WO2022101479A1 - Deodorising or fragrancing composition comprising an organic substance and a solvent comprising diethyl succinate and diisopropyl succinate - Google Patents

Deodorising or fragrancing composition comprising an organic substance and a solvent comprising diethyl succinate and diisopropyl succinate Download PDF

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Publication number
WO2022101479A1
WO2022101479A1 PCT/EP2021/081708 EP2021081708W WO2022101479A1 WO 2022101479 A1 WO2022101479 A1 WO 2022101479A1 EP 2021081708 W EP2021081708 W EP 2021081708W WO 2022101479 A1 WO2022101479 A1 WO 2022101479A1
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weight
composition
solvent
perfuming
succinate
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PCT/EP2021/081708
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French (fr)
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Antoine GOUTEYRON
Perez MARION
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Jafer Enterprises R&D Sl
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Publication of WO2022101479A1 publication Critical patent/WO2022101479A1/en

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q13/00—Formulations or additives for perfume preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids

Definitions

  • Deodorizing or perfuming composition comprising an organic substance and a solvent comprising diethyl succinate and diisopropyl succinate
  • the present invention relates to a deodorizing or perfuming composition
  • a deodorizing or perfuming composition comprising an organic substance chosen from perfumes, odor neutralizers and odor maskers, and a solvent comprising diethyl succinate and diisopropyl succinate. It also relates to the use of such a composition for perfuming the atmosphere or a substrate, or for eliminating bad odors. It also relates to a deodorizing or perfuming product in the form of an aerosol, a candle, a wick, stick or electric perfume diffuser, or an article consisting of a solid polymeric material, in particular a silicone elastomer, containing a such composition.
  • compositions for the diffusion of perfumes or deodorants in the environment are commercially available and have been described in the literature.
  • the composition is generally incorporated into the device, which by various mechanisms diffuses the composition. Diffusion can in particular occur by natural or passive evaporation, for example by means of a porous material impregnated with the perfuming composition or, through a wick or a stick in contact with the composition.
  • a low perfuming or deodorizing efficacy caused by too slow evaporation of the composition can however be observed, which is not satisfactory for the consumer wishing to perfume and/or deodorize quickly and effectively the environment in which the composition is applied.
  • the use of ventilation or heating systems has been proposed. However, this strategy does not appear to be ideal insofar as it requires the development of more complex and more expensive devices.
  • diethyl succinate or diisopropyl succinate as an additive or solvent in perfuming or deodorizing compositions has already been described in several documents, in particular US2016/376523 or W02017/015408 for diethyl succinate, and W002/40587 for diisopropyl succinate.
  • it was also not foreseeable that such a combination used as a solvent would make it possible to improve the perfuming and/or deodorizing effectiveness of the composition, in particular in a synergistic manner, and would not negatively affect the perception of the perfume.
  • solvents conventionally used in perfumes have a tendency themselves to present a non-negligible odor which is likely to interfere with that of the perfume.
  • the invention therefore relates to a deodorizing or perfuming composition
  • a deodorizing or perfuming composition comprising:
  • a deodorizing or perfuming product in the form of an aerosol, a candle, a wick, stick or electric perfume diffuser, or an article consisting of a solid polymeric material, in particular a silicone elastomer, containing the aforementioned composition.
  • the invention relates to a new deodorizing or perfuming composition.
  • the composition may be a composition suitable for eliminating bad odors or a composition for perfuming the atmosphere or a substrate.
  • This composition comprises an organic substance (a) chosen from perfumes, odor neutralizers, odor maskers, and mixtures thereof, and a solvent (b) comprising a combination of two succinates, namely diethyl succinate and diisopropyl succinate.
  • organic substance is meant a product consisting of one or more organic molecules. Said organic substance is advantageously volatile.
  • volatile organic substance is meant an organic substance which has a vapor pressure above atmospheric pressure at room temperature.
  • the organic substance used according to the invention is chosen from at least one perfume, at least one odor neutralizing agent, at least one odor masking agent and mixtures thereof, preferably one perfume.
  • perfume is intended to mean a single compound or a mixture of volatile and odoriferous compounds. These compounds are notably listed in the Merck Index, 8th Edition, Merck & Co., Inc. Rahway, NJ These compounds can be of synthetic or natural origin. It may for example be one or more essential oils of plants, chosen for example from Asteraceae, Myrtaceae, Lauraceae, Lamiaceae, Rutaceae and Zingiberaceae, which are usually extracted from any part of these plants by extraction using a supercritical fluid, hydrodistillation, enfleurage, steam distillation or any other process allowing the extraction of fragrant molecules from a plant.
  • perfumes generally comprise compounds, generally terpene or aromatic, chosen from hydrocarbons, alcohols and their esters, aldehydes, esters, acetals and ketones, as well as C12-C16 macrocyclic compounds, heterocyclic compounds such as pyrazines and indoles, and mixtures thereof.
  • perfuming compounds can in particular be used as perfume in the present invention, alone or in combination: methyl 2-methyl butyrate; isopropyl 2-methyl butyrate; ethyl 2-methyl butyrate; ethyl 2-methyl pentanoate; ethyl heptanoate; ethyl octanoate; isobutyl hexanoate; amyl butyrate; amyl heptanoate; isoamyl isobutyrate; hexyl acetate; hexyl butyrate; hexyl isobutyrate; hexyl isovalerate; hexyl propionate; ethyl 2-cyclohexyl propanoate; ethyl 3,5,5-trimethyl hexanoate; glyceryl 5-hydroxy decanoate; prenyl acetate; methyl 2-butenyl acetate; methyl 3-nonenoate;
  • the organic substance according to the invention can constitute an odor masking agent.
  • Such agents can in particular be chosen from: saturated aldehydes optionally alkoxylated, such as 2-methylundecanal and 6-methoxy-2,6-dimethyloctanal; unsaturated aldehydes, such as 2,6-dimethylhept-5-enal, 2,4-dimethylcyclohex-3-enecarbaldehyde, 4-vinylcyclohex-1-enecarbaldehyde and bicyclo[2.2.2]oct-5-ene-2 -carboxaldehyde; aromatic aldehydes, such as 4-methylbenzaldehyde; glycolates, such as allyl-2-(isopentyloxy)acetate; alcohols, such as linalool, nona-2,6-dien-l-ol, non-6-en-l-ol, 2,6-dimethylheptan-2-ol, and cis hex
  • an odor masking agent consists of a combination of 1,8-paramenthenethiol and 3-mercaptohexyl acetate or an essential oil of Timur (Zanthoxylum armatum) containing this combination, which can be obtained from any part of the Timur and in particular from its leaves, from its trunk, from its fruits (berries) or from their pericarp, more preferably from its berries.
  • Timur Zanthoxylum armatum
  • the organic substance can also be an odor neutralizer.
  • the odor neutralizer can in particular be chosen from undecylenic acid and one of its derivatives.
  • the derivatives of undecylenic acid can advantageously be chosen from: an alkyl ester of undecylenic acid, in particular a linear or branched, substituted or unsubstituted, C1-C12 alkyl ester such as a methyl ester, ethyl, propyl, hexyl or decyl; a polyoxyalkylenic acid ester, in particular a polyoxyethylene, polyoxypropylene or poly(oxyethylene)(oxypropylene) ester of undecylenic acid, containing preferably from 2 to 20 polyoxyalkylene units; a salt of undecylenic acid, in particular a metal salt, such as the sodium, potassium, magnesium, calcium, zinc or copper salts or alternatively an ammonium salt of undecylenic acid; and their mixtures. It is preferred according to the
  • the organic substance (a) is dissolved in a particular solvent (b), this solvent comprising a combination of diethyl succinate and diisopropyl succinate.
  • Said composition may comprise from 0.001% by weight to 95% by weight, preferably from 1% by weight to 60% by weight, more preferably from 5% to 30% by weight, of said organic substance (a).
  • Said composition may comprise from 5% by weight to 99.999% by weight, preferably from 40% by weight to 99% by weight, more preferably from 70% to 95% by weight of said solvent (b).
  • the weight ratio of organic substance (a) to solvent (b) may be 0.001:99, 999 to 95:5, preferably 1:99 to 60:40, more preferably 5:95 to 30:70 .
  • the weight ratio of diethyl succinate to diisopropyl succinate may be 1:99 to 99:1, preferably 5:95 to 95:5, more preferably 10:90 to 90:10, more preferably 20: 80 to 80:20.
  • composition may also comprise other solvents, such as those conventionally used in perfuming or deodorizing compositions.
  • solvents can in particular be used to improve the solubilization of said organic substance.
  • examples of such solvents are in particular linear or branched aliphatic alcohols having 1 to 8 carbon atoms, linear or branched aliphatic diols having 2 to 8 carbon atoms, their esters (in particular, the acetates or propanoates of said alcohols or diols), linear or branched aliphatic ethers or polyethers having 2 to 8 carbon atoms (and optionally having one or more —OH groups), or mixtures thereof.
  • these other solvents are chosen from ethanol, dimethyl isosorbide, isopropylidene glycerol, carbitol, dipropylene glycol methyl ether acetate, 3-methoxy-3-methyl-l-butanol, and mixtures thereof .
  • Said composition may comprise from 0.1% by weight to 10% by weight, preferably from 1% by weight to 5% by weight, of said other solvents.
  • said solvent (b) further comprises ethanol. More particularly, said solvent (b) may consist of diethyl succinate, diisopropyl succinate, and optionally ethanol. Said composition may comprise from 0.1% by weight to 10% by weight, preferably from 1% by weight to 5% by weight, of ethanol.
  • said solvent (b) further comprises dimethyl isosorbide. More particularly, said solvent (b) may consist of diethyl succinate, diisopropyl succinate, and optionally dimethyl isosorbide. Said composition may comprise from 0.1% by weight to 10% by weight, preferably from 1% by weight to 5% by weight, of dimethyl isosorbide.
  • the organic substance, the solvent, and optionally said other solvents represent at least 50%, more preferably at least 70%, better, at least 90%, even better, at least 95% of the weight of the composition. More particularly, the composition consists only of the solvent, of the organic substance, and optionally of said other solvents.
  • the composition may also comprise one or more additives chosen from antioxidants, antifungals, preservatives, dyes, pigments, light stabilizers, viscosity agents such as gelling agents and/or thickeners.
  • composition of the invention can be prepared by simple mixing of its constituents at ambient temperature (in particular, between 15° C. and 35° C.), generally with stirring.
  • the invention also relates to the use of the deodorizing or perfuming composition of the invention, for perfuming the atmosphere or a substrate or for eliminating bad odors.
  • malodors can be any type of malodors, for example indole, amino (for example, ammonia and skatole), thiolated (for example, dimethyl trisulfide or thiophenol) or acid (for example, l isovaleric acid).
  • amino for example, ammonia and skatole
  • thiolated for example, dimethyl trisulfide or thiophenol
  • acid for example, l isovaleric acid
  • the deodorizing or perfuming composition according to the invention can be used to perfume and/or reduce bad odors in any type of environment in which it is applied, in particular on the body or in premises for domestic, commercial or industrial use.
  • this composition can be combined with malodorous products in themselves or capable of generating bad odors during their use.
  • Another object of the invention relates to the use of the aforementioned composition in the manufacture of a deodorant or perfuming product.
  • This deodorizing or perfuming product may in particular be in the form of an aerosol, a candle, a wick, stick or electric fragrance diffuser, or an article consisting of a solid polymeric material, in particular a silicone elastomer.
  • the solid polymeric material can also be a cellulosic material, such as paper or wood.
  • This product can in particular be a product intended to be used as an interior and/or textile deodorant.
  • the composition may in this case comprise various constituents allowing in particular the product containing it to be in a form suitable for its use.
  • the deodorizing or perfuming composition of the invention can be impregnated in an article made of a solid polymeric material, generally a silicone elastomer, as described in document WO 2019/137894.
  • the article obtained can for example be in the form of a ring, a pebble, a ball, a cube, a cylinder, a dome or a pyramid adapted to be placed or suspended with a view to deodorizing the atmosphere or to be introduced into the drum of a washing machine.
  • the deodorizing or perfuming composition according to the invention can be incorporated into an absorbent article, such as a baby's diaper, and in particular into the absorbent core and/or at least one of the diapers nonwovens and/or plastic films constituting the upper and lower layers of the absorbent product and/or within elastics.
  • the deodorizing or perfuming product is a stick diffuser.
  • a stick diffuser typically comprises a container containing the deodorizing or perfuming composition of the invention, and at least one stick, in particular four, five, six, seven, eight or ten sticks, partially immersed in the composition.
  • the container may in particular be made of glass, plastic, or ceramic, and have any shape suitable for this use.
  • the sticks are made of wood, driftwood, bamboo, rattan, or straw, preferably rattan.
  • Example 1 Determination of the evaporation time of a perfuming or deodorizing composition of the invention
  • compositions consisting of the following ingredients in varying proportions:
  • compositions were each placed in a bottle in which 6 rattan sticks were partially immersed.
  • the evaporation time of the perfume was evaluated by monitoring the loss of mass, measured every 3 days until complete evaporation of the mixture. The results of this test are shown in Table 1 below.
  • Example 2 Determination of the Evaporation Time of Deodorant or Perfuming Compositions Comprising Other Solvents
  • compositions consisting of the following ingredients:
  • composition consisting of the following ingredients:
  • dimethyl isosorbide - 5% by weight dimethyl isosorbide.
  • Table 3 shows that the evaporation time of a composition comprising, as solvents, DMI and a combination of DES and DIPS is markedly lower than that of a composition comprising only DMI.
  • Example 4 Deodorizing or perfuming composition according to the invention
  • compositions described in Table 4 were prepared. These contain a combination of DES and DIPS, as well as the following organic substances: methyl undecylenate (UDM), 1,8-para-menthenethiol (1,8-PMT) and 3-mercaptohexyl acetate (3-HMA).
  • UDM methyl undecylenate
  • 1,8-para-menthenethiol 1,8-PMT
  • 3-mercaptohexyl acetate 3-mercaptohexyl acetate
  • Composition 2 additionally contains ethanol
  • composition 3 additionally contains dimethyl isosorbide (DMI).

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Abstract

The present invention relates to a deodorising or fragrancing composition comprising an organic substrate chosen from fragrances, odour neutralisers, odour-masking agents and mixtures thereof, and a solvent comprising diethyl succinate and diisopropyl succinate. It also relates to the use of such a composition for fragrancing the atmosphere or a substrate or for eliminating bad odours. It additionally relates to a fragrancing or deodorising product in the form of an aerosol, a candle, a wick, stick or electric fragrance diffuser, or an article consisting of a solid polymeric material, in particular a silicone elastomer, containing such a composition.

Description

Composition désodorisante ou parfumante comprenant une substance organique et un solvant comprenant du succinate de diéthyle et du succinate de diisopropyle Deodorizing or perfuming composition comprising an organic substance and a solvent comprising diethyl succinate and diisopropyl succinate
OBJET DE L’INVENTION OBJECT OF THE INVENTION
La présente invention concerne une composition désodorisante ou parfumante comprenant une substance organique choisie parmi les parfums, les neutralisateurs d’odeur, et les masqueurs d’odeur, et un solvant comprenant du succinate de diéthyle et du succinate de diisopropyle. Elle concerne également l’utilisation d'une telle composition pour parfumer l'atmosphère ou un substrat, ou pour l'élimination des mauvaises odeurs. Elle concerne en outre un produit désodorisant ou parfumant sous forme d'aérosol, de bougie, de diffuseur de parfum à mèche, à bâtonnets ou électrique, ou un article constitué d’un matériau polymérique solide, en particulier un élastomère de silicone, contenant une telle composition. The present invention relates to a deodorizing or perfuming composition comprising an organic substance chosen from perfumes, odor neutralizers and odor maskers, and a solvent comprising diethyl succinate and diisopropyl succinate. It also relates to the use of such a composition for perfuming the atmosphere or a substrate, or for eliminating bad odors. It also relates to a deodorizing or perfuming product in the form of an aerosol, a candle, a wick, stick or electric perfume diffuser, or an article consisting of a solid polymeric material, in particular a silicone elastomer, containing a such composition.
ARRIERE-PLAN DE L’INVENTION BACKGROUND OF THE INVENTION
De nombreux dispositifs et compositions pour la diffusion de parfums ou désodorisants dans l’environnement sont disponibles dans le commerce et ont été décrits dans la littérature. La composition est généralement incorporée dans le dispositif, qui par divers mécanismes diffuse la composition. La diffusion peut en particulier se produire par une évaporation naturelle ou passive, par exemple au moyen d’un matériau poreux imprégné de la composition parfumante ou, à travers une mèche ou un bâtonnet en contact avec la composition. Une faible efficacité parfumante ou désodorisante causée par une évaporation trop lente de la composition peut toutefois être observée, ce qui n’est pas satisfaisant pour le consommateur désireux de parfumer et/ou désodoriser rapidement et efficacement l'environnement dans lequel la composition est appliquée. Pour accélérer l’évaporation et ainsi augmenter l’efficacité de la composition, le recours à des systèmes de ventilation ou de chauffage a été proposé. Cette stratégie n’apparaît toutefois pas idéale dans la mesure où elle nécessite la mise au point de dispositifs plus complexes et plus coûteux. Many devices and compositions for the diffusion of perfumes or deodorants in the environment are commercially available and have been described in the literature. The composition is generally incorporated into the device, which by various mechanisms diffuses the composition. Diffusion can in particular occur by natural or passive evaporation, for example by means of a porous material impregnated with the perfuming composition or, through a wick or a stick in contact with the composition. A low perfuming or deodorizing efficacy caused by too slow evaporation of the composition can however be observed, which is not satisfactory for the consumer wishing to perfume and/or deodorize quickly and effectively the environment in which the composition is applied. To accelerate evaporation and thus increase the efficiency of the composition, the use of ventilation or heating systems has been proposed. However, this strategy does not appear to be ideal insofar as it requires the development of more complex and more expensive devices.
Il serait donc avantageux de pouvoir disposer d’une solution alternative simple pour améliorer l’efficacité d’une composition parfumante ou désodorisante. Dans ce contexte, la Demanderesse a constaté que l’utilisation d’un solvant particulier comprenant du succinate de diéthyle et du succinate de diisopropyle, permettait une augmentation de l'efficacité parfumante et/ou désodorisante, c'est-à-dire de l'intensité olfactive du parfum et/ou de la rapidité du masquage des mauvaises odeurs. It would therefore be advantageous to be able to have a simple alternative solution for improving the effectiveness of a perfuming or deodorizing composition. In this context, the Applicant has found that the use of a particular solvent comprising diethyl succinate and diisopropyl succinate, allowed an increase in the perfuming and/or deodorizing effectiveness, that is to say the the olfactory intensity of the perfume and/or the speed with which bad odors are masked.
L’utilisation du succinate de diéthyle ou du succinate de diisopropyle comme additif ou solvant dans des compositions parfumantes ou désodorisantes a déjà été décrite dans plusieurs documents, notamment US2016/376523 ou W02017/015408 pour le succinate de diéthyle, et W002/40587 pour le succinate de diisopropyle. En revanche, à la connaissance de la Demanderesse, il n’a toutefois encore jamais été mentionné ni suggéré de les combiner dans une composition parfumante ou désodorisante. Il n’était par ailleurs pas prévisible qu’une telle combinaison utilisée comme solvant permette d’améliorer l’efficacité parfumante et/ou désodorisante de la composition, en particulier de manière synergique, et n'affecte pas négativement la perception du parfum. Plusieurs solvants utilisés classiquement dans les parfums ont en effet tendance à présenter eux-mêmes une odeur non négligeable qui est susceptible d'interférer avec celle du parfum. The use of diethyl succinate or diisopropyl succinate as an additive or solvent in perfuming or deodorizing compositions has already been described in several documents, in particular US2016/376523 or W02017/015408 for diethyl succinate, and W002/40587 for diisopropyl succinate. On the other hand, to the Applicant's knowledge, it has never yet been mentioned or suggested to combine them in a perfuming or deodorizing composition. It was also not foreseeable that such a combination used as a solvent would make it possible to improve the perfuming and/or deodorizing effectiveness of the composition, in particular in a synergistic manner, and would not negatively affect the perception of the perfume. Several solvents conventionally used in perfumes have a tendency themselves to present a non-negligible odor which is likely to interfere with that of the perfume.
RESUME DE L’INVENTION SUMMARY OF THE INVENTION
L’invention concerne donc une composition désodorisante ou parfumante comprenant :The invention therefore relates to a deodorizing or perfuming composition comprising:
(a) une substance organique choisie parmi les parfums, les neutralisateurs d’odeurs, les masqueurs d’odeur, et leurs mélanges, et (a) an organic substance selected from perfumes, odor neutralizers, odor maskers, and mixtures thereof, and
(b) un solvant comprenant du succinate de diéthyle et du succinate de diisopropyle. (b) a solvent comprising diethyl succinate and diisopropyl succinate.
Elle concerne également l’utilisation d'une telle composition pour parfumer l'atmosphère ou un substrat ou pour l'élimination des mauvaises odeurs. It also relates to the use of such a composition for perfuming the atmosphere or a substrate or for eliminating bad smells.
Elle a encore pour objet l’utilisation d'une telle composition dans la fabrication d'un produit désodorisant ou parfumant. It also relates to the use of such a composition in the manufacture of a deodorizing or perfuming product.
Elle concerne en outre un produit désodorisant ou parfumant sous forme d'aérosol, de bougie, de diffuseur de parfum à mèche, à bâtonnets ou électrique, ou un article constitué d’un matériau polymérique solide, en particulier un élastomère de silicone, contenant la composition précitée. It also relates to a deodorizing or perfuming product in the form of an aerosol, a candle, a wick, stick or electric perfume diffuser, or an article consisting of a solid polymeric material, in particular a silicone elastomer, containing the aforementioned composition.
DESCRIPTION DETAILLEE DETAILED DESCRIPTION
L’invention porte sur une nouvelle composition désodorisante ou parfumante. En particulier, la composition peut être une composition adaptée à l’élimination des mauvaises odeurs ou une composition pour parfumer l'atmosphère ou un substrat. The invention relates to a new deodorizing or perfuming composition. In particular, the composition may be a composition suitable for eliminating bad odors or a composition for perfuming the atmosphere or a substrate.
Cette composition comprend une substance organique (a) choisie parmi les parfums, les neutralisateurs d’odeurs, les masqueurs d’odeur, et leurs mélanges, et un solvant (b) comprenant une combinaison de deux succinates, à savoir le succinate de diéthyle et le succinate de diisopropyle. This composition comprises an organic substance (a) chosen from perfumes, odor neutralizers, odor maskers, and mixtures thereof, and a solvent (b) comprising a combination of two succinates, namely diethyl succinate and diisopropyl succinate.
Par « substance organique », on entend un produit constitué d'une ou plusieurs molécules organiques. Ladite substance organique est avantageusement volatile. Par « substance organique volatile » , on entend une substance organique qui possède une tension de vapeur supérieure à la pression atmosphérique à température ambiante. La substance organique utilisée selon l'invention est choisie parmi au moins un parfum, au moins un agent neutralisateur d'odeur, au moins un agent masqueur d'odeur et leurs mélanges, de préférence un parfum. By "organic substance" is meant a product consisting of one or more organic molecules. Said organic substance is advantageously volatile. By "volatile organic substance" is meant an organic substance which has a vapor pressure above atmospheric pressure at room temperature. The organic substance used according to the invention is chosen from at least one perfume, at least one odor neutralizing agent, at least one odor masking agent and mixtures thereof, preferably one perfume.
Dans le cadre de cette description, on entend par "parfum" un composé unique ou un mélange de composés volatils et odoriférants. Ces composés sont notamment listés dans Merck Index, 8th Edition, Merck & Co., Inc. Rahway, N.J. Ces composés peuvent être d'origine synthétique ou naturelle. Il peut par exemple s'agir d'une ou plusieurs huiles essentielles de plantes, choisies par exemple parmi les Astéracées, les Myrtacées, les Lauracées, les Lamiacées, les Rutacées et les Zingibéracées, qui sont habituellement extraites d'une partie quelconque de ces plantes par extraction à l'aide d'un fluide supercritique, hydrodistillation, enfleurage, entraînement à la vapeur ou tout autre procédé permettant l’extraction de molécules parfumées d’une plante. Qu'ils soient d'origine synthétique ou naturelle, les parfums comprennent en général des composés, généralement terpéniques ou aromatiques, choisis parmi les hydrocarbures, les alcools et leurs esters, les aldéhydes, les esters, les acétals et les cétones, ainsi que les composés macrocycliques en C12-C16, les composés hétérocycliques tels que les pyrazines et les indoles, et leurs mélanges. In the context of this description, the term "perfume" is intended to mean a single compound or a mixture of volatile and odoriferous compounds. These compounds are notably listed in the Merck Index, 8th Edition, Merck & Co., Inc. Rahway, NJ These compounds can be of synthetic or natural origin. It may for example be one or more essential oils of plants, chosen for example from Asteraceae, Myrtaceae, Lauraceae, Lamiaceae, Rutaceae and Zingiberaceae, which are usually extracted from any part of these plants by extraction using a supercritical fluid, hydrodistillation, enfleurage, steam distillation or any other process allowing the extraction of fragrant molecules from a plant. Whether they are of synthetic or natural origin, perfumes generally comprise compounds, generally terpene or aromatic, chosen from hydrocarbons, alcohols and their esters, aldehydes, esters, acetals and ketones, as well as C12-C16 macrocyclic compounds, heterocyclic compounds such as pyrazines and indoles, and mixtures thereof.
Les composés parfumants suivants peuvent notamment être utilisés comme parfum dans la présente invention, seuls ou en combinaison : le 2-méthyl butyrate de méthyle ; le 2-méthyl butyrate d'isopropyle ; le 2-méthyl butyrate d'éthyle ; le 2-méthyl pentanoate d'éthyle ; l'heptanoate d'éthyle ; l'octanoate d'éthyle ; l'hexanoate d'isobutyle ; le butyrate d'amyle ; l'heptanoate d'amyle ; l'isobutyrate d'isoamyle ; l'acétate d'hexyle ; le butyrate d'hexyle ; l'isobutyrate d'hexyle ; l'isovalérate d'hexyle ; le propionate d'hexyle ; le 2-cyclohexyl propanoate d'éthyle ; le 3,5,5-triméthyl hexanoate d'éthyle ; le 5 -hydroxy décanoate de glycéryle ; l'acétate de prényle ; le 2-butenyl acétate de méthyle ; le 3-nonénoate de méthyle ; le décénoate d'éthyle ; l'octénoate d'éthyle ; le décadiénoate d'éthyle ; l'octénoate d'éthyle ; l'acétate de citronellyle ; l'isovalerate de 2-hex-l-ènyle; le propionate de 2-hexèn-l-yle ; le valérate de 2-hexènen-l-yle ; le (E)-2-hexènoate de 3-hexèn-l-yle ; le 2-méthyl butyrate de 3-hexèn-l-yle ; l'acétate de 3-hexèn-l-yle ; le benzoate de 3-hexèn-l-yle ; le formate de 3- hexèn-l-yle ; le tiglate de 3-hexèn-l-yle ; le 2-méthyl butyrate de 2-méthyl butyle ; l'isovalérate de butyle ; l'allyl cyclohexane ; le propionate d'allyl cyclohexyle ; le valérate d'allyl cyclohexyle ; l'octanoate de benzyle ; la gamma-décalactone ; la gamma- dodécalactone ; la jasmin lactone ; la jasmolactone ; la nonalactone ; le 6- acétoxydihydrothéaspirane ; l'isobutyrate de phénoxyéthyle ; le pivacyclène ; l'anthranilate de diméthyle ; l'anthranilate de méthyle ; l'octanal ; le nonanal ; le décanal ; le dodécanal ; le méthyl nonyl acétaldéhyde ; le méthyl octyl acétaldéhyde ; le 2,4-hexadiénal ; l'intreleven ; le décèn-l-al ; le nonèn-l-al ; l'aldoxal ; le géraldéhyde ; l'isocyclocitral ; le d-limonène ; le ligustral ; le tridécénal ; le triplai ; le vertoliff ; le cyclal C; l'héliotropine ; le néocaspirène ; le beta naphthol éthyl éther ; le beta naphthol méthyl éther ; le hyacinth éther ; la 2-heptyl cyclopentanone ; l'undecavertol ; le frutonile ; et leurs mélanges. The following perfuming compounds can in particular be used as perfume in the present invention, alone or in combination: methyl 2-methyl butyrate; isopropyl 2-methyl butyrate; ethyl 2-methyl butyrate; ethyl 2-methyl pentanoate; ethyl heptanoate; ethyl octanoate; isobutyl hexanoate; amyl butyrate; amyl heptanoate; isoamyl isobutyrate; hexyl acetate; hexyl butyrate; hexyl isobutyrate; hexyl isovalerate; hexyl propionate; ethyl 2-cyclohexyl propanoate; ethyl 3,5,5-trimethyl hexanoate; glyceryl 5-hydroxy decanoate; prenyl acetate; methyl 2-butenyl acetate; methyl 3-nonenoate; ethyl decenoate; ethyl octenoate; ethyl decadienoate; ethyl octenoate; citronellyl acetate; 2-hex-1-enyl isovalerate; 2-hexen-1-yl propionate; 2-hexenen-1-yl valerate; 3-hexen-1-yl (E)-2-hexenoate; 3-hexen-1-yl 2-methyl butyrate; 3-hexen-1-yl acetate; 3-hexen-1-yl benzoate; 3-hexen-1-yl formate; 3-hexen-1-yl tiglate; 2-methyl butyl 2-methyl butyrate; butyl isovalerate; allyl cyclohexane; allyl cyclohexyl propionate; allyl cyclohexyl valerate; benzyl octanoate; gamma-decalactone; gamma-dodecalactone; jasmine lactone; jasmolactone; nonalactone; 6-acetoxydihydrotheaspiran; phenoxyethyl isobutyrate; pivacyclene; dimethyl anthranilate; methyl anthranilate; octanal; nonanal; the decanal; the dodecanal; methyl nonyl acetaldehyde; methyl octyl acetaldehyde; 2,4-hexadienal; the inteleven; the decen-l-al; nonen-l-al; aldoxal; geraldehyde; isocyclocitral; d-limonene; the ligustral; the tridecenal; the triplay; the vertoliff; Cyclal C; heliotropin; neocaspirene; beta naphthol ethyl ether; beta naphthol methyl ether; hyacinth ether; 2-heptyl cyclopentanone; undecavertol; frutonil; and their mixtures.
En variante, la substance organique selon l'invention peut constituer un agent masqueur d'odeur. De tels agents peuvent notamment être choisis parmi : les aldéhydes saturés éventuellement alcoxylés, tels que le 2-méthylundécanal et le 6-méthoxy-2,6- diméthyloctanal ; les aldéhydes insaturés, tels que 2,6-diméthylhept-5-énal, le 2,4- diméthylcyclohex-3-énecarbaldéhyde, le 4-vinylcyclohex-l-ènecarbaldéhyde et le bicyclo[2.2.2]oct-5-ène-2-carboxaldéhyde ; les aldéhydes aromatiques, tels que le 4- méthylbenzaldéhyde ; les glycolates, tels que l'allyl-2-(isopentyloxy)acétate ; les alcools, tels que le linalool, le nona-2,6-dién-l-ol, le non-6-èn-l-ol, le 2,6-diméthylheptan-2-ol et le cis hex-3-èn-l-ol ; les parfums soufrés tels que le 2-(4-méthylcyclohex-3-èn-l-yl)propane-2- thiol et le 4,7,7-triméthyl-6-thiabicyclo([3.2.1]octane ; les benzodioxépines, telles que la 7- méthyl-2H-benzo[b][l,4]dioxépin-3-4H)-one ; les cétones, telles que la 3-méthyl-2- pentylcyclopent-2-énone et la 2-méthyl-5-(prop-l-èn2-yl)cyclohex-2-énone ; les furanes, tels que le 5-tert-butyl-2-méthyl-5-propyl-2H-furane ; les pyranes, tels que le 4-méthylène- 2-phényltétrahydro-2H-pyrane ; les phénols, tels que l'eugénol (4-allyl-2-méthoxyphénol) ; les esters phénoliques, tels que l'acétate de p-tolyle ; les nitriles, tels que le 4-isopropyl benzonitrile ; les éthers aromatiques, tels que le l-méthoxy-4-propylbenzène ; les esters, tels que l'isobutyrate d'éthyle, l'acétate d'hexényle et l'isovalérate d'éthyle ; les lactones, telles que la 5-pentyldihydrofuran-2(3H)-one ; les anthranilates, tels que le 2-aminobenzoate de méthyle ; les acides carboxyliques, tels que l'acide 2-phénylacétique ; les terpènes, tels que le 7-méthyl-3-méthylèneocta-l,6-diène ; et leurs mélanges. As a variant, the organic substance according to the invention can constitute an odor masking agent. Such agents can in particular be chosen from: saturated aldehydes optionally alkoxylated, such as 2-methylundecanal and 6-methoxy-2,6-dimethyloctanal; unsaturated aldehydes, such as 2,6-dimethylhept-5-enal, 2,4-dimethylcyclohex-3-enecarbaldehyde, 4-vinylcyclohex-1-enecarbaldehyde and bicyclo[2.2.2]oct-5-ene-2 -carboxaldehyde; aromatic aldehydes, such as 4-methylbenzaldehyde; glycolates, such as allyl-2-(isopentyloxy)acetate; alcohols, such as linalool, nona-2,6-dien-l-ol, non-6-en-l-ol, 2,6-dimethylheptan-2-ol, and cis hex-3-en -l-ol; sulfur perfumes such as 2-(4-methylcyclohex-3-en-1-yl)propane-2-thiol and 4,7,7-trimethyl-6-thiabicyclo([3.2.1]octane; benzodioxepins, such as 7-methyl-2H-benzo[b][1,4]dioxepin-3-4H)-one; ketones, such as 3-methyl-2-pentylcyclopent-2-enone and 2-methyl-5-(prop-1-en2-yl)cyclohex-2-enone; furans, such as 5-tert-butyl-2-methyl-5-propyl-2H-furan; pyrans, such as 4-methylene-2-phenyltetrahydro-2H-pyran; phenols, such as eugenol (4-allyl-2-methoxyphenol); phenolic esters, such as p-tolyl acetate; nitriles, such as 4-isopropyl benzonitrile; aromatic ethers, such as 1-methoxy-4-propylbenzene; esters, such as ethyl isobutyrate, hexenyl acetate and ethyl isovalerate; lactones, such as 5-pentyldihydrofuran-2(3H)-one; anthranilates, such as methyl 2-aminobenzoate; carboxylic acids, such as 2-phenylacetic acid; terpenes, such as 7-methyl-3-methyleneocta-1,6-diene; and their mixtures.
Un autre exemple d'agent masqueur d'odeur est constitué d'une combinaison de 1,8-para- menthènethiol et d'acétate de 3-mercaptohexyle ou d'une huile essentielle de Timur (Zanthoxylum armatum) contenant cette combinaison, qui peut être obtenue à partir de toute partie du Timur et notamment de ses feuilles, de son tronc, de ses fruits (baies) ou de leur péricarpe, plus préférentiellement de ses baies. Another example of an odor masking agent consists of a combination of 1,8-paramenthenethiol and 3-mercaptohexyl acetate or an essential oil of Timur (Zanthoxylum armatum) containing this combination, which can be obtained from any part of the Timur and in particular from its leaves, from its trunk, from its fruits (berries) or from their pericarp, more preferably from its berries.
La substance organique peut également être un neutralisateur d’odeur. Le neutralisateur d’odeur peut en particulier être choisi parmi l'acide undécylénique et l'un de ses dérivés. Les dérivés de l'acide undécylénique peuvent avantageusement être choisis parmi : un ester alkylique d'acide undécylénique, en particulier un ester d'alkyle linéaire ou ramifié, substitué ou non substitué, en C1-C12 tel qu'un ester de de méthyle, d'éthyle, de propyle, d'hexyle ou de décyle ; un ester d'acide polyoxyalkylénique, notamment un ester de polyoxyéthylène, polyoxypropylène ou poly(oxyéthylène)(oxypropylène) d'acide undécylénique, renfermant de préférence de 2 à 20 motifs polyoxyalkylène ; un sel d'acide undécylénique, en particulier un sel métallique, tel que les sels de sodium, potassium, magnésium, calcium, zinc ou cuivre ou en variante un sel d'ammonium d'acide undécylénique ; et leurs mélanges. On préfère selon l'invention que l'acide undécylénique ou l'un de ses dérivés soit un ester alkylique d'acide undécylénique, en particulier l'undécylénate de méthyle. The organic substance can also be an odor neutralizer. The odor neutralizer can in particular be chosen from undecylenic acid and one of its derivatives. The derivatives of undecylenic acid can advantageously be chosen from: an alkyl ester of undecylenic acid, in particular a linear or branched, substituted or unsubstituted, C1-C12 alkyl ester such as a methyl ester, ethyl, propyl, hexyl or decyl; a polyoxyalkylenic acid ester, in particular a polyoxyethylene, polyoxypropylene or poly(oxyethylene)(oxypropylene) ester of undecylenic acid, containing preferably from 2 to 20 polyoxyalkylene units; a salt of undecylenic acid, in particular a metal salt, such as the sodium, potassium, magnesium, calcium, zinc or copper salts or alternatively an ammonium salt of undecylenic acid; and their mixtures. It is preferred according to the invention for the undecylenic acid or one of its derivatives to be an alkyl ester of undecylenic acid, in particular methyl undecylenate.
La substance organique (a) est solubilisée dans un solvant particulier (b), ce solvant comprenant une combinaison de succinate de diéthyle et de succinate de diisopropyle. The organic substance (a) is dissolved in a particular solvent (b), this solvent comprising a combination of diethyl succinate and diisopropyl succinate.
Ladite composition peut comprendre de 0,001% en poids à 95% en poids, de préférence de 1% en poids à 60% en poids, plus préférentiellement de 5 % à 30 % en poids, de ladite substance organique (a). Said composition may comprise from 0.001% by weight to 95% by weight, preferably from 1% by weight to 60% by weight, more preferably from 5% to 30% by weight, of said organic substance (a).
Ladite composition peut comprendre de 5% en poids à 99,999% en poids, de préférence de 40% en poids à 99% en poids, plus préférentiellement de 70 % à 95 % en poids dudit solvant (b). Said composition may comprise from 5% by weight to 99.999% by weight, preferably from 40% by weight to 99% by weight, more preferably from 70% to 95% by weight of said solvent (b).
Le rapport en poids de la substance organique (a) au solvant (b) peut être de 0,001 :99, 999 à 95:5, de préférence de 1 :99 à 60:40, plus préférentiellement de 5:95 à 30:70. The weight ratio of organic substance (a) to solvent (b) may be 0.001:99, 999 to 95:5, preferably 1:99 to 60:40, more preferably 5:95 to 30:70 .
Le rapport en poids du succinate de diéthyle au succinate de diisopropyle peut être de 1 :99 à 99: 1, de préférence de 5:95 à 95:5, plus préférentiellement de 10:90 à 90: 10, mieux encore de 20:80 à 80:20. The weight ratio of diethyl succinate to diisopropyl succinate may be 1:99 to 99:1, preferably 5:95 to 95:5, more preferably 10:90 to 90:10, more preferably 20: 80 to 80:20.
La composition (ou ledit solvant (b)) peut comprendre en outre d’autres solvants, tels que ceux utilisés classiquement dans les compositions parfumantes ou désodorisantes. De tels solvants peuvent notamment être utilisés pour améliorer la solubilisation de ladite substance organique. Des exemples de tels solvants sont notamment les alcools aliphatiques linéaires ou ramifiés ayant 1 à 8 atomes de carbone, les diols aliphatiques linéaires ou ramifiés ayant 2 à 8 atomes de carbone, leurs esters (notamment, les acétates ou propanoates desdits alcools ou diols), les éthers ou polyéthers aliphatiques linéaires ou ramifiés ayant 2 à 8 atomes de carbone (et ayant éventuellement un ou plusieurs groupes -OH), ou leurs mélanges. Dans un mode particulier, ces autres solvants sont choisis parmi l’éthanol, le diméthyl isosorbide, l’isopropylidène glycérol, le carbitol, l’acétate du dipropylène glycol méthyl éther, le 3- méthoxy-3-méthyl-l -butanol, et leurs mélanges. Ladite composition peut comprendre de 0,1% en poids à 10% en poids, de préférence de 1% en poids à 5% en poids desdits autres solvants. The composition (or said solvent (b)) may also comprise other solvents, such as those conventionally used in perfuming or deodorizing compositions. Such solvents can in particular be used to improve the solubilization of said organic substance. Examples of such solvents are in particular linear or branched aliphatic alcohols having 1 to 8 carbon atoms, linear or branched aliphatic diols having 2 to 8 carbon atoms, their esters (in particular, the acetates or propanoates of said alcohols or diols), linear or branched aliphatic ethers or polyethers having 2 to 8 carbon atoms (and optionally having one or more —OH groups), or mixtures thereof. In a particular mode, these other solvents are chosen from ethanol, dimethyl isosorbide, isopropylidene glycerol, carbitol, dipropylene glycol methyl ether acetate, 3-methoxy-3-methyl-l-butanol, and mixtures thereof . Said composition may comprise from 0.1% by weight to 10% by weight, preferably from 1% by weight to 5% by weight, of said other solvents.
Dans un mode de réalisation particulier, ledit solvant (b) comprend en outre de l’éthanol. Plus particulièrement, ledit solvant (b) peut être constitué de succinate de diéthyle, de succinate de diisopropyle, et éventuellement d’éthanol. Ladite composition peut comprendre de 0,1% en poids à 10% en poids, de préférence de 1% en poids à 5% en poids d’éthanol. In a particular embodiment, said solvent (b) further comprises ethanol. More particularly, said solvent (b) may consist of diethyl succinate, diisopropyl succinate, and optionally ethanol. Said composition may comprise from 0.1% by weight to 10% by weight, preferably from 1% by weight to 5% by weight, of ethanol.
Dans un autre mode de réalisation particulier, ledit solvant (b) comprend en outre du diméthyl isosorbide. Plus particulièrement, ledit solvant (b) peut être constitué de succinate de diéthyle, de succinate de diisopropyle, et éventuellement de diméthyl isosorbide. Ladite composition peut comprendre de 0,1% en poids à 10% en poids, de préférence de 1% en poids à 5% en poids de diméthyl isosorbide. In another particular embodiment, said solvent (b) further comprises dimethyl isosorbide. More particularly, said solvent (b) may consist of diethyl succinate, diisopropyl succinate, and optionally dimethyl isosorbide. Said composition may comprise from 0.1% by weight to 10% by weight, preferably from 1% by weight to 5% by weight, of dimethyl isosorbide.
Dans une forme d'exécution particulière de l'invention, la substance organique, le solvant, et éventuellement lesdits autres solvants, représentent au moins 50%, plus préférentiellement au moins 70%, mieux, au moins 90%, encore mieux, au moins 95% du poids de la composition. Plus particulièrement, la composition n'est constituée que du solvant, de la substance organique, et éventuellement desdits autres solvants. En variante, la composition peut comprendre en outre un ou plusieurs additifs choisis parmi les anti-oxydants, les antifongiques, les conservateurs, les colorants, les pigments, les stabilisants à la lumière, les agents de viscosité tels que les gélifiants et/ou épaississants et les cires, les tensioactifs, les absorbeurs d'odeurs tels que des zéolithes, des cyclodextrines, de la silice, des aluminosilicates ou du charbon actif, , des gaz propulseurs et leurs mélanges, sans que cette liste ne soit limitative, pour autant que ces constituants ne nuisent pas aux propriétés parfumantes ou désodorisantes de la composition selon l'invention. La composition de l’invention peut être préparée par simple mélange de ses constituants à température ambiante (notamment, entre 15 °C et 35 °C), généralement sous agitation. L’invention concerne également l’utilisation de la composition désodorisante ou parfumante de l’invention, pour parfumer l'atmosphère ou un substrat ou pour l'élimination des mauvaises odeurs. Ces mauvaises odeurs peuvent être tout type de mauvaises odeurs, par exemples des odeurs indolées, aminées (par exemple, l'ammoniac et le skatole), thiolées (par exemple, le trisulfure de diméthyle ou le thiophénol) ou acides (par exemple, l'acide isovalérique). In a particular embodiment of the invention, the organic substance, the solvent, and optionally said other solvents, represent at least 50%, more preferably at least 70%, better, at least 90%, even better, at least 95% of the weight of the composition. More particularly, the composition consists only of the solvent, of the organic substance, and optionally of said other solvents. As a variant, the composition may also comprise one or more additives chosen from antioxidants, antifungals, preservatives, dyes, pigments, light stabilizers, viscosity agents such as gelling agents and/or thickeners. and waxes, surfactants, odor absorbers such as zeolites, cyclodextrins, silica, aluminosilicates or activated carbon, propellants and mixtures thereof, without this list being exhaustive, provided that these constituents do not harm the perfuming or deodorizing properties of the composition according to the invention. The composition of the invention can be prepared by simple mixing of its constituents at ambient temperature (in particular, between 15° C. and 35° C.), generally with stirring. The invention also relates to the use of the deodorizing or perfuming composition of the invention, for perfuming the atmosphere or a substrate or for eliminating bad odors. These malodors can be any type of malodors, for example indole, amino (for example, ammonia and skatole), thiolated (for example, dimethyl trisulfide or thiophenol) or acid (for example, l isovaleric acid).
La composition désodorisante ou parfumante selon l'invention peut servir à parfumer et/ou réduire les mauvaises odeurs dans tout type d'environnement dans lequel elle est appliquée, notamment sur le corps ou dans des locaux à usage domestique, commercial ou industriel. En variante, cette composition peut être combinée à des produits malodorants en eux-mêmes ou susceptibles de générer de mauvaises odeurs lors de leur utilisation. The deodorizing or perfuming composition according to the invention can be used to perfume and/or reduce bad odors in any type of environment in which it is applied, in particular on the body or in premises for domestic, commercial or industrial use. As a variant, this composition can be combined with malodorous products in themselves or capable of generating bad odors during their use.
Un autre objet de l’invention concerne l’utilisation de la composition précitée dans la fabrication d'un produit désodorisant ou parfumant. Ce produit désodorisant ou parfumant peut notamment se présenter sous forme d'aérosol, de bougie, de diffuseur de parfum à mèche, à bâtonnets ou électrique, ou d'un article constitué d'un matériau polymérique solide, notamment d'un élastomère de silicone. Le matériau polymérique solide peut également être un matériau cellulosique, tel que du papier ou du bois. Another object of the invention relates to the use of the aforementioned composition in the manufacture of a deodorant or perfuming product. This deodorizing or perfuming product may in particular be in the form of an aerosol, a candle, a wick, stick or electric fragrance diffuser, or an article consisting of a solid polymeric material, in particular a silicone elastomer. . The solid polymeric material can also be a cellulosic material, such as paper or wood.
Ce produit peut en particulier être un produit destiné à être utilisé comme désodorisant d'intérieur et/ou de textiles. La composition peut dans ce cas comprendre différents constituants permettant notamment au produit la contenant de se présenter sous une forme adaptée à son usage. This product can in particular be a product intended to be used as an interior and/or textile deodorant. The composition may in this case comprise various constituents allowing in particular the product containing it to be in a form suitable for its use.
Dans une forme d'exécution particulière, la composition désodorisante ou parfumante de l’invention peut être imprégnée dans un article constitué d'un matériau polymérique solide, généralement d'un élastomère de silicone, comme décrit dans le document WO 2019/137894. L'article obtenu peut par exemple se présenter sous forme d'anneau, de galet, de boule, de cube, de cylindre, de dôme ou de pyramide adaptés à être posés ou suspendus en vue de désodoriser l'atmosphère ou à être introduits dans le tambour d'une machine à laver. Dans une autre forme d'exécution, la composition désodorisante ou parfumante selon l'invention peut être incorporée à un article absorbant, tel qu'une couche pour bébé, et en particulier dans le noyau absorbant et/ou l'une au moins des couches non tissées et/ou des films plastiques constituant les couches supérieure et inférieure du produit absorbant et/ou au sein d'élastiques. In a particular embodiment, the deodorizing or perfuming composition of the invention can be impregnated in an article made of a solid polymeric material, generally a silicone elastomer, as described in document WO 2019/137894. The article obtained can for example be in the form of a ring, a pebble, a ball, a cube, a cylinder, a dome or a pyramid adapted to be placed or suspended with a view to deodorizing the atmosphere or to be introduced into the drum of a washing machine. In another embodiment, the deodorizing or perfuming composition according to the invention can be incorporated into an absorbent article, such as a baby's diaper, and in particular into the absorbent core and/or at least one of the diapers nonwovens and/or plastic films constituting the upper and lower layers of the absorbent product and/or within elastics.
Dans une forme d'exécution préférée de l'invention, le produit désodorisant ou parfumant est un diffuseur à bâtonnets. Un tel diffuseur à bâtonnets comprend typiquement un récipient contenant la composition désodorisante ou parfumante de l’invention, et au moins un bâtonnet, notamment quatre, cinq, six, sept, huit ou dix bâtonnets, partiellement immergé(s) dans la composition. Le récipient peut en particulier être en verre, en plastique, ou en céramique, et avoir n’importe quelle forme adaptée à cette utilisation. Avantageusement, les bâtonnets sont en bois, bois flotté, bambou, rotin, ou paille, de préférence en rotin. In a preferred embodiment of the invention, the deodorizing or perfuming product is a stick diffuser. Such a stick diffuser typically comprises a container containing the deodorizing or perfuming composition of the invention, and at least one stick, in particular four, five, six, seven, eight or ten sticks, partially immersed in the composition. The container may in particular be made of glass, plastic, or ceramic, and have any shape suitable for this use. Advantageously, the sticks are made of wood, driftwood, bamboo, rattan, or straw, preferably rattan.
L’invention sera mieux comprise à la lumière des exemples suivants, qui sont donnés à titre purement illustratif et n’ont pas pour but de limiter la portée de l’invention, définie par les revendications annexées. The invention will be better understood in the light of the following examples, which are given for purely illustrative purposes and are not intended to limit the scope of the invention, defined by the appended claims.
EXEMPLES EXAMPLES
Exemple 1 : Détermination du temps d’évaporation d’une composition parfumante ou désodorisante de l’invention Example 1: Determination of the evaporation time of a perfuming or deodorizing composition of the invention
On a préparé diverses compositions constituées des ingrédients suivants en proportions variables : Various compositions were prepared consisting of the following ingredients in varying proportions:
- un parfum : “Chenewood olivier SSPS”, - a perfume: “Chenewood olivier SSPS”,
- du succinate de diéthyle (DES), - diethyl succinate (DES),
- du succinate de diisopropyle (DIPS), et - diisopropyl succinate (DIPS), and
- éventuellement, de l’éthanol. Ces compositions ont été disposées chacune dans un flacon dans lequel on a partiellement immergé 6 bâtonnets en rotin. Le temps d'évaporation du parfum a été évalué par suivi de perte de masse, mesuré tous les 3 jours jusqu’à évaporation complète du mélange. Les résultats de ce test sont présentés dans le Tableau 1 ci-dessous. - optionally, ethanol. These compositions were each placed in a bottle in which 6 rattan sticks were partially immersed. The evaporation time of the perfume was evaluated by monitoring the loss of mass, measured every 3 days until complete evaporation of the mixture. The results of this test are shown in Table 1 below.
Tableau 1
Figure imgf000011_0001
Table 1
Figure imgf000011_0001
Les résultats du Tableau 1 montrent qu’un solvant comprenant un mélange de DES et DIPS (entrées 2-3 ; 7-8) réduit plus significativement le temps d’évaporation d’un parfum que chacun de DES (entrées 5 et 9) et DIPS (entrées 1 et 6) considérés séparément. Cette réduction du temps d’évaporation se traduit par une augmentation de la perception olfactive du parfum et/ou un masquage plus rapide des mauvaises odeurs. Par ailleurs, l’ajout d’éthanol permet de réduire davantage ce temps d’évaporation (entrée 4). The results in Table 1 show that a solvent comprising a mixture of DES and DIPS (entries 2-3; 7-8) reduces the evaporation time of a perfume more significantly than each of DES (entries 5 and 9) and DIPS (inputs 1 and 6) considered separately. This reduction in evaporation time results in an increase in the olfactory perception of the perfume and/or faster masking of bad smells. Moreover, the addition of ethanol makes it possible to further reduce this evaporation time (entry 4).
Exemple 2 (Comparatif) : Détermination du temps d’évaporation de compositions désodorisantes ou parfumantes comprenant d’autres solvants Example 2 (Comparative): Determination of the Evaporation Time of Deodorant or Perfuming Compositions Comprising Other Solvents
On a préparé diverses compositions constituées des ingrédients suivants : Various compositions were prepared consisting of the following ingredients:
- 10 % en poids d’un parfum : “Chenewood olivier SSPS”, et - 10% by weight of a perfume: “Chenewood olivier SSPS”, and
- 90 % en poids d’un solvant choisi parmi l’isopropylidène glycérol, le carbitol, l’acétate du dipropylène glycol méthyl éther (Dowanol™ DPMA), le 3 -méthoxy-3-méthyl-l -butanol (MMB), et le diméthyl isosorbide (DMI). Le temps d’évaporation pour ces compositions a été déterminé selon la méthode décrite à T Exemple 1. - 90% by weight of a solvent chosen from isopropylidene glycerol, carbitol, dipropylene glycol methyl ether acetate (Dowanol™ DPMA), 3-methoxy-3-methyl-l-butanol (MMB), and dimethyl isosorbide (DMI). The evaporation time for these compositions was determined according to the method described in Example 1.
Tableau 2
Figure imgf000012_0001
Table 2
Figure imgf000012_0001
Les résultats du Tableau 2 montrent que les temps d’évaporation d’un parfum obtenus avec un solvant comprenant du DIPS et du DES (entrées 2 et 3 du Tableau 1) sont nettement inférieurs à ceux obtenus avec les solvants de parfums connus de l’homme du métier. The results in Table 2 show that the evaporation times of a perfume obtained with a solvent comprising DIPS and DES (entries 2 and 3 of Table 1) are significantly lower than those obtained with the perfume solvents known to the man of the trade.
Exemple 3 : Impact sur le temps d'évaporation de compositions renfermant d'autres solvants Example 3 Impact on the Evaporation Time of Compositions Containing Other Solvents
On a préparé une composition constituée des ingrédients suivants : A composition was prepared consisting of the following ingredients:
- 10 % en poids d’un parfum : “Chenewood olivier SSPS”, - 10% by weight of a perfume: “Chenewood olivier SSPS”,
- 76,5 % en poids de succinate de diéthyle, - 76.5% by weight of diethyl succinate,
- 8,5 % en poids de succinate de diisopropyle, et - 8.5% by weight of diisopropyl succinate, and
- 5 % en poids diméthyl isosorbide. - 5% by weight dimethyl isosorbide.
Le temps d’évaporation pour cette composition a été déterminé selon la méthode décrite à T Exemple 1. The evaporation time for this composition was determined according to the method described in Example 1.
Tableau 3
Figure imgf000012_0002
Le Tableau 3 montre que le temps d’évaporation d’une composition comprenant, comme solvants, du DMI et une combinaison de DES et de DIPS est nettement inférieur à celui d’une composition comprenant uniquement du DMI. Table 3
Figure imgf000012_0002
Table 3 shows that the evaporation time of a composition comprising, as solvents, DMI and a combination of DES and DIPS is markedly lower than that of a composition comprising only DMI.
L’ajout de la combinaison du DES et du DIPS dans une composition comprenant un autre solvant (ici, le DMI) permet donc une augmentation de l’efficacité désodorisante ou parfumante de cette composition. The addition of the combination of DES and DIPS in a composition comprising another solvent (here, DMI) therefore allows an increase in the deodorizing or perfuming effectiveness of this composition.
Exemple 4 : Composition désodorisante ou parfumante selon l’invention Example 4: Deodorizing or perfuming composition according to the invention
Les 3 compositions décrites dans le tableau 4 ont été préparées. Celles-ci renferment une combinaison de DES et DIPS, ainsi que les substances organiques suivantes : l’undécylénate de méthyle (UDM), le 1,8-para-menthènethiol (1,8-PMT) et l’acétate de 3-mercaptohexyle (3-HMA). La composition 2 renferme en outre de l’éthanol, et la composition 3 renferme en outre du diméthyl isosorbide (DMI). The 3 compositions described in Table 4 were prepared. These contain a combination of DES and DIPS, as well as the following organic substances: methyl undecylenate (UDM), 1,8-para-menthenethiol (1,8-PMT) and 3-mercaptohexyl acetate (3-HMA). Composition 2 additionally contains ethanol, and composition 3 additionally contains dimethyl isosorbide (DMI).
Tableau 4
Figure imgf000013_0001
Table 4
Figure imgf000013_0001

Claims

REVENDICATIONS
1. Composition désodorisante ou parfumante comprenant : 1. Deodorizing or perfuming composition comprising:
(a) une substance organique volatile choisie parmi les parfums, les neutralisateurs d’odeurs, les masqueurs d’odeur, et leurs mélanges, et (a) a volatile organic substance selected from perfumes, odor neutralizers, odor maskers, and mixtures thereof, and
(b) un solvant comprenant du succinate de diéthyle et du succinate de diisopropyle. (b) a solvent comprising diethyl succinate and diisopropyl succinate.
2. Composition selon la revendication 1, dans laquelle ladite composition comprend de 0,001% en poids à 95% en poids, de préférence de 1% en poids à 60% en poids, plus préférentiellement de 5 % à 30 % en poids, de ladite substance organique volatile. 2. Composition according to claim 1, in which said composition comprises from 0.001% by weight to 95% by weight, preferably from 1% by weight to 60% by weight, more preferably from 5% to 30% by weight, of said volatile organic substance.
3. Composition selon la revendication 1 ou 2, dans laquelle ladite composition comprend de 5% en poids à 99,999% en poids, de préférence de 40% en poids à 99% en poids, plus préférentiellement de 70 % à 95 % en poids dudit solvant. 3. Composition according to claim 1 or 2, in which said composition comprises from 5% by weight to 99.999% by weight, preferably from 40% by weight to 99% by weight, more preferably from 70% to 95% by weight of said solvent.
4. Composition selon l'une quelconque des revendications 1 à 3, dans laquelle le rapport en poids du succinate de diéthyle au succinate de diisopropyle est de 1 :99 à 99: 1, de préférence de 5:95 à 95:5, plus préférentiellement de 10:90 à 90: 10, mieux encore de 20:80 à 80:20. 4. A composition according to any one of claims 1 to 3, wherein the weight ratio of diethyl succinate to diisopropyl succinate is 1:99 to 99:1, preferably 5:95 to 95:5, plus preferably from 10:90 to 90:10, better still from 20:80 to 80:20.
5. Composition selon l'une quelconque des revendications 1 à 4, dans lequel ledit solvant (b) comprend en outre de l’éthanol. 5. Composition according to any one of claims 1 to 4, wherein said solvent (b) further comprises ethanol.
6. Composition selon l'une quelconque des revendications 1 à 5, dans laquelle ladite composition comprend de 0,1% en poids à 10% en poids, de préférence de 1% en poids à 5% en poids d’éthanol. 6. Composition according to any one of claims 1 to 5, in which said composition comprises from 0.1% by weight to 10% by weight, preferably from 1% by weight to 5% by weight, of ethanol.
7. Composition selon l'une quelconque des revendications 1 à 6, dans lequel ledit solvant (b) comprend en outre du diméthyl isosorbide. 7. Composition according to any one of claims 1 to 6, wherein said solvent (b) further comprises dimethyl isosorbide.
8. Composition selon l'une quelconque des revendications 1 à 7, dans laquelle ladite composition comprend de 0,1% en poids à 10% en poids, de préférence de 1% en poids à 5% en poids du diméthyl isosorbide. 8. Composition according to any one of claims 1 to 7, in which said composition comprises from 0.1% by weight to 10% by weight, preferably from 1% by weight to 5% by weight, of dimethyl isosorbide.
9. Utilisation d'une composition selon l'une quelconque des revendications 1 à 8, pour parfumer l'atmosphère ou un substrat ou pour l'élimination des mauvaises odeurs. 9. Use of a composition according to any one of claims 1 to 8, for perfuming the atmosphere or a substrate or for eliminating bad odors.
10. Utilisation d'une composition selon l'une quelconque des revendications 1 à 8, dans la fabrication d'un produit désodorisant ou parfumant. 10. Use of a composition according to any one of claims 1 to 8, in the manufacture of a deodorant or perfuming product.
11. Produit désodorisant ou parfumant sous forme d'aérosol, de bougie, de diffuseur de parfum à mèche, à bâtonnets ou électrique, ou d'un article constitué d’un matériau polymérique solide, en particulier un élastomère de silicone, contenant une composition telle que définie dans l'une quelconque des revendications 1 à 8. 11. Deodorizing or perfuming product in the form of an aerosol, candle, wick, stick or electric fragrance diffuser, or an article made of a solid polymeric material, in particular a silicone elastomer, containing a composition as defined in any one of claims 1 to 8.
12. Produit désodorisant ou parfumant selon la revendication 11, sous forme de diffuseur à bâtonnets. 12. Deodorizing or perfuming product according to claim 11, in the form of a stick diffuser.
PCT/EP2021/081708 2020-11-16 2021-11-15 Deodorising or fragrancing composition comprising an organic substance and a solvent comprising diethyl succinate and diisopropyl succinate WO2022101479A1 (en)

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JPH02276964A (en) * 1988-12-28 1990-11-13 Earth Chem Corp Ltd Time indicator and evaporator
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WO2002040587A1 (en) 2000-11-15 2002-05-23 New Japan Chemical Co., Ltd. Dibenzylidenesorbitol composition and polyolefin resin composition containing the same
US20160376523A1 (en) 2015-06-29 2016-12-29 Takasago International Corporation (Usa) Musk compositions and methods of use thereof
WO2017015408A1 (en) 2015-07-20 2017-01-26 Takasago International Corporation Hygiene fragrance compositions
WO2019137894A1 (en) 2018-01-11 2019-07-18 Jafer Enterprises R&D Sl Solid polymeric material impregnated with a volatile organic substance and a specific ester and uses of same

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH02276964A (en) * 1988-12-28 1990-11-13 Earth Chem Corp Ltd Time indicator and evaporator
JP2001151622A (en) * 1999-09-17 2001-06-05 Kanebo Ltd Refreshing agent composition
WO2002040587A1 (en) 2000-11-15 2002-05-23 New Japan Chemical Co., Ltd. Dibenzylidenesorbitol composition and polyolefin resin composition containing the same
US20160376523A1 (en) 2015-06-29 2016-12-29 Takasago International Corporation (Usa) Musk compositions and methods of use thereof
WO2017015408A1 (en) 2015-07-20 2017-01-26 Takasago International Corporation Hygiene fragrance compositions
WO2019137894A1 (en) 2018-01-11 2019-07-18 Jafer Enterprises R&D Sl Solid polymeric material impregnated with a volatile organic substance and a specific ester and uses of same

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