Fragrance Compositions and Uses Thereof

Abstract
The present invention relates to a composition having improved or enhanced fidelity and/or longevity of the fragrance profile, comprising from about 10 wt % to about 30 wt % of low volatile fragrance materials having a vapor pressure less than 0.001 Torr (0.000133 kPa) at 25° C., wherein the wt % is relative to the total weight of the fragrance component, and at least one substantially non-odorous fragrance modulator. The invention also relates to methods of use of the compositions for perfuming suitable substrates, including hard surfaces and body parts, particularly skin and hair.
Description
FIELD OF THE INVENTION

The present invention relates to the field of perfumery. In particular, the compositions of the present invention have improved or enhanced fidelity and/or longevity of the fragrance profile.


BACKGROUND OF THE INVENTION

It has been a long tradition that highly skilled perfumers carefully select fragrance materials to blend into a composition with the goal of achieving an overall specific fragrance profile of strength and character. In so doing, they need to bear in mind differences in the individual character and volatility of the fragrance materials that are the components of the full fragrance. Conventional perfuming compositions have fragrance profile characterized by a high amount of the low volatile fragrance materials and lower amounts of the volatile fragrance materials. The low volatile fragrance materials are known as “base notes”, while the volatile fragrance materials can be further divided into high volatile fragrance materials, identified as “top or head notes”, and medium or moderate volatile fragrance materials, identified as “middle or heart notes”. Perfumers typically classify fragrance materials as a base, heart or top note according to their specific characters. Unfortunately, there is no universal convention because this type of classification scheme tends to be subjective.


The top notes tend to smell citrusy, green, light, fresh, and comprise typically from about 0.1 wt % to 40 wt % relative to the total weight of the perfume formulation. Typically, perfumers use top notes to deliver the initial impression of the composition but do not rely on them to contribute much to its overall fragrance profile over time after application.


Middle notes are associated with floral aromas (e.g., jasmin, rose), fruity, marine, aromatic or spicy characters and make up from about 0.1 wt % to about 60 wt % relative to the total weight of the perfume formulation. Generally, they become dominant to the untrained nose from several minutes after application and can last up to a few hours afterwards. Base or bottom notes can exist at greater than 30 wt % relative to the total weight of the perfume formulation.


They are characterized as animalic, woody, sweet, amber or musky. Typically, they are not perceived as dominant until several hours after the application of the perfume or during “dry-down”. Base notes are relied upon at high levels to improve the strength of the overall fragrance profile over time and replace the heart notes when these are declining. The consequence of using base notes at high levels is that they impart particular odour characters, such as for example, musky, woody, ambery, warm and sweet, which overpower and dominate the fragrance character over time. Some of these base notes have become such common materials (e.g., ethylene brassylate, Galaxolide, etc.) that many fragrance dry-downs appear repetitive, boring, non-memorable and un-interesting to consumers. However, if base notes are reduced or excluded then the fragrance strength weakens over time and does not last for a sufficient duration.


One problem with the above classification approach is that due to the somewhat subjective nature of characters, there is inconsistency with the construction of fragrance compositions. Another problem is that consumers tend to complain that middle notes tend to fade too quickly after application of the composition and that the character of the middle notes are undesirably altered by the presence of large amounts of the base notes during the period known as the “dry-down” phase.


Thus, it is desirable to provide new rules for objectively classifying fragrance materials according to their volatility using their vapor pressures defined at a suitable temperature, instead of their characters. The new rules operate irrespective of the perfumers performing the classification. In particular, the new rules classify the fragrance materials into low volatile fragrance materials or volatile fragrance materials for formulating into fragrance mixtures. It is further desirable to have a composition which retains a significant portion of its initial fragrance profile over time, hence, the floral, fruity, aromatic or spicy characters attributable to the volatile fragrance materials are perceived for many hours after application. It is also desirable that the fragrance profile of the composition remains noticeable to the consumer over longer periods of time. It is further desirable to be able to create new to the world fragrance profiles wherein one, or several, well-recognized volatile fragrance materials characters, are maintained over time. It is therefore a challenge to formulate a composition having improved longevity of the fragrance profile, preferably characters attributable to the volatile fragrance materials, without having the fragrance profile substantially altered over time by the presence of the low volatile fragrance materials in the composition. One approach for addressing the challenge has been to formulate with higher proportions of perfume raw materials with a low volatility and which are therefore more substantive on the substrate. However, as discussed above, this restricts the type of fragrance profile that can be achieved over time.


Previous attempts to overcome these problems have been through the use of various “fixatives” or “modulators” to retard the evaporation of the more volatile fragrance ingredients present in fragrance compositions. For instance, U.S. Patent Publication No. 2011/0104089A1 (Symrise) describes certain compositions containing neopentyl glycol diisononanoate as a fixative for top note perfume oils by increasing their adhereance to skin and hair. U.S. Patent Publication No. 2011/0091404 (Symrise) discloses the use of N-hexadecyl n-nonanoate and N-octadecyl n-nonanoate as fixatives of fragrance substances, particularly the readily volatile top notes, by lowering their vapor pressure to allow for a time-delayed release of the perfume oil components from a composition. U.S. Pat. No. 7,196,052 (Takasago Int. Corp.) describes fragrance compositions containing glycerol ether derivatives as fixatives or fragrance note-improving agent. EP Patent Publication No. 616800A2 (Givaudan) discloses odorant compositions containing panethenol ethyl ether having improved prolonged diffusion of the perfume materials from the skin, without notably modifying the olfactive note of the product. U.S. Pat. No. 4,110,626 (Shiseido) describes the use of aliphatic dibasic acid diester as “perfume controlling agent” for improved fixing effect on fragrance component. On the other hand, PCT Publication No. WO2014/155019 (LVMH) describes aliphatic ether derivatives to increase the stability of alcoholic fragrance composition and more particularly to preserve the original olfactive notes.


There are at least one of several drawbacks to the above described use of fixatives or modulators in fragrance compositions. Firstly, these attempts, while disclosing compositions that retain the perfume by way of fixatives or modulators, do not teach the substantive reduction in the levels of low volatile fragrance materials in the fragrance compositions or the particular type of fragrance materials to include for delivering the benefits of improved longevity of the fragrance profile, preferably the characters attributable from the volatile fragrance materials. Secondly, the use of fixatives or modulators in these attempts mostly shows effects on single perfume raw materials (“PRMs”), which are often not observed in a fragrance composition of a mixture of fragrance materials where a number of such fragrance materials are competing with each other to interact with said fixative or modulator. They do not teach how to formulate with fixatives or modulators in mixtures, which is not trivial. On the other hand, for other attempts that do describe mixtures, they have different fragrance design criteria and are directed to specific preferred fixative materials or modulators.


As such the previous attempts still have limitations, and do not adequately teach how to provide a composition wherein the prolonged fragrance profile, preferably the characters attributable to the volatile fragrance materials, are noticeable over time, preferably very long durations of time. Therefore, there remains a need for a composition that is perceived by the consumer over long, preferably very long, duration after application. There is also a need for a composition wherein the characters attributable to the volatile fragrance materials remains significantly consistent from its initial impression to the end. It is desirable that the compositions are relevant to fragrances derived from volatile fragrance materials having a vapor pressure greater than or equal to 0.001 Torr (0.000133 kPa) at 25° C.


SUMMARY OF THE INVENTION

The inventors have discovered new rules for objectively classifying fragrance materials according to their volatility, using their vapor pressures defined at a suitable temperature, into low volatile fragrance materials and volatile fragrance materials for formulating into fragrance mixtures. In a first aspect, the present invention is directed to a composition comprising a fragrance component present in an amount of from about 0.04 wt % to about 30 wt %, relative to the total weight of the composition, and wherein the fragrance component comprises at least one low volatile fragrance material having a vapor pressure less than 0.001 Torr (0.000133 kPa) at 25° C. and the low volatile fragrance material is present in an amount of from about 10 wt % to about 30 wt %, relative to the total weight of the fragrance component, and at least one substantially non-odorous fragrance modulator, as described herein below, present in an amount of from about 0.1 wt % to about 20 wt %, relative to the total weight of the composition.


In another aspect, the present invention is directed to a composition wherein the fragrance component further comprising one or more volatile fragrance materials having a vapor pressure greater than or equal to 0.001 Torr (0.000133 kPa) at 25° C. and present in the amount of from about 70 wt % to about 99.9 wt %, relative to the total weight of the fragrance component.


In yet another aspect, the present invention is further directed to a method of modifying or enhancing the odour properties of a body surface with a composition of the present invention, by contacting or treating the body surface with the composition.


These and other features of the present invention will become apparent to one skilled in the art upon review of the following detailed description when taken in conjunction with the appended claims.





BRIEF DESCRIPTION OF THE DRAWINGS

While the specification concludes with claims particularly pointing out and distinctly claiming the invention, it is believed that the invention will be better understood from the following description of the accompanying figures wherein:



FIG. 1 provides the panel test results of perceived fragrance profile, particularly improved fragrance profile longevity of Composition P comprising Eugenol fragrance material and Propylene Glycol Propyl Ether (PGPE) substantially non-odorous fragrance modulator as compared to Composition Q, a control absent of a substantially non-odorous fragrance modulator (PGPE), and as a function of time elapsed since application of the composition.



FIG. 2 provides the panel test results of perceived fragrance profile, particularly improved fragrance profile longevity of Composition R comprising Dimethyl Benzyl Carbinyl Acetate fragrance material and Diisobutyl Adipate substantially non-odorous fragrance modulator as compared to Composition S, a control absent of a substantially non-odorous fragrance modulator (Diisobutyl Adipate), and as a function of time elapsed since application of the composition.



FIG. 3 provides the panel test results of the fragrance profile longevity, particularly intensity of the character attributable to the volatile fragrance materials, of Composition A comprising Reduced Low Volatile Floral Magnifica Fragrance Example 4b, and Modulator A (i.e., Diisobutyl Adipate substantially non-odorous fragrance modulator) as compared to Composition C, comprising Traditional Floral Magnifica Fragrance Example 4a, and absent of a substantially non-odorous fragrance modulator, and as a function of time elapsed since application of the composition.



FIG. 4 provides the panel test results of the fragrance profile longevity, particularly intensity of the character attributable to the volatile fragrance materials, of Composition A comprising Reduced Low Volatile Muguesia Magnifica Fragrance Example 5b, and Modulator A (i.e., Diisobutyl Adipate substantially non-odorous fragrance modulator) as compared to Composition C, comprising Traditional Muguesia Magnifica Fragrance Example 5a, and absent of a substantially non-odorous fragrance modulator, and as a function of time elapsed since application of the composition.



FIG. 5 provides the panel test results of fragrance profile fidelity, particularly the dominance of the floral character attributable to the volatile fragrance materials, of Composition A comprising Reduced Low Volatile Floral Magnifica Fragrance Example 4b, and Modulator A (i.e., Diisobutyl Adipate substantially non-odorous fragrance modulator) as compared to Composition C, comprising Traditional Floral Magnifica Fragrance Example 4a, and absent of a substantially non-odorous fragrance modulator, and as a function of time elapsed since application of the composition.



FIG. 6 provides the panel test results of fragrance profile fidelity, particularly the dominance of the floral character attributable to the volatile fragrance materials, of Composition A comprising Reduced Low Volatile Floral Muguesia Fragrance Example 5b, and Modulator A (i.e., Diisobutyl Adipate substantially non-odorous fragrance modulator) as compared to Composition C, comprising Traditional Muguesia Magnifica Fragrance Example 5a, and absent of a substantially non-odorous fragrance modulator, and as a function of time elapsed since application of the composition.



FIG. 7 provides the panel test results of fragrance profile fidelity, particularly the dominance of the floral character attributable to the volatile fragrance materials, of Composition J comprising Reduced Low Volatile Floral Magnifica Fragrance Example 4b, and Modulator D (i.e., PPG-11 Stearyl Ether substantially non-odorous fragrance modulator) as compared to Composition L, comprising Traditional Floral Magnifica Fragrance Example 4a, and absent of a substantially non-odorous fragrance modulator, and as a function of time elapsed since application of the composition.



FIG. 8 provides the panel test results of fragrance profile fidelity, particularly the dominance of the floral character attributable to the volatile fragrance materials, of Composition J comprising Reduced Low Volatile Muguesia Magnifica Fragrance Example 5b, and Modulator D (i.e., PPG-11 Stearyl Ether substantially non-odorous fragrance modulator) as compared to Composition L, comprising Traditional Muguesia Magnifica Fragrance Example 5a, and absent of a substantially non-odorous fragrance modulator, and as a function of time elapsed since application of the composition.



FIG. 9 provides the evaporation profile results for a representative component (i.e., indole) of test composition (MOD1) comprising a volatile fragrance mixture and an Isoceteth-15 substantially non-odorous fragrance modulator as compared to a control composition (REF), and as a function of time elapsed since application of the composition.



FIG. 10 provides the evaporation profile results for a representative component (i.e., indole) of test composition (MOD2) comprising a volatile fragrance mixture and a DL-Panthenol substantially non-odorous fragrance modulator as compared to a control composition (REF), and as a function of time elapsed since application of the composition.



FIG. 11 provides the evaporation profile results for a representative component (i.e., indole) of test composition (MOD3) comprising a volatile fragrance mixture and PPG-11 Stearyl Ether as compared to a control composition (REF), and as a function of time elapsed since application of the composition.



FIGS. 12(a)(i) and 12(a)(ii) provide the headspace chromatography of the fragrance profile of Composition L, comprising Traditional Muguesia Magnifica Fragrance Example 4a, and absent of a substantially non-odorous fragrance modulator as a function of time elapsed, after 10 mins and 60 mins evaporation, respectively.



FIGS. 12(b)(i) and 12(b)(ii) provide the headspace chromatography of the fragrance profile of Composition J comprising Reduced Low Volatile Muguesia Magnifica Fragrance Example 4b, and Modulator D (a PPG-11 Stearyl Ether substantially non-odorous fragrance modulator) as a function of time elapsed, after 10 mins and 60 mins evaporation, respectively.





DETAILED DESCRIPTION OF THE INVENTION
Definitions

As used herein, articles such as “a” and “an” when used in a claim, are understood to mean one or more of what is claimed or described.


As used herein, the terms “include”, “includes” and “including” are meant to be non-limiting.


As used herein, the term “body splash” means a body care formulation that is applied to the body. Typically, the body splash is applied to the body after bathing and provides a subtle hint of scent to the body. Body splashes are commonly used by consumers who prefer less strong fragrance compositions. A body splash may comprise an ethanol-free composition according to the present invention which comprises from 0.2-8 wt %, relative to the total weight of the composition, of a fragrance component. The body splash may further comprise alkyl polyglucosides as non-ionic surfactants.


As used herein, the term “body spray” means a formulation comprising fragrance materials intended to be applied to the body to prevent or mask body odor caused by the bacterial breakdown of perspiration on the body (e.g., armpits, feet, and other areas of the body). The body spray may also provide a fragrance expression to the consumers. Typically, body spray compositions are applied as an aerosol spray in an effective amount on the skin of a consumer.


As used herein, the term “composition” includes a fine fragrance composition intended for application to a body surface, such as for example, skin or hair, i.e., to impart a pleasant odour thereto, or cover a malodour thereof. They are generally in the form of perfume concentrates, perfumes, parfums, eau de parfums, eau de toilettes, aftershaves, or colognes. The fine fragrance compositions may be an ethanol-based composition. The term “composition” may also include a cosmetic composition, which comprises a fragrance material for the purposes of delivering a pleasant smell to drive consumer acceptance of the cosmetic composition. The term “composition” may also include body splashes or body sprays. The term “composition” may also include cleaning compositions, such as fabric care composition or home care compositions, including air care compositions (e.g., air freshners), for use on clothing or other substrates such as hard surfaces (e.g., dishes, floors, countertops). Additional non-limiting examples of “composition” may also include facial or body powder, foundation, deodorant, body/facial oil, mousse, creams (e.g., cold creams), waxes, sunscreens and blocks, bath and shower gels, lip balms, self-tanning compositions, masks and patches.


As used herein, the term “consumer” means both the user of the composition and the observer nearby or around the user.


As used herein, the terms “fragrance” and “perfume” are used interchangeably to designate the component in the composition that is formed of fragrance materials, i.e., ingredients capable of imparting or modifying the odour of skin or hair or other substrate.


As used herein, the term “fragrance material” and “fragrance materials” relates to a perfume raw material, or a mixture of perfume raw materials, that are used to impart an overall pleasant odour or fragrance profile to a composition. “Fragrance materials” can encompass any suitable perfume raw materials for fragrance uses, including materials such as, for example, alcohols, aldehydes, ketones, esters, ethers, acetates, nitriles, terpene hydrocarbons, nitrogenous or sulfurous heterocyclic compounds and essential oils. However, naturally occurring plant and animal oils and exudates comprising complex mixtures of various chemical components are also know for use as “fragrance materials”. The individual perfume raw materials which comprise a known natural oil can be found by reference to Journals commonly used by those skilled in the art such as “Perfume and Flavourist” or “Journal of Essential Oil Research”, or listed in reference texts such as the book by S. Arctander, Perfume and Flavor Chemicals, 1969, Montclair, N.J., USA and more recently re-publisehd by Allured Publishing Corporation Illinois (1994).


Additionally, some perfume raw materials are supplied by the fragrance houses (Firmenich, International Flavors & Fragrances, Givaudan, Symrise) as mixtures in the form of proprietary specialty accords. Non-limiting examples of the fragrance materials useful herein include pro-fragrances such as acetal pro-fragrances, ketal pro-fragrances, ester pro-fragrances, hydrolyzable inorganic-organic pro-fragrances, and mixtures thereof. The fragrance materials may be released from the pro-fragrances in a number of ways. For example, the fragrance may be released as a result of simple hydrolysis, or by a shift in an equilibrium reaction, or by a pH-change, or by enzymatic release.


As used herein, the term “fragrance profile” means the description of how the fragrance is perceived by the human nose nose at any moment in time. The fragrance profile may change over time. It is a result of the combination of the low volatile fragrance materials and the volatile fragrance materials, if present, of a fragrance. A fragrance profile is composed of 2 characteristics: ‘intensity’ and ‘character’. The ‘intensity’ relates to the perceived strength whilst ‘character’ refers to the odour impression or quality of the perfume, i.e., fruity, floral, woody, etc.


As used herein, the terms “modulator”, and “fragrance modulator” are used interchangeably to designate an agent having the capacity to affect the fragrance profile, such as for example, by impacting the fragrance materials' evaporation rate. The modulator may mediate its effect by lowering the vapor pressure of the fragrance materials and increasing their adherence to the substrate (skin and/or hair) thus ensuring a longer-lasting impression of the fragrance. By incorporating the modulator, it is desired that the fragrance profile, preferably the fragrance characters attributable to the volatile fragrance materials, of the composition can be perceived by a consumer, over a longer period of time, as compared to the same perception in the absence of the modulator. Suitable examples of the modulator are provided herein below. However, as discovered by the inventors, simply adding modulators to a traditionally constructed fragrance composition will not ensure an improved or enhanced fidelity and/or longevity of the fragrance profile over time. Instead, it is only when the modulators are added in the presence of reduced levels of low volatile fragrance materials can the improved or enhanced fidelity and/or longevity of the fragrance profile, preferably attributable to the volatile fragrance materials, be perceived as compared to control composition absent the modulators and low levels of low volatile fragrance materials.


As used herein, the term “substantially non-odorous” means an agent that does not impart an odour of its own when added into a composition of the present invention. For example, a “substantially non-odorous fragrance modulator” does not impart a new odour that alters the character of the fragrance profile of the composition to which it is added. The term “substantially non-odorous” also encompasses an agent that may impart a minimal or slight odour of its own when added into a composition of the present invention. However, the odour imparted by the “substantially non-odorous fragrance modulator” is generally undetectable or tends to not substantively alter the character of the fragrance profile of the composition to which it is added initially or preferably over time. Furthermore, the term “substantially non-odorous” also includes materials that are perceivable only by a minority of people or those materials deemed anosmic to the majority of people. Furthermore, the term “substantially non-odorous” also includes materials that may, from particular suppliers, contain an odour due to impurities, such as when the materials contain the impurities at not more than about 5 wt %, preferably not more than 1 wt %, often even not more than 1 part per million (ppm). These impurities maybe removed by purification techniques known in the art as required to make them suitable for use in fragrance compositions of the present invention.


As used herein, the term “vapor pressure” means the partial pressure in air at a defined temperature (e.g., 25° C.) and standard atmospheric pressure (760 mmHg or 101.325 kPa) for a given chemical species. It defines a chemical species' desire to be in the gas phase rather than the liquid or solid state. The higher the vapor pressure the greater the proportion of the material that will, at equilibrium, be found in a closed headspace. It is also related to the rate of evaporation of a fragrance material which is defined in an open environment where material is leaving the system. The vapor pressure is determined according to the reference program Advanced Chemistry Development (ACD/Labs) Software Version 14.02, or preferably the latest version update).


It is understood that the test methods that are disclosed in the Test Methods Section of the present application must be used to determine the respective values of the parameters of Applicants' inventions as described and claimed herein.


In all embodiments of the present invention, all percentages are by weight of the total composition, as evident by the context, unless specifically stated otherwise. All ratios are weight ratios, unless specifically stated otherwise, and all measurements are made at 25° C., unless otherwise designated.


Compositions

The inventors have surprisingly discovered a revolutionary new way of objectively classifying fragrance materials and then formulating those fragrance materials into complex fragrance mixtures having improved fragrance profile fidelity and longevity. Essentially, the solution is to formulate the fragrance materials having low levels (10 to 30 wt % relative to the total weight of the fragrance component) of the low volatile fragrance materials in the presence of a substantially non-odorous fragrance modulator to provide for improved or enhanced longevity and/or fidelity of the fragrance profile, particularly amongst character attributable to volatile fragrance materials. In fact, the inventors have discovered that in the complete absence of the low volatile fragrance materials or at very low levels of the low volatile fragrance materials (less than 10 wt %) there is insufficient character complexity and roundness of the fragrance profile for consumer acceptance of the composition. Therefore, the level of low volatile fragrance materials needs to be carefully chosen between 10 and 30 wt % to balance consumer acceptance and the desired improved or enhanced fidelity and/or longevity of the fragrance profile, particularly amongst characters attributable to volatile fragrance materials.


Specifically, in one aspect, the present invention provides for a composition comprising a fragrance component present in an amount of from about 0.04 wt % to 30 wt %, preferably 1 wt % to about 30 wt %, more preferably less than about 25 wt %, yet more preferably less than about 20 wt %, yet even more preferably less than about 15 wt %, yet even more preferably less than about 10 wt % or most preferably less than about 8 wt %, relative to the total weight of the composition. Alternatively, the fragrance component is present in an amount of from about 0.04 wt %, 0.3 wt %, 1 wt %, 2 wt %, 5 wt %, 8 wt % or 10 wt %, to about 15 wt %, 20 wt %, 25 wt % or 30 wt %, relative to the total weight of the composition.


(i) Low Volatile Fragrance Materials


Further, the fragrance component comprises at least one low volatile fragrance material having a vapor pressure less than 0.001 Torr (0.000133 kPa) at 25° C. Unlike previous proposed classification of fragrance materials according to their characters, which tends to be subjective, the inventors have established new rules to objectively classifying fragrance materials into low volatile fragrance materials or volatile fragrance materials according to their vapor pressure. For example, methyl dihydrojasmonate which has been typically classified as a heart note under the traditional approach is now classified as a low volatile fragrance material because it has a vapor pressure of 0.00071000 Torr (0.000095 kPa) at 25° C. This new classification better reflects methyl dihydrojasmonate's technical properties of slow evaporation and long lasting properties.


Preferably, the composition according to the present invention comprises at least 3 low volatile fragrance materials, or least 5 low volatile fragrance materials, or at least 7 low volatile fragrance materials. It is preferred that the composition of the present invention comprises low, preferably very low levels of the low volatile fragrance materials than would traditionally be present in a composition. As such, compositions of the present invention can comprise low levels of the low volatile fragrance material present in an amount of from about 10 wt % to about 30 wt %, preferably less than about 30 wt %, or preferably less than about 28 wt %, or preferably less than about 25 wt %, relative to the total weight of the fragrance component. Alternatively, the low volatile fragrance material is present in an amount of from about 10 wt %, 12 wt %, 15 wt %, 20 wt %, 25 wt % or 30 wt %, relative to the total weight of the fragrance component. If there is more than one low volatile fragrance materials, then the ranges provided hereinabove cover the total of all of the low volatile fragrance materials. Preferable examples of low volatile fragrances materials are provided in Table 1 below.


(ii) Fragrance Modulators


The composition further comprises at least one substantially non-odorous fragrance modulator as described herein below. Preferable examples of the substantially non-odorous fragrance modulators are provided in Table 3 below.


Preferably, the substantially non-odorous fragrance modulator is present in an amount of from about 0.1 wt % to about 20 wt %, preferably from about 0.5 wt % to about 18 wt % or more preferably from about 2.5 wt % to about 15 wt % or combinations thereof, relative to the total weight of the composition. Alternatively, the substantially non-odorous fragrance modulator is present in an amount of from about 0.1 wt %, 0.5 wt % or 2.5 wt % to about 15 wt %, 18 wt % or 20 wt %, relative to the total weight of the composition. If there is more than one substantially non-odorous fragrance modulators, then the ranges provided hereinabove cover the total of all of the substantially non-odorous fragrance modulators.


The substantially non-odorous modulator of the present invention may be a liquid at temperatures lower than 100° C., preferably at ambient temperature. The substantially non-odorous modulators may be fully miscible with the PRMs to form a single phase liquid. However, if the PRMs are not entirely miscible, or are immiscible, then co-solvents (e.g., dipropylene glycol (DPG), triethyl citrate, or others as well known to those skilled in the art) can be added to aid in the solubility of the PRMs.


Preferably, the composition according to the present invention, wherein the substantially non-odorous fragrance modulator does not comprise: (i) isocetyl alcohol, PPG-3 myristyl ether, neopentyl glycol diethylhexanoate or their mixtures; and (ii) n-hexadecyl n-nonanoate, n-octadecyl n-nonanoate or their mixtures.


Preferably, the composition according to the present invention, wherein the substantially non-odorous fragrance modulator and fragrance component are present in a weight ratio from about 3:1 to about 1:3.


The inventors have surprisingly discovered that by reducing the levels of the low volatile fragrance materials, and preferably increasing the levels of the volatile fragrance materials, in a composition, the effect of the substantially non-odorous modulator on the fragrance profile, particularly the portion of the fragrance profile attributable to the volatile fragrance materials, can be improved. By “improved” it is meant that the fragrance profile of the composition, particular the components contributed by the volatile fragrance materials, can be perceived by the consumer at later time points such as for example, 2 hours, 3 hours, 4 hours, 5 hours, 6 hours, 7 hours, 8 hours, 10 hours, and possibly all the way up to 24 hrs after application as compared to controls, i.e., compositions containing normal or high levels of the low volatile fragrance materials and the substantially non-odorous modulator or compositions containing reduced levels of low volatile fragrance materials (i.e., at least greater than 30 wt % relative to the total weight of the fragrance component) and no substantially non-odorous modulator.


Alternatively, by “improved” it can mean that the olfactive perception, by the consumer, of the fidelity of the fragrance profile contributed by the volatile fragrance materials is markedly increased or enhanced as compared to the controls. “Increased” or “enhanced” means that the consumer perceives the fragrance profile, preferably the characters attributable to the volatile fragrance materials, of a composition as not changing from its initial impression or the changes are minimal from when the composition was first applied to when it dissipates. In other words, the fidelity of the perceived fragrance profile of the composition is maintained over time.


Typically, it has been very difficult to formulate fragrance profile, particularly a floral or aromatic/spicy character of the volatile fragrance materials, which can last for very long periods, especially throughout the life of the composition after its application, without giving way to the stronger characters of the low volatile fragrance materials. The present invention of reducing levels of the low volatile fragrance materials with the substantially non-odorous modulators will allow perfumers to increase the perception of the volatile perfume materials, to create new characters, and to address a re-occurring consumer issue that particular fragrance profiles, particularly those having floral or aromatic/spicy characters, do not last long enough.


Such a solution as presented herein provides enhanced or improved fidelity and/or longevity of the fragrance profile, particularly amongst those composition formulated from volatile fragrance materials having medium to high vapor pressure ranges (greater than or equal to 0.001 Torr (0.000133 kPa) at 25° C.), without having to rely on the presence or significant amounts of the low volatile fragrance materials, which has a tendency to overpower and alter the overall character of a fragrance, particularly over time. As a result, the present invention provides the perfumer options to formulate compositions having new fragrance profiles not possible before.


(iii) Volatile Fragrance Materials


In another aspect, the present invention also provides a composition, wherein the fragrance component further comprising one or more volatile fragrance materials having a vapor pressure greater than or equal to 0.001 Torr (0.000133 kPa) at 25° C. The volatile fragrance material is present in an amount of from about 70 wt % to about 99.9 wt %, preferably greater than about 80 wt %, or more preferably greater than 88 wt %, or combinations thereof, relative to the total weight of the fragrance component. Alternatively, the volatile fragrance material is present in an amount of from about 70 wt %, 73 wt %, 75 wt %, 80 wt %, 85 wt %, 88 wt %, or 90 wt %, relative to the total weight of the fragrance component. If there is more than one volatile fragrance materials, then the ranges provided hereinabove cover the total weight of all of the volatile fragrance materials. Preferable examples of volatile fragrances materials are provided in Table 2 below.


Preferably, the volatile fragrance materials can be divided into: (i) a high volatile fragrance material having a vapor pressure greater than 0.1 Torr (0.0133 kPa) at 25° C., present in an amount of from about 1 wt % to about 30 wt %, relative to the total weight of the fragrance component, and (ii) a moderate volatile fragrance material having a vapor pressure in the range of from 0.1 Torr to 0.001 Torr (0.0133 kPa to 0.000133 kPa) at 25° C., present in an amount of from about 40 wt % to about 80 wt %, relative to the total weight of the fragrance component. While the further classification of the volatile fragrance materials into high and moderate volatile fragrance materials is provided to help illustrate the fragrance characters of the perfume raw materials and is useful for when it comes to formulating new fragrance profiles, it should not be construed as limiting on what qualifies as a volatile fragrance material.


Entrapment Materials

In yet another aspect, compositions of the present invention may comprise an entrapment material at a level such that the weight ratio of the entrapment material to the fragrance materials is in the range of from about 1:20 to about 20:1. Preferably, the composition may comprise an entrapment material present in the amount of from about 0.001 wt % to about 40 wt %, from about 0.1 wt % to about 25 wt %, from about 0.3 wt % to about 20 wt %, from about 0.5 wt % to about 10 wt %, or from about 0.75 wt % to about 5 wt %, relative to the total weight of the composition. The compositions disclosed herein may comprise from 0.001 wt % to 40%, from 0.1 wt % to 25 wt %, from 0.3 wt % to 20 wt %, from 0.5 wt % to 10 wt % or from 0.75 wt % to 5 wt %, relative to the total weight of the composition, of a cyclic oligosaccharide.


Suitable entrapment 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. WO2000/67721 (Procter & Gamble); and WO2000/67720 (Procter & Gamble); and U.S. Pat. No. 6,893,647 (Procter & Gamble)).


As used herein, the term “cyclic oligosaccharide” means a cyclic structure comprising six or more saccharide units. Preferred for use herein are cyclic oligosaccharides having six, seven or eight saccharide units and mixtures thereof, more preferably six or seven saccharide units and even more preferably seven saccharide units. It is common in the art to abbreviate six, seven and eight membered cyclic oligosaccharides to a, 13 and y respectively.


The cyclic oligosaccharide of the compositions used for the present invention may comprise any suitable saccharide or mixtures of saccharides. Examples of suitable saccharides include, but are not limited to, glucose, fructose, mannose, galactose, maltose and mixtures thereof. However, preferred for use herein are cyclic oligosaccharides of glucose. The preferred cyclic oligosaccharides for use herein are α-cyclodextrins or β-cyclodextrins, or mixtures thereof, and the most preferred cyclic oligosaccharides for use herein are β-cyclodextrins.


The cyclic oligosaccharide, or mixture of cyclic oligosaccharides, for use herein may be substituted by any suitable substituent or mixture of substituents. Herein the use of the term “mixture of substituents” means that two or more different suitable substituents can be substituted onto one cyclic oligosaccharide. The derivatives of cyclodextrins consist mainly of molecules wherein some of the OH groups have been substituted. Suitable substituents include, but are not limited to, alkyl groups; hydroxyalkyl groups; dihydroxyalkyl groups; (hydroxyalkyl)alkylenyl bridging groups such as cyclodextrin glycerol ethers; aryl groups; maltosyl groups; allyl groups; benzyl groups; alkanoyl groups; cationic cyclodextrins such as those containing 2-hydroxy-3-(dimethylamino) propyl ether; quaternary ammonium groups; anionic cyclodextrins such as carboxyalkyl groups, sulphobutylether groups, sulphate groups, and succinylates; amphoteric cyclodextrins; and mixtures thereof.


The substituents may be saturated or unsaturated, straight or branched chain. 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 or hydroxyalkyl groups or mixtures thereof, more preferred alkyl and hydroxyalkyl substituents are selected from C1-C6 alkyl or hydroxyalkyl groups or mixtures thereof, even more preferred alkyl and hydroxyalkyl substituents are selected from C1-C4 alkyl or hydroxyalkyl groups and mixtures thereof. Especially preferred alkyl and hydroxyalkyl substituents are propyl, ethyl and methyl, more especially hydroxypropyl and methyl and even more preferably methyl.


Preferred cyclic oligosaccharides for use in the present invention are unsubstituted, or are substituted by only saturated straight chain alkyl, or hydroxyalkyl substituents. Therefore, 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. 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, Munchen, DE under the tradename Alpha W6 M and Beta W7 M respectively. Especially preferred is methyl-β-cyclodextrin.


The cyclic oligosaccharides of the compositions used for the present invention are preferably soluble in water, ethanol, or both water and ethanol. As used herein “soluble” means at least about 0.1 g of solute dissolves in 100 mL of solvent, at 25° C. and standard atmospheric pressure (760 mmHg). Preferably the cyclic oligosaccharides for use herein have a solubility of at least about 1 g/100 mL, at 25° C. and 1 atm of pressure. Preferred is that cyclic oligosaccharides are only present at levels up to their solubility limits in a given composition at room temperature. A person skilled in the art will recognise that the levels of cyclic oligosaccharides used in the present invention will also be dependent on the components of the composition and their levels, for example the solvents used or the exact fragrance oils, or combination of fragrance oils, present in the composition. Therefore, although the limits stated for the entrapment material are preferred, they are not exhaustive.


Volatile Solvents

In yet another aspect, the present invention provides the solution to the problem of extending the longevity of the fragrance profile of compositions, particularly fine fragrance and cosmetic compositions, preferably fine fragrance compositions, which commonly contain high levels of a volatile solvent. Preferably, the composition according to the present invention, further comprising a volatile solvent present in the amount of from about 50 wt % to about 80 wt %, or preferably from about 55 wt % to about 75 wt %, relative to the total weight of the composition, and wherein the solvent is a branch or unbranched C1 to C10 alkyl, akenyl or alkynyl group having at least one alcohol moiety, preferably ethanol, or isopropanol, or other alcohols (e.g., methanol, propanol, isopropanol, butanol, and mixtures thereof) commonly found in commercial fine fragrance products.


Accordingly, ethanol may be present in any of the compositions of the present invention, and more specifically, it will form from about 10 wt % to about 80 wt %, or even from about 25 wt % to about 75 wt % of the composition, or combinations thereof, relative to the total weight of the composition. Alternatively, ethanol may be present in an amount of 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 any acceptable quality of ethanol, compatible and safe for the specific intended use of the composition such as, for example, topical applications of fine fragrance or cosmetic compositions.


Non-Volatile Solvents

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 often are introduced to the product via the perfume oil as many perfume raw materials may be purchased as a dilution in one of these solvents. Where non-volatile solvents are present, introduced either with the perfume materials or separately, then for the purposes of calculating the proportion of fragrance component having a vapor pressure of less than 0.001 Torr (0.000133 kPa) at 25° C. the total fragrance components does not include non-volatile solvents. Where non-volatile solvents are present, introduced either with the perfume materials or separately, then for the purposes of calculating the total level of fragrance component this does not include non-volatile solvents. In addition if present with cyclic oligosacchrides, the non-volatile solvent may be included at a weight ratio of the non-volatile solvent to the cyclic oligosaccharide of less than 1:1, less than 1:2, less than 1:10, or less than 1:100.


Water

In yet another aspect, water may be present in any of the compositions of the present invention, and more specifically, it shall not exceed about 40 wt %, preferably about 20 wt % or less, or more preferably about 10 wt % or less, relative to the total weight of the composition. Alternatively, water may be present in an amount of from about 10 wt % or about 20 wt % to about 40 wt %, relative to the total weight of the composition. When the composition is a cosmetic composition the level of water should not be so high that the product becomes cloudy thus negatively impacting the product aesthetics. It is understood that the amount of water present in the composition may be from the water present in the volatile solvent (e.g., ethanol) used in the composition, as the case may be.


Propellants

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 like propane, n-butane, isobutene, cyclopropane, and mixtures thereof. Halogenated hydrocarbons like 1,1-difluoroethane may also be used as propellants. 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-difluoroethylene (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, isobutene and n-butane), AP30 (a mixture of propane, isobutane and n-butane), and 152A (1,1 diflouroethane). The propellant may have a concentration from 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 of materials stored within the container.


Antiperspirant Active

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


Other Ingredients

In yet another aspect, the composition consists essentially of the recited ingredients but may contain small amounts (not more than about 10 wt %, preferably no more than 5 wt %, or preferably no more than 2 wt % thereof, relative to the total weight of the composition) of other ingredients that do not impact on the fragrance profile, particularly the evaporation rate and release of the fragrance materials. For example, a fine fragrance composition may comprise stabilizing or anti-oxidant agents, UV filters or quenchers, or colouring agents, commonly used in perfumery. There are a number of other examples of additional ingredients that are suitable for inclusion in the present compositions, particularly in compositions for cosmetic use. These include, but are not limited to, alcohol denaturants such as denatonium benzoate; UV stabilisers such as benzophenone-2; antioxidants such as tocopheryl acetate; preservatives such as phenoxyethanol, benzyl alcohol, methyl paraben, and propyl paraben; dyes; pH adjusting agents such as lactic acid, citric acid, sodium citrate, succinic acid, phosphoric acid, sodium hydroxide, and sodium carbonate; deodorants and anti-microbials such as farnesol and zinc phenolsulphonate; humectants such as glycerine; oils; skin conditioning agents such as allantoin; cooling agents such as trimethyl isopropyl butanamide and menthol; silicones; solvents such as hexylene glycol; hair-hold polymers such as those described in PCT Publication No. WO94/08557 (Procter & Gamble); salts in general, such as potassium acetate and sodium chloride and mixtures thereof.


In yet another aspect, the composition of the present invention, depending on its intended use, is a mixture of fragrance materials possibly together with other ingredients such as, for example, perfume carriers. By the term “perfume carrier”, it is meant to include materials which are practically neutral from a perfumery point of view, i.e., which does not significantly alter the organoleptic properties of perfuming components. The perfume carrier may be a compatible liquid or solid fillers, diluents and the like. The term “compatible”, as used herein, means that the components of the compositions of this invention are capable of being combined with the primary actives of the present invention, and with each other, in a manner such that there is no interaction which would substantially reduce the efficacy of the composition under ordinary use situations. The type of carrier utilized in the present invention depends on the type of product desired and may comprise, but are 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, for example, dipropyleneglycol, diethyl phthalate, isopropyl myristate, benzyl benzoate, 2-(2-ethoxyethoxy)-1-ethanol, or ethyl citrate (triethyl citrate).


In yet another aspect, the compositions for use in the present invention may take any form suitable for use, more preferably for perfumery or cosmetic use. These include, but are not limited to, vapor sprays, aerosols, emulsions, lotions, liquids, creams, gels, sticks, ointments, pastes, mousses, powders, granular products, substrates, cosmetics (e.g., semi-solid or liquid makeup, including foundations) and the like. Preferably the compositions for use in the present invention take the form of a vapor spray. Compositions of the present invention can be further added as an ingredient to other compositions, preferably fine fragrance or cosmetic compositions, in which they are compatible. As such they can be used within solid composition or applied substrates etc.


Preferably, the compositions of the present invention comprise:

    • (i) a fragrance component present in an amount of from about 0.04 wt % to about 30 wt %, relative to the total weight of the composition, and wherein the fragrance component comprises:
      • (a) at least one low volatile fragrance material having a vapor pressure less than 0.001 Torr (0.000133 kPa) at 25° C., present in the amount of from about 10 wt % to about 30 wt %, relative to the total weight of the fragrance component; and
      • (b) at least one volatile fragrance material having a vapor pressure greater than or equal to 0.001 Torr (0.000133 kPa) at 25° C., present in the amount of from about 70 wt % to about 99.9 wt %, relative to the total weight of the fragrance component; and
    • (ii) at least one substantially non-odorous fragrance modulator present in the amount of from about 0.1 wt % to about 20 wt %, relative to the total weight of the composition; and wherein the substantially non-odorous fragrance modulator is as described herein.


It has been ascertained that, amongst such compositions of the present invention, the preferred compositions are those comprising of:

    • (i) a fragrance component present in an amount of from about 0.04 wt % to about 30 wt %, relative to the total weight of the composition, and wherein the fragrance component comprises;
      • (a) at least one low volatile fragrance material having a vapor pressure less than 0.001 Torr (0.000133 kPa) at 25° C.; and
      • (b) at least one volatile fragrance material having a vapor pressure greater than or equal to 0.001 Torr (0.000133 kPa) at 25° C.;
      • wherein the weight ratio of the low volatile fragrance material versus the volatile fragrance material are present in the range of from 1:2.33 to 1:9;
    • (ii) at least one substantially non-odorous fragrance modulator present in the amount of from about 0.1 wt % to about 20 wt %, relative to the weight of the composition and wherein the substantially non-odorous fragrance modulator is as described herein;
    • (iii) a volatile solvent present in an amount of from about 50 wt % to about 80 wt % relative to the total weight of the composition; and
    • (iv) optionally water.


Preferably, the present invention relates to a fine fragrance composition, preferably in the form of of a perfume concentrate, a perfume, a parfum, an eau de toilette, an eau de parfum or a cologne.


Preferably, the present invention relates to a composition, wherein the composition is in the form of a body splash or a body spray.


Therefore, it goes without saying that the compositions of the present invention encompasses any composition comprising any of the ingredients cited herein, in any embodiment wherein each such ingredient is independently present in any appropriate amount as defined herein. Many such compositions, than what is specifically set out herein, can be encompassed.


Article of Manufacture

The composition may be included in an article of manufacture comprising a spray dispenser. The spray dispenser may comprise a vessel for containing the composition to be dispensed. The spray dispenser may comprise an aerosolized composition (i.e., a composition comprising a propellant) within the vessel as well. Other non-limiting examples of spray dispensers include non-aerosol dispensers (e.g., vapor sprays), manually activated dispensers, pump-spray dispensers, or any other suitable spray dispenser available in the art.


Methods of Using the Compositions

The composition of the present invention according to any embodiments described herein is a useful perfuming composition, which can be advantageously used as consumer products intended to perfume any suitable substrate. As used herein, the term “substrate” means any surface to which the composition of the present invention may be applied to without causing any undue adverse effect. For example, this can include a wide range of surfaces including human or animal skin or hair, paper (fragranced paper), air in a room (air freshener or aromatherapy composition), fabric, furnishings, dishes, hard surfaces and related materials. Preferred substrates include body surfaces such as, for example, hair and skin, most preferably skin.


The composition of the present invention may be used in a conventional manner for fragrancing a substrate. An effective amount of the composition, typically from about 1 μL to about 10,000 μL, preferably from about 10 μL to about 1,000 μL, more preferably from about 25 μL to about 500 μL, or most preferably from about 50 μL to about 100 μL, or combinations thereof, is applied to the suitable substrate. Alternatively, an effective amount of the composition of the present invention is from about 1 μL, 10 μL, 25 μL, or 50 μL, to about 100 μL, 500 μL, 1,000 μL, or 10,000 μL. The composition may be applied by hand or applied utilizing a delivery apparatus such as, for example, vaporizer or atomizer. Preferably, the composition is allowed to dry after its application to the substrate. The scope of the present invention should be considered to cover one or more distinct applications of the composition or the continuous release of a composition via a vaporizer or other type of atomizer.


The present invention provides a method of modifying or enhancing the odour properties of a body surface, preferably hair or skin, comprising contacting or treating the body surface with a composition of the present invention.


The present invention also relates to compositions of the present invention that may be used as consumer products or articles selected from the group consisting of a fabric care product, an air care product, or a home care product. Therefore, according to this embodiment, the present invention provides a method of modifying or enhancing the odour properties of a substrate, preferably fabric, furnishings, dishes, hard surfaces and related materials, comprising contacting or treating the substrate with a composition of the present invention.


In another aspect, the present invention is directed to a method of enhancing the fragrance profile of a composition, preferably by improving the longevity of a character of the composition. The method comprises bringing into contact or mixing at least one substantially non-odorous fragrance modulator with at least one low volatile fragrance material according to the composition of the present invention. Preferably, the character is derived from the volatile fragrance materials in the composition and is characterized by a floral character or aromatic/spicy character.


Non-limiting examples of floral character include: lavender-type note, a rose-type note, a lily of the valley-type note, a muguet-type note, a jasmine-type note, a magnolia-type note, a cyclamen-type note, a hyacinth-type note, a lilac-type note, an orange blossom-type note, a cherry blossom-type note, a peony-type note, a lotus-type note, a linden blossom-type note, an osmanthus-type note, a heliotrope-type note, a violet-type note, an orris-type note, a tiare-type note, a patchouli-type note and the like.


Non-limiting examples of aromatic (or haerbaceous) and spicy character include: cinnamon, cloves, coriander, ginger, saffron, peppers of various kinds (e.g., black pepper, pink pepper), caraway, cardamom, anise, tea, coffee, cumin, nutmeg, coumarin, basil, rosemary, thyme, mint, tarragon, marjoram, fennel, sage, and juniper.


Preferably, the fragrance profile or character of the composition of the present invention is detectable by a consumer at later time points such as, for example, 2 hours, 3 hours, 4 hours, 5 hours, 6 hours, 7 hours, 8 hours, 10 hours, and possibly all the way up to 24 hours after application of the composition to a substrate as compared to controls.


In another aspect, the present invention is also directed to a method of producing a consumer product comprising bringing into contact or mixing into the product an organoleptically active quantity of a composition of the present invention. Preferably, the present invention is also directed to a perfuming consumer product or article comprising a composition according to the present invention, wherein the perfuming consumer product is selected from the group consisting of a fabric care product, an air care product or a home care product.


Fragrance Materials

In order that the compositions can be developed with the appropriate fragrance profile for the present invention, the “fragrance materials” have been classified as low volatile fragrance materials or volatile fragrance materials by their vapor pressure. This method of classifying fragrance materials by their vapor pressure avoids the problem of different classifications for the same fragrance material according to the traditional approach that relies on their subjective character. For the purpose of clarity, when the fragrance materials refer to a single individual compound, its vapor pressure should be determined according to the reference program cited above. In the case that the fragrance materials are a natural oil, extract or absolute, which comprises a mixture of several compounds, the vapor pressure of the complete oil should be treated a mixture of the individual perfume raw material components using the reference program cited above. The individual components and their level, in any given natural oil or extract, can be determined by direct injection of the oil into a GC-MS column for analysis as known by one skilled in the art. In the scenario that the fragrance materials are a proprietary specialty accord, so called ‘bases’, the vapor pressure, using the reference program cited above, should preferably be obtained from the supplier. However, it is understood by one skilled in the art that they can physically analyze the composition of a full fragrance oil available commercially to identity the fragrance raw materials and their levels using standard GC-MS techniques. This would be irrespective of whether they had been added to the fragrance oil as individual chemicals, as components of naturals or from proprietary bases. Although proprietary bases and naturals are included in our examples, when analyzing a commercially available fragrance via GC-MS one could simply identify the components of the base or natural oil as part of the overall fragrance mixture and their levels, without being able to identify which proprietary base or natural oil the fragrance had come from.


The nature and type of fragrance materials in the compositions according to the present invention can be selected by the skilled person, on the basis of its general knowledge together with the teachings contained herein, with reference to the intended use or application of the composition and the desired fragrance profile effect. Examples of suitable fragrance materials are disclosed in U.S. Pat. No. 4,145,184, U.S. Pat. No. 4,209,417, U.S. Pat. No. 4,515,705, and U.S. Pat. No. 4,152,272, provided that the composition comprises low volatile fragrance materials at levels in an amount of from about 10 wt % to about 30 wt %, preferably less than about 30 wt %, preferably less than about 28 wt %, or preferably less than about 25 wt %, or combinations thereof, relative to the total weight of the fragrance component.


(i) Low Volatile Fragrance Materials


Preferable examples of fragrance materials having a vapor pressure less than 0.001 Torr (0.000133 kPa) at 25° C. (according to the reference program Advanced Chemistry Development (ACD/Labs) Software Version 14.02) to form the at most about 30 wt % of the low volatile fragrance materials are listed in Table 1 hereinafter. Preferably, the low volatile fragrance material is selected from at least 1 material, or at least 2 materials, or at least 3 materials, or at least 5 materials, or at least 7 materials as disclosed in Table 1.









TABLE 1







Low Volatile Fragrance Materials












CAS


Vapor Pressure


No.
Number
IUPAC Name
Common Name**
(Torr at 25° C.)*














1.
1211-29-6
Cyclopentaneacetic acid, 3-oxo-
Methyl jasmonate
0.00096500




2-(2Z)-2-penten-1-yl-, methyl




ester, (1R,2R)-


2.
28219-60-5
2-Buten-1-ol, 2-methyl-4-(2,2,3-
Hindinol
0.00096100




trimethyl-3-cyclopenten-1-yl)-


3.
93-08-3
Ethanone, 1-(2-naphthalenyl)-
Methyl beta-naphthyl
0.00095700





ketone


4.
67633-95-8
3-Decanone, 1-hydroxy-
Methyl Lavender
0.00095100





Ketone


5.
198404-98-7
Cyclopropanemethanol, 1-
Javanol ®
0.00090200




methyl-2-[(1,2,2-




trimethylbicyclo[3.1.0]hex-3-




yl)methyl]-


6.
121-32-4
Benzaldehyde, 3-ethoxy-4-
Ethyl vanillin
0.00088400




hydroxy-


7.
28940-11-6
2H-1,5-Benzodioxepin-3(4H)-
Oxalone ®
0.00083100




one, 7-methyl-


8.
139504-68-0
2-Butanol, 1-[[2-(1,1-
Amber core
0.00080300




dimethylethyl)cyclohexyl]oxy]-


9.
502847-01-0
Spiro[5.5]undec-8-en-1-one,
Spiro[5.5]undec-8-
0.00073100




2,2,7,9-tetramethyl-
en-1-one, 2,2,7,9-





tetramethyl-


10.
2570-03-8
Cyclopentaneacetic acid, 3-oxo-
trans-Hedione
0.00071000




2-pentyl-, methyl ester, (1R,2R)-




rel-


11.
24851-98-7
Cyclopentaneacetic acid, 3-oxo-
Methyl
0.00071000




2-pentyl-, methyl ester
dihydrojasmonate or





alternatives 1


12.
101-86-0
Octanal, 2-(phenylmethylene)-
Hexyl cinnamic
0.00069700





aldehyde


13.
365411-50-3
Indeno[4,5-d]-1,3-dioxin,




4,4a,5,6,7,8,9,9b-
Nebulone
0.00069200




octahydro-7,7,8,9,9-pentamethyl-


14.
37172-53-5
Cyclopentanecarboxylic acid,
Dihydro Iso
0.00067500




2-hexyl-3-oxo-, methyl ester
Jasmonate


15.
65113-99-7
3-Cyclopentene-1-butanol, α,β,
Sandalore ®
0.00062500




2,2,3-pentamethyl-


16.
68133-79-9
Cyclopentanone, 2-(3,7-
Apritone
0.00062000




dimethyl-2,6-octadien-1-yl)-


17.
7212-44-4
1,6,10-Dodecatrien-3-ol,
Nerolidol
0.00061600




3,7,11-trimethyl-


18.
53243-59-7
2-Pentenenitrile, 3-methyl-5-
Citronitril
0.00061500




phenyl-, (2Z)-


19.
134123-93-6
Benzenepropanenitrile, 4-ethyl-
Fleuranil
0.00057600




α,α-dimethyl-


20.
77-53-2
1H-3a,7-Methanoazulen-6-ol,
Cedrol Crude
0.00056900




octahydro-3,6,8,8-tetramethyl-,




(3R,3aS,6R,7R,8aS)-


21.
54464-57-2
Ethanone, 1-(1,2,3,4,5,6,7,8-
Iso-E Super ®
0.00053800




octahydro-2,3,8,8-tetramethyl-




2-naphthalenyl)-


22.
141-92-4
2-Octanol, 8,8-dimethoxy-2,6-
Hydroxycitronellal
0.00052000




dimethyl-
Dimethyl Acetal


23.
20665-85-4
Propanoic acid, 2-methyl-, 4-
Vanillin isobutyrate
0.00051200




formyl-2-methoxyphenyl ester


24.
79-78-7
1,6-Heptadien-3-one, 1-(2,6,6-
Hexalon
0.00049800




trimethyl-2-cyclohexen-1-yl)-


25.
6259-76-3
Benzoic acid, 2-hydroxy-, hexyl
Hexyl Salicylate
0.00049100




ester


26.
93-99-2
Benzoic acid, phenyl ester
Phenyl Benzoate
0.00047900


27.
153859-23-5
Cyclohexanepropanol, 2,2,6-
Norlimbanol
0.00046900




trimethyl-α-propyl-, (1R,6S)-


28.
70788-30-6
Cyclohexanepropanol, 2,2,6-
Timberol
0.00046900




trimethyl-α-propyl-


29.
68555-58-8
Benzoic acid, 2-hydroxy-, 3-
Prenyl Salicylate
0.00045700




methyl-2-buten-1-yl ester


30.
950919-28-5
2H-1,5-Benzodioxepin-3(4H)-
Cascalone
0.00045500




one, 7-(1-methylethyl)-


31.
30168-23-1
Butanal, 4-(octahydro-4,7-
Dupical
0.00044100




methano-5H-inden-5-ylidene)-


32.
1222-05-5
Cyclopenta[g]-2-benzopyran,
Galaxolide ®
0.00041400




1,3,4,6,7,8-hexahydro-4,6,6,7,8,




8-hexamethyl-


33.
1222-05-5
Cyclopentanone, 2-[2-(4-
Nectaryl
0.00036700




methyl-3-cyclohexen-1-yl)




propyl]-


34.
4674-50-4
2(3H)-Naphthalenone, 4,4a,5,6,7,8-
Nootkatone
0.00035800




hexahydro-4,4a-dimethyl-6-




(1-methylethenyl)-, (4R,4aS,6R)-


35.
3487-99-8
2-Propenoic acid, 3-phenyl-,
Amyl Cinnamate
0.00035200




pentyl ester


36.
10522-41-5
2-hydroxy-2-phenylethyl
hydroxyphenethyl
0.00033900




acetate
acetate


37.
118-71-8
4H-Pyran-4-one, 3-hydroxy-2-
Maltol
0.00033700




methyl-


38.
128119-70-0
1-Propanol, 2-methyl-3-[(1,7,7-
Bornafix
0.00033400




trimethylbicyclo[2.2.1]hept-2-




yl)oxy]-


39.
103614-86-4
1-Naphthalenol, 1,2,3,4,4a,5,8,8a-
Octalynol
0.00033200




octahydro-2,2,6,8-




tetramethyl-


40.
7785-33-3
2-Butenoic acid, 2-methyl-,
Geranyl Tiglate
0.00033200




(2E)-3,7-dimethyl-2,6-octadien-




1-yl ester, (2E)-


41.
117933-89-8
1,3-Dioxane, 2-(2,4-dimethyl-
Karanal
0.00033100




3-cyclohexen-1-yl)-5-methyl-5-




(1-methylpropyl)-


42.
629-92-5
Nonadecane
Nonadecane
0.00032500


43.
67801-20-1
4-Penten-2-ol, 3-methyl-5-(2,2,3-
Ebanol
0.00028100




trimethyl-3-cyclopenten-1-yl)-


44.
65416-14-0
Propanoic acid, 2-methyl-, 2-
Maltol Isobutyrate
0.00028000




methyl-4-oxo-4H-pyran-3-yl




ester


45.
28219-61-6
2-Buten-1-ol, 2-ethyl-4-(2,2,3-
Laevo Trisandol
0.00028000




trimethyl-3-cyclopenten-1-yl)-


46.
5986-55-0
1,6-Methanonaphthalen-l(2H)-
Healingwood
0.00027800




ol, octahydro-4,8a,9,9-




tetramethyl-, (1R,4S,4aS,6R,




8aS)-


47.
195251-91-3
2H-1,5-Benzodioxepin-3(4H-
Transluzone
0.00026500




one, 7-(1,1-dimethylethyl)-


48.
3100-36-5
8-Cyclohexadecen-1-one
Cyclohexadecenone
0.00025300


49.
65405-77-8
Benzoic acid, 2-hydroxy-, (3Z)-
cis-3-Hexenyl
0.00024600




3-hexen-1-yl ester
salicylate


50.
4940-11-8
4H-Pyran-4-one, 2-ethyl-3-
Ethyl Maltol
0.00022800




hydroxy-


51.
541-91-3
Cyclopentadecanone, 3-methyl-
Muskone
0.00017600


52.
118-58-1
Benzoic acid, 2-hydroxy-,
Benzyl salicylate
0.00017500




phenylmethyl ester


53.
81783-01-9
6,8-Nonadien-3-one, 2,4,4,7-
Labienoxime
0.00017300




tetramethyl-, oxime


54.
25485-88-5
Benzoic acid, 2-hydroxy-,
Cyclohexyl
0.00017300




cyclohexyl ester
Salicylate


55.
91-87-2
Benzene, [2-(dimethoxymethyl)-
Amyl Cinnamic
0.00016300




1-hepten-1-yl]-
Aldehyde Dimethyl





Acetal


56.
104864-90-6
3-Cyclopentene--butanol,
Firsantol
0.00016000




β,2,2,3-tetramethyl-δ-methylene-


57.
224031-70-3
4-Penten-1-one, 1-spiro[4.5]dec-
Spirogalbanone
0.00015300




7-en-7-yl-


58.
236391-76-7
Acetic acid, 2-(1-oxopropoxy)-,
Romandolide ®
0.00012400




1-(3,3-dimethylcyclohexyl)




ethyl ester


59.
115-71-9
2-Penten-1-ol, 5-[(1R,3R,6S)-
cis-alpha-Santalol
0.00011800




2,3-




dimethyltricyclo[2.2.1.02,6]hept-




3-yl]-2-methyl-, (2Z)-


60.
107898-54-4
4-Penten-2-ol, 3,3-dimethyl-5-
Polysantol ®
0.00011700




(2,2,3-trimethyl-3-cyclopenten-




1-yl)-


61.
107898-54-4
5,8-Methano-2H-1-benzopyran-
Florex
0.00011000




2-one, 6-ethylideneoctahydro-


62.
69486-14-2
4-Cyclopentadecen-1-one, (4Z)-
Exaltenone
0.00009640


63.
32388-55-9
Ethanone, 1-[(3R,3aR,7R,8aS)-
Vertofix ®
0.00008490




2,3,4,7,8,8a-hexahydro-3,6,8,8-




tetramethyl-1H-3a,7-




methanoazulen-5-yl]-


64.
131812-67-4
1,3-Dioxolane, 2,4-dimethyl-2-
Okoumal ®
0.00007600




(5,6,7,8-tetrahydro-5,5,8,8-




tetramethyl-2-naphthalenyl)-


65.
106-02-5
Oxacyclohexadecan-2-one
Exaltolide ®
0.00006430


66.
141773-73-1
1-Propanol, 2-[1-(3,3-
Helvetolide ®
0.00005790




dimethylcyclohexyl)ethoxy]-2-




methyl-, 1-propanoate


67.
63314-79-4
5-Cyclopentadecen-1-one, 3-
Delta Muscenone
0.00005650




methyl-


68.
77-42-9
2-Penten-1-ol, 2-methyl-5-
cis-beta-Santalol
0.00004810




[(1S,2R,4R)-2-methyl-3-




methylenebicyclo[2.2.1]hept-2-




yl]-, (2Z)-


69.
362467-67-2
2H-1,5-Benzodioxepin-3(4H)-
Azurone
0.00004770




one, 7-(3-methylbutyl)-


70.
28371-99-5
Ethanone, 1-(2,6,10-trimethyl-
Trimofix O
0.00004580




2,5,9-cyclododecatrien-1-yl)-


71.
16223-63-5
1H-3a,6-Methanoazulene-3-
Khusimol
0.00004400




methanol, octahydro-7,7-




dimethyl-8-methylene-,




(3S,3aR,6R,8aS)-


72.
10461-98-0
Benzeneacetonitrile, α-
Peonile
0.00004290




cyclohexylidene-


73.
90-17-5
Benzenemethanol, α-
Rosacetol
0.00004240




(trichloromethyl)-, 1-acetate


74.
50607-64-2
Benzoic acid, 2-[(2-
Mevantraal
0.00004070




methylpentylidene)amino]-,




methyl ester


75.
29895-73-6
5-Hydroxy-2-benzyl-1,3-
Acetal CD
0.00004050




dioxane


76.
94-47-3
Benzoic acid, 2-phenylethyl
Phenyl Ethyl
0.00003480




ester
Benzoate


77.
3100-36-5
Cyclohexadec-8-en-1-one
Globanone ®
0.00003310


78.
37609-25-9
5-Cyclohexadecen-1-one
Ambretone
0.00003310


79.
66072-32-0
Cyclohexanol, 4-(1,7,7-
Iso Bornyl
0.00003010




trimethylbicyclo[2.2.1]hept-2-
Cyclohexanol




yl)-


80.
31906-04-4
3-Cyclohexene-1-
Lyral ®
0.00002940




carboxaldehyde, 4-(4-hydroxy-




4-methylpentyl)-


81.
21145-77-7
Ethanone, 1-(5,6,7,8-
Musk Plus
0.00002860




tetrahydro-3,5,5,6,8,8-




hexamethyl-2-naphthalenyl)-


82.
21145-77-7
Ethanone, 1-(5,6,7,8-
Fixolide
0.00002860




tetrahydro-3,5,5,6,8,8-




hexamethyl-2-naphthalenyl)-


83.
22442-01-9
2-Cyclopentadecen-1-one, 3-
Muscenone
0.00002770




methyl-


84.
109-29-5
Oxacycloheptadecan-2-one
Silvanone Ci
0.00002600


85.
101-94-0
Benzeneacetic acid, 4-
Para Cresyl Phenyl
0.00002330




methylphenyl ester
Acetate


86.
102-20-5
Benzeneacetic acid, 2-
Phenyl Ethyl Phenyl
0.00002300




phenylethyl ester
Acetate


87.
118562-73-5
Cyclododecaneethanol, β-
Hydroxyambran
0.00001800




methyl-


88.
103-41-3
2-Propenoic acid, 3-phenyl-,
Benzyl Cinnamate
0.00001050




phenylmethyl ester


89.
4707-47-5
Benzoic acid, 2,4-dihydroxy-
Veramoss
0.00001050




3,6-dimethyl-, methyl ester


90.
183551-83-9
Naphtho[2,1-b]furan-6(7H)-
Myrrhone
0.00000977




one, 8,9-dihydro-1,5,8-




trimethyl-, (8R)-


91.
102-17-0
Benzeneacetic acid, (4-
Para Anisyl Phenyl
0.00000813




methoxyphenyl)methyl ester
Acetate


92.
120-11-6
Benzene, 2-methoxy-1-
Benzyl Iso Eugenol
0.00000676




(phenylmethoxy)-4-(1-propen-




1-yl)-


93.
102-22-7
Benzeneacetic acid, (2E)-3,7-
Geranyl
0.00000645




dimethyl-2,6-octadien-1-yl
Phenylacetate




ester


94.
111879-80-2
Oxacyclohexadec-12-en-2-one,
Habanolide 100%
0.00000431




(12E)-


95.
87-22-9
Benzoic acid, 2-hydroxy-, 2-
Phenyl Ethyl
0.00000299




phenylethyl ester
Salicylate


96.
78-37-5
2-Propenoic acid, 3-phenyl-, 1-
Linalyl Cinnamate
0.00000174




ethenyl-1,5-dimethyl-4-hexen-




1-yl ester


97.
28645-51-4
Oxacycloheptadec-10-en-2-one
Ambrettolide
0.00000139


98.
123-69-3
Oxacycloheptadec-8-en-2-one,
Ambrettolide
0.00000136




(8Z)-


99.
3391-83-1
1,7-Dioxacycloheptadecan-8-
Musk RI
0.00000057




one


100.
68527-79-7
7-Octen-2-ol, 8-(1H-indol-1-
Indolene
0.000000445




yl)-2,6-dimethyl-


101.
89-43-0
Methyl 2-[(7-hydroxy-3,7-
Aurantinol
0.0000000100




dimethyloctylidene)ami-




no]benzoate


102.
54982-83-1
1,4-Dioxacyclohexadecane-
Zenolide
0.00000000834




5,16-dione


103.
105-95-3
1,4-Dioxacycloheptadecane-
Ethylene Brassylate
0.00000000313




5,17-dione


104.
4159-29-9
Phenol, 4-[3-(benzoyloxy)-1-
Coniferyl benzoate
0.00000000170




propen-1-yl]-2-methoxy-


105.
144761-91-1
Benzoic acid, 2-[(1-hydroxy-3-
Trifone DIPG
0.00000000093




phenylbutyl)amino]-, methyl




ester






1 Non-limiting examples of alternative qualities from various suppliers can be purchased under the following tradenames: Kharismal ® Super (IFF), Kharismal ® (IFF), Hedione ® (Firmenich), Hedione ® HC (Firmenich), Paradisone (Firmenich), Cepionate (Zenon), Super cepionate (Zenon), Claigeon ® (Zenon).



*Vapor Pressures are acquired as described in the Test Methods Section.


**Origin: The low volatile fragrance materials may be obtained from one or more of the following companies: Firmenich (Geneva, Switzerland), Symrise AG (Holzminden, Germany), Givaudan (Argenteuil, France), IFF (Hazlet, New Jersey), Bedoukian (Danbury, Connecticut), Sigma Aldrich (St. Louis, Missouri), Millennium Speciality Chemicals (Olympia Fields, Illinois), Polarone International (Jersey City, New Jersey), and Aroma & Flavor Specialities (Danbury, Connecticut).






Preferably, the compositions of the present invention, wherein the low volatile fragrance material is selected from the group of Table 1 Low Volatile Fragrance Materials 1-8, 11-13, 15, 17-18, 21-25, 28, 32-33, 37-38, 41, 43-45, 49-51, 53, 54-56, 58, 60, 63, 65-67, 69, 72-73, 75, 78-79, 89, 94, 97, 99, 101, 103, and mixtures thereof. Preferably, the compositions of the present invention, the low volatile fragrance material is selected from the group (as described herein above), and wherein this group of low volatile fragrance material has at least about 20 wt %, at least about 30 wt %, at least about 40 wt %, at least about 50 wt %, at least about 60 wt %, or at least about 70 wt %, relative to the total weight of the low volatile fragrance material.


Preferably, the compositions of the present invention are those wherein the low volatile fragrance materials comprise at most about 30 wt %, or preferably at most about 28 wt %, or preferably at most about 25 wt %, or alternatively combinations thereof, relative to the total weight of the fragrance component.


Exemplary low volatile fragrance materials selected from the group consisting of the ingredients mentioned in Table 1 are preferred. However, it is understood by one skilled in the art that other low volatile fragrance materials, not recited in Table 1, would also fall within the scope of the present invention, so long as they have a vapor pressure less than 0.001 Torr (0.000133 kPa) at 25° C.


(ii) Volatile Fragrance Materials


Preferable examples of fragrance materials having a vapor pressure greater than or equal to 0.001 Torr (0.000133 kPa) at 25° C. (according to the reference program Advanced Chemistry Development (ACD/Labs) Software Version 14.02) are provided in Table 2 hereinafter. Preferably, the volatile fragrance material is selected from at least 1 material, or at least 2 materials, or at least 3 materials, or at least 5 materials, or at least 7 materials as disclosed in Table 2.









TABLE 2







Volatile Fragrance Materials












CAS


Vapor Pressure


No.
Number
IUPAC Name
Common Name**
(Torr at 25° C.)*














1.
107-31-3
Formic acid, methyl ester
Methyl Formate
732.00000000


2.
75-18-3
Methane, 1,1′-thiobis-
Dimethyl Sulfide 1.0% In
647.00000000





DEP


3.
141-78-6
Acetic acid ethyl ester
Ethyl Acetate
112.00000000


4.
105-37-3
Propanoic acid, ethyl ester
Ethyl Propionate
44.50000000


5.
110-19-0
Acetic acid, 2-methylpropyl
Isobutyl Acetate
18.00000000




ester


6.
105-54-4
Butanoic acid, ethyl ester
Ethyl Butyrate
13.90000000


7.
14765-30-1
1-Butanol
Butyl Alcohol
8.52000000


8.
7452-79-1
Butanoic acid, 2-methyl-,
Ethyl-2-Methyl Butyrate
7.85000000




ethyl ester


9.
123-92-2
1-Butanol, 3-methyl-, 1-
Iso Amyl Acetate
5.68000000




acetate


10.
66576-71-4
Butanoic acid, 2-methyl-, 1-
Iso Propyl 2-Methylbutyrate
5.10000000




methylethyl ester


11.
110-43-0
2-Heptanone
Methyl Amyl Ketone
4.73000000


12.
6728-26-3
2-Hexenal, (2E)-
Trans-2 Hexenal
4.62000000


13.
123-51-3
1-Butanol, 3-methyl-
Isoamyl Alcohol
4.16000000


14.
1191-16-8
2-Buten-1-ol, 3-methyl-, 1-
Prenyl acetate
3.99000000




acetate


15.
57366-77-5
1,3-Dioxolane-2-
Methyl Dioxolan
3.88000000




methanamine, N-methyl-


16.
7785-70-8
Bicyclo[3.1.1]hept-2-ene, 2,
Alpha Pinene
3.49000000




6,6-trimethyl-, (1R,5R)-


17.
79-92-5
Bicyclo[2.2.1]heptane, 2,2-
Camphene
3.38000000




dimethyl-3-methylene-


18.
94087-83-9
2-Butanethiol, 4-methoxy-2-
4-Methoxy-2-Methyl-2-
3.31000000




methyl-
Butanenthiol


19.
39255-32-8
Pentanoic acid, 2-methyl-,
Manzanate
2.91000000




ethyl ester


20.
3387-41-5
Bicyclo[3.1.0]hexane, 4-
Sabinene
2.63000000




methylene-1-(1-methylethyl)-


21.
127-91-3
Bicyclo[3.1.1]heptane, 6,6-
Beta Pinene
2.40000000




dimethyl-2-methylene-


22.
105-68-0
1-Butanol, 3-methyl-, 1-
Amyl Propionate
2.36000000




propanoate


23.
123-35-3
1,6-Octadiene, 7-methyl-3-
Myrcene
2.29000000




methylene-


24.
124-13-0
Octanal
Octyl Aldehyde
2.07000000


25.
7392-19-0
277-Pyran, 2-
Limetol
1.90000000




ethenyltetrahydro-2,6,6-




trimethyl-


26.
111-13-7
2-Octanone
Methyl Hexyl Ketone
1.72000000


27.
123-66-0
Hexanoic acid, ethyl ester
Ethyl Caproate
1.66000000


28.
470-82-6
2-Oxabicyclo[2.2.2]octane,
Eucalyptol
1.65000000




1,3,3-trimethyl-


29.
99-87-6
Benzene, 1-methyl-4-(1-
Para Cymene
1.65000000




methylethyl)-


30.
104-93-8
Benzene, 1-methoxy-4-
Para Cresyl Methyl Ether
1.65000000




methyl-


31.
13877-91-3
1,3,6-Octatriene, 3,7-
Ocimene
1.56000000




dimethyl-


32.
138-86-3
Cyclohexene, 1-methyl-4-
dl-Limonene
1.54000000




(1-methylethenyl)-


33.
5989-27-5
Cyclohexene, 1-methyl-4-
d-limonene
1.54000000




(1-methylethenyl)-, (4R)-


34.
106-68-3
3-Octanone
Ethyl Amyl Ketone
1.50000000


35.
110-41-8
Undecanal, 2-methyl-
Methyl Nonyl Acetaldehyde
1.43000000


36.
142-92-7
Acetic acid, hexyl ester
Hexyl acetate
1.39000000


37.
110-93-0
5-Hepten-2-one, 6-methyl-
Methyl Heptenone
1.28000000


38.
81925-81-7
2-Hepten-4-one, 5-methyl-
Filbertone 1% in TEC
1.25000000


39.
3681-71-8
3-Hexen-1-ol, 1-acetate, (3Z)-
cis-3-Hexenyl acetate
1.22000000


40.
97-64-3
Propanoic acid, 2-hydroxy-,
Ethyl Lactate
1.16000000




ethyl ester


41.
586-62-9
Cyclohexene, 1-methyl-4-
Terpineolene
1.13000000




(1-methylethylidene)-


42.
51115-64-1
Butanoic acid, 2-
Amyl butyrate
1.09000000




methylbutyl ester


43.
106-27-4
Butanoic acid, 3-
Amyl Butyrate
1.09000000




methylbutyl ester


44.
99-85-4
1,4-Cyclohexadiene, 1-
Gamma Terpinene
1.08000000




methyl-4-(1-methylethyl)-


45.
18640-74-9
Thiazole, 2-(2-methylpropyl)-
2-Isobutylthiazole
1.07000000


46.
928-96-1
3-Hexen-1-ol, (3Z)-
cis-3-Hexenol
1.04000000


47.
100-52-7
Benzaldehyde
Benzaldehyde
0.97400000


48.
141-97-9
Butanoic acid, 3-oxo-, ethyl
Ethyl Acetoacetate
0.89000000




ester


49.
928-95-0
2-Hexen-1-ol, (2E)-
Trans-2-Hexenol
0.87300000


50.
928-94-9
2-Hexen-1-ol, (2Z)-
Beta Gamma Hexenol
0.87300000


51.
24691-15-4
Cyclohexane, 3-ethoxy-1,1,
Herbavert
0.85200000




5-trimethyl-, cis- (9CI)


52.
19872-52-7
2-Pentanone, 4-mercapto-4-
4-Methyl-4-
0.84300000




methyl-
Mercaptopentan-2-one





1 ppm TEC


53.
3016-19-1
2,4,6-Octatriene, 2,6-
Allo-Ocimene
0.81600000




dimethyl-, (4E,6E)-


54.
69103-20-4
Oxirane, 2,2-dimethyl-3-(3-
Myroxide
0.80600000




methyl-2,4-pentadien-1-yl)-


55.
189440-77-5
4,7-Octadienoic acid,
Anapear
0.77700000




methyl ester, (4E)-


56.
67633-96-9
Carbonic acid, (3Z)-3-
Liffarome ™
0.72100000




hexen-1-yl methyl ester


57.
123-68-2
Hexanoic acid, 2-propen-1-
Allyl Caproate
0.67800000




yl ester


58.
106-72-9
5-Heptenal, 2,6-dimethyl-
Melonal
0.62200000


59.
106-30-9
Heptanoic acid, ethyl ester
Ethyl Oenanthate
0.60200000


60.
68039-49-6
3 -Cyclohexene-1-
Ligustral or Triplal
0.57800000




carboxaldehyde, 2,4-




dimethyl-


61.
101-48-4
Benzene, (2,2-
Phenyl Acetaldehyde
0.55600000




dimethoxyethyl)-
Dimethyl Acetal


62.
16409-43-1
2H-Pyran, tetrahydro-4-
Rose Oxide
0.55100000




methyl-2-(2-methyl-1-




propen-1-yl)-


63.
925-78-0
3-Nonanone
Ethyl Hexyl Ketone
0.55100000


64.
100-47-0
Benzonitrile
Benzyl Nitrile
0.52400000


65.
589-98-0
3-Octanol
Octanol-3
0.51200000


66.
58430-94-7
1-Hexanol, 3,5,5-trimethyl-,
Iso Nonyl Acetate
0.47000000




1-acetate


67.
10250-45-0
4-Heptanol, 2,6-dimethyl-,
Alicate
0.45400000




4-acetate


68.
105-79-3
Hexanoic acid, 2-
Iso Butyl Caproate
0.41300000




methylpropyl ester


69.
2349-07-7
Propanoic acid, 2-methyl-,
Hexyl isobutyrate
0.41300000




hexyl ester


70.
23250-42-2
Cyclohexanecarboxylic
Cyprissate
0.40500000




acid, 1,4-dimethyl-, methyl




ester, trans-


71.
122-78-1
Benzeneacetaldehyde
Phenyl acetaldehyde
0.36800000


72.
5405-41-4
Butanoic acid, 3-hydroxy-,
Ethyl-3-Hydroxy Butyrate
0.36200000




ethyl ester


73.
105-53-3
Propanedioic acid, 1,3-
Diethyl Malonate
0.34400000




diethyl ester


74.
93-58-3
Benzoic acid, methyl ester
Methyl Benzoate
0.34000000


75.
16356-11-9
1,3,5-Undecatriene
Undecatriene
0.33600000


76.
65405-70-1
4-Decenal, (4E)-
Decenal (Trans-4)
0.33100000


77.
54546-26-8
1,3-Dioxane, 2-butyl-4,4,6-
Herboxane
0.33000000




trimethyl-


78.
13254-34-7
2-Heptanol, 2,6-dimethyl-
Dimethyl-2 6-Heptan-2-ol
0.33000000


79.
98-86-2
Ethanone, 1-phenyl-
Acetophenone
0.29900000


80.
93-53-8
Benzeneacetaldehyde, α-
Hydratropic aldehyde
0.29400000




methyl-


81.
80118-06-5
Propanoic acid, 2-methyl-,
Iso Pentyrate
0.28500000




1,3 -dimethyl-3-buten-1-yl




ester


82.
557-48-2
2,6-Nonadienal, (2E,6Z)-
E Z-2,6-Nonadien-1-al
0.28000000


83.
24683-00-9
Pyrazine, 2-methoxy-3-(2-
2-Methoxy-3-Isobutyl
0.27300000




methylpropyl)-
Pyrazine


84.
104-57-4
Formic acid, phenylmethyl
Benzyl Formate
0.27300000




ester


85.
104-45-0
Benzene, 1-methoxy-4-
Dihydroanethole
0.26600000




propyl-


86.
491-07-6
Cyclohexanone, 5-methyl-2-
Iso Menthone
0.25600000




(1-methylethyl)-, (2R,5R)-




rel-


87.
89-80-5
Cyclohexanone, 5-methyl-2-
Menthone Racemic
0.25600000




(1-methylethyl)-, (2R,5S)-rel-


88.
2463-53-8
2-Nonenal
2 Nonen-1-al
0.25600000


89.
55739-89-4
Cyclohexanone, 2-ethyl-4,4-
Thuyacetone
0.25000000




dimethyl-


90.
150-78-7
Benzene, 1,4-dimethoxy-
Hydroquinone Dimethyl
0.25000000





Ether


91.
64988-06-3
Benzene, 1-(ethoxymethyl)-
Rosacene
0.24600000




2-methoxy-


92.
76-22-2
Bicyclo[2.2.1]heptan-2-one,
Camphor gum
0.22500000




1,7,7-trimethyl-


93.
67674-46-8
2-Hexene, 6,6-dimethoxy-2,
Methyl pamplemousse
0.21400000




5,5-trimethyl-


94.
112-31-2
Decanal
Decyl Aldehyde
0.20700000


95.
16251-77-7
Benzenepropanal, β-methyl-
Trifernal
0.20600000


96.
93-92-5
Benzenemethanol, α-
Methylphenylcarbinol
0.20300000




methyl-, 1-acetate
acetate


97.
143-13-5
Acetic acid, nonyl ester
Nonyl Acetate
0.19700000


98.
122-00-9
Ethanone, 1-(4-
Para Methyl Acetophenone
0.18700000




methylphenyl)-


99.
24237-00-1
2H-Pyran, 6-butyl-3,6-
Gyrane
0.18600000




dihydro-2,4-dimethyl-


100.
41519-23-7
Propanoic acid, 2-methyl-,
Hexenyl isobutyrate
0.18200000




(3Z)-3-hexen-1-yl ester


101.
93-89-0
Benzoic acid, ethyl ester
Ethyl Benzoate
0.18000000


102.
20780-48-7
3-Octanol, 3,7-dimethyl-, 3-
Tetrahydro Linalyl Acetate
0.18000000




acetate


103.
101-41-7
Methyl 2-phenylacetate
Methylphenyl acetate
0.17600000


104.
40853-55-2
1-Hexanol, 5-methyl-2-(1-
Tetrahydro Lavandulyl
0.17300000




methylethyl)-, 1-acetate
Acetate


105.
933-48-2
Cyclohexanol, 3,3,5-
Trimethylcyclohexanol
0.17300000




trimethyl-, (1R,5R)-rel-


106.
35158-25-9
2-Hexenal, 5-methyl-2-(1-
Lactone of Cis Jasmone
0.17200000




methylethyl)-


107.
18479-58-8
7-Octen-2-ol, 2,6-dimethyl-
Dihydromyrcenol
0.16600000


108.
140-11-4
Acetic acid, phenylmethyl
Benzyl acetate
0.16400000




ester


109.
14765-30-1
Cyclohexanone, 2-(1-
2-sec-Butyl Cyclo
0.16300000




methylpropyl)-
Hexanone


110.
20125-84-2
3-Octen-1-ol, (3Z)-
Octenol
0.16000000


111.
142-19-8
Heptanoic acid, 2-propen-1-
Allyl Heptoate
0.16000000




yl ester


112.
100-51-6
Benzenemethanol
Benzyl Alcohol
0.15800000


113.
10032-15-2
Butanoic acid, 2-methyl-,
Hexyl-2-Methyl Butyrate
0.15800000




hexyl ester


114.
695-06-7
2(3H)-Furanone, 5-
Gamma Hexalactone
0.15200000




ethyldihydro-


115.
21722-83-8
Cyclohexaneethanol, 1-
Cyclohexyl Ethyl Acetate
0.15200000




acetate


116.
111-79-5
2-Nonenoic acid, methyl
Methyl-2-Nonenoate
0.14600000




ester


117.
16491-36-4
Butanoic acid, (3Z)-3-
Cis 3 Hexenyl Butyrate
0.13500000




hexen-1-yl ester


118.
111-12-6
2-Octynoic acid, methyl
Methyl Heptine Carbonate
0.12500000




ester


119.
59323-76-1
1,3-Oxathiane, 2-methyl-4-
Oxane
0.12300000




propyl-, (2R,4S)-rel-


120.
62439-41-2
Heptanal, 6-methoxy-2,6-
Methoxy Melonal
0.11900000




dimethyl-


121.
13851-11-1
Bicyclo[2.2.1]heptan-2-ol,
Fenchyl Acetate
0.11700000




1,3,3-trimethyl-, 2-acetate


122.
115-95-7
1,6-Octadien-3-ol, 3,7-
Linalyl acetate
0.11600000




dimethyl-, 3-acetate


123.
18479-57-7
2-Octanol, 2,6-dimethyl-
Tetra-Hydro Myrcenol
0.11500000


124.
78-69-3
3,7-dimethyloctan-3-ol
Tetra-Hydro Linalool
0.11500000


125.
111-87-5
1-Octanol
Octyl Alcohol
0.11400000


126.
71159-90-5
3-Cyclohexene-1-
Grapefruit mercaptan
0.10500000




methanethiol, α,α,4-




trimethyl-


127.
80-25-1
Cyclohexanemethanol, α,α,
Menthanyl Acetate
0.10300000




4-trimethyl-, 1-acetate


128.
88-41-5
Cyclohexanol, 2-(1,1-
Verdox ™
0.10300000




dimethylethyl)-, 1-acetate


129.
32210-23-4
Cyclohexanol, 4-(1,1-
Vertenex
0.10300000




dimethylethyl)-, 1-acetate


130.
112-44-7
Undecanal
n-Undecanal
0.10200000


131.
24168-70-5
Pyrazine, 2-methoxy-3-(1-
Methoxyisobutylpyrazine
0.09950000




methylpropyl)-


132.
89-79-2
Cyclohexanol, 5-methyl-2-
Iso-Pulegol
0.09930000




(1-methylethenyl)-, (1R,2S,5R)-


133.
112-12-9
2-Undecanone
Methyl Nonyl Ketone
0.09780000


134.
103-05-9
Benzenepropanol, α,α-
Phenyl Ethyl Dimethyl
0.09770000




dimethyl-
Carbinol


135.
125-12-2
Bicyclo[2.2.1]heptan-2-ol,
Iso Bornyl Acetate
0.09590000




1,7,7-trimethyl-, 2-acetate,




(1R,2R,4R)-rel-


136.
78-70-6
1,6-Octadien-3-ol, 3,7-
Linalool
0.09050000




dimethyl-


137.
101-97-3
Benzeneacetic acid, ethyl
Ethyl Phenyl Acetate
0.08970000




ester


138.
100-86-7
Benzeneethanol, α,α-
Dimethyl Benzyl Carbinol
0.08880000




dimethyl-


139.
188570-78-7
Cyclopropanecarboxylic
Montaverdi
0.08640000




acid, (3Z)-3-hexen-1-yl ester


140.
67634-25-7
3-Cyclohexene-1-methanol,
Floralate
0.08500000




3,5-dimethyl-, 1-acetate


141.
112-44-7
Undecanal
Undecyl Aldehyde
0.08320000


142.
32669-00-4
Ethanone, 1-(3-cycloocten-
Tanaisone ®
0.08150000




1-yl)-


143.
98-53-3
Cyclohexanone, 4-(1,1-
Patchi
0.07780000




dimethylethyl)-


144.
35854-86-5
6-Nonen-1-ol, (6Z)-
cis-6-None-1-ol
0.07770000


145.
5331-14-6
Benzene, (2-butoxyethyl)-
Butyl phenethyl ether
0.07760000


146.
80-57-9
Bicyclo[3.1.1]hept-3-en-2-
Verbenone
0.07730000




one, 4,6,6-trimethyl-


147.
22471-55-2
Cyclohexanecarboxylic
Thesaron
0.07670000




acid, 2,2,6-trimethyl-, ethyl




ester, (1R,6S)-rel-


148.
60-12-8
Benzeneethanol
Phenethyl alcohol
0.07410000


149.
106-26-3
2,6-Octadienal, 3,7-
Neral
0.07120000




dimethyl-, (2Z)-


150.
5392-40-5
2,6-Octadienal, 3,7-
Citral
0.07120000




dimethyl-


151.
89-48-5
Cyclohexanol, 5-methyl-2-
Menthyl Acetate
0.07070000




(1-methylethyl)-, 1-acetate,




(1R,2S,5R)-rel-


152.
119-36-8
Benzoic acid, 2-hydroxy-,
Methyl salicylate
0.07000000




methyl ester


153.
4180-23-8
Benzene, 1-methoxy-4-(1E)-
Anethol
0.06870000




1-propen-1-yl-


154.
7549-37-3
2,6-Octadiene, 1,1-
Citral Dimethyl Acetal
0.06780000




dimethoxy-3,7-dimethyl-


155.
25225-08-5
Cyclohexanemethanol, α,3,
Aphermate
0.06780000




3-trimethyl-, 1-formate


156.
3913-81-3
2-Decenal, (2E)-
2-Decene-1-al
0.06740000


157.
15373-31-6
3-Cyclopentene-1-
Cantryl ®
0.06700000




acetonitrile, 2,2,3-trimethyl-


158.
6485-40-1
2-Cyclohexen-1-one, 2-methyl-
Laevo carvone
0.06560000




5-(1-methylethenyl)-, (5R)-


159.
16587-71-6
Cyclohexanone, 4-(1,1-
Orivone
0.06490000




dimethylpropyl)-


160.
6378-65-0
Hexyl hexanoate
Hexyl hexanoate
0.06400000


161.
62406-73-9
6,10-Dioxaspiro[4.5]decane,
Opalal CI
0.06290000




8,8-dimethyl-7-(1-




methylethyl)-


162.
3720-16-9
2-Cyclohexen-1-one, 3-
Livescone
0.06270000




methyl-5-propyl-


163.
13816-33-6
Benzonitrile, 4-(1-
Cumin Nitrile
0.06230000




methylethyl)-


164.
67019-89-0
2,6-Nonadienenitrile
Violet Nitrile
0.06200000


165.
53398-85-9
Butanoic acid, 2-methyl-,
cis-3-Hexenyl Alpha
0.06130000




(3Z)-3-hexen-1-yl ester
Methyl Butyrate


166.
208041-98-9
Heptanenitrile, 2-propyl-
Jasmonitrile
0.05920000


167.
16510-27-3
Benzene, 1-
Toscanol
0.05870000




(cyclopropylmethyl)-4-




methoxy-


168.
111-80-8
2-Nonynoic acid, methyl
Methyl Octine Carbonate
0.05680000




ester


169.
103-45-7
Acetic acid, 2-phenylethyl
Phenyl Ethyl Acetate
0.05640000




ester


170.
13491-79-7
Cyclohexanol, 2-(1,1-
Verdol
0.05430000




dimethylethyl)-


171.
7786-44-9
2,6-Nonadien-1-ol
2,6-Nonadien-1-ol
0.05370000


172.
103-28-6
Propanoic acid, 2-methyl-,
Benzyl Iso Butyrate
0.05130000




phenylmethyl ester


173.
28462-85-3
Bicyclo[2.2.1]heptan-2-ol,
Humus Ether
0.04870000




1,2,3,3-tetramethyl-, (1R,2R,




4S)-rel-


174.
122-03-2
Benzaldehyde, 4-(1-
Cuminic Aldehyde
0.04820000




methylethyl)-


175.
358331-95-0
2,5-Octadien-4-one, 5,6,7-
Pomarose
0.04810000




trimethyl-, (2E)-


176.
562-74-3
3-Cyclohexen-1-ol, 4-
Terpinenol-4
0.04780000




methyl-1-(1-methylethyl)-


177.
68527-77-5
3-Cyclohexene-1-methanol,
Isocyclogeraniol
0.04640000




2,4,6-trimethyl-


178.
35852-46-1
Pentanoic acid, (3Z)-3-
Cis-3-Hexenyl Valerate
0.04580000




hexen-1-yl ester


179.
2756-56-1
Bicyclo[2.2.1]heptan-2-ol,
Iso Bornyl Propionate
0.04540000




1,7,7-trimethyl-, 2-




propanoate, (1R,2R,4R)-rel-


180.
14374-92-6
Benzene, 1-methyl-4-(1-
Verdoracine
0.04460000




methylethyl)-2-(1-propen-1-




yl)-


181.
6784-13-0
3-Cyclohexene-1-propanal,
Limonenal
0.04380000




β,4-dimethyl-


182.
8000-41-7
2-(4-methyl-1-cyclohex-3-
Alpha Terpineol
0.04320000




enyl)propan-2-ol


183.
41884-28-0
1-Hexanol, 5-methyl-2-(1-
Tetrahydro Lavandulol
0.04230000




methylethyl)-, (2R)-


184.
22457-23-4
3-Heptanone, 5-methyl-,
Stemone ®
0.04140000




oxime


185.
104-50-7
2(3H)-Furanone, 5-
Gamma Octalactone
0.04080000




butyldihydro-


186.
143-08-8
1-Nonanol
Nonyl Alcohol
0.04070000


187.
3613-30-7
Octanal, 7-methoxy-3,7-
Methoxycitronellal
0.04020000




dimethyl-


188.
67634-00-8
Acetic acid, 2-(3-
Allyl Amyl Glycolate
0.04000000




methylbutoxy)-, 2-propen-1-




yl ester


189.
464-45-9
Bicyclo[2.2.1]heptan-2-ol,
1-Borneol
0.03980000




1,7,7-trimethyl-, (1S,2R,4S)-


190.
124-76-5
Bicyclo[2.2.1]heptan-2-ol,
1.7.7-Trimethyl-Bicyclo-
0.03980000




1,7,7-trimethyl-, (1R,2R,4R)-
1.2.2-Heptanol-2




rel-


191.
67874-72-0
Cyclohexanol, 2-(1,1-
Coniferan
0.03980000




dimethylpropyl)-, 1-acetate


192.
80-26-2
3-Cyclohexene-1-methanol,
Terpinyl Acetate
0.03920000




α,α,4-trimethyl-, 1-acetate


193.
498-81-7
Cyclohexanemethanol, α,α,
Dihydro Terpineol
0.03920000




4-trimethyl-


194.
112-45-8
10-Undecenal
Undecylenic aldehyde
0.03900000


195.
35044-57-6
2,4-Cyclohexadiene-1-
Ethyl Safranate
0.03880000




carboxylic acid, 2,6,6-




trimethyl-, ethyl ester


196.
106-21-8
1-Octanol, 3,7-dimethyl-
Dimethyl Octanol
0.03860000


197.
84560-00-9
Cyclopentanol, 2-pentyl-
Cyclopentol
0.03790000


198.
82461-14-1
Furan, tetrahydro-2,4-
Rhubafuran ®
0.03780000




dimethyl-4-phenyl-


199.
56011-02-0
Benzene, [2-(3-
Phenyl Ethyl Isoamyl Ether
0.03690000




methylbutoxy)ethyl]-


200.
103-37-7
Butanoic acid, phenylmethyl
Benzyl Butyrate
0.03660000




ester


201.
118-61-6
Benzoic acid, 2-hydroxy-,
Ethyl salicylate
0.03480000




ethyl ester


202.
98-52-2
Cyclohexanol, 4-(1,1-
Patchon
0.03480000




dimethylethyl)-


203.
115-99-1
l,6-Octadien-3-ol, 3,7-
Linalyl Formate
0.03440000




dimethyl-, 3-formate


204.
112-54-9
Dodecanal
Lauric Aldehyde
0.03440000


205.
53046-97-2
3,6-Nonadien-1-ol, (3Z,6Z)-
3,6 Nonadien-1-ol
0.03360000


206.
76649-25-7
3,6-Nonadien-1-ol
3,6-Nonadien-1-ol
0.03360000


207.
141-25-3
3,7-Dimethyloct-6-en-1-ol
Rhodinol
0.03290000


208.
1975-78-6
Decanenitrile
Decanonitrile
0.03250000


209.
2216-51-5
Cyclohexanol, 5-methyl-2-
L-Menthol
0.03230000




(1-methylethyl)-, (1R,2S,5R)-


210.
3658-77-3
4-hydroxy-2,5-
Pineapple Ketone
0.03200000




dimethylfuran-3-one


211.
103-93-5
Propanoic acid, 2-methyl-,
Para Cresyl iso-Butyrate
0.03120000




4-methylphenyl ester


212.
24717-86-0
Propanoic acid, 2-methyl-,
Abierate
0.03110000




(1R,2S,4R)-1,7,7-




trimethylbicyclo[2.2.1]hept-




2-yl ester, rel-


213.
67845-46-9
Acetaldehyde, 2-(4-
Aldehyde XI
0.03090000




methylphenoxy)-


214.
67883-79-8
2-Butenoic acid, 2-methyl-,
Cis-3-Hexenyl Tiglate
0.03060000




(3Z)-3-hexen-1-yl ester, (2E)-


215.
33885-51-7
Bicyclo[3.1.1]hept-2-ene-2-
Pino Acetaldehyde
0.03040000




propanal, 6,6-dimethyl-


216.
70214-77-6
2-Nonanol, 6,8-dimethyl-
Nonadyl
0.03010000


217.
105-85-1
6-Octen-1-ol, 3,7-dimethyl-,
Citronellyl Formate
0.03000000




1-formate


218.
215231-33-7
Cyclohexanol, 1-methyl-3-
Rossitol
0.02990000




(2-methylpropyl)-


219.
120-72-9
1H-Indole
Indole
0.02980000


220.
2463-77-6
2-Undecenal
2-Undecene-1-al
0.02970000


221.
675-09-2
2H-Pyran-2-one, 4,6-
Levistamel
0.02940000




dimethyl-


222.
98-55-5
3-Cyclohexene-1-methanol,
Alpha-Terpineol
0.02830000




α,α,4-trimethyl-


223.
81786-73-4
3-Hepten-2-one, 3,4,5,6,6-
Koavone
0.02750000




pentamethyl-, (3Z)-


224.
39212-23-2
2(3H)-Furanone, 5-
Methyl Octalactone
0.02700000




butyldihydro-4-methyl-


225.
53767-93-4
7-Octen-2-ol, 2,6-dimethyl-,
Dihydro Terpinyl Acetate
0.02690000




2-acetate


226.
35044-59-8
1,3-Cyclohexadiene-1-
Ethyl Safranate
0.02660000




carboxylic acid, 2,6,6-




trimethyl-, ethyl ester


227.
104-55-2
2-Propenal, 3-phenyl-
Cinnamic Aldehyde
0.02650000


228.
144-39-8
1,6-Octadien-3-ol, 3,7-
Linalyl Propionate
0.02630000




dimethyl-, 3-propanoate


229.
102-13-6
Benzeneacetic acid, 2-
Iso Butyl Phenylacetate
0.02630000




methylpropyl ester


230.
61931-80-4
1,6-Nonadien-3-ol, 3,7-
3,7-Dimethyl-1,6-nonadien-
0.02630000




dimethyl-, 3-acetate
3-yl acetate


231.
65443-14-3
Cyclopentanone, 2,2,5-
veloutone
0.02610000




trimethyl-5-pentyl-


232.
141-12-8
2,6-Octadien-1-ol, 3,7-
Neryl Acetate
0.02560000




dimethyl-, 1-acetate, (2Z)-


233.
105-87-3
2,6-Octadien-1-ol, 3,7-
Geranyl acetate
0.02560000




dimethyl-, 1-acetate, (2E)-


234.
68141-17-3
Undecane, 1,1-dimethoxy-2-
Methyl Nonyl Acetaldehyde
0.02550000




methyl-
Dimethyl Acetal


235.
2206-94-2
Benzenemethanol, α-
Indocolore
0.02550000




methylene-, 1-acetate


236.
123-11-5
Benzaldehyde, 4-methoxy-
Anisic aldehyde
0.02490000


237.
57576-09-7
Cyclohexanol, 5-methyl-2-
Iso Pulegol Acetate
0.02480000




(1-methylethenyl)-, 1-




acetate, (1R,2S,5R)-


238.
51566-62-2
6-Octenenitrile, 3,7-
Citronellyl Nitrile
0.02470000




dimethyl-


239.
60335-71-9
2H-Pyran, 3,6-dihydro-4-
Rosyrane
0.02470000




methyl-2-phenyl-


240.
30385-25-2
6-Octen-2-ol, 2,6-dimethyl-
Dihydromyrcenol
0.02440000


241.
101-84-8
Benzene, 1,1′-oxybis-
Diphenyl Oxide
0.02230000


242.
136-60-7
Benzoic acid, butyl ester
Butyl Benzoate
0.02170000


243.
93939-86-7
5,8-Methano-2H-1-
Rhuboflor
0.02120000




benzopyran, 6-




ethylideneoctahydro-


244.
83926-73-2
Cyclohexanepropanol, α,α-
Coranol
0.02100000




dimethyl-


245.
125109-85-5
Benzenepropanal, β-methyl-
Florhydral
0.02070000




3-(1-methylethyl)-


246.
104-21-2
Benzenemethanol, 4-
Anisyl Acetate
0.02050000




methoxy-, 1-acetate


247.
137-03-1
Cyclopentanone, 2-heptyl-
Frutalone
0.02040000


248.
2563-07-7
Phenol, 2-ethoxy-4-methyl-
Ultravanil
0.02030000


249.
1128-08-1
2-Cyclopenten-1-one, 3-
Dihydrojasmone
0.02020000




methyl-2-pentyl-


250.
7493-57-4
Benzene, [2-(1-
Acetaldehyde
0.01990000




propoxyethoxy)ethyl]-


251.
141-25-3
7-Octen-1-ol, 3,7-dimethyl-
Rhodinol
0.01970000


252.
216970-21-7
Bicyclo[4.3.1]decane, 3-
3-Methoxy-7,7-dimethyl-
0.01960000




methoxy-7,7-dimethyl-10-
10-methylenebicyclo[4.3.1]




methylene-
decane


253.
319002-92-1
Propanoic acid, 2-(1,1-
Sclareolate ®
0.01960000




dimethylpropoxy)-, propyl




ester, (2S)-


254.
85-91-6
Benzoic acid, 2-(methylamino)-,
Dimethyl anthranilate
0.01930000




methyl ester


255.
7540-51-4
6-Octen-1-ol, 3,7-dimethyl-,
L-Citronellol
0.01830000




(3S)-


256.
106-22-9
6-Octen-1-ol, 3,7-dimethyl-
Citronellol
0.01830000


257.
543-39-5
7-Octen-2-ol, 2-methyl-6-
Myrcenol
0.01820000




methylene-


258.
7775-00-0
Benzenepropanal, 4-(1-
Cyclemax
0.01820000




methylethyl)-


259.
18479-54-4
4,6-Octadien-3-ol, 3,7-
Muguol
0.01800000




dimethyl-


260.
29214-60-6
Octanoic acid, 2-acetyl-,
Gelsone
0.01790000




ethyl ester


261.
1209-61-6
5-Oxatricyclo[8.2.0.04,6]
Tobacarol
0.01730000




dodecane, 4,9,12,12-




tetramethyl-


262.
57934-97-1
2-Cyclohexene-1-carboxylic
Givescone
0.01710000




acid, 2-ethyl-6,6-dimethyl-,




ethyl ester


263.
14901-07-6
3-Buten-2-one, 4-(2,6,6-
Beta-Ionone
0.01690000




trimethyl-1-cyclohexen-1-




yl)-, (3E)-


264.
64001-15-6
4,7-Methano-1H-inden-5-ol,
Dihydro Cyclacet
0.01630000




octahydro-, 5-acetate


265.
95-41-0
2-Cyclopenten-1-one, 2-
Iso Jasmone
0.01600000




hexyl-


266.
134-20-3
Benzoic acid, 2-amino-,
Methyl Anthranilate
0.01580000




methyl ester


267.
105-86-2
2,6-Octadien-1-ol, 3,7-
Geranyl Formate
0.01540000




dimethyl-, 1-formate, (2E)-


268.
154171-77-4
Spiro[1,3-dioxolane-2,
Ysamber K ®
0.01470000




8′(5′H)-[2H-2,4a]




methanonaphthalene],




hexahydro-1′,1′,5′,5′-




tetramethyl-, (2′S,4′aS,8′aS)-




(9CI)


269.
154171-76-3
Spiro[1,3-dioxolane-
Ysamber
0.01470000




2,8′(5′H)-[2H-




2,4a] methanonaphthalene],




hexahydro-1′,1′,5′,5′-




tetramethyl-


270.
127-41-3
3-Buten-2-one, 4-(2,6,6-
Alpha-Ionone
0.01440000




trimethyl-2-cyclohexen-1-




yl)-, (3E)-


271.
151-05-3
Benzeneethanol, α,α,-
Dimethyl Benzyl Carbinyl
0.01390000




dimethyl-, 1-acetate
Acetate


272.
2500-83-6
4,7-Methano-1H-inden-5-ol,
Flor Acetate
0.01370000




3a,4,5,6,7,7a-hexahydro-, 5-




acetate


273.
150-84-5
6-Octen-1-ol, 3,7-dimethyl-,
Citronellyl acetate
0.01370000




1-acetate


274.
30310-41-9
2H-Pyran, tetrahydro-2-
Pelargene
0.01350000




methyl-4-methylene-6-




phenyl-


275.
68845-00-1
Bicyclo[3.3.1]nonane, 2-
Boisiris
0.01350000




ethoxy-2,6,6-trimethyl-9-




methylene-


276.
106-24-1
2,6-Octadien-1-ol, 3,7-
Geraniol
0.01330000




dimethyl-, (2E)-


277.
106-25-2
2,6-Octadien-1-ol, 3,7-
Nerol
0.01330000




dimethyl-, (2E)-


278.
75975-83-6
Bicyclo[7.2.0]undec-4-ene,
Vetyvenal
0.01280000




4,11,11-trimethyl-8-




methylene-, (1R,4E,9S)-


279.
19870-74-7
1H-3a,7-Methanoazulene,
Cedryl methyl ether
0.01280000




octahydro-6-methoxy-3,6,8,




8-tetramethyl-, (3R,3aS,6S,




7R,8aS)-


280.
87-44-5
Bicyclo[7.2.0]undec-4-ene,
Caryophyllene Extra
0.01280000




4,11,11-trimethyl-8-




methylene-, (1R,4E,9S)-


281.
54440-17-4
1H-Inden-1-one, 2,3-
Safraleine
0.01260000




dihydro-2,3,3-trimethyl-


282.
110-98-5
2-Propanol, 1,1′-oxybis-
Dipropylene Glycol
0.01250000


283.
41890-92-0
2-Octanol, 7-methoxy-3,7-
Osytol ®
0.01250000




dimethyl-


284.
71077-31-1
4,9-Decadienal, 4,8-
Floral Super
0.01230000




dimethyl-


285.
65-85-0
Benzoic Acid
Benzoic Acid
0.01220000


286.
61444-38-0
3-Hexenoic acid, (3Z)-3-
cis-3-hexenyl-cis-3-
0.01220000




hexen-1-yl ester, (3Z)-
hexenoate


287.
116044-44-1
Bicyclo[2.2.1]hept-5-ene-2-
Herbanate
0.01210000




carboxylic acid, 3-(1-




methylethyl)-, ethyl ester,




(1R,2S,3S,4S)-rel-


288.
104-54-1
2-Propen-1-ol, 3-phenyl-
Cinnamic Alcohol
0.01170000


289.
78-35-3
Propanoic acid, 2-methyl-,
Linalyl Isobutyrate
0.01170000




1-ethenyl-1,5-dimethyl-4-




hexen-1-yl ester


290.
23495-12-7
Ethanol, 2-phenoxy-, 1-
Phenoxy Ethyl Propionate
0.01130000




propanoate


291.
103-26-4
2-Propenoic acid, 3-phenyl-,
Methyl Cinnamate
0.01120000




methyl ester


292.
67634-14-4
Benzenepropanal, 2-ethyl-α,
Florazon (ortho-isomer)
0.01110000




α-dimethyl-


293.
5454-19-3
Propanoic acid, decyl ester
N-Decyl Propionate
0.01100000


294.
93-16-3
Benzene, 1,2-dimethoxy-4-
Methyl Iso Eugenol
0.01100000




(1-propen-1-yl)-


295.
81782-77-6
3-Decen-5-ol, 4-methyl-
4-Methyl-3-decen-5-ol
0.01070000


296.
67845-30-1
Bicyclo[2.2.2]oct-5-ene-2-
Maceal
0.01060000




carboxaldehyde, 6-methyl-




8-(1-methylethyl)-


297.
97-53-0
Phenol, 2-methoxy-4-(2-
Eugenol
0.01040000




propen-1-yl)-


298.
120-57-0
1,3-Benzodioxole-5-
Heliotropin
0.01040000




carboxaldehyde


299.
93-04-9
Naphthalene, 2-methoxy-
Beta Naphthyl Methyl Ether
0.01040000


300.
4826-62-4
2-Dodecenal
2 Dodecene-1-al
0.01020000


301.
20407-84-5
2-Dodecenal, (2E)-
Aldehyde Mandarin
0.01020000


302.
5462-06-6
Benzenepropanal, 4-
Canthoxal
0.01020000




methoxy-α-methyl-


303.
94-60-0
1,4-Cyclohexanedicarboxylic
Dimethyl 1,4-
0.01020000




acid, 1,4-dimethyl ester
cyclohexanedicarboxylate


304.
57378-68-4
2-Buten-1-one, 1-(2,6,6-
delta-Damascone
0.01020000




trimethyl-3-cyclohexen-1-yl)-


305.
17283-81-7
2-Butanone, 4-(2,6,6-
Dihydro Beta Ionone
0.01020000




trimethyl-1-cyclohexen-1-yl)-


306.
1885-38-7
2-Propenenitrile, 3-phenyl-,
Cinnamalva
0.01010000




(2E)-


307.
103-48-0
Propanoic acid, 2-methyl-,
Phenyl Ethyl Iso Butyrate
0.00994000




2-phenylethyl ester


308.
488-10-8
2-Cyclopenten-1-one, 3-
Cis Jasmone
0.00982000




methyl-2-(2Z)-2-penten-1-yl-


309.
7492-67-3
Acetaldehyde, 2-[(3,7-
Citronellyloxyacetaldehyde
0.00967000




dimethyl-6-octen-1-yl)oxy]-


310.
68683-20-5
1-Cyclohexene-1-ethanol, 4-
Iso Bergamate
0.00965000




(1-methylethyl)-, 1-formate


311.
3025-30-7
2,4-Decadienoic acid, ethyl
Ethyl 2,4-Decadienoate
0.00954000




ester, (2E,4Z)-


312.
103-54-8
2-Propen-1-ol, 3-phenyl-, 1-
Cinnamyl Acetate
0.00940000




acetate


313.
6790-58-5
Naphtho [2,1-b] furan,
Synambran
0.00934000




dodecahydro-3a,6,6,9a-




tetramethyl-, (3aR,5aS,9aS,




9bR)-


314.
18127-01-0
Benzenepropanal, 4-(1,1-
Bourgeonal
0.00934000




dimethylethyl)-


315.
3738-00-9
Naphtho [2,1-b] furan,
Ambrox ® or Cetalox ® or
0.00934000




dodecahydro-3a,6,6,9a-
Synambran




tetramethyl-


316.
51519-65-4
1,4-Methanonaphthalen-
Tamisone
0.00932000




5(1H)-one, 4,4a,6,7,8,8a-




hexahydro-


317.
148-05-1
Dodecanoic acid, 12-
Dodecalactone
0.00931000




hydroxy-, λ-lactone (6CI,




7CI); 1,12-


318.
86-26-0
1,1′-Biphenyl, 2-methoxy-
Methyl Diphenyl Ether
0.00928000


319.
2705-87-5
Cyclohexanepropanoic acid,
Allyl Cyclohexane
0.00925000




2-propen-1-yl ester
Propionate


320.
68738-94-3
2-Naphthalenecarboxaldehyde,
2-Naphthalenecarboxaldehyde,
0.00920000




octahydro-8,8-dimethyl
octahydro-8,8-dimethyl-


321.
7011-83-8
2(3H)-Furanone, 5-
Lactojasmone ®
0.00885000




hexyldihydro-5-methyl-


322.
61792-11-8
2,6-Nonadienenitrile, 3,7-
Lemonile ®
0.00884000




dimethyl-


323.
692-86-4
10-Undecenoic acid, ethyl
Ethyl Undecylenate
0.00882000




ester


324.
103-95-7
Benzenepropanal, α-methyl-
Cymal
0.00881000




4-(1-methylethyl)-


325.
13019-22-2
9-Decen-1-ol
Rosalva
0.00879000


326.
94201-19-1
1-Oxaspiro[4.5]decan-2-
Methyl Laitone 10% TEC
0.00872000




one, 8-methyl-


327.
104-61-0
2(3H)-Furanone, dihydro-5-
γ-Nonalactone
0.00858000




pentyl-


328.
706-14-9
2(3H)-Furanone, 5-
γ-Decalactone
0.00852000




hexyldihydro-


329.
24720-09-0
2-Buten-1-one, 1-(2,6,6-
α-Damascone
0.00830000




trimethyl-2-cyclohexen-1-




yl)-, (2E)-


330.
39872-57-6
2-Buten-1-one, 1-(2,4,4-
Isodamascone
0.00830000




trimethyl-2-cyclohexen-1-




yl)-, (2E)-


331.
705-86-2
2H-Pyran-2-one, tetrahydro-
Decalactone
0.00825000




6-pentyl-


332.
67634-15-5
Benzenepropanal, 4-ethyl-α,
Floralozone
0.00808000




α-dimethyl-


333.
40527-42-2
1,3-Benzodioxole, 5-
Heliotropin Diethyl Acetal
0.00796000




(diethoxymethyl)-


334.
56973-85-4
4-Penten-1-one, 1-(5,5-
Neobutenone α
0.00763000




dimethyl-1-cyclohexen-1-yl)-


335.
128-51-8
Bicyclo[3.1.1]hept-2-ene-2-
Nopyl Acetate
0.00751000




ethanol, 6,6-dimethfyl-, 2-




acetate


336.
103-36-6
2-Propenoic acid, 3-phenyl-,
Ethyl Cinnamate
0.00729000




ethyl ester


337.
5182-36-5
1,3-Dioxane, 2,4,6-
Floropal ®
0.00709000




trimethyl-4-phenyl-


338.
42604-12-6
Cyclododecane,
Boisambrene
0.00686000




(methoxymethoxy)-


339.
33885-52-8
Bicyclo[3.1.1]hept-2-ene-2-
Pinyl Iso Butyrate Alpha
0.00685000




propanal, α,α,6,6-




tetramethyl-


340.
92015-65-1
2(3H)-Benzofuranone,
Natactone
0.00680000




hexahydro-3.6-dimethyl-


341.
63767-86-2
Cyclohexanemethanol, α-
Mugetanol
0.00678000




methyl-4-(1-methylethyl)-


342.
35044-68-9
2-Buten-1-one, 1-(2,6,6-
beta-Damascone
0.00655000




trimethyl-1-cyclohexen-1-yl)-


343.
25634-93-9
2-Methyl-5-phenylpentan-1-ol
Rosaphen ® 600064
0.00637000


344.
55066-48-3
3-Methyl-5-phenylpentanol
Phenyl Hexanol
0.00637000


345.
3288-99-1
Benzeneacetonitrile, 4-(1,1-
Marenil CI
0.00665000




dimethylethyl)-


346.
35044-68-9
2-Buten-1-one, 1-(2,6,6-
beta-Damascone
0.00655000




trimethyl-1-cyclohexen-1-yl)-


347.
41724-19-0
1,4-Methanonaphthalen-
Plicatone
0.00652000




6(2H)-one, octahydro-7-




methyl-


348.
75147-23-8
Bicyclo[3.2.1]octan-8one,
Buccoxime ®
0.00647000




1,5-diemthyl-, oxime


349.
495-62-5
Cyclohexen, 4-(1,5-
Bisabolene
0.00630000




dimethyl-4-hexen-1-ylidene)-




1-methyl-


350.
2785-87-7
Phenol, 2-mehoxy-4-propyl
Dihydro Eugenol
0.00624000


351.
87-19-4
Benzoic acid, 2-hydroxy-, 2-
Iso Butyl Salicylate
0.00613000




methylpropyl ester


352.
4430-31-3
2H-1-Benzopyran-2-one,
Octahydro Coumarin
0.00586000




octahydro-


353.
38462-22-5
Cyclohexanone, 2-(1-
Ringonol 50 TEC
0.00585000




mercapto-1-methylethyl)-5-




methyl-


354.
77-83-8
2-Oxiranecarboxylic acid, 3-
Ethylmethylphenylglycidate
0.00571000




methyl-3-phenyl-, ethyl ester


355.
37677-14-8
3-Cyclohexene-1-
Iso Hexenyl Cyclohexenyl
0.00565000




carboxaldehyde, 4-(4-
Carboxaldehyde




methyl-3-penten-1-yl)-


356.
103-60-6
Propanoic acid, 2-methyl-,
Phenoxy Ethyl iso-Butyrate
0.00562000




2-phenoxyethyl ester


357.
18096-62-3
Indeno[1,2-d]-1,3-dioxin, 4,
Indoflor ®
0.00557000




4a,5,9b-tetrahydro-


358.
63500-71-0
2H-Pyran-4-ol, tetrahydro-
Florosa Q/Florol
0.00557000




4-methyl-2-(2-methylpropyl)-


359.
65405-84-7
Cyclohexanebutanal, α,2,6,
Cetonal ®
0.00533000




6-tetramethyl-


360.
27606-09-3
4,7-Methano-1H-inden-6-ol,
Flor Acetate
0.00530000




3a,4,5,6,7,7a-hexahydro-8,




8-dimethyl-, 6-acetate


361.
10339-55-6
1,6-Nonadien-3-ol, 3,7-
Ethyl Linalool
0.00520000




dimethyl-


362.
23267-57-4
3-Buten-2-one, 4-(2,2,6-
Ionone Epoxide Beta
0.00520000




trimethyl-7-




oxabicyclo[4.1.0]hept-1-yl)-


363.
97-54-1
Phenol, 2-methoxy-4-(1-
Isoeugenol
0.00519000




propen-1-yl)-


364.
67663-01-8
2(3H)-Furanone, 5-
Peacholide
0.00512000




hexyldihydro-4-methyl-


365.
33885-52-8
Bicyclo[3.1.1]hept-2-ene-2-
Pinyl Iso Butyrate Alpha
0.00512000




propanal, α,α,6,6-




tetramethyl-


366.
23696-85-7
2-Buten-1-one, 1-(2,6,6-
Damascenone
0.00503000




trimethyl-1,3-




cyclohexadien-1-yl)-


367.
80-71-7
2-Cyclopenten-1-one, 2-
Maple Lactone
0.00484000




hydroxy-3-methyl-


368.
67662-96-8
Propanoic acid, 2,2-
Pivarose Q
0.00484000




dimethyl-, 2-phenylethyl




ester


369.
2437-25-4
Dodecanenitrile
Clonal
0.00480000


370.
141-14-0
6-Octen-1-ol, 3,7-dimethyl-,
Citronellyl Propionate
0.00469000




1-propanoate


371.
54992-90-4
3-Buten-2-one, 4-(2,2,3,6-
3-Buten-2-one, 4-(2,2,3,6-
0.00460000




tetramethylcyclohexyl)-
tetramethylcyclohexyl)-


372.
55066-49-4
Benzenepentanal, β-methyl-
Mefranal
0.00455000


373.
7493-74-5
Acetic acid, 2-phenoxy-, 2-
Allyl Phenoxy Acetate
0.00454000




propen-1-yl ester


374.
80-54-6
4-(1,1-dimethylethyl)-α-
Lilial ®
0.00444000




methylbenzenepropanal


375.
86803-90-9
4,7-Methano-1H-indene-2-
Scentenal ®
0.00439000




carboxaldehyde, octahydro-




5-methoxy-


376.
68991-97-9
2-Naphthalenecarboxaldehyde,
Melafleur
0.00436000




1,2,3,4,5,6,7,8-octahydro-8,8-




dimethyl-


377.
18871-14-2
Pentitol, 1,5-anhydro-2,4-
Jasmal
0.00434000




dideoxy-2-pentyl-, 3-acetate


378.
58567-11-6
Cyclododecane, (ethoxymethoxy)-
Boisambren Forte
0.00433000


379.
94400-98-3
Naphth[2.3-b]oxirene,
Molaxone
0.00425000




1a,2,3,4,5,6,7,7a-octahydro-




1a,3,3,4,6,6-hexamethyl-,




(1aR,4S,7aS)-rel-


380.
79-69-6
3-Buten-2-one, 4-(2,5,6,6-
alpha-Irone
0.00419000




tetramethyl-2-cyclohexen-1-yl)-


381.
65442-31-1
Quinoline, 6-(1-methylpropyl)-
Iso Butyl Quinoline
0.00408000


382.
87731-18-8
Carbonic acid, 4-cycloocten-
Violiff
0.00401000




1-yl methyl ester


383.
173445-65-3
1H-Indene-5-propanal, 2,3-
Hivernal (A-isomer)
0.00392000




dihydro-3,3-dimethyl-


384.
23911-56-0
Ethanone, 1-(3-methyl-2-
Nerolione
0.00383000




benzofuranyl)-


385.
52474-60-9
3-Cyclohexene-1-
Precyclemone B
0.00381000




carboxaldehyde, 1-methyl-




3-(4-methyl-3-penten-1-yl)-


386.
139539-66-5
6-Oxabicyclo[3.2.1]octane,
Cassifix
0.00381000




5-methyl-1-(2,2,3-trimethyl-




3-cyclopenten-1-yl)-


387.
80858-47-5
Benzene, [2-
Phenafleur
0.00380000




(cyclohexyloxy)ethyl]-


388.
32764-98-0
2H-Pyran-2-one, tetrahydro-
Jasmolactone
0.00355000




6-(3-penten-1-yl)-


389.
78417-28-4
2,4,7-Decatrienoic acid,
Ethyl 2,4,7-decatrienoate
0.00353000




ethyl ester


390.
140-26-1
Butanoic acid, 3-methyl-, 2-
Beta Phenyl Ethyl
0.00347000




phenylethyl ester
Isovalerate


391.
105-90-8
2,6-Octadien-1-ol, 3,7-
Geranyl Propionate
0.00336000




dimethyl-, 1-propanoate, (2E)-


392.
41816-03-9
Spiro [1,4-
Rhubofix ®
0.00332000




methanonaphthalene-2(1H),




2′-oxirane], 3,4,4a,5,8,8a-




hexahydro-3′,7-dimethyl-


393.
7070-15-7
Ethanol, 2-[[(1R,2R,4R)-1,7,
Arbanol
0.00326000




7-trimethylbicyclo[2.2.1]




hept-2-yl]oxy]-, rel-


394.
93-29-8
Phenol, 2-methoxy-4-(1-
Iso Eugenol Acetate
0.00324000




propen-1-yl)-, 1-acetate


395.
476332-65-7
2H-Indeno[4.5-b]furan,
Amber Xtreme Compound 1
0.00323000




decahydro-2,2,6,6,7,8,8-




heptamethyl-


396.
68901-15-5
Acetic acid, 2-
Cyclogalbanate
0.00323000




(cyclohexyloxy)-, 2-propen-




1-yl ester


397.
107-75-5
Octanal, 7-hydroxy-3,7-
Hydroxycitronellal
0.00318000




dimethyl-


398.
68611-23-4
Naphtho[2,1-b]furan, 9b-
Grisalva
0.00305000




ethyldodecahydro-3a,7,7-




trimethyl-


399.
313973-37-4
1,6-Heptadien-3-one, 2-
Pharaone
0.00298000




cyclohexyl-


400.
137-00-8
5-Thiazoleethanol, 4-methyl-
Sulfurol
0.00297000


401.
7779-30-8
1-Penten-3-one, 1-(2,6,6-
Methyl Ionone
0.00286000




trimethyl-2-cyclohexen-1-yl)-


402.
127-51-5
3-Buten-2-one, 3-methyl-4-
Isoraldeine Pure
0.00282000




(2,6,6-trimethyl-2-




cyclohexen-1-yl)-


403.
72903-27-6
1,4-Cyclohexanedicarboxylic
Fructalate ™
0.00274000




acid, 1,4-diethyl ester


404.
7388-22-9
3-Buten-2-one, 4-(2,2-
Methyl-γ-ionone
0.00272000




dimethyl-6-




methylenecyclohexyl)-3-




methyl-


405.
104-67-6
2(3H)-Furanone, 5-
gamma-Undecalactone
0.00271000




heptyldihydro-
(racemic)


406.
1205-17-0
1,3-Benzodioxole-5-
Helional
0.00270000




propanal, α-methyl-


407.
33704-61-9
4H-Inden-4-one, 1,2,3,5,6,7-
Cashmeran
0.00269000




hexahydro-1,1,2,3,3-




pentamethyl-


408.
36306-87-3
Cyclohexanone, 4-(1-
Kephalis
0.00269000




ethoxyethenyl)-3,3,5,5-




tetramethyl-


409.
97384-48-0
Benzenepropanenitrile, α-
Citrowanil ® B
0.00265000




ethenyl-α-methyl-


410.
173445-44-8
1H-Indene-5-propanal, 2,3-
Neo Hivernal (B isomer)
0.00258000




dihydro-1,1-dimethyl-


411.
141-13-9
9-Undecenal, 2,6,10-trimethyl-
Adoxal
0.00257000


412.
2110-18-1
Pyridine, 2-(3-phenylpropyl)-
Corps Racine VS
0.00257000


413.
27606-09-3
Indeno[1,2-d]-1,3-dioxin, 4,
Magnolan
0.00251000




4a,5,9b-tetrahydro-2,4-




dimethyl-


414.
67634-20-2
Propanoic acid, 2-methyl-,
Cyclabute
0.00244000




3a,4,5,6,7,7a-hexahydro-4,




7-methano-1H-inden-5-yl




ester


415.
65405-72-3
1-Naphthalenol, 1,2,3,4,4a,
Oxyoctaline Formate
0.00236000




7,8,8a-octahydro-2,4a,5,8a-




tetramethyl-, 1-formate


416.
122-40-7
Heptanal, 2-
Amyl Cinnamic Aldehyde
0.00233000




(phenylmethylene)-


417.
103694-68-4
Benzenepropanol, β,β,3-
Majantol ®
0.00224000




trimethyl-


418.
13215-88-8
2-Cyclohexen-1-one, 4-(2-
Tabanone Coeur
0.00223000




buten-1-ylidene)-3,5,5-




trimethyl-


419.
25152-85-6
3-Hexen-1-ol, 1-benzoate, (3Z)-
Cis-3-Hexenyl Benzoate
0.00203000


420.
406488-30-0
2-Ethyl-N-methyl-N-(m-
Paradisamide ®
0.00200000




tolyl)butanamide


421.
121-33-5
Benzaldehyde, 4-hydroxy-3-
Vanillin
0.00194000




methoxy-


422.
77-54-3
1H-3a,7-Methanoazulen-6-
Cedac
0.00192000




ol, octahydro-3,6,8,8-




tetramethyl-, 6-acetate, (3R,




3aS,6R,7R,8aS)-


423.
76842-49-4
4,7-Methano-1H-inden-6-ol,
Frutene
0.00184000




3a,4,5,6,7,7a-hexahydro-8,




8-dimethyl-, 6-propanoate


424.
121-39-1
2-Oxiranecarboxylic acid, 3-
Ethyl Phenyl Glycidate
0.00184000




phenyl-, ethyl ester


425.
211299-54-6
4H-4a,9-Methanoazuleno[5,
Ambrocenide ®
0.00182000




6-d]-1,3-dioxole, octahydro-




2,2,5,8,8,9a-hexamethyl-,




(4aR,5R,7aS,9R)-


426.
285977-85-7
(2,5-dimethyl-1,3-
Lilyflore
0.00180000




dihydroinden-2-yl)methanol


427.
10094-34-5
Butanoic acid, 1,1-dimethyl-
Dimethyl benzyl carbinyl
0.00168000




2-phenylethyl ester
butyrate


428.
40785-62-4
Cyclododeca[c]furan, 1,3,
Muscogene
0.00163000




3a,4,5,6,7,8,9,10,11,13a-




dodecahydro-


429.
75490-39-0
Benzenebutanenitrile, α,α,γ-
Khusinil
0.00162000




trimethyl-


430.
55418-52-5
2-Butanone, 4-(1,3-
Dulcinyl
0.00161000




benzodioxol-5-yl)-


431.
3943-74-6
Benzoic acid, 4-hydroxy-3-
Camaline
0.00157000




methoxy-, methyl ester


432.
72089-08-8
3-Cyclopentene-1-butanol,
Brahmanol ®
0.00154000




β,2,2,3-tetramethyl-




2-Methyl-4-(2,2,3-trimethyl-




3-cyclopenten-1-yl)butanol


433.
3155-71-3
2-Butenal, 2-methyl-4-(2,6,
Boronal
0.00147000




6-trimethyl-1-cyclohexen-1-yl)-


434.
2050-08-0
Benzoic acid, 2-hydroxy-,
Amyl Salicylate
0.00144000




pentyl ester


435.
12262-03-2
ndecanoic acid, 3-
Iso Amyl Undecylenate
0.00140000




methylbutyl ester


436.
41199-20-6
2-Naphthalenol, decahydro-
Ambrinol
0.00140000




2,5,5-trimethyl-


437.
107-74-4
1,7-Octanediol, 3,7-dimethyl-
Hydroxyol
0.00139000


438.
91-64-5
2H-1-Benzopyran-2-one
Coumarin
0.00130000


439.
68901-32-6
1,3-Dioxolane, 2-[6-methyl-
Glycolierral
0.00121000




8-(1-methylethyl)




bicyclo[2.2.2]oct-5-en-2-yl]-


440.
68039-44-1
Propanoic acid, 2,2-
Pivacyclene
0.00119000




dimethyl-, 3a,4,5,6,7,7a-




hexahydro-4,7-methano-1H-




inden-6-yl ester


441.
106-29-6
Butanoic acid, (2E)-3,7-
Geranyl Butyrate
0.00116000




dimethyl-2,6-octadien-1-yl




ester


442.
5471-51-2
2-Butanone, 4-(4-
Raspberry ketone
0.00106000




hydroxyphenyl)-


443.
109-42-2
10-Undecenoic acid, butyl
Butyl Undecylenate
0.00104000




ester





*Vapor Pressures are acquired as described in the Test Methods Section.


**Origin: Same as for Table 1 hereinabove.






Preferably, the compositions of the present invention are those where the volatile fragrance material is selected from the group of Table 2 Volatile Fragrance Materials 130, 131, 133, 137-139, 142, 144-145, 147-148, 150-151, 154-155, 158, 162, 165-166, 168, 171, 175, 178, 180-181, 184, 186-188, 192, 194-197, 199, 201, 203-205, 208, 214-217, 219-221, 225-226, 228-229, 232-235, 237-239, 241-242, 245, 247, 249-250, 255-256, 258, 260, 262, 264-267, 270-273, 276-277, 279-281, 284, 286-287, 289-290, 293-301, 304-305, 307-312, 314, 316, 318-320, 322-325, 328-335, 340-344, 347, 349-351, 354-358, 359-364, 366, 368-373, 375-378, 380-383, 385, 387-388, 390-392, 394, 396, 399, 403-407, 409-419, 422-424, 427-428, 430, 432-435, 439-441, 443 and mixtures thereof. It is understood by one skilled in the art that other volatile fragrance materials, not recited in Table 2, would also fall within the scope of the present invention, so long as they have a vapor pressure of greater than or equal to 0.001 Torr (0.000133 kPa) at 25° C.


Modulators

In one aspect, compositions of the present invention comprise at least one substantially non-odorous modulator selected from the group consisting of:

    • (a) Propylene Glycol Propyl Ether; Dicetyl Ether Ethers; Polyglycerin-4 Ethers; Isoceteth-5; Isoceteth-7, Isoceteth-10; Isoceteth-12; Isoceteth-15; Isoceteth-20; Isoceteth-25; Isoceteth-30; Disodium Lauroamphodipropionate, Hexaethylene glycol monododecyl ether and their mixtures;
    • (b) Neopentyl Glycol Diisononanoate; Cetearyl Ethylhexanoate; and their mixtures;
    • (c) Glyceryl Ether derivatives having the formula (I):




embedded image






      • wherein:
        • R1c is C4-C12 aliphatic hydrocarbon group;



    • (d) Panthenol Ethyl Ether, DL-Panthenol and their mixtures;

    • (e) Aliphatic Dibasic Acid Diester derivatives having the formula (II):








R1dOCOR2dCOOR3d   (II)

      • wherein:
        • R1d is C4-C5 alkyl;
        • R2d is C4 alkylene; and
        • R3d is C4-C5 alkyl;
    • (f) Aliphatic Ether derivatives having the formula (III):





R1e—O—(CH(CH3)—CH2O)a—(CH2—CH2O)b—H   (III)

      • wherein:
        • a and b are integers such that the sum of a and b is from 1 to 4; and
        • R1e is an aliphatic chain comprising from 8 to 18 carbons;
    • (g) N-hexadecyl n-nonanoate, Noctadecyl n-nonanoate and their mixtures; and
    • (h) mixtures thereof.


Preferably the substantially non-odorous fragrance modulator is selected from the group consisting of materials disclosed in Table 3.









TABLE 3







Substantially Non-Odorous Fragrance Modulators














CAS



No.
Group
Name
Number
Supplier














1.
(a)
Propylene Glycol
1569-01-3
Sigma-




Propyl Ether

Aldrich


2.

Dicetyl Ether
4113-12-6
(UK)


3.

Polyglycerin-4 Ethers
25618-55-7
Solvay






Chemicals


4.

Isoceteth-5
69364-63-2
Nihon






Emulsion


5.

Isoceteth-7
69364-63-2
Company






Ltd.


6.

Isoceteth-10
69364-63-2


7.

Isoceteth-12
69364-63-2


8.

Isoceteth-157
69364-63-2


9.

Isoceteth-20
69364-63-2


10.

Isoceteth-25
69364-63-2


11.

Isoceteth-30
69364-63-2


12.

Disodium
68929-04-4
Rhodia




Lauroamphodipropionate


13.

Hexaethylene glycol
3055-96-7
Sigma




monododecyl ether0

Aldrich






(UK)


14.
(b)
Neopentyl Glycol
27841-07-2
Symrise




Diisononanoate1

(Germany)


15.

Cetearyl Ethylhexnoate1a
90411-68-0


16.
(c)
2-
70455-33-9
Takasago




ethylhexyloxypropanediol2

(JP)


17.
(d)
Panthenol Ethyl Ether3
667-83-4
DSM






Nutritional






Products,






Inc.






(USA)


18.

DL-Panthenol
16485-10-2
Roche






Inc. (USA)


19.
(e)
Diisobutyl Adipate4
141-04-8
Sigma






Aldrich


20.

Diisoamyl Adipate4
6624-70-0
(UK)


21.
(f)
PPG-11 Stearyl Ether5
25231-21-4
Kao (JP)


22.
(g)
N-hexadecyl n-nonanoate6
72934-15-7
Symrise




(i.e., cetyl nonanoate)

(Germany)


23.

Noctadecyl n-nonanoate6
107647-13-2




(i.e., stearyl nonanoate)






0Available as: Laureth-6.




1disclosed in U.S. Patent Publication No. 2011/0104089A1 (Symrise), para. [0001].




1aAvailable as: PCL-Liquid ® 100.




2disclosed in U.S. Pat. No. 7,196,052 (Takasago Int. Corp.), column 4, lines 34-35.




3disclosed in EP Patent Publication No. 616800A2 (Givaudan), pg. 2, lines 12-25.




4disclosed U.S. Pat. No. 4,110,626 (Shiseido), column 3, lines 54-56.




5disclosed in PCT Publication No. WO2014/155019 (LVMH). Available as Arlamol ® PS11E.




6disclosed in U.S. Pat. No. 9,050,261 (Symrise).




7Available as Emalex ® 1615.







The compounds, as described above in Table 3, act as a substantially non-odorous fragrance modulator of the perceived intensity and/or longevity of the fragrance profile of the composition of the present invention when low levels of the low volatile fragrance materials are used. For example, the substantially non-odorous modulators, with a fragrance component having low levels of the low volatile fragrance materials, act to prolong the duration during which the fragrance profile, preferably the characters attributable from the volatile fragrance materials, can be perceived as compared to a control composition in the absence of the substantially non-odorous fragrance modulators or having the traditional high levels of the low volatile fragrance materials. As another example, the substantially non-odorous fragrance modulators with a fragrance component having low levels of the low volatile fragrance materials, can improve the fidelity of the fragrance profile, preferably the fragrance component derived from the volatile fragrance materials, such that it remains significantly the same from initial impression to the end as compared to a control composition in the absence of the substantially non-odorous fragrance modulators or having the traditional high levels of the low volatile fragrance materials. While not wishing to be bound by theory, it is believed that the substantially non-odorous fragrance modulators associate to the fragrance materials and retard evaporation. This may be due to a combination of both the functionality and the structure of the substantially non-odorous fragrance modulators and the fragrance materials.


In another aspect, the present invention is directed to a modulator for fragrance materials comprising a compound selected from the group consisting of: Propylene Glycol; Dicetyl Ether; Polyglycerin-4 Ethers; 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. Preferably, the fragrance material is a volatile fragrance material having a vapor pressure greater than or equal to 0.001 Torr (0.000133 kPa) at 25° C. In yet another aspect, the present invention is directed to a composition comprising a fragrance component and a modulator, wherein the modulator is a compound selected from the group consisting of: Propylene Glycol; Dicetyl Ether; Polyglycerin-4 Ethers; 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.


Test Methods

The following assays set forth must be used in order that the invention described and claimed herein may be more fully understood.


Test Method 1: Determining Vapor Pressure

In order to determine the vapor pressure for the fragrance materials, go to the website https://scifinder.cas.org/scifinder/view/scifinder/scifinderExplore.jsf and follow these steps to acquire the vapor pressure.

    • 1. Input the CAS registry number for the particular fragrance material.
    • 2. Select the vapor pressure from the search results.
    • 3. Record the vapor pressure (given in Torr at 25° C.).


SciFinder uses Advanced Chemistry Development (ACD/Labs) Software Version Software Version 14.02). If the CAS number for the particular fragrance material is unknown or does not exist, you can utilize the ACD/Labs reference program to directly determine the vapor pressure. Vapor Pressure is expressed in 1 Torr, which is equal to 0.133 kilopascal (kPa).


Test Method 2: Olfactory Tests

In order to show the effect of the substantially non-odorous fragrance modulators and low levels of the low volatile fragrance materials on the perception of fragrance profile in a composition of the present invention, test compositions are made, as described in the Example section, and given to panelists to evaluate.


At the testing facility, 50 μL samples of the test compositions and the controls are applied to glass slides and placed on a hot plate at 32° C. to represent skin temperature for varying durations. It is important that glass slides of samples that are to be later compared are prepared at the same time. The panelists are asked to evaluate the perceived fragrance profile (intensity and/or character) of each glass slide sample at a given time-point. Slides are presented coded so that their identity is not known by the panelists. Within a given time point panelists evaluate the slides in a random order and are able to revisit their assessment as they work through the slides at that time point. Their assessments are recorded. In the subsequent analysis, the data for strength and character comparisons are drawn from the independent assessments carried out at a given time point. Only when using the difference scale below are any two products physically directly compared to each other. Panelists are selected from individuals who are either trained to evaluate fragrances according to the scales below or who have experience with fragrance evaluation in the industry. Typically, around 6 to 10 panelists are used to evaluate a given product and its control.


(a) Fragrance Intensity:


The panelists are asked to give a score on a scale of 0 to 5 for perceived fragrance intensity according to the odour intensity scale set out in Table 4 herein below.









TABLE 4







Odour Intensity Scale








Score
Fragrance Intensity





0
None


1
Very Weak


2
Weak


3
Moderate


4
Strong


5
Very Strong









(b) Fragrance Character:


The panelists are asked to assess the fragrance character in one of 2 ways:

    • i) a score on a scale of 0 to 3 for the dominance of particular characters that are relevant to that particular fragrance, e.g.: fresh, green, watery, floral, rose, muguet, fruity, apple, berry, citrus, creamy, woody, balsamic, amber, musk just to name a few, according to the odour grading scale set out in Table 5(i) herein below;
    • ii) a score on a scale of 1 to 5 for changes in the perceived fragrance profile change for the test compositions versus the controls according to the odour grading scale set out in Table 5(ii) herein below.









TABLE 5(i)







Character Dominance Odour Grading Scale








Score
Fragrance Character Dominance





0
Not noticeable


1
Slight presence of the character


2
Moderate presence of the character


3
Dominance of the character
















TABLE 5(ii)







Character Difference Odour Grading Scale








Score
Fragrance Character Change





1
Perfume character is unchanged, i.e., no difference between



the sample vs. the control.


2
Slight perfume character change when compared directly



with the control.


3
Moderate perfume change but similar character to the control,


4
Large difference in perfume character from the control.


5
Total difference in the perfume character from the control.









The results of the panelists are averaged and then analysed using Analysis of Variance methods. The model treats the subject as a random effect and looks at the impact of product, time and the interaction between product and time. From the analysis the least square means for the product and time interaction are obtained. These means (as well as their confidence intervals) are then plotted to enable comparisons between products at each time point. It should be noted that the confidence levels plotted are intended as a guide, and not as a statistical comparison, as they do not take into account that multiple testing has been performed. As well as a graphical assessment, statistical comparisons between the two products at each of the time points are performed with a Sidak correction for multiple comparisons. The p-values for the product differences were obtained, with p-values<0.05 indicating a statistical difference between the two products at 5% significance (or 95% confidence).


Test Method 3: Analytical Evaporation Tests

The following test is carried out to demonstrate the improved or enhanced longevity of a fragrance profile of a composition of the present invention vs. a control. In particular, the test measures the effect of a substantially non-odorous fragrance modulator on the evaporation rate of one or more fragrance materials (e.g., 10 PRMs) formulated in a composition. The evaporation response of the fragrance materials to the modulator, as a function of time, is measured through the use of gas chromatography (“GC”).

    • 1. A test composition may comprise a substantially non-odorous fragrance modulator (as disclosed in Table 3) with either: (i) a volatile fragrance material (any one of the volatile fragrance materials as disclosed in Table 2), or (ii) a blend of volatile fragrance materials from Table 2 (as disclosed as Fragrance Example 6 in Table 11). The inventive compositions also contain high purity ethanol, such as Hayman 100% EP/BP grade, and deionized water. Samples test compositions are provided in Tables 18(b) and 18(c). All of the ingredients are admixed until evenly distributed in the test compositions.
    • 2. A control composition, without the substantially non-odorous fragrance modulator or with normal or high levels of the low volatile fragrance materials, is made in a similar manner to Step 1, except that the missing substantially non-odorous modulator is replaced by deionized water. Sample control compositions are provided in Tables 18(b) and 18(c).
    • 3. An internal standard is needed to correct for variations of the amount of composition dispensed in the evaporation test as well as loss during the GC analysis. The internal standard has a vapor pressure of less than 0.001 Torr (0.000133 kPa) at 25° C. and is soluble in the composition and fragrance material. A suitable non-limiting examples of internal standard is triethyl citrate. The internal standard and fragrance material are admixed until evenly distributed at a level of 90 to 95 parts by weight of fragrance material and the required amount of internal standard to reach 100 parts. This mixture is then use to prepare the sample compositions in Step 1 and 2. Alternatively, the internal standard and test or control composition are admixed until evenly distributed at a level of 99 to 99.75 parts by weight of composition and the required amount of internal standard to reach 100 parts. This resultant solution is used in subsequent steps.
    • 4. A hotplate is set to a temperature of 32° C. An aluminum container, such as TA Instruments T-Zero™ pan is placed on the hotplate. 20 μL of the test or control composition is introduced in the aluminum container using a micropipette. Alternatively, the aluminum container may be filled with the test or control composition to its full capacity. The time at which this takes place is determined to be time zero (i.e., T=0). Multiple aluminum containers are prepared and left at the set temperature for pre-determined periods of time, such as for example 30 mins, 1 hr, 2 hrs, 3 hrs, 4 hrs, 5 hrs, 6 hrs, 8 hrs and up to 12 hrs.
    • 5. The aluminum container is removed from the hotplate at the end of the pre-determined time period and transferred by being inserted into a 4 mL glass vial already containing at least 2 mL of highly volatile solvent, such as high purity ethanol or hexane.
    • 6. The glass vial is mixed using a Heidolph multi REAX shaker, or equivalent, for 5 to 10 mins to extract the fragrance materials into the solvent phase. 1.5 mL of the resultant solution is transferred to a 2 mL GC vial.
    • 7. The GC vial is analysed on an Agilent GC system 6890 equipped with an autosampler, or equivalent. A GC column such as a DB-5MS, Rxi-5 SilMS model, with a length of 30 m, an inner diameter of 0.25 mm and a film thickness of 1 μm is used. The GC parameters are set to the values indicated as follows:









TABLE 5(iii)





GC Parameters
















Injector temperature:
270° C.


Initial gas velocity:
25 to 40 cm/sec (for Helium as the carrier gas)


Initial oven temperature:
 50° C.


Temperature ramp:
8° C./min


Final oven temperature:
310° C.













      • Gas chromatography with flame ionization detection (“FID”) or with mass spectrometry (“MS”) can be used for the identification and quantification of fragrance material in the compositions. Either detection system can be used in conjunction with GC. The column dimensions as well as GC settings described in this method, such as injector temperature, carrier gas velocity, temperature ramp and final oven temperature can be adjusted to optimize the response of the fragrance material and internal standard being monitored. The detection system settings, such as FID gas flows and temperature or MS parameters, should be optimized by a trained analyst to enable the precise detection and quantification of the analytes of interest.



    • 8. The peak area of the fragrance material and internal standard are recorded. The peak area ratio of the fragrance material and the internal standard is calculated at each time point for each sample composition. The % loss of non-evaporated fragrance material remaining from T=0 is calculated at each time point for each sample composition. The % fragrance material remaining in each composition is plotted to give an evaporation profile over time. This is done for both the test and control compositions. Significance is determined by comparison of the evaporation profile for the same fragrance material or same fragrance mixture in the test and control compositions.





Test Method 4: Analytical Headspace Tests

The following test is carried out to demonstrate the character retention over time of a fragrance composition of the present invention vs. a control. It is necessary for the test and control samples to be run at approximately the same time to ensure that ambient conditions are the same. The test measures the presence of one or more fragrance materials in the headspace formed in a sealed vial by the test composition, after set evaporation times. The fragrance profile in the headspace is measured at specific time points through the use of headspace (“HS”) gas chromatography (“GC”).

    • 1. The test and control compositions as described in the Example section are used for the evaluation.
    • 2. Capillaries of about 2 cm to 3.5 cm, with one sealed end are cut from a Sigma Aldrich “Stuart™ melting point tube” product code Z673269, or equivalent. A suitable fixed volume chosen between 50 and 200 μL of the composition is pipetted into the well of a VWR Tissue Culture 96 F well plate, or equivalent. The sealed end of the glass capillary is dipped into the filled well and left for at least 15 secs to wet the surface of the glass. Care must be taken not to contact the glass capillary with the sides of the well by maintaining it straight and approximately in the center of the well.
    • 3. The glass capillary is then removed from the well and inverted or transferred onto a stable surface or into a holder and allowed to evaporate at ambient conditions for a set period of time. A windshield may be used to reduce high air turbulence.
    • 4. The glass capillary is then introduced into an empty 20 mL HS vial, which is immediately closed with a PTFE cap. The time at which this takes place is determined to be time T=initial (i.e., T=10 mins).
    • 5. Multiple glass capillaries are prepared in the same way and left to evaporate at ambient temperature for pre-determined periods of time, such as for example 10, 15, 30 mins, 1 hr, 2 hrs, 3 hrs, 4 hrs, 5 hrs, and up to 6 hrs, before being introduced to the headspace vial and sealed.
    • 6. The HS vial is then analysed on an Agilent GC system 6890 equipped with a Gerstel MPS 2 autosampler, or equivalent, capable of performing SPME injections. A SPME fiber assembly DVB/CAR/PDMS (50/30 μm, 1 cm length) is required. A GC column such as a DB-5MS, ZB-5MSi models, or equivalent phase, with a length of 30 m, an inner diameter of 0.25 mm and a film thickness of 1 μm is used.
    • 7. The SPME HS parameters are set to the values indicated as follows:









TABLE 5(iv)





SPME Parameters


















Incubation chamber temperature:
40° C.



Incubation time:
20 mins



Agitation of sample
250 RPM



Extraction time
 5 mins



Desorption time
 2 mins












    • 8. The GC parameters are set to the values indicated as follows:












TABLE 5(v)





GC Parameters
















Injector temperature:
270° C.


Initial gas velocity:
20 to 40 cm/sec (for Helium as the carrier gas)


Initial oven temperature:
45° C. with 2 mins Hold Time


Temperature ramp 1:
30° C./min


Temperature 1:
 80° C.


Temperature ramp 2:
 8° C./min


Final temperature:
300° C.













      • Gas chromatography with flame ionization detection (“FID”) or with mass spectrometry (“MS”) can be used for the identification and quantification of fragrance material in the compositions. Either detection system can be used in conjunction with GC. The column dimensions as well as GC settings described in this method, such as injector temperature, carrier gas velocity, temperature ramp and final oven temperature can be adjusted to optimize the response of the fragrance material being monitored. The detection system settings, such as FID gas flows and temperature or MS parameters, should be optimized by a trained analyst to enable the precise detection and identification of the analytes of interest.



    • 9. A qualitative assessment of the chromatograms obtained is performed by comparing the peak height of the fragrance materials and overall chromatogram at time T=10 mins to other time points. A dotted line is drawn around an estimated retention time where fragrance materials with a vapour pressure of 0.001 Torr or less (0.000133 kPa or less) elute during the analysis. The difference between the peaks present at each measured time point for the test and control compositions provides evidence of the retention of the character of the fragrance over time.

    • 10. This test set-up is designed to enable the collection of the headspace in a manner that does not saturate the SPME fiber. If the fiber is saturated it does not provide an accurate analysis of the headspace composition. Therefore the quantity of liquid and the evaporation surface area are very different from those in the olfactive evaluation of the same samples. For this reason it is not possible to compare directly the evaporation time frames used in the 2 experiments. It is expected that the evaporation profile is much faster in this headspace experiments compared to the olfactive evaluations.





EXAMPLES

The following examples are provided to further illustrate the present invention and are not to be construed as limitations of the present invention, as many variations of the present invention are possible without departing from its spirit or scope.


Example 1—Fragrance Oils

Fragrance examples 1, 2, 3, 4b and 5b are provided below in Tables 6, 7, 8, 9 and 10, respectively, as non-limiting examples of formulations of fragrance materials intended to form the fragrance component of the compositions of the present invention. The exemplary formulations of the fragrance materials span the range from “simple accords” (less than 10 fragrance materials) to “complex fragrances” (greater than 30 fragrance materials). Typically, full bodied fragrance compositions do not comprise less than about 30 fragrance materials.


Fragrance examples 4a and 5a provided in Table 9 and 10, respectively, below are examples of traditional formulations of fragrance materials that fall outside the scope of the present invention.


Fragrance example 6 provided in Table 11 below as an example of a formulation of volatile fragrance materials.


Fragrance examples 7 and 8 are provided in Tables 12 and 13 below as examples of a formulation of fragrance materials intended to form the fragrance component that fall outside the scope of the present invention.


Fragrance examples 9 to 16 are provided in Tables 14 and 15 below as examples of formulations of fragrance materials containing higher than 30 wt % of the low volatile fragrance materials.


Fragrance examples 17 and 18 are provided in Tables 16 and 17 below as comparative samples of formulations of fragrance materials intended to form the fragrance component.


The following fragrance formulations are made by mixing the listed ingredients in the listed proportions (wt %) at room temperature, wherein the wt % is relative to the total weight of the fragrance component.









TABLE 6







Fragrance Example 1 (Fresh Floral Accord - 10 wt %


of Low Volatile Fragrance Materials)












Vapor Pressure
Parts


Ingredients
CAS Number
(Torr at 25° C.)
(wt %)













Benzyl acetate
140-11-4
0.1640
10.8


Linalool
78-70-6
0.0905
9.8


Phenethyl alcohol
60-12-8
0.0741
15.7


Indole
120-72-9
0.0298
1.0


α-Terpineol
98-55-5
0.0283
2.9


Geranyl acetate
105-87-3
0.0256
4.9


Cymal
103-95-7
0.00881
5.9


Hydroxycitronellal
107-75-5
0.00318
22.4


Majantol ®
103694-68-4
0.00224
16.6


Hexyl cinnamic
101-86-0
0.000697
10.0


aldehyde











Total
100.00
















TABLE 7







Fragrance Example 2 (Fresh Male Accord - 13.51 wt %


of Low Volatile Fragrance Materials)














Vapor Pressure
Parts



Ingredients
CAS Number
(Torr at 25° C.)
(wt %)
















d-Limonene
5989-27-5
1.540000
10.0



Dihydromyrcenol
18479-58-8
0.166000
10.0



Boisiris
68845-00-1
0.013500
6.5



Canthoxal
5462-06-6
0.010200
8.0



Helional
1205-17-0
0.002700
10.0



Kephalis
36306-87-3
0.002690
20.0



Majantol ®
103694-68-4
0.002240
15.5



Javanol ®
198404-98-7
0.000902
5.0



Galaxolide ®*
1222-05-5
0.000414
7.5



Isopropyl
110-27-0

7.5



Myristate











Total
100.00





*Supplied at 50% in Isopropyl myristate.













TABLE 8







Fragrance Example 3 (Sweet Dream 18 Fragrance -


11.15 wt % of Low Volatile Fragrance Materials)












Vapor Pressure
Parts


Ingredients
CAS Number
(Torr at 25° C.)
(wt %)













Prenyl acetate
1191-16-8
3.99000000
0.100


Manzanate
39255-32-8
2.91000000
0.200


Hexyl acetate
142-92-7
1.39000000
0.700


cis-3-Hexenyl acetate
3681-71-8
1.22000000
0.200


Benzaldehyde
100-52-7
0.97400000
0.200


Liffarome
67633-96-9
0.72100000
0.150


Hexyl isobutyrate
2349-07-7
0.41300000
0.055


Dihydromyrcenol
18479-58-8
0.16600000
2.500


Benzyl acetate
140-11-4
0.16400000
0.700


Linalyl acetate
115-95-7
0.11600000
2.500


Verdox
88-41-5
0.10300000
4.000


Phenethyl alcohol
60-12-8
0.07410000
8.000


Rossitol
215231-33-7
0.02990000
1.500


alpha-Terpineol
98-55-5
0.02830000
1.500


Geranyl acetate
105-87-3
0.02560000
1.500


Rhodinol
141-25-3
0.01970000
0.700


Givescone
57934-97-1
0.01710000
0.700


Methyl anthranilate
134-20-3
0.01580000
0.050


Ysamber K
154171-77-4
0.01470000
1.000


alpha-Ionone
127-41-3
0.01440000
3.000


Citronellyl acetate
150-84-5
0.01370000
0.500


cis-3-hexenyl-cis-3-hexenoate
61444-38-0
0.01220000
0.200


Cinnamic alcohol
104-54-1
0.01170000
0.100


delta-damascone
57378-68-4
0.01020000
0.200


Citronellyloxyacetaldehyde
7492-67-3
0.00967000
0.100


Cymal
103-95-7
0.00881000
0.500


Floralozone
67634-15-5
0.00808000
0.100


Ethylmethylphenylglycidate
77-83-8
0.00571000
0.200


Florosa Q
63500-71-0
0.00557000
3.000


Ethyl linalool
10339-55-6
0.00520000
6.400


Pivarose
67662-96-8
0.00484000
2.500


Hydroxycitronellal
107-75-5
0.00318000
7.500


Methyl Ionone
7779-30-8
0.00286000
4.000


gamma-Undecalactone
104-67-6
0.00271000
0.500


Kephalis
36306-87-3
0.00269000
5.000


Cashmeran
33704-61-9
0.00269000
1.000


Magnolan
27606-09-3
0.00251000
3.000


Majantol ®
103694-68-4
0.00224000
6.900


Brahmanol
72089-08-8
0.00154000
3.000


Coumarin
91-64-5
0.00130000
0.500


Glycolierral
68901-32-6
0.00121000
0.100


Raspberry ketone
5471-51-2
0.00106000
0.100


Top Mango base 3


0.500


Cherry base 3


0.200


Cassis base 3


0.300


Bergamot Oil 4


6.000



Prunella base 3



0.500


Hexyl cinnamic aldehyde
101-86-0
0.00069700
1.500


Sandalore
65113-99-7
0.00062500
3.000


Dupical
30168-23-1
0.00044100
0.005


Galaxolide ® 1
1222-05-5
0.00041400
1.500


Ebanol
67801-20-1
0.00028100
2.000


Helvetolide
141773-73-1
0.00005790
2.000


Warm Milk base 5


0.200


Vanilla Absolute 2, 6


0.100


Isopropyl Myristate


1.500


Dipropylene Glycol


6.040




Total
100.00






1 Supplied at 50% in IPM.




2 Supplied at 50% in DiPG.




3 Proprietary bases that contain a mixture of perfume raw materials, judged to be of high volatility for the purposes of calculating % of low volatility PRMs.




4 Natural oils or extracts that contain a mixture of perfume raw materials, judged to be of high volatility for the purposes of calculating % of low volatility PRMs.




5 Proprietary bases that contain a mixture of perfume raw materials, judged to be of low volatility for the purposes of calculating % of low volatility PRMs.




6 Natural oils or extracts that contain a mixture of perfume raw materials, judged to be of low volatility for the purposes of calculating % of low volatility PRMs.














TABLE 9







Fragrance Examples 4a and 4b (“Traditional Floral Magnifica” Example


4a - 37 wt % of Low Volatile Fragrance Materials and “Reduced Low Volatile


Floral Magnifica” Example 4b - 13 wt % of Low Volatile Fragrance Materials)









Parts (wt %)















Example 4b




Vapor Pressure
Example 4a
(Reduced Low


Ingredients
CAS Number
(Torr at 25° C.)
(Traditional)
Volatile)














Beta Gamma Hexenol
928-96-1
2.126000
0.20
0.20


Cis 3 Hexenyl Acetate
3681-71-8
1.219000
0.30
0.30


Benzyl Acetate
140-11-4
0.16400000
3.01
3.01


Liffarome
67633-96-9
0.721000
0.20
0.20


Ligustral Or Triplal
68039-49-6
0.578000
0.10
0.10


Methyl Pamplemousse
67674-46-8
0.214000
0.40
0.40


d-Limonene
5989-27-5
1.54000000
3.01
3.01


Phenyl Acetaldehyde 1
122-78-1
0.368000
0.0002
0.0002


Precyclemone B
52475-86-2
0.003810
0.20
0.20


Ethyl 2 4-Decadienoate
3025-30-7
0.009540
0.20
0.20


Ambronat
6790-58-5
0.009340
2.00
2.01


Alpha Damascone
24720-09-0
0.008300
0.04
0.06


Citronellol
106-22-9
0.032900
4.01
4.01


Cyclemax
7775-00-0
0.018200
0.40
0.40


Cyclo Galbanate
68901-15-5
0.003230
0.10
0.10


Cymal
103-95-7
0.008810
0.90
1.51


Dimethyl Benzyl Carbinyl
10094-34-5
0.001680
0.50
0.50


Butyrate


Ethyl Linalool
10339-55-6
0.005200
7.23
12.04


Florol
63500-71-0
0.005570
6.43
10.71


Gamma Decalactone
706-14-9
0.008520
0.20
0.20


Geraniol
106-24-1
0.013300
3.01
5.02


Geranyl Acetate
105-87-3
0.009760
2.01
2.01


Helional
1205-17-0
0.002700
2.41
4.01


Heliotropin
120-57-0
0.010400
0.20
0.20


Hivernal
173445-65-3
0.00392000
0.20
0.20


Hydroxycitronellal
107-75-5
0.003180
2.41
4.01


Ionone Beta
14901-07-6
0.003080
0.24
0.40


Ionone Gamma Methyl
127-51-5
0.002820
1.81
3.01


Jasmal
18871-14-2
0.004340
5.02
5.02


Jasmolactone
32764-98-0
0.003550
0.20
0.20


Linalyl Propionate
144-39-8
0.026300
1.20
1.20


Magnolan 690304
27606-09-3
0.002510
3.01
5.02


Majantol ®
103694-68-4
0.002240
2.41
4.01


Phenyl Ethyl Alcohol
60-12-8
0.074100
3.01
5.02


Phenyl Hexanol
55066-48-3
0.006370
3.61
6.02


Undecavertol
81782-77-6
0.010700
2.01
2.01


Vanillin
121-33-5
0.001940
0.10
0.10


cis-3-Hexenyl cis-3-Hexenoate
61444-38-0
0.012200
0.10
0.10


Phenoxy Ethyl Iso Butyrate
103-60-6
0.005620
0.50
0.50


5-Cyclohexadecen-1-One
37609-25-9
0.000033
1.00
1.00


Ambrettolide
28645-51-4
0.000001
1.00
1.00


Cis-3-Hexenyl Salicylate
65405-77-8
0.000246
1.51
0.50


Delta Muscenone 962191
63314-79-4
0.000165
1.00
1.00


Hedione ® HC
24851-98-7
0.000710
10.54
3.51


Iso-E Super ®
54464-57-2
0.000538
10.54
3.51


Para Hydroxy Phenyl Butanone
5471-51-2
0.001060
0.20
0.20


Polysantol
107898-54-4
0.000117
0.50
0.50









Total
100
100






1 Supplied as 1% in DPG.














TABLE 10







Fragrance Examples 5a and 5b (“Traditional Muguesia Magnifica” Example


5a - 37 wt % of Low Volatile Fragrance Materials and “Reduced Low Volatile


Muguesia Magnifica” Example 5b - 13 wt % of Low Volatile Fragrance Materials)









Parts (wt %)















Example 5b




Vapor Pressure
Example 5a
(Reduced Low


Ingredients
CAS Number
(Torr at 25° C.)
(Traditional)
Volatile)














Benzyl Alcohol
100-51-6
0.158000
0.10
0.10


Methyl Phenyl Carbinyl Acetate
93-92-5
0.203000
0.32
0.40


d-Limonene
5989-27-5
1.54000000
1.00
1.00


Benzyl Acetate
140-11-4
0.304000
5.86
7.32


Beta Gamma Hexenol
928-96-1
2.126000
0.40
0.40


Cis 3 Hexenyl Acetate
3681-71-8
1.219000
0.20
0.20


Linalyl Acetate
115-95-7
0.077400
1.00
1.00


Jasmal
18871-14-2
0.004340
3.21
4.01


Indol
120-72-9
0.029800
0.10
0.10


Hydroxycitronellal
107-75-5
0.003180
3.21
4.01


Helional
1205-17-0
0.002700
4.01
5.02


Geranyl Acetate
105-87-3
0.009760
3.21
4.01


Geraniol
106-24-1
0.013300
4.01
5.02


Florosa Q
63500-71-0
0.005570
0
9.03


Cinnamic Alcohol
104-54-1
0.005720
0.20
0.20


Cinnamic Aldehyde
104-55-2
0.02650000
0.06
0.06


Cis Jasmone
488-10-8
0.020100
0.50
0.50


Citronellol
106-22-9
0.032900
4.01
5.01


Citronellyl Acetate
150-84-5
0.013700
3.21
4.01


Citronellyl Oxyacetaldehyde
7492-67-3
0.009670
0.10
0.10


Cyclemax
7775-00-0
0.018200
0.32
0.40


Cyclo Galbanate
68901-15-5
0.003230
0.20
0.20


Cymal
103-95-7
0.008810
1.61
2.01


Ethyl Linalool
10339-55-6
0.005200
8.03
10.03


Florhydral
125109-85-5
0.020700
0.16
0.20


Majantol ®
103694-68-4
0.002240
3.21
4.01


Phenyl Ethyl Acetate
103-45-7
0.056400
0.40
0.40


Phenyl Ethyl Alcohol
60-12-8
0.074100
14.45
18.06


Ambrettolide
28645-51-4
0.000001
1.00
1.00


Cis-3-Hexenyl Salicylate
65405-77-8
0.000246
1.00
0.50


Benzyl Salicylate
118-58-1
0.00017500
16.61
2.51


Hedione ® HC
24851-98-7
0.000710
8.03
4.01


Iso-E Super ®
54464-57-2
0.000538
10.03
5.02


Phenyl Acetaldehyde Dimethyl
101-48-4
0.55600000
0.20
0.10


Acetal













Total
100
100
















TABLE 11







Fragrance Example 6 (10 Volatile Fragrance Materials)












Vapor Pressure
Parts


Ingredients
CAS Number
(Torr at 25° C.)
(wt %)













Tetra-Hydro Linalool
78-69-3
0.115
9.85


Terpinyl acetate
80-26-2
0.0392
12.21


Dimethyl Benzyl Carbinyl
151-05-3
0.0139
11.96


Acetate


Dimethyl Benzyl Carbinol
100-86-7
0.088844
9.35


Phenyl Ethyl alcohol
60-12-8
0.074100
7.60


Laevo Carvone
6485-40-1
0.0656
9.35


Indole
120-72-9
0.0298
7.29


Ethyl Safranate
35044-59-8
0.0266
12.09


Indocolore
2206-94-2
0.0255
10.09


Eugenol
97-53-0
0.0104
10.21








Total
100.00
















TABLE 12







Fragrance Example 7 (Fresh Floral GF 6-7 Accord -


40.14 wt % of Low Volatile Fragrance Materials)












Vapor Pressure
Parts


Ingredients
CAS Number
(Torr at 25° C.)
(wt %)













Ligustral or Triplal
68039-49-6
0.578000
0.15


Benzyl acetate
140-11-4
0.164000
0.31


Verdox
88-41-5
0.103000
5.38


Phenethyl alcohol
60-12-8
0.074100
1.54


Indole
120-72-9
0.029800
0.02


Heliotropin
120-57-0
0.010400
1.23


gamma-Decalactone
706-14-9
0.008520
0.38


Florosa Q
63500-71-0
0.005570
15.38


Ethyl linalool
10339-55-6
0.005200
26.15


Isoeugenol
97-54-1
0.005190
0.08


alpha-Irone
79-69-6
0.004190
1.54


Vanillin
121-33-5
0.001940
6.15


Dimethyl benzyl carbinyl
10094-34-5
0.001680
1.54


butyrate


Methyl beta-naphthyl ketone
93-08-3
0.000957
0.77


Methyl dihydrojasmonate
24851-98-7
0.000710
30.60


Benzyl salicylate
118-58-1
0.000175
7.69


Polysantol
107898-54-4
0.000117
0.77


Lrg 201
4707-47-5
0.000029
0.31










Total
100.00

















TABLE 13







Fragrance Example 8 (Traditional Floral Accord -


54.00 wt % of Low Volatile Fragrance Materials)












Vapor Pressure
Parts


Ingredients
CAS Number
(Torr at 25° C.)
(wt %)













Benzyl acetate
140-11-4
0.1640
5.5


Linalool
78-70-6
0.0905
5.0


Phenethyl alcohol
60-12-8
0.0741
8.0


Indole
120-72-9
0.0298
0.5


α-Terpineol
98-55-5
0.0283
1.5


Geranyl acetate
105-87-3
0.0256
2.5


Cymal
103-95-7
0.00881
3.0


Hydroxycitronellal
107-75-5
0.00318
11.5


Majantol ®
103694-68-4
0.00224
8.5


Hexyl cinnamic
101-86-0
0.000697
4.0


aldehyde


iso gamma super
68155-66-8
0.000565
12.50


Sandalore
65113-99-7
0.000625
18.75


Habanolide
111879-80-2
0.00000431
18.75








Total
100.00
















TABLE 14







Fragrance Examples 9, 10, 11 and 12 (Traditional Flora Magnifica -


Greater than 30 wt % of Low Volatile Fragrance Materials)












Fragrance
Fragrance
Fragrance
Fragrance



Example 9
Example 10
Example 11
Example 12


Ingredients
Weight %
Weight %
Weight %
Weight %














Flora Magnifica 1
86.96
83.33
74.07
68.97


Ethylene
4.35
4.167
3.704
6.90


Brassylate


Methyl Dihydro
4.35
8.33
14.82
13.79


Jasmonate


Iso-E Super ®
4.35
4.167
7.407
10.35


Total
100
100
100
100


Wt % Low
45
47
53
56


Volatile


Fragrance


Materials






1 Fragrance Example 4a.














TABLE 15







Fragrance Examples 13, 14, 15 and 16 (Traditional Muguesia Magnifica -


Greater than 30 wt % of Low Volatile Fragrance Materials)












Fragrance
Fragrance
Fragrance
Fragrance



Example 13
Example 14
Example 15
Example 16


Ingredients
Weight %
Weight %
Weight %
Weight %














Muguesia
86.96
83.33
74.07
68.97


Magnifica 1


Ethylene
4.35
4.17
3.70
6.90


Brassylate


Methyl
4.35
8.33
14.82
13.79


Dihydro


Jasmonate


Iso-E Super ®
4.35
4.17
7.41
10.35


Total
100
100
100
100


Wt % Low
45
47
53
56


Volatile


Fragrance


Materials






1 Fragrance Example 5a.







Fragrance example 17 (as disclosed in Table 16) is composed of 68.51 wt % of volatile fragrance materials and 31.49 wt % of low volatile fragrance materials, wherein the wt % is relative to the total weight of the fragrance component.









TABLE 16







Fragrance Example 17 (Comparative Fragrance 1 -


31.49 wt % of Low Volatile Fragance Materials)









Amount













Vapor Pressure
Parts by
Parts


Ingredients
CAS Number
(Torr at 25° C.)
Weight
(wt %)














Limonene
5989-27-5
1.541
2576
30.04


Cis-3-Hexenol
928-96-1
1.039
21
0.24


Zestover 6
78-70-6
0.578
1
0.01


Linalol
78-70-6
0.0905
553
6.45


Aphermate 4 (10% DIPG) 7
25225-08-5
0.0678
7
0.08


Cyclosal
535-86-4
0.0311
35
0.41


Coranol
83926-73-2
0.0210
371
4.33


Sclareolate ®* 1
319002-92-1
0.0196
630
7.35


3-Methoxy-7,7-dimethyl-10-
216970-21-7
0.0196
371
4.33


methylene-bicyclo[4.3.1]decane


Cedramber 2
19870-74-8
0.0128
1050
12.24


Ambrox ®*
6790-58-5
0.00934
1
0.01


Decal
706-14-9
0.00852
21
0.24


Damascone Alpha* (10% DIPG) 7
24720-09-0
0.00830
9.1
0.11


(Methoxymethoxy)Cyclododecane
42604-12-6
0.00686
182
2.12


Lilial ®
80-54-6
0.00444
26
0.30


γ-Undecalactone*
104-67-6
0.00271
21
0.24


Calone ®* 3
28940-11-6
0.000831
50
0.58


Paradisone 5 ®*
24851-98-7
0.000710
1000
11.66


Galaxolide ® (70% MIP Extra) 7
1222-05-5
0.000414
700
8.16


Exaltenone
14595-54-1
0.0000964
950
11.08









Total
8575.10
100 wt %





*origin: Firmenich SA (Geneva, Switzerland).



1 Propyl (S)-2-(1,1-dimethylpropxy)propanoate.




2 8-Methoxy-2,6,6,8-tetramethyl-tricyclo[5.3.1.0(1,5)]undecane.




3 7-Methyl-2H,4H-1,5-benzodioxepin-3-one.




4 1-(3,3-dimethyl-1-cyclohexyl)ethyl formate; origin: International Flavors & Fragrances.




5 Methyl dihydrojasmonate.




6 Linalool.




7 Fragrance materials added as dilutions in a non-volatile solvent. For the purposes of calculating the fragrance oil composition actual fragrance materials levels added are used.







Fragrance example 18 (as disclosed in Table 17) is composed of 90.63 wt % of volatile fragrance materials and 9.37 wt % of low volatile fragrance materials, wherein the wt % is relative to the total weight of the fragrance component.









TABLE 17







Fragrance Example 18 (Comparative Fragrance 2 -


9.37 wt % of Low Volatile Fragance Materials)









Amount













Vapor Pressure
Parts by
Parts


Ingredients
CAS Number
(Torr at 25° C.)
Weight
(wt %)














D-Limonene
5989-27-5
1.540
50.00
5.21


cis-3-Hexenol (10% in DPG) 4
928-96-1
1.040
0.5
0.05


Acetophenone (10% in DPG) 4
98-86-2
0.299
1.00
0.10


Methylphenyl Acetate
101-41-7
0.176
10.00
1.04


Dihydromyrcenol
18479-58-8
0.166
50.00
5.21


Benzyl acetate
140-11-4
0.164
60.00
6.25


Tetra-Hydro Linalool
n/a
0.115
50.00
5.21


n-Undecanal
n/a
0.102
5.00
0.52


Linalool
78-70-6
0.0905
40.00
4.17


Phenylethyl Alcohol
n/a
0.0559
245.00
25.53


Allyl amyl glycolate (10% in DPG) 4
67634-00-8
0.04000
2.00
0.21


Indole (10% in DPG) 4
120-72-9
0.02980
1.00
0.10


Alpha-Terpineol
98-55-5
0.02830
30.00
3.13


Diphenyl Oxide
101-84-8
0.02230
5.00
0.52


L-Citronellol
7540-51-4
0.01830
80.00
8.34


Beta-Ionone
14901-07-6
0.01690
5.00
0.52


Alpha-Ionone
127-41-3
0.01440
15.00
1.56


Dimethyl benzyl carbinyl acetate
151-05-3
0.01390
30.00
3.13


Geraniol
106-24-1
0.01330
40.00
4.17


Nerol
n/a
0.01330
20.00
2.08


Lilial ® 1
80-54-6
0.00444
60.00
6.25


Gamma-Undecalactone
104-67-6
0.00271
15.00
1.56


Amyl salicylate
2050-08-0
0.00144
25.00
2.61


Galaxolide ®
1222-05-5
0.000414
20.00
2.08


cis-3-Hexenyl salicylate
65405-77-8
0.000246
20.00
2.08


Ethylene Brassylate
105-95-3
0.00000000313
30.00
3.13


Styrolyl Acetate 5
n/a
n/a
20.00
2.08


Decenol trans-9 3
n/a
n/a
15.00
1.56



Geranium oil 2

n/a
n/a
15.00
1.56









Total
959.5
100 wt %






1 Benzenepropanal, 4-(1,1-dimethylethyl)-α-methyl-.




2 Natural oil that is judged to be of moderate volatility for the purposes of calculating levels of the volatile fragrance materials.




3 Proprietary oil that is judged to be of moderate volatile for the purposes of calculating levels of the volatile fragrance materials.




4 Fragrance materials added as dilutions in a non-volatilee solvent. For the purposes of calculating the fragrance oil composition actual fragrance materials levels added are used.




5 Unknown oil that is judged to be of low volatility for the purposes of calculating levels of the volatile fragrance materials.







Example 2—Compositions Comprising Fragrance Oils and Substantially Non-Odorous Fragrance Modulators

Compositions A, D, G, J and M are examples of fine fragrance compositions according to the present invention, made with any of the fragrance examples 1 to 3, 4b, 5b, and 18 respectively. Compositions B, E, H, K and N are examples of fragrance compositions containing traditional or higher levels of low volatile fragrance materials, made with any of the fragrance examples 4a, 5a, and 7-17, respectively. In parallel, control compositions C, F, I, L and O are prepared by replacing the different substantially non-odorous fragrance modulators by the same amount of deionized water. All of the compositions are prepared by admixture of the components described in Table 18(a), in the proportions indicated.









TABLE 18(a)







Fragrance Compositions









Fragrance Composition (wt %) 1






















Ingredients
A
B
C
D
E
F
G
H
I
J
K
L
M
N
O





Fragrance A1 2
5-10


5-15


2.5-10 


  5-20


0.1-20




Fragrance B 3

5-10


5-15


2.5-10 


  5-20


0.1-20



Fragrance A1


5-10


5-15


2.5-10


5-20


0.1-20


or B








Ethanol
60-99.9


Butylated
 0-0.07


Hydroxy


Toluene






















Modulator A 4
5-20
5-20
0














Modulator B 5



0.5-5  
0.5-5  
0











Modulator C 6






0.1-3.0
0.1-3.0
0








Modulator D 7









2.5-15
2.5-15
0





Modulator E 8












0.1-20
0.1-20
0








Deionized water
to 100.00






1 Wt % is relative to the total weight of the composition.




2 Can be any one of fragrance examples 1-3, 4b, 5b, and 18.




3 Can be any one of fragrance examples 4a, 5a, and 7-17.




4 Can be any one of the substantially non-odorous fragrance modulators examples: Propylene Glycol Propyl Ether, Hexaethylene glycol monododecyl ether, Panthenol Ethyl Ether, DL-Panthenol, Diisobutyl Adipate, or Diisoamyl Adipate.




5 Neopentyl Glycol Diisononanoate.




6 2-ethylhexyloxypropanediol.




7 PPG-11 Stearyl Ether.




8 Can be any one of the substantially non-odorous fragrance modulators examples: Dicetyl Ether; Polyglycerin-4 Ethers; Isoceteth-5; Isoceteth-7, Isoceteth-10; Iscoeteth-12; Isoceteth-15; Isoceteth-20; Isoceteth-25; Isoceteth-30; Disodium Lauroamphodipropionate; Hexaethylene glycol monododecyl ether; or Cetearyl Ethylhexnoate.







Tables 18(b) provides test compositions (MOD1 to MOD3) comprising the volatile fragrance formulation of fragrance example 6 (as disclosed in Table 11) with a substantially non-odorous fragrance modulator (as disclosed in Table 3) that are particularly suited to analytical measurements. All of the compositions are prepared by admixture of the components described in Table 18(b) in the proportions indicated.









TABLE 18(b)







Compositions comprising fragrance with


10 Volatile Fragrance Materials












Test composition
Reference composition




(wt % 1)
(wt % 1)



Ingredients
MOD 1 to 3
REF







Fragrance A 2
 7.0
7.0



Triethyl citrate
0.25 to 1.0
0.25 to 1.0



Ethanol
75.0
75.0 



Modulator 3
15.0
0.0



Water
qsp
qsp



Total
100.0 
100.0 








1 Wt % is relative to the total weight of the composition.





2 Fragrance Example 6 (as disclosed in Table 11).





3 Can be any one of the substantially non-odorous fragrance modulator nos. 8, 18, and 21 as disclosed in Table 3.







Tables 18(c) provides test compositions comprising the volatile fragrance formulation of fragrance example 6 (as disclosed in Table 11) with a substantially non-odorous fragrance modulator (as disclosed in Table 3) that are particularly suited to analytical measurements. All of the compositions are prepared by admixture of the components described in Table 18(c) in the proportions indicated.









TABLE 18(c)







Compositions comprising fragrance with


10 Volatile Fragrance Materials












Test composition
Reference composition



Ingredients
(wt % 1)
(wt % 1)







Fragrance A 2
0.4-7.0
0.4-7.0



Triethyl citrate
0.25 to 2.0
0.25 to 2.0



Ethanol
75.0
75.0



Modulator 3
  1-15.0
 0.0



Water
qsp
qsp



Total
100.0 
100.0 








1 Wt % is relative to the total weight of the composition.





2 Fragrance Example 6 (as disclosed in Table 11).





3 Can be any one of the substantially non-odorous fragrance modulator nos. 1-7, 9-17, 19-20 and 22-23as disclosed in Table 3.







Example 3—Single Fragrance Material Compositions Containing Substantially Non-Odorous Fragrance Modulators

Compositions P, R and T-X are examples of compositions according to the present invention, made with single fragrance materials and the substantially non-odorous fragrance modulators, respectively. They are prepared by admixture of the components in Table 19(a), in the proportions indicated. In parallel, control Compositions Q, S and Y are prepared without a substantially non-odorous fragrance modulator as a control.









TABLE 19(a)







Single Fragrance Material Compositions









Single PRM Composition (wt %) 1

















Ingredients
P
Q
R
S
T
U
V
W
X
Y





Dimethyl Benzyl


1.0
1.0








Carbinyl Acetate


Eugenol
1.0
1.0










Fragrance C 6




0.1-1
0.1-1
0.1-1
0.1-1
0.1-1
0.1-1


Propylene Glycol
0.8
0.0










Propyl Ether


Diisobutyl adipate


1.4
0.0








Modulator A2 2




0.1-5




0


Modulator B 3





0.1-5



0


Modulator C 4






0.1-5


0


Modulator D 5







0.1-5

0


Modulator E 7








0.1-5
0








Ethanol
to 100






1 Wt % is relative to the total weight of the composition.




2 Can be any one of the substantially non-odorous modulators examples: Hexaethylene glycol monododecyl ether, Panthenol Ethyl Ether, DL-Panthenol, or Diisoamyl Adipate.




3 Neopentyl Glycol Diisononanoate.




4 2-ethylhexyloxypropanediol.




5 PPG-11 Stearyl Ether.




6 Can be any one of the single fragrance materials examples: Dimethyl Benzyl Carbinyl Acetate or Eugenol.




7 Can be any one of the substantially non-odorous modulators examples: Dicetyl Ether; Polyglycerin-4 Ethers; Isoceteth-5; Isoceteth-7, Isoceteth-10; Isoceteth-12; Isoceteth-15; Isoceteth-20; Isoceteth-25; Isoceteth-30; Disodium Lauroamphodipropionate; Hexaethylene glycol monododecyl ether or Cetearyl Ethylhexnoate.







Tables 19(b) provides test compositions comprising the a single volatile fragrance material (as disclosed in Table 2) with a substantially non-odorous fragrance modulator (as disclosed in Table 3) that are particularly suited to analytical measurements. All of the compositions are prepared by admixture of the components described in Table 19(b) in the proportions indicated.









TABLE 19(b)







Single Volatile Fragrance Material Compositions










Test Composition
Reference Composition


Ingredients
(wt % 1)
(wt % 1)





Volatile Fragrance
1.0-3.0
1.0-3.0


Material 2


Triethyl citrate
0.25 to 2.0
0.25 to 2.0


Ethanol
 75.0
 75.0


Modulator 3
 0.1-10.0
 0.0


Water
qsp
qsp


Total
100.0
100.0






1 Wt % is relative to the total weight of the composition.




2 Can be any one of the volatile fragrance material as disclosed in Table 2.




3 Can be any one of the substantially non-odorous fragrance modulator as disclosed in Table 3.







Example 4—Exemplary Product Compositions

Compositions I, II, III and IV are examples of body spray compositions according to the present invention. They are prepared by admixture of the components described in Table 20, in the proportions indicated.









TABLE 20







Body Spray Compositions









Compositions (wt % 1)












Ingredients
CAS Number
I
II
III
IV















Denatured Ethanol
64-17-5
39.70
59.45 
39.70
39.70


Water
7732-18-5

0.75




Dipropylene Glycol
25265-71-8
15.00

15.00
15.00


Isopropyl Myristate
110-27-0
1.00

1.00
1.00


Zinc Phenosulphonate
127-82-2
0.50

0.50
0.50


Cavasol ® W7 methylated
128446-36-6

1.00




Beta-cyclodextrin


Fragrance 2

1.20
1.20
1.20
1.20


Fragrance Modulator 3

2.60
2.60
2.60
2.60


Propane
74-98-6
4.86

4.86
4.86


Isobutane
72-28-5
27.14

27.14
27.14


1,1-Difluoroethane (HFC-152a)
75-37-6
8.00
35.00 
8.00
8.00











Total
100.00
100.00 
100.00
100.00






1 Wt % relative to the total weight of the composition.




2 Can be any one of Fragrances Examples 1-3, 4b, 5b or 18.




3 Can be any one of the substantially non-odorous fragrance modulators disclosed in Table 3.







Composition V, VI and VII are examples of body lotion compositions according to the present invention. They are prepared by admixture of the components as described in Table 21, in the proportions indicated.









TABLE 21







Body Lotion Composition









Compositions (wt % 1)











Ingredients
CAS Number
V
VI
VII





Water
7732-18-5
qsp
qsp
qsp




100%
100%
100%


Trilon ® B
64-02-8
0.05
0.05
0.05


Carbopol ® ETD 2050
9003-01-4
0.2
0.2
0.2


Pemulen ™ TR1
9063-87-0
0.2
0.2
0.2


Nexbase ® 2008
68037-01-4
8
8
8


Silicone V100
63148-62-9
6
6
6


Fragrance Modulator 3

3
3
3


Tris Amino ™ Ultra Pur
102-71-6
0.4
0.4
0.4


Fragrance 2

3
3
3


Preservatives

qs
qs
qs










Total
100.00
100.00
100.00






1 Wt % relative to the total weight of the composition.




2 Can be any one of the Fragrances Examples 1-3, 4b, 5b or 18.




3 Can be any one of the substantially non-odorous fragrance modulators disclosed in Table 3.







Example 5—Olfactive Test Results

Compositions disclosed in Tables 18(a) and 19(a)-19(b) are applied to glass slides in accordance with the protocol described in the Method Section and a panel of 6-10 experienced panelists evaluated the perceived fragrance profile at initial time 0, then at various time points, typically 1 hour, 2 hours, 3 hours, 4 hours and 6 hours post application. Panelists are asked to score the compositions for the longevity on a scale of 0 to 5, wherein 0 represents a no fragrance is detected and 5 represents a very strong fragrance intensity is detected; and for fragrance profile fidelity on a scale of 0 to 3 wherein 0 represents not detectable and 3 represents it being the dominant character. The results of the panelists are then averaged and discussed below.


(a) Effects of the Substantially Non-Odorous Fragrance Modulators on Single Fragrance Material Compositions



FIG. 1 shows the fragrance intensity profile of Composition P as evaluated by 10 panelists, which comprises the substantially non-odorous fragrance modulator Propylene Glycol Propyl Ether (PGPE) and the single fragrance material, Eugenol. Addition of the substantially non-odorous fragrance modulator (PGPE) maintains the intensity of the fragrance material for up to 6 hours whilst the control, Composition Q, in the absence of the substantially non-odorous fragrance modulator (PGPE), drops in fragrance intensity profile over the 6 hours. The substantially non-odorous fragrance modulator acts to maintain the continued evaporation over time of the fragrance material. Statistical analysis using the Tukey correction for multiple comparisons confirms the statistically significant difference at 1 hour (p<0.0001) and 6 hours (p=0.0235) both at 95% significance level (i.e., p<0.05) and at 3 hours (p=0.0676) at 90% significance level (i.e., p<0.1).



FIG. 2 shows the fragrance intensity profile of Composition R as evaluated by 10 panelists, which comprises the substantially non-odorous fragrance modulator Diisobutyl Adipate and the single fragrance material Dimethyl Benzyl Carbinyl Acetate. Addition of the substantially non-odorous fragrance modulator (Diisobutyl Adipate) maintains the intensity of the fragrance material for up to 1 hour whilst the control, Composition S, in the absence of the substantially non-odorous fragrance modulator, drops in fragrance intensity profile over this time. The substantially non-odorous fragrance modulator acts to maintain the continued initial evaporation over time of the fragrance material. Statistical analysis using the Tukey correction for multiple comparisons confirms the statistically significant difference at 0 hours (p=0.0558) at 90% significance level (i.e., p<0.1) and at 1 hour (p=0.0163) at 95% significance level (i.e., p<0.05).


(b) Effects of the Substantially Non-Odorous Fragrance Modulators on the Fragrance Profile Longevity of Compositions Having Reduced Levels of Low Volatile Fragrance Materials (Between 10 to 30 wt % Relative to the Total Weight of the Fragrance Component) Vs Compositions Having Traditional Levels of Low Volatile Fragrance Materials (Greater than 30 wt % Relative to the Total Weight of the Fragrance Component) and No Substantially Non-Odorous Fragrance Modulator


Panelists are asked to score the compositions for the intensity of the fragrance on a scale of 0 to 5, wherein 0 represents no fragrance intensity is detected and 5 represents a very strong fragrance intensity is detected. The results of the panel test are then averaged. The results show the effect of the substantially non-odorous fragrance modulator and reduced levels of low volatile fragrance materials for any one of the inventive Compositions A, D, G, J and M on fragrance profile longevity versus control Compositions C, F, I, L, and O in the absence of the substantially non-odorous modulator. Alternatively, the results show the effect of the substantially non-odorous fragrance modulator and reduced levels of low volatile fragrance materials for any one of the inventive Compositions A, D, G, J and M on fragrance profile longevity versus traditional Compositions B, E, H, K and N in the presence of the substantially non-odorous fragrance modulator. Fragrance profile longevity, particularly intensity of the characters attributable to the volatile fragrance materials are maintained for up to at least 6 hours in the presence of the substantially non-odorous fragrance modulator whilst it drops in the absence of the substantially non-odorous fragrance modulator.



FIG. 3 shows the fragrance intensity profile of Composition A as evaluated by 6 panelists, which comprises 15 wt % substantially non-odorous fragrance modulator Diisobutyl Adipate and 7 wt % Reduced Low Volatile Floral Magnifica Fragrance Example 4b (13 wt % of low volatile fragrance materials). Addition of the substantially non-odorous fragrance modulator Diisobutyl Adipate maintains the intensity of the fragrance material for up to 6 hours. As compared to the control Composition C, in the absence of the substantially non-odorous fragrance modulator Diisobutyl Adipate, and comprising 7 wt % Traditional Floral Magnifica Fragrance Example 4a (37 wt % of low volatile fragrance materials) drops in fragrance intensity over the 6 hours.



FIG. 4 shows the fragrance intensity profile of Composition A as evaluated by 6 panelists, which comprises 15 wt % substantially non-odorous fragrance modulator Diisobutyl Adipate and 7 wt % Reduced Low Volatile Muguesia Magnifica Fragrance Example 5b (13 wt % of low volatile fragrance materials). Addition of the substantially non-odorous fragrance modulator Diisobutyl Adipate maintains the intensity of the fragrance material for up to 6 hours. As compared to the control Composition C, in the absence of the substantially non-odorous fragrance modulator Diisobutyl Adipate, and comprising 7 wt % Traditional Muguesia Magnifica Fragrance Example 5a (37 wt % of low volatile fragrance materials) drops in fragrance intensity over the 6 hours.


Panelists are also asked to score the Compositions B, E, H, K and N for the intensity of the fragrance profile. The results show the effect of the substantially non-odorous fragrance modulator and excessive levels of low volatile fragrance materials for any one of Compositions B, E, H, K and N on fragrance profile longevity and fidelity. Two outcomes are observed: (i) either the fragrance profile longevity is unaffected by the addition of the substantially non-odorous fragrance modulator, or (ii) the fragrance profile appears to be suppressed with a loss of strength (data not shown).


Without wishing to be bound by theory, it is believed that the substantially non-odorous fragrance modulator acts to maintain the continued evaporation over time of the fragrance materials, particular the volatile fragrance materials. The effect of the improved fragrance profile longevity of the present invention are noticeable at, any one of, 1, 3 and 6 hours post application.


(c) Effects of the Substantially Non-Odorous Fragrance Modulators on the Fragrance Profile Fidelity of Compositions Having Reduced Levels of Low Volatile Fragrance Materials (Between 10 to 30 wt % Relative to the Total Weight of the Fragrance Component) Vs Compositions Having Traditional Levels of Low Volatile Fragrance Materials (Greater than 30 wt % Relative to the Total Weight of the Fragrance Component) and No Substantially Non-Odorous Fragrance Modulator


Panelists are are also asked to score the composition for the fragrance profile fidelity. In particular, the panelists are asked to score the dominance of the floral character attributable to the volatile fragrance materials on a scale of 0 to 3 wherein 0 represents not detectable and 3 represents it being the dominant character. The results of the panel test are then averaged. The results show the effect of the substantially non-odorous fragrance modulator and reduced levels of low volatile fragrance materials for the inventive Compositions A, D, G, J and M on fragrance profile fidelity versus control Compositions C, F, I, L, and O in the absence of the substantially non-odorous fragrance modulator. Alternatively, the results show the effect of the substantially non-odorous fragrance modulator and reduced levels of low volatile fragrance materials for any one of the inventive Compositions A, D, G, J and M on fragrance profile fidelity versus traditional Compositions B, E, H, K and N in the presence of the substantially non-odorous fragrance modulator. Fragrance profile fidelity, particularly floral character attributable to the volatile fragrance materials, are maintained by the substantially non-odorous fragrance modulator over time for up to 6 hours in the presence of the substantially non-odorous fragrance modulator whilst it drops in the absence of the substantially non-odorous fragrance modulator (data not shown).



FIG. 5 shows the fragrance profile fidelity of Composition A, which comprises 15 wt % substantially non-odorous fragrance modulator Diisobutyl Adipate and 7 wt % Reduced Low Volatile Floral Magnifica Fragrance Example 4b (13 wt % of low volatile fragrance materials). Addition of the substantially non-odorous fragrance modulator Diisobutyl Adipate maintains the overwhelmingly dominate floral character for up to 6 hours. It is observed for Composition C comprising 7 wt % Traditional Floral Magnifica Fragrance Example 4a (37 wt % of low volatile fragrance materials) and no modulators, the floral character is perceived initially but then drops quickly over time. Addition of the substantially non-odorous fragrance modulator Diisobutyl Adipate does not result in improved fidelity of the floral character (data not shown).



FIG. 6 shows the fragrance profile fidelity of Composition A, which comprises 15 wt % substantially non-odorous fragrance modulator Diisobutyl Adipate and 7 wt % Reduced Low Volatile Muguesia Magnifica Fragrance Example 5b (13 wt % of low volatile fragrance materials). Addition of the substantially non-odorous fragrance modulator Diisobutyl Adipate maintains the overwhelmingly dominate floral character for up to 6 hours. It is observed for Composition C comprising 7 wt % Traditional Muguesia Magnifica Fragrance Example 5a (37 wt % of low volatile fragrance materials) and no modulators, the floral character is perceived initially but then drops quickly over time. Addition of the substantially non-odorous fragrance modulator Diisobutyl Adipate does not result in improved fidelity of the floral character (data not shown).



FIG. 7 shows the fragrance profile fidelity of Composition J, which comprises 15 wt % substantially non-odorous fragrance modulator PPG-11 Stearyl Ether and 7 wt % Reduced Low Volatile Floral Magnifica Fragrance Example 4b (13 wt % of low volatile fragrance materials). Addition of the substantially non-odorous fragrance modulator PPG-11 Stearyl Ether maintains the overwhelmingly dominate floral character for up to 6 hours. It is observed for Composition L comprising 7 wt % Traditional Floral Magnifica Fragrance Example 4a (37 wt % of low volatile fragrance materials) and no modulators, the floral character is perceived initially but then drops quickly over time. Addition of the substantially non-odorous fragrance modulator PPG-11 Stearyl Ether does not result in improved fidelity of the floral character (data not shown).



FIG. 8 shows the fragrance profile fidelity of Composition J, which comprises 15 wt % substantially non-odorous fragrance modulator PPG-11 Stearyl Ether and 7 wt % Reduced Low Volatile Muguesia Magnifica Fragrance Example 5b (13 wt % of low volatile fragrance materials). Addition of the substantially non-odorous fragrance modulator PPG-11 Stearyl Ether maintains the overwhelmingly dominate floral character for up to 6 hours. It is observed for Composition L comprising 7 wt % Traditional Muguesia Magnifica Fragrance Example 5a (37 wt % of low volatile fragrance materials) and no modulators, the floral character is perceived initially but then drops quickly over time. Addition of the substantially non-odorous fragrance modulator PPG-11 Stearyl Ether does not result in improved fidelity of the floral character (data not shown).


Panelists are also asked to score the Compositions B, E, H, K and N for the dominance of the floral character. The results show the effect of the substantially non-odorous fragrance modulator and excessive levels of low volatile fragrance materials for any one of Compositions B, E, H, K and N on fidelity of the floral character attributable to the volatile fragrance materials. It is observed that the floral character is perceived initially but then drops quickly over time. Addition of the substantially non-odorous fragrance modulator does not result in improved fidelity of the floral character as seen in any one of Compositions B, E, H, K and N (data not shown).


Panelists are further asked to score the compositions on a scale of 1 to 5, wherein 1 represents the fragrance profile remains unchanged and 5 represents a total change in the fragrance profile versus a control. The results of the panel test are averaged and plotted together with the confidence intervals. The results show the effect of the substantially non-odorous fragrance modulator and reduced levels of low volatile fragrance materials for Compositions A, D, G, J and M. The presence of the substantially non-odorous fragrance modulator and the reduced levels of low volatile fragrance materials result in noticeable fidelity in fragrance character. Particularly, noticeable fidelity in the floral character attributable to the volatile fragrance materials (data not shown).


Example 6—Analytical Evaporation Test Results

Using the analytical evaporation Test Method 3, it is possible to measure the amount of each component of a perfume mixture that remains as the fragrance mixture evaporates. Test compositions, as disclosed in Table 18(b) and 18(c), comprising a mixture of 10 volatile perfume materials, as disclosed in Table 11 (Fragrance Example 6), and a substantially non-odorous fragrance modulators, as disclosed in Table 3, are introduced in the aluminum containers at the set temperature for pre-determined periods of time in accordance with the protocol described in Test Method 3. Indole is one of the components of the 10 PRMs mixture of Table 11. Control compositions containing the full 10 PRMs without the substantially non-odorous fragrance modulator are run alongside the test compositions. The average profile for the control composition is plotted against the individual profile for the indole component from the test composition containing the 10 PRMs mixture of Table 11 with the substantially non-odorous fragrance modulators. The error associated with the method is determined by running replicate evaporation experiments on the control composition. An average evaporation profile of the control composition as well as the 95% confidence interval at each time point are calculated from the replicates.


It is useful to consider the difference (Δ) in the % of remaining fragrance material between each of the test composition (MOD) and their respective control composition (REF) at each experimental time points (e.g., 30 mins, 60 mins and 180 mins) to determine the effect of the substantially non-odorous fragrance modulator on the volatile PRMs in a mixture. The difference (Δ) in the % of remaining of a given fragrance material is calculated as follows:





Δ=% remaining of given fragrance material in test composition(MOD)−% remaining of same fragrance material in control composition (REF)


The difference (Δ) can then be plotted (data not shown) for each of the perfume materials in the mixture at each of the time points. For ease of reference, the applicant has summarize the effect of the substantially non-odorous fragrance modulator on only one volatile fragrance component (e.g., indole) of the mixture, to serve as a representative of all of the volatile fragrance materials.


(a) Effects of Isoceteth-15 on Compositions Having Volatile Fragrance Materials



FIG. 9 shows the effect of the substantially non-odorous fragrance modulator Isoceteth-15 on the evaporation profile for a representative component (i.e., indole) of the test composition (MOD1). With reference to FIG. 9, indole has a difference (Δ) of 15% after 30 mins, 34% after 60 mins, and 81% after 3 hours. Addition of the Isoceteth-15 in the test composition (MOD1) maintains the concentration of the volatile fragrance material indole from 0 hour up to 3 hours whilst the control composition (REF), in the absence of Isoceteth-15, drops in fragrance concentration over the 3 hours. Thus, Isoceteth-15 acts to maintain the continued evaporation of the volatile fragrance material over time. Similar results are observed for the other volatile fragrance materials in the mixture (data not shown).


(b) Effects of DL-Panthenol on Compositions Having Volatile Fragrance Materials



FIG. 10 shows the effect of the substantially non-odorous fragrance modulator DL-Panthenol on the evaporation profile for a representative component (i.e., indole) of the test composition (MOD2). With reference to FIG. 10, DL-Panthenol has a difference (Δ) of 9% after 30 mins, 14% after 60 mins, and 41% after 3 hours. Addition of the DL-Panthenol in the test composition (MOD2) maintains the concentration of the volatile fragrance material indole from 0 hour up to 3 hours whilst the control composition (REF), in the absence of DL-Panthenol, drops in fragrance concentration over the 3 hours. Thus, DL-Panthenol acts to maintain the continued evaporation of the volatile fragrance material over time. Similar results are observed for the other volatile fragrance materials in the mixture (data not shown).


(c) Effects of PPG-11 Stearyl Ether on Compositions Having Volatile Fragrance Materials



FIG. 11 shows the effect of the substantially non-odorous fragrance modulator PPG-11 Stearyl Ether on the evaporation profile for a representative component (i.e., indole) of the test composition (MOD3). With reference to FIG. 11, PPG-11 Stearyl Ether has a difference (Δ) of 9% after 30 mins, 23% after 60 mins, and 59% after 3 hours. Addition of the PPG-11 Stearyl Ether in the test composition (MOD3) maintains the concentration of the volatile fragrance material indole from 0 hour up to 3 hours whilst the control composition (REF), in the absence of PPG-11 Stearyl Ether, drops in fragrance concentration over the 3 hours. Thus, PPG-11 Stearyl Ether acts to maintain the continued evaporation of the volatile fragrance material over time. Similar results are observed for the other volatile fragrance materials in the mixture (data not shown).


Example 7—Analytical Headspace Test Results

Using the analytical headspace Test Method 4, it is possible to demonstrate the character retention over time of a perfume mixture of a fragrance composition of the present invention vs. a control. Compositions disclosed in Tables 18(a) are added to sealed vials in accordance with the procotol described in the Method Section, and the fragrance profile in the headspace are measured at specific time points through the use of headspace gas chromatography.


(a) Effects of the Substantially Non-Odorous Fragrance Modulators on Character Retention of Compositions Having Reduced Levels of Low Volatile Fragrance Materials (Between 10 to 30 wt % Relative to the Total Weight of the Fragrance Component) Vs Compositions Having Traditional Levels of Low Volatile Fragrance Materials (>30 wt % Relative to the Total Weight of the Fragrance Component)


The test demonstrates the character retention over time of a fragrance composition. The results show the effect of the substantially non-odorous fragrance modulator and reduced levels of low volatile fragrance materials for any one of the inventive Compositions A, D, G, J and M on fragrance profile longevity versus control Compositions C, F, I, L, and O in the absence of the substantially non-odorous fragrance modulator. Alternatively, results show the effect of the substantially non-odorous fragrance modulator and reduced levels of low volatile fragrance materials for any one of the inventive Compositions A, D, G, J and M on fragrance profile longevity versus traditional Compositions B, E, H, K and N in the presence of the substantially non-odorous fragrance modulator. Fragrance profile fidelity, particularly characters attributable to the volatile fragrance materials are maintained for up to at least 1 hour in the presence of the substantially non-odorous fragrance modulator whilst it drops in the absence of the substantially non-odorous fragrance modulator.



FIG. 12(a)(i) provides the headspace chromatogram for control Composition L after 10 mins of evaporation, wherein Composition L comprises 7 wt % Traditional Muguesia Magnifica Fragrance Example 5a and no modulator. The headspace is a complex fragrance with many perfume materials of a range of volatility and characters. This includes volatile fragrance materials having a vapor pressure greater than or equal to 0.001 Torr (0.000133 kPa) at 25° C., for example: Cyclogalbanate or Majantol®, Helional, Cymal or Jasmal and hydroxyl citronellal; and low volatile fragrance material having a vapor pressure less than 0.001 Torr (0.000133 kPa) at 25° C., for example: Hedione® HC and Iso-E Super®. As the fragrance evaporates, the height of the peaks reduces significantly, particularly the peaks due to the volatile fragrance materials. After 60 mins of evaporation, as shown in FIG. 12(a)(ii), only one substantial volatile fragrance material peak remains, for example Helional. In contrast, the low volatile fragrance materials remain with substantial peaks for many perfume materials, for example Hedione® HC and Iso-E Super®. These chromatograms illustrate the loss of fragrance materials during evaporation, particularly the loss of the volatile fragrance materials. Consumers will experience this as a loss in intensity and perception of these particular fragrance materials, particularly those that provide the floral characters.



FIG. 12(b)(i) provides the headspace chromatogram for inventive Composition J after 10 mins of evaporation, wherein Composition J comprises 7 wt % Reduced Low Volatile Muguesia Magnifica Fragrance Example 5b and 15 wt % PPG-11 Stearyl Ether substantially non-odorous modulator. The headspace is a complex fragrance with many perfume materials of a range of volatility and characters. This includes volatile fragrance materials having a vapor pressure greater than or equal to 0.001 Torr (0.000133 kPa) at 25° C., for example Cyclogalbanate, or Majantol®, Helional, Cymal or Jasmal and hydroxyl citronellal; and low volatile fragrance material having a vapor pressure less than 0.001 Torr (0.000133 kPa) at 25° C., for example Hedione® HC and Iso-E Super®. As the fragrance evaporates the height of the peaks reduces but not as much as compared to the control Composition L, particularly the peaks due to the volatile fragrance materials are maintained. After 60 mins of evaporation, as shown in FIG. 12(b)(ii), most of the volatile fragrance materials peaks remain. This includes Cyclogalbanate or Majantol®, Helional Cymal or Jasmal and hydroxyl citronellal. The low volatile fragrance materials, Hedione® HC and Iso-E Super®, remain in the headspace but are not dominant when compared to Composition L. These chromatograms illustrate the prolonged presence of the volatile fragrance materials in Composition J. Consumers will experience this as a fragrance with a prolonged intensity, particularly of the characters attributable to the volatile fragrance materials, most particularly of the floral characters.


It should be understood that every maximum numerical limitation given throughout this specification includes every lower numerical limitation, as if such lower numerical limitations were expressly written herein. Every minimum numerical limitation given throughout this specification will include every higher numerical limitation, as if such higher numerical limitations were expressly written herein. Every numerical range given throughout this specification will include every narrower numerical range that falls within such broader numerical range, as if such narrower numerical.


The dimensions and values disclosed herein are not to be understood as being strictly limited to the exact numerical values recited. Instead, unless otherwise specified, each such dimension is intended to mean both the recited value and a functionally equivalent range surrounding that value. For example, a dimension disclosed as “40 mm” is intended to mean “about 40 mm.”


Every document cited herein, including any cross referenced or related patent or application and any patent application or patent to which this application claims priority or benefit thereof, is hereby incorporated herein by reference in its entirety unless expressly excluded or otherwise limited. The citation of any document is not an admission that it is prior art with respect to any invention disclosed or claimed herein or that it alone, or in any combination with any other reference or references, teaches, suggests or discloses any such invention. Further, to the extent that any meaning or definition of a term in this document conflicts with any meaning or definition of the same term in a document incorporated by reference, the meaning or definition assigned to that term in this document shall govern.


While particular embodiments of the present invention have been illustrated and described, it would be obvious to those skilled in the art that various other changes and modifications can be made without departing from the spirit and scope of the invention. It is therefore intended to cover in the appended claims all such changes and modifications that are within the scope of this invention.

Claims
  • 1. A composition comprising: a fragrance component present in an amount of from about 0.04 wt % to about 30 wt %, and wherein the fragrance component comprises: (a) at least one low volatile fragrance material having a vapor pressure less than 0.001 Torr (0.000133 kPa) at 25° C.; and(b) the low volatile fragrance material is present in an amount of from about 10 wt % to about 30 wt %, relative to the total weight of the fragrance component;(ii) at least one substantially non-odorous fragrance modulator present in the amount of from about 0.1 wt % to about 20 wt %, relative to the total weight of the composition; and wherein the substantially non-odorous fragrance modulator is selected from the group consisting of: (a) Propylene Glycol Propyl Ether; Dicetyl Ether Ethers; Polyglycerin-4 Ethers; Isoceteth-5; Isoceteth-7, Isoceteth-10; Isoceteth-12; Isoceteth-15; Isoceteth-20; Isoceteth-25; Isoceteth-30; Disodium Lauroamphodipropionate, Hexaethylene glycol monododecyl ether; and their mixtures;(b) Neopentyl Glycol Diisononanoate; Cetearyl Ethylhexanoate; and their mixtures;(c) Glyceryl Ether derivatives having the formula (I):
  • 2. The composition according to claim 1, wherein: (i) the fragrance component is present from about 1 wt % to about 30 wt %, relative to the total weight of composition; and wherein: a. the fragrance component comprises at least one low volatile fragrance material having a vapor pressure less than 0.001 Torr (0.000133 kPa) at 25° C.; andb. the low volatile fragrance material is present in an amount of less than about 30 wt %, relative to the total weight of the fragrance component; and(ii) at least one substantially non-odorous fragrance modulator present in the amount of preferably from about 0.5 wt % to about 18 wt %, relative to the total weight of the composition.
  • 3. The composition according to claim 1, wherein: the substantially non-odorous fragrance modulator is selected from the group of Table 3 Substantially Non-Odorous Fragrance Modulators 1-23, and mixtures thereof.
  • 4. The composition according to claim 1, wherein the low volatile fragrance material is selected from at least 1 material, or at least 2 materials, or at least 3 materials from the group of Low Volatile Fragrance Materials 1-105, IUPAC Names, of Table 1 and mixtures thereof.
  • 5. The composition according to claim 4, wherein the low volatile fragrance material is selected from the group of Table 1 Low Volatile Fragrance Materials 1-8, 11-13, 15, 17-18, 21-25, 28, 32-33, 37-38, 41, 43-45, 49-51, 53, 54-56, 58, 60, 63, 65-67, 69, 72-73, 75, 78-79, 89, 94, 97, 99, 101, 103, and mixtures thereof.
  • 6. The composition according to claim 1, wherein: (i) the fragrance component further comprising one or more volatile fragrance materials, wherein: (c) the volatile fragrance material has a vapor pressure greater than or equal to 0.001 Torr (0.000133 kPa) at 25° C.;(d) the volatile fragrance material is present in an amount of from about 70 wt % to about 99.9 wt %, relative to the total weight of the fragrance component; and(e) mixtures thereof.
  • 7. The composition according to claim 6, wherein the volatile fragrance material is selected from at least 1 material, or at least 3 materials, or at least 5 materials from the group of Table 2 Volatile Fragrance Materials 1-443, and mixtures thereof.
  • 8. The composition according to claim 7, wherein the volatile fragrance material is selected from the group of Table 2 Volatile Fragrance Materials 130, 131, 133, 137-139, 142, 144-145, 147-148, 150-151, 154-155, 158, 162, 165-166, 168, 171, 175, 178, 180-181, 184, 186-188, 192, 194-197, 199, 201, 203-205, 208, 214-217, 219-221, 225-226, 228-229, 232-235, 237-239, 241-242, 245, 247, 249-250, 255-256, 258, 260, 262, 264-267, 270-273, 276-277, 279-281, 284, 286-287, 289-290, 293-301, 304-305, 307-312, 314, 316, 318-320, 322-325, 328-335, 340-344, 347, 349-351, 354-358, 359-364, 366, 368-373, 375-378, 380-383, 385, 387-388, 390-392, 394, 396, 399, 403-407, 409-419, 422-424, 427-428, 430, 432-435, 439-441, 443, and mixtures thereof.
  • 9. The composition according to claim 6, wherein the volatile fragrance material is selected from the group consisting of: (f) a high volatile fragrance material having a vapor pressure greater than 0.1 Torr (0.0133 kPa) at 25° C., present in an amount of from about 1 wt % to about 30 wt %, relative to the total weight of the fragrance component;(g) a moderate volatile fragrance material 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., present in an amount of from about 40 wt % to about 80 wt %, relative to the total weight of the fragrance component; and(h) mixtures thereof.
  • 10. The composition according to claim 1, further comprising a volatile solvent present in the amount of from about 50 wt % to about 80 wt %, relative to the total weight of the composition, and wherein the solvent is a branch or unbranched C1 to Cm alkyl, akenyl or alkynyl group having at least one alcohol moiety.
  • 11. The composition according to claim 1, wherein the composition is a fine fragrance composition in the form of a perfume concentrate, a perfume, a parfum, an eau de toilette, an eau de parfum, or a cologne.
  • 12. The composition according to claim 1, wherein the composition is in the form of a body splash or a body spray.
  • 13. The composition according to claim 1, wherein the substantially non-odorous fragrance modulator does not comprise: (i) isocetyl alcohol, PPG-3 myristyl ether, neopentyl glycol diethylhexanoate or their mixtures; and (ii) n-hexadecyl n-nonanoate, n-octadecyl n-nonanoate or their mixtures.
  • 14. The composition according to claim 1, wherein the substantially non-odorous fragrance modulator and fragrance component are present in a weight ratio from about 3:1 to about 1:3.
  • 15. A composition comprising: (i) a fragrance component present in an amount of from about 0.04 wt % to about 30 wt %, relative to the total weight of the composition, and wherein the fragrance component comprises: (a) at least one low volatile fragrance material having a vapor pressure less than 0.001 Torr (0.000133 kPa) at 25° C.; and(b) at least one volatile fragrance material having a vapor pressure greater than or equal to 0.001 Torr (0.000133 kPa) at 25° C.; wherein the weight ratio of the low volatile fragrance material versus the volatile fragrance material are present in the range of from 1:2.33 to 1:9;(ii) at least one substantially non-odorous fragrance modulator present in the amount of from about 0.1 wt % to about 20 wt %, relative to the weight of the composition;(iii) a volatile solvent present in an amount of from about 50 wt % to about 80 wt % relative to the total weight of the composition; and(iv) optionally water.
  • 16. A method to enhance the fragrance profile of a composition, preferably improve the longevity of a floral character of a composition, comprising bringing into contact or mixing at least one substantially non-odorous fragrance modulator with at least one low volatile fragrance material according to a composition according to claim 1.
  • 17. The method according to claim 16, wherein the floral character is selected from the group consisting of a lavender-type note, a rose-type note, a lily of the valley-type note, a muguet-type note, a jasmine-type note, a magnolia-type note, a cyclamen-type note, a hyacinth-type note, a lilac-type note, an orange blossom-type note, a cherry blossom-type note, a peony-type note, a lotus-type note, a linden blossom-type note, an osmanthus-type note, a heliotrope-type note, a violet-type note, an orris-type note, a tiare-type note, a patchouli-type note and the like.
  • 18. A perfuming consumer product or article comprising a composition according to claim 1, wherein the perfuming consumer product is selected from the group consisting of a fabric care product, an air care product or a home care product.
  • 19. A composition comprising a fragrance component and a modulator, wherein the modulator is a compound according to claim 1.
Provisional Applications (1)
Number Date Country
62174533 Jun 2015 US
Divisions (1)
Number Date Country
Parent 15175836 Jun 2016 US
Child 16048892 US