 10% of the residual mixture), and the other arm with the alcoholic solution containing 15% of the control fragrance composition (which includes 10% DPG). The alcoholic solution is composed identically to that of Example 3.

[0160] The panel assesses the intensity of the fragrance by comparing the two arms, then completes a questionnaire in sequential monadic format. Strengths are rated on a linear scale from 1 (Very Weak) to 10 (Very Strong).

[0161] The panel assesses the different intensities on scales generated by the FIZZ Biosystemes software. The responses are then automatically recorded by this software at the end of the questionnaire.

[0162] The data is processed and analyzed using statistical tests and FIZZ treatments specifically adapted for sensory analysis. Standard processing will be performed, namely an analysis of variance (ANOVA), which is the statistical model used to compare sample means.

[0163] Results

[0164] For the alcoholic solution containing the floral fragrance composition, we observed a 30% increase in intensity thanks to the residual mixture at 2 hours, a 22% increase at 4 hours, and a 29% increase at 8 hours compared to the alcoholic solution containing the composition without the residual mixture. Figures 2 to 4.

[0165] For the alcoholic solution containing the citrus fragrance composition, we obtained a 12% increase in intensity thanks to the residual mixture at 2 hours, 21% at 4 hours, and 17% at 8 hours compared to the alcoholic solution containing the composition without the residual mixture. Figures 5 to 7.

[0166] Some perfumers have found that by two hours, the heart notes of the unblended alcoholic solution were already present, while the blended alcoholic solution was still focused on the top notes. The addition of the blend therefore prolongs the duration of each olfactory experience within the perfume's olfactory pyramid.

Claims

Demands 1. Residual mixture comprising 30% disopropyl sebacate, and 70% triheptanoin, the percentages being by weight of the total weight of the mixture.

2. Perfumed composition comprising the residual mixture of claim 1.

3. Perfumed composition according to claim 2 comprising from 5% to 30% of the residual mixture by weight of the total weight of the perfumed composition.

4. Perfumed composition according to claim 3 comprising 10% of the residual mixture by weight of the total weight of the perfumed composition.

5. Perfumed alcoholic solution comprising alcohol as a diluent and 3% to 30% perfumed composition according to any one of claims 2 to 4, by weight of the total weight of the perfumed alcoholic solution.

6. Perfumed alcoholic solution according to claim s comprising 15% of the perfumed composition by weight of the total weight of the perfumed alcoholic solution.

7. Cosmetic base comprising the mixture according to claim 1.

8. Cosmetic base comprising the perfumed composition according to any one of claims 2 to 4.

9. Cosmetic base comprising the alcoholic solution according to any one of claims 5 to 6.

10. Detergent base comprising the mixture according to claim 1.

11. Detergent base comprising the perfumed composition according to any one of claims 2 to 4.

12. Detergent base comprising the alcoholic solution according to any one of claims 5 to 6.

13. Eau de toilette comprising the mixture according to claim 1.

14. Eau de toilette comprising the perfumed composition according to any one of claims 2 to 4.

15. Toilet water comprising the alcoholic solution according to any one of claims 5 to 6.

16. Room fragrance comprising the mixture according to claim 1.

17. Room fragrance comprising the perfumed composition according to any one of claims 2 to 4.

18. Room fragrance comprising the alcoholic solution according to any one of claims 5 to 6.

19. Use of the mixture according to claim 1 to improve the longevity of a perfume 20. Use of the perfumed composition according to any one of claims 2 to 4, to improve the longevity of a perfume.

21. Use of the alcoholic solution according to any one of claims 5 to 6, to improve the longevity of a perfume.

Citation Information

Patent Citations

  • Topical sunscreen compositions

    CN113368002B

  • Perfume prolonger

    GB2583096A

  • Fragrance Compositions and Uses Thereof

    US20160362629A1

  • Fragrance-containing capsule and cosmetic in which said capsules are blended

    WO2014196602A1

  • Composition for external use and use thereof

    WO2016125771A1