Fragrance composition and application thereof

Abstract

In accordance with various embodiments, a fragrance composition includes less than or equal to 2 wt% of glucam. The aromatic composition further comprises an aromatic component; the aromatic component comprises d-limonene (with the CAS number of 5989 to 27 to 5), indole (with the CAS number of 120 to 72 to 9), thuja cedrene (with the CAS number of 470 to 40 to 6), alpha-cedrene (with the CAS number of 469 to 61 to 4), beta-cedrene (with the CAS number of 546 to 28 to 1), beta ionone (with the CAS number of 14901 to 07 to 6), methyl anthranilate (with the CAS number of 134 to 20 to 3), cedrol (with the CAS number of 67874 to 81 to 1), cyclamen aldehyde (with the CAS number of 103 to 95 to 7), Ambroxan (with the CAS number of 6790 to 58 to CAS numbering 30772-69-1), polywood (CAS numbering 98676-96-1), ethoxymethoxycycloundecane (CAS numbering 58567-11-6), alpha-iso-methyl ionone (CAS numbering 127-51-5), helional (CAS numbering 1205-17-0), Cismeran (CAS numbering 33704-61-9), Magnolan (CAS numbering 27606-09-3), vanillin (CAS numbering 121-33-5), cedryl acetate (CAS numbering 77-54-3), amyl salicylate (CAS numbering 2050-08-0), and coumarin (CAS) Ethyl vanillin (CAS number 121-32-4), Hedione (CAS number 24851-98-7), Sandalore (CAS number 65113-99-7), cedrol (CAS number 77-53-2), Iso E Super (CAS number 54464-57-2), Norlimbol (CAS number 70788-30-6), ebonol (Ebanol) (CAS number 67801-20-1), acdanol (CAS number 28219-61-6), patchouli alcohol (CAS number 5986-55-0), Firsantol (CAS number 104864-90-6) and Polys (CAS number 104864-90-6)

Description

[0001] Priority Declaration

[0002] This patent application claims the benefit of priority of French application serial number 2214041, filed on December 21, 2022, which is incorporated herein by reference in its entirety. Technical Field

[0003] The subject matter of the invention herein relates to the field of perfumery. Specifically, the invention provides compositions comprising a fragrance material and at least one substantially odorless aroma modulator to produce a highly stable, architecturally driven fragrance profile, wherein the compositions are used in excess relative to the base note profile without being perceived as overpowering by a panel of expert or professional evaluators or by an individual expert or professional evaluator. The invention also relates to methods of making and using the compositions. Background Art

[0004] Flavoring can comprise the fragrance component that can be partly classified according to its volatility. Accordingly, these fragrance components can be referred to as high, medium or low volatility fragrance component.Different fragrances can be led by any one or more components in these components so that the user may have different perceptions to a kind of fragrance.In addition, although low volatility aroma can exist relatively long time period, the composition comprising the specific low and medium volatility fragrance material (for example, excessive) of higher amount may be considered to have strong and undesirable perception in the eyes of expert or professional assessor group or individuation expert or professional assessor.When low and medium volatility fragrance material is natural material or comprises natural material, this may be especially outstanding. Summary of the Invention

[0005] According to various embodiments, a fragrance composition includes less than or equal to 2 wt % glucam. The fragrance composition further includes a fragrance component, wherein the fragrance component includes d-limonene (CAS No. 5989-27-5), indole (CAS No. 120-72-9), cedrene (CAS No. 470-40-6), α-cedrene (CAS No. 469-61-4), β-cedrene (CAS No. 546-28-1), β-ionone (CAS No. 14901-07-6), methyl anthranilate (CAS No. 134-20-3), cedrene methyl ether (CAS No. 67874-81-1), cyperaldehyde (CAS No. 103-95-7), ambroxan (CAS No. 6790-58-5), mysore acetate (CAS No. 30772-69-1), Polywood (CAS No. 98676-96-1), ethoxymethoxycycloundecane (Boisambrene forte) (CAS No. 58567-11-6), α-isomethyl ionone (CAS No. 127-51-5), neoheliotrope (CAS No. 1205-17-0), cashmeran (CAS No. 33704-61-9), magnolan (CAS No. 27606-09-3), vanillin (CAS No. 121-33-5), cedarwood acetate (CAS No. 7 7-54-3), Amyl Salicylate (CAS No. 2050-08-0), Coumarin (CAS No. 91-64-5), Javanol (CAS No. 198404-98-7), Ethyl Vanillin (CAS No. 121-32-4), Hedione (CAS No. 24851-98-7), Sandalore (CAS No. 65113-99-7), Cedrol (CAS No. 77-53-2), Iso E Super (CAS No. 54464-57-2), Norlimbanol (CAS No. 70788-30-6), Ebanol (CAS No. 67801-20-1), Bacdanol (CAS No. 28219-61-6), Patchouliol (CAS No. 5986-55-0), Firsantol (CAS No. 104864-90-6), Polysantol (CAS No. 107898-54-4), Vertofix (CAS No. 32388-55-9), α-santalol (CAS No. 115-71-9), β-santalol (CAS No. 77-42-9), or mixtures thereof.

[0006] According to some embodiments, at least one of the low volatility fragrance material, the medium volatility fragrance material, and the high volatility fragrance material is present in the fragrance component for a longer period of time than a corresponding fragrance component without the substantially non-odorous fragrance modulator.

[0007] There are many non-limiting reasons for using the composition of the present disclosure. For example, according to various embodiments, the characteristics of the composition can provide a rule that objectively classifies fragrance materials according to their volatility using the vapor pressure limited at a suitable temperature rather than according to their fragrance type. The operation of the objective rule has nothing to do with the perfumer who performs the classification. In particular, the rule classifies fragrance materials into low, medium or high volatility fragrance materials to be deployed into fragrance mixtures. In addition, according to some embodiments, the presence of a regulator can allow such a composition, wherein the perception of an expert or professional evaluator group or an individual expert or professional evaluator is driven by medium and low volatility fragrance materials. According to some embodiments, the regulator allows excessive use of at least one of the low and medium volatility fragrance materials. "Excessive use" refers to any one or both of the medium volatility or low volatility materials that can account for more than 30wt% of the fragrance component. Alternatively, the fragrance component can include a variety of high or medium volatility materials. In these cases, individual high or low volatility materials can exist in an amount greater than the corresponding material in traditional fragrances-therefore constituting an excessive amount. It is worth noting that, according to some embodiments, the typical potency of a high content of a low volatility fragrance material, as perceived by an expert or professional evaluator panel or individual expert or professional evaluator, can be at least partially minimized by the presence of a conditioning agent. This can be particularly pronounced in some embodiments where the low volatility fragrance material is a natural material and is used in excess, resulting in a potency that is unacceptable to the expert or professional evaluator panel or individual expert or professional evaluator. DETAILED DESCRIPTION

[0008] definition

[0009] As used herein, articles such as "a" and "an" when used in the claims should be understood to mean one or more of what is claimed or described.

[0010] As used herein, the terms "include," "includes," and "including" are intended to be non-limiting.

[0011] As used herein, the term "body spray" refers to a body care formulation that is applied to the body. Typically, body sprays are applied to the body after bathing and provide a light fragrance to the body. Body sprays are often used by consumers who prefer less intense fragrance compositions. The body spray may comprise an ethanol-free composition according to the present invention, comprising 0.2-8 wt% of a fragrance component, relative to the total weight of the composition. The body spray may further comprise an alkyl polyglucoside as a nonionic surfactant.

[0012] As used herein, the term "body spray" refers to a formulation containing a fragrance material that is intended to be applied to the body to prevent or mask body odor caused by bacterial decomposition of sweat on the body (e.g., armpits, feet, and other parts of the body). Body sprays can also provide a fragrance expression to the consumer. Typically, the body spray composition is applied to the skin of the consumer in an effective amount as an aerosol spray.

[0013] As used herein, the term "composition" includes a fine fragrance composition intended to be applied to a body surface such as skin or hair to, for example, impart a pleasant odor or cover an unpleasant odor. They are typically in the form of a fragrance concentrate, perfume, eau de toilette, eau de parfum, aftershave, or cologne. Fine fragrance compositions can be ethanol-based compositions. The term "composition" also includes cosmetic compositions comprising fragrance materials for the purpose of delivering a pleasant odor to encourage consumers to accept the cosmetic composition. The term "composition" also includes body sprays or body sprays. The term "composition" also includes cleaning compositions such as fabric care compositions or home care compositions, including air care compositions (e.g., air fresheners) for use on clothing or other substrates such as hard surfaces (e.g., tableware, floors, countertops). Other non-limiting examples of "compositions" also include face or body powders, deodorants, foundations, body / facial oils, mousses, creams (e.g., cold creams), waxes, sunscreens and sunscreens, bath and shower gels, lipsticks, self-tanning compositions, facial masks, and patches.

[0014] As used herein, the term "consumer" refers to the user of the composition and observers near or around the user.

[0015] As used herein, the terms "fragrance material" and "fragrance material" refer to a fragrance raw material ("PRM") or a mixture of fragrance raw materials ("PRMs") that is used to impart an overall pleasant odor or fragrance profile to a composition. "Fragrance material" can encompass any suitable fragrance raw material for fragrance applications, including materials such as alcohols, aldehydes, ketones, esters, ethers, acetates, nitriles, terpene hydrocarbons, nitrogen- or sulfur-containing heterocyclic compounds, and essential oils. However, naturally occurring plant and animal oils and secretions containing complex mixtures of various chemical components are also known to be used as "fragrance materials." Individual fragrance raw materials, including known natural oils, can be found by reference to periodicals commonly used by those skilled in the art, such as "Perfume and Flavourist" or "Journal of Essential Oil Research," or are listed in reference books such as S. Arctander, Perfume and Flavor Chemicals, 1969, Montclair, New Jersey, USA, and more recently published books by Allured Publishing Corporation Illinois (1994). In addition, some fragrance raw materials are provided as mixtures in the form of proprietary blends by fragrance manufacturers (Firmenich, International Flavors & Fragrances, Givaudan, Symrise). Non-limiting examples of fragrance materials that can be used herein include fragrance precursors (pro-fragrances) such as acetal fragrance precursors, ketal fragrance precursors, ester fragrance precursors, hydrolyzable inorganic-organic fragrance precursors, and mixtures thereof. The fragrance material can be released from the fragrance precursor in a variety of ways. For example, the fragrance can be released by simple hydrolysis, or by shifting the equilibrium reaction, or by pH changes, or by enzymatic release.

[0016] As used herein, the term "fragrance profile" refers to a description of how the human nose perceives a fragrance at any given moment. A fragrance profile can change over time. This is the result of the combination of low-, medium-, and high-volatility fragrance materials (if present) in a fragrance. A fragrance profile consists of two characteristics: "intensity" and "note." "Intensity" refers to the perceived intensity, while "note" refers to the odor impression or quality of the fragrance, for example, fruity, floral, woody, etc.

[0017] As used herein, the terms "modifier" and "fragrance modifier" are used interchangeably to refer to an agent that has the ability to affect the fragrance profile, such as, for example, by affecting the evaporation rate of a fragrance material. Modifiers can mediate the effect of a fragrance material by reducing its vapor pressure and increasing its adhesion to the substrate (skin and / or hair), thereby ensuring that the fragrance is less potent when applied in excess. By incorporating a modifier, it is expected that a panel of experts or professional evaluators, or an individual expert or professional evaluator, will perceive the fragrance profile of the composition, preferably a composition of fragrance components that can be attributed individually or individually to medium and low volatility fragrance materials, without the perceived potency of low or medium fragrance materials in excess (e.g., greater than about 30% by weight of the composition), which is reduced or absent compared to the same perception in the absence of the modifier. Suitable examples of modifiers are provided below. However, as the present inventors have discovered, simply adding a modifier to a traditionally constructed fragrance composition (e.g., a classic fragrance pyramid construction without excess) will only reduce the overall intensity of the fragrance, which is undesirable. In order to obtain the required expert or professional evaluator panel or individual expert or professional evaluator experience, it is necessary to use a higher excess of the mid- and low-volatility materials that impart the key notes than would be used in conventional fragrance constructions.

[0018] As used herein, the term "substantially odorless" refers to an agent that, when added to the compositions of the present invention, does not impart an odor of its own. For example, a "substantially odorless fragrance modulator" does not impart a new odor that would alter the fragrance profile of the composition to which it is added. The term "substantially odorless" also encompasses agents that, when added to the compositions of the present invention, impart little or no odor of their own. However, the odor imparted by a "substantially odorless fragrance modulator" is typically undetectable or tends not to substantially alter the fragrance profile of the composition to which it is added, either initially or preferably over time. Furthermore, the term "substantially odorless" also encompasses materials that are only perceptible to a minority of individuals or those that are considered "odorless" by most people. Furthermore, the term "substantially odorless" also encompasses materials from a particular supplier that may contain an odor due to impurities, such as when the material contains no more than about 5% by weight, preferably no more than 1% by weight, and often even no more than one part per million (ppm). These impurities can be removed by purification techniques known in the art to render the material suitable for use in the fragrance compositions of the present invention.

[0019] As used herein, the term "vapor pressure" refers to the partial pressure of a given chemical species in air at a defined temperature (e.g., 25° C.) and standard atmospheric pressure (760 mmHg). It defines the expectation that a chemical species is in the gaseous phase rather than in the liquid or solid state. The higher the vapor pressure, the greater the proportion of that material that will be present in the enclosed headspace at equilibrium. It is also related to the evaporation rate of the fragrance material in a defined open environment, where the material will leave the system. Vapor pressure is determined according to the reference program Advanced Chemistry Development (ACD / Labs) software version 14.02 or, preferably, the latest version thereof.

[0020] It should be understood that the test methods disclosed in the Test Methods section of this application must be used to determine the corresponding values ​​of the parameters of Applicants' invention as described and claimed herein.

[0021] In all embodiments of the present invention, unless the context clearly states otherwise, all percentages are based on the weight of the total composition, which is obvious from the context. Unless otherwise clearly stated, all ratios are weight ratios, and unless otherwise clearly stated, all measurements are made at 25°C.

[0022] Composition

[0023] The subject matter of the present invention herein relates to fragrance compositions or mixtures having a highly stable structure and exhibiting little or no perceived potency that is unacceptable to a panel of experts or professional evaluators, or to an individual expert or professional evaluator. The disclosed fragrance compositions may include at least one fragrance component and a modifier. The fragrance component may include a wide range of fragrance materials. The fragrance materials may be grouped according to their volatility. Generally, the materials may be grouped into low-volatility fragrance materials, medium-volatility fragrance materials, and high-volatility fragrance materials. Each group of materials may be associated with various perceptions of a panel of experts or professional evaluators, or to an individual expert or professional evaluator. Although not so limited, high-volatility fragrances may be associated with citrus aromas; medium-volatility fragrances may be associated with spicy aromas; and low-volatility fragrances may be associated with woody aromas. Each group of fragrance materials may include synthetic or natural materials. The volatility of the fragrance materials may relate to the individual fragrance materials. Alternatively, in the case of a combination of materials producing a fragrance, the volatility may relate to the aggregate.

[0024] With respect to the composition, the fragrance component can be from about 0.04 wt % to 30 wt %, 1 wt % to about 30 wt %, about 5 wt % to about 30 wt %, or less than, equal to, or greater than about 0.04 wt %, 0.5 wt %, 1 wt %, 1.5 wt %, 2 wt %, 2.5 wt %, 3 wt %, 3.5 wt %, 4 wt %, 4.5 wt %, 5 wt %, 5.5 wt %, 6 wt %, 6.5 wt %, 7 wt %, 7.5 wt %, 8 wt %, 8.5 wt %, 9 wt %, 9.5 wt %, 10 wt %, 10.5 wt %, 11 wt %, 11.5 wt %, 12 wt %, 12.5 wt %, 13 wt %, %, 13.5wt%, 14wt%, 14.5wt%, 15wt%, 15.5wt%, 16wt%, 16.5wt%, 17wt%, 17.5wt%, 18wt%, 18.5wt%, 19wt%, 19.5wt%, 20wt%, 20.5wt%, 21wt%, 21.5wt%, 22wt%, 22.5wt%, 23wt%, 23.5wt%, 24wt%, 24.5wt%, 25wt%, 25.5wt%, 26wt%, 26.5wt%, 27wt%, 27.5wt%, 28wt%, 28.5wt%, 29wt%, 29.5wt% or about 30wt%.

[0025] In addition, with respect to the composition, the modifier may be present in an amount of about 0.1 wt % to about 20 wt %, about 0.5 wt % to about 20 wt %, or less than, equal to, or greater than about 0.1 wt %, 0.5 wt %, 1 wt %, 1.5 wt %, 2 wt %, 2.5 wt %, 3 wt %, 3.5 wt %, 4 wt %, 4.5 wt %, 5 wt %, 5.5 wt %, 6 wt %, 6.5 wt %, 7 wt %, 7.5 wt %, 8 wt %, 8.5 %, 9wt%, 9.5wt%, 10wt%, 10.5wt%, 11wt%, 11.5wt%, 12wt%, 12.5wt%, 13wt%, 13.5wt%, 14wt%, 14.5wt%, 15wt%, 15.5wt%, 16wt%, 16.5wt%, 17wt%, 17.5wt%, 18wt%, 18.5wt%, 19wt%, 19.5wt%, or about 20wt%.

[0026] As described herein, "fragrance materials" have been classified according to their volatility by their vapor pressure as low, medium, or high volatility fragrance materials. This method of classifying fragrance materials by their vapor pressure avoids the problem of traditionally categorizing the same fragrance material into different categories, which relies on its subjective characteristic aroma. In the case of a fragrance material that is a natural oil, extract, or absolute containing a mixture of several compounds, the vapor pressure of the whole oil processed into a mixture of individual fragrance raw material components should be determined using the above-mentioned reference procedure. As known to those skilled in the art, the individual components and their content in any given natural oil or extract can be determined by directly injecting the oil into a GC-MS column for analysis. In the case of a fragrance material that is a proprietary blend, a so-called "base," the vapor pressure obtained using the above-mentioned reference procedure should preferably be obtained from the supplier. However, those skilled in the art will appreciate that they can use standard GC-MS techniques to physically analyze the composition of commercially available whole fragrance oils to determine the fragrance raw materials and their content. It does not matter whether they are present as individual chemicals, as components of natural products, or added to fragrance oils from proprietary bases. While our examples include proprietary bases and naturals, when analyzing commercial fragrances via GC-MS, the composition and amount of the base or natural oil can be simply determined as part of the overall fragrance blend, without being able to determine which proprietary base or natural oil it came from.

[0027] (i) Low volatility fragrance materials

[0028] The fragrance component comprises at least one low volatility fragrance material. Individual low volatility fragrance material or the low volatility fragrance material of aggregation are those with vapor pressure less than 0.001 torr (0.000133kPa) at 25 ℃. According to some examples, composition can comprise at least 3 kinds of low volatility fragrance materials or at least 4 kinds of low volatility fragrance materials or at least 5 kinds of low volatility fragrance materials or at least 7 kinds of low volatility fragrance materials.The amount of the low volatility fragrance material present in the fragrance component can be different with concrete application. For example, the low volatility fragrance material can be greater than the approximately 30wt% of fragrance component, greater than approximately 40wt%, greater than approximately 50wt%, greater than approximately 60wt%, for approximately 31wt% to approximately 60wt%, approximately 40wt% to approximately 50wt% or less than, equal to or greater than approximately 30wt%, 31,35,40,45,50,55,60,65,70 or 75wt%.

[0029] If more than one low volatility fragrance material is present, the ranges provided above will cover the total of all low volatility fragrance materials.Examples of suitable low volatility fragrance materials are provided in Tables 1A and 1B below.

[0030] Preferably, the low volatility fragrance material is selected from at least one material, or at least two materials, or at least three materials, or at least five materials, at least seven, at least eight, at least ten, or at least twelve low volatility fragrance materials disclosed in Table 1A. Table 1B provides natural fragrance materials or oils having a total vapor pressure of less than 0.001 Torr (0.000133 kPa) at 25°C. Low volatility natural oils.

[0031] [Table 1A]

[0032] Low volatility fragrance materials

[0033]

[0034]

[0035]

[0036]

[0037]

[0038]

[0039] 1 Non-limiting examples of alternative qualities from various suppliers are available under the following trade names: Super(IFF), (IFF), (Firmenich), HC(Firmenich), Paradisone(Firmenich), Cepionate(Zenon), Super cepionate(Zenon), (Zenon).

[0040] *Vapor pressure was obtained as described in the Test Methods section.

[0041] **Source: Low volatility fragrance materials are available from one or more of the following companies: Firmenich (Geneva, Switzerland), Symrise AG (Holzminden, Germany), Givaudan (Argenteuil, France), IFF (Hazlett, New Jersey), Bedoukian (Danbury, Connecticut), Sigma Aldrich (St. Louis, Missouri), Millennium Specialty Chemicals (Olympia Fields, Illinois), Polarone International (Jersey City, New Jersey), and Aroma & Flavor Specialties (Danbury, Connecticut).

[0042] [Table 1B]

[0043] Low volatility natural oil.

[0044] serial number natural oils supplier 1. Beeswax Absolute Robertet 2. Cedar Sawdust SFE Firmenich 3. Cedar Oil Rect Firmenich 4. Texas Cedar Light Oil H.Reynaud&Fils 5. Cistus Absolute IFF 6. Cocoa oil Robertet 7. Cyperus Heart Essential Oil Robertet 8.. Guaiac wood oil Global Essence Inc 9. natural fragrant wood Robertet 10. Iris CO2 Extract Mane 11. Patchouli oil IFF 12. Tolu Balsam Res Robertet 13. Vanilla Absolute Robertet 14. Vanilla CO2 Absolute Robertet 15. Vetiver oil IFF 16. Vetiver acetate Robertet

[0045] supplier:

[0046] Firmenich (Geneva, Switzerland)

[0047] Global Essence Inc (New Jersey, USA)

[0048] H.Reynaud & Fils (Montbrun-les-Bains, France)

[0049] IFF (Hazlett, New Jersey, USA)

[0050] Mane (French Le Bar Solupe)

[0051] Robertet (Grasse, France)

[0052] The exemplary low volatility fragrance materials are preferably selected from the low volatility fragrance materials in Table 1A or 1 B. However, those skilled in the art will appreciate that other low volatility fragrance materials not listed in Table 1A or 1B will also fall within the scope of the present invention as long as their vapor pressure at 25° C. is less than 0.001 Torr (0.000133 kPa).

[0053] (ii) Moderately volatile fragrance materials

[0054] The fragrance component comprises the aggregation of the volatile fragrance material in the range of 0.1 torr to 0.001 torr (0.0133kPa to 0.000133kPa) of vapor pressure at least one medium volatility fragrance material or 25 ℃.In some instances, according to the composition of the present disclosure, at least 3 kinds of medium volatility fragrance materials or at least 5 kinds of medium volatility fragrance materials or at least 7 kinds of medium volatility fragrance materials can be included.The composition of the present invention can comprise the medium volatility fragrance material of high content that exists with the amount of about 30wt% to about 70wt%, about 35wt% to about 60wt% of fragrance component or less than, equal to or greater than about 30wt%, 35,40,45,50,55,60,65 or 70wt%.If there is more than one medium volatility fragrance material, then the scope provided above will cover the sum of all medium volatility fragrance materials.The suitable example of medium volatility fragrance material provides in following table 2A and 2B.

[0055] Table 2, "Moderately Volatile Fragrance Materials," provides preferred examples of moderately volatile fragrance materials having a vapor pressure in the range of 0.1 torr to 0.001 torr (0.0133 kPa to 0.000133 kPa) at 25°C. Preferably, the moderately volatile fragrance material is selected from at least one material, or at least two materials, or at least three materials, or at least five materials, or at least seven moderately volatile fragrance materials disclosed in Table 2A. Table 2B provides natural fragrance materials or oils having a total vapor pressure in the range of 0.1 torr to 0.001 torr (0.0133 kPa to 0.000133 kPa) at 25°C. Moderately volatile natural oils.

[0056] [Table 2A]

[0057] Moderately volatile fragrance materials

[0058]

[0059]

[0060]

[0061]

[0062]

[0063]

[0064]

[0065]

[0066]

[0067]

[0068]

[0069]

[0070]

[0071]

[0072] *Vapor pressure was obtained as described in the Test Methods section.

[0073] **Source: Same as Table 1 above.

[0074] [Table 2B]

[0075] Natural oil of moderate volatility.

[0076]

[0077]

[0078] supplier:

[0079] Citrus & Allied Essences (New York, USA) Reynaud & Fils (IFF Montbrun-les-Bains, France, Hazlitt, New Jersey, USA)

[0080] Robertet (Grasse, France)

[0081] Moderately volatile fragrance materials can be selected from Table 2A or 2B. However, those skilled in the art will appreciate that other moderately volatile fragrance materials not listed in Table 2A or 2B will also fall within the scope of the present invention, as long as they have a vapor pressure of 0.1 to 0.001 Torr at 25°C.

[0082] (iii) Highly volatile fragrance materials

[0083] The fragrance component includes at least one high volatility fragrance material having a vapor pressure greater than 0.1 Torr (0.0133 kPa) at 25° C. In some examples, the high volatility fragrance material can include at least 2 high volatility fragrance materials, 3 high volatility fragrance materials, or at least 5 high volatility fragrance materials, or at least 7 high volatility fragrance materials. In some examples, the highly volatile fragrance material may comprise from about 0.1 wt % to about 30 wt %, from about 1 wt % to about 30 wt %, from about 5 wt % to about 30 wt %, or less than, equal to, or greater than about 0.1 wt %, 0.5 wt %, 1 wt %, 1.5 wt %, 2 wt %, 2.5 wt %, 3 wt %, 3.5 wt %, 4 wt %, 4.5 wt %, 5 wt %, 5.5 wt %, 6 wt %, 6.5 wt %, 7 wt %, 7.5 wt %, 8 wt %, 8.5 wt %, 9 wt %, 9.5 wt %, 10 wt %, 10.5 wt %, 11 wt %, 11.5 wt %, 12 wt %, 12.5 wt %, 13 wt % of the fragrance component. %, 18 wt%, 18.5 wt%, 19 wt%, 19.5 wt%, 20 wt%, 20.5 wt%, 21 wt%, 21.5 wt%, 22 wt%, 22.5 wt%, 23 wt%, 23.5 wt%, 24 wt%, 24.5 wt%, 25 wt%, 25.5 wt%, 26 wt%, 26.25 wt%, 27 wt%, 27.5 wt%, 28 wt%, 28.5 wt%, 29 wt%, 29.5 wt% or about 30 wt%. If more than one high volatility fragrance material is present, the ranges provided above will cover the total of all high volatility fragrance materials. Suitable examples of highly volatile fragrance materials are provided below in Tables 3A and 3B.

[0084] Preferably, the high volatility fragrance material is selected from at least one material, or at least two materials, or at least three materials, or at least five materials, at least seven materials, or at least nine high volatility fragrance materials disclosed in Table 3A. Table 3B provides natural fragrance materials or oils having a total vapor pressure greater than 0.1 Torr (0.0133 kPa) at 25°C. Moderate volatility natural oils.

[0085] [Table 3A]

[0086] Highly volatile fragrance materials

[0087]

[0088]

[0089]

[0090]

[0091]

[0092]

[0093] *Vapor pressure was obtained as described in the Test Methods section.

[0094] **Source: Same as Table 1 above.

[0095] [Table 3B]

[0096] Highly volatile fragrance materials

[0097]

[0098]

[0099] supplier

[0100] Biolandes (Les Sants, France)

[0101] Capua (Calabria, Italy)

[0102] Citrus & Allied Essences (New York, USA)

[0103] Firmenich (Geneva, Switzerland)

[0104] Global Essence Inc (New Jersey, USA)

[0105] H.Reynaud & Fils (Montbrun-les-Bains, France)

[0106] IFF (Hazlett, New Jersey, USA)

[0107] Kerry, Co. (Kerry, Ireland)

[0108] Mane (French Le Bar Solupe)

[0109] Misitano & Stracuzzi (Messina, Italy)

[0110] Robertet (Grasse, France)

[0111] Simone Gatto (San Pierre Niceto, Italy)

[0112] The exemplary high volatility fragrance materials selected from Table 3A or 3B are preferred. However, those skilled in the art will appreciate that other high volatility fragrance materials not listed in Table 3A or 3B will also fall within the scope of the present invention, as long as their vapor pressure at 25° C. is greater than 0.1 Torr (0.0133 kPa).

[0113] (iv) Fragrance conditioner

[0114] The composition further comprises at least one substantially odorless fragrance modulator as described below. Suitable examples of substantially odorless fragrance modulators are provided in Table 4 below.

[0115] Relative to the total weight of the composition, the substantially odorless fragrance modulator can be from about 0.1 wt % to about 20 wt %, from about 0.5 wt % to about 18 wt %, from about 2.5 wt % to about 15 wt %, or less than, equal to, or greater than about 0.1 wt %, 0.5 wt %, 1 wt %, 1.5 wt %, 2 wt %, 2.5 wt %, 3 wt %, 3.5 wt %, 4 wt %, 4.5 wt %, 5 wt %, 5.5 wt %, 6 wt %, 6.5 wt %, 7 wt %, 7.5 wt %. %, 8.5 wt%, 9 wt%, 9.5 wt%, 10 wt%, 10.5 wt%, 11 wt%, 11.5 wt%, 12 wt%, 12.5 wt%, 13 wt%, 13.5 wt%, 14 wt%, 14.5 wt%, 15 wt%, 15.5 wt%, 16 wt%, 16.5 wt%, 17 wt%, 17.5 wt%, 18 wt%, 18.5 wt%, 19 wt%, 19.5 wt%, 20 wt%. If more than one substantially non-odorous fragrance modulator is present, the ranges provided above will cover the total of all substantially non-odorous fragrance modulators.

[0116] The substantially odorless fragrance modulator can be liquid at temperatures below 100° C., such as at ambient temperature. The substantially odorless fragrance modulator can be completely miscible with the fragrance material to form a single-phase liquid. However, if the fragrance material is not completely miscible or is immiscible, a cosolvent (e.g., dipropylene glycol (DPG), triethyl citrate, or other cosolvents known to those skilled in the art) can be added to aid in dissolution of the fragrance material.

[0117] According to various examples, the effect of a substantially unscented fragrance modulator on the fragrance profile can be improved, particularly the aroma of the fragrance profile attributable to low and high volatility fragrance materials. "Improved" means that a panel of expert or professional evaluators, or an individual expert or professional evaluator, can perceive the fragrance profile of the composition, particularly the components contributed by at least one of the low and high volatility fragrance materials, at a later time point than, for example, a control that does not contain any of the disclosed unscented fragrance modulators, such as Glucam, such as, for example, 1 hour, 2 hours, 3 hours, 4 hours, 5 hours, 6 hours, 7 hours, 8 hours, 10 hours, and possibly up to 24 hours after application.

[0118] When the substantially odorless conditioning agent is Glucam, the Glucam is less than or equal to 2 wt % of the composition.

[0119] "Improved" can mean that the composition is loaded with more than 30 wt% of a low volatility fragrance material and the potency is reduced or eliminated as perceived by a panel of expert or professional assessors or an individual expert or professional assessor.

[0120] Suitable examples of unscented conditioning agents may include methyl glucoside polyols, ethyl glucoside polyols, propyl glucoside polyols, or mixtures thereof. Other examples may include polypropylene glycol-10 methyl glucose ether, ethoxylated methyl glucose ether, polypropylene glycol-20 methyl glucose ether, octyl / decyl glucoside, undecyl glucoside, and mixtures thereof. In some instances, the composition may be substantially free of isocetyl alcohol, diisobutyl adipate, diisoamyl adipate, polypropylene glycol-3 myristyl ether, and neopentyl glycol diethylhexanoate, neopentyl glycol diisononanoate, cetearyl ethyl hexanoate, and mixtures thereof, or mixtures thereof, but the composition may optionally include these components.

[0121] Other examples of unscented conditioners include:

[0122] Compounds of formula (I):

[0123]

[0124] in:

[0125] R 1 is hydrogen, alkyl, alkenyl or alkynyl;

[0126] R 2 Selected from hydrogen, (C2-C 20 )alkyl, (C2-C 20 )alkenyl, (C2-C 20 )alkynyl, -[R 6 R 7 (R 8 )0]w R 9 , wherein w is 1 to 10, preferably 2 to 9;

[0127] R 3 Selected from hydrogen, alkyl, alkenyl, alkynyl, -[R 6 R\R 8 )0]yR 9 , where y is

[0128] 1 to 10 or 2 to 9;

[0129] R 4 Selected from hydrogen, alkyl, alkenyl, alkynyl, -[R 6 R\R 8 )0]xR 9 , wherein x is 1 to 10, preferably 2 to 9;

[0130] R 5 Selected from hydrogen, alkyl, alkenyl, alkynyl, -R 6 0 R 9 、-R 6 0[R 6 R7(R 8 )0]zR 9 ,

[0131] wherein z is 1 to 10, preferably 2 to 9;

[0132] Every R 6 and R 7 Independently selected from (C2-C 20 )alkylene, (C2-C 20 )alkenylene or (C2-C 20 )alkynylene; and

[0133] Every R 8 and R 9 independently selected from hydrogen or alkyl,

[0134] Compounds of formula (II):

[0135]

[0136] in:

[0137] R 10 For hydrogen, (C2-C 20 )alkyl, (C2-C 20 )alkenyl or (C2-C 20 ) alkynyl;

[0138] Every R 11 independently selected from hydrogen, (C2-C 20 )alkyl, (C2-C20 )alkenyl, (C2-C 20 ) alkynyl;

[0139] Every R 12 independently selected from hydrogen, (C2-C 20 )alkyl, (C2-C 20 )alkenyl or (C2-C 20 ) alkynyl;

[0140] Every R 13 independently selected from hydrogen, (C2-C 20 )alkyl, (C2-C 20 )alkenyl or (C2-C 20 ) alkynyl;

[0141] Every R 14 Independently selected from (C2-C 20 )alkylene, (C2-C 20 )alkenylene or (C2-C 20 )alkynylene; and

[0142] R 15 For hydrogen, (C2-C 20 )alkyl, (C2-C 20 )alkenyl or (C2-C 20 ) alkynyl;

[0143] wherein t is 5 or less, preferably 1, 2 or 3;

[0144] Sucrose laurate, sucrose dilaurate, sucrose myristate, sucrose palmitate, sucrose stearate, sucrose distearate, sucrose tristearate, and mixtures thereof;

[0145] Trimethylcyclohexane derivatives having formula (III):

[0146]

[0147] in:

[0148] n is 0, 1, or 2;

[0149] A is C=O or CH-OH;

[0150] R 1a is hydrogen or methyl;

[0151] R 2a C2-C 10 a hydrocarbon group; and

[0152] is a saturated or unsaturated carbon-carbon bond;

[0153] L-menthoxy ether derivatives having formula (IV):

[0154]

[0155] in:

[0156] m is 0, 1, or 2;

[0157] B is hydrogen or OH; and C is hydrogen or methyl;

[0158] Tetralin derivatives having the formula (V):

[0159]

[0160] in:

[0161] R 1b is hydrogen or methyl; and

[0162] R 2b is an alkyl group; 140

[0164] Sodium hyaluronate disaccharide, sodium hyaluronate and mixtures thereof;

[0165] An ether derivative having formula (VI) or formula (VII):

[0166] C5H l O m -(OR 1c ) n

[0167] (VI)

[0168] in:

[0169] C5H l O m is a pentose residue, wherein l is an integer from 6 to 9, and m is an integer from 1 to 4:

[0170] n is an integer from 1 to 4; and

[0171] R lc C4-C 20 a hydrocarbon group; and

[0172] C5H c O d -(OCH2CH2-O-CH2CH2-OR le ) e

[0173] (VII)

[0174] in:

[0175] C6Hx O y is a hexose residue, wherein x is an integer from 7 to 11, and y is an integer from 1 to 5;

[0176] z is an integer from 1 to 5; and

[0177] R 1d C4-C 20 a hydrocarbon group; and

[0178] Diethylene glycol ether derivatives having formula (VIII) or formula (IX):

[0179]

[0180] in:

[0181] C5H c O d is a pentose residue, wherein c is an integer from 6 to 8, and d is an integer from 1 to 3;

[0182] e is an integer from 2 to 4; and R 1e is a C1-C6 alkyl group; and

[0183]

[0184] in:

[0185] C6H f O g is a hexose residue, wherein f is an integer from 7 to 10, and g is an integer from 1 to 4;

[0186] h is an integer from 2 to 5; and R 1f is a C1-C6 alkyl group;

[0187] Hydroquinone glycoside derivatives having formula (X):

[0188] R li OCO R2i COOR 3i

[0189] (X)

[0190] in:

[0191] R 1gSelected from: (i) pentose residues, hexose residues, amino sugar residues, uronic acid residues and mixtures thereof; (ii) methylated versions of group (i); and (iii) mixtures of groups (i) and (ii); and propylene glycol propyl ether; dicetyl ether; polyglyceryl-4 ether; isoceteth-5; isoceteth-7; isoceteth-10; isoceteth-12; isoceteth-15; isoceteth-20; isoceteth-25; isoceteth-30; disodium lauroamphodipropionate; hexaethylene glycol monododecyl ether; and mixtures thereof;

[0192] Glyceryl ether derivatives having formula (XI):

[0193]

[0194] (XI)

[0195] in:

[0196] R 1h C4-C 12 aliphatic hydrocarbon groups;

[0197] Panthenol ethyl ether, DL-panthenol, and mixtures thereof;

[0198] Aliphatic dibasic acid diester derivatives having formula (XII):

[0199] R li OCO R2i COOR 3i

[0200] (XII)

[0201] in:

[0202] R 1i C 4- C5 alkyl;

[0203] R 2i is C4 alkylene; and R 3i is a C4-C5 alkyl group; and

[0204] Aliphatic ether derivatives having formula (XIII):

[0205] R 4i -O-(CH(CH3)-CH2O) a -(CH2-CH2O) b -H

[0206] (XIII)

[0207] in:

[0208] a and b are integers such that the sum of a and b is 1 to 4; and R4i is an aliphatic chain containing 8 to 18 carbons;

[0209] n-Hexadecyl n-nonanoate, n-octadecyl n-nonanoate, and mixtures thereof;

[0210] A tricyclodecaneamide derivative selected from the group consisting of:

[0211] Compound of formula (XIV):

[0212]

[0213] in:

[0214] X is selected from:

[0215]

[0216] t is 1 to 8;

[0217] Y is hydrogen or halogen; and

[0218] Every R 1j Independently selected from hydrogen or C1-C4 alkyl; Compound of formula (XV):

[0219]

[0220] in:

[0221] Every R 2j independently selected from hydrogen, methyl, ethyl or C3-C 18 alkyl, cycloalkyl or cycloheteroalkyl, provided that both R 2e None of the groups is hydrogen; and

[0222] a mixture of compounds of formula (XII) and (XIII); and

[0223] A mixture thereof.

[0224] Tables 4(a) and 4(b) provide a list of suitable unscented fragrance modulators.

[0225] [Table 4(a)]

[0226] Essentially odorless fragrance conditioner

[0227]

[0228]

[0229]

[0230]

[0231] 1 Can GLUCAM TM P-20 obtained.

[0232] 2 Can Glucam TM E-20 obtained.

[0233] 3 Can Obtained by 810UP.

[0234] 3a Can SL 11W obtained.

[0235] 4 Can ICA obtained.

[0236] 5 Can APM obtained.

[0237] 6 Can Schercemol TM NGDO obtained.

[0238] 7 Disclosed in US Patent No. 6,737,396 B2 (Firmenich) at column 1, lines 43-47.

[0239] 8 Disclosed as Compound 1'i in column 5 of US Pat. No. 6,440,400 Bl (Takasago Int. Corp.).

[0240] 8a Disclosed in US Pat. No. 4,313,855 (Dragoco Gerberding & Co. GmbH) at column 1, lines 12-13.

[0241] 9 Disclosed in US Pat. No. 7,538,081 B2 (Takasago Int. Corp.) at column 7, lines 50-53.

[0242] 10 Disclosed in US Patent No. 6,147,049 (Givaudan Roure) at column 5, line 24 to column 6, line 17.

[0243] 11 Disclosed in PCT Publication No. WO85 / 04803 (Diagnostic), page 2, line 1 to page 4, line 2.

[0244] 12Disclosed in JP Patent No. 61-083114 (Kanebo).

[0245] 13 Disclosed in JP Patent No. 61-063612 (Kanebo).

[0246] 14 Disclosed in JP Patent No. 62-084010 (Shiseido).

[0247] 14b Available as: Laureth-6.

[0248] 15 Disclosed in US Patent Publication No. 2011 / 0104089A1 (Symrise) paragraph

[0001] .

[0249] 16 Can PCL- 100 obtained.

[0250] 17 Disclosed in US Pat. No. 7,196,052 (Takasago Int. Corp.) at column 4, lines 34-35.

[0251] 18 Disclosed in EP Patent Publication No. 616800A2 (Givaudan) page 2, lines 12-25.

[0252] 19 Disclosed in US Patent No. 4,110,626 (Shiseido) at column 3, lines 54-56.

[0253] 19 aDisclosed in PCT Publication No. WO 2014 / 155019 (LVMH).

[0254] 19 bDisclosed in U.S. Patent No. 9,050,261 (Symrise).

[0255] 20 Disclosed as compounds C1-C22 in WO 2014 / 139952 (Unilever).

[0256] 21 Expert EG56 was obtained.

[0257] 22 Can EL obtained.

[0258] 23Disclosed in US Patent No. 9,050,261 (Symrise).

[0259] Other examples of unscented fragrance modulators are selected from the group of materials disclosed in Table 4(b).

[0260] [Table 4(b)]

[0261] Essentially odorless fragrance conditioner

[0262]

[0263]

[0264]

[0265]

[0266]

[0267]

[0268]

[0269]

[0270]

[0271] The compounds described in Tables 4(a) and 4(b) above act as substantially odorless aroma modulators for excess fragrance materials of the present invention. For example, without wishing to be bound by theory, it is believed that the substantially odorless aroma modulator will associate with the low volatility fragrance material to allow for a high wt% (e.g., greater than 30 wt%) of the composition, thereby allowing the low volatility fragrance material to drive the perceived aroma profile of the fragrance while reducing or eliminating the perceived potency of the composition by the user.

[0272] Volatile solvents

[0273] The composition according to the present invention may include a volatile solvent in an amount of about 20 wt % to about 99 wt %, about 30 wt % to about 80 wt %, about 55 wt % to about 75 wt %, or less than, equal to, or greater than about 20 wt %, 25 wt %, 30 wt %, 35 wt %, 40 wt %, 45 wt %, 50 wt %, 55 wt %, 60 wt %, 65 wt %, 70 wt %, 75 wt %, 80 wt %, 85 wt %, 90 wt %, 95 wt %, or about 99 wt %, relative to the total weight of the composition, and wherein the solvent is a branched or unbranched C1 to C2 alcohol having at least one alcohol moiety. 10Alkyl, alkenyl or alkynyl, preferably ethanol, or isopropanol or other alcohols (eg, methanol, propanol, isopropanol, butanol and mixtures thereof) commonly found in commercial fine fragrance products.

[0274] Thus, ethanol may be present in any of the compositions of the present invention, and more particularly, it will form from about 5 wt % to about 95 wt %, or even from about 10 wt % to about 80 wt %, 25 wt % to about 75 wt % of the composition or combination thereof, relative to the total weight of the composition. Alternatively, ethanol may be present in an amount from about 10 wt % or 25 wt % to about 75 wt % or 80 wt % relative to the total weight of the composition. The ethanol useful in the present invention may be of any acceptable quality that is compatible and safe for the particular intended use of the composition, such as topical application of a fine fragrance or cosmetic composition.

[0275] water

[0276] In some examples (e.g., those including volatile solvents), water may be present in any of the compositions of the present invention, and more specifically, it may not exceed about 95 wt %, about 90 wt % or less, about 85 wt % or less, about 80 wt % or less, about 75 wt % or less, about 70 wt % or less, about 65 wt % or less, about 60 wt % or less, about 55 wt % or less, about 50 wt % or less, about 45 wt % or less, about 40 wt % or less, or about 50 wt % or less. % or less, about 35 wt % or less, about 30 wt % or less, about 20 wt % or less, about 10 wt %, or less than, equal to or greater than about 95 wt %, 90 wt %, 85 wt %, 80 wt %, 75 wt %, 70 wt %, 65 wt %, 60 wt %, 55 wt %, 50 wt %, 45 wt %, 40 wt %, 30 wt %, 35 wt %, 30 wt %, 25 wt %, 20 wt %, 15 wt %, 10 wt % or 5 wt %. Alternatively, water may be present in an amount of about 5 wt % or about 95 wt %. When the composition is a cosmetic composition, the water content should not be so high that the product becomes turbid, thereby negatively affecting the aesthetics of the product. It should be understood that the amount of water present in the composition may come from the water present in the volatile solvent (e.g., ethanol) used in the composition, as the case may be.

[0277] Non-volatile solvents

[0278] The composition may comprise a non-volatile solvent or a mixture of non-volatile solvents. Non-limiting examples of non-volatile solvents include benzyl benzoate, diethyl phthalate, isopropyl myristate, propylene glycol, dipropylene glycol, triethyl citrate and mixtures thereof. These solvents are often introduced into the product via fragrance oils because many fragrance raw materials can be purchased as dilutions in one of these solvents. In the presence of a non-volatile solvent, whether introduced with the fragrance material or introduced separately, in order to calculate the proportion of fragrance components with a vapor pressure of less than 0.001 torr (0.000133 kPa) at 25°C, the total fragrance component will not include the non-volatile solvent. In the presence of a non-volatile solvent, whether introduced with the fragrance material or introduced separately, in order to calculate the total content of the fragrance component, the non-volatile solvent will not be included. Additionally, if cyclic oligosaccharides are present, the non-volatile solvent can be included at a weight ratio of non-volatile solvent to cyclic oligosaccharides of less than 1:1, less than 1:2, less than 1:10, or less than 1:100.

[0279] Encapsulation materials

[0280] In other examples, the composition of the present invention may include an encapsulating material in an amount such that the weight ratio of the encapsulating material to the fragrance material is in the range of about 1:20 to about 20:1. In some examples, the composition may include an encapsulating material in an amount of about 0.001 wt% to about 40 wt%, about 0.1 wt% to about 25 wt%, about 0.3 wt% to about 20 wt%, about 0.5 wt% to about 10 wt%, or about 0.75 wt% to about 5 wt%, relative to the total weight of the composition. The composition disclosed herein may include 0.001 wt% to 40 wt%, 0.1 wt% to 25 wt%, 0.3 wt% to 20 wt%, 0.5 wt% to 10 wt%, or 0.75 wt% to 5 wt% of cyclic oligosaccharides relative to the total weight of the composition.

[0281] Suitable encapsulating materials for use herein are selected from polymers; capsules, microcapsules and nanocapsules; liposomes, absorbents; cyclic oligosaccharides and mixtures thereof. Preferred are absorbents and cyclic oligosaccharides and mixtures thereof. Highly preferred are cyclic oligosaccharides (see PCT Publication Nos. WO 2000 / 67721 (Procter & Gamble), and WO 2000 / 67720 (Procter & Gamble) and U.S. Patent No. 6,893,647 (Procter & Gamble)).

[0282] As used herein, the term "cyclic oligosaccharide" refers to a ring structure comprising six or more sugar units. Preferred for use herein are cyclic oligosaccharides having six, seven or eight sugar units and mixtures thereof, more preferably six or seven sugar units, even more preferably seven sugar units. In the art, six-membered, seven-membered and eight-membered cyclic oligosaccharides are usually abbreviated as α, β and γ, respectively.

[0283] The cyclic oligosaccharide used in the composition of the present invention may comprise any suitable sugar or mixture of sugars. Examples of suitable sugars include, but are not limited to, glucose, fructose, mannose, galactose, maltose, and mixtures thereof. However, preferably used herein are cyclic oligosaccharides of glucose. Preferred cyclic oligosaccharides used herein are α-cyclodextrin or β-cyclodextrin or mixtures thereof, and the most preferred cyclic oligosaccharide used herein is β-cyclodextrin.

[0284] The cyclic oligosaccharide or mixture of cyclic oligosaccharides used in this article can be substituted by any suitable substituent or mixture of substituents. In this article, the use of the term "mixture of substituents" refers to that two or more different suitable substituents can be substituted on a cyclic oligosaccharide. The derivatives of cyclodextrins are mainly composed of molecules in which some OH groups have been substituted. Suitable substituents include but are not limited to alkyl; hydroxyalkyl; dihydroxyalkyl; (hydroxyalkyl) alkylene bridging groups such as cyclodextrin glycerol ether; aryl; maltosyl; allyl; benzyl; alkanoyl; cationic cyclodextrins such as those containing 2-hydroxy-3-(dimethylamino) propyl ether; quaternary ammonium groups; anionic cyclodextrins such as carboxyalkyl, sulfobutyl ether groups, sulfate groups and succinate groups; amphoteric cyclodextrins; and mixtures thereof.

[0285] The substituents may be saturated or unsaturated straight or branched chains. Preferred substituents include saturated and straight chain alkyl groups, hydroxyalkyl groups, and mixtures thereof. Preferred alkyl and hydroxyalkyl substituents are selected from C1-C8 alkyl groups or hydroxyalkyl groups, or mixtures thereof, more preferably alkyl and hydroxyalkyl substituents are selected from C1-C6 alkyl groups or hydroxyalkyl groups, or mixtures thereof, and even more preferably alkyl and hydroxyalkyl substituents are selected from C1-C4 alkyl groups or hydroxyalkyl groups, or mixtures thereof. Particularly preferred alkyl and hydroxyalkyl substituents are propyl, ethyl, and methyl groups, more particularly hydroxypropyl and methyl groups, and even more preferably methyl groups.

[0286] Suitable cyclic oligosaccharides for use in the present invention are unsubstituted or substituted only with saturated linear alkyl or hydroxyalkyl substituents. Thus, preferred examples of cyclic oligosaccharides for use herein are α-cyclodextrin, β-cyclodextrin, methyl-α-cyclodextrin, methyl-β-cyclodextrin, hydroxypropyl-α-cyclodextrin and hydroxypropyl-β-cyclodextrin. The most preferred examples of cyclic oligosaccharides for use herein are methyl-α-cyclodextrin and methyl-β-cyclodextrin. These are available from Wacker-Chemie GmbH Hanns-Seidel-Platz 4 (Munich, Germany) under the trade names αW6 M and βW7 M, respectively.

[0287] The cyclic oligosaccharides used in the compositions of the present invention can be soluble in water, ethanol, or both water and ethanol. As used herein, "soluble" refers to at least about 0.1g of solute dissolved in 100mL of solvent at 25°C and 1 standard atmosphere (760mmHg). The cyclic oligosaccharides used herein have a solubility of at least about 1g / 100mL at 25°C and a pressure of 1atm. In some instances, at room temperature, the cyclic oligosaccharides exist only at a level that is at most the solubility limit in a given composition. Those skilled in the art will recognize that the content of the cyclic oligosaccharides used in the present invention will also depend on the components and content thereof of the composition, such as the exact aromatic oil or aromatic oil combination present in the solvent used or the composition. Therefore, although the limitations mentioned for the encapsulating material are preferred, they are not exhaustive.

[0288] propellant

[0289] The compositions described herein may include a propellant. Some examples of propellants include compressed air, nitrogen, inert gases, carbon dioxide, and mixtures thereof. Propellants may also include gaseous hydrocarbons such as propane, n-butane, isobutylene, cyclopropane, and mixtures thereof. Halogenated hydrocarbons such as 1,1-difluoroethane may also be used as a propellant. Some non-limiting examples of propellants include 1,1,1,2,2-pentafluoroethane, 1,1,1,2-tetrafluoroethane, 1,1,1,2,3,3,3-heptafluoropropane, trans-1,3,3,3-tetrafluoroprop-1-ene, dimethyl ether, dichlorodifluoromethane (Propellant 12), 1,1-dichloro-1,1,2,2-tetrafluoroethane (Propellant 114), 1-chloro-1,1-difluoro-2,2-trifluoroethane (Propellant 115), 1-chloro-1,1-difluoroethane (Propellant 142B), 1,1-difluoroethane (Propellant 152A), monochlorodifluoromethane, and mixtures thereof. Some other propellants suitable for use include, but are not limited to, A-46 (a mixture of isobutane, butane, and propane), A-31 (isobutane), A-17 (n-butane), A-108 (propane), AP70 (a mixture of propane, isobutane, and n-butane), AP40 (a mixture of propane, isobutane, and n-butane), AP30 (a mixture of propane, isobutane, and n-butane), and 152A (1,1 difluoroethane). The propellant may have a concentration of about 15%, 25%, 30%, 32%, 34%, 35%, 36%, 38%, 40%, or 42% to about 70%, 65%, 60%, 54%, 52%, 50%, 48%, 46%, 44%, or 42% by weight of the total fill material stored in the container.

[0290] antiperspirant actives

[0291] The compositions described herein may be free of, substantially free of, or include an antiperspirant active (e.g., any substance, mixture, or other material having antiperspirant activity). Examples of antiperspirant actives include astringent metal salts, such as inorganic and organic salts of aluminum, zirconium, and zinc, and mixtures thereof. Such antiperspirant actives include, for example, aluminum and zirconium salts, such as aluminum halides, aluminum hydroxyhalides, zirconyl oxyhalides, zirconyl hydroxyhalides, and mixtures thereof.

[0292] Other ingredients

[0293] In yet another aspect, the composition consists essentially of the recited ingredients, but may contain minor amounts (no more than about 10 wt%, preferably no more than 5 wt%, or preferably no more than 2 wt%, relative to the total weight of the composition) of other ingredients that do not affect the fragrance profile, particularly the evaporation rate and release of the fragrance material. For example, a fine fragrance composition may contain stabilizers or antioxidants, UV filters or quenchers, or colorants commonly used in perfumes. There are many other examples of additional ingredients suitable for inclusion in the compositions of the present invention, particularly compositions for cosmetic use. These include, but are not limited to, alcohol denaturants such as denatonium benzoate; UV stabilizers such as benzophenone-2; antioxidants such as tocopheryl acetate; preservatives such as phenoxyethanol, benzyl alcohol, methylparaben and propylparaben; dyes; pH adjusters such as lactic acid, citric acid, sodium citrate, succinic acid, phosphoric acid, sodium hydroxide and sodium carbonate; deodorants and antimicrobials such as farnesol and zinc phenolsulfonate; humectants such as glycerin; oils; skin conditioning agents such as allantoin; cooling agents such as trimethylisopropylbutamide and menthol; silicones; solvents such as hexylene glycol; hair fixing polymers such as those described in PCT Publication No. WO 94 / 08557 (Procter & Gamble); common salts such as potassium acetate and sodium chloride and mixtures thereof.

[0294] In another aspect, according to its intended use, the composition of the present invention is a mixture of aromatic materials that may be used with other ingredients, such as a fragrance carrier. The term "fragrance carrier" is intended to include materials that are actually neutral from the perspective of perfume, such as materials that do not significantly change the organoleptic properties of the fragrance component. The fragrance carrier can be a compatible liquid or solid filler, diluent, etc. As used herein, the term "compatible" refers to that the components of the composition of the present invention can be combined with the main active of the present invention and with each other in a manner that does not greatly reduce the interaction of the composition efficacy under normal use. The type of carrier used in the present invention depends on the type of desired product and can include but is not limited to solutions, aerosols, emulsions (including oil-in-water or water-in-oil), gels, and liposomes. Preferably, the carrier is a liquid and will be a solvent, such as dipropylene glycol, diethyl phthalate, isopropyl myristate, benzyl benzoate, 2-(2-ethoxyethoxy)-1-ethanol, or ethyl citrate (triethyl citrate).

[0295] In yet another aspect, the composition for the present invention can be in any form suitable for use, such as for perfume or cosmetic purposes. These include but are not limited to vapor sprays, aerosols, emulsions, lotions, liquids, creams, gels, sticks, ointments, pastes, mousse, powders, granular products, substrates, cosmetics (e.g., semi-solid or liquid cosmetics, including foundation) etc. In some instances, the composition for the present invention is in the form of a vapor spray. The composition of the present invention can also be added as an ingredient to other compositions compatible with them, preferably in fine fragrances or cosmetic compositions. Therefore, they can be used in solid compositions or applied substrates etc. The example of the product comprising the composition can include fabric care products, air care products, home care products, beauty care products or their mixtures. The specific example of the product can include perfume, light fragrance, light perfume, cologne, body spray, lotion, cream, shampoo, conditioner, hair mist, body oil, deodorant, solid fragrance or body spray. The composition can contact with skin, hair or fabric.

[0296] Products

[0297] The composition may be included in an article comprising a spray dispenser. The spray dispenser may comprise a vessel for holding the composition to be dispensed. The spray dispenser may also comprise an atomized composition (e.g., a composition comprising a propellant) within the vessel. Other non-limiting examples of the spray dispenser include non-aerosol dispensers (e.g., steam sprayers), manually activated dispensers, pump spray dispensers, or any other suitable spray dispensers available in the art.

[0298] Methods of using the composition

[0299] The compositions of the present invention according to any embodiment described herein are useful perfuming compositions which can be advantageously used as consumer products intended to perfume any suitable substrate. As used herein, the term "substrate" refers to any surface to which the composition of the present invention can be applied without causing any undue adverse effects. For example, this can include a wide variety of surfaces including human or animal skin or hair, paper (fragrant paper), the air in a room (air freshener or aromatherapy composition), fabrics, furnishings, tableware, hard surfaces and related materials. Preferred substrates include body surfaces such as, for example, hair and skin, most preferably skin.

[0300] The compositions of the present invention can be used in a conventional manner to perfume a substrate. An effective amount of the composition, such as from about 1 μL to about 100 mL, preferably from about 10 μL to about 1,000 μL, more preferably from about 25 μL to about 500 μL, from about 50 μL to about 100 μL, from about 100 μL to about 20 mL, or a combination thereof, is applied to a suitable substrate. Alternatively, an effective amount of the composition of the present invention is less than, equal to, or greater than from about 1 μL, 10 μL, 25 μL, or 50 μL to about 100 μL, 500 μL, 1,000 μL, 10,000 μL, 10 mL, 20 mL, 25 mL, 30 mL, 40 mL, 50 mL, 60 mL, 70 mL, 80 mL, 90 mL, or 100 mL. The composition can be applied by hand or using a delivery device such as a vaporizer or atomizer. Preferably, the composition is allowed to dry after application to the substrate. The scope of the present invention should be considered to encompass one or more separate applications of the composition or continuous delivery of the composition via a vaporizer or other type of atomizer.

[0301] The present disclosure provides a method for imparting, enhancing, or modifying an odor on human skin or human hair, comprising applying a composition of the present invention to human skin and / or human hair. Examples of notes or aromas that can be enhanced include those selected from the group consisting of citrus notes, green notes, spicy notes, cinnamon notes, peppery notes, dill notes, ginger notes, floral notes, woody notes, cedar notes, sandalwood notes, vetiver notes, leather notes, smoky notes, musk notes, and mixtures thereof.

[0302] Preferably, a panel of expert or professional assessors, or an individual expert or professional assessor, can perceive the fragrance profile or scent of the compositions of the present invention at a later time point than the control (e.g., those without conditioning agent), such as, for example, 30 minutes, 1 hour, 2 hours, 3 hours, 4 hours, 5 hours, 6 hours, 7 hours, 8 hours, 10 hours, and possibly up to 24 hours after applying the composition to the substrate.

[0303] In another aspect, the present invention also relates to a method of preparing a consumer product comprising contacting or mixing into the product a sensory active amount of a composition of the present invention.

[0304] Examples

[0305] The effect of adding 2% of Glucam P20 (molecular enhancer) on the fragrance composition was studied.

[0306] equipment

[0307] Thin blotting paper (length: 16cm, width: 1cm)

[0308] ●Analytical micropipettes 10-100 μl

[0309] SPME Fiber 50 / 30 μm DVB / CAR / PDMS Stableflex 23Ga, product code 57298-U, Merck

[0310] 20 mL SPME vials from Gerstel

[0311] ●GC-MS Agilent model 7890B (GC) 5977A (MSD) + Gerstel injector system MPS2,

[0312] ○Use capillary GC column DB-5ms column 60m x 0.32mm x 0.25μm,

[0313] ■ Using a separator plate to MS / ODP (50:50 separation) for aroma studies present in formulations 1-12 of Table 6

[0314] ■ For the remaining aromas, ODP is not used.

[0315] Gerstel MPS parameters:

[0316]

[0317] GC parameters:

[0318]

[0319]

[0320] MS detector:

[0321] Solvent delay 1 minute Low quality 35 high quality 350 MS Source 230℃ MS Quadrupole 150℃

[0322] Experimental Description

[0323] -Use a calibrated pipette to add 20 μL of EDT to the wide end of the blotting paper.

[0324] - Evaporate the blotter paper + EDT system at room temperature for 5 minutes and up to 30 hours.

[0325] - Then cut the wide tip of the blotting paper with the aromatized liquid and place it into the 20 mL HS vial.

[0326] - The vials were immediately sealed and subsequently analyzed on a GCMS.

[0327] - The blotter paper cut length was always the same across the different samples (3-3.5 cm), so that

[0328] It does not come into contact with the SPME during its extraction step.

[0329] sample

[0330] Analyses were performed on three replicates:

[0331] The samples were prepared roughly as shown below. The standard sample does not contain Glucam TM P-20 (CAS: 61849-72-7), but the samples of the present invention include Glucam TM P-20.

[0332] [Table 5]

[0333]

[0334]

[0335] Table 5: Composition of formulations without and with 2% Glucam P20.

[0336] result:

[0337] To determine the effect of 2% Glucam P20 on the peak area of ​​the scent signature components of formulations 1-12, the following comparisons were made:

[0338] calculate

[0339] Ratio = Signature aroma peak area in EDT after 30 hours of evaporation using the technique Signature aroma peak area in EDT after 30 hours of evaporation without the technique

[0340] Relative standard deviations were calculated for the error bars for the three replicates of aromas 1-12.

[0341] [Table 6]

[0342] Comparative effect of adding 2% Glucam P20 after 30 hours

[0343]

[0344]

[0345] *Vapor pressure was obtained as described in the Test Methods section.

[0346] [Table 7]

[0347] Concentration ratio when adding 2% Glucam

[0348]

[0349] *Vapor pressure was obtained as described in the Test Methods section.

[0350] in conclusion

[0351] All formulations (1-12) benefited from the addition of 2% Glucam P20 to improve the persistence of at least one "signature flavor ingredient." The improvement is shown by the "+" sign, which indicates an improvement ranging from 1.1 to 5.1 times the residual concentration after 30 hours (relative to the composition without glucam).

[0352] Other aspects

[0353] The following exemplary embodiments are provided, the numbering of which should not be construed as designating a level of importance:

[0354] Aspect 1 provides a fragrance composition comprising:

[0355] Less than or equal to 2 wt% glucam; and

[0356] A fragrance component comprising d-limonene (CAS No. 5989-27-5), indole (CAS No. 120-72-9), cedrene (CAS No. 470-40-6), α-cedrene (CAS No. 469-61-4), β-cedrene (CAS No. 546-28-1), β-ionone (CAS No. 14901-07-6), methyl anthranilate (CAS No. 134-20-3), cedrene methyl ether (CAS No. 67874-81-1), cyperaldehyde (CAS No. 103-95-7), ambroxan (CAS No. 6790-58-5), mysore acetate (CAS No. 30772-69-1), Polywood (CAS No. 98676-96-1), ethoxymethoxycycloundecane (CAS No. 58 567-11-6), α-isomethyl ionone (CAS No. 127-51-5), neohetorical (CAS No. 1205-17-0), cashmeran (CAS No. 33704-61-9), mancozeb (CAS No. 27606-09-3), vanillin (CAS No. 121-33-5), cedryl acetate (CAS No. 77-54-3), amyl salicylate (CAS No. 2050-08-0), coumarin (CAS No. 91-64-5), javanol (CAS No. 198404-98-7), ethyl vanillin (CAS No. 121-32-4), hedione (CAS No. 24851-98-7), sandalore (CAS No. 65113-99-7), cedrol (CAS No. 77-53-2), isopropyl alcohol (CAS No. 130-11-4), benzoic acid ... E Super (CAS No. 54464-57-2), Cyperus alcohol (CAS No. 70788-30-6), Enoyl alcohol (CAS No. 67801-20-1), Santal alcohol (CAS No. 28219-61-6), Patchouli alcohol (CAS No. 5986-55-0), Santalum framicum (CAS No. 104864-90-6), Polysantol (CAS No. 107898-54-4), Vertofix (CAS No. 32388-55-9), α-santalol (CAS No. 115-71-9), β-santalol (CAS No. 77-42-9), or mixtures thereof.

[0357] Aspect 2 provides the composition according to aspect 1, wherein the fragrance component is present in an amount of about 0.04 wt% to about 30 wt% relative to the total weight of the composition.

[0358] Aspect 3 provides the composition according to any one of aspects 1 or 2, wherein the fragrance component is present in an amount of about 0.5 wt% to about 25 wt% relative to the total weight of the composition.

[0359] Aspect 4 provides the composition of any one of aspects 1 to 3, wherein the fragrance component is present in an amount of about 5 wt% to about 20 wt% relative to the total weight of the composition.

[0360] Aspect 5 provides a composition according to any one of aspects 1 to 4, wherein the composition is in the form of a perfume, an eau de parfum, an eau de toilette, a cologne, a body spray, a lotion, a cream, a shampoo, a conditioner, a hair mist, a body oil, a deodorant, a solid fragrance, or a body spray.

[0361] Aspect 6 provides the composition according to any one of aspects 1 to 5, wherein the composition is in the form of a perfume.

[0362] Aspect 7 provides a composition according to any one of aspects 1 to 6, wherein the fragrance component is selected from citrus notes, green notes, spicy notes, cinnamon notes, peppery notes, dill notes, ginger notes, juniper notes, fruity notes, peach notes, lactone notes, floral notes, woody notes, cedar notes, sandalwood notes, vetiver notes, suede notes, sap notes, earthy notes, root notes, birch notes, leather notes, smoky notes, animalic notes, balsamic notes, musk notes, and mixtures thereof.

[0363] Aspect 8 provides the composition of any one of aspects 1 to 7, wherein the fragrance component has a lingering fragrance after 30 hours that is 1.1 to 10 times greater than that of a corresponding composition without glucam.

[0364] Aspect 9 provides the composition of any one of aspects 1 to 8, wherein the fragrance component has a lingering fragrance after 30 hours that is 1.1 to 5.1 times greater than the lingering fragrance of the fragrance component in a corresponding composition without glucam.

[0365] Aspect 10 provides the composition of any one of aspects 1 to 9, wherein the composition comprises from about 70 wt% to about 85 wt% ethanol relative to the total weight of the composition.

[0366] Aspect 11 provides the composition of any one of aspects 1 to 9, wherein the composition comprises about 77 wt% to about 82 wt% ethanol relative to the total weight of the composition.

[0367] Aspect 12 provides the composition according to any one of aspects 1 to 11, wherein the glucam is present in the range of 0.2 wt% to 2 wt% relative to the total weight of the composition.

[0368] Aspect 13 provides the composition according to any one of aspects 1 to 12, wherein the glucam is present in the range of 0.3 wt% to 1.5 wt% relative to the total weight of the composition.

[0369] Aspect 14 provides the composition according to any one of aspects 1 to 12, wherein the glucam is present in the range of 0.5 wt% to 1 wt% relative to the total weight of the composition.

[0370] Aspect 15 provides a composition according to any one of aspects 1 to 14, wherein the fragrance component comprises:

[0371] at least one low volatility fragrance material, said at least one low volatility fragrance material having a vapor pressure of less than 0.001 Torr (0.000133 kPa) at 25° C., said at least one low volatility fragrance material being present in an amount greater than 30 wt % relative to the total weight of said fragrance component;

[0372] at least one moderately volatile fragrance material having a vapor pressure at 25° C. in the range of 0.1 torr to 0.001 torr (0.0133 kPa to 0.000133 kPa), said at least one moderately volatile fragrance material being present in an amount of about 30 wt % to about 70 wt % relative to the total weight of the fragrance component; and

[0373] At least one highly volatile fragrance material having a vapor pressure of greater than 0.1 Torr (0.0133 kPa) at 25° C., wherein the at least one highly volatile fragrance material is present in an amount from about 0.1 wt % to about 30 wt % relative to the total weight of the fragrance component.

[0374] Aspect 16 provides a method of preparing the composition according to any one of aspects 1 to 15, the method comprising combining the fragrance component and the glucam in a solvent.

Claims

1. A fragrance composition comprising: Less than or equal to 2 wt% of PPG-20 methyl glucose ether; and A mixture of fragrance components comprising at least two of the following: d-limonene (CAS No. 5989-27-5), indole (CAS No. 120-72-9), cedrene (CAS No. 470-40-6), α-cedrene (CAS No. 469-61-4), β-cedrene (CAS No. 546-28-1), β-ionone (CAS No. 14901-07-6), methyl anthranilate (CAS No. 134-20-3), cedrene methyl ether (CAS No. 67874-81-1), cyperaldehyde (CAS No. 103-95-7), ambroxan (CAS No. 6790-58-5), mysore acetate (CAS No. 30772-69-1), polywood (CAS No. 98676-96-1), ethoxymethoxycycloundecane (Boisambrene forte) (CAS No. 58567-11-6), α-isomethyl ionone (CAS No. 127-51-5), neoheliotrope (CAS No. 1205-17-0), cashmeran (CAS No. 33704-61-9), magnolan (CAS No. 27606-09-3), vanillin (CAS No. 121-33-5), cedarwood acetate (CAS No. 7 7-54-3), Amyl Salicylate (CAS No. 2050-08-0), Coumarin (CAS No. 91-64-5), Javanol (CAS No. 198404-98-7), Ethyl Vanillin (CAS No. 121-32-4), Hedione (CAS No. 24851-98-7), Sandalore (CAS No. 65113-99-7), Cedrol (CAS No. 77-53-2), Iso E Super (CAS No. 54464-57-2), Norlimbanol (CAS No. 70788-30-6), Ebanol (CAS No. 67801-20-1), Bacdanol (CAS No. 28219-61-6), Patchouliol (CAS No. 5986-55-0), Firsantol (CAS No. 104864-90-6), Polysantol (CAS No. 107898-54-4), Vertofix (CAS No. 32388-55-9), α-santalol (CAS No. 115-71-9), β-santalol (CAS No. 77-42-9); wherein the composition comprises from about 70 wt % to about 85 wt % of ethanol relative to the total weight of the composition; And wherein the composition is in the form of a perfume, eau de parfum, eau de toilette, cologne, body spray, lotion, cream, shampoo, conditioner, hair mist, body oil, deodorant, solid fragrance or body spray.

2. The composition of claim 1, wherein the mixture of fragrance components is present in an amount of about 0.04 wt% to about 30 wt% relative to the total weight of the composition.

3. The composition of any one of claims 1 or 2, wherein the mixture of fragrance components is present in an amount of about 0.5 wt% to about 25 wt% relative to the total weight of the composition.

4. The composition of any one of claims 1 to 3, wherein the mixture of fragrance components is present in an amount of about 5 wt% to about 20 wt% relative to the total weight of the composition.

5. The composition according to any one of claims 1 to 4, wherein the composition is in the form of a perfume.

6. The composition according to any one of claims 1 to 5, wherein the fragrance component is selected from the group consisting of citrus notes, green notes, spicy notes, cinnamon notes, peppery notes, dill notes, ginger notes, juniper notes, fruity notes, peach notes, lactone notes, floral notes, woody notes, cedar notes, sandalwood notes, vetiver notes, suede notes, sap notes, earthy notes, root notes, birch notes, leather notes, smoky notes, animalic notes, balsamic notes, musk notes, and mixtures thereof.

7. The composition according to any one of claims 1 to 6, wherein the fragrance component has a fragrance persistence after 30 hours that is 1.1 to 10 times greater than that of a corresponding composition without PPG-20 methyl glucose ether.

8. The composition according to any one of claims 1 to 7, wherein the fragrance component has a fragrance persistence after 30 hours that is 1.1 to 5.1 times greater than that of a corresponding composition without PPG-20 methyl glucose ether.

9. The composition of any one of claims 1 to 8, wherein the composition comprises from about 77 wt% to about 82 wt% ethanol relative to the total weight of the composition.

10. The composition according to any one of claims 1 to 9, wherein the PPG-20 methyl glucose ether is present in the range of 0.2 wt% to 2 wt% relative to the total weight of the composition.

11. The composition according to any one of claims 1 to 10, wherein the PPG-20 methyl glucose ether is present in the range of 0.3 wt% to 1.5 wt% relative to the total weight of the composition.

12. The composition according to any one of claims 1 to 11, wherein the PPG-20 methyl glucose ether is present in the range of 0.5 wt% to 1 wt% relative to the total weight of the composition.

13. A composition according to any one of claims 1 to 12, wherein the fragrance component comprises: at least one low volatility fragrance material, said at least one low volatility fragrance material having a vapor pressure of less than 0.001 Torr (0.000133 kPa) at 25° C., said at least one low volatility fragrance material being present in an amount greater than 30 wt % relative to the total weight of said fragrance component; at least one moderately volatile fragrance material having a vapor pressure at 25° C. in the range of 0.1 torr to 0.001 torr (0.0133 kPa to 0.000133 kPa), said at least one moderately volatile fragrance material being present in an amount of about 30 wt % to about 70 wt % relative to the total weight of the fragrance component; and At least one highly volatile fragrance material having a vapor pressure of greater than 0.1 Torr (0.0133 kPa) at 25° C., wherein the at least one highly volatile fragrance material is present in an amount from about 0.1 wt % to about 30 wt % relative to the total weight of the fragrance component.

14. A method of preparing a composition according to any one of claims 1 to 13, said method comprising combining said fragrance component and said PPG-20 methyl glucose ether in a solvent.

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